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Your First-Time in Hawaii Itinerary (10-Days)

First-Time in Hawaii Itinerary 10-days

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I fell in love with Hawaii during my first visit when I was 24. I was invited out to free-load off my then-girlfriend, now wife, Erica who was working on Oahu. During that first trip to Hawaii, I knew I would live in Hawaii someday. 

3-years later my company posted a job on Oahu, and I jumped at the opportunity. I never regretted the move. 

Your first time in Hawaii may not be so serendipitous. You want to plan the right Hawaii vacation for you, your partner, or your family. Hawaii is an expensive place to visit and a long way to travel, you want to do the trip right. This first-time Hawaii itinerary is how you do your trip right.

Don’t miss our best itineraries designed to give you the best vacation. With one download you’ll get the best sights, restaurants, beaches, and more carefully mapped out for the optimal experience. They’re really that good. 

Here is your first-time Hawaii itinerary (10-days), Maui and Kauai:

Day 1: Welcome to Maui 

Day 2: Historic Lahaina Town and North Shore

Day 3: Whale Watching, Snorkeling, and a Luau

Day 4: Road to Hana

Day 5: Day Trip to Lanai

Day 6: Haleakala and Upcountry

Day 7: Hiking and Beach Day

Day 8: Fly to Kauai, Hanalei Bay, & Waterfall Hike

Day 9: Poipu Beach, Waimea Canyon, and Na Pali Sunset Cruise

Day 10: Tube Down a Mountain and Fly Home

The best Hawaiian island for your first-time trip to Hawaii is Maui. Maui has the best weather, things to do, resorts, restaurants, food trucks, and still has that laid-back, surfer island-style one expects in Hawaii. The second best island to visit is Kauai or Oahu, depending on what kind of vacation you want. 

We provide itineraries for all the options plus the mistakes to avoid for your first time to Hawaii.

Before you get too far into trip planning, be sure to read our complete guide to planning your first trip to Hawaii . That’ll give you all the need to know information so you can decide exactly where to go, what to do, how to island hop easily and more. It’s a short cut to your best trip planning.

Humpback Whale Breach in Maui

What You Need to Know for Your First Time Visit to Hawaii

First-time visitors fall in love with Hawaii and come back for more. That isn’t tourism marketing, I got the data to prove it.

32% of visitors to Hawaii were first-time visitors in 2019. That means 68% of visitors decided to return to Hawaii after their first trip. The average number of trips was 5.2. 

The first thing to know for your Hawaii itinerary is Hawaii is a safe place to visit. The locals, like Erica and me, are friendly and hospitable. The aloha spirit is strong in Hawaii and you will feel it. 

This is your place to start planning your first trip to Hawaii. Here is where I cover the foundation for your trip. After this, your mind and soul will be ready for creative, freestyle vacation planning or just get on the plane. Planning is half the fun.

🍍 What Hawaiian island is best for first-timers?

🍍 What is a good first-time Hawaii itinerary? 

🍍 What are the mistakes of first-time visitors to Hawaii make? 

🍍 Tips for first-timers: What to book before you leave and do you need a rental car?

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What is the Best Hawaiian Island for First-Time Visitors

Maui. Maui is the best Hawaiian island for first-time visitors . When you decided it was time to visit the 50th state in the union, Maui was the image that popped in your head. You just didn’t know it.

I’ve been to all six major Hawaiian islands and some of the small islands. There are 8 large islands and a total of 137 islands in the Hawaiian chain . Maui is our favorite but for all the reasons that make it the best Hawaiian island for first-timers. 

Some things are true for any Hawaiian island. They all have the following Hawaiian charms and specialties: luaus, Hawaiian history, beaches, the weather is amazing, the ocean is 75 to 80 degrees year-round, surfing, outrigger canoeing, and other ocean sports. 

Let me break down the pros and cons of visiting Maui as your first island.

Maui is the best Hawaiian island for first-time visitors for the following reasons:

✅ Resort areas of Ka’anapali and Wailea

✅ Best snorkeling of any Hawaiian island

✅ Road to Hana’s waterfalls, food stalls, black sand beaches, red sand beach, etc.

✅ Best island for singles who want a beach vacation and activities

✅ Haleakala National Park – hiking, Pools of ‘Ohe’o , sunrise or sunset experience

✅ Whale watching is the best on Maui from mid-December to mid-April

✅ Family-friendly resorts and beaches

✅ Island of Lanai is a ferry ride away

✅ 65 activities for kids to do on Maui

✅ Sea turtles abound for snorkeling and on the beach ( Ho’okipa Beach Park )

✅ Maui food truck scene

✅ Glamping, camping, and car park sleeping options ( Camp Olowalu )

✅ Cheap flights on Southwest, Alaskan, and Hawaiian to Kahului Airport

✅ Adults-only resort – Hotel Wailea, Relais & Châteaux 

✅ Snorkeling Molokini crater

✅ The Lahaina Banyan Tree – 16 trunks and covers 2-acres

Reasons why Maui may not be the best first Hawaiian island for you:

❌ Maui is the most expensive island to visit ( Oahu is the cheapest )

❌ Not a tropical jungle island like The Garden Isle of Kauai

❌ Not volcanically active like the Big Island (note: Kilauea volcano on Hawai’i is not currently erupting but always check if it is)

❌ Lack of nightlife, entertainment, or a club scene like Oahu

❌ No Disney Aulani Resort or other Disney property

❌ No night snorkeling with manta rays

❌ Oahu has the best surfing and places to learn how to surf

❌ Hiking is better on Oahu, Kauai, and Big Island

Hawaii snorkeling with sea turtles

First-Time Visit to Hawaii: 10-Day Itinerary

Here is your first time in Hawaii itinerary. This itinerary will leave you relaxed and confident you saw and experienced the best things to do on Maui and one other island. 

From two locals, this is our ideal Hawaii itinerary for first-time visitors. 

We live in Maui and never get island-fever. There is so much to do but don’t worry, I’m not prescribing an action-packed vacation. This is the cream of the crop to get your feet wet in the sand and to realize why all the celebrities vacation in Maui.

A 10-day Hawaii itinerary is a perfect length of time. As a first-time visitor, we recommend you check out two Hawaiian islands. The first being Maui and then we give you two options – Kauai or Oahu. 

Kauai is for those looking for the outdoors, jungle hikes, and solitude (no crowds). 

Oahu is for those who want a few days of a Hawaiian social scene. Honolulu is the Manhattan of the Pacific. The place doesn’t shut down at 9:00 am like the other islands. But Oahu also has more family resorts, beaches, and the best hiking of any other island .

Use your civil liberties to play around with the itineraries to make them fit your Hawaii vacation.

If you are looking for more details on a trip to Maui, or another island, then learn more about our Hawaiian Island Wayfinder Itineraries.

plan your trip in hawaii

Oahu Wayfinder Itinerary

plan your trip in hawaii

Maui Wayfinder Itinerary

plan your trip in hawaii

Kauai Wayfinder Itinerary

plan your trip in hawaii

Cruising Hawaii Guide

plan your trip in hawaii

Big Island Wayfinder Itinerary

Hawaii 10-day itinerary: maui and kauai.

Explore the Valley Isle and then hop on a 35-minute flight to the Garden Isle.  

Where to Stay on Maui

The two resort areas on Maui are Ka’anapali and Wailea. Ka’anapali is on the west side of Maui and Wailea is in the south. 

Maui Snorkeling Areas

Picking one over the other is no easy task. Opinions abound on where to stay and for good reason, the weather and beaches are perfect in both locations. The main differences are the type of hotels and experience.

Wailea offers four-star resorts. Ka’anapali is for those who seek a more walkable area, proximity to the historical town of Lahaina, a more lively experience, and more vacation rental options. 

There is so much more to these two resort areas so I recommend you read the full breakdown in the article below. The second thing is to check out the other article to decide if a vacation rental is a better option for your Hawaii vacation.

Grand Wailea Places to Stay Itinerary

Related articles:

  • Ka’anapali vs. Wailea: Here’s How to Decide Where to Stay
  • Hotel vs. Airbnb: Here’s How to Decide What is Best for Your Hawaii Vacation

Glamping and Camping on Maui: Camp Olowalu in West Maui offers glamping, tent camping, and car camping in their newly renovated, beach-side campgrounds. This is an affordable and safe way to stay in Maui.

Erica, Henry, Hattie, and I had a wonderful time staying in their glamping tentalows in December. Check out our video below on glamping and camping in Maui.

Maui Where to Stay Glamping Tentalow

Day 1 (Maui): Welcome to Maui

You’ll land at Kahului Airport (OGG) in the central valley of Maui. It is an open-air airport with two Starbucks and all the major car rental companies. The car rental desks are a short 10-minute walk or a quick electric tram ride away from the baggage claim.  

Maui is the second-largest Hawaiian island but still only takes about 45-minutes to get where you want to go. Grab your rental car or an Uber or Lyft or taxi to your hotel. 

Local Tip: If you booked a vacation rental, head to Costco first to stock the kitchen. Groceries are twice as much or more than groceries on the mainland. You can save some serious money by shopping at Costco. Plus, Costco has beach supplies like beach chairs, reef-safe sunscreen, snorkel equipment, umbrellas, boards, etc. 

Local Tip: Consider renting snorkel equipment for the week on Day 1. For the best-priced snorkel equipment, don’t rent at the resorts but go to Boss Frog’s, The Snorkel Shop, or Snorkel Bob’s. They have shops all over the island.

Today is a day to get a lay of the land. Check in to your resort or condo to relax. It was a long flight across the Pacific. 

Pool and Sunset: Soak up the sun at the pool, walk the beach, or walk the shops around your resort. The restaurants and bars in Wailea and Ka’anapali have great happy hour deals. Get your first mai tai and smell the Hawaii air. It smells like flowers. 

Both resort areas face the sunset so sit back and enjoy.

Maui Itinerary Where to Eat Lahaina Aloha Mixed Plate

Day 2 (Maui): Historic Lahaina Town and North Shore

Jet lag will have you out of bed early. Embrace the opportunity with a run or walk along the beach paths in Ka’anapali or Wailea. Then get some Hawaiian breakfast.

You’re heading to West Maui today for sightseeing and snorkeling. Maui has the best snorkeling in Hawaii. 

Breakfast : Hit up Leoda’s Kitchen and Pie Shop in Olowalu if coming from South Maui. It is never too early for a chocolate mac nut pie. They also have a phenomenal lunch menu but you can beat the crowds by going for breakfast. Staying in Ka’anapali means you can visit CJ’s Deli and Diner for breakfast or drive into Lahaina for a lot of breakfast spots on the ocean.

Leados Pie Things to do Maui

Snorkeling in North West Maui: Continue to drive up the Honoapiilani Highway past Lahaina and Ka’anapali. The road gets windy but it is paved. Go snorkeling in the Honolua Bay , a marine preserve at the end of a 5-minute jungle walk. If the waves are big or snorkeling visibility is poor, go to Nakalele Blowhole that is a few minutes past Honolua Bay.

If you have kids or don’t enjoy the rocky beach at Honolua Bay, head to Napili Bay or Kapalua Bay for a sandy beach with facilities and showers. There are public parking lots but arrive by 10:00 am for a spot or park along the road.

These three bays are well-protected and rich in Hawaii-only-fish and sea turtles. Snorkel on the sides of the bay to find the sea turtles.

Napili Bay Best Maui Snorkeling

Historic Lahaina Town: Head to Lahaina for lunch, sightseeing, and shopping. Lahaina was once the capital of the Kingdom of Hawaii. The whaling town has kept most of its charm but does come off as touristy and kitschy to many. Personally, I like this place. 

🍍 Visit Banyan Court to walk amongst the 16-trunk, 1.8-acre sprawling banyan tree. 

🍍 Visit the historical courthouse with its free museum and art gallery at the banyan tree.

🍍 Walk the harbor and the historical trail.

🍍 Shop along Front Street

🍍 Grab a shave ice or gelato to escape the heat. Lahaina is Hawaiian for “cruel sun.”

Lunch at Cheeseburger in Paradise, Lahaina Coolers, Cool Cat Cafe, Kimo’s, Lahaina Fish Co., Down the Hatch, or Aloha Mixed Plate to name a few of our favorite places.

My favorite is Aloha Mixed Plate for Asian-Hawaiian fusion. It is located on Front St. but 1-mile north of the main downtown area, behind the Cannery Mall. They have free parking.

After lunch and checking out Lahaina, you can go back to your resort for some pool time and relaxation. Whalers Village in Ka’anapali or The Shops at Wailea have good happy hours and dining if you seek an escape from your resort for dinner.

Maui Things to Do Hawaiian Weaving

I also love the Maui food truck scene. There are food truck parks around the resort areas and towns. Check out the articles below for food truck information and happy hour guides.

  • The Ultimate Maui Food Truck Guide
  • 7 Best Wailea Happy Hours
  • 10 Best Lahaina Happy Hours

Maui Cheap Eats Itinerary Loco Moco

Day 3 (Maui): Whale Watching, Snorkeling, and a Luau

Day 3 of our Hawaii Itinerary is my favorite day. Erica and I love whale watching. Maui is home to the largest humpback whale migration in the world. You will see calves playfully breaching, groups of males pursuing females in courtship, and whales singing their hearts out. Check out our video for what to expect when whale watching in Maui.

Whale watching is a 2-hour tour so if you go in the morning, you will have a lot of the day left for snorkeling and beach-bumming. 

Don’t feel like you are missing out if you’re in Maui during the whale off-season. This leaves more time for snorkeling or going on a snorkeling cruise.

Snorkeling Day: Maui is the best Hawaiian island for snorkeling because you can find great snorkeling from the shore. Our favorite shoreline snorkeling spots are the following.

Shoreline Snorkeling

🍍 Kamaole Beach Park III (South Maui): Get here in the morning to beat the trade winds so the water is calm and clear for your snorkeling. This beach is great for the whole family and is located in central Kihei, a popular place to stay. 

🍍Turtle Town at Maluaka Beach (South Maui): Called Turtle Town for a good reason. Maluaka Beach is the best place to snorkel but Turtle Town refers to the area from Nahuna Point to Black Sand Beach. To find the turtles, head south down the beach till you reach the rocks at the end of the sand.

🍍 Black Rock (West Maui): A famous rock jumping location located in front of the Ka’anapali Sheraton, the rock is also a good snorkeling spot.

🍍 Airport Beach (West Maui): Airport Beach is in front of the Westin Ocean Resort Villas. There is a big parking lot with bathroom facilities. The beach is ideal for lounging all day and then jumping in for snorkeling in the reef located less than a hundred feet from shore.

🍍 Napili Bay (North West Maui): Crescent-shaped bay with the delicious Gazebo breakfast and lunch restaurant overlooking the bay. Excellent snorkeling and calm waters.

🍍 Kapalua Bay (North West Maui): Another crescent-shaped bay with a large beach next to Napili Bay.

Maui First Time Itinerary Snorkeling Destinations

Snorkeling Cruises

A snorkeling cruise may be more of an adventure for you. Plus, a boat or sailboat can take you to pristine reefs and Maui landmarks that are more jaw-dropping than the snorkeling, like the Molokini crater.

Our favorite snorkeling cruises are Molokini crater, Lanai snorkeling and dolphin watch, and Olowalu Kayak Snorkeling.

Maui Itinerary Hawaii First Time Outrigger CAnoe

Luau: Finally, the time has come for a Hawaiian feast. The luaus feature Hawaiian and Polynesian dancing while you dine on Kalua pig, poi (taro plant), and haupia (coconut milk-based dessert). 

Feel free to get dressed up with your best Aloha Shirt or tropical attire. Dressing up isn’t required but it is a fun way to get involved.

Luaus include interactive events before the festivities like coconut husking, spear throwing, hula lessons, and basket weaving. 

Luaus can be found in the resorts or standalone locations. The best luaus on Maui are below.

🍍 Old Lahaina Luau

🍍 Feast of Lele

🍍 The Grand Luau at Honua’ula

🍍 Drums of the Pacific

🍍 Royal Lahaina Luau

🍍 Te Au Moana

Get The Maui Itinerary

The step-by-step itinerary takes you to all the best beaches, snorkeling spots, restaurants, and sights. You’ll get six carefully planned excursion days to help you see the can’t miss stops no matter how limited your time is.

Get all the details on our itinerary and download it for a memorable and easily planned trip to Maui.

Day 4 (Maui): Road to Hana

This drive is worth the hype. It isn’t about the road (which is very safe now), it is about the stops. Swim in waterfalls, eat fresh banana bread, drink from coconuts, walk black sand beaches and through bamboo forests, and so much more.

Head out at 7:30 am or earlier. If you are coming from Wailea or Ka’anapali, it will take you 30-minutes and 45-minutes, respectively, to get to the start of the drive-in Paia. 

The drive is only 45-miles but plan to be on the road for 8 to 12-hours to do the stops you want to do.

🍍 Gas up at Costco or Safeway Express (click for directions) for the cheapest gas on the island

🍍 If you stop at Kipahulu, Pools of O’heo then you can reuse your Haleakala National Park for your Day 5 visit to the summit. NPS passes are good for 3-days.

🍍 Pack lunch and refreshments.

🍍 Let locals pass. They are trying to get home, let them pass you.

🍍 You can return via the backside for fresh scenery and adventure. The road is remote and unpaved in spots so do this at your own risk. Many car companies won’t send emergency services per their contract if you have problems. Cell coverage is spotty too.

Day 5 (Maui): Day Trip to Lanai

The best part of visiting Maui is you have the islands of Lanai and Molokai a few miles away. We recommend taking a day trip to Lanai, the Pineapple Isle.

The island of Lanai was once home to the largest pineapple plantation in the world, by Dole. Today, it is home to 3,102 permanent residents and two five-star Four Seasons Hotels. There isn’t even a traffic light on the island .

Departing five times a day, take the Maui-Lanai Ferry from Lahaina Harbor across the Au’au Channel. Spend the day on one of the best beaches in the world, Hulopoe Beach, with snorkeling and soaking up the sun. Hulopoe Beach is located where the ferry drops you off. 

Take a taxi or bus to Lanai City from the beach. Grab a coffee at Coffee Works and walk the small town.

For some local flavor, head for lunch at Cafe 565, Blue Ginger Market, or Richard’s Market. All three restaurants are around the city’s central park – Dole Park.

Day 6 (Maui): Haleakala and Upcountry

This is another big day on the road in Maui but worth the driving. If you reserved a Haleakala sunrise permit, plan on staying in Haleakala for the morning going on hikes and checking out the silversword plants and Nene birds. 

If you don’t have a Healakala sunrise permit, that is totally cool. Go to Haleakala National Park in the morning and then check out Upcountry Maui. The other option is to tour Upcountry Maui in the morning and then go to Haleakala in the afternoon and to watch the sunset from the summit.

Local Tip: Remember to bring your National Park Service pass from the Road to Hana. If you visited the Pools of O’heo then you already have your vehicle entrance pass for Haleakala. 

Nene Crossing Hawaii itinerary

Upcountry Maui: Escape the heat of the Maui coastline. Head up the volcano for the Swiss Alps-like area of Upcountry. Where the cowboys roam and the coffee grows. 

You can do the Upcountry activities in the order below as you cruise through Upcountry on route 37. Pick your favorites, you don’t have to do them all. They are quick stops so you can do 3 or 4 plus lunch.

  • Makawao Town: Walk the historic small town of Makawao. Grab a donut-on-a-stick from Komoda Store and Bakery , coffees from Sip Me , and then walk the art galleries, Makawao History Museum, and shops along Baldwin Avenue. 
  • Ziplining at NorthShore Zipline Company or Piiholo Ranch Zipline – play in the tree canopy at one of these two zipline companies. 
  • Surfing Goat Dairy – tour a goat farm, milk some goats, taste goat cheese, and have fun for the whole family. 
  • Kula Country Farm – pick strawberries and enjoy their farmer’s market. If you are visiting in October, you must check out their pumpkin patch and corn maze.
  • Ali’i Kula Lavender – sweeping views of Maui set amongst fields of lavender and a botanical garden. Their coffee and bakery is worth a stop alone.  Note: O’o Farm lunch location is next to the lavender farm. O’o Farm is a lunch and agro-tour.
  • Kula Botanical Gardens – a family’s lovingly cared for garden with a covered bridge, 8-acre garden, koi pond, and waterfalls.
  • Mr. Shim’s Coffee Plantation Tour – tour a working coffee plantation by Mr. Shim himself. 
  • MauiWine – take a free wine tour and try their tasting room with $12 to $16 tastings. They specialize in pineapple wine but offer mainstream varietal wines. Across the street is Ulupalakua Ranch Store for lunch or a snack.

Upcountry Maui Itinerary Kula Country Farm

Where to Eat in Upcountry Maui

Our favorite lunch places in the Upcountry can’t be missed. Pick your favorite based on when you get hungry during your activities. 

🍍 Kama Hele Cafe – a food truck near Makawao featuring homemade and local dishes. A good breakfast stop.

🍍 La Provence Restaurant (before Kula Country Farms) – a French bistro and bakery that is too cute to miss.

🍍 O’o Farms – a farm tour ending with a farm-to-table gourmet lunch

🍍 Ulupalakua Ranch Store – farm to table food from the local cattle company.

Maui Upcountry Where to Eat Itinerary

Day 7 (Maui): Hiking and Beach Day

Erica and I love exploring Hawaii by trail. One can hike in a jungle or a desert. We prefer the jungle as there aren’t very many bugs in Hawaii.

Start the morning with refreshing hikes after driving through Upcountry the day before. 

‘Iao Valley State Park: The first stop is ‘Iao Valley State Park . This is more of a scenic outlook than a hike. Drive through Maui’s capital of Wailuku into one of the wettest places on Earth. The ‘Iao Valley gets over an inch of rain a day on its peaks. This place is rich in Hawaiian history and home to the ‘Iao Needle. Pay $5 for parking and walk the 0.4-mile paved path to the observation deck. 

Iao Needle Hikes Maui Itinerary

Waihe’e Ridge Trail: This is a real hiking trail for those outdoor enthusiasts. Exit Wailuku and drive to the northwest shore for Waihe’e Ridge Trail . The 3.9-mile there-and-back trail features waterfall views and hikes along a ridgeline in the West Maui Mountains. This is a fun hike to take in Maui.

Beach Day: After a morning of hiking, time to head to the beach. Relax at one of the local beaches in your area. Check out our shoreline snorkeling spots above for the best beaches. 

Wailea and Ka’anapali have excellent beaches in front of the resorts. You don’t have to go far to find a good beach in Maui. 

Wailea Beach Place to Stay Maui

Day 8 (Kauai): Fly to Kauai, Hanalei Bay, & Waterfall Hike

Time to pack your bags and head to another island. You can find great island-hopping flight deals from Hawaiian Airlines and Southwest Airlines. We recommend you depart Maui’s Kahului Airport for Kuaui before 9:00 am for Lihue, Kauai. Flights are frequent.  

Kalalau Valley Kauai-Maui Itinerary

Where to Stay in Kauai: Our favorite place to stay is in Princeville on the North Shore of Kauai. Princeville is home to the nicest resorts, the beaches have stunning mountain backdrops, and you are close to the cutest town on the island – Hanalei. The cons of staying in Princeville is it is wetter during the winter and the winter surf makes the beaches not safe for swimming. 

The next option to stay in the South Shore. Perhaps a better option during the winter months as the south shore of Kauai is dryer and doesn’t get the big waves during the winter. South shore also has nice beaches like Poipu Beach.

The most affordable area to stay is the populated east shore of Kauai. More budget accommodations are available and it is a convenient location between north and south shore activities. 

The itinerary is structured for someone staying in Princeville but it will work regardless of where you stay as Kauai is small. One can almost circumnavigate the island in an hour and 30 minutes. The impassable Na Pali Coast stops a full circumnavigation of Kauai.

Grab your rental car on Kauai. Remember to check out Discount Hawaii Car Rentals for the best deals on the big car rental companies.

Drop-off your bags at your resort and then head to Hanalei Bay for lunch. Hanalei is a charming town on the idyllic Hanalei Bay with waterfalls dotting the 4,000-foot cliffs towering over the bay. 

For lunch in Hanalei check-out The Hanalei Gourmet, Hideaway’s Pizza Pub, or Cafe Turmeric. Those are our three favorites in Hanalei.

 After lunch, you have two options to fill your afternoon. 

Get The Kauai Itinerary

Get all the details on our itinerary and download it for a memorable and easily planned trip to Kauai.

Option 1 . Go for a swim in Hanalei Bay. 

Option 2. Hike a 2-mile section of the famous Kalalau Trail. No permit is required to hike from the trailhead to Hanakapiai Beach . The beach is beautiful but dangerous during the winter with big waves and strong riptide. From the beach, you can take another 2-mile trail to Hanakapiai Falls . Both hikes have steep inclines and are unpaved.

Kauai Coast Hawaii Itinerary

After the swim or the hike, soak up the resort or hotel you picked. 

Kauai waterfall hikes

Day 9 (Kauai): Poipu Beach, Waimea Canyon, and Na Pali Sunset Cruise

Today you explore the Garden Isle. Hop in your car for a road trip through paradise.

Poipu Beach: On the southern tip of Kauai is Poipu Beach . This beach has amazing snorkeling, swimming, bodyboarding, and home to many resting monk seals. The beach has been voted the best beach in America a few times. 

Enjoy the golden-sand beach and soak up the late morning sun. 

Hanapepe Town : As you drive east around the island, stop in Hanapepe. Pick up some taro chips from Taro Ko Farm . The rustic shack is open, just knock for fresh-made chips. Park the car and walk around the historic town. Check out the Swinging Bridge, art galleries, and shops.

If you need another beach stop, drive over to the Salt Pond Beach Park. It is a family-friendly and not crowded beach. 

Lunch: Head to Chicken in a Barrel BBQ at Waimea Plantation Cottages. The BBQ is outstanding and the location is ideal. Have lunch and walk the beautiful grounds of Waimea Plantation Cottages.

From here, it is a quick drive up to Waimea Canyon.  

Kauai Hawaii itinerary plantation tour

Waimea Canyon: Nicknamed the Grand Canyon of the Pacific, Waimea Canyon is a 10-mile long, 3,600-feet deep canyon. The red-dirt walls are breathtaking. Choose to enjoy the canyon from two lookouts or hike the many trails around the state park.

Wailea Canyon Kauai Itienrary

Leave time to get to the boat launch.

Na Pali Coast Sunset Dinner Cruise: No trip to Kauai is complete without seeing the Na Pali Coast. Since hiking it is off the table for most people, hop on a sailboat for a luxury experience at a decent price ($185 per person). 

Leaving from Hanapepe/Eleele, dinner cruises will take you on a scenic 4-hour tour of the Na Pali Coast. You can have a dinner cruise or drinks only, depending on your operator. Check out Captain Andy’s and Blue Dolphin Charters , our recommended tour operators. 

Kauai itinerary Hawaii Na Pali Coast

Day 10 (Kauai): Tube Down a Mountain and Fly Home

In the mountains above Lihui is an adventure like no other. Don a headlamp, sit in a tube, and flow gently down an engineering marvel. Dug by hand in 1870, you can tube down flumes, canals, and through tunnels of the former Lihue Sugar Cane Plantation. 

The 3-hour tour comes with lunch. Check out Mountain Tubing Adventure for tickets. Age 5 and up are $126 per person.

Grab your bags from your hotel, it is time to head home. 

Hawaii 10-Day Itinerary: Maui and Oahu

For those desiring more nightlife, entertainment, and a vast selection of Pacific and Hawaiian regional cuisine then head to Oahu over Kauai for your final 3-days.

Erica and I lived on Oahu for two years. We love Oahu and so do most as it is the most visited Hawaiian island. But one should consider that Oahu is the most populated island, has nasty traffic, and the beaches get crowded. 

But one can still find quiet places, sea turtles, great snorkeling and surfing, and far more entertainment and cuisine compared to the other Hawaiian islands. Oahu is the Gathering Place for good reason.

Another good reason to end your trip to Hawaii in Honolulu is the airport. Flying home from Oahu may be easier and cheaper compared to going from Kauai back to Maui. 

Oahu 3-Day Itinerary After Maui

For our Oahu itinerary, check out our Best 5-Day Oahu Itinerary.  

For your last 3-days in Hawaii, I recommend you do the following days of our 5-day Oahu itinerary:

🍍 Day 8 (Oahu): Welcome to Waikiki

🍍 Day 9 (Oahu): Exploring North Shore

🍍 Day 10 (Oahu): Windward Side and Fly Home

See Best 5-Day Oahu Itinerary or our Oahu Wayfinder Itinerary below for more details.

Get The Oahu Itinerary

Get all the details on our itinerary and download it for a memorable and easily planned trip to Oahu.

Hawaii Itinerary for 10 Days: Don’t Make These Mistakes

Hawaii is a safe place. Don’t take this list as a do or die list. These are friendly recommendations to help you get a flavor of the culture and be a curious visitor. I wish I had this list for my first few visits to Hawaii. 

We always say to travel with Aloha at the Hawaii Vacation Guide, this list will help you make the most of your Hawaii itinerary. 

🍍 Buy your pineapples at Costco. Costco has the cheapest pineapples in the islands at $3.

🍍 Food in Hawaii is expensive. Buy your groceries at Costco if you have a condo. The second cheapest is Target and Walmart. Safeway is the cheapest local grocery store. Read our guide to cheap groceries .

🍍 Never turn your back on the ocean. The ocean is dangerous, don’t let your guard down

🍍 Please don’t touch the sea turtles, sleeping monk seals, coral, and other wildlife in Hawaii. Hawaii’s creatures are endangered or at risk, watch but don’t harass.

🍍 Wear reef-safe sunscreen. It will be the law in January 2021. Read Hawaii Reef-Safe Sunscreen for details on what and where to buy reef-safe sunscreen on the mainland and Hawaii.

🍍 They are called Aloha Shirts, not Hawaiian shirts

🍍 Leave lava rocks and sand in Hawaii or you will fall victim to Pele’s Curse . 

🍍 Don’t honk your horn. People drive slow on the islands, so prepare yourself mentally to drive with aloha.

🍍 Don’t leave valuables in your car or unattended on the beach

🍍 Leave your shoes at the door. You will see the pile of slippers (aka, sandals). Leave yours on the pile.

🍍 Try the local food. Eat poke, musubi (rice and spam wrapped in seaweed), malasadas, dine at a food truck with local grindz, sip a peaberry Kona coffee, and go to McDonald’s to see their Hawaii menu.

🍍 Don’t walk on the coral reefs. Use a noodle to stay buoyant

🍍 Restaurants, bars, and shops close early, especially local shops. Check closing hours and plan on shopping in the afternoon and having early dinners.

🍍 Locals are residents, Hawaiians are indigenous people of Hawaii.

🍍 Leave yourself downtime on your itinerary. There is so much to do that some visitors get burnt out. Leave yourself time to relax at the beach, a coffee shop, or sit on your board in the ocean.

Tips for Your First Time to Hawaii Itinerary

How many days do people spend in hawaii.

9.3 days in Hawaii was the average number of days people visited in 2019. 1.2 was the average number of islands visited. 

We aren’t ones to follow the flock, but the average is close to our recommendation of 10-days in Hawaii. You don’t have to be average, set your own itinerary for Hawaii. Add extra days to this itinerary or an extra island or remove the extra island. Have some fun with this itinerary as you do more Hawaii vacation planning.

The average length of stay of visitors to each Hawaiian island was the following in 2019:

🍍 Maui: 7.9 days

🍍 Kauai: 7.4 days

🍍 Hawai’i: 7.3 days

🍍 Oahu: 6.8 days

🍍 Lanai: 3.2 days

🍍 Molokai: 4.5 days

(source: Hawaii Tourism Authority )

People spend the most time on Maui and for good reason. 

Hawaii Activities to Book in Advance

Consider booking a luau, whale watching, Haleakala sunrise, and a snorkel or boat trip before you leave for your Hawaii vacation. These activities fill up during the peak seasons of the winter and summer months. Plus, by booking early you can get the best price and pick of a tour operator.

Luau: You have to go to a traditional Hawaiian party with dancing and music for your first time to Hawaii. We recommend going on Day 3 of our 10-day Hawaii Itinerary.

The most popular Luaus in Hawaii fill up fast. If you are visiting during the winter or summer peak seasons, we recommend you book one or two months in advance to play it safe. Early booking also gets you a good seat for seated luaus. 

Maui luaus are the best in Hawaii. The town of Lahaina has the two most popular luaus – The Feast of Lele and Old Lahaina Luau. Decide what one to choose here: Feast of Lele vs Old Lahaina Luau .

Check out Day 3 of our itinerary below for more of our favorite luaus on Maui.

You can always find tickets for luaus at the last minute but luck plays a factor. 

Book Whale Watching: If you are visiting between 15-December and late March, sign up for a whale-watching cruise. Sign up to get the boat you want at the right price. You can book online so you can do this before you arrive. 

By whale watching early in your vacation (Day 3 of our 10-Day Hawaii Itinerary), you can rebook for free if you don’t see whales on your cruise. Book the sunrise tour or the 7:30 am tour for they will be less crowded and a lower price.

We recommend the Pacific Whale Foundation , Hawaii Ocean Project , and for a little more adventure on a raft,  Ultimate Whale Watching . Check out our Maui Whale Watching Guide for tips to save money when booking.

Snorkel and Adventure Cruises: Maui offers amazing shoreline snorkeling but for more of an outing, you can go on a snorkeling cruise. These cruises are a way to make a day out of snorkeling by being on the water, being pampered with a meal and snacks, and going to pristine snorkel spots.

Our favorite snorkeling destinations by guided tour are the following. You can find discount tickets on our recommendations page . 

🍍 Molokini Crater and Turtle Town

🍍 Lanai Snorkel and Dolphin Cruises

🍍 Olowalu Kayak Snorkeling

🍍 Hawaiian Paddle Sports – Outrigger Canoe, Stand Up Paddle Boarding, and Kayak

The popular cruises are catamaran boat cruises and luxury-ish sailboat cruises. Boat trips are around $65 per person and sailboat excursions are around $160 per person. They are 5-hours in duration.

Olowalu Kayak Snorkeling Itinerary

  • 6 Maui Adventure Cruises That You Will Never Forget
  • Lanai or Molokini: What Has Better Snorkeling?

Haleakala National Park Sunrise Permit : One of the most memorable things you can do on Maui is to see the sunrise or sunset from 10,023 feet above sea-level. Haleakala means ‘house of the sun’ in Hawaiian because it is from the summit that the demigod Maui lassoed the sun to slow it down.

A reservation is required with the National Park Service for a sunrise viewing from the summit. Reservations can be made 2-months in advance. So set your alarm to book your tickets. Another batch of tickets becomes available 2-days before arrival but they are more competitive. 

Book your Haleakala sunrise tickets here with the National Park Service . 

You can also book with tour companies that will pick you up at your hotel, provide breakfast, and your permit.

The sunset is also outstanding at Haleakala and the sunset does not require a permit. 

Do You Need a Rental Car in Hawaii?

We get asked this a lot, “do you need a rental car when you visit Hawaii?”

We recommend you get a rental car for any Hawaiian island, not just Maui. From our analysis, a rental car will pay for itself if you do three or more activities during your stay in Hawaii. 

But getting a rental car is expensive in Hawaii. Rental cars cost more than the national average.

We break out the decision to rent a car or not in this article: Should You Rent a Car on Maui? . We also give alternatives to renting a car that applies to all the islands. 

If you choose to rent a car, we always rent through Discount Hawaii Car Rental . They are a booking comparison website that uses all the national car carriers but with discounts, you can’t get directly with them. We saved $300 during our trip to the Big Island in January. 

  • How to Drive Safely on Maui (plus 13 tips to drive with Aloha)
  • How to Choose the Best Car to Rent in Maui 

Have a wonderful first visit to Hawaii.

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Thanks for reading The Hawaii Vacation Guide! I'm the co-founder, with my wife Erica, of the best Hawaii travel guide on the internet in our biased opinions. We enjoy traveling throughout Hawaii after living on Maui and Oahu. We share our adventures, travel tips and resources, and honest reviews so you can easily plan your dream vacation to Hawaii. Editing our videos, teaching the kids how to snorkel, and learning about the 'aina (land) and Hawaii culture are my favorite things to do. Have a wonderful trip to the Aloha State.

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Planning a Trip to Hawaii: The Ultimate Guide

Planning a trip to Hawaii doesn't have to be stressful - it can be great fun! Follow those simple steps to experience a once-in-a-lifetime holiday in the Aloha State.

  1. Know the Best Time to Go to a Hawaii Vacation

planning a trip to Hawaii helicopter tours

The best things about Hawaii are its balmy weather year-round, the abundance of outdoor activities, and, of course, the white sand beaches. Each island (there are 4 main islands) has a distinct evolution history with different atomic terrain, which results in varying environmental conditions.  This is why there is no such thing as "the best time to go to Hawaii" but rather when you should go to each Hawaiian island instead.   Here's a guide that explains when you can expect sunny skies and lush greenery on Oahu , Maui , Kauai , and the Big Island !

Where: Located in the middle of the Pacific Ocean halfway between North America and Asia. It is made up of 92% mountainous volcanic surface with a few sandy beaches on its perimeter. When to go: Winter for surfing, summer for swimming and snorkeling Weather: Oahu is the most populated island in Hawaii with a tropical climate characterized by mild temperatures throughout the year. The average temperature hovers around 80°F (26°C), while humidity levels are generally high. Despite this, it rarely rains on Oahu, which averages only 50 days of rainfall per year! It's best to begin your trip during the winter months when there are more chances of sunny skies and warm ocean waters ideal for surfing or playing in the sand. During summertime, trade some warmth for cool Hawaiian breezes while exploring natural wonders on land or under sea level.

planning a trip to Hawaii Black sand beach located on the road to hana on Maui

Where: In the middle of the Pacific Ocean, about 30 miles northwest of Oahu  When to go: Winter for whale watching and summer for swimming Weather: The climate is a cross between a tropical rainforest and a semi-arid desert. It's rainy most days, but it still only rains an average of 66 inches per year! When you go to Maui, expect temperatures around 78°F (26°C) with high humidity throughout the year. Fortunately, there are very few days when it rains in Maui despite its reputation as a "rainy" island. In fact, this popular tourist destination averages only 24 days of rainfall every month. Visitors will be able to spend most of their time outside enjoying all of the island's outdoor activities!  

Where: The Big Island of Hawaii is the largest island in the United States. It's made up of four separate shield volcanoes named Kohala, Mauna Kea, Hualalai, and Kilauea. When to go: Winter for sunny days and summer for whale watching Weather: This part of Hawaii has a tropical climate that features warm temperatures throughout the year with dry periods when trade winds are active. Temperatures range from 60°F during winter months when should expect more rainfall to 80-85°F during summertime when rainfall is scarce. It's much dryer on the Kona side of the island and wet on the Hilo side of the island. The Big Island averages over 60 inches of precipitation every year so expect wet conditions especially on the north and east coasts where rainfall can reach up to 200 inches per year!  

Kauai 

Where: This island is located on the western edge of Hawaii and features a mostly mountainous landscape. It takes up 552 square miles (1,456 square km), which makes it the fourth largest Hawaiian island. It is also the oldest of the main islands. When to go: Winter for dramatic views and summer for hiking in Waimea Canyon State Park or Hanalei National Wildlife Refuge Weather: The climate of Kauai changes depending on where you are on the island and what time of year you visit. There is no "dry" season but rather dry areas such as Poipu and Kaumakani while other regions get more rainfall throughout the year. The weather is mostly affected by trade winds, but it's also impacted by the mountains that surround most of the island and how much rainfall they receive throughout a specific period.  The northern part of Kauai, where the famous Na Pali coast is located, sees more rainfall from November to April with average temperatures around 77°F (25°C). The western side of the island, which is exposed to high humidity levels, sees less rainfall from May to September with average temperatures around 80-81°F (27-28°C). In Kauai, we recommend visiting the southern and eastern parts of this charming Hawaiian island during summertime for hiking and exploring nature trails filled with beautiful tropical flowers!  

Note: Avoid Golden Week

Golden Week is a time where people in Japan have four-holiday breaks without work. Hawaii has hundreds of Japanese tourists. Avoid Golden Week because it will be difficult to find hotel rooms and beaches, which will be crowded. You also probably won't be able to do all the tours or attractions you want. The price of hotel rooms seems to rocket during summer vacations in Hawaii, so don't come to Oahu this week. Golden Week is scheduled to last from the end of April to the beginning of May.

2. Pick the Best Accommodation in the Hawaiian Islands Source

planning a trip to Hawaii ocean view

As a vacation rental and self-catering accommodation, Airbnb has opened up a whole new world of accommodation possibilities, and you may be able to sleep in unique rooms from treehouses to cottages and even RV parks in Hawaii. You can also cut back on some expenses since you can make your own meals. However, you'll generally find places listed here are slightly more expensive than traditional hotel stays. Also, with recent laws put in place, the number of these rentals has gone way down.   If you're traveling solo or don't mind sharing a room with strangers, hostels are the cheapest way to go. They are also great fun and can sometimes be even better than staying in a hotel as you get to meet lots of other like-minded travelers who are often keen for company on upcoming adventures!   Don’t have a lot of cash? For your Hawaii vacation, consider using sites such as Couchsurfing or go for house sitting in websites such as Mind a Home or Trusted House Sitters. Keep in mind that while you can get a good deal since it's free accommodation, you will still have to spend on other things like food. Couchsurfing may not be the most comfortable way to sleep either when you’re in the islands.  

3. Plan How to Travel into and Around the Islands

planning a trip to Hawaii car rentals

Unless you travel on a cruise, the only way to reach Hawaii is through air travel. However, flying is an expensive business, especially to an out-of-the-way destination like Hawaii, even if there are many international carriers and domestic planes that come here. If you want to save money, here are some tips on how to fly to Hawaii on a budget:   Book Off-Season Direct Flights for Your Hawaii Vacation

Booking flights at times when there is less demand will result in lower fares. In Hawaii, the peak season runs from December to April. You can compare flight prices between the low and high seasons for this purpose. The cheapest days of the week to travel vary depending on where you're flying from and where you're flying to, so do your research before buying tickets. Also, bear in mind that weekends could be more expensive than weekdays since many people tend to fly during this time. The same goes for public holidays.

Choose a Flexible Ticket if Possible

Flexible tickets always come with an added cost, but they also allow you to customize your travel plans and can save you quite a bit of money in certain cases.  For example, if you happen to know when and where you want to fly beforehand and there happens to be a cheap flight departing at exactly those times and places, no problem! However, if you’re not completely sure about your travel plans, it doesn’t make sense to get a ticket that is not flexible.  In looking at this, the additional cost is almost never worth it, with one exception. Southwest Airlines has a flexible ticket by default. We are not affiliated with Southwest, but they are one of our favorite airlines because of this feature. Because of Southwest, we have left this tip on our list.

Fly during Weekdays to Get the Cheapest Fare

planning a trip to Hawaii Hawaiian Airlines

Use Loyalty Programs

Many airlines like Southwest have created their loyalty programs to reward regular travelers with free or discounted flights and other perks. The more you fly with an airline, the more benefits you'll receive from them - without having to pay an additional fee! Some credit cards also offer similar services where you earn points every time you make purchases using these cards, which can be redeemed for flights. Some airlines also offer a special called "Saver Fares," which is a last-minute sale on seats that are normally refundable. Most arrivals should be to Honolulu International Airport, while other airports include Kahului Airport on Maui and Lihue Airport on Kauai Island. You can also take inter island flights, but you have only two options: Hawaiian Airlines and Mokulele. 

Rental Cars in Hawaii

Family relaxing during road trip

Car rentals during your Hawaii trip are usually more affordable than buying or leasing your vehicle. The availability of public transportation is limited, but there are several choices when it comes to renting a car in the state. You can either rent at the airport or book online for efficient travel .

You can also roam around by booking a vehicle through Uber and Lyft. But if you want to support the state’s economy, use the Turo app . It is a peer-to-peer car rental service that involves owners renting out their cars. It can provide cars and even other vehicles like RVs for as little as $100. However, make sure to check the condition of the vehicle before arrival, during the reservation period, and soon after you begin using it. It might be worth comparing rental rates elsewhere first.

Rental Car Rules and Tips in Hawaii

planning a trip to Hawaii rental car road trip

When planning a trip to Hawaii, learn both spoken and unspoken rental car rules and driving in the  islands:

  • When reserving a car in Hawaii, make sure that you understand all local traffic rules about when children must be seated in the proper child seat. Car hire companies usually offer assistance with instructions on where to find these seats in each vehicle before departure
  • Driving in Hawaii poses some challenges because of all the street signs written in Hawaiian. Although they are not too hard to figure out, you have to drive on the right side of the road just like in mainland America.
  • Drivers should take note that most streets are curvy and windy with narrow roads that only accommodate one-way traffic.
  • Road conditions vary. Some roads are paved while others are still dirt paths, which make driving hazardous during bad weather or when visibility is low.
  • If you plan to rent a car in Hawaii, especially for rough road traveling, it would be best to have a four-wheel-drive vehicle. This makes it easier to maneuver through rough terrain if ever an emergency occurs. Renting four-wheel-drive vehicles is also good for places with steep roads where horrendous landslides are common during the rainy season.
  • Four-wheel drives can also cross shallow rivers so they are ideal for hikers and outdoor enthusiasts who might wish to camp in remote areas away from traffic and civilization. You can also opt to use two-wheel drives but this will limit your itinerary selection because of the place's rugged nature, which only four-wheel drives can handle.
  • Those under age 25 may incur additional charges headed by surcharges for young drivers while car seats required for infants are also subject to extra charges. You can bring your own child seat or rent one from the company where you acquired your car rental package deal free of charge.

4. Plan Your Hawaii Trip Activities

planning a trip to Hawaii hiking trails

Hawaii has a lot of great things to do from the lush tropical jungle to the beautiful beaches. There's never a shortage of fun things you can do in this amazing place. Read on for some of our favorite things that you can do when you visit Hawaii:

Arts and Culture   What better way is there to experience culture during your Hawaii vacation than by visiting local arts and cultural institutions? Hawaii is home to many museums, theaters, concert halls, festivals, and more. You will have no problem finding an activity that suits your interests here! Here are some examples:

  • The Bishop Museum: We're not talking about just any museum. This is THE natural history museum in all of Hawaii! The Bishop Museum has been open since 1889 and today boasts more than 24 million artifacts, treasures, and specimens. Need we say more?
  •   The Royal Hawaiian Center: Shopping is a favorite pastime for many people, so why not visit a shopping center that's themed after the royal family of Hawai'i? The Royal Hawaiian Center has been around since 1977 and hosts some truly upscale shops.
  • Hawaii Theatre: There are few things as classic as watching a show at an old-fashioned theater! The Hawaii Theatre has been hosting shows since 1922 and is just as popular today as it was back then. Music, drama, and dance performances make this theater truly unique!

Water Activities in Hawaii Island 

planning a trip to Hawaii best beaches surfing

What do you think of when you think of the Hawaiian islands? You probably think about beautiful beaches along with fun water activities like surfing or snorkeling. This is definitely the best side of Hawaii! Here are some activities you can try in the water:

  • Menehune Ditch: Get out your inner explorer when you visit this unique spot. Menehune Ditch is a series of stone walls that run for 23 miles all along the Waimea River. No one knows who made these walls or how old they are, but they make for an interesting sight to see!
  •   La'ie Point: La'ie Point is a great place to snorkel if you don't have time to go out on a tour or if you don't want to rent equipment. A reef just offshore means that the water is calm and clear, perfect for novice snorkelers!
  •   Hanauma Bay Nature Preserve: If you're a beginner surfer or just looking to learn during your trip to Hawaii, Hanauma Bay is a great spot. The waves here are small and rolling, so it's ideal for quiet surfing lessons. It's also one of the best spots in all of Hawaii for learning how to surf.
  •   Lanikai: If you want to catch some rays in total privacy, book a spot at the many resorts along Lanikai Beach. This beach has powder-soft sand and beautifully clear water just steps from the shore, so it's perfect for lounging all day long.
  •   Surfing: Surfing was born in Hawaii and if you don't mind getting your feet wet, it's fun to learn how to do it while you're here! Classes are commonly offered at many beaches on Oahu, including the famous Waikiki Beach. You'll be standing up and riding waves in no time!
  •   Snorkeling: Snorkeling is a must-try activity while you're on Oahu, Poipu Beach, Waikiki Beach, and the black sand beach of Awahua Beach in Molokai. Many tour companies offer excursions where you travel to different snorkeling locations and scuba dive for a small fee. You can even book a private tour if you want to explore the waters at your pace. Experienced swimmers can also rent masks and fins from many tour companies to explore the nearby reefs on their terms. 

On days when you just want to do nothing, then just relax. Sometimes it's nice not to have any scheduled activities at all. Besides the beaches like Poipu Beach, there are also several spa treatments throughout the islands where you can relax in luxury.

We can't leave out Oahu's nightlife! Honolulu is undoubtedly one of the best cities in the world when it comes to having fun at night. There are plenty of clubs for dancing and drinking as well as theater and music performances if you're looking for something more laid back. When it comes to clubbing, the North Shore is home to many popular bars and clubs with their own unique style and atmosphere. If you're looking to dance, head to Haleiwa Joe's. If you want to catch some live music, try the Pipeline Bakeshop and Creamery.

5. Enjoy the Food during Your Hawaiian Vacation

One of the important Hawaii travel tips is to try their food. Food is so important in Hawaii that they have their own cuisine: Hawaiian. The most popular dish in Hawaii would probably be Spam musubi. Spam musubi is basically spam sushi. It's simply rice topped with Spam. Different variations of this dish include using different types of meat instead of Spam usually teriyaki beef or grilled chicken. Another famous dish on your trip to Hawaii is loco moco.  Loco moco consists of white rice topped with a hamburger patty with brown gravy and a fried egg. Other popular dishes are things like chicken katsu (fried chicken), milkfish or "mahi mahi" (dolphin fish), and saimin. It’s a noodle soup consisting of eggs, green onions, sliced pork, barbecued pork, and chunks of ham. Some of these are already available in local food trucks. Meanwhile, a plate lunch is a popular dish found in Hawaii. It's served in restaurants and poi stands. You can also make it at home (if you’re staying in an Airbnb) to take out from the supermarket or get from a drive-thru window. The most common ingredients in a plate lunch are white rice, macaroni salad, and some sort of meat that's been cooked in soy sauce or teriyaki style. Traditionally, you would eat this meal with your bare hands.

Fruits and Coffee in Hawaii

planning a trip to Hawaii food tours harvesting

Hawaii is the only state in the United States that grows coffee commercially. In fact, coffee is one of Hawaii's biggest exports now. It would be pretty accurate to say that Hawaiians love their coffee! 

Coffee has always been readily available in restaurants and hotels for visitors who want it 24/7, but now local Hawaiian chains have opened up where locals can get their coffee fix. While some locals say that these chains don't compare to Starbucks, some people like it because it's more local and less expensive than going to Starbucks every day. 

Part of what makes "local" food special is that there isn't much locally grown produce in Hawaii. Since they're surrounded by water, most of their produce has to be imported from another island or country. Because of this, almost all fruit in Hawaii is imported!   It can get pretty pricey depending on the season, though, and since tropical fruit has a short shelf life, it's usually very fresh. The most popular fruit in Hawaiian cuisine is the pineapple. Other fruits like bananas, mangoes, and guavas are also frequently found in dishes. 

As you can see, planning a trip to Hawaii doesn't have to be stressful. Follow these simple steps to make sure you’ll have a grand time in the Aloha State! 

If you still feel overwhelmed by all of this information and Hawaiian culture, don’t worry! Hawaiian Planner has got your back with their detailed vacation planner that will take care of everything from flights and hotels to activities and excursions.

Trust us, there is no better feeling than experiencing life on island time in paradise.

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Choosing the Right Island for Your Trip

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Surfing in Hawaii

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Best Hawaii Breweries

Chocolate Tours in Hawaii

Your Trip to Hawaii

Hawaii Guide: Planning Your Trip

plan your trip in hawaii

Everyone knows that Hawaii is great for outdoor adventures such as hiking and ziplining, as well as ocean activities like surfing, sunbathing, and snorkeling. But make no mistake, this stunningly beautiful island state has so much more to offer than cold, fruity drinks and world-class resorts.

One of the many things that sets Hawaii apart from other travel destinations is that it is a melting pot made up of many different cultures, each of which brings its own unique character to the table. Almost 10.5 million visitors came to Hawaii in 2019, and the number continues to rise each year. That means, on average, there were close to 250,000 visitors in the Hawaiian Islands on any given day in 2019   .

The profound relationship that residents have with the land is palpable in Hawaii, and its visitors are encouraged to enjoy it and respect it. As soon as you arrive, be sure to take a moment to breathe in the fresh air, appreciate the sunlight on your skin, and feel the salty sea breeze in your hair. Learn about nature and culture at the Bishop Museum on Oahu or the Maui Ocean Center on Maui. Experience traditional Hawaiian food and music at the Smith Family Garden Luau on Kauai or the Haleo Luau on the Big Island. If you’re willing to put some thoughtful time and effort into acknowledging and respecting the islands, Hawaii is more than happy to share its aloha lifestyle with you. Plus, we promise you will get so much more out of your vacation.

TripSavvy / Christopher Larson

Planning Your Trip

  • Best Time to Visit: The best time to visit Hawaii is from April to May when the weather is best and the crowds have yet to arrive in full force. September and October are also excellent times, thanks to the lower tourism prices.
  • Language: Hawaii has two official languages: English and Hawaiian (ʻŌlelo Hawaiʻi), though you will also hear locals speaking Hawaiian Pidgin English, the state’s unofficial third language.
  • Currency: U.S. dollar
  • Getting Around: All of the major Hawaiian Islands have public bus systems, with Oahu being the most efficient and convenient by far. And while ride-sharing services have made it to Oahu, Maui, Kauai, and the Big Island, you can’t always rely on getting a car right away. Renting a car is currently the most popular mode of transportation for visitors looking to get out of their hotels and explore the islands.
  • Travel Tip: You may have heard about something called “island time” or “Hawaiian time” in your trip research. People drive with aloha in Hawaii, meaning horns are rarely honked and cutting someone off is a big no-no. It may take a bit longer to get service at bars and restaurants than you’re used to back home. Your 8 o’clock concert may not start until well after 8:30. Our suggestion? Embrace it! You’ll be surprised how freeing it can be to sit back, relax, and go with the flow.

Things to Do

Visitors should start out by researching the best hiking trails and best beaches on their chosen island, especially on the main islands of Oahu, Maui, Kauai, and Big Island. No matter which island you choose, each one has its own special culture and iconic natural landmarks. Hawaii is also full of historical sites and museums that are unlike any other in the country (it's the only US state with a royal palace, for example).

  • Get in the water: It doesn’t matter how you do it— surfing , snorkeling, floating on an inner tube—just don’t leave Hawaii without enjoying its most precious asset. You can find a surf instructor or board rentals on every island in Hawaii. If you’re heading to Maui, book a snorkel tour to Molokini Crater, a pristine spot that about 250 species of fish call home.
  • Take a hike: Tackle a breathtaking ridge trail or go for a leisurely stroll through one of the state’s botanical gardens or parks. Manoa Falls is one of the most popular hikes for Oahu travelers, and be sure to check out the Garden of Eden on Maui and Allerton Garden on Kauai.
  • Get up close and personal with a volcano: Hawaii is home to some of the most exciting volcanoes on earth. Kilauea and Mauna Loa, two of the world's most active volcanoes can be found inside Hawaii Volcanoes National Park on Hawaii’s Big Island. If you’re not looking for lava, hike up a dormant volcanic crater at Diamond Head on Oahu or explore the summit area of Haleakala National Park on Maui. 

Learn about more attractions with our full-length articles on the 20 best things to do in Hawaii and the most adventurous things to do in Hawaii .

What to Eat and Drink

Native Hawaiians lived sustainably off the island chain for generations, partitioning off segments of land into ahupuaa to designate and manage natural resources. Crops like taro, sweet potato, banana, sugarcane, and breadfruit were brought over in canoes to become important food staples along with seafood and pork. Visitors can still experience these types of traditional foods at luaus, local Hawaiian restaurants, and incorporated into fine dining restaurants throughout the islands.

Fast forward to modern times, when until the early 1990s, a lot of Hawaii’s restaurants used ingredients that were shipped in from the U.S. mainland or nearby countries. In 1991, 12 local chefs fostered a culinary movement that simultaneously displayed the many cultures of Hawaii and favored quality local agriculture by utilizing the state’s farmers, ranchers, and fishermen   . This style of cuisine, which became known as Hawaii Regional Cuisine, is reflected in many of Hawaii’s restaurants today.

Explore the best foods to try in Hawaii , as well as the best restaurants on Oahu , Hawaii Island , Kauai , and Maui .

Where to Stay

Once you’ve settled on which of the islands suits you best , don’t waste any time booking accommodations. Hotels and resorts book up fast during the busy tourist seasons, and last-minute reservations with Airbnb are hard to score as well (since many parts of Hawaii have enacted strict limitations to short term vacation rentals in the past few years). A place within walking distance to the beach is ideal for most visitors. If you’re looking for peace and quiet, steer clear from spots like Lahaina on Maui or Waikiki on Oahu, and instead look for accommodations inland closer to the state’s rainforests.

Find more of our recommendations on Hawaii’s best resorts and hotels and our favorite family-friendly accommodations .

Getting There

  • Daniel K. Inouye International Airport : Hawaii’s main airport. It is considered one of the 30 busiest airports in the U.S. and sees about 21 million passengers per year on average   . Most of the travelers who visit Hawaii come through Honolulu at some point.
  • Kahului Airport : Maui’s main and most popular airport. It is centrally located in north Maui, about 40 minutes from busy Lahaina and about 20 minutes from Kihei.
  • Lihue Airport : The main airport for the island of Kauai. It is nice and small, partially open-air and includes two runways, one terminal, and 10 gates.
  • Kona Airport : The Big Island’s slightly busier airport located on the west side near Kailua-Kona. Most Big Island visitors come through here since a majority of the island’s resorts are located nearby. Others staying on the east side of the island have the option to fly into Hilo International Airport.
  • Lanai City Airport on Lanai or Kaunakakai Airport on Molokai will require a bit more planning. The airports there are much smaller and getting there typically requires a stop in Honolulu along the way.

Culture and Customs

  • Keep in mind that, although Hawaii is more than 2,000 miles away from the closest major state, it is still part of the United States. Restaurant etiquette and tipping customs should be observed here just as much as it would be in California or New York. In 2019, there were 216,000 jobs statewide that were supported by Hawaii’s tourism industry   , so the locals will thank you.
  • Although English is the main language spoken in Hawaii, the Hawaiian language is still very much present throughout the islands. You will undoubtedly hear and see plenty of Hawaiian words throughout your travels. Words like "wahine" (woman) and "kane" (man) will come in useful when looking for the restroom, for example, and "makai" (towards the sea) and "mauka" (towards the mountains) are used when giving directions often. Take some time to learn a few before your trip.
  • Considering Hawaii’s deep connection to its own history and respect for past royalty , the state is full of sacred and culturally significant sites. The Hawaiian word "kapu" designates a place that shouldn’t be trespassed on, such as an ancient burial ground, ruins of a previous royal residence, a dangerous area, or a private property.
  • Hawaiian "heiaus," or ancient Hawaiian temples, are scattered throughout the islands. Many heiaus are open to visitors, but are also considered sacred and should always be respected.
  • While hiking, stay on the designated trail to help avoid erosion or destruction of important native plant species. Don’t pester or touch protected wildlife, either. Touching an endangered Hawaiian Monk Sea or a Hawaiian Green Sea Turtle isn’t just frowned upon, it's illegal as well   .
  • Whether you’re exploring a botanical garden in the mountains or lounging on a sandy beach, remember to take out what you bring in (trash, water bottles, etc.). Wear eco-friendly bug repellant and reef-safe mineral sunscreen to help protect the environment.

Money Saving Tips

  • If you plan on snorkeling for more than one day during your trip, consider investing in your own snorkel, mask, and fins. This will save you money on pricey rentals, plus you can bring them home with you to use another time.
  • Head outside of the popular tourist areas to purchase your souvenirs. Places like Don Quixote in Honolulu will have much better deals on chocolate-covered macadamia nuts than in the heart of Waikiki.
  • Cheap eats such as poke bowls and musubi are amazing choices for picnics and beach days. These Hawaiian staples are iconic as they are delicious.
  • If you’re flying Hawaiian Airlines , grab a free copy of their Hana Hou Magazine. The pages are filled with interesting articles, valuable tourism information, and coupons.
  • Tourists tend to spend more money on food in Hawaii than they originally budgeted for. If you don’t mind cooking a couple of meals yourself on vacation, rent accommodations with a kitchen and stop at the local farmer’s market , Costco, or Foodland for a few night’s worth of groceries instead of going out.
  • Another big sticker shock to visitors comes in the form of car rental and parking prices. Renting a car at the airport is almost always cheaper, and be sure to inquire about parking prices at your hotel ahead of time so you’re not shocked with an extra $35 per night on your bill.
  • Be flexible with your travel dates and shoot for a time of year that doesn’t coincide with heavy tourist season (such as summer months or around the holidays). Airline and hotel prices are usually much cheaper during these times.
  • Hawaii, especially Oahu, has a huge military industry. If you or a family member are part of the military, ask about discounts for lodging, restaurants, and even car rentals.

Discover even more money saving travel tips with our guides to visiting Hawaii on a budget and the best cheap eats in Hawaii .

Hawaii Tourism Authority. "Hawai‘i Visitor Statistics Released for 2019." January 29, 2020.

Go Hawaii. "Hawaii Regional Cuisine." August 22, 2020.

Flight Era. "Honolulu Airport." August 22, 2020.

Go Hawaii. "Protected Species." August 22, 2020.

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Hawaii Trip Planner: Your Dream Hawaiian Vacation Guide

Home » Blog » U.S.A. » Hawaii » Hawaii Trip Planner: Your Dream Hawaiian Vacation Guide

Planning a trip to Hawaii tops many travelers’ bucket lists. But with several islands and SO much to do and see, where do you start? In this comprehensive Hawaii trip planner, we cover pros and cons of each island, the best time to visit, travel tips, and much more!

Kalalau Beach sunset Kauai Hawaii

Hawaii is arguably the best beach vacation destination that doesn’t require a passport for US citizens.

With lush rainforests, remote hiking trails, world class scuba diving, charming villages, and otherworldly lava fields, there is a lot more to do in Hawaii than just sitting on the beach .

Whether you’re interested in having a once-in-a-lifetime adventure, indulging in all the best foods, learning about the complex history of this island state, immersing yourself in Hawaiian culture, or completing a bucket list hike, this chain of volcanic islands is sure to wow just about every type of traveler.

But where do you even start when planning a trip to Hawaii? 

Which island(s) should you visit? 

How many days do you need?

I get how overwhelming it can be. So we created this Hawaii travel planner to help you make some big decisions about your trip.

After reading this article, you should have a really good start to planning the Hawaiian vacation of your dreams!

Hawaii Trip Planner

  • Which Hawaiian island should you visit

Hawaii bucket list experiences

Hawaii travel tips.

  • Hawaii packing list

FAQs about planning a trip to Hawaii

Hawaiian words to know.

  • Fun Facts about Hawaii

Hawaiian foods to try

  • Transportation in Hawaii
  • Finding accommodation in Hawaii
  • Hawaii travel budget

Our experience in Hawaii

Poipu Beach Kauai Hawaii

I went to Hawaii once as a kid, again as a teenager (and also as a baby, but does that even count?), and it holds a very special place in my heart. Each year, my grandparents spent 6 months on the island of Oahu, and loved everything about Hawaii, passing the love affair onto just about everyone in my extended family. 

Ben has always wanted to go to Hawaii, and being that it has been a (very!) long time since my last visit, we decided to plan our dream trip. 

During the planning process, I quickly became overwhelmed with just how much there is to do and how unique each island is. I thought I knew a lot about Hawaii, but wow – it can be surprisingly complex to plan if you want to do more than relax at a resort (nothing wrong with that, by the way).

So after hours upon hours behind my laptop screen researching, emailing friends who’ve lived in Hawaii, texting with my aunt who has visited Hawaii many times over the years, and getting recommendations from our audience, I finally felt like I was starting to feel comfortable. 

In the attempt to help anyone else out there who is feeling a bit overwhelmed (I feel ya!), we created this resource to truly help you plan the Hawaiian vacation of your dreams.

Which Hawaiian Island should I visit?

Kalalau Beach Kauai

This is certainly the first thing you’ll need to decide as you’re planning your trip to Hawaii. 

If you already know which islands you’re visiting, skip this section and continue reading below.

But for those of you who are hemming and hawing about which islands to add to your itinerary, this section will help you narrow it down.

And remember, you can’t see it all on your first trip (unless you’ve got unlimited time and money, in which case, yay for you!).

How many Hawaiian Islands are there?

There are 8 major islands in Hawaii. The entire archipelago consists of 137 islands, but only 7 islands are inhabited.

Of the 8 major islands, there are 6 that tourists can visit:

Most popular Hawaiian Islands

Less visited hawaiian islands.

Major Hawaiian Islands that cannot be visited:

  • Ni’ihau: known as Hawaii’s “forbidden island”, Ni’ihau is privately owned and tourists can not visit it unless invited by one of the island’s 170 residents.
  • Kaho’olawe: this island is currently uninhabited and access is only granted for specific purposes

Map of the Hawaiian Islands

Hawaiian Islands Map

Home to the state capital of Honolulu, world-famous Waikiki Beach, and significant historical sites including Pearl Harbor, Oahu has something for everyone . Add in epic hiking and surfing, and even a Disney resort, it’s easy to see that this island has it all!

Unsurprisingly, Oahu is the most visited Hawaiian island — fitting, since it’s called “the gathering place.” While it can be difficult to find much tranquility, many people appreciate the big city amenities…and the abundance of options and lower prices that come along with them.

For travelers who want an introduction to Hawaii or who are on a budget , Oahu is a great place to start. 

Oahu Highlights:

Oahu North Shore Hawaii beach surfers_STOCK-U (Luke McKeown)

  • Natural beauty. Let’s be honest, all the islands are gorgeous, but many people consider Oahu the most beautiful.
  • World-class surfing. Oahu’s North Shore is home to several of the best surf spots in the world, including the Banzai Pipeline, Waimea Bay, and Diamond Head. 
  • Fantastic hiking. Not only does Oahu have more trails than any other island, but it also has a vast variety. Ocean views, heart-pounding cliffs and ridges, jungles, waterfalls…gang’s all here!
  • Affordability. Flights from the mainland are often cheaper to Honolulu than anywhere else in Hawaii, and there’s a much larger selection of accommodations at all price points.
  • Excellent nightlife. Since Oahu is truly a big city, it has the best nightlife scene of all the islands. 
  • Pearl Harbor. Even non-history buffs include this in their Hawaii trip planner, as it was the site of one of the most significant attacks of WWII. 
  • Fireworks over the beach. A uniquely Oahu experience, the Hilton Hawaiian Village Waikiki Beach Resort hosts an elaborate fireworks display over the beach every Friday night. 

Oahu Lowlights:

  • It’s difficult to get away from the crowds. As the most-visited island, solitude isn’t really a thing on Oahu. Expect lines at attractions, traffic, and long waits at restaurants.
  • Finding authentic Hawaiian experiences can be tricky . Because so much of the island caters to tourism, attractions and restaurants often focus on pleasing the masses rather than tradition or authenticity. 
  • Downtown Waikiki. Many first-time visitors are surprised by the high-rise buildings that define the Honolulu skyline and dot Waikiki Beach — it’s not exactly the quintessential vision of a lush Hawaiian island. 
  • Accommodation is somewhat limited. While you’ll find a wide variety of lodging types and pricing, nearly every option is in Honolulu. 

Big Island Hawaii

The biggest island by far and with no shortage of things to do, Hawaii — AKA Big Island — is an excellent choice for first-time visitors . 

Hawaii Island is bigger than all the other islands combined , accounting for over 60% of the state’s land mass! It’s home to active volcanoes , the world’s tallest mountains , spectacular beaches, and crystal-clear swaths of ocean, perfect for snorkeling and diving.

Big Island has two main hubs : Kailua-Kona on the west coast, and Hilo on the east. Hilo is significantly smaller and less developed , mostly a basecamp for Hawaii Volcanoes National Park.

The Kailua-Kona coast is one of the driest, warmest places in Hawaii , and the majority of Big Island visitors base themselves here. Hilo is the polar opposite , experiencing a substantial amount of rainfall that creates the region’s lush rainforests.

If the Big Island is on your itinerary, be sure to check out these resources to help you plan your trip:

  • Exciting Things to do in Kona
  • Seriously Fun Things to Do in Hilo
  • How to get from Kona to Hilo

Big Island Highlights:

Papakolea Green Sand Beach Hawaii Big Island

We have a giant list of truly epic things to do on Big Island Hawaii , but here are some of the highlights…

  • Hawaii Volcanoes National Park. Big Island is one of the planet’s most volcanically active places, home to two of the world’s most active volcanoes: Kilauea and Mauna Loa. One thing to be aware of, though, is that the volcanoes aren’t constantly erupting. 
  • The tallest mountain on Earth. Mauna Kea’s base extends nearly 20,000 feet below sea level, so it technically stands over 4,000 feet taller than Mount Everest! From base to summit, it’s over 33,000 feet tall, whereas Everest sits at an elevation of 29,029 feet.  
  • Snorkel with manta rays. Unique nighttime tours take you out to snorkel among these “gentle giants” off the Kona coast year-round. You can only experience this in a handful of places on Earth!
  • It’s home to a rare green sand beach . There are just FOUR green sand beaches on Earth, and Big Island has one of them: Papakolea.
  • 300+ miles of hiking trails. Many believe Big Island has Hawaii’s best hiking, because of the abundance of trails and their diversity. The island has eight distinct microclimates, so you’ll find everything from desert to rainforest to snowy summits!
  • Lots of room to spread out. Although Big Island is so massive, it’s home to just 13% of Hawaii residents. Even in the cities and at popular beaches, it rarely feels crowded!
  • Excellent weather. The lusher Hilo side of the island gets some rain, but the Kohala Coast on Big Island’s northwest side is one of the driest, sunniest places in Hawaii. 

Big Island Lowlights:

  • Exploring means lots of windshield time. Big Island is so massive that driving from one place to another is usually not a quick trip.
  • Harder-to-reach beaches. Piggybacking on the point above, the best beaches on Big Island almost always require a lengthy drive. It’s uncommon for hotels to be right at the beach, unlike other islands. 
  • Somewhat limited accommodation. For such a large island, hotel options are surprisingly lacking. Some resorts are clustered on the Kona side, but the east side (Hilo) is limited to short-term rentals and smaller hotels.

Napali Coast Kauai Hawaii

For outdoorsy people and those seeking a laid-back, less-touristy experience , it’s hard to top Kauai. This nature lovers’ paradise has lush, dramatic scenery : vast canyons, narrow ridgelines, jungles, sea cliffs, and beaches in a kaleidoscope of colors.

Kauai has three main resort areas where hotels and activities are concentrated: Poipu on the South Shore, Princeville/Hanalei on the North Shore, and the east coast, AKA the Coconut Coast. 

All three areas have very different vibes, but they all share that coveted small-town charm and noticeable lack of skyscrapers. There are no big cities here, but Kauai still has some big-city conveniences , including big-box stores and excellent restaurants. 

Travelers who appreciate wild, rugged beauty and prefer a more easy-going atmosphere should focus their Hawaii trip planner around Kauai.

Kauai Highlights:

Kalalau Trail Kauai Hawaii

  • Small-town, authentic Hawaii feel. There is no hustle and bustle on Kauai, and you’ll encounter a lot of full-time residents. “Island time” is also real here, so visitors can explore at a slower pace and enjoy several non-touristy experiences.
  • Napali Coast. One of the most pristine, beautiful destinations on the planet, with zero development. Access is extremely limited (but well worth the effort!), so you’ll have to take a boat or helicopter, or hike the epic Kalalau Trail.
  • Grand Canyon of the Pacific. Kauai’s west coast is home to yet another spectacular natural attraction, 10-mile-long Waimea Canyon. Take the scenic drive, tackle a hike or two, and don’t miss nearby Koke’e State Park. 
  • The most secluded beaches. Although it’s nowhere near the largest island (it’s the smallest of the “big four,” in fact), Kauai has more beaches than all of its siblings. With so many choices and several being somewhat remote, overcrowding is rarely an issue!
  • Backpack the Kalalau Trail. If you’re an experienced backpacker, this should be at the top of your bucket list! The 11-mile one-way trail is incredibly challenging and consistently named one of the world’s most dangerous hikes, but it is spectacular .
  • The Wailua River. With all the water throughout Hawaii, amazingly, this is the state’s only navigable river! Paddle it for a truly once-in-a-lifetime experience. 
Psst! Check out our bucket list of things to do in Kauai before you leave!

Kauai Lowlights:

  • A lot of driving. Things are pretty spread out on Kauai, with sections of the island inaccessible by car. If you aren’t familiar with the layout while planning your trip to Hawaii, you may end up spending far too much time just getting around. 
  • It’s the rainiest island. Kauai is actually one of the rainiest places on Earth! (this shouldn’t come as a surprise, looking at how lush and green it is!). The island gets about three times as much rain as the others, mostly during the winter.
  • Many of the most beautiful areas are difficult to access. Some of Kauai’s most awe-inducing landscapes are off-limits to vehicles. To see them, you’ll have to go on a serious hike or book a pricey boat or helicopter tour. 
  • Lack of nightlife. “Nightlife” on Kauai is going out for dinner, and visitors will find that almost everything closes fairly early — 8-9:00 pm. Although there are a handful of excellent restaurants, options are extremely limited. 

Hana Road Maui

Maui, known as the Valley Isle, is the second most visited Hawaiian island , behind Oahu.

It’s easy to see why — in addition to urban conveniences, Maui has fantastic beaches, calm waters, and one-of-a-kind natural attractions . The waterfalls are spectacular, thousands of humpback whales winter here, and it has one of the most unique national parks, Haleakala.

On the other hand, tourism is BIG business on Maui, and the island has more developed coastline and swimmable beaches than any others. Visitors are spoiled for choice with a wide range of oceanfront accommodation, a bustling dining scene , and every tour type imaginable. 

Maui may be the right island for you if beaches are a priority, you’re looking for varied experiences, and you enjoy sprawling, upscale resorts . Honeymooning couples and travelers with larger budgets will also appreciate Maui’s abundance of luxury hotels .

Maui Highlights:

Waihe'e Ridge Trail Maui Hawaii

  • Mount Haleakala. Making up an astounding 75% of Maui, this 10,023-foot dormant shield volcano is the world’s largest. The landscape is Mars-like, not at all what you’d expect on a tropical island! Sunrise here is a must, but you need a permit .
  • The Road to Hana. The famous narrow, winding road topping many a Hawaii trip planner has 500 turns, 50 one-lane bridges, red, black, and white sand beaches, waterfalls galore, epic hikes, and exotic fruit to sample from roadside vendors.
  • Whale-watching. You can technically see whales anywhere in Hawaii, but your best odds are in Maui. Migrating humpback whales are drawn to its warm, shallow waters, particularly for calving season in the winter. 
  • An abundance of top-tier beaches. Maui has more swimmable beaches than any other island, and lots of development along the coast. That equals many of Hawaii’s best beaches, with options ranging from family-friendly to romantic.
  • Excellent winter weather. Where most Hawaiian islands experience rainy winters, much of Maui is generally sunny and dry. The east side is an exception, where Hana and many of the waterfalls are. 
  • Calm waters. Because of its unique geography with the islands of Molokai, Lanai, and Kahoolawe just off its west coast, Maui’s waters are calm, shallow, and warm. This is why the whales come here, and it also makes for fantastic snorkeling.
  • It’s one of the most accessible islands. Geographically, Maui is one of the easiest islands to navigate. The airport is centrally-located and it doesn’t take long to drive from place to place (with the major exception being the Road to Hana). 

Maui Lowlights:

  • Extremely touristy feel. There aren’t many true locals on Maui, and two of the island’s major hubs, Kaanapali and Wailea, are sprawling resort areas specifically built for tourists. You’ll be surrounded primarily by other visitors, so there’s a lack of authenticity. 
  • It’s expensive. Because Maui caters to tourists, it’s the most expensive island. Expect to spend more on everything, from rental cars and hotels to tours and even restaurants.
  • Parking is difficult and pricey. Parking at Maui beaches and in small towns is notoriously challenging, and at some of the nicest resorts, the only option is valet. 
  • There are no proper cities. Depending on your viewpoint, this could actually be a plus, but Maui is made up of several small towns without any major downtown. This means some things are surprisingly lacking on Maui, like nightlife.  

Lanai Hawaii (World Atlas)

Although it gets a fraction of the visitors that the four main islands do , Lanai has plenty to offer — especially for couples and luxury travelers. 

It’s Hawaii’s smallest inhabited island, yet Lanai is home to several of the state’s most luxurious resorts and three championship golf courses . The island is 98% privately owned, so there’s very little other development. 

If you’re looking for a secluded getaway or you’re the type who enjoys kicking back and enjoying everything your resort has to offer, you’ll love Lanai. 

The great thing about Lanai’s central location is that it’s relatively easy to get there from Maui or Oahu , so you can add a couple of days to your Hawaii itinerary. Flights are under an hour and the trip is stunningly beautiful, almost like you booked a fly-over tour!

Lanai Highlights:

Lanai Hawaii_STOCK-U (Bret Lowrey)

  • Hulopoʻe Bay. The renowned Dr. Beach once named this beach the best in America! It’s excellent for swimming and snorkeling, and there are also tide pools in volcanic rock. This is also where you’ll find the Four Seasons Resort Lānaʻi. 
  • Accessibility. Daily flights from Oahu and Maui, plus ferry service from Maui make it easy to visit Lanai, even on a day trip. If you’re prone to getting seasick, avoid the ferry, as the passage is often choppy.
  • Surprisingly varied terrain. This small island has it all: the tropical paradise of Hulopoʻe Bay, rolling farmland (Lanai was once the world’s largest pineapple plantation!), martian-like red rocks at Garden of the Gods, and even pine trees. 
  • Fine dining options. Thanks to the presence of Four Seasons on the island, foodies with sophisticated palates will be in heaven. There’s an upscale steakhouse, ONE FORTY, plus posh Malibu Farm and even the famed Nobu.

Lanai Lowlights:

  • There’s not much to do. If you enjoy active getaways, you honestly may get a bit bored on Lanai…unless you like to play golf, that is. Four Seasons guests have access to a variety of planned activities, but outside of that, options are few and far between.
  • Extremely limited hotel options. Lanai has just three hotels, and two are Four Seasons properties. If you’re a budget traveler, focus your Hawaii trip planner elsewhere.

Molokai Hawaii (Travel and Leisure)

For an authentic “old Hawaii” experience completely devoid of anything remotely touristy, look no further than Molokai. Just north of Lanai, it’s the least developed island (literally — it doesn’t have a single stoplight!). 

Instead, Molokai has a rich culture steeped in tradition and an abundance of wild, untamed nature . The world’s tallest sea cliffs soar to nearly 4,000 feet and cascading waterfalls , including some of the tallest on Earth , dot the island. 

While its unspoiled beauty is a major draw, Molokai isn’t for everyone . Tourism is highly controversial here, and locals have gone to great lengths to ensure it remains limited. There are no chain hotels or restaurants , and “no cruise ship” signs decorate windows. 

Of course, some travelers seek exactly this type of place, which is becoming rarer and rarer. But if you’re expecting the Hawaii you’ve seen on social media, you probably won’t be a huge fan of Molokai .

Molokai Highlights:

Molokai Hawaii_STOCK-Pix (mcyumyum)

  • Chase waterfalls. You’ll have to work for the views, but Molokai’s waterfalls will leave you speechless. 2,165-foot-tall Kahiwa Falls tumbles right into the ocean, while Olo’upena Falls and Pu’uka’oku Falls are among the world’s tallest at nearly 3,000 feet. 
  • Halawa Valley. The site of the earliest settlements in Hawaii, you can go on a guided hike to a waterfall here, explore the natural beauty, and see ruins up-close.
  • Surprising variety of accommodation . Molokai has about a dozen hotels and a smattering of privately-owned cottages, running the gamut from budget to luxury.
  • Kalaupapa National Historical Park. Molokai has a fascinating and tragic history: it was the site of a leper colony in the late 1800s. Visiting this national park gives you an overview, but it’s not easy — you must go with a guide AND get a separate permit.
  • Pala’au State Park. Take a short hike to Kalaupapa Lookout, a gorgeous viewpoint over the settlement. Don’t miss the Phallic Rock, an… unusually shaped rock said to bring fertility. 
  • Kanemitsu Bakery. Tucked in a literal dark alley, this bakery has been churning out Molokai Hot Bread using the same recipe since 1935. 

Molokai Lowlights:

  • Few beaches and opportunities to get in the water. Molokai’s coastline is predominantly rocky, so there aren’t many places to lounge on the beach or snorkel. It does have one phenomenal beach, Papohaku, nearly three miles long.
  • Essentials are limited…and expensive. Groceries and other necessities come to Molokai on a barge from Oahu, so store and restaurant prices are extremely high. 
  • There’s a lot of gatekeeping. In their attempt to keep tourism to a minimum and attract a different type of tourist, locals aren’t quite as forthcoming as they are on other islands. You’ll have to get involved in the community to find the island’s best spots. 
  • The lack of development means there’s zero nightlife. In fairness, this could be viewed as a highlight. For people who aren’t outdoorsy, though, there isn’t much to do.

Top recommendations

Best islands for… 

  • Families: Oahu, Big Island
  • Hiking: Kauai, Oahu 
  • Relaxing: Maui, Kauai, Lanai
  • Whale watching: Maui
  • Foodies: Oahu, Maui, Big Island
  • National Park enthusiasts: Big Island, Maui
  • Snorkeling and diving: Maui, Big Island
  • Getting off the beaten path: Molokai, Big Island
  • Nightlife: Oahu

Our personal Hawaii itinerary

Waimea Canyon Kauai Hawaii

We wanted to visit two islands that felt very different from each other and offered different types of experiences. We also wanted to avoid crowds as much as possible (especially since we were traveling at a popular time of year).

Because of the crowds, we decided to skip Oahu , (plus, it’s the island I’ve spent the most time on so I wanted to see something else). 

We also opted against Maui for this trip because we recently read that it is listed as a place that is in danger of overtourism. Fodor’s even included Maui on its 2023 No Visit List .

For our 2-week trip, we chose to spend half the time on Kauai, which is the island I’ve most wanted to visit. Hiking the Kalalau Trail has been on my bucket list for years, so this was one of the main draws. We paired it with time on the Big Island because there are so many things to do and it felt like a good contrast to smaller and rainier Kauai.

2-week Hawaii Itinerary

  • Kauai: 1 week
  • Big Island: 1 week

Kauai Helicopter Na Pali Coast

There are endless adventures to be had in Hawaii. Here are just a handful of the incredible bucket list experiences that you can have on just about any island:

  • Go snorkeling 
  • Take a scenic helicopter flight
  • Shop local at a farmers market
  • Learn about how cacao is turned into a chocolate bar on a farm tour
  • Go on an epic hike (there are many hiking opportunities on the islands!)
  • Have a mai tai
  • Visit one of Hawaii’s National Parks (Big Island, Maui)
  • Eat traditional Hawaiian food

Want more ideas? Check out our complete list of the best things to do in Hawaii !

Hawaii is such a special and unique place. 

These tips are specific to Hawaii and should be helpful as you start to plan your travels.

1. Book accommodations as early as possible

accommodation in Hawaii

While there are some places around the world where you can make all your bookings a mere month before your trip, Hawaii is a destination that you don’t want to sleep on when it comes to planning. This is especially true if you’re visiting during a peak tourist season.

Psst! Read up on the best times to visit Hawaii !

Our personal experience :

We started making our Airbnb reservations in February for our April trip and we had very few options that were appealing. Even icky hotels were several hundred dollars per night.

Since we couldn’t find anything decent for the entirety of our stay, we ended up having to break up our stays in multiple places. 

It worked out great on the Big Island because we wanted to take a little road trip. But on Kauai, we wanted to base ourselves in one area, so we had the hassle of moving all our luggage and checking in/checking out one more time than would have been necessary. 

Learn from our mistakes and get on those bookings asap!

Jump down to read our tips for finding budget-friendly accommodation .

2. Read reviews of specific rental car companies

Kauai Hawaii rental car

Long story short, before you reserve your rental car, pop over to Google Maps and read through reviews for the specific company location you are considering renting from . 

As you’re combing through reviews, notice if there are any common issues that come up over and over. That’s a red flag! If you find red flags, look into other companies nearby to see if there are any better options.

Our personal experience

Alright, get ready for a bit of a rant as well as a key lesson…

We booked a car rental through Discount Hawaii Car Rental* (an aggregate that displays all rental car options). The cheapest car that would work for us (SUV) was through Thrifty. We went ahead and booked without listening to our own advice and reading reviews…

The first problem arose when we landed in Kona, we got a shuttle to Thrifty, and had to wait in line (with a toddler!) for 2.5 hours to get our rental car.

Once we got on the road, we also discovered that there were cockroaches living in the car. When I politely informed the service rep on our return, she visibly rolled her eyes at me and brushed it off.

The thing is after reading reviews, I found that these are very common issues with this specific rental location . Nearly every other review mentions lines lasting more than an hour and cockroaches were a common complaint.

Had we followed our own advice and read reviews, we likely would have chosen a different rental company and avoided the long line, cockroaches, and poor customer service. 

After our trip, I realized almost all the other companies in Kona had way better reviews. I would have paid a bit more money not to have to deal with these red flags, and I bet you’d feel the same. Do yourself a favor and dig into your rental car company before handing over your credit card.

*Discount Hawaii Car Rental simply displays the options for all of the car rental companies. In our experience, they had cheaper prices overall than the other platforms we usually use ( Discover Cars and RentalCars.com ). We’d still recommend booking through them for the best deal, but avoiding Thrifty (at least on the Big Island).

3. Invest in a good reef safe sunscreen

Reef-safe sunscreen

No matter where you are in Hawaii, you should be wearing reef safe sunscreen. Regular sunscreen is harmful to marine life and has actually been banned since 2018 (yes, even for tourists). 

Some mineral sunscreens leave a white layer, but this is the brand we personally use and love. We think it absorbs really well, just like regular sunscreen.

4. Pack your own snorkeling gear

Snorkeling

If you plan on snorkeling a lot (3 times or more!), we’d recommend bringing your own gear. If you don’t want to pack it, see if your hotel or Airbnb has gear for you to borrow (some do!). 

You can certainly rent snorkel gear on the islands, but it’ll add up if you’re going frequently.

We used rental masks for many years of snorkeling and scuba diving but we recently bought our own gear and have such a huge appreciation for masks that fit well!

Insider tip: If you want to save room in your suitcase, we’d recommend packing only your masks and snorkels and leaving your fins at home. They take up a lot of space and while they’re nice to have, they aren’t totally necessary. We didn’t bring fins and were very happy with that decision.

5. Make dinner reservations

drinks on the beach in Hawaii

If there’s a restaurant you really want to go to during your time in Hawaii, do some digging to see if they take reservations.

There are lots of places where you’ll definitely need them. For some of the really popular places, you’ll need to secure your table months in advance.

Our personal experience: 

We mostly dined at restaurants that didn’t require reservations, but one that we’d highly recommend is Merriman’s Restaurant. They specialize in local, farm-to-table fare and have locations on the 4 main islands.

We dined with them on the Big Island at their flagship location (Waimea), and had such a wonderful experience. It was by far our favorite meal in Hawaii. Check their website for the menus and to make reservations.

6. Be prepared for rain

Hanalei Kauai North Shore rainbow

Hawaii is the wettest state in the US, so it should come as no surprise that you will likely experience rain of some sort during your visit. Yes, it can rain even if it’s not “rainy season”!

Just like many tropical places in the world, rain comes and goes quickly most of the time. So if you see rain on the forecast don’t get too disappointed. 

You may experience a light sprinkle while it’s still sunny (my grandma, who lived in Hawaii, called this “pineapple juice”). Or, you may encounter a straight up downpour where the skies show no mercy.

You might get both, like we did! After a rain, keep your eyes peeled for a rainbow – there’s nothing quite like seeing one in Hawaii. Trust me. 

If you experience no rain at all, consider yourself one of the lucky ones!

Insider Tip: We found this travel umbrella to be really handy in Hawaii. (We also used it on our trip to notoriously rainy Scotland !)

7. Have room in your luggage for souvenirs

Ukulele from Hawaii

There are so many opportunities to buy souvenirs in Hawaii, that you’ll definitely want to have room to bring some gems home.

Now, there are the typical cheesy souvenirs like you’d find anywhere (head to any ABC store for a good selection!), but there are also some really unique and beautiful things that will remind you of your time in Hawaii.

  • Local artwork
  • Koa wood bowls or utensils
  • Macadamia nuts*
  • Lilikoi (passionfruit) jam*
  • Jewelry 
  • Kona coffee
  • Hawaiian sea salt*

I could go on and on… But trust me, and make some wiggle room in your luggage! 

*we personally bought these items to bring home!

8. Pack some reusables

We were surprised by just how many restaurants served food in takeaway containers and with plastic utensils. This even happened regularly at restaurants where we were dining in. Sure, some of the utensils are labeled as “compostable”, but they still take a long time to break down.

We packed our own bamboo utensils that we love but it took us a while to remember to specifically ask for no utensils (and to carry them on us!).

Bring some utensils, a reusable water bottle, a metal straw, and a reusable bag to do your part to reduce the amount of single-use plastic you consume. We find it especially important to try our best when we’re traveling on islands, as trash disposal systems have even more barriers than on larger bodies of land.

Hawaii Packing List

what to pack for Hawaii

While this is not a comprehensive list, these are some of the items you definitely don’t want to forget for your trip to Hawaii!

  • Reef safe sunscreen
  • Rash guard (if you plan to do  lot of snorkeling, this will minimize sunburn on your back)
  • Quick-drying towel
  • Snorkel gear
  • Travel umbrella
  • Reusable utensils 
  • Reusable water bottle
  • Reusab l e bag
  • Comfortable and lightweight clothing
  • Good to know: If you plan to go to Mauna Kea (Big Island) or Haleakalā (Maui), you will definitely need some warmer layers as these volcanoes are at very high elevation and can get quite cold.
  • National Park Pass (if you’re on Maui or Big Island)

Be sure to download our  complete packing list for Hawaii !  It’s packed with good suggestions and  insider tips  to help plan your Italy trip. And it’s completely  FREE , so why not!?

plan your trip in hawaii

Still have questions after reading through this Hawaii trip planner? We’ve answered some of the most frequently asked questions below. 

How many days do you need in Hawaii?

Is forever too many days?! 

Okay, but for real, we think 2 weeks is a perfect amount of time to be able to see 2 different islands really well. You could squeeze in a third island, but you’d have to skip some of the major sights. 

If you have more than 2 weeks, wonderful! Add more islands, get off the beaten path, or slow down a bit.

Personally, 5 days would be the minimum amount of time we’d spend on any of the islands. 

What is the best time to visit Hawaii

Pu'uhonua o Hōnaunau National Historical Park Hawai'i Island

The best time to visit Hawaii is any time between late March and late October . These months bring the warmest weather, calmest water conditions, and lowest chances of rain. 

There is one notable exception: if you’re serious about surfing, you may actually want to visit Hawaii in the winter, when swells are generally much larger. 

However, the best month depends on which island(s) you plan to visit and how you want to spend your time. Conditions differ slightly from island to island, so activities vary accordingly – the best time to swim or snorkel isn’t necessarily the best time to go whale-watching. 

For an in-depth guide on the regional seasons, weather patterns and other factors, check out our complete guide to the best time to visit Hawaii .

How much does a trip to Hawaii cost?

The answer to this question will vary greatly depending on your travel style and the time of year you go. But the truth is, Hawaii is an expensive destination overall.

Luckily, we do have a handful of money-saving tips to help keep your budget under control.

Is Hawaii kid friendly?

Hawaii travel with a baby

Absolutely! We traveled to Hawaii when our daughter was 16 months old. There are lots of family-friendly activities, accommodations and restaurants in Hawaii. 

However, one thing I will point out is that there are a lot of bucket list experiences in Hawaii that are not child friendly too. We have serious FOMO and this part was hard for us, as a lot of the things we wanted to do just didn’t allow young children.

Luckily, we were traveling to Kauai with my parents who were kind enough to watch our daughter when we did a handful of non-baby-friendly activities, like the Kalalau Trek (epic, but not great for little ones), Mountain Tubing and a helicopter flight.

We traveled alone on the Big Island and knew we wanted to snorkel with manta rays. Our Airbnb host has two daughters who babysit and we felt comfortable with them watching her for a few hours while she slept at night. Everyone’s comfort level is different, though.

Popular activities that young children are not allowed to join:

  • Mauna Kea summit (we had to skip this)
  • Night snorkeling with manta rays
  • Helicopter flights
  • Scuba diving

Aloha Hawaii

Some of these words are from the Hawaiian language while others are slang. 

We tried to narrow down this list to be the words you are most likely to hear on your trip to Hawaii so it’s not too overwhelming. 

  • aloha = this greeting can mean both hello and goodbye; it’s also a feeling of kindness and love (the aloha spirit)
  • mahalo = thank you (use this word often!)
  • ohana =  family
  • lanai = porch or patio 
  • aina (aye-nah) = land
  • mauna = mountain
  • honu = turtle
  • grindz = slang for food 
  • ono = delicious
  • Pupus (poo-poos ) = appetizers or finger food (My grandma who lived in Hawaii used this word all the time! When I was little, I thought that was just the English word for hors d’oeuvres)
  • lilikoi = Hawaiian word for passion fruit
  • haole ( HOW-lee ) = Caucasian or White person; it can be used as a descriptor, but can also be derogatory 
  • shaka = this iconic Hawaiian hand gesture (with thumb and pinky sticking out) is used as a friendly gesture to signify something good (like a thumbs up or a friendly wave). Sometimes referred to as “hang loose” or “right on”.

Hawaii fun facts

Papakolea Green Sand Beach Hawaii Big Island

1. Hawaii is the only state in the U.S. that grows coffee beans .

2. Kauai’s Mount Waialeale is the wettest place on earth .

3. Contrary to popular belief, neither macadamia nuts nor pineapple are not native to Hawaii .

4. The official languages of Hawaii are English and Hawaiian, making it the only U.S. state to have two official languages.

5. Mount Haleakala (located on Maui) is the l argest dormant volcano in the world .

6. Gambling is illegal in Hawaii. The only other U.S. state to ban all forms of gambling is Utah. 

7. Surfing is thought to have been invented in Polynesia, but it became truly popular when it was brought to Hawaii .

8. Mauna Kea is the tallest mountain in the world if you measure it from its base on the seafloor (surpassing Mount Everest by more than 1,300 meters).

9. It can snow in Hawaii! The three highest mountains (Haleakala, Mauna Kea, Mauna Loa)  get snow each winter and have pretty frigid temperatures year round.

10. Ni’ihau is known as Hawaii’s “forbidden island” . It is privately owned and tourists can not visit it unless invited by one of the island’s 170 residents. 

Hawaiian foods Hawaii

Hawaiian food draws influence from a variety of countries, reflecting settlement and immigration to the islands over centuries.

You’ll recognize parts of Japan, China, Korea, Portugal, the Philippines, and Puerto Rico shining among original Hawaiian ingredients to create a unique fusion food. 

What makes it truly extraordinary is that rather than all the ingredients blending together, each one retains its integrity and richness, telling the story of immigration, integration, and the invention of something entirely new.

Foods to try:

Hawaiian foods Hawaii

  • Loco moco: white rice topped with a hamburger, a fried egg, and brown gravy
  • Spam musubi: grilled Spam slice atop sushi rice, wrapped together with nori
  • Poi: staple food in the traditional Polynesian diet, poi is a thick and starchy paste made from the taro root and is light purple in color
  • Laulau: a Polynesian dish where taro leaves are wrapped around a filling, such as pork, fish, or coconut cream
  • Saimin: egg noodles in hot dashi topped with green onions and kamaboko (fish cake)
  • Poke: raw fish (typically ahi), diced and seasoned
  • Huli huli chicken: chicken grilled and marinated in a sweet and savory sauce
  • Kalua pig: often the star of the food at a luau, kalua pig is cooked for several hours underground in an imu , or earthen oven
  • Malasadas: fried, flat pastries filled with custard, chocolate, haupia, and guava
  • Shave ice: finely shaved ice decorated with fruit-based syrups and a wide variety of toppings
  • Li hing mui: originating from China, li hing mui is salty dried plum, and is a popular flavor for snacks
  • Haupia: this traditional Hawaiian dessert is made with coconut milk, and has a consistency between coconut jelly and pudding. It is often found at luaus.

Best way to get around Hawaii

Hawaii

Unless you’re on a tour group or just staying in Honolulu, you will definitely need a rental car.

This is a good news, bad news situation…

I’ll get the bad news out of the way: Renting a car in Hawaii is expensive. There’s no way around it. 

The good news is that I have a few tips for saving money:

Typically when we book rental cars around the world, we compare Discover Cars and RentalCars.com to make sure we’re getting the best deal.

Lately, we’ve been finding slightly better rates on Discover Cars, but it all depends on the location. 

But as we were researching our trip to Hawaii, we found a new site completely…

Discount Hawaii Car Rental

rental car in Hawaii

For an 8-day rental on the Big Island, we were quoted $904.35 on RentalCars.com (Discover Cars didn’t have a 4×4 option for the Big Island; that’s why it’s always a good idea to compare). 

But on Discount Hawaii Car Rental , our total for the SAME CAR came to $768.70.

That’s a savings of $135.65!

Think about how much poke I can eat with an extra $135!

Do yourself a favor and look into all your options, because you might also find a huge savings! 

Alternative: Turo

This is a car rental platform where individual people loan out their personal vehicles, kind of like Airbnb, but for cars.

The prices tend to be a bit lower than RentalCars.com, but in our experience were pretty on par with Discount Hawaii Car Rental. Also, on some islands, there aren’t all that many cars available on Turo.

While this can be a great option depending on your needs, be sure you’ve read all the fine print and know exactly where you will be picking up and dropping off your car since it won’t be through one of the typical rental companies. 

Can you use Uber in Hawaii?

On the bigger islands, Uber is readily available , particularly in busy tourist areas. You’ll have no problem ordering a ride on Oahu, Big Island, or Maui, and in Kauai’s towns. There is no Uber on Lanai or Molokai .

The biggest thing to be mindful of is that finding an Uber back from a remote area may be difficult (or even impossible). You may not have cell service and even if you do, a ride could be hours away. Look into scheduling an Uber for your return trip, or arrange another ride to be safe.

Another thing to be aware of is that rideshares in Hawaii are expensive . It’s worth comparing prices against Lyft, as well as Holoholo , a local rideshare company operating on Big Island, Oahu, Maui, Kauai, and even Lanai. 

Hotels vs. Airbnbs in Hawaii

accommodation in Hawaii

While searching for accommodation in Hawaii, you might be wondering how to choose the best places to stay. 

Hotels, resorts and Airbnbs can all be good options, it just depends on your travel situation and what you are looking for.

Pros of Hotels and Resorts

  • Bigger and nicer pools that what you’ll typically find at Airbnbs
  • Onsite restaurants (sometimes)
  • Staff to help 

Pros of Airbnbs

  • More privacy
  • Slightly less expensive overall (in our experience)
  • There are some super unique Airbnbs in Hawaii
  • The option to cook for yourself (if you choose one with a kitchen)

How to choose

  • If you’re looking for a big pool, onsite restaurants, and staff to help, a hotel or resort will be a better choice. 
  • If you’d like the option of booking for yourself and a more “homey” stay, an Airbnb will be a good pick. 
Insider Tip: If you’re visiting during a busy time of year, be sure to book your accommodation asap. We booked accommodation about 2.5 months in advance and we have very limited choices.

Our experience

accommodation in Hawaii

In our experience, we were traveling on Kauai with my parents (5 people total), so an Airbnb was our best option . It also gave us the ability to cook some meals for ourselves.

On Big Island, we were traveling just the 3 of us (Ben, our daughter, Juniper, and myself), so Airbnbs also worked really well. 

We prefer Airbnbs a lot of the time when traveling with a baby because we can usually find properties that have separate sleeping spaces so we can hang out at night even after she goes to sleep.

Hawaii travel budget 

Hawaii

Being that it is an isolated network of islands, the cost of living in Hawaii is high. This means things like groceries, electricity, fuel, and accommodation are all more than you may be used to at home. These costs not only apply to locals, but tourists as well.

Your budget will vary based on your travel style and the time of year you visit Hawaii. Prices really fluctuate throughout the seasons reflecting peak and low tourist seasons.

We’ve rounded up some average prices for a midrange travel budget so you have an idea of what to expect.

Are you planning a trip to Hawaii?

We have lots of resources on travel in Hawaii and destinations around the islands. Check out our  Hawaii Homepage  for everything you need to know, or start by reading some of our favorite Hawaii travel articles to help you plan your dream vacation to the Aloha State:

  • Best Time to Visit Hawaii
  • Exciting Things to Do in Kauai (+ insider tips!)
  • Kalalau Trail: Ultimate Guide to Kauai’s Best Hike
  • Best Things to Do in Hawaii: Ultimate Bucket List + Tips

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Hawaii Trip Planner | Two Wandering Soles

We want to hear from you!

Are you planning a trip to Hawaii and have more questions? Leave your comment below and we’ll do our best to get back to you!

Comments (2) on “ Hawaii Trip Planner: Your Dream Hawaiian Vacation Guide ”

This guide to planning a dream vacation to Hawaii provides detailed insights into each island, must-visit attractions, travel tips, and fun facts. I love how it covers everything from choosing the right island for your interests to practical advice on accommodations, transportation, and experiences unique to Hawaii.

A “handyman” is often sought after for tasks that don’t require the expertise of a licensed specialist, but still demand a certain level of skill and knowledge. This can include things like fixing minor plumbing issues, repairing electrical outlets, installing fixtures, painting, and general household repairs.

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plan your trip in hawaii

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How to Plan a Trip to Hawaii | Ultimate Vacation Guide

Wondering how to plan a trip to Hawaii? This comprehensive guide covers everything you’ll need to know to have a memorable time in this archipelago in the middle of the Pacific ocean. 

With its magnificent volcanic landscapes, black and red sand beaches, verdant hills, and crystal clear waters, it’s no wonder why Hawaii is such a popular tourist destination. This archipelago is especially popular among holidaymakers from Asia, Australia, and the United States. 

Wherever you’re traveling from, your trip will require a lot of Hawaii vacation planning. Not only because the vacation can be expensive but also because each Hawaiian island has something different to offer. 

You’ll have plenty of choices to consider while planning your trip. Whether you’re traveling for the 10th or first time to Hawaii, this guide is sure to provide tips and practical information that’ll make your vacation much smoother. 

How to Plan a Trip to Hawaii

Disclosure: This post contains affiliate links. If you click one of them, I may receive a small commission (for which I am very grateful for) at no extra cost to you.    

How to Plan Hawaii Trips 

If you’re looking for the perfect 5-day Maui itinerary or still deciding on which island to visit, this guide has you covered with all the essential details. Here’s how to plan a Hawaii trip. 

Identify the Best Time to Visit Hawaii

How to Plan a Trip to Hawaii

As Hawaii is situated in the tropics, the temperatures tend to be moderate and sunny year-round. This means that there’s no “bad” time to visit Hawaii.

There are, however, times that are more ideal for specific weather, tourist crowd volumes, sights, and costs. 

Weather 

How to Plan a Trip to Hawaii

There are certain months of the year when the Hawaiian islands get more rain than average. Hawaii experiences the highest rainfall between October and January. The eastern parts of the islands experience more rain than the western parts. So you can opt to stay in the west end if you’d like to avoid the majority of the rain. 

Tourist Crowd Volumes

plan your trip in hawaii

Hawaii’s peak season runs from late November to April — with crowds peaking around holidays like Christmas and New Year’s Eve. During the high season, it is much harder to find accommodation and secure your place on special tours. 

So, if you’d like to avoid the tourist crowds, consider traveling to Hawaii during the shoulder months. These months include April, May, September, and October. 

During the peak tourist season, accommodation, rental car, and flight prices can be much higher due to increased demand. Hawaii is quite expensive to visit as is, so if you’d like to avoid inflated costs, visit during the shoulder or off-peak season. 

Hawaii Activities

How to Plan a Trip to Hawaii

Certain attractions are best experienced at certain times of the year. If you’d like to see the migrating humpback whales, plan your visit between January and March. 

In contrast, if you’re set on doing a lot of hikes or exploration, you may want to visit during the drier months to avoid slippery trails and flash floods.

Choose Which Hawaii Islands to Visit 

How to Plan a Trip to Hawaii

Once you’ve decided on the best time to visit Hawaii to suit your needs and budget, it’s time to decide which Hawaiian island(s) you’d like to see. 

While the various islands share similar characteristics, there are a few notable differences that may impact your choice. 

Below is a breakdown of the top features of the four main islands: Oahu, Maui, Big Island, and Kauai.

How to Plan a Trip to Hawaii

Oahu is the most developed and most visited of the Hawaiian islands and is home to the city of Honolulu and Waikiki beach. It is also host to the Honolulu International Airport (HNL). 

Oahu offers a cosmopolitan feel and is ideal if you’re looking for accessible dining, shopping, and nightlife opportunities. 

plan your trip in hawaii

This island also has the best public transport and the Pearl Harbor National Memorial. A possible downside of Oahu is that it’s the busiest, so you’ll encounter more tourist crowds here. 

Related Posts

  • Best Hikes in Oahu | 10 Exhilarating Hiking Trails in Hawaii

How to Plan a Trip to Hawaii

This second most frequented island in the archipelago is the perfect place to go whale watching, hiking, or seeing the most incredible sunset or sunrise of your life. Maui has the most swimmable beaches in Hawaii and has plenty of resorts and restaurants.

plan your trip in hawaii

This island is home to the Haleakalā Crater, which towers 10,023 feet above the Pacific Ocean and offers some of the best sunrise or sunset views. You’ll also come across various hiking trails and the famous Road to Hana . 

  • The Perfect 5 Day Maui Itinerary
  • The 19 Best Road To Hana Stops For The Perfect Road To Hana Itinerary

How to Plan a Trip to Hawaii

As the name mildly suggests, Big Island is the largest of all the islands and has two active volcanoes; Kilauea and Mauna Loa. This island features contrasting landscapes of lush forests, dramatic cliffs, waterfalls, and snow-capped mountains. 

This Hawaiian island is a popular spot for snorkeling and swimming with Manta Rays. 

How to Plan a Trip to Hawaii

Known as The Garden Isle, Kauai is a lush island brimming with verdant and jagged cliffs, waterfalls, spectacular canyons, and hiking trails. This island is less developed than Oahu or Maui, which is evident in the seemingly slower pace of life. Yet, it’s still a famous Hawaii island that’ll be well worth the visit. 

plan your trip in hawaii

  • 5–7 Day Kauai Itinerary | Spending a Week in the Garden Isle

Smaller Islands

How to Plan a Trip to Hawaii

It may be harder to find accommodation or activities on these less frequented and smaller islands, but they’re worth knowing about and possibly visiting. 

The Hawaiian island of Lanai can be reached on a one-hour ferry from Maui, making it ideal for a scenic day trip. Lanai island was once a pineapple plantation. Today there are a few hotels and little else. The biggest perk of basing here is the seclusion from large crowds and a more unique Hawaiian experience. 

Visit Molokai if you’d like a more authentic look into daily Hawaiian life, as this island is mainly occupied by native Hawaiians. This Hawaiian island is also home to the leper colony of Kalaupapa .

plan your trip in hawaii

Decide How Many Days to Spend in Hawaii

How to Plan a Trip to Hawaii

Once you know which Hawaiian islands you’d like to visit, you’ll need to decide how many days to spend in the archipelago. It is possible to spend a mere 4-5 days in Hawaii. But the flight to the islands is long, so you may as well stay a few more days. 

A minimum of seven days is recommended to enjoy the activities and natural beauty. 

Each of the main islands has plenty to do and can easily take up an entire week. Inter-island flights can take up half a day and be quite exhausting, so it’s not recommended that you visit more than one island in a week. 

If you plan on visiting multiple islands, you’ll want to stay longer than seven days. 

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Decide Where to Stay in Hawaii

plan your trip in hawaii

One thing to remember when considering where to stay in Hawaii is that each Hawaiian island has a rainier east (or windward) side and a drier west (leeward) side. 

The rainier east side usually has a more lush, green landscape of forests and waterfalls, while you’ll usually find some of the best beaches on the western side. So, the side you choose to stay on will depend on which type of activities you’d like to focus on. 

Your choice of where to stay will also depend on your budget. Accommodations closer to the coast and main attractions will usually cost much more than those further inland. The inland accommodations are generally much quieter, which is ideal if you’re seeking a tranquil getaway. 

There are different options for staying in Hawaii to accommodate every budget. 

Camping 

If you’d like to take the more adventurous route and save some money, camping in Hawaii is the best way to do so. Camping is an excellent option if you’re planning on being out and about all day exploring the landscape and sampling food from local vendors and restaurants.

There are multiple campsites based in State Parks across the archipelago. The average price for a campsite ranges between $18 to $30 a night. Campgrounds are quite safe but naturally don’t offer as many amenities as a hotel would. Have a look at this guide to the best camping cooking gear to consider purchasing for your trip to Hawaii.

Some state parks worth considering for camping in Hawaii are:

  • Oahu: Sand Island State Recreation Area and Ahupuaʻa ʻO Kahana State Park
  • Big Island: Kiholo State Park Reserve
  • Maui: Waiʻānapanapa State Park
  • Kauai: Nā Pali Coast State Wilderness Park

Keep in mind that you’ll have to book a camping permit online well ahead of time. You’ll also want to ensure that you bring a waterproof tent in case of any downpours. 

Perhaps the most significant thing of all to consider is that campgrounds are closed on Wednesdays and Thursdays. So you’ll either have to plan to arrive on a Friday or book a hotel for those two off days.

Tip: Have a look at this guide to camping for beginners if you’re new to the world of camping. 

Self-Catering Accommodation

Another more budget-friendly way to enjoy a holiday in Hawaii is to book self-catering accommodation. This way, you’ll be able to prepare your own meals instead of paying hefty restaurant prices. This is especially ideal if you’re traveling with family. 

You can opt for a hotel room with a kitchenette, such as Kuhio Banyan Hotel , or rent an apartment for larger groups.

Hotels & Resorts

How to Plan a Trip to Hawaii

The most popular option in Hawaii is to stay at a hotel or resort. This is an excellent choice if you’re looking to bathe in the sun while sipping Mai Tais and enjoying the scenery. Hotels and resorts offer all the luxuries and amenities necessary to make your stay as carefree as possible. 

Below are a few top hotel options in the Hawaii archipelago: 

  • Hilo Vacation Rental (Budget): If you’d like to stay a bit away from the bustle, Hilo Vacation Rental offers a clean, spacious room with a shared bathroom, kitchen, and lounge. It’s a great way to meet like-minded travelers and is close to attractions like Mauna Kea State Recreation Area and Rainbow Falls on Big Island. 
  • Hilton Garden Inn (Mid Range): Situated a mere five minutes away from Oahu’s Waikiki beach, Hilton Garden Inn offers an on-site pool, gym, and work area. It’s also close to the International Market Place shopping center, where you’re sure to find some excellent souvenirs. 
  • The Westin Hapuna Beach Resort (Luxury): Offering incredible seaside views and sitting steps away from Hapuna Beach, the Westin Hapuna Beach Resort provides a world-class experience. You’ll have access to a spa, gym, and activities like golf and snorkeling. 

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Plan activities ahead of time.

How to Plan a Trip to Hawaii

It’s best to plan your Hawaii activities ahead of time so that all you have to worry about is showing up. For the best experience, be sure to book your entry tickets, restaurant seatings, and tours in advance. This is especially important if you plan on visiting during the high season. 

The last thing you want is to show up to a restaurant or tour only to be told that it’s fully booked weeks in advance. So, decide which activities you’d be most interested in and consider booking at least a month ahead. 

Below are some of the top tours and activities to consider adding to your Hawaii trip planner: 

  • Take a tour of Pearl Harbor and Downtown Honolulu.
  • See Oahu on a helicopter tour .
  • Go on a Turtle Canyons snorkel excursion .
  • Take a full-day Road to Hana tour . 
  • Go ziplining through Maui .
  • View the sunrise from the Haleakalā Crater .
  • Go snorkeling with Manta Rays on Big Island.
  • Enjoy a traditional Hawaiian Luau .

Keep in mind that it’s best not to pack your days full of activities and tours. Try to leave some downtime in your day for exploration and relaxation.

What to Pack for Hawaii

How to Plan a Trip to Hawaii

With your itinerary and destination sorted, it’s time to get packing. Below are some of the essentials to pack for a comfortable Hawaii holiday. Don’t worry about packing anything fancy, as the dress code in Hawaii is quite casual. 

  • Lightweight clothing like shorts, dresses, light cover-ups, and t-shirts
  • At least two bathing suits, so you always have a clean one ready.
  • A warmer set of clothes for exploring higher elevation areas and early morning sightseeing and adventures. 
  • A fleece or down jacket if you plan to visit Hawaii in winter or view the sunrise at Haleakalā Crater. 
  • Comfortable hiking sandals or hiking boots : paths to certain beaches can be pretty rough and uncomfortable to brave with regular sandals. 
  • A sun hat 
  • Comfortable flats for special occasions like dinners

Additional items: 

  • Reef safe sunscreen
  • Reusable water bottle 
  • Reusable shopping bags
  • A good daypack for hikes and adventures 
  • Packing cubes to organize your suitcase 
  • Quick dry beach towel 

Booking Your Flight to Hawaii

plan your trip in hawaii

The main airport in Hawaii is Honolulu International Airport (HNL) on Oahu island. This airport services domestic and international flights. Hawaiian Airlines offers direct flights between the US and the major Hawaiian islands of Oahu, Maui, Kauai, and Hawaii.

A round-trip ticket to Hawaii will cost you roughly $500 if departing from the west coast — with California offering the most competitive prices. Trips from the west coast last around 5-6 hours. This will significantly vary depending on the time of year you choose to visit and whether you’re flying from further inland. 

If you’re looking to save some money, it may be better to book your flight for the low or shoulder seasons. Try to book ahead and between Monday and Thursday when prices are lower. 

Getting Around Hawaii 

How to Plan a Trip to Hawaii

One of the best ways to get around Hawaii is by renting a car. This will allow you to explore at your own pace, reach off-the-beaten-track locations, and save money on extensive taxi fares for long distances. 

You’ll find many major car rental companies based on the main Hawaiian islands. These companies offer a rental car for less than $150 a day. If you’re traveling to Hawaii during peak season, consider reserving a car well ahead of time. This will allow you to get the vehicle of your choice at a more affordable price. 

There are ride-share companies like Uber and Lyft available on the major islands for shorter trips. These usually cost less than the local taxis. 

Despite the islands being reasonably close to each other, there are very few ferries running between islands. So, if you’d like to explore more than one island on your Hawaii vacation, you’ll have to book a flight to the neighboring island of your choice. 

There are frequent, affordable flights running between the islands that last around 30-45 minutes. These can cost as little as $40 for a direct flight. 

Tip: Only rent a car on days when you’re traveling further distances. If you’re spending the day around a specific area where the vehicle will just be standing, you’ll be racking up unnecessary parking fees.

>>>Rent A Car Here<<<

Hawaii Travel Rules

How to Plan a Trip to Hawaii

It is important to know the Hawaii travel rules before your visit so that you arrive prepared and avoid getting into any trouble. Below are some fundamental rules to keep in mind. 

  • Hawaii no longer requests proof of vaccination or a negative Covid-19 test result from U.S. citizens. If you’re traveling to Hawaii from outside the U.S., you’ll still have to present a negative Covid test. 
  • There are no longer any mask mandates as of March 2022, but some businesses may still request that you wear one. 
  • In order to protect the coral reefs, Hawaii has banned the use and sale of sunscreens with coral-harming chemicals. These chemicals include oxybenzone and octinoxate. Be sure to pack reef-safe sunscreen.  
  • It is illegal to touch or get too close to Hawaii wildlife. You’re recommended to stay at least 10 feet from turtles and 50 feet from Monk Seals. You’ll also have to keep at least 50 yards between yourself and any spinner dolphins. 
  • Hawaii has implemented a ban on plastic bags. Be sure to bring your own shopping bag when heading to the grocery store to help reduce plastic waste.
  • Pay attention to road signs, and don’t park illegally for the sake of getting the perfect shot. This is especially a problem on the busy Road to Hana and can cause unnecessary traffic jams or worse. 
  • Littering is a criminal offense and can result in a fine. Be sure to practice the principles of “leave no trace” to ensure you’re not committing any harm to the environment.

Helpful Hawaii Travel Tips 

plan your trip in hawaii

This guide has covered quite a few Hawaii travel tips already, but here’s a summary of some of the top tips for the ultimate getaway. 

  • As Hawaii is one of the top tourist destinations, a Hawaiian vacation will be expensive. Save up well ahead of time, so you have enough money to enjoy your stay fully. 
  • Visit during the shoulder season months of April, May, September, and October to avoid large crowds and inflated prices.
  • If you’re heading to popular areas like the Upcountry and Road to Hana in Maui,  you may want to book your accommodation well ahead of time. 
  • If you’d like to save money while visiting Hawaii, rent a self-catering apartment instead of hotel rooms and prepare your own meals. 
  • If you are cooking for yourself, consider buying fresh produce from farmers’ markets instead of supermarkets. The farmers’ markets are usually more affordable, and you’ll support local farmers directly. 
  • Honolulu Airport (also known as Daniel K. Inouye International Airport) is not the only airport in Hawaii. There are direct flights between the US and the main Hawaii islands. So you can save time and money by flying directly to your chosen island. 
  • Restaurant prices can be quite hefty. Save some money by buying a few meals from the exciting food trucks found across the islands. Elena’s Lunchwagons and Giovanni’s Original White Shrimp Truck are two popular options on Oahu. 
  • The ocean can be ultra unpredictable. Never turn your back on the water, and don’t risk swimming on beaches with warning signs. 

Final Thoughts on Planning a Trip to Hawaii 2022

plan your trip in hawaii

Now you know how to plan a trip to Hawaii; it’s time to get traveling. There is so much to do on the Hawaiian islands that you’ll be planning your next trip to Hawaii before you’ve even left the island. 

Whether you choose to rough it out in a tent or experience the ultimate luxury at one of the many resorts and hotels, you’re sure to have a memorable time. 

Hawaii is brimming with beauty, so be sure to bring along your best camera gear for hiking and exploring this idyllic vacation destination. 

plan your trip in hawaii

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plan your trip in hawaii

How to Plan a Trip to Hawaii: Everything You Need to Know

Rachel Off Duty: How to Plan a Trip to Hawaii

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Rachel Off Duty: How to Plan a Trip to Hawaii – Everything You Need to Know

COVID Travel Restrictions on Hawaii: At the time of writing, there are no additional steps on how to plan a trip to Hawaii that you need to familiarize yourself with. However, I suggest visiting Hawaii’s Covid-19 website and the Safe Travels website for the latest updates. 

Are you thinking of visiting Hawaii for the first time, and in search of some Hawaii travel tips? 

You’ve definitely come to the right place. I grew up on the island of Oahu and have visited Maui, Kaua’i, the Big Island, and Lana’i multiple times!

And, after leaving Hawaii to move to California for college, and even after traveling to see some of the world’s most famous beach destinations like Tulum and Bali , I can still say without any bias: Hawaii really is something special. 

Rachel Off Duty: Woman Hiking on Oahu

When you think of Hawaii, you might picture surfers, dolphins, warm water, pineapples, and hula dancers. And Hawaii is all of those things, but it is so much more than a paradise or a vacation destination. Hawaii has incredibly complex history, beautiful culture, storied residents, and plants and animals that can’t be found anywhere else in the world.

To think of Hawaii as just a ‘paradise,’ while there’s no denying its beauty, is to do it a disservice. Because there’s so much more to know beyond the beaches and pineapples and grass skirts you see on postcards. 

But don’t worry, let me break it down for you. From Hawaii’s history, to where to go, and so much more, read on for everything you need to know about how to plan a trip to Hawaii!

First Of All, Where is Hawaii?

Rachel Off Duty: How to Plan a Trip to Hawaii

We can’t kick off a guide about how to plan a trip to Hawaii without talking about where Hawaii is! Its remoteness is part of what makes these islands so unique, after all.

Hawaii is located about 2,100 miles southwest of the United States’ west coast. It’s actually nearly smack in the middle of California and Japan in terms of distance. 2,390 miles from California and 3,850 miles from Japan!

Out in the Pacific Ocean, thousands of miles from land in either direction, the Hawaiian Islands are actually the most remote island chain in the entire world!

A Quick Hawaii Geography Lesson

Rachel Off Duty: How to Plan a Trip to Hawaii

The Hawaiian island archipelago includes eight major islands, as well as several minor islands, atolls, and islets. Did you know – the state of Hawaii actually counts 137 islands in the Hawaiian island chain! 

Volcanic activity formed the Hawaiian islands. In fact, the main Hawaiian islands are actually the exposed peaks of a massive underwater mountain range (the Hawaiian-Emperor Seamount Chain) that’s still evolving to this day. While the oldest and northwesternmost island, Kure Atoll, is around 28 million years old, the newest and southwesternmost island, the Big Island, is estimated to only be 400,000 years old. Just a little baby by comparison! 

While there are many more Hawaiian islands than most people realize, the travel advice you’ll need to know pertains to the main Hawaiian island chain: The Big Island, Maui, Moloka’i, Kaho’olawe, Lana’i, Oahu, Kaua’i, and Ni’ihau. 

Which Hawaiian Island Should I Visit?

For most people wondering how to plan a trip to Hawaii, this is usually the first question you’ll find yourself asking.

Of Hawaii’s eight major islands, you are able to visit six – Oahu, Maui, the Big Island, Kaua’i, Lana’i, and Moloka’i. When it comes to how to plan a trip to Hawaii, choosing which island to visit is often the hardest part for first-time visitors. Each island has incredibly unique characteristics and things to see!

Below, you’ll find a quick overview of each (including the two islands you can’t visit). These island highlights might help you decide which Hawaiian island to visit depending on the kind of experience you’re after.

Rachel Off Duty: How to Plan a Trip to Hawaii – Oahu

Oahu – where I’m from! – is nicknamed “The Gathering Place.” Oahu is Hawaii’s most populated, most famous, and most visited island.

Though not the biggest island, Oahu is considered the ‘main’ island. The Kingdom of Hawaii was governed from Oahu after being united by King Kamehameha in the 1800s. Afterwards, Honolulu became the official capital city in 1959, when Hawaii became part of the US.

Whenever someone asks me how to plan a trip to Hawaii, I always recommend Oahu for a first visit!

Here are some things to know about visiting Oahu:  

  • Best Known For: Hawaii’s capital city of Honolulu, the hotel district of Waikiki, world-famous surfing, Pearl Harbor, and Iolani Palace.
  • Why Visit? Oahu is a great choice for first-time visitors to Hawaii because it offers a little bit of everything. From great beaches and hiking, to historical sites and cultural activities, to a culinary and bar scene that would get any foodie excited, Oahu really does hit the nail on the head when it comes to having a wide variety of things to do any kind of traveler. 
  • Good to Know: Oahu is Hawaii’s most populated island, with about 75% of the entire state population. It also receives around 50% of all of Hawaii’s visitors. You can expect more traffic and more crowds here, but if that doesn’t bother you, Oahu is a wonderful island to visit! Its population size also makes Oahu the most multiracial island in Hawaii, and one of the most multicultural communities in the world.

Rachel Off Duty: Which Hawaiian Island to Visit - Maui

Maui is known as “The Valley Isle.” It has a wide valley region that sits less than 200 feet above sea level, flanked by tall mountainous regions on either side. It is the second-largest Hawaiian island with a population of just under 200,000, and was briefly home to the capital of the Hawaiian Kingdom before the location moved to Honolulu, Oahu. 

Throughout my childhood, Maui was my favorite island to visit when island-hopping with my family! 

Here are some things to know about visiting Maui:

  • Best Known For : Home to Haleakala National Park and the infamous Road to Hana road trip.
  • Why Visit? Maui is another great recommendation for Hawaii first-timers, along with Oahu, because of its balance between developed and natural areas. You won’t need to look far for a good place to eat, and there’s an abundance of hotels throughout the island. Plus, because of the island’s size and smaller population, you can easily spread out and enjoy the island away from the crowds whether you’re looking for an active or relaxed vacation.
  • Good to Know : Most people will recommend the Road to Hana – the 52-mile windy, narrow drive from Kahului to Hana town – as the thing to do on Maui . But it’s not one for the faint of heart! The Hana Highway has 620 curves and 59 bridges, making it one of the country’s most dangerous road trips. If you do decide to drive the Road to Hana, definitely exercise tons of caution and be extra respectful to local residents, businesses, and nature. Or, consider taking a guided tour ( like this one ) as a way of helping reduce traffic congestion!

Hawai’i (The Big Island)

Rachel Off Duty: Which Hawaiian Island to Visit - Big Island

The Big Island is actually named Hawai’i, but most people refer to it as the Big Island because it is, well, pretty dang big! In total, it would take you between 6 and 9 hours to drive around the entire island without stopping.

I love the Big Island because its geology is incredibly unique. From dried-up lava fields to endless waterfalls, the island’s scenic variety is breathtaking. 

Here are some things to know about visiting Hawai’i:

  • Best Known For : Home to Hawaii Volcanoes National Park, a wide range of colorful sand, and the occasional snowfall on Mauna Kea.
  • Why Visit ? The Big Island will no doubt give you the biggest range of Hawaii’s varied landscapes, from beautiful beaches to snowy summits. There are many unique things the Big Island has to offer that simply can’t be found on any of the other islands, with the biggest draw being volcanic activity-related attractions like lava tubes, black sand beaches, and the occasional fresh lava flow from Kilauea eruptions. However, unless you go to the Big Island wanting to only see the volcanoes, I recommend dedicating at least a week to a week and a half to your visit to get a full spectrum of all this island has to offer.
  • Good to Know : Though tempting, it is believed to be major bad luck to take any sand or lava rocks from any Hawaiian island but especially this one (because as the legend goes, Hawaii’s goddess of fire Pele, is said to live on this island). Whether or not you believe it, know that the national parks in Hawaii receive countless packages each month from all over the world filled with rocks, sand, and apology letters from past visitors who’ve dealt with crazy bad luck after taking from the island. You’ve been warned!

Kaua’i

Rachel Off Duty: Which Hawaiian Island to Visit - Kaua'i

Kaua’i – “The Garden Isle” – is one of the most exquisitely beautiful of the Hawaiian islands, thanks to its lush greenery and endless waterfalls. Each time I visit Kaua’i, I am in awe that a place with scenery like this exists.

Here are some things to know about visiting Kaua’i:

  • Best Known For : The iconic NaPali coast, Waimea Canyon (Hawaii’s own version of the Grand Canyon), and mesmerizing waterfalls.
  • Why Visit ? A much slower-paced, less-crowded island, Kaua’i is a great island for outdoor lovers and romantic getaways. While you won’t find as much by comparison in terms of development (the entire island is home to just around 75,000 people), you will find endless emerald green mountains, amazing sunsets, and mighty waterfalls. 
  • Good to Know: Kaua’i is a fairly small island, though massive in terms of things to do and see. When you rent a car on the island, know that despite the island’s small size, driving from place to place will still take a decent amount of time. Why? There is only one main highway – Kuhio Highway – and it only has one lane in each direction, with a top speed limit of no more than 50 mph. It doesn’t go all the way around the island either, thanks to the NaPali coast, so to get from one end to the other will take you at least two hours, give or take. Definitely check estimated drive times when planning your Kaua’i itinerary!

Moloka’i

Rachel Off Duty: Which Hawaiian Island to Visit - Moloka'i

Moloka’i is known as “The Friendly Isle” and also the “most Hawaiian” island due to its high native Hawaiian population. Right in the center of the main Hawaiian island chain, Moloka’i sits just eight miles or a 25-minute flight from Maui.

There are only 8,000 residents, and the island receives the fewest annual visitors of the visitable Hawaiian islands. Though, for travelers eager to get really off the beaten path and see a more rural version of Hawaii that remains relatively unchanged over the decades, Moloka’i might be for you.

Here are some things to know about visiting Moloka’i:

  • Best Known For: More rural, “unspoilt” Hawaii, the highest sea cliffs in the world, beautiful coral reefs, and the site of the historic leprosy colony, Kalaupapa.
  • Why Visit? For a much, much slower island vacation, a better chance of getting outdoor adventures all to yourself, and a more unchanged view into the lifestyle of Hawaii, Moloka’i is a fascinating visit. Best for more intrepid explorers and those who can appreciate a place even without ample vacation amenities, Moloka’i has a lot to offer for those willing to look!
  • Good to Know: Because Moloka’i is one of the least visited islands in Hawaii, you won’t be able to fly directly into the island from out of state. You’ll need to first travel to Oahu or Maui and take a quick inter-island flight to get to Moloka’i’s airport. Once here, you’ll notice other tourism infrastructure is limited, which can be an adventure in itself. There is only one true hotel (most other visitors rent homes or go camping), businesses are closed on Sundays, and there are no traffic lights on the entire island. 

Lana’i

Rachel Off Duty: Which Hawaiian Island to Visit - Lana'i

Known as “The Pineapple Isle” or “The Embracing Isle,” Lana’i is one of those unique examples of an island that is part of the state of Hawaii, but also privately owned by a third party (Ni’ihau, below, is another example). However, unlike Ni’ihau or even Moloka’i, Lana’i is definitely much more set up for tourism in the traditional sense. 

Here are some things to know about visiting Lana’i:

  • Best Known For: Relaxation, seclusion, and a small but incredibly luxurious selection of accommodations including the Four Seasons Sensei Lana’i , and the Hotel Lana’i .
  • Why Visit? Lana’i was once home to a plantation that produced 75% of the world’s pineapples (giving the island its nickname). Today, a visit to Lana’i is often associated with “quiet luxury,” meaning you may pay a bit of a premium to stay here (hotel rooms start at around $400/night), but in exchange you are rewarded with no crowds, no traffic, and ultimate seclusion. This is the island to go to if you’re looking for a more luxe getaway and some pampering. 
  • Good to Know: Want to visit Lana’i without staying overnight? You can easily take a ferry or a guided catamaran tour from Lahaina, Maui! 

Ni’ihau

Rachel Off Duty: Which Hawaiian Island to Visit - Ni'ihau

One of two islands in Hawaii that technically can’t be visited, Ni’ihau is known as “The Forbidden Isle.” Privately owned, the island is home to an estimated 170-ish residents who live traditional Hawaiian lifestyles and continue to use Hawaiian as their primary language. The island got its nickname after a polio epidemic in Hawaii in the mid-1900s, where you needed to have a doctor’s note and complete a two-week quarantine in order to visit. 

It’s not considered a visitable island in the traditional sense, but…

There are actually technically three ways to visit Ni’ihau (or at least get pretty close):

  • Getting invited by a Ni’ihau resident or by the island’s owners, the Robinsons
  • Taking a Ni’ihau Helicopters or Ni’ihau Safaris tour 
  • Visiting the island offshore, by boat, for some spectacular snorkeling or diving (I recommend looking into the Napali Coast and Ni’ihau boat tour from Holo Holo Charters, which is the tour I did! Check availability on TripAdvisor or directly on Holo Holo Charters website ).

Kaho’olawe

Rachel Off Duty: Which Hawaiian Island to Visit - Kaho'olawe

With a strange nickname of “The Target Isle,” Kaho’olawe has a fascinating and bizarre history. During WWII, the island was a training ground and bombing target for the US military. There was never a huge Hawaiian population on Kaho’olawe prior to WWII, but following its usage by the military, Kaho’olawe today remains pretty much deserted and uninhabitable, due to its small size and lack of fresh water. 

The only way to visit this island is by volunteering through the Kaho’olawe Island Reserve Commission , which offers work trips from Maui.

How Many Days Should I Spend in Hawaii?

Rachel Off Duty: Waterfall Hikes in Hawaii

Not yet decided on how many days to spend in Hawaii? Unless you plan to spend your whole trip at your hotel (which I don’t recommend!), I always suggest a minimum of 4 to 5 days for any island. Hawaii isn’t really an easy long weekend getaway because of the long 5+ hour flight from the US, so if you’re planning a trip to Hawaii, plan to dedicate at least 4 to 5 full days to your vacation. 

That said, I think 6 – 8 days is really the sweet spot to not only explore, but also to have extra time to take it easy and relax.

If you want to visit more than one island in Hawaii, I still suggest dedicating 4 to 5 days per island. So, for a two-island Hawaii vacation, you’ll probably want to plan for at least 9 or 10 days total. 

Can I Visit Multiple Hawaiian Islands Easily?

Rachel Off Duty: Choosing the Right Hawaiian Islands to Visit

You might be surprised by this: island-hopping in Hawaii actually isn’t that easy!

But is it possible? Yep, but it’ll take some extra planning.

Unless you’re taking a multi-island cruise, you’re going to need to book an inter-island flight to get from one island to the next. And, depending on the islands you choose, you may need to connect on Oahu or Maui. 

That means you’ll have to deal with all the same steps of air travel – the airport, TSA, checking bags, renting / returning cars – even for a short 20 to 45 minute flight. In total, that means at least three or four hours to get from one island to the next. 

Because of this, it’s usually easiest to stick with no more than one or two islands on your Hawaii trip , unless you’re staying in the state for two weeks or more.

Some islands will be easier to plan island-hopping trips from. For instance, from Oahu you can easily fly directly to all visitable islands. From Maui, you’ll also have ample direct flights and the option of taking a day trip to Lana’i by ferry or catamaran tour .

If you are planning to visit multiple islands, Hawaiian Airlines or Mokulele Airlines will most likely be your go-to carriers, as they cater specifically to inter-island service and often have the cheapest fares. Compare fares and availability for inter-island flights on Kayak to see whether a multi-island trip is right for you.

How Much Should I Budget for a Trip to Hawaii?

Rachel Off Duty: Woman With Canoe on the Big Island

When you start researching how to plan a trip to Hawaii, you’ll realize Hawaii is one of the more expensive US vacations you could take. This is due to the islands’ remoteness, high import costs, and designation as a tourism destination. 

I’d say a realistic mid-range budget per person is around $200-$325 per day : 

  • $100/day on accommodation*
  • $25-50/day on a rental car
  • $50-$75/day on food
  • $25-50/day on activities

*This is based on a $200/night hotel split between two people 

Factoring that in with a round-trip flight from the mainland, you’re looking at around $2,000 – $3,000 per person for a 7-day trip. 

Of course, this can easily go up if you book nicer, more luxurious accommodations, reserve private tours, dine at higher-tier restaurants, and indulge in pampering (spas, massages, etc). 

But, you can visit Hawaii on a budget as well if you hack your itinerary a bit!

How To Plan a Trip to Hawaii on a Budget:

  • Stay at more budget-friendly accommodations ( like this affordable boutique hotel in Waikiki )
  • Consider staying in an affordable Oahu Airbnb
  • Go camping ( or glamping in Maui )
  • Travel off-season, when the crowds are fewer and the prices start to drop
  • Support local businesses and shop at Hawaii farmers markets
  • Take public transportation (TheBus on Oahu is incredibly reliable)
  • Bring a reusable water bottle 
  • Book activities in advance to cinch better deals
  • Get a Go Oahu Pass to save money on certain sights and attractions
  • Focus on free things to do, like beaches, hiking, and window shopping

Rachel Off Duty: Woman Eating Poke at Fresh Catch Oahu

When Is the Best Time to Visit Hawaii?

Rachel Off Duty: Rainbows Off the Napali Coast in Kaua'i

Because of Hawaii’s geographic location, the islands are nice and warm all year long. There really isn’t a bad time to visit Hawaii! 

However, there are some seasonal differences that might help you decide how to plan a trip to Hawaii based on exactly what you’re looking for out of your visit.

How to Plan a Trip to Hawaii: Best Times to Visit

  • Peak Season: Peak season for Hawaii travel is always summer (May – August) and winter (December – March). These months may be pricier and a bit more crowded depending on which island you plan to visit. 
  • Low Season: Low season for Hawaii travel typically consists of all the months that aren’t peak! So, September – December, and March – May are when you may find slightly cheaper prices and smaller crowds (though on Oahu, it’ll be less noticeable because you’ll find solid tourism pretty much year-round). These are also the months that local students are back in school or university, which also helps reduce crowding at popular beaches and hikes. 
  • Humpback Whale Watching Season: Humpback whales migrate to warmer waters off the coast of Hawaii from October to May, with peak viewing opportunities usually from December to February. The verdict’s out on which Hawaiian island is best for whale watching though. Maui, Moloka’i, Lana’i, Oahu, Kaua’i, and the Big Island all offer several whale-watching opportunities both on land and by boat. 
  • Best Season for Surfing: Expert surfers (and people who want to watch expert surfers!) will enjoy Hawaii the most in the winter, from mid-November to early February. Oahu’s North Shore is the famous Hawaii surf destination, where waves can sometimes climb up to 30-50 feet in peak surf season. Generally speaking though, you can surf all year long in Hawaii and beaches like Waikiki are great for beginners. For seasoned surfers, know that the south shore has bigger swells in the summer than the north shore, and vice-versa. 
  • Wet Season: Wet season is generally November to March. You’ll get more rain, but the tradeoff is more ‘full’ waterfalls.
  • Dry Season: Dry season is April to October, but keep in mind Hawaii is a tropical state so rainfall can happen year-round. 
  • Holidays: Holidays and long weekends will always see a bit of a price jump as these are popular times to make the 5+ hour flight out to Hawaii. If you plan on visiting Hawaii for a major holiday or long weekend holiday (like Memorial Day and Labor Day), plan several months ahead to get in front of price spikes! 
  • Major Events: Some major Hawaii events to plan for, or around, include the Vans Triple Crown of Surfing, The Eddie, the Moloka’i Hoe, the Merrie Monarch Festival, the Waikiki Spam Jam, Aloha Festival, Made in Hawaii, and the Honolulu Marathon. 

Languages Spoken in Hawaii

Rachel Off Duty: Woman Doing A Shaka

Hawaii is the only state with two official languages: English and Hawaiian. As Hawaii is a US state, English is the major language you’ll use to chat, get around, and read on street signs. 

However, the English you hear in Hawaii might not always be the English you’re used to. You may also hear Pidgin, a sort of English creole formed over the past two centuries as immigrants and plantation workers came together in Hawaii and developed a unique way of communicating with one another. Today, Pidgin is a common English-based variation of communication you’ll hear, and possibly even pick up, when visiting. 

As Hawaii is incredibly multicultural, more than 25% of households also speak a language other than English at home. Philippine languages like Ilocano and Tagalog are the most common languages, as around 23% of the state is Filipino or part-Filipino. 

Sadly, the Hawaiian language nearly died when Hawaii became a part of the United States, as locals were made to learn to read, write, and speak in English. But today you can see a slow but steady revival of the language thanks to Hawaiian immersion schools throughout the islands. Lots of day-to-day sayings pull from the Hawaiian language (like giving directions using the “mauka” or “makai” sides of the island, or saying “pau hana” to refer to the end of the work day and time for happy hour), too. Despite this, today, there are only around 1,000 native Hawaiian speakers and around 8,000 with Hawaiian fluency. 

Because of the near-extinction of the Hawaiian language, it is very respectful and appreciated to attempt to use and pronounce Hawaiian words properly when they’re taught to you during your visit!

Basic Words, Phrases, and Gestures for Your Trip to Hawaii:

  • Aloha: Hello, goodbye
  • Mahalo: Thank you
  • E Komo Mai: Welcome
  • A hui hou: Until we meet again
  • Mauka: The mountain side of the road (when giving directions)
  • Makai: The ocean side of the road (when giving directions)
  • Howzit: Pidgin for “how’s it?” or “how’s it going?”
  • ‘Ono: Delicious
  • Shoots: Pidgin for “okay” or “sounds good”
  • Da Kine: Pidgin for “the one” or “that thing,” and can be positive or negative in context
  • Kama’aina: Literally means ‘child of the land,’ and in modern-day context means a local resident
  • Haole: A non-native Hawaiian or caucasian
  • ‘Aina: Land
  • Malama: To care for or protect
  • Shaka: A hand gesture that’s often used as a greeting or acknowledgment
  • Pupu: An appetizer or small plate
  • Pau Hana: Literally means “done with work” or “after work” and is often used to describe after-work fun time, or happy hour

How to Get Around in Hawaii

Rachel Off Duty: Car Rentals in Hawaii

Renting a car in Hawaii is going to be the easiest way to get around when visiting any island. Oahu does have a great public bus system, but outside of Oahu and in general, renting a car will offer you the most freedom, flexibility, and spontaneity for your Hawaii vacation. 

Pretty much any car will do, but keep in mind that certain places and certain activities might require a 4WD. 

I typically visit Kayak first to compare rental car rates on the islands whenever I’m traveling around. Turo and Hui (locally owned) are also great alternatives for seeking out car rentals directly from Hawaii residents. 

On the flip side, if you’re in search of Hawaii RVs, camper vans, and the occasional rooftop tent (like the one I rented in the top left photo!), check out RVshare . This is a fun alternative if you plan on doing any national park or beach camping during your Hawaii trip!

How to Get Around in Hawaii without a Car:

  • By Bus: The bus system, called TheBus , on Oahu is a generally reliable and inexpensive way to explore the island. On Maui, you’ll have the Maui Bus . On Kauai, you can use the Kauai Bus . And last but not least, on the Big Island, you’ll be able to take the Hele-On Bus . There is no public bus system on Moloka’i or Lana’i at the time of writing this blog post. 
  • By Trolley: If you’re staying in Waikiki, the hop-on, hop-off Waikiki Trolley is a reliable way to get around Waikiki, Honolulu, and East Oahu.
  • By Rideshare: You should have access to Uber and Lyft on Oahu, Maui, Kauai, and the Big Island. Keep in mind that Oahu will have the highest volume of drivers of any island, but no matter which island you visit, remote destinations away from major cities (like beaches and hiking trails) may mean you won’t be able to find any drivers. An alternative, locally owned rideshare app called Holoholo has also recently become available and offers you the same services as Uber and Lyft if you’re looking to support local. 
  • By Bike: I would generally advise against using bikes as your main method of transportation as Hawaii roads are pretty narrow, and city centers are not as bike friendly as they could be. However, to get from a quick point A to point B, you can check out Biki on Oahu.

Food, Drinks, and Tipping in Hawaii

Rachel Off Duty: How to Plan a Trip to Hawaii – Food

Whether you’re planning on eating at some of Hawaii’s most high-end restaurants or looking for the best food truck or cheap plate lunch, there really is a little bit of everything no matter your taste or price range. 

On Oahu and Maui, you’ll generally find the widest variety of cuisines and highest number of restaurants.

On smaller or less crowded islands, like the Big Island and Kaua’i, you’ll have a bit less volume in terms of restaurants, but you’ll still find a solid offering of local joints, seafood, Hawaiian staples, and food trucks (bonus: Kaua’i is said to be a great choice for vegetarian and plant-based eaters).

Lana’i is known for its more expensive resort-side food offerings.

And Moloka’i, on the flip side, is known for its small, ultra-local “hole in the wall” establishments. 

If you’re into beer, wine, and / or cocktails:

  • Oahu has the biggest bar, brewery, and craft cocktail scene of any island 
  • Oahu, Maui, and the Big Island are great for beer drinkers, as you’ll find both smaller local breweries and larger institutions like Kona Brewing , Maui Brewing Company , and Ola Brew 
  • Kaua’i doesn’t have as big of a bar scene, but you can find delicious drinks at places like Kaua’i Beer Company , Beach House , the Koloa Rum Tasting Room , and Bar Acuda
  • The southernmost winery in the entire country, Volcano Winery , is located on the Big Island!

How Much Should You Tip?

Regardless of the island you visit, Hawaii – just like the rest of the United States – has a tipping economy, and it’s a bit on the ‘higher’ end. 15% for good service, and 18-22% for great service, is a good rule of thumb. 

Hawaii History Fast Facts (Know Before You Go)

Rachel Off Duty: Hawaii History to Know Before You Go

Though not required, it is widely recommended that you familiarize yourself with Hawaii’s history so you can more fully understand and appreciate everything these islands had to endure, in order to become the Hawaii people are able to visit today. 

  • The islands were discovered by Polynesian voyagers more than 1,500 years ago, who found Hawaii using just the stars to guide them.
  • King Kamehameha went into battle to unite the Hawaiian islands under a Kingdom of Hawaii. Before this, the islands were actually individually governed leading to lingering nuances in people, language, and culture.
  • The sugar and pineapple plantation industries brought various cultures to the Hawaiian islands, and also caught the attention of western businesses and investment.
  • King Kamehameha proposed the Great Mahele and the Kuleana Act in the 1800s in an effort to redistribute the land. Unfortunately, as most Hawaiians weren’t familiar with the need to make land claims, this act inadvertently separated most Hawaiians from obtaining the titles to the lands they lived and worked on. Because of Hawaii’s complex and largely painful history with the concept of land ownership, the topic of vacation homes and moving to Hawaii as an outsider is a bit sensitive to many locals, especially those of Hawaiian descent. 
  • The Hawaiian monarchy was overthrown in 1893. But, you can still visit landmarks and historical residences of Hawaiian royalty today.
  • Hawaii was annexed by the US in 1898, and Hawaii later became the 50th US state in 1959.

Despite this wild history, people on Hawaii (both native and non native) generally love sharing these islands and their traditions with visitors who are respectful. Hawaii has so much more to offer than pretty beaches, so definitely take the time to learn about it  beforehand, and immerse yourself in some cultural and historical activities while you’re visiting! 

One book I found incredibly eye-opening, even as a former Hawaii resident, is Detours: A Decolonial Guide to Hawaii . I highly recommend giving this a read if you have the time (find it here on Amazon).

Hawaii Culture and Etiquette for First-Time Visitors

Rachel Off Duty: Hawaii Culture and Etiquette Tips

Because of Hawaii’s complex history, multicultural community, delicate ecosystems, etc etc etc, there are a lot of nuances to culture and etiquette for Hawaii travel.

While other destinations might easily forgive most travel faux-pas, I will say that in my observation of traveling all over the world, to be an irresponsible visitor in Hawaii (intentionally or not) is often taken much more seriously.

Why? I think it’s because Hawaii residents feel a deeply seeded unsettlement towards outsiders coming and taking from the islands, because historically that’s been a theme for centuries. But also, I think it’s because Hawaii is such a popular destination – one of the most popular in the world. So, not only does that come with growing pains, but the expectation is that you should already know some Hawaii travel tips before you come, because there’s bound to be tons of guides (like this one!) helping you out. 

Again, that’s just my observation, but as they say, “to receive aloha, you must give aloha.”

So, come prepared to show respect, be open-minded, and have fun! 

Rachel Off Duty: Hawaii Byodo-In Temple

Everyone’s opinions of tourism in Hawaii will vary, but be sure to familiarize yourself with these quick tips before you go so you’re ahead of the game.

Quick Tips for Being a Respectful Hawaii Visitor

  • Hawaiian versus Hawaii Resident: Unlike being a Californian, Utahn, Michigander, New Yorker, and so on, people in Hawaii are not by default referred to as Hawaiian. That label is reserved for those with Hawaiian blood. To be safe, the term “local” or “Hawaii resident” is more fitting for describing those that call Hawaii home. 
  • Hawaii Wildlife: I mentioned this already but it’s worth repeating! Please do not be that tourist that disrupts wildlife (especially endangered wildlife) for the ‘Gram unless you want a fast-pass to local disapproval and, if caught, a fine or jail time. 
  • Malama ‘Aina : The concept of malama ‘aina means to to care for and nurture the land so it can give back to us and to our future generations. There a lot of layers to this, but as a visitor the best way to internalize this concept is to understand that the Hawaiian islands need protecting and it’s our shared responsibility (also known as kuleana ) to do so.
  • Sacred Places : Generations of Hawaiians have called these islands home, and because of this, there are lots of historic places, temples ( heiau ), ancient battle grounds, and royal burial sites throughout the islands. No matter where you go, keeping a mindset of malama ‘aina will prevent you from accidentally showing disrespect.
  • Reef-Safe Sunscreen: Plan to only use reef-safe sunscreen in Hawaii. If you’re unsure, buy it once you arrive. I personally use Goop Unseen Sunscreen and Sun Bum Original , but there are tons of reef-safe sunscreens on the market for you to choose from!
  • Honking: Don’t do it! Well, don’t do it a lot . When driving in Hawaii, it’s actually best to avoid using your horn unless you’re about to get hit or are in an emergency. Driving is generally less “every-man-for-themselves” here than in the rest of the US. So, use your horn sparingly, allow people to merge, and throw up a shaka if someone does you a solid while you’re on the road. 
  • When to Book Ahead of Time: More touristy areas (like Waikiki, Poipu, Lahaina, Kihei, and Kona), and more popular activities like luaus, will generally require advance booking. Do a little research ahead of time and if there’s a place or activity you’re dying to try, save yourself the stress and reserve it before you arrive. 

Protecting Hawaii’s Fragile Ecosystems

Rachel Off Duty: How to Visit Hawaii Respectfully

Hawaii is home to some of the most unique plants and animals due to its unique climate and total isolation. Many of these species are endemic and can’t be found anywhere else in the world! 

Unfortunately, because of this, Hawaii is the #1 state in terms of endangered species. 

When it comes to what to know before visiting Hawaii, this is an important though often overlooked fact. Because Hawaii has so many endangered and protected species, it’s up to both locals and visitors alike to take some extra precautions: 

  • Wear reef-safe sunscreen ONLY when visiting Hawaii. While you can technically bring whatever sunscreen you want to the islands, stores in Hawaii are required to only carry reef-safe. So, be like the locals! 
  • It’s illegal to feed marine mammals.
  • By law, you need to keep a respectful distance from endangered animals, some of the most common being Hawaiian Monk Seals, Hawaiian Green Sea Turtles, Spinner Dolphins, Humpback Whales, and Nene Geese. 
  • Touching Hawaii’s wildlife, whether endangered or not, is majorly frowned upon in Hawaii due to the general understanding that Hawaii is an endangered species capital.
  • If you like to hike, brush off your hiking boots before you get to Hawaii, and after every Hawaii hike, to help prevent the spread of invasive species.
  • Stay on marked trails whenever possible.

And of course, when visiting Hawaii, don’t forget to look around and really take it all in!

You’re bound to see plants and wildlife you’ll never see anywhere else in the world, no matter which island you visit. This is honestly one of the top things that makes this island chain so special.

How to Plan a Trip to Hawaii: Your Vacation Itinerary (AKA the fun part!)

Rachel Off Duty: Planning Your First Hawaii Trip

Now that you know pretty much everything you need to know about how to plan a trip to Hawaii, it’s onto the fun stuff! Namely, choosing an island to visit and planning your Hawaii itinerary.

Check out my suggested island itineraries and things to do on Oahu, Maui, Kaua’i, and the Big Island next :

  • The Ultimate 5-Day Oahu Itinerary
  • The 20+ Very Best Things to Do on Oahu
  • An Adventure-Packed 5-Day Maui Itinerary
  • The 20+ Very Best Things to Do on Maui
  • A 5 Day Kaua’i Itinerary for Outdoor Lovers
  • The 20+ Very Best Things to Do on Kaua’i
  • The Ultimate Full-Circle 5 Day Big Island Itinerary
  • The 20+ Very Best Things to Do on the Big Island

Or, to see all of my Hawaii guides in one place, just click here!

I hope these Hawaii travel planning tips help you feel more confident about how to plan a trip to Hawaii! Where in Hawaii are you thinking of traveling to? What are you most excited to do, or see? Tell me below! 

Book Activities In Hawaii Here:

Read this next:.

  • 20+ Of the Very Best Things to Do in Oahu
  • The Ultimate Local Guide to North Shore Oahu (plus 20-Page Self-Drive + Bus Guide!)
  • Where to Stay in Waikiki: The Laylow
  • Where to Stay in Waikiki: The Surfjack Hotel & Swim Club
  • 20+ Of the Very Best Things to Do in Maui
  • My Review of Camp Olowalu: Glamping in Maui
  • The Ultimate 10-Day Puerto Rico Road Trip Itinerary

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How to Plan a Trip to Hawaii: Everything You Need to Know - Rachel Off Duty

Hey there! I’m Rachel, a travel writer and a full-time advertising / marketing expert. In 2019, I traveled more than 25 times while working 9 to 5, and since then I’ve committed myself to living a more adventurous life, even if it means bringing my laptop along for the ride. Are you hungry to travel more, but overwhelmed with how to juggle work and play? You’ve come to the right place!

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  • Updated on: March 31, 2023

3 Responses

  • Pingback: 11 Best Oahu Hikes (2022): How to See the Best of the Island - Explore Now Or Never

Rachel, I will be visiting Hawaii really soon and I love love the way you’ve explained the islands and the way that you lay out the information. Thank you for being so through and the effort to explain everything so perfectly, and you have the most lovely pictures.

So happy to hear you found this post helpful. Hope you had a wonderful trip!

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  • 23 Critical Things to Know for Planning a Trip to Hawaii (2024)

by Bryan Murphy | Nov 22, 2023

planning a trip to hawaii

Planning a trip to Hawaii can be both thrilling and daunting. The tropical paradise houses an abundance of spectacular landscapes, rich culture, and fascinating history that promise unforgettable memories.

However, the details of your itinerary can make or break your experience in Hawaii. In this guide I’ll help you navigate these intricacies ensuring you get the most out of your trip by focusing on 23 critical things to know for planning a trip to Hawaii.

Ready for some sun-soaked fun? Let’s go!

Planning Your Trip? Use Our Favorite Resources!

Key takeaways of things to know for planing a trip to hawaii, before your trip to hawaii, 1. choose which island(s) to visit, 2. know the best time of year to go, 3. determine length of stay, 4. decide on accommodations (hotel or vacation rental), 5. consider renting a car, 6. budget for trip expenses, 7. book in advance, plan your activities on each island, 8. consider a hawaiian cruise, 9. research lesser-known islands, 10. choose which side of the island to stay on, 11. familiarize yourself with the geography, 12. try local food and experiences, tips for during your trip, 13. pack reef-safe sunscreen, 14. go snorkeling, 15. learn about hawaiian culture.

  • 16. Don't rely on airport lei greetings

17. Follow cultural etiquette

18. be mindful of the environment, 19. volunteer and give back, 20. book a luau for the end of your trip, 21. plan your visits to beaches, 22. check weather and ask for directions, 23. be mindful of leaving valuables in rentals, faqs for planning a trip to hawaii, 1. what are some good travel tips for planning a trip to hawaii, 2. how long should i plan my stay in hawaii, 3. is it expensive to head to hawaii, 4. what is the best island in hawaii for first-time visitors, 5.what should i know before going on this trip, 6.can i visit without renting a car, 7. what are the top 3 must-visit islands in hawaii, 8. how can i save money on a trip to hawaii, 9. what should i know before planning a trip to hawaii in 2023, 10. what are some essential hawaii travel tips to keep in mind, 11. how should i plan my hawaiian vacation to make the most of it, 12. what are the critical things to know before your trip to hawaii, 13. is hawaii an expensive destination for travelers, 14. what are the best ways to see hawaii while on vacation, 15. are there any specific things to keep in mind before visiting hawaii, 16. what are the best ways to spend 10 days in hawaii, planning a trip to hawaii wrap-up, related posts.

This planning a trip to Hawaii post is written by Bryan Murphy , an expert in Hawaii travel and a top-rated podcast host.

Information Disclaimer: This website gives general info and isn’t legal or official advice. It helps travelers with tips but can’t replace personal abilities, fitness, experience, or local knowledge, which you are fully liable for. All activities have risks; assess current conditions and follow local laws and signage.

🏨 Accommodations: We recommend Expedia

✈️ Flights: For the cheapest flights, we use Skyscanner

🚗 Rental Car: We recommend Discount Hawaii Car Rental

🌋 Hawaii Tours & Attractions: We recommend Get Your Guide

📱 Mobile Tour App: Our favorite is Shaka Guide

Before you go on your trip to Hawaii, it’s important to think about a few things. You should decide which island or islands you want to visit, figure out the best time to go, find a place to stay, and consider whether you need to rent a car.

Good planning is essential for a great vacation in Hawaii.

Let’s delve into these important details so you can make the most out of your time in paradise.

  • Choose the right island(s) to visit in Hawaii based on your preferences and what you want to see.
  • Plan your trip during the best time of year, considering weather, crowds, and costs.
  • Determine the length of your stay.
  • Decide between hotels or vacation rentals for accommodation based on your budget and desired experience.
  • Renting a car is recommended to explore Hawaii’s islands at your own pace.
  • Budget for trip expenses including accommodation, transportation, food, and activities.
  • Book accommodations and activities in advance to secure the best options and avoid last-minute stress.
  • Try local food like fresh seafood, traditional dishes, and shave ice to immerse yourself in Hawaiian culture.

In Hawaii, each island has its own charm.   Oahu is full of life with the city, history, and Waikiki Beach. Maui boasts lovely beaches and a special drive called the   Road to Hana .   The Big Island lets you see active volcanoes, black sand beaches, and many nature spots.

If you like green places with cliffs and waterfalls, Kauai may be for you. For a quiet trip with less busy scenes, pick Molokai or Lanai. Decide which sights matter most to make your choice easy!

RELATED PODCAST: Best Island to Visit

The   best time to visit Hawaii   is not the same for everyone. It depends on what you are looking for in your trip. For those who want warm weather, the summer months are great. But be ready for more humidity and some rain showers now and then.

If you enjoy cooler temperatures, plan your trip during the winter months . Expect a bit of rain too.

Thinking about costs? September can help you save money as it’s the cheapest month to go there! Mid- December to mid-April is when Hawaii gets many visitors so it might get crowded.

Spring and fall have milder weather with fewer people around making them good choices too.

RELATED PODCAST: Best Time to Visit Hawaii

Figuring out how long to stay is key for your Hawaii trip. Aim for   4-7 days on each island   you want to see. This gives you enough time to   enjoy the beaches ,   try local foods , and   learn about Hawaiian culture .

It also lets you   fit in fun things like snorkeling or a day trip on a cruise. Your vacation will feel relaxed if you give yourself plenty of time in Hawaii. So, decide early on how many days you’ll spend there.

When planning your trip to Hawaii, one important decision is choosing where to stay. You have   two main options: hotels or vacation rentals . Hotels in Hawaii can   range from budget-friendly options to luxurious resorts , offering various   amenities and services .

On the other hand, vacation rentals can provide a   more authentic and immersive experience of Hawaiian culture . They often come with a   kitchen or kitchenette , allowing you to save money on dining expenses by preparing your own meals.

Choosing where to stay in Hawaii depends on what you like, how much you can spend, and what kind of trip you want. You can pick either a hotel or a vacation rental.

Renting a car is highly recommended when visiting Hawaii. It will give you the flexibility and convenience to explore the islands at your own pace. Public transportation in Hawaii is limited, so having a rental car allows you to easily get around and see all the sights.

With heavy traffic in some areas, having your own vehicle can help you avoid delays and make the most of your time on vacation. While renting a car may not be necessary for a stay in Waikiki, it is still beneficial if you plan on exploring beyond that area.

So consider renting a car to enjoy your Hawaii vacation fully!

Hawaii can be an expensive destination, so it’s important to budget for your trip expenses. Accommodation costs can vary depending on where you stay and the type of accommodation you choose.

Transportation costs include flights to Hawaii and possibly inter-island flights or ferry rides. Rental cars are another expense to consider. Food and dining expenses can add up, especially if you eat at high-end restaurants or resorts.

It’s also important to be cautious of potential scams or fraudulent activity related to travel expenses in Hawaii. Plan ahead, research prices, and allocate your budget wisely to make the most of your trip without breaking the bank.

Booking your accommodations and activities in advance is crucial when planning a trip to Hawaii. With its popularity as a vacation destination,   hotels and vacation rentals can fill up quickly , especially during peak seasons.

By booking ahead of time, you’ll secure the best options for your stay and   avoid last-minute stress . Additionally, popular activities like luaus or guided tours may have limited availability if not reserved beforehand.

So don’t wait until the last minute – plan ahead and ensure a smooth and enjoyable trip to paradise!

planning a trip to hawaii - whale watching tours in hawaii

A Hawaiian cruise is a   fantastic way to explore the beautiful islands   and have a   variety of activities to enjoy . Whether you’re visiting Maui, Oahu, or the Big Island, a cruise allows you to   experience different parts of Hawaii   without constantly packing and unpacking.

You can hop from one island to another and take part in exciting excursions like   snorkeling, hiking, or exploring hidden beaches . Plus,   all your meals and accommodations are taken care of   on the ship, making it   convenient and hassle-free .

So if you want an   unforgettable adventure in Hawaii , consider booking a Hawaiian cruise for an amazing experience.

When planning your Hawaii trip, it’s important to   research lesser-known islands . While popular destinations like Oahu and Maui are well-known, there are other   hidden gems   waiting to be discovered.

By exploring these lesser-known islands, you can experience a more   authentic and off-the-beaten-path   side of Hawaii. Take the time to learn about these islands, their   unique landscapes ,   local culture , and activities they offer.

Follow the lead of local residents who can provide   valuable insights and recommendations   for making the most of your visit to these hidden treasures in Hawaii.

When choosing where to stay on the Hawaiian islands, it’s important to consider which side of the island you want to be on. Each side offers a   different experience and scenery . For example, on Oahu, the south shore is more touristy with   bustling Waikiki Beach and vibrant nightlife , while the north shore is known for its   laid-back vibe and famous surfing spots like Pipeline .

On Maui, the west side is known for its   beautiful sunsets and lively atmosphere , while the east side (Hana) offers peaceful beaches and lush landscapes along the Road to Hana.

It’s worth researching each island’s different regions to find the perfect spot that suits your interests and preferences during your Hawaii trip.

Hawaii is made up of   multiple islands , and each island has its own   unique geography . It’s important to familiarize yourself with the layout of the islands before your trip.

Remember that there are   no bridges between the islands , so driving from one to another isn’t possible.

The easiest way to travel between islands is by taking inter-island flights. Rental cars are recommended for getting around within each island. So make sure you know which island(s) you want to visit and plan accordingly for transportation options during your trip.

planning a trip to hawaii - loco moco dish in hawaii

When visiting Hawaii, don’t miss out on the opportunity to try the   local food and experiences . Eating local dishes will give you an   authentic taste of the islands   and allow you to immerse yourself in Hawaiian culture.

Sample   freshly caught seafood   like Mahi Mahi, Ono, Opah, and Ahi for a delicious treat. Don’t forget to try   locally grown produce   such as dragon fruit, coconut, lilikoi, pineapples, and locally produced honey.

For a true taste of Hawaii, indulge in   traditional dishes   like   poi   (made from taro root), laulau (pork or fish wrapped in taro leaves),   kalua pig   (slow-roasted pork), and poke (marinated raw fish).

During your trip, there are several tips that can enhance your experience in Hawaii. From packing   reef-safe sunscreen   to immersing yourself in Hawaiian culture, these suggestions will help you make the most of your time on the islands.

To   protect Hawaii’s beautiful reefs , it’s important to pack reef-safe sunscreen for your trip. Reef-safe sunscreens are free from   harmful chemicals   that can   damage the coral reefs .

Get our list of recommendations here . By using reef-safe sunscreen, you can enjoy the beaches and snorkeling while being   mindful of the environment . So don’t forget to pack your reef-safe sunscreen and take care of Hawaii’s stunning marine life during your visit!

Snorkeling in Hawaii is a   must-do activity   for visitors. You’ll be amazed by the   vibrant underwater world   with colorful fish, sea turtles, and even octopi. Make sure to bring reef-safe sunscreen to protect yourself and the delicate coral reefs.

Snorkeling is a great way to   explore the beauty of Hawaii’s marine life   and create unforgettable memories during your trip.

Hawaiian culture is an essential part of your trip to Hawaii . By learning about the customs and traditions, you can   show respect and appreciation for the local community .

The Hawaiian language is unique, with the ʻokina punctuation mark influencing word pronunciation and meaning.

Take the time to understand and use basic Hawaiian words like “aloha” (hello/goodbye) and “mahalo” (thank you).   Embrace cultural activities like hula dancing, lei making, and traditional music performances .

Visit museums, art galleries, or historical sites to delve deeper into Hawaiian history . By immersing yourself in Hawaiian culture, you’ll have a richer experience during your trip.

RELATED PODCAST: The Ban and Revitalization of the Hawaiian Language
RELATED PODCAST: Hawaiian Words to Know Before Visiting

16. Don’t rely on airport lei greetings

When you arrive at the airport in Hawaii, it may be tempting to expect a beautiful lei greeting. However, it’s important to know that  lei greetings are not as common  as they used to be.

Many  airports no longer offer this service or charge an extra fee  for it. Instead of relying on airport lei greetings,  consider purchasing your own lei from local vendors or flower shops  before arriving in Hawaii.

This way, you can  still experience the tradition  and  have a beautiful welcome  without any disappointments at the airport.

Respecting local customs and traditions  is very important when visiting Hawaii. The residents expect visitors to  follow cultural etiquette . It’s essential to be mindful of the Hawaiian culture and show respect for their traditions.

Learn about the customs, such as removing your shoes before entering someone’s home and  asking permission before taking photographs at sacred sites .

Additionally, it is crucial to understand that  the use of the ʻokina punctuation mark in the Hawaiian language  plays a significant role in determining word pronunciation and meaning.

By being aware of these cultural norms, you can ensure a respectful and enjoyable experience during your trip to Hawaii.

When visiting Hawaii, it’s important to be mindful of the environment. The residents of Hawaii take great pride in preserving their natural surroundings, and as visitors, we should follow their lead.

One way to do this is by  bringing our own reusable bags when shopping  since  plastic bags are banned in Hawaii . This simple action helps reduce plastic waste and protects the beautiful landscapes that make Hawaii so special.

Another aspect of being mindful of the environment in Hawaii is understanding and adhering to surfing etiquette. Respect for the ocean and other surfers is crucial for both safety and environmental conservation.

Additionally, it’s essential to check the weather report before engaging in outdoor activities like hiking or swimming near canyons or waterfalls because even on sunny days,  flash floods can occur unexpectedly .

Volunteering and giving back  during your trip to Hawaii is highly encouraged. Not only does it allow you to experience the culture in a meaningful way, but it also helps  support local communities and conservation efforts .

There are plenty of opportunities to get involved, whether it’s  participating in beach clean-ups, helping at wildlife sanctuaries, or assisting with community projects . By volunteering, you can make a positive impact during your time on the islands and leave a lasting impression on both yourself and the local people.

To end your trip to Hawaii on a high note, make sure to book a luau. A luau is a  traditional Hawaiian feast  that includes  delicious food, music, dancing, and entertainment . It’s a fun and festive way to  immerse yourself in Hawaiian culture  and create lasting memories.

Plus, it’s a great opportunity to sample  authentic Hawaiian cuisine  like kalua pig, poi, and haupia. So don’t forget to  reserve your spot at a luau  before you leave Hawaii – it’ll be the perfect way to celebrate the end of your amazing trip!

planning a trip to hawaii - beach day in hawaii

When planning your visits to beaches in Hawaii, there are a few things to keep in mind. First, check the   weather forecast   to ensure that conditions are   safe for swimming and sunbathing .

Additionally, ask locals or lifeguards for any   specific beach recommendations or directions . Remember that some beaches may have   strong currents or hazardous conditions , so always pay attention to warning signs and follow safety guidelines.

Lastly, be mindful of   leaving valuables unattended on the beach   and consider bringing reef-safe sunscreen to protect the fragile marine ecosystem. Enjoy your time exploring Hawaii’s beautiful beaches responsibly!

Before heading out for any outdoor activities in Hawaii, it’s important to   check the weather report . Even if the sun is shining, there can still be   flash floods in narrow canyons or waterfalls .

So always   stay updated on the current conditions   to ensure your safety. Additionally, don’t hesitate to   ask for directions when exploring   the islands. The   locals are friendly and knowledgeable , and they can help you find the best routes and hidden gems.

It’s better to be well-prepared and informed before embarking on any adventures during your Hawaii trip!

When you’re visiting Hawaii, it’s important to take precautions and protect your belongings. Theft from rental cars is unfortunately common in Hawaii, so make sure you   don’t leave any valuables   inside your rental vehicle.

This includes things like electronics, wallets, purses, and even luggage. If possible, try to keep all your valuable items with you or locked away safely in your accommodations.

Being mindful of leaving valuables in rentals can help   ensure a safe and enjoyable trip   without any unexpected incidents.

For traveling to Hawaii, you’ll want to book your car rental far in advance and consider discount Hawaii car rentals. Shopping in Honolulu, exploring various islands, and knowing what things to do can make your trip better.

You may want ten days or even longer for visiting all the experiences that the Hawaiian islands offer. Your vacation time depends on which island you’re visiting and what you wish to do.

Yes, going to Hawaii is often costly due to its beauty and unique offerings. But there’s always a way of saving money by booking early or finding good deals.

If it’s your first time going to Hawaii, Oahu with Honolulu International Airport might be an excellent place for you because of many top things see here.

Before your vacation in 2023, look at top travel tips like how much money you’ll need and other vital info about state laws besides knowing native Hawaiian customs.

Though having a car gives easy access around islands,you could also plan trips that don’t require one.There are local tours or public transport available.

The top 3 must-visit islands in Hawaii are Maui, Oahu, and the Big Island. Each island offers unique attractions and experiences for visitors.

To save money on a trip to Hawaii, consider booking accommodations and activities in advance, looking for travel packages, cooking some meals at your accommodation, and exploring free or low-cost attractions.

Before planning a trip to Hawaii in 2023, it’s important to be aware of any travel restrictions, changes in entry requirements, and the current state of tourism in Hawaii. Be sure to stay updated with the latest travel advisories and guidelines.

Some essential Hawaii travel tips include respecting the local culture, being mindful of conservation efforts, staying safe while enjoying water activities, and being courteous to fellow visitors and locals.

To make the most of your Hawaiian vacation, plan your itinerary carefully, prioritize the activities and sights you want to experience, and consider taking guided tours or seeking advice from locals for hidden gems.

Critical things to know before your trip to Hawaii include understanding the local customs, being aware of the high cost of living and goods in Hawaii, making reservations for popular attractions or restaurants, and familiarizing yourself with the geography of the islands.

Yes, Hawaii is generally considered an expensive destination for travelers. Costs of accommodations, dining, and activities can be higher compared to mainland USA, so it’s advisable to budget carefully and look for ways to save money.

The best ways to see Hawaii while on vacation are by exploring the natural beauty and scenic spots, taking part in outdoor activities, learning about the rich history and culture of the islands, and engaging in local experiences such as traditional luaus and festivals.

Before visiting Hawaii, it’s important to be mindful of environmental conservation, practice responsible tourism, be prepared for varying weather conditions, and ensure that you have appropriate travel insurance for your trip.

Spending 10 days in Hawaii allows you to explore multiple islands, engage in various activities such as snorkeling, hiking, and visiting historical sites, and immerse yourself in the diverse landscapes and cultures of Hawaii.

Now that you’re armed with these 23 critical things to know for planning your Hawaii trip, you can make the most of your time in paradise.

From   choosing the right island and accommodations   to   understanding Hawaiian culture   and   being mindful of the environment , these tips will help ensure a   smooth and memorable vacation .

So go ahead, start planning your dream trip to Hawaii and get ready for an unforgettable adventure in this beautiful destination!

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Bryan Murphy

Bryan Murphy is the owner of Hawaii’s Best Travel and is a recognized authority on responsible travel to Hawaii. Combining years of on-ground experience with insights from the top-rated podcast, Hawaii’s Best, he connects with a broad online community, offering a richer, more responsible way to experience Hawaii.

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Aloha, we're Bryan Murphy and Ali Murphy, a family of five that loves exploring Hawaii. Through Hawaii's Best, we share our top places to visit, stay, and responsible travel. Learn Hawaiian culture and how to support local. With years of experience, we're known experts in responsible Hawaii travel. Listen to our top-rated podcast, " Hawaii’s Best Travel ," and join our free online community of Hawaii lovers. Learn More ->

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plan your trip in hawaii

Aloha Hawaiian Vacations

Plan a Trip to Hawaii: Your Indispensable Step-by-Step Guide

You’re ready to plan a trip to Hawaii. You found a great aloha shirt at your local vintage store, and you’re practicing your shaka (hang loose). You’ve even psyched yourself up to try poi. Now what? We’re here to help you plan your trip to Hawaii, step by step.

PLAN A TRIP TO HAWAII CHECKLIST:

Determine your budget..

The vacation budget is the least glamourous part of planning a trip to Hawaii, but one of the most important. Hawaii can be expensive, and costs can quickly add up, so setting a budget and sticking to it is crucial. It’s not only how much you can spend , but also, how much do you want to spend . Look at the big picture when you’re allotting funds for your trip, so you have a true estimate of how much money you’ll need.

Many times, people find a hotel and air deal and incorrectly assume the trip is paid for. You will need to account for transportation, meals, activities, tips and taxes, in addition to airfare and hotel. Don’t forget to factor in hotel resort fees. These can add hundreds of dollars to your budget, plus trying to figure all this out after you arrive in Hawaii could cause you to spend more than you thought.

This is one of the reasons our Hawaii All-Inclusive Vacation Packages are perfect for the Hawaii traveler. You can see what the whole trip will cost up front, and exactly what is and isn’t included. With a minimum to book of $225 per person, you can book your vacation up to three years in advance and pay slowly with our interest-free payment plans. In addition, our 40+ years of specializing in Hawaii means your package has the best of the best included, at a tremendous value!

Choose your dates.

Next, you need to decide when to go. Your budget may also factor into this, because certain times of the year are more expensive than others. Try to start with a general timeframe, such as “May” or “summer” or “October”. Then you can work within your date range to find the lowest rates. It is so helpful when our clients give us a little flexibility to play with so we can hunt for the best deals. Plan your trip to Hawaii as early as possible if your dates aren’t flexible.

Pick an island.

Where do you want to go? Each of the islands have distinct personalities and landmarks, so the vibe of your trip will vary by island. Do you want to stick to one island, or does Hawaii island-hopping sound fun? Are you looking for sun, sand and relaxation or are you a history buff ready to pound the pavement? Take our quiz to find out ‘ what kind of Hawaii are you? ’. In addition, our Hawaii specialists are happy to discuss your preferences and work with you to find the perfect island and package to meet your needs!

Final step to plan your trip to Hawaii: Select a hotel & activities.

You’re almost done! It’s time to select a hotel and room category. Hotels in Hawaii range from luxurious oceanfront resorts to affordable hotels a couple blocks away from the ocean. If a five-star resort doesn’t fit the budget, don’t be discouraged. Most people find that they came to Hawaii to be in Hawaii, not in their hotel room. You can also try a less expensive room category at a beachfront resort such as “garden view” or “city view”. Don’t forget about sightseeing and activities! This is the most fun part of planning a trip to Hawaii. There’s no shortage of things to do, and Hawaii offers a safe and gorgeous place to do them. Just a few are:

Water activities: Snorkeling, surfing, kayaking, sailing, tubing

Hiking: diamond head, waterfalls, lighthouse trails, mountain ridges, canyons, caves, historical landmarks: pearl harbor, iolani palace, sightseeing tours: circle island tours, volcanoes park, byodo-in temple , waimea canyon, shopping: waikiki, haleiwa, hanalei , whaler’s village, kona.

We hope this guide has been helpful! Hawaii is one of the most special places in the world, and it is our honor to be a part of planning such a special trip. We hope you will consider one of our hand-crafted all-inclusive Hawaii vacations , and we are standing by to assist you in any way.

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As We Saw It

How to Plan Your First Hawaii Trip

A couple posing in front of a waterfall. The text overlay says

So, you’ve decided to book a trip to Hawaii? First time? Let’s make it happen!

This guide cuts through the noise, focusing on the practicalities of planning your first trip to Hawaii. We’ll walk you through booking flights, choosing the right island(s), and finding budget-friendly accommodation, so you can focus on the fun: volcanoes, beaches, and island vibes.

Setting the stage

Sandy walkway on a palm beach in Hawaii

1. Figure out your Hawaii vacation budget

This first-time Hawaii vacation planner starts with your budget. You already know that you’ll need to pay for more than just airfare and accommodation. You’ll also need funds for activities, dining, and transportation, not to mention a buffer for souvenirs and assorted unexpected expenses.

Here’s a rough idea of how much it would cost to spend a week in Oahu during shoulder season. We’ve broken it into three price points: Budget, Mid-Range, and Luxury.

Remember, these are estimates. A lot depends on your destination, travel dates, and whether you use the cost-cutting ideas that we’ve included in this article.

Accommodation:

  • Budget:  $150/night per couple. Look for vacation rentals, hostels, or budget-friendly hotels outside the main Waikiki strip.
  • Mid-Range:  $250/night per couple. Consider moderately priced hotels with good amenities or vacation rentals in quieter areas.
  • Luxury:  $400/night per couple. Splurge on beachfront resorts, oceanfront suites, or private villas.

Activities:

  • Budget:  $50/day per couple. Focus on free or low-cost activities like hiking, snorkeling, visiting cultural sites, and picnicking on the beach.
  • Mid-Range:  $75/day per couple. Include paid activities like surfing lessons, boat tours, museum visits, and luau shows.
  • Luxury:  $150/day per couple. Go for private helicopter tours, dolphin encounters, scuba diving trips, and high-end spa treatments.
  • Budget:  $75/day per couple. Opt for casual dining, food trucks, grocery store picnics, and self-catering in your accommodation.
  • Mid-Range:  $100/day per couple. Enjoy a mix of casual and sit-down meals, exploring local restaurants and farmer’s markets.
  • Luxury:  $150/day per couple. Indulge in fine dining experiences, romantic beachside dinners, and chef-curated meals.

Transportation:

  • Budget:  $30/day per couple. Utilize public transportation (buses) and rely on walking or biking for short distances.
  • Mid-Range:  $40/day per couple. Rent bikes for some days and occasionally use taxis or ride-sharing services.
  • Luxury:  $50/day per couple. Rent a car for the week or hire a private driver for day trips or special occasions.

Other Expenses:

  • Tipping:  Generally 15-20% of restaurant bills, tour guides, and taxi fares. Budget around $10/day.
  • Extras:  Unexpected expenses happen! Allocate 10% of your total budget for things like souvenirs and miscellaeous costs.

Total Budget:

  • Budget:  $3,885 for the week, or $555/day
  • Mid-Range:  $5,950 for the week, or $850/day
  • Luxury:  $9,450 for the week, or $1,350/day

2. Choose when to travel

When is the best time to visit Hawaii? That depends on your priorities. Let’s explore the ideal times to travel, considering weather, budget, and crowds.

The best time to visit Hawaii for good weather

June, July, and August have the best weather. You’ll have minimal rain and perfect beach conditions. There will also be more people and higher prices.

The shoulder seasons (March-May) have good weather. Expect warm days and slightly lower costs. If you travel then, make sure your Hawaii packing list includes a rain jacket.

The cheapest time of year to visit Hawaii

It costs a lot to go to Hawaii. And if you go during a busy time, like Christmas or Spring Break, it might cost you even more.

The best time to visit Hawaii for budget travelers is during the shoulder season (after Easter through May and September through November). You’ll find better deals on accommodation and flights during these months, and flying mid-week can save you even more money.

When is Hawaii least crowded?

The quietest months in Hawaii for tourism are typically May, and September (after Labor Day) through November (excluding Thanksgiving). These are the best months for visitors who want to avoid large crowds and seek a more tranquil experience.

Best Time to Visit Hawaii Chart

ⓘ TLDR: If you’re looking for a balance between crowds, pricing, and weather, visiting Hawaii in April/May or between Labor Day and Thanksgiving (the shoulder season) is a great bet.

3. Decide how many days you will spend in Hawaii

In our opinion, it’s not worth going to Hawaii for just a few days. To begin with, the shortest nonstop flight to Hawaii from Los Angeles (LAX) takes approximately 5.5 hours and will be even longer from anywhere else. Not to mention, your body will also have to deal with the time change. Trust us: Jet lag is no fun.

If you want your vacation to Hawaii to be worthwhile, you should plan to spend at least a week there. That should be enough time to enjoy the attractions and culture … assuming you’re only visiting one island.

If your Hawaii itinerary includes multiple islands, you’ll need two weeks or more. You’ll lose half a day of sightseeing time while you change hotels and fly there, so plan accordingly.

See our 7 Day Oahu itinerary for many more tips.

4. Select the Hawaiian island you want to visit

Hawaii has eight main islands and six of them are tourist destinations. Every island has its own unique vibe and culture that you may experience firsthand.

TLDR: Everybody has their own opinion on which Hawaiian island is the best. But most visitors decide between Maui vs. the Big Island for a first Hawaii visit.

Not sure which Hawaiian island to choose? The first thing you need to do is to figure out what your priorities are. Then, do some research on what the various islands have to offer so you can tailor your first-time trip to Hawaii to your interests.

But don’t go crazy. As fun as it might sound, island hopping isn’t the best use of your holiday time. Staying on one island not only streamlines your itinerary but also saves on transportation costs.

ⓘ According to The Hawaii Vacation Guide , Oahu and the Big Island (Hawaii) are the most affordable islands. Maui is one of the most expensive.

Booking the essentials

Pool, palm trees, sandy beach and ocean at a Hawaii resort. Mountain in background.

ⓘ SUPER IMPORTANT TIP: It is not uncommon for popular attractions, airlines, and hotels to be completely booked up, especially during peak travel times. Make reservations well in advance to avoid being disappointed.

5. Book your flights

Now that you know when you’re going and how long you’ll be there, it’s time to book your flight. But booking a flight to Hawaii involves more than finding the cheapest ticket. Baggage fees, transfers, and seat preference cost extra on many airlines, so you’ll need to factor those into the price.

You can researches prices on flight aggregators like Skyscanner , Google Flights, and CheapOair . They save you time and money by searching the web for the most advantageous airline schedules and prices. You can also set up price alerts so you’ll be notified if there are any price drops.

To save even more money, check out the airfare on different days of the week to see how prices change. More often than not, fares will be cheaper mid-week.

Flying from a nearby airport can also save you money. For example, there are different prices for flights to Hawaii from the three main airports in the Greater New York City Area.

Interesting fact: The three U.S. cities with the lowest airfares to Honolulu are Oakland, Los Angeles, and Seattle.

6. Choose where to stay

No matter what your budget is, Hawaii has countless accommodation options for you to choose from. You’ll find everything from beach bungalows to luxury resorts, rental homes, hotels, and more.

Staying beachfront offers stunning views and instant access to the ocean, but the tradeoff is that it’s often more expensive. If being on the water isn’t important to you, book something that’s a few blocks inland. Those accommodations can be more affordable and offer a quieter experience.

ⓘ BOOKING TIP: You can search for resorts and hotels on Booking and vacation rentals on Vrbo .

The price tag isn’t the whole story, though. Taxes bite in Hawaii (up to 18%!), and hotels often tack on resort fees for Wi-Fi, pools, or gym access. Rental condos might surprise you with cleaning charges, and parking is another cost to consider. Read the fine print before you book that beachfront dream.

We always read other guests’ reviews to get an idea of how they liked the place. Look for more recent feedback to get a more accurate picture of what your stay might be like.

7. Plan how you’ll get around the island

The first thing you’ll need to figure out is how to get from the airport to your lodging. If you’re renting a car or your hotel offers a shuttle service, you’re set.

If not, your options are to hail a cab, use an app like Uber or Lyft, or book an airport transfer service like Kiwitaxi . Go for the transfer service if you want the most convenient option. There’s something to be said for knowing that your driver will be waiting for you inside the airport, holding a sign with your name on it.

As to how to get around the island during your week in Hawaii, that depends on your budget and how much you plan to do. Yes, you can rely on public transportation, but the full Hawaiian experience requires a car.

We’ve had good experiences with Discover Cars and highly recommend them. Just keep in mind that rental cars are in high demand in Hawaii. You’ll need to book yours ASAP to ensure you will get the vehicle you want.

If you don’t want to drive, public buses offer a budget-friendly way to get around on Oahu, Maui, Kauai, and the Big Island. Taxis or ride-sharing apps like Holoholo, Lyft, and Uber are a faster, more flexible option. Just be warned: Finding a cab or rideshare to take you back to your hotel from a remote area can be a major challenge.

There are no public buses on Lanai or Molokai, but there are cabs and shuttles that can take you around. We recommend renting a 4WD on Lanai. With 400 miles of unpaved roads, the island begs for off-road adventures. You can also use a 4WD vehicle on Molokai, though taxis and shuttles should be fine for most journeys.

8. Buy travel insurance

In just the last few years, Hawaii has experienced cyclones, fires, and volcanic eruptions. Think about all the people who had to cancel their trips and didn’t get their money back!

This is one place where investing in travel insurance is worth it. There’s nothing like having peace of mind for unexpected situations. Policy coverage can include trip cancellations, medical emergencies, and lost belongings, too.

You can compare policies from providers like Ekta and World Nomads to find the one that aligns best with your needs and travel plans.

Planning your adventures

American flag flies atop the USS Arizona Memorial at Pearl Harbor. At right, tourists exit the building.

9. Create an itinerary

Crafting a well-balanced itinerary is key to maximizing your Hawaiian experience. Consider dedicating certain days to exploring local attractions, mixing in some relaxation on the beaches, and leaving room for spontaneous discoveries.

Check out our Maui and Oahu articles for plenty of itinerary ideas. They will help you prioritize activities that align with your interests, whether it’s hiking to scenic viewpoints, snorkeling in crystal-clear waters, or indulging in local cuisine.

Also, a travel guide like this one will give you lots more ideas than we can cover in any article.

10. Choose your activities and excursions

Whichever island you choose, rest assured that there are plenty of free things to do, as well as tours and activities that will make your vacation truly memorable.

Research and book activities and excursions in advance to secure your spot. Whether it’s a snorkeling tour, a scenic helicopter ride, or a traditional Hawaiian luau, having a plan in place ensures you won’t miss out on popular experiences. Check cancellation policies in case of any unexpected changes to your schedule.

Many local tour companies have good offerings. You can find many of them listed on Viator and Get Your Guide.

ⓘ TIP: If you plan to stay on Oahu, be sure to read our 7 Day Oahu Itinerary next.

plan your trip in hawaii

Frequently asked questions about visiting Hawaii for the first time

How long is the flight to hawaii.

Flight time from the mainland US to Hawaii depends on your departing city. As a rule of thumb, it will take 6 hours to fly to Hawaii from the west coast, 8 to 10 hours from the midwest, and approximately 11 to 12 hours from the east coast. The fastest flight to Hawaii from United States takes 5h 35m (San Francisco to Kahului).

What’s the time difference?

Hawaii is in Hawaii Standard Time (HST) , which is 3 hours behind Pacific Standard Time (PST) and 6 hours behind Eastern Standard Time (EST).

How many islands are in the Hawaiian Island chain?

The Hawaiian Island chain includes 137 islands, atolls, and islets. There are 8 main islands (the Big Island, Maui, Kahoʻolawe, Lānaʻi, Molokaʻi, Oʻahu, Kauaʻi, and Niʻihau).

How many islands in Hawaii are inhabited?

Only seven of Hawaii’s islands are inhabited: the Big Island, Maui, Lānaʻi, Molokaʻi, Oʻahu, Kauaʻi, and Ni’ihau. However, Ni’ihau is privately owned and used for raising livestock. The eighth main island, Kaho’olawe, is uninhabited and off-limits. The U.S. military once used it as target practice and it has unexploded artillery shells.

When is whale season in Hawaii?

Whale season in Hawaii varies depending on the species, but generally runs from November to May. Humpback whales are the most common, arriving in November and staying until May.

In conclusion

We hope we’ve helped you out! Planning your first trip to Hawaii might feel a bit overwhelming, but you can do it! Trust us: With the right mindset and preparation, it can turn into a truly unforgettable experience. So, get ready to have an amazing time!

We really hope you’ll fully immerse yourself in the rich culture and stunning nature of Hawaii! Don’t be afraid to try new things like the delicious local cuisine and exciting adventure activities. More importantly, don’t forget to savor every single moment of your trip!

Inspired? Pin this post and share it with your friends!

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Written by Linda

Linda is multilingual and has been to over 50 countries. Her insatiable love of travel, cuisine, and foreign languages inspired her to create As We Saw It, where she documents her trips, shares practical itineraries, and offers insider tips. She’s passionate about helping fellow travelers save time, money, and hassle, and loves to discover new places to explore.

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11 thoughts on “how to plan your first hawaii trip”.

On our adventure to every state capitol in America, we are saving Hawaii for last. It poses a problem though, that I never thought of. Each island is separate and it isn’t easy to hop between them. I think we will end up visiting the capitol first, then taking a plane to the big island to see the volcano’s. Originally I thought you could just hop on a cheap ferry or something, but apparently the only way is to either charter a boat or fly.

We like your idea of beginning in Honolulu. There’s a third option too, if your budget allows – take one of the Hawaii cruises that stop at various islands. You would only need to unpack once, plus all your transportation, lodging and most food would be included.

Such a wonderful information. It’s really a very good blog.

What a beautiful place! Thank you for your sharing!

You’re welcome.

Do you have any suggestion on a budget place to stay on Maui?

Perhaps another reader has a budget hotel they can recommend. A lot of hotels offer excellent promos, but they frequently change. We like to start our hotel searches on Hotels Combined and Booking.com.

Thanks Linda! I think we’ll check out your hotel combined suggestions first. Can’t wait to go to Maui. 🙂

Glad we could help. I hope you have a wonderful time. 🙂

Linda I am so wanting to get to Hawaii so thank you for some suggestions on how to plan our trip.

You’re so welcome! We just found out that AirAsia has plans to fly to Hawaii, so I hope this post will help a lot of people.

Comments are closed.

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Hawaii Travel Spot

Hawaii Vacation Planner: A Hawaii Trip Planning Guide for First-Timers

Are you planning your first trip to hawaii and need a hawaii vacation planner keep scrolling to read this hawaii trip planning guide for first-timers, this hawaii vacation planner for people visiting hawaii for the first time was written by marcie cheung (a hawaii travel expert) and contains affiliate links which means if you purchase something from one of my affiliate links, i may earn a small commission that goes back into maintaining this blog..

Hawaii is one of the 50 states in the US. It is undeniably one of the most popular destinations not only within the US but also around the world.

It is a group of islands that were formed from volcanic eruptions. Hawaii sits on the Pacific, offering fine white sand beaches, surfing spots, active volcanoes, and stunning hiking trails.

Tourists have been flocking to Hawaii for decades; however, with ever-changing travel policies and new businesses popping up, planning a Hawaiian vacation can still be confusing and even overwhelming, especially to first-time visitors .

But don’t worry; this article will guide you on how to plan a Hawaiian vacation, including what to pack, places that should be on your “must-sees,” and things to remember to ensure that you will have an unforgettable trip to Hawaii.

Why follow my lead? I’ve explored Hawaii more than 40 times, so I’ve got lots of advice!

Want to skip all the planning and just access my detailed Hawaii itineraries complete with daily schedules, fun activities, and travel hacks? Click the button below.

Maui Travel Guide + 7-Day Maui Itinerary by top Hawaii blog Hawaii Travel Spot

Hawaii Vacation Planner Checklist Items

Step 1: check to see if you need an id.

If you are a citizen of the US, you only need a valid government-issued ID such as a driver’s license or a passport card .

International Visitors

For foreign visitors, you must bring your passport and ensure that it has at least a 6-months validity from your location’s date of your intended departure date.

Image of someone using a calculator app on their phone with a map, notebook, compass, and passports

Checking if you need a tourist visa is also very important. Most travelers with a passport from Canada, most of Europe, some East Asia, and Oceania don’t need a visa to enter and travel around the US.

If your passport is not on the list of visa-free nationalities, apply for a visa at least 6 months in advance. Depending on your location, the processing time might take longer than expected. Find out whether or not you need a passport to visit Hawaii .

Step 2: Choose Which Island(s) to Visit

There are over 100 islands that make up Hawaii, but there are only eight main islands; Oahu, Maui, Kauai, Moloka’i, Kaho’olawe, Ni‘ihau, Lana’i, and the Island of Hawai’i (aka Big Island).

The most popular island is Oahu , where Honolulu is located. First-time visitors to Hawaii love this island not only because of its beauty but also because of its convenience and ease of moving around.

Image of the sunset behind the Duke Kahanamoku statue in Waikiki

Maui is another spectacular island to visit, which is southeast of Oahu. Although it is about as popular as Honolulu, there are significantly fewer crowds here, one can find tranquillity much easier and still have accessibility to shops, hotels, and restaurants.

Image of palm trees at sunset on a beach in Maui

While planning your first trip to Hawaii, you will also find information about the island of Kauai . It is situated northwest of Oahu. On the other hand, this island is more popular for its hiking trails. It’s filled with lush and amazing forest reserves, an awesome place for those who love spending time with nature.

Image of an aerial shot of Wailua Falls on Kauai surrounded by lush trees and vegetation

You will most likely arrive at Honolulu International Airport (Daniel K. Inouye International Airport). There are also airports on other islands; however, usually, the flights heading that way can be more expensive and have limited flights per week.

Depending on how much time you have during your visit to Hawaii, you can plan to stay on 1 to 2 islands or even more. Looking up what other islands can offer will help you decide where to go.

For example, if you only want water activities, stick to islands with the best beaches, perfect snorkeling spots, and even water sports like surfing.

Image of an airplane window overlooking Maui

One thing to remember, it’s pretty easy to fly between the islands. In general, it should only take 30 minutes to an hour to travel between two islands. We have a guide on Hawaii island hopping that might be helpful in your Hawaii vacation planning.

Step 3: Plan Your Itinerary

Now that you have decided which islands you want to visit, it’s time to plan your Hawaiian itinerary. This includes how many days to visit in each place, which part of the island you prefer your accommodation, and where you will be landing or starting your trip.

Image of Hawaii on map, top view of colorful travel essentials on table

For example, Honolulu has the biggest options when it comes to hotels and resorts. Regardless of your Hawaii budget , you will find something suitable for you and your family. 

Step 4: Book Your Airfare

After creating the basic itinerary, you can now look into flight choices. If you plan to travel during peak season (school vacations, holidays, or winter), it’s vital to book your flight at least 3-months before.

Airfare and accommodation rates skyrocket during the high season. You will also have limited choices if you leave the booking last minute.

Image of a woman in a dress and strapless top holding a rolling suitcase at an airport in Hawaii

The airlines you want to focus on are Hawaiian Airlines , Alaska Airlines , and Southwest Airlines if flying from another part of the US. 

On the other hand, if you are coming from Europe, you should look at airlines such as British Airways , Lufthansa , United Airlines , Air Canada , and Finnair .

Check out Asiana , Hawaiian , United Airlines , Philippine Airlines , and Cathay Pacific for visitors coming from Asia.

If flying from Oceania, the trip will be long, hence, it’s important to look at flights that will only take one connection. Fiji Airways , Hawaiian , and Qantas are the airlines you want to consider.

I often use Skyscanner and Google Flights to see which airlines are heading to the destination and which ones offer the most affordable ones.

If the price difference is not a lot, I prefer booking via the airline’s official site because if I have to cancel, I get my money back faster versus third-party sites. Plus, I get to collect miles which I can convert into flight tickets in the future.

Step 5: Plan your Activities

This is my favorite part. Researching and writing down things to do and places to see is very exciting for me. It helps me visualize the place and create a mental map. Your Hawaii trip checklist must include a list of activities you want to do and attractions that you want to see.

Image of a notebook with a list of things to do in Hawaii, a hat, passport, map, bag, watch, and sunglasses

There are many things to do in Hawaii; from anything related to the beach, trekking, ATV driving, interacting with wild animals, and even trying out local dishes and drinks. There are plenty of attractions in Hawaii to enjoy.

This is only a quick list of things to do in Hawaii to give you an idea of what activities are popular and can be done during your trip.

Things to do on Oahu:

  • Visit the Polynesian Cultural Center
  • Join a Pearl Harbor Tour
  • Take a scenic helicopter tour around the island
  • Turtle Canyon Snorkeling
  • Check out Oahu Atlantis Submarine Adventure

Things to do on Maui:

  • Spend an afternoon at Kaanapali Beach
  • Hike Haleakala National Park
  • Drive the Hana Highway
  • Join a traditional Luau celebration
  • Explore Wai’anapanapa State Park

Things to do on Kauai:

  • Discover Na Pali Coast State Wilderness Park
  • Hike the Kalalau Trail
  • Helicopter tour over Kauai
  • Kauai Mountain Tubing
  • Visit Waimea Canyon

Things to do on the Island of Hawai’i/Big Island:

  • Book an ATV tour
  • Explore Hawai’i Volcanoes National Park
  • Check out Akaka Falls
  • Enjoy Punalu’u Beach

Things to do on Moloka’i:

  • Relax at Papohaku Beach
  • Hike Halawa Valley
  • Explore the North Shore sea cliffs
  • Visit Kalaupapa

Things to do on Lana’i:

  • Swim at Shipwreck Beach
  • Trek the Fisherman’s Trail
  • Check out Garden of the God / Keahiakawelo
  • Take a Lana’i snorkeling tour from Maui

Book a Hawaii Photo Shoot

Whenever we travel to Hawaii, we almost always book a photo shoot with Flytographer. They are super easy, affordable, AND it guarantees that I’ll have more than just selfies. You can get $25 off if you book through this link or use the code HAWAIITRAVEL.

Step 6: Budget your trip  

Hawaii is a unique place, there’s no debating about that. But it’s natural scenic views, exciting activities, and an abundance of places to explore, it’s unsurprising how costly a vacation in Hawaii can be. It’s essential that you determine your budget and how much you are willing to spend.

Image of a woman holding a glass jar full of cash with the word travel written on it

Ask yourself and list at least the top 5-10 must-see or must-do activities. Do you plan to visit each place on your own or do you prefer booking a guided tour? 

Figure out what type of accommodation you want to stay in; condos, hotels, resorts, or bed and breakfast. 

Deciding how you plan to get around the island is also crucial. Using public transportation such as the bus will be the most affordable but could also eat up your time. Renting a car is the most popular, but before you settle on that, check if your driver’s license is valid in Hawaii or the US.

One last thing is your food budget. If you are planning to stay in a condo with a well-equipped kitchen, it will be more affordable to head to the grocery store and cook. But make sure to plan to eat out once or twice to simply experience Hawaiian local dishes. 

An average tourist in Hawaii spends about $1,900 per week. It’s pretty easy to spend more than that.

Step 7: Book your accommodations

Since Hawaii is such a popular destination, there are plenty of choices of accommodations, from budget, mid-range, to luxury. It’s often cheaper if at least two people travel together since you can split the cost.

Image of Waikiki Beach with people playing in the water

If you have a young child with you, you often don’t have to get another room for them and instead book a room with a double bed and a single bed.

Where to Stay on Oahu:

  • Budget: Polynesia Hostel Beach Club
  • Moderate: Waikiki Central Hotel
  • Luxury: Aston Waikiki Beach Tower

Where to Stay on Maui:

  • Budget: The Northshore Hostel
  • Moderate: Days Inn by Wyndham
  • Luxury: Hyatt Regency Resort and Spa

Where to Stay on Kauai:

  • Budget: Kauai Palms Hotel
  • Moderate: Kauai Shores Hotel
  • Luxury: Sheraton Kauai Resort Villas

Where to Stay on the Island of Hawai’i/Big Island:

  • Budget: Ocean Breeze Inn
  • Moderate: Hawaii Island Resort
  • Luxury: Aston Kona

Where to Stay on Molokai:

  • Budget: Hotel Molokai
  • Moderate: Molokai Ocean View Condo
  • Luxury: Molokai Island Getaway

Where to Stay on Lana’i: 

  • Moderate: The Artist’s House
  • Luxury: Four Seasons Resort

Step 8: Book your Rental Car

Renting your own car to navigate around the island gives you the freedom to go and leave whenever you want compared to relying on public transportation and even guided tours which stick to a certain schedule.

Having your own rented car also allows you to bring more items while exploring around, such as snacks, water, and even extra clothes, especially if traveling with children. 

Image of people in a convertible driving through the entrance of Ho'omaluhia Botanical Garden on Oahu

You don’t have to rent a car on all islands you plan to visit. Some areas are small enough to simply walk around to get from one place to another. But on bigger islands such as Oahu and Maui, renting a car will make everything more convenient.

Although there shouldn’t be any shortage of cars to rent during your visit to Hawaii, it can happen, especially in peak season.

It’s best to book your rental car for Hawaii as soon as you have your flights booked. But not after you compare prices on different sites and check which rental company has the most flexible cancellation and/or rebooking policy. 

Finally, make sure that the car can be picked up at the airport. This will save you money from taking a taxi and the hassle of towing your suitcases.

Discount Hawaii Car Rental

For the discount-savvy travelers out there, there are some easy ways to save a little bit of cash on your rental cars! One of the easiest ways to take advantage of these deals is by getting your rental through Discount Hawaii Car Rentals . We have found that you can typically score some amazing deals through this method!

Companies like Alamo , Dollar Car Rental , Avis , Thrifty , Enterprise , Budget , and Payless , these places can obtain some amazing deals, which they are then able to give to you to save some cash!

The list doesn’t end there, though. These places can even give you some extra benefits, like lowering the rate for young drivers and getting you some extra drivers for free! Check out the latest prices and more details.

Step 9: Learn a few Hawaiian Words

English is one of the main languages in Hawaii, but it helps if you learn some basic words to help you get by and understand when the locals are greeting you. Knowing these words also shows your respect for the people and the culture. Here is a quick list of Hawaiian words:

  • Aloha – hello/goodbye
  • E hele kaua – let’s party
  • E kala mai – sorry/please forgive me
  • Howitz – slang for how are you
  • Keiki – children
  • Kokua – help
  • Mahalo – thank you

Step 10: Pack your bags

When it comes to Hawaii’s vacation packing list, aside from your swimsuits, there are other things that you have to remember to bring.

Check out this amazing Maui packing list by top Hawaii blog Hawaii Travel Spot! Image of a suitcase filled th vacation clothing on a hardwood floor

It’s safe to imagine that you will be under the sun and underwater on many occasions while visiting Hawaii. Bring the following items:

  • Ethical or safe-reef sunscreen
  • Water shoes
  • Comfortable hiking sandals or shoes
  • Waterproof phone case or a dry bag
  • Universal power adapter

Use packing cubes to help ease and organize your travel essentials for Hawaii. Some have handles designed to allow your packing cube to be hung on a bathroom rack or closet. You can also get a laundry bag which does a great job separating dirty or wet clothes from the clean ones.

Step 11: Prepare for your arrival and departure 

Now that your flights and hotels are booked, the itinerary is ready, and the packing list is printed,  the last thing on your Hawaii vacation planner is to do final checks, such as entry requirements based on the airline you will be using and the destination you will be coming from.

You should also check if your airline requires you to “check-in online” prior to departure. In Europe, failing to do this extra step could cost you extra fees.

Write down your flight number, booking number, and hotel reservation code in case you cannot access your email due to a lack of internet connection. Add on this list emergency numbers such as medical services and police hotline in Hawaii.

And last but not least, book yourself an airport pick-up if you don’t have a car rental arranged from the airport. This will save you time and money, it also helps to get you out of the airport as quickly as possible.

plan your trip in hawaii

Hawaii Trip Planning Wrap Up

You now know everything you need for planning a Hawaii trip like a pro! I hope this Hawaii trip planner checklist helps you feel confident planning your first trip to Hawaii!

Want more Hawaii travel resources? Find out the best area to stay on Oahu , how many days in Maui do you need , and the best Hawaiian island for honeymoons !

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Planning Your Vacation

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Discover why the six Islands of Aloha are home to treasures unlike any other on earth: The dramatic cliffs of the Na Pali Coast on Kauai. The vibrant shores of Waikiki Beach on Oahu. The miles of white sands of Papohaku Beach on Molokai. The dolphin friendly waters of Hulopoe Bay on Lanai. The summit of Haleakala on Maui. The primal energy of Hawaii Volcanoes National Park on Hawaii’s Big Island. It won’t be easy choosing which island to visit on your trip to Hawaii, but you’ll find there are no wrong answers.

You’ll likely begin your adventure at Daniel K. Inouye International Airport (HNL) on Oahu. This is Hawaii’s major airport, serving as the entry point for most of Hawaii’s visitors. All major domestic carriers and many international carriers serve Oahu, so you can get here from just about anywhere. There are also direct flights from the U.S. mainland to Maui, Kauai, and Hawaii’s Big Island, but for the most part, you may need to connect through Oahu to get to the neighbor islands including Lanai and Molokai.

Then breathe deep. Smell the fresh plumeria in the air. Visit the historic landmarks of Hawaii and learn about the rich culture of the islands. Explore off-the-beaten-path destinations, from hidden beaches to small towns that you won’t find on a postcard. Learn to surf, snorkel or kayak and earn your Hawaii suntan. And don’t forget to go to an authentic luau where you can get a taste of Hawaiian culture and watch the art of the hula.

You’ll find the itineraries in Hawaii are endless. From romantic escapades to family fun; from whale watching to walking on a volcano; you can do it all or you can simply sit back and do nothing. Explore Hawaii’s six unique islands and you’re sure to find your first trip to Hawaii won’t be your last.

And if you’re looking for some help with deciding which island to visit, be sure to check out our Hawaii.com Paradise Tool. Just answer a few questions about what you’re looking for in your Hawaiian vacation and it will recommend which island would be the best fit for you!

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How to Plan the Perfect Multi-island Trip to Hawaii

These eight tips will help you travel between Hawaii's islands with ease.

Matt Anderson Photography/Getty Images

The Hawaiian archipelago includes more than 100 islands, atolls, and islets. But if you’re planning a visit, don’t worry, as you need not plot a 100-island itinerary. With the majority of the islands uninhabited and inaccessible, you can focus on four of the eight largest islands: Kauai , Oahu , Maui , and the Island of Hawaii (often referred to as the Big Island), with the option to add on a few others.

Here are some tips for planning an epic multi-island trip to Hawaii .

Determine travel dates and destinations.

Taylor McIntyre/Travel + Leisure

Ideally, you should spend at least one week on each of the four islands. But if you don’t have a full month, plan for four to five days per island, then choose one or two regions within each. 

Make a list of things you want to do in order of importance. This will help you determine where to base yourself on each island and what to eliminate if needed. For example, if sleeping near an active volcano and night snorkeling with manta rays are two activities topping your list, book a couple of nights at the historic Volcano House — the only lodging within Hawaii Volcanoes National Park — on the Hilo side of the Island of Hawaii and a few nights at Mauna Kea Resort or The Westin Hapuna Beach Resort on the Kona side, where you can join a guided small group night snorkel with Manta Ray Advocates .

Don’t forget to factor in flight and drive times. Although some islands appear small on the map, weather, road conditions, and traffic can impact overall travel time. 

Also, consider when to go . Hawaii has microclimates, so weather can vary, but in general, summer is warm with minimal rainfall. This is ideal for beach lovers, but it’s also one of the peak travel times, with families visiting during summer break. Expect higher rates and larger crowds during this time, as well as the weeks surrounding major U.S. holidays such as Easter, Thanksgiving, Christmas, and New Year’s. 

You may find lower rates and thinner crowds during the winter (with the exception of the holiday season), but the colder months are generally wetter, so if you’re traveling to Hawaii from November through March, be prepared for cooler temperatures, rain, and possible road closures and activity cancellations. The shoulder seasons from March to May (excluding spring break and Easter) and September to October tend to have comfortable weather conditions and slightly fewer crowds than peak seasons.

Identify your travel style.

Some travelers crave leisurely days at the beach, while others prefer an action-packed itinerary. Some gravitate toward lively, larger cities, while others enjoy slower-paced small towns . Discuss your expectations and interests with your travel companions so you can hone in on the regions, tours, and hotels best suited to you.

Do your research. I often hear visitors comment that Oahu is "too busy," yet they haven't ventured beyond Honolulu. Honolulu is the capital city and home to about one million people, so yes, it’s busy. Find an oasis amidst the chaos: With convenient locations, Espacio and The Ritz-Carlton Residences, Waikiki Beach are tranquil retreats in the city. Or, if you’re not interested in the urban experience at all, skip the capital and head elsewhere on Oahu . 

You might be tempted to schedule every hour of your itinerary in order to make the most of your trip, but don’t overbook. Allow time for rest, and aim for balance, so you don't wind up exhausted. Follow an active day of touring with some leisure time or a spa treatment.

Plan your route.

Art Wager/Getty Images

Although you can start and end wherever you choose, it’s wise to look at flight schedules to plot an efficient route. Kauai is in the northwest, and the Island of Hawaii is in the southeast, so starting in Kauai and traveling southeast — to Oahu, Maui, and then the Island of Hawaii — makes sense logistically. It also provides variety, from the slower pace of Kauai to a mix of urban adventures and cruising the countryside on Oahu and Maui. You'll end with a bang on the Island of Hawaii, where you can feel the energy of volcanic activity. In this case, you’ll also be following the order in which the islands were formed, so it’s a great way to experience them from oldest to youngest and observe the geological evolution along the way. 

When booking flights, consider multicity rather than a round-trip option. If you’ll be traveling the Kauai to the Island of Hawaii route suggested above, you can arrive in Kauai, book onward interisland flights to Oahu, Maui, and the Island of Hawaii, then depart from Kona. Keep in mind that some interisland flights are not direct and may require a stopover in Honolulu or Kahului, for example, so be sure to check before booking. You can often secure direct interisland flights by choosing one that departs earlier in the day.

Enlist the help of experts.

Alec Fuller /Getty Images

While you can travel around the islands on your own, we recommend booking some guided experiences. Native Hawaiian guides and cultural practitioners, in particular, offer personal stories and context that will give you an entirely different — and much richer — experience. Plus, by booking with Native Hawaiian experts, you’re supporting the perpetuation of Hawaiian culture. 

Many hotels, like ‘Alohilani Resort and Waikiki Beach Marriott Resort & Spa on Oahu and Ka’anapali Beach Hotel on Maui, are increasingly providing complimentary, Native Hawaiian-led activities that include hula, Hawaiian language lessons, lei-making sessions, and sunrise ceremonies. Other properties, like Timbers and Kukui’ula on Kauai, offer farm tours to acquaint guests (and their taste buds) with the abundance of plants and produce grown there. Some hotels, including Halekulani , provide private tours or discounted or free entrance to local sites of significance such as Bishop Museum , Iolani Palace , and Shangri La Museum of Islamic Art, Culture, and Design . Be sure to ask about these offerings prior to booking your hotels. 

When it comes to physical activities such as hiking, guided tours with reputable operators like Kauai Hiking Tours help ensure your safety. And in some cases, a guided tour can afford access to extraordinary places, like Hualalai crater, a sacred site located on private land that only two tour operators — Uluha'o O Hualalai and Hawaii Forest & Trail — have permission to reach. (For a beachside stay nearby, check out Four Seasons Resort Hualalai ).

Some expert-led trips from operators such as Kailani Tours can also help you maximize your time by bringing you to a variety of sites in one day, allowing you to enjoy the ride rather than worry about logistics and navigation. 

Make reservations.

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Many popular places such as Hanauma Bay on Oahu now require reservations, and popular tours, including sunrise at Haleakalā on Maui and sunset at Mauna Kea on the Island of Hawaii, often sell out, so it’s best to book as far in advance as possible. Arnott’s Adventures offers sunset and stargazing tours from Hilo, and if you’re on the Kona side, check out Hawaii Forest & Trail’s Summit & Stars Give Back Experience .

You should also secure dinner reservations so you don’t miss out on your top choices or waste time waiting for a table. And don’t forget car rentals for each island, too; these do sell out and — with the exception of Honolulu, where shuttles, public buses, and ride-share options are available — it can be difficult and expensive to get around without your own wheels. 

Pack your bags.

milan2099/Getty Images

One of the biggest mistakes people make when traveling to Hawaii is assuming it’s always sunny and warm. If you’re planning to visit multiple islands, you’ll likely encounter a variety of microclimates and changing weather conditions. Come prepared with layers and appropriate footwear for your activities, and always pack a rain jacket. And, of course, pack a Hawaiian shirt or two.

Bring binoculars, too, to get a better view of wildlife such as endemic birds and migrating whales, as well as dynamic landscapes. If you’re fortunate enough to witness volcanic activity, you’ll be happy to have these on hand for a close-up view of bubbling lava. Some tours do include outdoor gear and equipment; inquire when booking. 

Consider additional islands.

John Elk/Getty Images

If you have time and want to add another island to your trip, there are a few options available to visitors. You can take the ferry from Maui to Lanai for a day trip or spend a night or two and sink into that relaxed island life. 

If you’re interested in visiting Kalaupapa National Historical Park on Molokai, allow a few extra days. Keep in mind that flights to Molokai are limited, and as the island is home to vulnerable kupuna (elderly people), it's slowly reopening to visitors since the pandemic started.

If you prefer a private tour to a neighboring island, Four Seasons Resort Maui at Wailea can charter a yacht or helicopter from Maui to Lanai or Molokai. 

Although you’re not permitted to step ashore on Ni'ihau, the “Forbidden Island,” without an invitation, you can snorkel the waters nearby on a Holo Holo Charters Super Tour . 

Travel with aloha. 

rebelml/Getty Images

For you, Hawaii may be a dream destination. For those who live here, it's home and, for many, sacred. Travel with respect : Stay on marked trails, don’t enter private property, obey warnings (from posted signs, lifeguards, and law enforcement), and be mindful that the environment is fragile and the land has cultural, spiritual, and ecological significance.

Be flexible, too. Don’t be attached to a particular expectation or activity. Sometimes, plans change due to weather (like that time I flew to Kauai to see the famed cliffs of the Nā Pali Coast and colors of Waimea Canyon, only to find it all covered in clouds and fog). If you’re lucky enough to visit Hawaii, embrace the unexpected, stay present, and aim to enjoy the experience — rain or shine. 

Sunshine Whispers

How To Plan Your First Trip To Hawaii

plan your trip in hawaii

Hawaii is an island paradise, perfect for vacation, but don’t go without a plan! These are excellent tips for how to plan your first trip to Hawaii.

Related: 10 Tips for Planning a Trip to Hawaii with Kids

So, you’re in the beginning stages of planning your first trip to Hawaii?! Congratulations! We know you’ve heard that it’s a trip of a lifetime and that’s putting it lightly. As exciting as you may be, it’s important that you are aware of everything that will make your trip go more smoothly so that you don’t feel overwhelmed. Check out our tips on how you need to plan for your first trip to one of the Hawaiian islands. 

plan your trip in hawaii

Save Save Save

It’s no secret that taking a trip to Hawaii is going to cost you a small fortune, so begin saving up well in advance. It’s estimated that costs are around $268 per person, each day, and that’s without airfare. Did we mention hidden fees? 

If you’re planning a more luxurious kind of stay, along with eating out for every meal, expect it to be even more. We’re not telling you all this to talk you out of going, just that it’s an incredible trip that you need to spend a lot of time, saving up for.   

plan your trip in hawaii

Discover the Best Times to Visit

If you’re interested in less-crowded beaches and where the hotel rates in Hawaii are more than reasonable, visit around the spring (April-May)or fall time (Sept to mid-Nov). That’s before and after peak season, and the weather is still pretty nice. Rumor has it, that it rains a lot in Kauai around April, so keep that in mind.  

Knowing Which Island to Choose

The islands of Maui and Oahu are two of the most popular islands in Hawaii that tourists enjoy most. They both have gorgeous beaches, plenty of natural beauty to explore, as well as shopping, dining, nightlife atmosphere, and plenty of activities.

They’re also both kid-friendly, although less green on compared to other islands, Big Island is where you’ll find active volcanoes and amazing beaches. The island of Kaui is less developed than the previous islands, but it’s more of a tropical rainforest setting, with epic hiking trails, stunning views, and impressive waterfalls.  

plan your trip in hawaii

Even though there are fewer activities and luxuries that the other islands have, Molokai and Lanai provide you with a more secluded experience.     

Book Well in Advance

To take advantage of everything that Hawaii has to offer, it’s in your best interest to book your stay as early as you can. That way you can ensure your accommodations and grab a room with an excellent ocean view. 

This is true if you’re planning a luxurious stay at a resort , or budgeting by staying in a condo or Airbnb with your family. You can even choose to save even more money by camping at one of several beautiful locations.    

plan your trip in hawaii

Pack Appropriate

Believe it or not, temperatures do get a little cool at night, so it wouldn’t hurt to have a sweater packed in everyone’s luggage. Also, keep in mind that Hawaii bans sunscreen lotions that contain coral-harming chemicals, but they do sell sunscreen there for a reasonable cost.  

Remember to Relax

Your trip to Hawaii can be pretty busy, trying to see everything and do all the possible activities. Set up a daily itinerary that will plan each day for your family, whether you hike, snorkel, shop, and do whatever else it is you’re planning. 

Just remember that a trip to Hawaii is all about relaxation, so make sure you find a good spot on the beach each day and enjoy all the beauty around you. 

plan your trip in hawaii

These are several things for you to be aware of when you’re planning your first trip to Hawaii. If you’ve already visited one of the islands, what advice would you give to a first-timer?

Did you love this advice on planning a trip to Hawaii? Want more family travel tips?

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plan your trip in hawaii

Hi! If you love to have fun with your kids and explore, create, travel, laugh, and love.. you have come to the right place! Follow along to get great tips for fun in Maryland, family travel destinations, and other family fun ideas!

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Discover the best time to go to Hawaii

plan your trip in hawaii

No matter the time of year, the sun is shining, the water is warm, and the beaches are divine in Hawaii. But of course, there’s more to do than just visit the beach. That’s why you should know the best time to go to Hawaii for a variety of activities. Read on for everything you need to know.

The best time to visit Hawaii

Hawaii is home to beaches, forests, mountains, volcanoes, and a history and culture that sets it apart from any other US state. No matter what type of vacation you’re looking for, you’re likely to find it here. 

Located about 2,000 miles off the coast of the US mainland, Hawaii enjoys a mild climate all year round. With sunshine basically guaranteed, you may be asking: does it really matter when is the best time to go to Hawaii?

Of course it does! While the weather may not change much, there are other factors to consider when thinking about the best time of year to go to Hawaii, such as the rainy season, crowds, preferred activities, special events, and more.

A couple laughing together while carrying surfboards on the beach.

As mentioned, the weather doesn’t change much from season to season. Hawaii really only has two seasons: summer and winter. Summer lasts from May to October, while winter is from November until April. During summer, the temperature ranges from 85°F to 90°F, while in the winter it hovers around the high 70s and low 80s. Hawaii’s rainy season is typically from November until March.

Keep in mind, with Hawaii’s diverse terrain, each island’ experience’s weather is different.

  • Big Island: Temperatures range from 75°F and 85°F, with a rainfall of about 30 inches per year. The Big Island is home to the wettest city in the US, Hilo     .
  • Oahu: Temperatures are between the mid 60s and mid 80s, with an average rainfall of 20 to 30 inches per year. Most of the popular resort areas see as little as 15 inches.
  • Maui: The dry side in the south is home to Kahului and Makena, sees less than 10 inches of rain per year. Higher elevations, especially on the western side, see triple that amount. The average temperatures hover between the low 70s and mid 80s.
  • Kauai: The temperatures hover between the low 70s and high 80s. As for rainfall, the coastline sees about 35 inches per year, while the inland portion of the island experiences much more. 

Something else to consider is the elevation of your destination. Higher elevations experience more rainfall, or even snow in the mountains, as well as cooler temperatures. As the air makes its way through the mountainous regions, it’s deflected, redirected, and even accelerated, contributing to the frequency of rainfall and storms on the rest of the island.

Hawaii’s weather is also affected by trade winds: moist, cool winds coming from the high-pressure areas in the northern Pacific. When these winds reach the northeastern sides of the Hawaiian islands, they’re forced upward by the mountains. They then create clouds, which in turn produce rain. This is why the northeastern sides of the islands experience more rainfall. 

So yes, blame the trade winds for most of Hawaii’s rainfall, but they’re also to thank for the lush greenery, as well as being the source of that refreshing breeze on a hot summer’s day. And when the trade winds stop, the weather gets very humid.

On any of the Hawaiian islands, nighttime temperatures can drop into the 50s, so pack a sweater or jacket for cooler evenings.

The best time to visit each island

The best time of year to visit Hawaii depends on which island you want to go to.

Best time to visit Hawaii: Maui

Sloppy verdure mountain range against the clear blue sky.

Beast time to travel: April-May, September-November

Maui, Hawaii’s second-largest island, is home to attractions like Haleakala National Park , the Hana Highway, and Kapalua Beach. When you visit during the seasonal transition months, you’ll get to enjoy the beautiful weather without the crowds of tourists that flock here during the summer. 

If you visit during April, you can take part in the biggest event of the year: the Maui Taro Festival . Taro is a plant native to Hawaii that locals often eat for its nutritional and medicinal properties. May sees plenty of outdoor parties and live music performances. Those visiting in October can enjoy the annual Maui Fair , which features parades, rides, games, and a chili cook-off.

Best time of year to travel to Hawaii: Oahu

An adventurous individual carefully descends the famed Haiku Stairs, a series of steep and narrow steps carved into the lush mountaintop and surrounded by vibrant green vegetation and stunning panoramic views, navigating the challenging ascent with focus and determination.

Beast time to travel: April-May, September-October

Oahu is the home of some of the most famous attractions in Hawaii. The state capital of Honolulu is here, and you’ll also be able to explore Waikiki Beach and Pearl Harbor. Early spring and late fall is when prices go down and crowds disperse.

Special events in Oahu in the spring include the Paradise Cove Luau in April, and May Day Lei Day on May 1st. These cultural events will wow visitors with their performances, lei-making workshops, local crafts and music, and more. 

Travelers heading to Oahu in September and October can also enjoy the Aloha Festival , the biggest cultural festival in the state. This festival spans an entire week and is full of Hawaiian music, dance, history, and culture.

Best time to travel to Hawaii: Big Island

A female snorkels at the surface of the clear turquoise water surrounded by palm trees against the blue sky.

Beast time to travel: April, August-September

The Big Island is home to attractions like Mauna Kea, the Kona coffee plantations, and more. In April you can enjoy the Big Island Chocolate Festival and the Hawaii Arts, Crafts, and Food Festival . The Merrie Monarch Festival , the biggest hula competition on the planet, also follows Easter Sunday. Those visiting in August and September can enjoy plenty of farmer’s markets and free outdoor music.

Best time to go to Hawaii: Kauai

Calm blue sea with small waves and the mountain range covered in lush vegetation against the cloudy blue sky.

Beast time to travel : September-December

Kauai, known as the “Garden Isle”, is best at the beginning of winter. Take advantage of less rain, nice weather, and smaller crowds.

The Kauai Mokihana Festival , which celebrates local music, crafts, and dance, takes place every September. Throughout October, November, and December, you can take enjoy plenty of regular cultural events and concerts.

Costs and crowds

I get it: overly expensive travel fares and large crowds can put a damper on even the most perfect trip. That’s why I’m here to help you effectively plan your trip around these two factors.

Peak seasons

Hawaii’s peak tourist season typically occurs around Christmas, as people take advantage of the time off work and escape the cold. Hawaii also experiences peak tourism in the summer months of June and July . As a result, these are often the most expensive times for airfare and accommodation. 

For the off-peak season, opt for late spring (April or May) or early fall (September or October). This gives you more options for cheaper accommodation and plane tickets, and you won’t have to fight the crowds. You can also look for tips to find cheap flights .

You may also want to consider all-inclusive packages .

Avoid the crowds

An aerial view of a couple walking on the sandy beach along the forest.

If you are visiting during peak season, there are still ways to avoid the crowds. First, book everything as far in advance as possible. This goes for accommodation, plane tickets, tours, and any beaches that require reservations. Getting in early will give you access to cheaper prices and off-peak times.

Once you arrive, try to wake up earlier than the average tourist. Arrive at the beaches before 8 am to grab the perfect spot, visit restaurants at off-peak times to beat the rush, and try not to plan hikes around midday.

Outdoor activities

Hawaii’s incredible beaches, picturesque sea cliffs, enchanting rainforests, and majestic mountains are some of the state’s main attractions. Put another way: no one comes to Hawaii to stay inside. When booking your trip, factor in the conditions for your favored outdoor activities. Just remember to always be respectful .

Water activities

A professional surfer finds himself perfectly pitted deep within a North Shore barrel

If swimming is all you’re after, the best time to visit Hawaii is the summer. Sure, it might be more crowded, but this is when the weather is nicest and the water is warmest. It’s also the best time for paddle boarding, kayaking, canoeing, and the like.

If snorkeling is what you’re after, visit during May through September. The water is warm, the tides are calm, and this is when you’ll get the best visibility underwater. 

Surfers should plan based on their experience level. Advanced surfers will enjoy the challenge of the waves during the winter, particularly from late October to early March. Beginner surfers, though, may appreciate the calmer waters during the summer. 

If you want to go whale-watching, plan your trip from January through March. This is peak whale-watching season, and sometimes you’ll even be able to see humpback whales from the shore. To guarantee a sighting, though, it’s best to book a tour.

Woman hiking barefoot in a forest on a hillside trail with views of the ocean crashing to the distant mountain coast.

Hawaii’s mountains, valleys, and rainforests are well worth exploring, too. If you’re looking for the best time to hike in Hawaii, book your trip either during late spring (April or May) or early fall (September). This will help you avoid the rainy season without scorching yourself in the heat of summer.

Those looking to explore the golf courses in Hawaii can visit from April to October. Biking enthusiasts will want to plan their trip anytime from September to mid-May. This will help you avoid the heat and humidity of the summer.

Headed to Hawaii for the waterfalls? Visit during winter. Since this is the rainy season, the waterfalls will be at their fullest and most majestic.

Cultural experiences

A woman in an orange bikini is submerged in sea water while surfing.

Hawaii has a unique history, and many of its traditions are still standing today. These include events like luaus, hula competitions, and more. 

If you’re mainly interested in luaus and hula competitions , plan your trip sometime in June through September. This is when the largest amount of these celebrations occur. 

To experience the statewide Aloha Festivals, visit during September. These festivals run all month long and you can enjoy performances, reenactments, parades, special food, and more. 

For those interested in watersports, I recommend heading to Duke’s Oceanfest in August. This festival includes surfing, paddleboard racing, beach volleyball, and water polo. Hardcore surfers will also want to hit the Vans Triple Crown of Surfing in Oahu in November and December.

Those interested in the local coffee scene can head to the Big Island for the Kona Coffee Cultural Festival in November.

How was this guide put together?

As the type of traveler who likes a good mix of relaxing on the beach and unique cultural activities, I’ve always been fascinated by Hawaii. It’s currently at the top of my travel bucket list, so this guide came together as a combination of my own tropical travel experience and extensive research for future trips.

As you’ve seen, the best time to go to Hawaii is different for everyone. It largely depends on what you’re looking for: surfers and whale watchers should visit during a completely different time than hikers, snorkelers, and sunbathers. 

No matter what time of year you visit Hawaii, though, be sure to do your research, book in advance, and pack properly to enjoy your trip to the fullest.

About the author

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How Much Does a 2024 Hawaii Trip Cost? (+ Budget Saving Tips)

W hat family doesn’t dream of a visit to Hawaii? The Hawaiian Islands hold incredible appeal and intrigue for families as a vacation destination. With spectacular beaches, incredible landscapes, and kid-friendly resorts, it seems easy enough to pack your bags and head across the Pacific for a Hawaii vacation. But how much does a Hawaii trip cost? We’ve crunched the numbers to come up with guidelines for a Hawaiian vacation budget.

Below is an outline of travel costs that families can use when visiting Hawaii for the first time . This includes the approximate cost of flights and accommodations, how much to pay when renting a car in Hawaii, what time of year to travel in order to save money, and how to plan for the cost of special experiences like a helicopter tour of Mauna Kea or surf lessons.

With the right planning, your family can determine how best to allocate your precious travel savings to design the Hawaii vacation package of your dreams. If you want to cut this budget down, check out these 105 tips for doing Hawaii on a budget . These are also some great tips for saving money to travel .

Hawaii Budget Assumptions

For calculating Hawaii trip costs, this post will outline pricing for two adults and two children between the ages of 6-11 , traveling from the east coast of the United States in the summer months , and spending 5 nights each on Oahu and the Big Island of Hawaii , for a total of 10 nights, 11 days.

These islands were chosen because they offer the common introductory Hawaiian experiences: Oahu is home to Pearl Harbor, Honolulu, Waikiki Beach, Diamond Head, and the North Shore, while the Big Island of Hawaii has a laid-back vibe perfect for relaxing, and is home to six of Hawaii’s nine national parks including the best options for volcano viewing and hiking. You can use this guide to pick the best Hawaiian island for your family.

I have organized the costs of a trip to Hawaii by airfare, car rental/transportation, accommodations, food, and activities , including tips and ideas for savings in each category. If you want to skip to the bottom line, a summer trip to Hawaii for a family of four for 10 nights costs approximately $16,690, or about $417.25 per person, per day. But read on to see how this breaks down and where you can save money.!

Cost of Airfare to Hawaii

Note that this post contains affiliate links. If you click a link and make a purchase, I may receive a small commission.

The biggest cost differentiator when purchasing flights is whether your family is flying from the west coast of the U.S. or somewhere else (midwest, east coast, etc.) Expect to pay around $865-1,300 per person traveling from one of the east coast hubs in the summer months, while flights from California may be $700-900 in the summer.

Honolulu on Oahu has more flight connections to and from mainland U.S. airports than any other Hawaiian airport, so that is typically the point of arrival or departure. To maximize your vacation time, be sure to price out flying into Oahu and out of the Big Island (Kona is the largest airport on the Big Island) or vice versa.

This will save you another inter-island flight back to your initial destination for your return flight. If you choose Maui as your second island, you can often find direct flights from Maui to many U.S. cities.

Another huge cost savings can be gained by flying mid-week if at all possible. Flights in and out of Hawaii jump up in price on Saturdays and Sundays since it is primarily a leisure travel destination, not a business location.

Flight prices are also dependent on the time of year. The festive period, Thanksgiving week, and popular spring break weeks will price out similarly to summer dates, if not more. January and February are typically the cheapest time to fly to Hawaii if you have the flexibility to get away then.

For inter-island flights (like connections between the Big Island and Oahu), Hawaiian Airlines and Mokulele are your best bets. Hawaiian Airlines will feel similar to a full-service airline, and importantly, you can use or earn points on most of the major U.S. airlines like Delta and United when booking flights on this airline because of their mutual affiliation.

Mokulele is a typical low-budget airline. Expect limited service and no frills, but it certainly works and there can be significant cost savings, given that it is a very short flight time.

Prices for an inter-island flight are usually under $60 per person for a one-way flight and most flights are less than one hour in length. Do take note of flight departure times, though. It’s always best to schedule these inter-island flights for mid-day, so that your family is in the air between check-out time at one hotel and check-in time at the next hotel. Early morning departures may be a little cheaper, but then you’re stuck filling several hours before you can check into your next accommodation.

Be aware that Southwest Airlines does offer direct flights from several California airports to all the major Hawaiian Islands. Remember that Southwest prices aren’t published on flight comparison sites, so you must book directly with the airline.

For this post, I assumed that families would spend $900 per person to get to and from Hawaii, and then another $60 per person on a one-way inter-island flight. You’d want to budget for an additional inter-island flight if you need to get back to your island of arrival for your return flight to the mainland U.S., however.

I’d highly recommend signing up for Going to get alerts on flight sales to your dream destinations.

Total airfare cost: $3,840

Cost of Accommodations in Hawaii

Basic rooms that sleep four at full-service luxury resorts, like Disney’s Aulani on Oahu or Fairmont Orchid on the Big Island, price out around $700 per night in the summer months. You can easily spend $1,000 a night or more for more spacious accommodation, like larger suites or condos with kitchens at these properties.

For budget travelers, even three-star hotels in Hawaii price out at around $250-400 per night in the summer months. Often these properties sacrifice beach access or beautiful locations and expect rooms to be quite basic. But most will have that sought-after amenity of a great pool so they certainly work for families who don’t require a lot of frills.

For those who veer away from resorts and toward quieter, self-catering accommodations, expect vacation rentals to range from $250-1,500 per night in the summer. Prices on the Big Island tend to be a little lower and a better value overall than Oahu.

Keep in mind that having a kitchen may bring down your food costs, especially if you choose to cook some meals yourself, or simply prepare basic breakfasts and sandwiches and keep drinks and snacks cold. Resorts are not known for inexpensive food, after all.

Also, take note of what’s included when booking resort vacation packages in Hawaii. Some include the cost of all the on-site amenities, while others do not. Complimentary breakfast is not always a given here, either. Other properties have a big markup when it comes to daily resort fees ($30 per person per day is not uncommon). Reading the fine print is important for this style of accommodation.

Another cost-saving strategy is to book early, especially for peak summer dates. Many of the popular resorts are fully booked for July and August by February. So booking accommodation in the fall for summer travel makes a lot of sense just so you have access to all the room category options. Plus, many properties offer pay-in-advance discounts, though you’ll definitely want to invest in travel insurance should you decide to take advantage of those lower rates.

See the 9 best Maui resorts for families and the 7 best Oahu hotels for families .

I used the $700 average nightly rate for a lower category room at full-service resorts as my price calculation for accommodation costs.

Total Accommodation Cost: $7,000 for 10 nights

Transportation costs in Hawaii

Of course, if you want to get off the property of the resort and explore some of the natural beauty of the Hawaiian islands, you are going to need a way to get around. The cost to rent a midsize SUV is typically around $400 for 5 days, including taxes and fees.

Be sure to book early if you’re traveling to Hawaii during busy periods; rental cars often sell out a few weeks prior to peak travel weeks. When calculating total transportation costs, I assumed families would rent a car on both Oahu and the Big Island for the duration of their trip, plus another $150 in gas and parking fees.

Check car rental prices on Kayak

While both islands have public transportation by way of bus routes, most families find this method of travel prohibitively time-consuming to get to the various spots that interest them. For families that envision not leaving the resort much, but still want a taste of both islands, you can book a driver to take you around for the day for around $600 per day.

If you opt not to rent a car, you’ll also need to account for airport transfers. Private transfers price out around $70-150 for one-way service to various accommodations within a reasonable drive of the airport.

Total Car Rental/Transportation Cost: $950

Food Costs in Hawaii

There’s no way around it: eating in Hawaii is expensive. Many families who don’t plan ahead and take this into account have serious sticker shock when they arrive. Remember, a lot of the food has traveled by boat for over a week to get to the Hawaiian Islands.

One great rule to keep in mind, both when grocery shopping and dining out, is to look for food that is sourced locally. Not only will it be cheaper, but it will taste fresher and reduce your carbon footprint. For example, stop at markets and roadside stands for produce. It’ll be a fraction of the cost of what fruits and vegetables cost at the grocery stores and it makes for a great cultural immersion experience.

This is another example of why renting a car ultimately often saves money: because resort mini-markets are very overpriced. If you can get to a big box store to stock up on snacks or simple meal ingredients, there will be cost savings. That said, even grocery shopping is expensive. If you’re on a very tight budget, consider doing a little research in advance. Most of Hawaii’s grocery store chains are affiliated with a mainland counterpart. You may be able to use your loyalty card from home for discounts.

Naturally, dining out is also pricey. Look for accommodations that provide complimentary breakfast; this will be a huge cost saver up front. Next, aim for more reasonably priced lunches, like roadside stands or packed picnic fixings while you’re out exploring. This way, lunch will cost about $12 per person, instead of $25, which you can expect to pay at resort restaurants. Then you can indulge in lovely dinners with a little less guilt about the price tag. Expect dinner to cost around $50 or more per person, younger children who order off a kid’s menu will be significantly less.

Given that, we can assume that families of four will spend around $250 per day on food costs.

Total Food Cost: $2,500

Tours and Activity Costs

Undoubtedly the top reason families love coming to Hawaii is the natural beauty: gorgeous views, incredible beaches, and diverse landscapes. Fortunately, this is all completely free to enjoy once you arrive.

It’s quite easy to spend days exploring the islands without spending a dime other than on food and gas. Add in a few days of leisurely enjoying resort amenities, and it means activities don’t have to break the bank compared to other travel expenses.

That said, a trip here is often a once-in-a-lifetime experience, so families tend to want to do and see it all while here. A favorite bucket list activity can include surf lessons, which can cost around $100-200 per person for an hour or two. You may also want to visit Pearl Harbor. See more suggestions on things to do in Oahu with kids .

Most of the national parks in Hawaii are free to enter, but the three that do charge entrance fees are around $30 per car. Check to see if your resort will host a luau dinner during your stay, or plan to arrange to attend one off-site one evening. The cost is around $120 per adult and kids are usually half off (but this includes dinner).

The big ticket item is usually a helicopter tour. Costs can differ drastically based on where you go, how long, and your departure point. Generally, a tour that originates in Hilo, the rainier side of the Big Island, is a cheaper location yet offers incredible views of the volcanoes that dot the island. The cost for this for a family of four is around $1556.

Total Activity Cost: $2,400

Of course, for a vacation this expensive, you want to make sure you purchase travel insurance .

Total Cost for a 10-day Trip to Hawaii

The total cost for a 10-day trip to Hawaii for a family of four is about $16,690. This assumes nice, four-star accommodations and a few splurges on activities and meals. Of course, you may also want to budget for some souvenirs from Hawaii , we were very tempted by some beautiful paintings when we visited!

As we discussed above, families can save money on more budget accommodations, vacation rentals, preparing their own meals, staying at a resort to use the pool and beach and not renting a car or doing other activities. For West Coast families, it is also easy to visit for just a week or even five days. But if you are traveling from the East Coast and taking a 10-hour flight, you probably want to stay at least 10 days.

One of the best ways to save is to use airline, hotel, or credit card points to offset some of those expenses. If it is going to be a trip of a lifetime, save those points to make it happen!

Let’s recap the Hawaii budget breakdown:

There are cheaper locations to travel to, especially if your family merely wants sunny weather and sandy beaches. But Hawaii is one of the most unique locations in the world, with its indigenous culture, lush landscapes and rugged mountains, and incredibly luxurious yet kid-friendly resorts.

It has a correspondingly hefty price tag, but families unanimously consider a trip here money well spent, and many return year after year. Here are some tips for planning a budget trip to Hawaii .

PIN THIS FOR LATER

This guest post was written by Nicole Wiltrout. Nicole is a freelance writer and travel expert based in Indiana. She has traveled throughout North America and Europe with her children for the past nine years, including three years spent living abroad in England. She has written for a variety of websites and publications and is the author of “Dispatches from England,” available on Amazon, which chronicles her family’s time as expats. You can follow Nicole’s travels on  Arrows Sent Forth .

The post How Much Does a 2024 Hawaii Trip Cost? (+ Budget Saving Tips) appeared first on We3Travel .

Start here to figure out your Hawaii trip cost and get budget saving ideas to make a Hawaiian vacation more affordable.

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Credit Cards

How I used Citi ThankYou Points for an affordable Hawaiian vacation

Jason Steele

Ashley Barnett

Ashley Barnett

“Verified by an expert” means that this article has been thoroughly reviewed and evaluated for accuracy.

Robin Saks Frankel

Robin Saks Frankel

Published 6:44 a.m. UTC March 21, 2024

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Featured Image

Alex Springer, Getty Images

Citi is a Blueprint partner.

Hawaii has a lot of things going for it, including unique food, music and culture, fantastic weather and gorgeous scenery. However, it isn’t very affordable. Yet thanks to Citi ThankYou® Points, I’m able to take my family on a Hawaiian vacation while paying nearly nothing for our airfare and lodging. 

How I got a fantastic deal on airfare to Hawaii

The Citi Premier® Card * The information for the Citi Premier® Card has been collected independently by Blueprint. The card details on this page have not been reviewed or provided by the card issuer. offers points in the ThankYou Rewards program that can be transferred to any of Citi’s 14 airline loyalty partners. However, many of these airlines don’t even serve Hawaii, and others will charge an excessive number of points for award flights operated by their partners. 

But one of Citi’s airline partners offers very low-priced awards to Hawaii, and it may be the one you would least expect. 

Turkish Airlines allowed me to use miles to book award tickets on United between Denver and Hawaii for just 7,500 miles, per person, each way. That’s because the Turkish Airlines Miles & Smiles frequent flier programs considers Hawaii to be just another domestic destination, while nearly every other carrier charges additional miles for award flights to The Aloha State. 

To put that price into perspective, United’s least expensive award flight to Hawaii is 25,000 miles, per person, each way. Despite the fact that Turkish recently announced that the prices for all of their frequent flier awards were going up, the new price is still just 10,000 miles per person, each way – 40% of United’s best price. In other words, transferring 100,000 Citi ThankYou Rewards points, you could fly your family of five to Hawaii, round-trip on Turkish Airlines partner United Airlines.

our partner

Citi double cash® card.

Citi Double Cash® Card

Welcome Bonus

Earn $200 cash back after you spend $1,500 on purchases in the first 6 months of account opening.This bonus offer will be fulfilled as 20,000 ThankYou® Points, which can be redeemed for $200 cash back.

Regular APR

Credit score.

Credit Score ranges are based on FICO® credit scoring. This is just one scoring method and a credit card issuer may use another method when considering your application. These are provided as guidelines only and approval is not guaranteed.

Editor’s Take

  • No annual fees.
  • Introductory APR period on balance transfers.
  • Excellent cash-back rewards.
  • Charges foreign transaction fees.
  • There’s a balance transfer fee.
  • Few additional benefits.

Card Details

  • Earn $200 cash back after you spend $1,500 on purchases in the first 6 months of account opening. This bonus offer will be fulfilled as 20,000 ThankYou® Points, which can be redeemed for $200 cash back.
  • Earn 2% on every purchase with unlimited 1% cash back when you buy, plus an additional 1% as you pay for those purchases. To earn cash back, pay at least the minimum due on time. Plus, for a limited time, earn 5% total cash back on hotel, car rentals and attractions booked on the Citi Travel℠ portal through 12/31/24.
  • Balance Transfer Only Offer: 0% intro APR on Balance Transfers for 18 months. After that, the variable APR will be 19.24% – 29.24%, based on your creditworthiness.
  • Balance Transfers do not earn cash back. Intro APR does not apply to purchases.
  • If you transfer a balance, interest will be charged on your purchases unless you pay your entire balance (including balance transfers) by the due date each month.
  • There is an intro balance transfer fee of 3% of each transfer (minimum $5) completed within the first 4 months of account opening. After that, your fee will be 5% of each transfer (minimum $5).

How to score free lodging in Hawaii using your Citi Points

When attempting to plan a Hawaiian vacation, you’ll quickly learn that getting there is sometimes the easy part. Fortunately, Wyndham Hotels is a transfer partner of the Citi ThankYou Rewards program. You might think of this program as the one that offers mostly budget properties such as the Days Inn, Super 8 and La Quinta brands, which are decidedly not part of your island vacation dreams. But if you dismiss the Wyndham Rewards loyalty program as just being good for budget motels, you’d be making a big mistake. 

Wyndham Rewards points can also be redeemed for vacation rental properties managed by Vacasa and Extra Holidays. While it isn’t as widely known as AirBnB or VRBO, Vacasa manages over 44,000 vacation rentals in 35 states plus Canada, Mexico, Belize and Costa Rica. It has an extensive footprint in popular vacation destinations such as ski areas and beach resorts, like Hawaii. 

Vacasa vacation rentals booked with Wyndham Rewards points cost 15,000 points per bedroom, per night. And if you’re a Wyndham Rewards Earner cardmember, you receive a 10% discount on all award redemptions. This includes the following cards:

  • Wyndham Rewards Earner® Card * The information for the Wyndham Rewards Earner® Card has been collected independently by Blueprint. The card details on this page have not been reviewed or provided by the card issuer.
  • Wyndham Rewards Earner® Plus Card * The information for the Wyndham Rewards Earner® Plus Card has been collected independently by Blueprint. The card details on this page have not been reviewed or provided by the card issuer.
  • Wyndham Rewards Earner® Business Card * The information for the Wyndham Rewards Earner® Business Card has been collected independently by Blueprint. The card details on this page have not been reviewed or provided by the card issuer.
Looking to fast-track your way to top-tier hotel benefits? Here’s the best credit cards for elite hotel status

For our family of five, we chose a 2-bedroom, 2-bath unit in Maui on the fifth floor overlooking the ocean. We were frequently delighted by the sight of whales breaching nearby. As a Wyndham Diamond member, our 10-day stay was 270,000 points. But best of all, Wyndham Rewards doesn’t impose any taxes, fees or cleaning charges on Vacasa award stays, so our total lodging bill was zero.

Better yet, we saved a tremendous amount of money by not staying in a hotel. Having a vacation rental with a kitchen allowed us to cook most of our meals ourselves. This might sound like work, but we enjoyed it. Because, if you haven’t been to a Hawaiian grocery store, you’re in for a treat as there is plenty of fresh fish and produce, as well as other local Hawaiian products that you won’t find on the mainland. 

Staying in a vacation rental property also allowed us to pack light and do laundry in our room, eliminating the hassle and expense of traveling with large suitcases. 

Tips for planning your own Hawaiian vacation

To find flights on United Airlines that are available as awards through partners such as Turkish Airlines, start by searching United’s website, but don’t log in. To find flights you can book through partners like Turkish, search for flights marked “Saver Award.” The flights that populate are the ones that you may be able to book with Turkish.

To be sure, the vast majority of United flights to Hawaii won’t be available with Turkish miles. But if you look far enough in advance, you’re sure to find some as we did. 

Note that with United and most other airlines, award flights become bookable approximately 11 months before departure. After you’ve found Saver award flights on United.com, and confirmed that they are available on Turkish Airlines website, only then should you transfer your Citi ThankYou Rewards points to Turkish, which is an irreversible transaction. 

To find and book Vacasa property with your Wyndham points, you need to search Vacasa.com and ExtraHolidays.com.

Regarding Vacasa properties, you should know that the Wyndham Rewards program will only let you redeem your points for units priced under $250 per bedroom, per night, including taxes and fees (until March 2024 it was $350 per bedroom). This isn’t an official policy written anywhere, but it appears to be a rule. 

This will restrict the availability of one-bedroom units, as many cost more than 2350 a night. But if you have the points for a two-bedroom, it may be easier to find properties that fall below $500 per night. Once you’ve found a unit that appears to have correct pricing and availability online, call Wyndham’s dedicated phone line for Vacasa rentals at 800-441-1034 to confirm that you can book it with your Wyndham Rewards points. 

If you’re told it’s available, you can instantly transfer your points online and reserve the room while you’re still on the phone with Vacasa reservations. 

Bottom line

Once you visit our 50th state for the first time, you’ll understand why it’s such a popular vacation spot for Americans and the rest of the world. And if you know how to redeem your Citi ThankYou Rewards points for nearly free flights and hotels, you’ll be enjoying your Hawaiian vacation for far less than you might have imagined.

*The information for the Citi Premier® Card, Wyndham Rewards Earner® Business Card, Wyndham Rewards Earner® Card and Wyndham Rewards Earner® Plus Card has been collected independently by Blueprint. The card details on this page have not been reviewed or provided by the card issuer.

Blueprint is an independent publisher and comparison service, not an investment advisor. The information provided is for educational purposes only and we encourage you to seek personalized advice from qualified professionals regarding specific financial decisions. Past performance is not indicative of future results.

Blueprint has an advertiser disclosure policy . The opinions, analyses, reviews or recommendations expressed in this article are those of the Blueprint editorial staff alone. Blueprint adheres to strict editorial integrity standards. The information is accurate as of the publish date, but always check the provider’s website for the most current information.

Jason Steele

Jason Steele is a freelance writer specializing in credit cards and award travel. Since 2008, Jason's work has appeared in over 100 outlets and he's been widely quoted in the mainstream media. Jason also produces CardCon, which is The Conference for Credit Card Media.

Ashley Barnett has been writing and editing personal finance articles for the internet since 2008. Before editing for USA TODAY Blueprint, she was the Content Director for an international media company leading the content on their suite of personal finance sites. She lives in Phoenix, AZ where you can find her rereading Harry Potter for the 100th time.

Robin Saks Frankel is a credit cards lead editor at USA TODAY Blueprint. Previously, she was a credit cards and personal finance deputy editor for Forbes Advisor. She has also covered credit cards and related content for other national web publications including NerdWallet, Bankrate and HerMoney. She's been featured as a personal finance expert in outlets including CNBC, Business Insider, CBS Marketplace, NASDAQ's Trade Talks and has appeared on or contributed to The New York Times, Fox News, CBS Radio, ABC Radio, NPR, International Business Times and NBC, ABC and CBS TV affiliates nationwide. She holds an M.S. in Business and Economics Journalism from Boston University. Follow her on Twitter at @robinsaks.

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Benefits of Vacationing

4 Reasons To Treat The Mom In Your Life To A Vacation

Better than a “Best Mom” mug

A woman practices yoga in a field in Sedona, Arizona, with red mountains in the background

Vacations are key to self-care . For busy mothers, taking momcations  provides the ultimate refresh and reset . However, with an ever-growing to-do list, it can be challenging for Mom to take a break — let alone plan a solo vacation .

A woman with a drink at a beachside cabana at La Pacifica Los Cabos, a Hilton Club in Mexico

Here’s where you come in.

Show the mom in your life some love — whether she’s a wife, aunt, grandma, step-mom, mother-in-law, maternal figure or another loved one with kids of her own — and treat her to a well-deserved vacation. Can you imagine a better way to celebrate Mom?

Here are four reasons to gift the mom in your life with a trip (and take care of the planning ).

1. Give Her Space To Relax And Unwind

The phrase “ Parenthood is a marathon, not a sprint ” aptly describes the experience of rearing children for many moms. According to a 2023 survey from the Pew Research Center , 41% of parents report parenthood as tiring. However, eight in ten parents say it’s also rewarding and enjoyable — which makes sense. A lot of effort goes into raising children to become conscientious, successful adults.

That’s why Mom needs to take care of herself during the marathon of motherhood. Her well-being is just as important as her children in the long term — and vacations are a great source of rejuvenation. Taking time off from the daily grind can benefit physical and mental health . Plus, it’s easy to add de-stressing to an itinerary, whether a trip to the spa for some pampering or even catching up on much-needed sleep .

A group of friends hanging out in a Suite at The Quin, a Hilton Club in New York City

2. Reaffirm Your Support

While solo time can be relaxing for Mom, vacations can also be a time for her support system to band together and show her that you care.

Maybe this looks like a girls’ weekend getaway or a retreat with other moms — trying something new , exploring fantastic locations  or just reconnecting . A weekend off can help remind Mom that you’re there to support her.

You could even treat the entire family to a vacation and watch the kids for a day while Mom takes time for herself. Thankfully, Hilton Grand Vacations has plenty of properties in family-friendly destinations  that will make it easy to keep kids out of Mom’s hair.

3. Celebrate Milestones

Childhood is full of milestones, from first words to graduation ceremonies. But don’t forget to celebrate Mom’s milestones, too — including birthdays, anniversaries and the first time she successfully gets everyone to school on time.

A couple hikes while holding hands in a forest in South Lake Tahoe in California

Or maybe a getaway is a chance to mark family milestones with loved ones, such as family reunions, baby showers or empty-nester holidays. Whatever the occasion, a vacation helps Mom commemorate key moments.

Just be sure to snap a few pictures of her during the trip if she’s usually the one behind the camera. She’ll appreciate looking back on cute candid photos.

4. Rediscover Mom’s Passions

Often, Mom’s interests take a back seat to soccer practice and dance rehearsals. Customize a vacation where Mom can enjoy her hobbies at her own pace.

Plan your vacation around her interests and bucket list, whether hopping on a cruise , visiting her favorite literary-inspired destination , joining a culinary adventure , taking a photography tour  or trying out experiential travel .

Read “ 5 Great Getaway Ideas To Celebrate Mothers — Any Day Of The Year ” for more inspiration on how to treat the mother in your life and make her feel loved.

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The Vacationeer is a collective of Hilton Grand Vacations storytellers  whose goal is to inspire travelers to go further. We're always on the lookout for new destinations to explore, useful travel tips, and unique ideas to help you plan the most memorable vacations possible.

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  • Per Diem Lookup

Frequently asked questions, per diem

What is per diem?

How do I find the per diem rate for (city/county, state)?

What is the difference between non-standard areas (NSA) and standard CONUS locations?

How are the CONUS per diem rates set for NSAs?

How does GSA set boundary lines for where per diem rates apply?

How can a CONUS non-standard area (NSA) receive a special review?

How can I request the establishment of a new NSA?

What if a city is not listed on the CONUS Per Diem website?

Can hotels refuse to honor the per diem rate to federal government employees and federal government contractors?

Is the hotel’s GOV rate the same as the federal per diem rate?

Are lodging taxes included in the CONUS per diem rate?

Are taxes and gratuity (tips) included in the Meals and Incidental (M&IE) expense rate?

What is considered an incidental expense?

How often is a study conducted on the M&IE expense rates?

What is the M&IE reimbursement rate during the first and last travel day?

Can I combine the lodging and M&IE per diem rates ("mix and match") in order to get a nicer hotel room or spend more on meals?

Do I need to provide receipts?

What do I do if there are no hotels available at per diem?

Do I receive a meal reimbursement for day travel away from my regular duty station?

How much per diem can I pay a contractor?

How much can a trucker deduct for meals per day?

Per diem is an allowance for lodging, meals, and incidental expenses. The U.S. General Services Administration (GSA) establishes the per diem reimbursement rates that federal agencies use to reimburse their employees for subsistence expenses incurred while on official travel within the continental U.S. (CONUS), which includes the 48 contiguous states and the District of Columbia. The U.S. Department of Defense (DOD) establishes rates for travel in non-foreign areas outside of CONUS, which includes Alaska, Hawaii, and U.S. territories and possessions. The U.S. Department of State establishes rates for travel in foreign areas. For more information on rates established by DOD and the State Department visit travel.dod.mil and aoprals.state.gov .

Please visit www.gsa.gov/perdiem  to find the rates. Click on a state on the map to view that state's rates or enter the location in the search box. Even though some cities are listed for your lookup convenience, not all cities can or will be listed. To look up the county a destination is located in, visit the Census Geocoder . If neither the city nor county you are looking for is listed on the GSA per diem rate page, then the standard CONUS rate applies.

Non-standard areas (NSAs) are frequently traveled by the federal community and are reviewed on an annual basis. Standard CONUS locations are less frequently traveled by the federal community and are not specifically listed on our website.

Per diem rates are set based upon contractor-provided average daily rate (ADR) data of local lodging properties. The properties must be fire-safe and have a FEMA ID number. The ADR is a travel industry metric that divides room sales rental revenue by the number of rooms sold. All rates are evaluated to ensure that they are fair and equitable in the GSA and Office of Management and Budget approval process. For more detailed information, visit the Factors Influencing Lodging Rates page.

5 U.S.C § 5702 gives the Administrator of the U.S. General Services Administration (GSA) the authority to establish the system of reimbursing Federal employees for the subsistence expenses (lodging, meals, and incidentals) of official travel. The law governs how GSA sets rates today, and allows the GSA Administrator to establish locality-based allowances for these expenses with a reporting requirement back to Congress. The law was established to protect Federal employees by fairly reimbursing them for travel expenses. In addition, if a Federal employee cannot find a room within the established per diem rates, the travel policy allows the agency to reimburse the actual hotel charges up to 300 percent of the established per diem rates.

The per diem program has several standards that it follows in its systematic structured per diem methodology. The first level is having a "standard rate" that applies to approximately 85 percent of counties in the continental United States.

It is GSA's policy that, if and when a Federal agency, on behalf of its employees, requests that the standard rate is not adequate in a specific area to cover costs of travel as intended by the law, GSA will study the locality to determine whether the locality under study should become a "non-standard area." If the study recommends a change, a change will be implemented as deemed appropriate. GSA has implemented a process to review and update both the standard and non-standard areas annually.

The standard "boundary line" for where non-standard areas apply is generally one county. This is the case for approximately 85 percent of the non-standard rates that GSA sets. However, in some cases, agencies have requested that the rate apply to an area larger than one county, such as a metropolitan area. In a very small number of cases, an agency can and has requested that a rate apply to just a city and not the entire county. In some rural areas, a rate sometimes applies to more than one county due to lack of an adequate data sample to set a rate otherwise.

GSA uses the Federal Information Processing Series (FIPS) code standard for its apply areas. While GSA often uses ZIP codes to select hotel data samples, the apply area is coded by a FIPS code, unless a Federal agency only wants the rate to apply to certain ZIP codes. These codes are managed by the American National Standards Institute (ANSI) to ensure uniform identification of geographic entities through all federal government agencies.

In order for GSA to conduct a "special" review of a non-standard area (NSA) during the current fiscal year, a Federal Agency Travel Manager or an equivalent individual in grade or title must submit a signed letter on agency letterhead or stationery stating that the present per diem rate is inadequate. The request should contain the following information:

  • The geographical areas you want us to study, especially ZIP codes.
  • The property names (including addresses, ZIP codes, and rates) where your federal travelers stay while on temporary duty travel and those properties (including addresses, ZIP codes, and rates) that will not honor the federal lodging per diem rate.
  • The number of times actual expenses were used and/or federal travelers had to use another lodging facility to stay within the maximum allowable lodging per diem rate, which resulted in additional transportation expenses (rental car, taxi) being incurred.

All valid requests postmarked no later than 12/31 will be eligible for this review. All valid requests received after 12/31, but before 4/1 will be evaluated during the following fiscal year's annual review cycle. After all the requirements are submitted, GSA will obtain updated data from our contractor to determine whether a per diem rate should be increased, decreased or remain unchanged. We will conduct no more than one "special" review for a particular NSA annually.

Letters should be sent to: General Services Administration, Office of Government-wide Policy, 1800 F St. NW., Washington, DC 20405. For more direct service, please also scan and email your request (a signed letter on agency letterhead must be attached) to [email protected] .

The procedure and the request deadline are the same as FAQ #6. However, requests received after 3/31 will not be included in the following fiscal year's annual review cycle because the annual review will have already begun.

If a city is not listed, check to ensure that the county within which it is located is also not listed. Visit the Census Geocoder to determine the county a destination is located in. If the city is not listed, but the county is, then the per diem rate is the rate for that entire county. If the city and the county are not listed, then that area receives the standard CONUS location rate.

Hotels are not required to honor the federal per diem rates. It is each property’s business decision whether or not to offer the rate. Hotels also may or may not choose to extend the rate to other individuals, such as government contractors.

Hotels sometimes offer a "GOV" rate, which might be different than the federal per diem rate. If it is higher, you need to receive approval for actual expense prior to travel in order to receive full reimbursement. It is the traveler’s responsibility to know the federal per diem reimbursement rates, and should not assume a GOV rate is the same as the federal per diem rate. See the FTR Chapter 301, Subpart D-Actual Expense and follow your agency's guidelines.

Lodging taxes are not included in the CONUS per diem rate. The Federal Travel Regulation 301-11.27 states that in CONUS, lodging taxes paid by the federal traveler are reimbursable as a miscellaneous travel expense limited to the taxes on reimbursable lodging costs. For foreign areas, lodging taxes have not been removed from the foreign per diem rates established by the Department of State. Separate claims for lodging taxes incurred in foreign areas not allowed. Some states and local governments may exempt federal travelers from the payment of taxes. For more information regarding tax exempt status, travelers should visit the State Tax Forms page.

Yes, the meals and incidental expense (M&IE) rate does include taxes and tips in the rate, so travelers will not be reimbursed separately for those items.

The Federal Travel Regulation Chapter 300, Part 300-3 , under Per Diem Allowance, describes incidental expenses as: Fees and tips given to porters, baggage carriers, hotel staff, and staff on ships.

An M&IE study has traditionally been conducted every three to five years. Based upon the recommendations of the Governmentwide Travel Advisory Committee, GSA began reviewing rates every three years starting with rates for FY 2016.

On the first and last travel day, Federal employees are only eligible for 75 percent of the total M&IE rate for their temporary duty travel location (not the official duty station location). For your convenience, the M&IE breakdown page has a table showing the calculated amount for the "First and Last Day of Travel."

For federal employees, the Federal Travel Regulation (FTR) does not make a provision for "mixing and matching" reimbursement rates. The lodging per diem rates are a maximum amount; the traveler only receives actual lodging costs up to that maximum rate. Therefore, there is no "extra" lodging per diem to add to the M&IE rate. Likewise, the M&IE per diem cannot be given up or transferred to lodging costs. See FTR 301-11.100 and 301-11.101 for more information.

For any official temporary travel destination, you must provide a receipt to substantiate your claimed travel expenses for lodging and receipts for any authorized expenses incurred costing over $75, or a reason acceptable to your agency explaining why you are unable to provide the necessary receipt (see Federal Travel Regulation 301-11.25 ).

You may ask your agency to authorize the actual expense allowance provision. The Federal Travel Regulation (FTR) 301-11.300 through 306 notes that if lodging is not available at your temporary duty location, your agency may authorize or approve the maximum per diem rate of up to 300% of per diem for the location where lodging is obtained. You should also ensure you have checked www.fedrooms.com to confirm there are no rooms available at per diem in the area where you need to travel.

According to the Federal Travel Regulation (FTR), travelers are entitled to 75% of the prescribed meals and incidental expenses for one day travel away from your official station if it is longer than 12 hours. Please see FTR 301-11.101 .

GSA establishes per diem rates and related policies for federal travelers on official travel only, and cannot address specific inquiries concerning the payment of contractors. If the contractor is on a federal contract, check with the contracting officer to see what is stated in their contract. Contractors should also check the travel regulations of their company.

GSA establishes per diem rates, along with its policies for federal employees on official travel only. Truck-related questions should be addressed either to the Department of Transportation ( www.dot.gov ) or the Internal Revenue Service ( www.irs.gov ).

PER DIEM LOOK-UP

1 choose a location.

Error, The Per Diem API is not responding. Please try again later.

No results could be found for the location you've entered.

Rates for Alaska, Hawaii, U.S. Territories and Possessions are set by the Department of Defense .

Rates for foreign countries are set by the State Department .

2 Choose a date

Rates are available between 10/1/2021 and 09/30/2024.

The End Date of your trip can not occur before the Start Date.

Traveler reimbursement is based on the location of the work activities and not the accommodations, unless lodging is not available at the work activity, then the agency may authorize the rate where lodging is obtained.

Unless otherwise specified, the per diem locality is defined as "all locations within, or entirely surrounded by, the corporate limits of the key city, including independent entities located within those boundaries."

Per diem localities with county definitions shall include "all locations within, or entirely surrounded by, the corporate limits of the key city as well as the boundaries of the listed counties, including independent entities located within the boundaries of the key city and the listed counties (unless otherwise listed separately)."

When a military installation or Government - related facility(whether or not specifically named) is located partially within more than one city or county boundary, the applicable per diem rate for the entire installation or facility is the higher of the rates which apply to the cities and / or counties, even though part(s) of such activities may be located outside the defined per diem locality.

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