
Guesthouse vacation rentals in Kailua-Kona
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Top-rated guesthouse rentals in Kailua-Kona
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Popular amenities for Kailua-Kona guesthouse rentals
Family-friendly guest house rentals

Mango Hale Cottage
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!

Sunset House by the Sea
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!

Amazing Sunset / Ocean View, Beautiful New Home
Very nice and responsive host, the house is spacious for a family and the views of the night sky is very beautiful too!

Kohala Loke Lani, Big Island
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!

Look No Further Hale Nai'a Pink Cottage Kealakekua
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!

Holualoa Ekahi -Country guest house,Taxes included
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!

Garden Cottage Ohana
A nice rural experience, very peaceful and comfortable!

Paddles Too, an adorable stand alone studio.
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

Ocean View Guesthouse, Kona!
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.

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

Romantic waterfall cabin in the rain forest
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.

Cozy Vintage Inspired Hawaiian Guest Cottage
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.

Aloha Kona Getaway | Pool | Laundry & Parking
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.

Amazing Kona Coast Ocean View-King Bed
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.

KoKo Cottage: Adorable 2-Bedroom Ocean View/Lanai
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!

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

Kimo’s Getaway
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.

Small Private Studio Close to Airport
Cute small cozy place very close driving to everything. Just what I needed as a solo traveler!

Lani Wai Ka Napo'o
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.

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

Holualoa Country Home
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.

Kona Paradise Ohana Studio
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🤙🏝️🌤️

Hulilau
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 🤩🤩🤩🤩🤩!!!

Elegant & Peaceful Studio
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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- Hapuna Beach
- Kaunaoa Beach
- Waikōloa Beach
- Kohanaiki Private Club Community
- Two Step
- Mauna Lani Golf
- Mauna Kea Golf Course
- Kealakekua Bay State Historical Park
- Volcano Golf and Country Club
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- Ke‘EI Beach
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- Kona Country Club
- Kealia Beach
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- Kalāhiki Beach
- Makalawena Beach
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