Guesthouse vacation rentals in Hawaii

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Hawaii

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

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Guest favorite

Guesthouse in Mountain View

4.97 out of 5 average rating, 651 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

A view from the cabin window reveals a cascading waterfall surrounded by lush greenery. The frames of the window highlight the vibrant flora, with sunlight filtering through the leaves, creating a serene and nature-filled atmosphere.

Guesthouse in Honokaa

4.97 out of 5 average rating, 267 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

A wooden lounge chair is positioned beside a tranquil pool area, surrounded by lush tropical vegetation. The modern estate is visible in the background, featuring large windows and a sloping roof. The scene conveys a relaxed outdoor atmosphere.

Guesthouse in Hakalau

4.93 out of 5 average rating, 220 reviews

Oceanfront Gated Estate Retreat - 2 with Horses

•Solar Suite - World Class Property - Not a Typical Airbnb •Gated Oceanfront Estate RETREAT- pool, four gardens for Yoga/Meditation, Horses •Central location 12 Mi N of Hilo • Private 630sf apartment - 1 Bed, kitchen, living room, pull out couch, desk, luxurious bathroom and ocean front garden. •Parking, TV, WIFI, A/C, laundry •Multiple inhouse experiences- Relax, Recharge •3 night min •Horses, Dogs, and other animals on property •No Children under 12 •Taxes collected separately at arrival

Guest favorite

Guesthouse in Pāhoa

4.91 out of 5 average rating, 489 reviews

Mariner Cottage/Sunrise Cottages Hawaii

Adorable ocean facing cottage has a true Hawaiian rainforest feel. The Mariner 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.

Top guest favorite

A two-story treehouse cabin is surrounded by lush greenery, including large banana leaves and tropical plants. Multiple windows reflect the natural light, and the wooden siding harmonizes with the forest backdrop, creating a seamless connection between the cabin and its environment.

Guesthouse in Kailua-Kona

4.99 out of 5 average rating, 184 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!

Top guest favorite

A private lanai is enclosed by a decorative railing, offering expansive views of the ocean and vibrant tropical plants. Wicker seating is arranged for relaxation, complementing the serene outdoor setting bathed in natural light.

Guesthouse in Kailua-Kona

4.97 out of 5 average rating, 740 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

A kitchenette area features a bamboo wall, providing a natural aesthetic. A window offers views of the surrounding greenery, while a wooden countertop displays a coffee maker, a decorative pineapple, and a floral arrangement, contributing to a welcoming and functional space.

Guesthouse in Keaau

4.96 out of 5 average rating, 248 reviews

Magical Jungle Cabin with Pool

Nestled in a lush guava tree grove, this tropical sanctuary offers the nature sounds of camping with the comforts of a cozy bungalow. Perfect for a couple's getaway, a personal retreat, or a peaceful place to retire to after a full day of exploring. Wake up with an outdoor rainfall shower, soak up the Hawaiian sunshine while you float in the pool, grill locally caught fish in the kitchenette pavilion (hot plate and BBQ), and stargaze some of the darkest night skies. Primary residence.

Superhost

A vibrant sunset casts warm colors over the ocean, framed by tropical trees and lush greenery. The scene includes a pathway leading towards a cozy structure, with the sun gradually disappearing on the horizon.

Guesthouse in Captain Cook

4.89 out of 5 average rating, 231 reviews

Kona Paradise Ohana Studio

Enjoy epic sunset views over the ocean while surrounded by lush jungle foliage. The scent of plumeria and the gentle calls of tropical birds will never let you forget you're in paradise. While you're here you'll be a stone's throw from many wonderful places to snorkel, as well as Place of Refuge National Park. This is a terrific base camp to explore Volcanoes National Park, Mauna Kea Observatories, the most southern point of the U.S., a black sand Beach and much more!

Top guest favorite

Guesthouse in Papaaloa

4.96 out of 5 average rating, 138 reviews

Garden Studio with Ocean View

Relax and indulge the serene Hamakua life! Adorable mother-in-law studio on an organic fruit orchard. Built with sustainability in mind, it is supported by solar power & water from the rain catchment. Perfect for the eco minded travelers who like the comfort of having amenities. The sleeping loft and the lanai face a grand view of the ocean surrounded by fruit trees, tropical garden and farm animals. This studio is one of a kind, will promise you an amazing stay!

Guest favorite

A serene balcony space features a round glass table surrounded by two wicker chairs. The floor is adorned with a small area rug, and tropical greenery is visible beyond the railing, offering a relaxing outdoor atmosphere.

Guesthouse in Kailua-Kona

4.86 out of 5 average rating, 359 reviews

Plumeria Studio; No Cleaning Fee. Garden Balcony

Kailana Cottage includes two separate rental units that share a hallway. These units are freshly remodeled, super clean, fresh and new. This unit is called Plumeria, it is set up like a hotel room; spacious room with King sized bed, large bright bathroom, TV, and kitchenette on the screened in balcony to enjoy tropical sunsets and breezes. The kitchenette has a hot plate, microwave, coffee press, tea/coffee, mini fridge along with utensils, plates, pans, etc.

Top guest favorite

Aerial view of a modern estate surrounded by lush greenery and trees, with the ocean visible in the background. The property includes several structures spread out across the landscape, framed by a well-maintained lawn and natural features.

Guesthouse in Pāhoa

5 out of 5 average rating, 132 reviews

Kehena Beach Loft

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 Ocean View

4.9 out of 5 average rating, 288 reviews

Ocean View with a view

Our little slice of paradise is located in Ocean View Hawaii half way between Kona and Hilo. A beautiful place to enjoy the island flow free from crowds and filled with peace. We have views of south point the most southern point of The United States. At night the you can experience millions of twinkling stars as we are in one of the special places on earth free of light pollution allowing views of the stars rarely seen with the naked eye