9 Vacation Rentals That Will Make You Want to Book a Flight to Hawaii

Whether you're looking for adventure, culture, or R&R, Hawaii has plenty to offer the modern traveler.

The beaches, rainforests, and mountains of Hawaii make it the perfect travel destination for enjoying the surf, zip-lining over valleys, or just tanning on warm sand. But first, you need to find a tropical retreat as your home base. Dark hardwood floors, rattan furniture, breezy lanais, indoor plants, and botanical-print fabrics are common themes in many Hawaiian homes. 

To start your search, here are nine vacation rentals that will get you in sync with island life in no time!   

1. Plantation House in Maui

Average price: from $499 per night 

Built in the style of early 20th-century Hawaiian plantation estates, this five-bedroom house sits on more than two acres of lush forests and botanicals gardens in Maui, and has cheery, tropical-style interiors inspired by its surroundings. | Book Now 

9 Vacation Rentals That Will Make You Want to Book a Flight to Hawaii - Photo 1 of 9 -

2. Fern Forest Tree House 

Average price: $200 per night 

Tucked away in Fern Forest in the district of Puna, this eco-friendly bamboo tree house sits on top of 15-inch stilts, which raise the cozy bedroom to the level of the jungle canopy. Underneath the bedroom is a hanging bed where guests can nap in the afternoon while enjoying the sounds of the forest. | Book Now 

9 Vacation Rentals That Will Make You Want to Book a Flight to Hawaii - Photo 2 of 9 -

3. House With a Wraparound Porch 

Average price: $105 per night 

This striking, circular-shaped holiday home in Keaau is near the beach, and can sleep up to four guests in two bedrooms. There is a hammock, a barbecue, and a hot tub and outdoor dining area on the porch that wraps around the interior. | Book Now 

9 Vacation Rentals That Will Make You Want to Book a Flight to Hawaii - Photo 3 of 9 -

4. Beach House in Oahu

Average price: from $1,100 per night 

This modern, minimalist, two-story home along the shores of Oahu was built with Ipe wood, industrial steel and glass, and has an open-plan living, dining, and kitchen area that opens up completely on one side for easy beach access. | Book Now

9 Vacation Rentals That Will Make You Want to Book a Flight to Hawaii - Photo 4 of 9 -

5. Two-Story House Near Poipu Beach 

Average price: $350 per night 

Located on the sunny southern coast of Kauai, this two-story home has a stylish black granite bathroom, and a master bedroom with its own lanai that looks out to 180-degree views of the ocean. | Book Now

9 Vacation Rentals That Will Make You Want to Book a Flight to Hawaii - Photo 5 of 9 -

6. Former Home of McCormick Heiress

Average price: from $335 per night 

Built in 1962 by architect Kendrick Bangs Kellogg for the McCormick Spice family, this holiday home in Kona consist of multiple, telescope-like structures arranged in a circular layout. | Book Now 

9 Vacation Rentals That Will Make You Want to Book a Flight to Hawaii - Photo 6 of 9 -

7. Tiny Home Near a Volcano

Average price: $109 per night 

Just minutes away from Volcanoes National Park, this 240-square-foot house has a skylight above the living and bathing areas, and a lanai with a gas grill and wood burning fireplace for couples or solo adventurers who want to enjoy meals outdoors and surrounded by nature. | Book Now

9 Vacation Rentals That Will Make You Want to Book a Flight to Hawaii - Photo 7 of 9 -


8. Solar-Powered Surf Shack

Average price: $400 per night 

This two-bedroom, eco-friendly home with five beds is located directly in front of one of the world’s best surf reef breaks. Able to accommodate up to seven guests, the house is 100-percent solar powered with interiors made out of coconut and bamboo. | Book Now

9 Vacation Rentals That Will Make You Want to Book a Flight to Hawaii - Photo 8 of 9 -

 9. Mount Hualalai Cottage

Average price: $158 per night 

Surrounded by native pine and ohia trees, this elegantly furnished, 720-square-foot cottage on Mount Hualalai in North Kona has hardwood floors, wood beam ceilings, a kitchen of granite and mahogany, a large slate shower, and a spacious lanai that encourages guests to enjoy the fresh air outdoors. | Book Now 

9 Vacation Rentals That Will Make You Want to Book a Flight to Hawaii - Photo 9 of 9 -
Michele Koh Morollo
Dwell Contributor
Michele Koh Morollo is a journalist who has been writing about design, lifestyle and travel for the last twenty years.

Published

Get the Dwell Travel Newsletter

Start exploring far-flung design destinations, the newest boutique hotels, and well-designed bars and restaurants perfect for the modern jetsetter.