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Guesthouse vacation rentals in Kailua-Kona

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Kailua-Kona guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
Guesthouse in Waimea
4.94 out of 5 average rating, 134 reviews

Mango Hale Cottage

BellaRating, 5 stars1 month ago
Fantastic and lovely location and walkable to great snorkeling as well as petroglyphs and coastal walks. Also short drive (or bike ride) to great swimming and/or body surfing beaches. Also a nice laid back little neighborhood store near by. The place is sweet and feels like a wonderful tropical paradise. Loved having an outdoor shower (& indoor, too!) and it was nice to have AC in bedroom for sleeping. But ceiling fans also keep the temperature comfortable! Highly recommended!
Top guest favorite
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 favorite
Guesthouse in Kailua-Kona
4.96 out of 5 average rating, 183 reviews

Amazing Sunset / Ocean View, Beautiful New Home

KimberlyRating, 5 stars1 month ago
Very nice and responsive host, the house is spacious for a family and the views of the night sky is very beautiful too!
Top guest favorite
Guesthouse in Waimea
4.99 out of 5 average rating, 164 reviews

Kohala Loke Lani, Big Island

CherylRating, 5 stars2 weeks ago
Fantastic stay! The Ohana is clean, comfortable, very well stocked and super cute. We loved the views and peaceful surroundings. We had everything we needed and the hosts were terrific. They were happy to chat and provide recommendations or let us be. Thanks so much for a wonderful stay!
Guest favorite
Guesthouse in Captain Cook
4.91 out of 5 average rating, 208 reviews

Look No Further Hale Nai'a Pink Cottage Kealakekua

AndyRating, 5 stars2 weeks ago
Rusty was a wonderful host and the place was spectacular. Ocean view from the lanai, minutes from Manini beach, this was a stay my family will always remember. Wish we could have stayed longer!
Guest favorite
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!
Superhost
Guesthouse in Captain Cook
4.92 out of 5 average rating, 166 reviews

Garden Cottage Ohana

HolleRating, 5 stars1 month ago
A nice rural experience, very peaceful and comfortable!
Superhost
Guesthouse in Waimea
4.8 out of 5 average rating, 5 reviews

Paddles Too, an adorable stand alone studio.

RebekahRating, 5 stars3 months ago
Symon and Lisa's place was very peaceful and quiet, away from the resorts as we wanted, but not too far from the amazing beaches. We loved the private porch that had an ocean view as well. Hopefully, the consistency of the internet will improve in the future. Symon came by to check on us and was very nice. We enjoyed our stay! Thank you for having us.

Guest house rentals with a patio

Guest favorite
Guesthouse in Kailua-Kona
5 out of 5 average rating, 7 reviews

Ocean View Guesthouse, Kona!

BobbiRating, 5 stars3 months ago
Welcoming and friendly on-site hosts, nice open air kitchen and dining area for meals, central location for west side of island, and a place that now feels like an island home away from home.
Guest favorite
Guesthouse in Kailua-Kona
4.92 out of 5 average rating, 26 reviews

3-min walk to beach | King bed | Newly Renovated!

KellyRating, 5 stars4 days ago
This place was in the perfect location. I was able to walk to the local farmers market & to a few beautiful beach spots. Driving was close to everything from restaurants, gas station and other beach access points and hwy. Thank you Na Na for being SO welcoming and efficient with the instructions and response time. The home itself was so comfortable, safe, and private.
Guest favorite
Guesthouse in Honokaa
4.97 out of 5 average rating, 264 reviews

Romantic waterfall cabin in the rain forest

MichelleRating, 5 stars1 week 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 favorite
Guesthouse in Kailua-Kona
4.95 out of 5 average rating, 128 reviews

Cozy Vintage Inspired Hawaiian Guest Cottage

CoreyRating, 5 stars2 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.
Top guest favorite
Guesthouse in Kailua-Kona
5 out of 5 average rating, 13 reviews

Aloha Kona Getaway | Pool | Laundry & Parking

LilyRating, 5 stars1 month ago
helpful host and nice house. Everything is perfect except for some cockroaches intruders. Highly recommended for those who love immersive experience in nature but also want to be close to amenities like restaurants and stores.
Guest favorite
Guesthouse in Holualoa
4.95 out of 5 average rating, 202 reviews

Amazing Kona Coast Ocean View-King Bed

HerbertRating, 5 stars1 month ago
The view is incredible. It’s a few degrees cooler than Kailua-Kona so it is more comfortable. Michael and Amanda are great hosts and the most enjoyable to talk with. The French Press was a unique touch that shows they go above and beyond to provide a peaceful relaxing environment.
Top guest favorite
Guesthouse in Kailua-Kona
4.98 out of 5 average rating, 105 reviews

KoKo Cottage: Adorable 2-Bedroom Ocean View/Lanai

NateRating, 5 stars2 weeks ago
Me and my brother had a wonderful stay. Shelley was super friendly and very responsive. The location is great to get away from the heat and noise from the town as well. Kudos for the Wilson brothers!
Guest favorite
Guesthouse in Captain Cook
4.96 out of 5 average rating, 72 reviews

New 2-Bedroom Guesthouse w/ Mountain & Ocean View!

CrystalRating, 5 stars3 months ago
We felt right at home at Viktor & Julie's place, which was perfect for the three of us. The home was very comfortable and equipped with all the amenities we needed, plus a thoughtful touch with complimentary fresh fruit upon arrival. The BBQ and backyard were fantastic, offering a stunning view of the ocean sunset. The location was great, with a short drive to a beautiful beach for snorkeling and close proximity to the Captain Cook monument. A rental car is essential, but the drive to Kona, the green sand beach, black sand beach, and Volcano National Park was relatively short and scenic. The family was friendly and respectful of our privacy. After our original lodging fell through, we made last-minute reservations, and this was my favorite spot. Would definitely stay again!

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Kailua-Kona
4.91 out of 5 average rating, 259 reviews

Kimo’s Getaway

FranRating, 5 stars1 week ago
Jim’s place was beautiful and relaxing. Nice to come home to at the end of the day. Jim gave us a chance to settle in and then gave us a tour of the amenities and general instructions and visited a bit and then gave us privacy. It’s in a great location to go either north or south and minutes away from Ali drive. I live in Hilo and hope to return soon.
Superhost
Guesthouse in Kailua-Kona
4.81 out of 5 average rating, 455 reviews

Small Private Studio Close to Airport

AmandaRating, 5 stars3 weeks ago
Cute small cozy place very close driving to everything. Just what I needed as a solo traveler!
Superhost
Guesthouse in Keauhou
4.83 out of 5 average rating, 120 reviews

Lani Wai Ka Napo'o

JillRating, 5 stars2 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 favorite
Guesthouse in Keauhou
4.96 out of 5 average rating, 154 reviews

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

MichaelRating, 5 stars1 week 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 favorite
Guesthouse in Holualoa
4.96 out of 5 average rating, 170 reviews

Holualoa Country Home

LonnyRating, 5 stars4 weeks 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.
Superhost
Guesthouse in Captain Cook
4.89 out of 5 average rating, 230 reviews

Kona Paradise Ohana Studio

FelixRating, 5 stars1 month ago
We was really happy and love the amazing view. We had everything what we needed and it was perfect to have beach Chairs and sun umbrella. We come back…Thanks🤙🏝️🌤️
Top guest favorite
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 156 reviews

Hulilau

LisaRating, 5 stars2 weeks ago
This is the BEST Airbnb we have ever stayed at!!! The quality of each and all of it was excellent! It is absolutely beautiful inside and out with windows and screen doors you can leave open for island breezes. There are helpful perks everywhere you turned, from fresh fruit to snacks, the use of body board and beach chairs and towels, and full kitchen. We cannot give this place enough stars! The sunset view was gorgeous. . There is privacy in the lush surroundings and obvious super safe neighborhood while being only a few minutes from the airport, Walmart, Costco, restaurants and shops plus beautiful beaches, make this the ideal location! Hosts were super communicative, proactive and we so appreciate not having a cleaning fee added on! I would take hours listing all the extra perks that helped us be able to just enjoy this vacation! We see why this was one of the highest rated Airbnbs around! They deserve 10 stars 🤩🤩🤩🤩🤩!!!
Top guest favorite
Guesthouse in Kailua-Kona
4.99 out of 5 average rating, 162 reviews

Elegant & Peaceful Studio

SteveRating, 5 stars3 weeks ago
Christyn & Caleb made our stay so welcoming and comfortable. They are excellent hosts, and their home has so much of the island qualities we had hoped to experience. We look forward to returning in the future to this new happy spot.

Quick stats about guesthouse rentals in Kailua-Kona

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ257 before taxes and fees

  • Total number of reviews

    4.6K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

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