Guesthouse vacation rentals in Hawaiian Islands

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Hawaiian Islands

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Kula

4.98 out of 5 average rating, 191 reviews

Upcountry Alpaca, Llama, and Rabbit working farm

Experience Maui's first working fiber farm, home to Alpacas, Llamas, and Angora rabbits. Sitting at 3300 ft above sea level, Cottontail Farm enjoys perfect weather days and crisp, cool nights. The cooler temperatures are perfect for our wool producing animals that graze just outside your cottage in the back yard. Our alpacas and llamas are quiet observers but also provide plenty of entertainment of their own. Our group of Angora rabbits can be seen out the window hopping around their enclosures.

Guest favorite

Guesthouse in Mountain View

4.97 out of 5 average rating, 609 reviews

Hawaii Volcano Coffee Cottage

We at Hawaii Volcano Coffee Company welcome you to stay at our beautiful studio cottage overlooking one of our many organic coffee orchards. We are located between two of the Big Islands most iconic areas; Hawaii Volcano National Park and Hilo's beaches, approximately both a 20-minute drive from the studio. Our road to cottage can be rough,it is old blacktop that need to be replaced. We are asking county for help but no response.Road be adventurous , but cottage is worth it. E Komo Mai (Welcome)

Guest favorite

Guesthouse in Honokaa

4.97 out of 5 average rating, 231 reviews

Romantic waterfall cabin in the rain forest

Your own private log cabin and waterfall! Listen to the rushing stream as it cascades over your own private 50 foot high waterfall in your own private cabin. For the writer. For the dreamer. For the romantic getaway. Be inspired, transported and immersed into our Hamakua Coast rain forest oasis. Located next to the Waipio Lookout, our rain forest property is the perfect place to recharge and rejuvenate. We’re a ten minute drive to Historical Honoka’a Town. Our "Banana Belt" climate is perfect!

Guest favorite

Guesthouse in Kihei

5 out of 5 average rating, 224 reviews

Standalone Guesthse 180° View Private Hot Tub

PRIVATE LUXE w100% 5-star reviews! 500ft above sea level on Haleakala above Wailea. 1-BR, 1.5 bath SkyGuesthouse w unparalleled 180+ocean views+islands beyond. You+your beloved in our luxurious space, stargazing, hot-tubbing, sunset watching. Romantic+sensual. L/T rental -Standalone home 704 sq ft -Private hot tub+outdoor cabana drapery -300 sq ft deck w/dining+seating -Private entrance -180-degree ocean views -Large gourmet kitchen/living room -Bedroom, king bed, en suite full bath -1/2 bath

Guest favorite

Guesthouse in Hakalau

4.97 out of 5 average rating, 214 reviews

Oceanfront Gated Estate Retreat - 1 with Horses

Hale Laule'a - Not a Typical Airbnb •Multi-Million Dollar Gated Oceanfront Estate RETREAT- pool, spa four gardens, and Horses •Central location 12 Miles N of Hilo •Private 560sf apartment - 1 Bedroom, full kitchen, living room with pullout couch, desk, and covered lanai dining •Parking , TV, WIFI, A/C, laundry •Multiple inhouse experiences available to help you recharge and relax •3 night minimum; Week-long programs available •Horses, Dogs, and other animals on property •No Children under 12

Superhost

Guesthouse in Pāhoa

4.88 out of 5 average rating, 479 reviews

Coconut Cottage/Sunrise Cottages Hawaii

Adorable ocean facing cottage has a true Hawaiian rainforest feel. The Coconut Cottage has a king sized bed, high end mattress, en suite bathroom and full kitchenette. 5 minute walk to Kehena beach with its beautiful black sand and stunning views. Hawai'i has many outdoor activities which include amazing nearby snorkeling at Shipman's Bay, miles of the world's newest beaches, Volcanoes National Park, beautiful Akaka & Rainbow Falls, and stunning Waipio Valley, are all within driving distance.

Guest favorite

Guesthouse in Kailua-Kona

4.99 out of 5 average rating, 146 reviews

Romantic Cabin Treehouse in Hawaii Cloud Forest

Stay in a unique cloud forest at a 2500 foot elevation, yet minutes to airport, beaches, restaurants, bars and shops. Extraordinary lodging, perfect for a honeymoon, writers retreat or meditation vacation. Surrounded by native forest, with tree fern and Hawaiian song birds. Afternoon rains end in grand sunsets. Nights are cool for sleeping with windows open. State forest hiking trails are at your doorstep. Great bird watching, including a local flock of cockatoos that visit in the morning!

Guest favorite

Guesthouse in Kailua-Kona

4.97 out of 5 average rating, 703 reviews

Private Kona Oceanview Retreat with parking

Escape to a private oceanview retreat in North Kona! This cozy guesthouse offers breathtaking views from your private deck, surrounded by lush tropical plants. Enjoy your morning coffee while soaking in the serene ocean scenery, and unwind in a tastefully decorated interior with all essentials, a well-equipped kitchen, modern bathroom with a luxurious shower, and convenient laundry facilities. Perfect for couples or solo travelers and easy access to Kona’s attractions! Tax ID W01822068-01

Guest favorite

Guesthouse in Koloa

4.99 out of 5 average rating, 163 reviews

Poipu Tropical Retreat with AC & Pool/Gym Access

Discover beautiful Kauai from this spacious 1 bedroom vacation home, built in 2018, in the heart of sunny Poipu. Located in Poipu Beach Estates, the newest upscale neighborhood bordering the Kiahuna Golf Course, that is just minutes from the best beaches on Kauai, shops and restaurants. Create lifetime memories from this modern retreat with its tropical Asian decor. This is a stand alone house, very private, not an apartment. Enjoy a complimentary Poipu Beach Athletic Club membership.

Guest favorite

Guesthouse in Pāhoa

4.94 out of 5 average rating, 101 reviews

Ocean Front Eco Jungalow at Kualoli Retreats

Immerse yourself in nature, tranquility, and peace at our three-acre eco-retreat, which feels like a blend of a botanical garden and a sanctuary. Stroll through our beautiful gardens, teeming with tropical fruit trees, butterflies, and colorful birds. Drift off to sleep with the soothing sounds of ocean waves and coqui frogs. We are just a 10-minute drive from Kehena Beach and the Pohoiki Hot Springs. Yoga and massage sessions can be scheduled to enhance your relaxation.

Guest favorite

Guesthouse in Pāhoa

5 out of 5 average rating, 109 reviews

Kehena Beach Loft

No cleaning fee! Beautiful space across street from serene black sand beach. One hour from Volcano National Park. Take it easy at this unique and tranquil getaway. Kehena Beach loft is part of an one acre luxury estate. You will have your own private separate corner of property, you wont see another person. We are remote, tranquil, one with nature. A great place to unplug, listen and watch ocean waves come ashore. Near several local markets , black sand beach.

Guest favorite

Guesthouse in Pahoa

4.97 out of 5 average rating, 343 reviews

Private, Clean Jungle Bungalow in Lush Setting

Private, newly built/renovated bungalow on 3 acres in a lush, ancient mango grove and amazing jungle setting. Screened lanai with private yard and relaxing view. Privacy fenced and shaded outdoor concrete patio with table and chairs. Private papaya grove for picking and eating. Though the rental is far from the slow, red cinder road that takes you there, town and stores are accessible via new highway with memorable views through the 2018 Kilauea lava flow.