Vaccinations are making their way across the United States and there is a reassuring cloud of hope above them. Perhaps you are starting to seriously consider this dream vacation. Hey, we don’t blame you. Hawaii is always in your head! Something so magical flows through these islands. Maybe it’s premature, but the coolest Airbnbs in Hawaii are in full swing. Don’t judge our travel itch!
If you’re planning a (much-needed) Hawaiian getaway, you may already know which island to explore. Or is it maybe some kind of island hopping trip? Either way, we recommend immersing yourself in all of the wonders, magnificent views, and lush tropical forests that these islands have to offer.
From tree houses to mango farms to (of course) oceanfront properties, we’ve rounded up the coolest Airbnbs for the majestic Hawaiian islands. We will organize our excitement by islands:
Coolest Airbnb rental on the Big Island
1. Big Island Bamboo Tree House
from $ 240 / night
The quiet, secluded, unique and cozy bamboo tree house on the Big Island is just minutes from Volcanoes National Park. Nice properties, inside and out. Test the life in the tree house and the beauty of the bamboo, but with lots of extras. This is the only true bamboo tree house on the islands – few places can match for both structural beauty and porch views.
2. Tropical Garden Retreat on an organic mango farm
from $ 131 / night
Soak up the sun and relax in the abundant outdoor living area that blends seamlessly with the interior of this stunning ground floor retreat. The house is built with architectural cedar poles and the living space is outdoors so you can enjoy the natural world around you. Both the bedroom and the kitchen are closed. The room is decorated in an exotic, modern Indonesian style!
3. Romantic Bali oceanfront home with hot tub on Kehena Beach
from $ 209 / night
Wake up to amazing sunrises in this oceanfront home imported from Bali and rebuilt in Hawaii. Just 150 feet from the black sand beach, where spinner dolphins and humpback whales live in winter. This home contains authentic artwork and furniture imported from Bali. It is close to the volcano, waterfalls, shopping and restaurants.
4. Magical bohemian retreat near Kealakekua Bay
from $ 181 / night
Nature lover! Wake up at eye level with the canopy in a loft bedroom with floor to ceiling windows and bohemian furniture. Nestled between mango trees and rich in natural light, this tropical hideaway offers an incomparable open-air environment with a variety of decorations.
5. Puna Rainforest Retreat Hot Spring Rainbow Cottage
from $ 122 / night
Rainbow Cottage overlooks 20 acres of land surrounded by the rainforest in the Puna Forest Reserve, 4 miles from Pahoa. Enjoy active steam vents with pure water vapor, warm floors, and experimental hot tubs over steam vents. With no visible neighbors, the property is secluded and peaceful with citrus fruits, bananas, orchards, avocados, palm trees, and lots of flowers.
6. Aolani House Resort-style house with infinity pool
From $ 1,789 / night
This resort-style home was recently rated # 1 on Conde Nast Traveler: “The Best Airbnbs in Hawaii.” At that moment, you can relax as soon as you step through the door and enjoy a wide 180 degree sea view. Built by the same builders as the Four Seasons on the Big Islandt, this place is right behind 5 acres of Kona Coffee + MacNut farms for the ultimate in privacy. The private + heated salt water infinity pool and spa are the ideal place to watch the sunset.
7. Aloha nature lover
from $ 80 / night
Aloha nature lover! Located between Waipio Valley + Volcano National Park, this place is convenient and very private. One can spend days hunting the many private waterfalls and exploring this property. Enjoy every breath of pure sweet air. The little cabin has a great view of the sea to see the ships sailing on + clouds along the coast. The nights are wonderful when you just sit around the campfire, look at the stars and tell stories.
8. Amazing family house (tiny) on the volcanic lava field
from $ 185 / night
Wake up amazed! Enjoy otherworldly views of the volcanic landscape from this unique, off-grid tiny house at the foot of the world’s most active volcano. Two individual pods are bridged by a central porch, creating an airy area for sitting, dining, and planning family adventures that they will never forget.
9. Kūono at the volcano
from $ 350 / night
Embark on an adventure and return to a retreat of calm and relaxation just five minutes from Volcano National Park. Open the red entrance door to Kūono at the volcano and find floor-to-ceiling windows that connect you to nature. Nestled in a forest of beautiful ohia trees, immerse yourself in natural beauty both inside and out.
10. Dreamy tropical tree house
from $ 300 / night
Clearly one of the coolest Airbnbs in Hawaii: Red ash leads you through the dense jungle to your secluded bamboo tree house! Nestled on stilts 15 ‘up in the canopy of local flora, ascend the trapdoor to your retreat or begin your adventure in Volcano National Park 10 miles away.
Best Airbnb Rentals in Oahu
11. North Shore Surf House
from $ 500 / night
Wake up to the waves in this oceanfront beach house. From your private garden you have breathtaking views from the famous North Shore Pipeline to Sunset Beach. The master bedroom with sea views is equipped with a walk-in closet, personal surfboard stand and an attached bathroom with double sinks.
12. Welcome to Maluhia – Ocean Front Serenity Home
from $ 285 / night
Welcome to the beautiful house in Kaneohe Bay. The house is right on the bay, where you can see sea turtles and other marine life every day. Included in the price is a kayak for two that you can paddle to the nearby sandbar. Serenity now!
13. Ground floor villa on Ko Olina beach
from $ 603 / night
This unique and sought after, 2 bedroom, 2 bathroom, oceanfront apartment has ocean, sunset, and mountain views. Walk to the beach, pool and beach bar in minutes from Ko Olina Beach Villa in Hale Kuapapa (House of Tranquility)!
14. Waimea Bay North Shore Ocean Front
from $ 529 / night
This lovely home on Waimea Point is centrally located in the heart of the North Shore, within walking distance of prime white sand beaches. The spectacular views of the Pacific and Waimea Bay make this home an unforgettable place to spend your dream Hawaiian vacation.
Maui Airbnb Rentals
15. Your own private resort with breathtaking ocean views
from USD 1,050 / night
This home has open living spaces that reflect the spectacular views around it! Soak in the hot tub, curl up by the outdoor fire pit, or relax with a good movie in front of the 75-inch television. Step into the master bedroom’s luxurious slate shower or large Cleopatra tub and wash off your worries. Yes!
With the Covid-19 restrictions towards being lifted, maybe you think about saying “I do” on one of those magical islands ?! This mindful wedding in Maui combines Hawaiian culture and sustainability. So much wedding inspection!
16. North Shore Lookout Maui
from $ 411 / night
The North Shore Lookout Maui is a boutique bed and breakfast set on 9 acres in Upcountry, Maui. With ocean views of the North Shore coast and the mountains of West Maui, the serene setting is ideal for those seeking a unique experience. One of the coolest Airbnb rentals in Hawaii, especially because of this pool! Impressive.
17. Adorable garden gingerbread house
from $ 195 / night
Romantic hideout alarm! This property has the lush beauty and privacy of Hana without the drive! Only 15-20 minutes to the airport, 10 minutes to the beaches, 2 minutes to restaurants and shops … on a private, enclosed property with an organic kindergarten.
18. Bamboo temple with a dreamy view
from $ 376 / night
Possibly the coolest Airbnbs in Hawaii just for the view! Experience comfort and privacy with sunrise views every morning, ocean views all day, and stars all night. The bamboo temple is a romantic and breathtaking refuge of what dreams are made of.
Best Airbnb Rentals in Kauai
19. Stunning Hanalei Bay + ocean views with private pool
from $ 750 / night
Discover the Hanalei Bluff House in Princeville overlooking beautiful Hanalei Bay. This newly renovated, stunning, open plan home with private secluded pool offers the best of modern tropical living. Hanalei Bay, the sea, the river, the mountains, the waterfall, the lush valley and the prime sunset can be enjoyed throughout the house and from multiple lanais!
20. The Nene nest
from $ 235 / night
The Nene Nest in Kauai is a classic sugar plantation style cottage on the always sunny west side of Kauai. Just 152 steps from the ocean, it has a real Hawaiian feeling. The hope is that you enjoy every part of your stay. Enjoy a morning coffee on the updated lanai with a book in hand or relax on the beach surrounded by sunshine and ocean breezes on the beautiful garden island.
21. Nico Hale
from $ 261 / night
Secluded jungle home on the north coast of Kauai. The home is a short drive to local beaches and walks on the north shore of Kauai near Wainiha. The house is surrounded by lush tropical jungle and fruit trees, making it one of the coolest Airbnbs in Hawaii!
22. The surf shack with a breathtaking sea view
from $ 279 / night
The most incredible location with panoramic sea views! Nestled in a vantage point with amazing sea views, breathtaking sunsets and the famous Bali Hai, you will never want to leave this beautifully designed 2 bedroom, 2 bathroom boho style apartment. It’s everything you need and want for the most relaxing stay of your island vacation. Steps away from food, drinks, the pool and the beach. Whale watching from the Lana’i in winter or snorkeling through a beautiful hidden beach in summer.
If you’re thinking of Hawaii and you’re not sure which island to find, you can find our Oahu travel guide here, the Lanai travel guide here, Maui for the adventurous couple here, the Andaz Resort on Maui here, and the Big Island here.
Jen + Jason ventured into magical Kauai in 2019 and recorded everything about it!
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All photos belong to their respective Airbnb owners and are obtained through Airbnb.