
Hawaii is a bucket list destination, so you need to visit these paradise islands at least once! From rainforest tree houses to incredible oceanfront properties, I’ve found the dreamiest Airbnbs on the islands of Maui, Kauai, Oahu, and Big Island.
Pro Tip: Hawaii is a year-round destination. The closest thing Hawaii sees to an off-season is February. You’ll have some of the lowest prices and crowd numbers during this month because it’s after the holidays and before spring breaks.
Hawaii is also one of the Best Destinations To Visit In February because it’s the peak season for humpback whale-watching, so you’ll have lots of opportunities to see these impressive gals.
So here are the top Airbnbs in Hawaii for your dream trip!

Romantic Cottage
Hanalei, Kauai
2 guests 1 bedroom 2 beds 1 bath
This cottage is perched on a bluff overlooking the Wainiha River on an acre of lush gardens. You’ll have stunning views of the entire river valley. The private pool, hot tub, and patios take this property over-the-top, and the home is just two miles from some of the most beautiful beaches in the world.

Surf House
Haleiwa, Oahu
3 guests 1 bedroom 1 bed 1.5 baths
If you want to walk out your door onto the beach and fall asleep listening to the waves, then this oceanfront house is for you. From your private yard, you’ll have stunning views from North Shore’s famed Pipeline all the way to Sunset Beach’s West Peak.

Luxury Villa
Kailua, Oahu
12 guests 6 bedrooms 7 beds 8 baths
Presidents and celebrities have stayed in this mansion! The villa has a Japanese-style garden and a lagoon pool with waterfalls, lava rocks, and beautiful rain-forest foliage. You’ll also have a jacuzzi, BBQ, gourmet kitchen, two living rooms, and lots of indoor and outdoor dining.

Bamboo Temple
Haiku/Huelo, Maui
2 guests 1 bedroom 1 bed 1 bath
Immerse yourself in the natural beauty of Maui at this jungle bamboo home. The house is built in the shape of a nautilus with sweeping views of the Hana coast and the sea. There’s an outdoor shower, a four-poster bamboo bed, a kitchen, a bathroom, and nearby hiking trails lead to waterfalls and lagoons.

Duke’s Cottage B&B
Makawao, Maui
2 guests 1 bedroom 1 bed 1 private bath
This boutique bed and breakfast has a vintage Hawaiian theme with a modern twist. Your private room has a bathroom, kitchenette, and a patio. You’ll be able to enjoy the property’s pool, jacuzzi, fire pit, hammock, and outdoor seating areas, and the breakfast here is the perfect way to start your day.

Tropical Retreat on a Mango Farm
Captain Cook, Big Island
2 guests 1 bedroom 1 bed 1 bath
This modern-meets-Indonesian style home is perfect for reconnecting with nature. The downstairs living area is open-air and connects seamlessly with the outdoor living spaces. You’ll have a hard time leaving the hammock and mango fields on this property!

Tiny House on a Lava Field
Pāhoa, Big Island
4 guests 2 bedrooms 3 beds 1 bath
If you’re looking for a truly unique and off-the-grid Airbnb, then this home is for you. You’ll be at the foot of one of the world’s most active volcanos, and you can see Pele’s Orange glow from this property!

Glass House
Volcano, Big Island
2 guests 1 bedroom 1 bed 1 bath
This home is in the rainforest on the slopes of Kilauea volcano, right outside Hawaii Volcanoes National Park. You’ll be at an elevation of 3,750 feet, so you’ll want layers for the evenings and mornings. The house comes with a patio, parking, and a workspace. You’ll return to nature with the collected rainwater shower and the glass walls and ceilings.

Shop My Hawaii Essentials

What are your favorite Airbnbs in Hawaii? Share with us in the comments!

For Planning The Rest Of Your U.S. Trip

This article about the best Airbnbs in Hawaii is not a sponsored post, and the thoughts and opinions expressed in this post are entirely my own. Some of the links in this post about the best Airbnbs in Hawaii are affiliate links, and, at no cost to you, I may earn a small commission.