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Guesthouse vacation rentals in Hawaiian Islands

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Hawaiian Islands guesthouses

Family-friendly guesthouses

Top guest favourite
Guesthouse in Waimea
4.94 out of 5 average rating, 136 reviews

Mango Hale Cottage

TariRating, 5 starstoday
Another lovely stay at this special place! Loved sitting in the lanai, watching sunset every night, and exploring tide pools. A great and comfortable place to decompress and enjoy Hawai’i. Scott is a great host.
Guest favourite
Guesthouse in Kurtistown
4.91 out of 5 average rating, 550 reviews

Great Location: Volcano to Hilo

CalRating, 5 stars2 weeks ago
Kerrine was an absolutely fantastic host! From the moment we arrived, she made sure everything was perfect. The space was spotless, cozy, and exactly as described. She was super responsive and gave us great local tips that made our trip even more special. You can tell she really cares about her guests having a great experience. I would 100% stay here again and highly recommend booking with her if you get the chance!
Top guest favourite
Guesthouse in Waimea
4.93 out of 5 average rating, 192 reviews

Sunset House by the Sea

JoyceRating, 5 stars1 month ago
This is a perfect little spot for a vacation or if you have family in town. The power went out for a couple of hours and Malis met us at the door with a lantern. She was friendly and responsive, considerate and kind. The space itself is adorable with a comfortable bed and a wide variety of appliances. I highly recommend!
Guest favourite
Guesthouse in Ocean View
4.9 out of 5 average rating, 286 reviews

Ocean View with a view

TimmyRating, 5 stars2 weeks ago
A great little hideaway. It's out of the way from any busy area, there is a great restaurant nearby. The garden was full of plant life which was great to walk round and see. Lovely and quiet and peaceful
Guest favourite
Guesthouse in Holualoa
4.94 out of 5 average rating, 380 reviews

Holualoa Ekahi -Country guest house,Taxes included

EllenRating, 5 stars1 month ago
We stayed just one quick night here after landing on the island. It was a great little space. Very clean, seemed brand new, convenient to town, and you could see the ocean from the cute front porch. The bed was very soft, like a cloud you melted into. Normally I don't like soft beds but this one was nice. It is a stand alone space but wasn't quite as private/secluded as I thought. In case someone wanted more privacy, but it wasn't an issue for us. We wouldn't hesitate to stay here again!
Top guest favourite
Guesthouse in Kailua-Kona
4.97 out of 5 average rating, 359 reviews

Spectacular Views of Kailua-Kona

TeresaRating, 5 stars2 weeks ago
Karrie is a kind and helpful host. Before I arrived in Hawaii, she shared suggestions for my trip and clear instructions on how to get into the house. The place is lovely and surrounded by nature. You might hear some insects at night, which can be a bit loud, but it’s acceptable and part of the experience. The short road leading to the house is a bit narrow and steep, so just drive carefully. Overall, it’s a nice and peaceful place to stay. Restaurants, supermarkets, and other conveniences are a short drive away.
Superhost
Guesthouse in Captain Cook
4.81 out of 5 average rating, 806 reviews

Kealakekua Bay Bali Cottage -steps from Bay

RyanRating, 5 stars1 week ago
Really unique and relaxing place. Karen and Ron were very welcoming and hospitable. We seemed to be there on the rare days when the sky was dumping buckets, so the outdoor areas got a little damp. The kitchen is fully equipped, bed super comfortable. Bathroom and shower are awesome. The backyard and entire decoration on the property are just amazing. Quick walk to Manini beach with awesome snorkeling and knowledgeable friendly caretakers. Things to note, as it is noted in the description: this is glamping. You're out in nature, geckos chase each other on the walls while you eat, flies, mosquitos, spiders, ants all exist. Birds wake you up with their songs at first light, etc. TL;DR Would visit again
Top guest favourite
Guesthouse in Waimea
4.98 out of 5 average rating, 225 reviews

“Special Rate” Private, Waimea Ohana (Guest House)

CarmenRating, 5 stars1 week ago
Loved this stay. Convenient, modern house with clean and quiet location. We loved being able to walk to coffee and Merriman’s for dinner. The location is a short drive (15-20 mins) from beaches too. I would highly recommend it!

Guesthouses with a patio

Guest favourite
Guesthouse in Pāhoa
4.94 out of 5 average rating, 108 reviews

Ocean Front Jungalow at Kualoli Retreats

PaulRating, 5 stars2 months ago
My stay was magical - exactly what I was looking for. Her place is simply an amazing location - a very undeveloped area in a rainforest right on the ocean. The sleeping accommodations were wonderful, and the kitchen had everything that I needed for my stay. I spent 11 memorable nights there. It was a definitely a "glamping" type experience - perfect if you are looking for a quiet, reflection-filled nature immersion experience or retreat.
Guest favourite
Guesthouse in Kailua
4.94 out of 5 average rating, 116 reviews

Kailua Surf Shack: Your Hawaiian Adventure!

StefanRating, 5 stars1 month ago
Had a fantastic stay! The hosts were incredibly friendly and communicated proactively, making everything smooth and easy. The location was perfect—just a short walk to the beach, which made our trip even better. They also provided everything you could need for a beach day, including surfboards, snorkels, beach chairs, and umbrellas. Highly recommend!
Guest favourite
Guesthouse in Honokaa
4.97 out of 5 average rating, 265 reviews

Romantic waterfall cabin in the rain forest

MichelleRating, 5 stars2 weeks ago
When we decided to come to Hawaii, we had already explored so many beaches and were really craving a deeper connection to nature and that’s exactly what this place gave us. Tucked away in the rainforest, the cabin is surrounded by lush greenery, the soothing sound of a running waterfall, and the sweet calls of birds echoing through the trees. The cabin itself sits perched on a ledge overlooking the waterfall , an absolutely magical view to wake up to. Every morning, we enjoyed coffee on the porch, completely immersed in the sights and sounds of the forest, often greeted by curious wildlife and even the occasional mango falling nearby. Even with a few other cabins on the property, we felt completely tucked away and had so much privacy throughout our stay. It felt like our own little rainforest sanctuary. If you’re looking to unplug, recharge, and feel truly grounded in nature, this cabin is pure paradise. We left feeling inspired, refreshed, and deeply grateful for this experience.
Guest favourite
Guesthouse in Keaau
4.97 out of 5 average rating, 120 reviews

Beach Road Hale

BethRating, 5 stars1 month ago
This place was AMAZING!!! The location was perfect, place was roomy, spotless, and so many details in the unit. Jordan was always available to communicate with and everything went super smoothly. Very happy I chose Jordan’s place over anything in town. Close enough to groceries, cafes, and Volcanoes National Park but so private and quiet. Having the trailhead to Shipman’s Beach just steps away was the icing on the cake. Definitely would stay here again and highly recommend booking it!!! Thank you Jordan and family and májalo
Guest favourite
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 129 reviews

Cozy Vintage Inspired Hawaiian Guest Cottage

CoreyRating, 5 stars3 weeks ago
We had a great stay at Andrew’s place. It was extremely clean with great amenities, and convenient to beaches, gym, supermarkets (less than 15 minutes) and quiet and peaceful. Andrew let us borrow his beach equipment (chairs, umbrella etc) which was really helpful. It is also only about ten minutes to a coffee plantation, and convenient for day-trips including to Mauna Kea (about an hour drive). I highly recommend this AirB&B.
Guest favourite
Guesthouse in Holualoa
4.95 out of 5 average rating, 204 reviews

Amazing Kona Coast Ocean View-King Bed

QinweiRating, 5 stars1 week ago
Amanda’s place is the perfect retreat for anyone that wants to experience the island like a local but also couldn’t give up on the view lol. I enjoyed my stay a lot! Making a papaya bowl with the view, working with the view, and wake up to see the most beautiful sunrise.
Top guest favourite
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 121 reviews

Modern, Peaceful & Private 1-BR Oasis/Ohana

AliRating, 5 stars4 weeks ago
We had a fantastic stay! Cate was such a kind and welcoming host, always responsive and helpful. The place had everything we needed—clean, comfortable, and well-equipped. It truly felt like a home away from home. Highly recommend!
Top guest favourite
Guesthouse in Keaau
4.98 out of 5 average rating, 125 reviews

Shipman Bch Trail@Kaloli, Large ,Modern Studio,AC

BecahRating, 5 starstoday
The place was perfect for the ye two of us! Equipped with AC but we had the windows open to most nights. Madeline was a gracious host with excellent communication and recommendations. A perfect home base for big island adventures!

Guesthouse rentals with a washer and dryer

Top guest favourite
Guesthouse in Kula
4.98 out of 5 average rating, 210 reviews

Upcountry Alpaca, Llama, and Rabbit working farm

AnnaRating, 5 stars4 weeks ago
We had a lovely stay at Cottontail Cottage for 5 days. The cottage was clean and well-equipped with a kitchen and lovely furnishings. We enjoyed the cooler weather, farm environment, and the animals in our backyard. As hikers we loved the access to Haleakala and the trails, and everything else was around a 40 minute drive away. Christine was also kind enough to give us a tour of the farm animals, which was a highlight of my trip as an avid knitter! Such a serene environment and we'd love to stay again.
Superhost
Guesthouse in Kailua-Kona
4.83 out of 5 average rating, 120 reviews

Lani Wai Ka Napo'o

JillRating, 5 stars4 weeks ago
Joe was super friendly and easy to communicate with. The pool and hot tub are as amazing as they look in photos! The landscaping is beautiful and we had the entire outdoor area completely to ourselves the entire time.
Top guest favourite
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 154 reviews

Big Lanai w/ outdoor living! Ocean view & breezes!

MichaelRating, 5 stars2 weeks ago
We loved our stay at Julya's place! The lanai is everything! I will definitely try to stay here next time I'm in Kona.
Guest favourite
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 183 reviews

Amazing Sunset / Ocean View, Beautiful New Home

KimberlyRating, 5 stars2 months ago
Very nice and responsive host, the house is spacious for a family and the views of the night sky is very beautiful too!
Guest favourite
Guesthouse in Maui
4.93 out of 5 average rating, 171 reviews

South Maui Oceanview Solo Cottage

MariaRating, 5 stars4 weeks ago
Review Title: Amazing Stay in Maui! I had a fantastic experience at this Airbnb in Maui! The open layout and stunning views made my mornings and sunsets on the patio unforgettable. The hosts were incredibly responsive and provided excellent support throughout my stay. I highly recommend this place for a perfect getaway!
Guest favourite
Guesthouse in Holualoa
4.96 out of 5 average rating, 170 reviews

Holualoa Country Home

LonnyRating, 5 stars1 month ago
A quiet, cool spot to get away from the crowds and beach area. We enjoyed the temp drop when you climb in elevation to the house. The area seemed very safe and I never worried about theft or trouble. Nice area with nice people around the house. You will be about 20 minutes from Costco and are at a central starting point to go north or south. We didn't spend a whole lot of time at the house other than to sleep and be out enjoying the Big Island.
Top guest favourite
Guesthouse in Keaau
4.97 out of 5 average rating, 300 reviews

HALE PAMA - CENTRALLY LOCATED - AFFORDABLE LUXURY

WendyRating, 5 stars1 month ago
This is our 3rd time back to Charles's place and we are always so happy to get there. Everything is as promised and super clean. We really enjoy using the BBQ, the 2 lanais and there is lots of room for everything. Charles & Kathy are very welcoming & friendly hosts and we can't wait to come back again!! =)
Superhost
Guesthouse in Naalehu
4.84 out of 5 average rating, 318 reviews

The Ohana

SiyaoRating, 5 stars6 days ago
We had a great staying at Linda's. Clean and cozy room and unique bathing area. Bed is super comfortable, we arrived really late and Linda kindly accommodate us with a late check out, will definitely be back soon for a longer vacation! THANK YOU Linda!

Destinations to explore