Your Ultimate Hawaii Travel Guide
I recently had the incredible opportunity to explore Hawaii, and while my trip focused on my luxury and entertainment clients, I couldn’t help but scout everything Hawaii has to offer. And let me tell you, it was an absolute paradise! Whether you’re into wellness, surfing, hiking, or just enjoying the great outdoors, Hawaii is the ultimate travel destination.
As a travel expert, I help couples and individuals create their dream destination weddings and luxury vacations. Hawaii is a top pick for so many reasons. Sure, you can relax on a stunning beach, but Hawaii is also an adventurer’s playground with epic waves and lush landscapes to explore. Plus, it's a fantastic destination for families too!
We’re here to share our top tips on where to stay in Hawaii, what to do once you’re there, and must-try restaurants for your next adventure.
Why Do We Go On These Trips?
Experiencing destinations firsthand lets my team and I confidently recommend the perfect resort and all the components of your dream getaway.
These visits aren’t just about wandering around. Nope! Each visit is a power-packed tour with a key member of each venue or destination’s sales team, who shows us around. This is great for building relationships, which is another reason our clients come to us. They know they can’t VIP themselves. On these site inspections, we do a walkthrough of each hotel including the different room categories, restaurants, and additional amenities like the spa, fitness center, meeting and event spaces.
Each hotel visit takes a few hours, and I often hit up 4-5 properties in a day. It’s not about lounging by the pool with margaritas (though sometimes, I do get to indulge too). Instead, I’m asking the tough questions and making sure we know these places inside out so that everything is top-notch for your trip. This time, I went to Hawaii to experience the beauty firsthand!
Starting Off Strong in Honolulu, Oahu
Hawaii, a land of mesmerizing beauty and endless activities, was the perfect escape for my recent 10-day trip. If you’re visiting Hawaii, I recommend spending at least a week (or longer) to fully immerse yourself in all the wonders this paradise has to offer.
If you’re considering island hopping, I recommend prioritizing two islands and staying for at least seven days. Maui, with its incredible beaches, is a great choice. Lanai and Kauai also offer beautiful experiences, from secluded beaches to natural wonders. If your trip is shorter, focus on exploring one or two of the above islands thoroughly, rather than trying to hit multiple destinations.
To get the trip started, I landed in Honolulu. It was midday, so my first day here was short. Honolulu is one of the biggest cities in Hawaii, and you’ll likely land here for the most affordable and diverse flights. I spent the afternoon strolling and shopping along the busy, touristy streets. Kalakaua Avenue in Waikiki is a must for first-timers. I enjoyed delicious pork belly brussels for dinner and some amazing cocktails before hitting the beach for an evening walk.
Where to Stay in Honolulu
Right in the heart of Waikiki, The Laylow is perfect for a girls’ getaway. It’s close to the shopping district and just a block away from the beach. I walked to Waikiki Beach in just 5 minutes! The hotel has a trendy vibe with loud music and fun activities—definitely Instagram-worthy. The suites are cute with charming wallpaper, and while it’s not overly luxurious, it’s great for a fun and stylish stay.
✨Restaurant Highlight ✨ The Hideout
The food is a highlight—those pork belly brussel sprouts art were divine, and some delicious cocktails you’ll want to try.
What To Do In Honolulu
Go Snorkeling at Hanauma Bay: explore the vibrant marine life in this beautiful, protected bay.
Explore Waikiki Beach: spend a day relaxing on the famous Waikiki Beach, enjoying sun, sand, and surfing. The area is also bustling with shops, restaurants and entertainment.
Hike Diamond Head: this iconic volcanic crater offers a moderate hike with rewarding panoramic views of Honolulu and the Pacific Ocean.
Visit Pearl Harbor and USS Arizona Memorial: for the history buffs out there, explore this historic site to learn about the events of Dec. 7, 1941.
Maui, The Island of Adventure and Relaxation
Next stop: Maui! As soon as I landed, I knew this place would be special. I checked into my gorgeous hotel, did an official site inspection, and hit up the pool before dinner with the team. And of course, we celebrated by popping a bottle of champagne 🍾.
During my time here exploring Maui, Hãna quickly became one of my favorite spots. This place looks like it’s straight out of a fairy tale, with waterfalls and black sand beaches. We had lunch at Hãna Farms, munching on baked goods and homemade pizza, and even stopped at a cacao farm for some delicious handcrafted chocolate.
Maui is an outdoor lover’s paradise. I snorkeled, swam, and had beach adventures galore. The highlight? Swimming with actual sea turtles! For this, you hop on a classic wooden boat—think less yacht, more Hemingway novel. It was pure bliss.
With Hawaii also being a wellness lover's dream, it was easy to kick morning off with yoga and meditation, followed by a healthy breakfast. Picture this: stretching out with a view of the Pacific and breathing in fresh, tropical air. Maui mornings are pure magic!
If you’re not into adrenaline-pumping activities, it’s no problem! Maui has tons of other fun stuff to do. If you’re a creative soul, you have to try an art class at Welzie Studio. I had a blast letting my creative juices flow.
Also, one of the coolest experiences was stargazing with a NASA ambassador, with Star Wars music playing in the background. Imagine looking at the stars while “The Imperial March” plays softly. It was like being in a galaxy far, far away.
Maui is the perfect blend of adventure and relaxation. Whether you’re chasing waterfalls, swimming with turtles, or just soaking up the serene beauty, every moment on this island is a treasure.
Pro-Tip: When in Maui, you have to eat at Mama’s Fish House Restaurant (Paia, Maui). This place is a classic for a reason. Fresh fish, delicious food, great views, and kind hosts. It offers a true cultural Polynesian experience. The staff are so friendly you’ll want to come back again and again. And the shaved ice? To die for!
P.S. Book reservations WELL in advance—it’s super popular!
Where to Stay in Maui
This is the spot where you’ll want to get married, honeymoon, or just indulge in a luxurious stay. Recently renovated, the rooms are stunning with automatic curtains that reveal breathtaking views of the ocean. It’s modern, chic, and totally Instagram-worthy. A true 5-star “OMG we’re in Maui” experience.
This hotel is truly upscale, with gorgeous decor. For a truly unforgettable experience, book one of Andaz Maui’s oceanfront villas, available in two, three, or four-bedroom configurations. Your group can gather on the spacious lawn in front of the villas or in the state-of-the-art kitchen and great room. With 1,800 to over 4,000 square feet of space, you’ll feel like you have your own private paradise.
✨Restaurant Highlight ✨ Morimoto Maui
Sushi from the iconic chef Masaharu Morimoto. The patio is absolutely gorgeous—perfect for a sunset dinner. The sushi here is out of this world.
Perfect for big wedding groups, corporate retreats, and big conferences. The Hyatt Regency offers spacious rooms with balconies overlooking the lush grounds, West Maui Mountains, or the Pacific Ocean. You can also choose a suite with breathtaking views. It’s ideal for both relaxation and business.
✨Restaurant Highlight ✨ Japengo
An award-winning restaurant offering Asian and island-inspired cuisine. The views are stunning, the food is delicious, and the cocktails are top-notch. It’s a feast for both the eyes and the palate.
What To Do In Maui
Road to Hãna: take a scenic drive through lush landscapes, waterfalls, and picturesque beaches.
Sunset at Haleakalā National Park: witness an unforgettable sunset from the summit of this massive volcano.
Whale Watching: from December to April, spot humpback whales migrating through Hawaiian waters.
Hãna Farms for Delicious Baked Goods: indulge in delicious, locally-sourced pizza and baked goods.
Kauai, The Grand Finale
Kauai was the final island on my Hawaiian adventure, and it didn’t disappoint. On my first day, I enjoyed a delicious lunch with colleagues, indulged in a relaxing spa session, and prepared for a day of exploration ahead.
Highlights from Kauai include going out on a boat tour along the stunning Nã Pali Coast, soaking up the ocean’s serenity. The dramatic cliffs and pristine waters felt like something out of a movie.
I also attended an insightful presentation from the Tourism Board, before exploring on my own. With headphones in and an open mind, I wandered around, absorbing the sights and sounds of Kauai. It was the perfect way to end my trip—calm, beautiful, and utterly mesmerizing.
Where To Stay in Kauai
Perfect for families, weddings, and honeymooners. This resort has white sand beaches, luxury beachfront access, and lush gardens. With multiple pools, ocean-view dining, bars, private lanais, and stunning spas, you can even go hot tub hopping! It’s a beautiful and serene spot, perfect for both adventurers and romantics.
For weddings, choose from six stunning event spaces: two gorgeous gardens, a lush lawn with ocean views, a garden near a saltwater lagoon, and a bay front spot. The views are spectacular, and the dining offers a cultural twist that will leave your taste buds dancing. There’s something for everyone here.
What To Do In Kauai
Take a Sail Along the Nã Pali Coast: enjoy stunning cliffs and pristine waters on a boat tour along the Nã Pali Coast.
Visit Anaina Hou Community Park: explore events and activities at this community park in Kauai.
Chocolate Farm Tour & Tasting: visit Lydgate Farms for a delicious tour and tasting of locally-made chocolate.
Visit Hanalei Bay: spend a day at Hanalei Bay, a beautiful beach perfect for swimming, paddleboarding, or simply relaxing.
Things You Should Know and FAQs
You ask, we answer! These are the most frequently asked questions among travelers heading to Hawaii:
❓When Is The Best Time to Travel in Hawaii?
Hawaii is a year-round paradise, but each season offers something special. For fewer crowds and better prices, visit in spring (April to June) or fall (September to November). Summer is great for family vacations, though it’s busier and more expensive. In the winter (December to March), Hawaii is perfect for whale watching and surfing but pack a raincoat too!
❓What’s It Like to Travel to Maui Post 2023 Wildfires?
Many travelers are wondering if it’s okay to visit Maui in 2024 after the wildfires in 2023. The answer is yes! Maui is ready and eager to welcome visitors. Tourism plays a crucial role in the island’s recovery, and your visit can make a significant positive impact on the local economy.
The wildfires affected some areas, but much of Maui remains as beautiful and welcoming as ever. By choosing to visit, you're supporting local businesses and helping the community rebound.
While enjoying Maui’s stunning beaches and vibrant culture, you can also be mindful of ongoing recovery efforts. Stay informed about local guidelines and consider participating in community initiatives if you have the opportunity.
Maui offers a warm spirit and breathtaking scenery, and your presence is appreciated. Come and experience the island’s beauty while making a difference!
❓What Should I Pack For My Trip to Hawaii?
I went in June-July, and because of the heatwave in the USA, Hawaii was almost cooler than Virginia where I live. I could’ve worn a cardigan when I first landed in Honolulu—temps were in the 70s, not too hot or too cold.
Essentials:
Beachwear: swimsuits, sun dresses, shorts, sunhat, sunglasses, a beach book.
Bring a layer for the evenings.
Workout clothes and hiking gear: for those epic trails and wellness activities.
Adventure/athleisure: comfy clothes for exploring.
❓Do I Need a Passport to Go To Hawaii?
Nope! If you’re a US citizen, you only need your ID. You will go through customs, but no passport required.
❓What’s The Tipping Culture Like in Hawaii?
Same as the rest of the USA, 18%-20% is a typical tip. Tip your servers, bartenders, and guides!
❓What Are Some Common Phrases I Should Learn Before I Go To Hawaii?
Learning a few Hawaiian phrases can enhance your travel experience and help you connect with locals. Here are some useful phrases to know:
Aloha: one of the most common words, meaning “hello, goodbye, and love”.
Mahalo: use this to say “thank you.”It’s a great way to show appreciation!
‘Ohana: this word means “family.”
Pau: when something is pau, it is “finished” or “done.”
Makai: meaning “towards the sea,”
Mauka: the opposite of “makai,” meaning “towards the mountains.”
Hale: this word means “home” and is commonly seen in place names and signs.
Hana Hou: This phrase means “do it again!” and is often used to encourage an encore!
❓How Should I Get Around Hawaii? Uber, Taxi, Public Transportation? Boats?
Honolulu: Uber everywhere, super easy to walk around the strip.
Rent a Car: Ideal for exploring more remote areas. Many hotels, like Hyatt, offer transportation services.
Travelling Between the Islands: Hawaiian Airlines is your best friend—daily flights for as low as $69 from Honolulu to Maui.
❓What Tourist Traps Should I Avoid in Hawaii?
Hawaii has its share of touristy spots, but here’s how to navigate them:
Waikiki in Honolulu: This area is the most touristy, with packed beaches, chain restaurants, and regular shops. Do you need to go there? Not necessarily, but if it’s your first time, why not experience it all? Stroll the strip, shop, and enjoy the lively atmosphere.
Chain Restaurants and Shops: They’re everywhere, especially in tourist-heavy spots. Whenever possible, opt for local eateries and unique shops to get a true taste of Hawaii.
Crowded Attractions: Popular spots like Diamond Head and the Falls are famous for a reason, so we still think they’re worth a visit. Just be prepared for crowds and consider visiting during off-peak hours.
Remember, it’s your vacation—balance must-see sights with some off-the-beaten-path adventures to make the most of your trip!
Why You Need to Book Your Trip to Hawaii Now
Hawaii is calling, and you need to answer! The culture here is so vibrant, the scenery is gorgeous, and the energy feels just right. Also, the people here are incredibly welcoming and genuinely enjoy visitors. Just remember to respect the land, culture, and community—leave no trace and cherish the beauty around you.
Since the locals were so amazing, it was really easy to interact with everyone. I had great chats with the bartenders, hotel employees, and locals who mentioned that they love to share their paradise with everyone. It’s simple: go to the beach, enjoy your drink, and clean up after yourself.
In general, Hawaii is a mix of stunning, serene, and breathtaking beauty. It’s perfect for adventurers and romantics alike. When you think about creating unforgettable memories with your family, that’s what travel is all about. The experiences you have here can truly shape your life. So, why wait? Reach out to us and start planning your dream trip to Hawaii now. Whether you’re looking for an adventure of a lifetime or a serene escape, Hawaii has it all. Happy travelling and aloha ✈️🌺.
Courtnie is the founder & CEO of TravelBash. After years as an ambitious fundraiser, she took her passion for travel full-time. She has lived all over the U.S. and abroad and after planning her own destination wedding, she decided to help other couples plan their big day abroad too. She has written “Passport to Paradise: The Complete Destination Wedding Guide,” a top seller on Amazon. She has also been featured in Travel + Leisure, Destination I Do and The Washington Post. As a certified travel advisor, expert event planner and natural connector, she uses her powers to create VIP travel experiences.