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, 190 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, 607 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, 230 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!

Superhost

Guesthouse in Naalehu

4.84 out of 5 average rating, 286 reviews

The Ohana

Find your peaceful retreat by staying in a traditional Hawaiian style home, an Ohana. Get the full experience of what real Island lifestyle is in your stay in Na'alehu, world renowned as "The Southern Most Town" in Hawai'i and the USA! A perfect midpoint between Kona and Hilo maximizing your adventure choices and making the most out of tour time. Guaranteed treasured memories. NOW OPEN Self-Serving shop conveniently located just a few steps from your stay. Rentable surf board and beach gear.

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, 212 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, 144 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, 701 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

Superhost

Guesthouse in Kapaau

4.82 out of 5 average rating, 198 reviews

Guesthouse in Kapaau

Make your stay comfortable at this quiet guesthouse in North Kohala. Affordable with no cleaning fee! The property is nestled up against Kamehameha park and there's access right from the front yard, just ask and I can show you where to go. It is walking distance to downtown Kapaau where you can find local eateries and you are only a 10 minute drive from Pololu valley. The studio has a stocked kitchenette for cooking. The bathroom is stocked with all soaps/shampoos as well.

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, 108 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.