Guest house holiday rentals in Kailua-Kona

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Popular amenities for guest house rentals in Kailua-Kona

Family-friendly guest house rentals

Top guest favourite
Guest house in Waimea
4.94 out of 5 average rating, 141 reviews

Mango Hale Cottage

LauraRating, 5 stars1 week ago
This is our second time staying at Mango cottage. The location for snorkeling is unbeatable, and Puako is such a peaceful little town. Less than 5 min walk to the snorkeling at the keyhole at the end of the road. The cottage is comfortable, clean and had everything we needed. The outdoor shower is lovely, and it was so fun to hear mangoes falling on the roof and “catching” them fresh. A/C in the bedroom helped a lot. Scott is a considerate host. Was sad to leave, would love to come back soon.
Top guest favourite
Guest house in Waimea
4.93 out of 5 average rating, 193 reviews

Sunset House by the Sea

JoyceRating, 5 stars3 months 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
Guest house in Kailua-Kona
4.96 out of 5 average rating, 183 reviews

Amazing Sunset / Ocean View, Beautiful New Home

KimberlyRating, 5 stars3 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
Guest house in Kailua-Kona
4.95 out of 5 average rating, 167 reviews

Ka Hale O Maluhia

JimmyRating, 5 stars1 week ago
One of the best hosts we’ve had in a while. No issues at all. Thanks 🙏 a lot for letting us stay in one of your homes 🏡. Hope to see you again.
Guest favourite
Guest house in Holualoa
4.94 out of 5 average rating, 381 reviews

Holualoa Ekahi -Country guest house,Taxes included

ElissaRating, 5 stars2 months ago
We love this area. We stayed for several weeks and loved it. The bed is super comfy and the elevation is perfect - no AC needed but still just 15 minutes to most things. loved it!
Superhost
Guest house in Captain Cook
4.81 out of 5 average rating, 812 reviews

Kealakekua Bay Bali Cottage -steps from Bay

AnnieRating, 5 stars2 weeks ago
Stepping out of my car, I was greeted by Karen and we walked through the magical lights towards my place for the night. There was a little “welcome Annie” sign at the door. Karen then walked me down to the beach to see where I could snorkel in the morning. This museum like home is full of LOVE. Art, Elephants, surf boards, even a buddha gong. Unfortunately for me, it was also full of little spider roommates that hung high above the bathroom and bedroom. The occasional spider is okay, but to have that many eyes on me was unnerving. I couldn’t stay a second night. I know, I know….I have an unnatural fear. I didn’t see any other friends. I would stay here again if I was with someone else. The bed was super comfy…. and the shower was heavenly. That was the best part for me! The fridge and stove were dirty so I opted out of eating there. ‘The Coffee Shack’, is a very delicious restaurant with an amazing view!! Call ahead to get on the waitlist.
Top guest favourite
Guest house in Waimea
4.98 out of 5 average rating, 227 reviews

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

ConnieRating, 5 stars1 week ago
great location, easy to find. Plenty of parking for both of our vehicles. safe, quiet, clean, plenty of room. We used the beach chairs that were provided and checked out the snorkel equipment. Annette was super quick to respond to all of our questions. We felt very comfortable and welcome. It worked out great for us to share with our son and daughter in law. We were only there late at night and left early each morning. Great set up!
Superhost
Guest house in Captain Cook
4.92 out of 5 average rating, 169 reviews

Garden Cottage Ohana

CourtneyRating, 5 stars1 month ago
FABULOUS!! This was the most perfect landing spot for my vacation to Kona. This cottage is about 30 mins up the mountain from Kona. There’s breeze, ocean views and the jungle sounds at night at absolutely magical! The house is private, clean and spacious with plenty of outdoor space. We would stay here again in an instant!

Guest house rentals with a patio

Guest favourite
Guest house in Kailua-Kona
4.98 out of 5 average rating, 45 reviews

Tranquil Tropical Retreat

ChelseaRating, 5 stars2 weeks ago
Libby’s cottage was a beautiful place for our time on the Big Island. What a welcoming place and she went above and beyond in welcoming us. We so appreciated the extra touches and conveniences. Thankful for her fantastic dinner recommendations, too!
Guest favourite
Guest house in Kailua-Kona
4.92 out of 5 average rating, 48 reviews

All About The View!

ElizabethRating, 5 stars1 month ago
Essentially your own little home with the most beautiful view of Kailua-Kona. We stayed just one night after our tour of the Big Island before heading to the airport the next afternoon, but this would be a great spot to park it for a whole week as a base camp. We hit up the Manta Ray tour at Manta Ray Advocates the night before and came back to a relaxing soak in the hot tub and stargazing afterwards. Fully stocked kitchen and pretty much any condiment you'd need in the fridge. And we really appreciated the chance to do some laundry midway through our trip to Hawaii.
Guest favourite
Guest house in Kailua-Kona
4.92 out of 5 average rating, 38 reviews

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

GailRating, 5 stars1 week ago
Nana is an exceptional host. It was easy to follow her instructions to Check-in & check-out. She is super responsive and offered great local recommendations.
Top guest favourite
Guest house in Waikoloa Village
5 out of 5 average rating, 54 reviews

Ohana With Private Pool & Jacuzzi

AnnRating, 5 stars2 weeks ago
My husband and I stayed here for our honeymoon and it was absolutely perfect! A private oasis minutes from restaurants and many of the activities we booked. Brittney was the perfect host! So sweet, always quick to respond, thorough in her instructions, provided perfect instructions and recommendations in her notebook, and checked in on us via text a couple times throughout our stay! We wish we could stay longer :)
Guest favourite
Guest house in Kailua-Kona
4.96 out of 5 average rating, 134 reviews

Cozy Vintage Inspired Hawaiian Guest Cottage

TinaRating, 5 stars3 weeks ago
We had a very lovely stay at this charming cottage! You can spend some relaxing days there and reach the beautiful beaches north of Kona easily by car. The cottage was very well equipped and very clean.
Top guest favourite
Guest house in Kailua-Kona
4.99 out of 5 average rating, 80 reviews

Fresh & Bright Tropical Getaway

KaitlinRating, 5 stars1 month ago
Chris and Hannah's place was exactly as described, and just what we needed for a base for lots of different Big Island adventures. Hannah reached out a few times to make sure we had everything we needed and was very friendly. IF you are not a confident parker or have a big vehicle, make sure to let the hosts know so you can swap cars for street parking. I was Austin Powering into the parking space every evening in a rental Chevy Malibu, but considered it an opportunity for personal growth as a driver.
Guest favourite
Guest house in Holualoa
4.95 out of 5 average rating, 208 reviews

Amazing Kona Coast Ocean View-King Bed

JeffRating, 5 stars3 days ago
Awesome spot with a beautiful garden and great view. Great spot to end our trip
Top guest favourite
Guest house in Kailua-Kona
4.98 out of 5 average rating, 108 reviews

KoKo Cottage: Adorable 2-Bedroom Ocean View/Lanai

DanielleRating, 5 stars1 day ago
We absolutely LOVED our stay at Luke and Shelley’s place. They were so accommodating before our stay even began with making sure they did their best to guarantee our check in went as smooth as possible. The kitchen and bathroom were both very well stocked and everything was super clean. The bed was SO comfortable I was so happy that it didn’t feel like a cardboard box like some other places. I would definitely stay here again. Thank you both so much.

Guest house rentals with a washing machine and dryer

Guest favourite
Guest house in Kailua-Kona
4.9 out of 5 average rating, 269 reviews

Kimo’s Getaway

SooyunRating, 5 stars3 days ago
The place was spacious enough for three people and very comfortable. The location was great, with beautiful views and a nice café nearby. We really enjoyed our stay!
Top guest favourite
Guest house in Kailua-Kona
4.97 out of 5 average rating, 175 reviews

AC | 1 Gig | BBQ | Kitchen | Workspace | Hammock

Erin GraceRating, 5 stars3 weeks ago
Airbnb stay in Kona was fantastic! The place was just as described; very clean and comfortable. The location was pretty centralized for Kona and in a quiet, safe neighborhood. Our host was flexible with check in and allowing us to use extra amenities like the laundry. Def recommend for a couple of people looking for a spot to rest at in Kona.
Superhost
Guest house in Keauhou
4.83 out of 5 average rating, 120 reviews

Lani Wai Ka Napo'o

JillRating, 5 stars2 months 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
Guest house in Keauhou
4.96 out of 5 average rating, 153 reviews

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

MichaelRating, 5 stars2 months 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
Guest house in Kailua-Kona
4.95 out of 5 average rating, 87 reviews

The Kona Loft - Serene, Ocean Views, <1mi to Beach

NizaRating, 5 stars1 month ago
We loved our stay at the Loft! Rani was a wonderful host and the loft is well appointed with pretty much everything you could need. The grounds are like a beautiful jungle and you see and hear lots of birds. Breezes blow through the screens, and along with ceiling fans, keep you nice and cool. We hope to return and have recommended the loft to friends.
Top guest favourite
Guest house in Kailua-Kona
5 out of 5 average rating, 86 reviews

Hale Kamalei in Kailua Kona

IanRating, 5 stars5 days ago
Our stay at Paula's place in Kona was absolutely perfect! The location was incredibly convenient for exploring, and the place itself was spotlessly clean. We especially appreciated the thoughtful touches like the provided snacks, the dedicated parking spot, and all the fantastic beach gear – the umbrellas, chairs, and boogie board made our beach days so much easier and more enjoyable. The AC was a dream, keeping us cool and comfortable. Everything was just wonderful. Highly recommend!
Guest favourite
Guest house in Holualoa
4.96 out of 5 average rating, 170 reviews

Holualoa Country Home

LonnyRating, 5 stars2 months 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
Guest house in Kailua-Kona
4.99 out of 5 average rating, 164 reviews

Elegant & Peaceful Studio

SuzanneRating, 5 stars1 month ago
We loved our stay at Christyn and Caleb's place! It is so clean and cozy and has so many thoughtful amenities, everything to make your stay that much more enjoyable. They are so nice and have great tips for restaurants and things to do around the island. We especially appreciated being able to use the beach gear for our snorkeling adventures. We would definitely love to stay here again!

Quick stats about guest house rentals in Kailua-Kona

  • Total rentals

    30 properties

  • Nightly prices starting at

    ₹6,018 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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