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 Mountain View

4.97 out of 5 average rating, 659 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, 269 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

A panoramic view reveals a secluded beach surrounded by rugged cliffs and clear blue waters. The shoreline is dotted with visitors enjoying the sun, while the expansive ocean extends towards the horizon under a bright blue sky.

Guesthouse in Naalehu

4.84 out of 5 average rating, 325 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 Pāhoa

4.91 out of 5 average rating, 490 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 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, 742 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

Top guest favorite

A rugged coastline is depicted, featuring jagged rocks meeting the ocean. The water is a vibrant blue with white waves crashing against the shore. Lush greenery borders the area, providing a natural backdrop to the scenic view.

Guesthouse in Keaau

4.98 out of 5 average rating, 131 reviews

Adventure to Shipman Beach Trail - Modern Bungalow

***Air conditioning Detached Large Studio! Location! Perfectly centered to Volcano, Pahoa, Kalapana, and Hilo! MAP us; Kaloli Rd and Beach Rd. Kaloli Point is the East coastline, south of Hilo w/micro climates raved for sunny and great Tradewinds. Leave car secured at the Gated airbnb, walk to entrance to Historic PUNA ShipmanTrail. 1+ hour trail each-way to see a white sand beach and turtles. For active and adventurous. BBQ, Air fryer, Burner, Rice/Vegi Steamer, Griddle, coffee maker,

Guest favorite

Guesthouse in Hakalau

4.93 out of 5 average rating, 221 reviews

Oceanfront Gated Estate Retreat - 2 with Horses

•Solar Suite - World Class Property - Luxury Resort Estate •Gated Oceanfront RETREAT- pool, spa, 4 gardens for Yoga/Meditation, Jungle, 2 Beaches (.2 and 2 Mi) •Central location 12 Mi N of Hilo •Private 560sf Ocean view apartment -Bedroom, kitchen, living room with pullout couch, desk, and covered lanai dining •Parking, TV, WIFI, A/C, laundry •Multiple inhouse experiences- Relax, Recharge •3 night min •Horses, Dogs, Ducks, Tortoise and other animals on property •No Children under 12

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, 251 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 tropical flower is showcased with intricate white petals and a distinctive purple center, surrounded by vibrant green foliage. The slender tendrils of the flower extend outward, creating a striking visual contrast that highlights the plant's unique characteristics.

Guesthouse in Captain Cook

4.89 out of 5 average rating, 233 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, 142 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!

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, 134 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, 289 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