
Holiday rentals in Kailua-Kona
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Top-rated holiday rentals in Kailua-Kona
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Kailua-Kona
Top guest favourite

Flat in Kailua-Kona
5 out of 5 average rating, 16 reviewsGorgeous Unit, Stunning Views!
TuanRating, 5 stars3 weeks ago
The apartment was beautiful! The view was exactly as the photo depicted. The place was organized, clean, and was supplied with almost everything and anything we needed. Overall, it was a great place to stay!
Top guest favourite

Home in Keauhou
4.99 out of 5 average rating, 75 reviewsThe Mango Cottage on Keauhou Bay
KaylieRating, 5 stars1 week ago
Peter and Lori are friendly and welcoming and their property is truly lovely -- it is evident that a lot of care, effort and thought goes into to maintaining it. The cottage makes a perfect home base for exploring the area. It is also so pretty and comfortable that you just might want to pick up a pizza, watch some Jeopardy and dream about what it would be like if every Friday evening was that perfect :) Thank you so much Peter & Lori!
Top guest favourite

Flat in Kailua-Kona
4.97 out of 5 average rating, 32 reviewsStay Across Banyans: Surf, Sunsets, & Amenities AC
ElexisRating, 5 stars2 weeks ago
Angela is an incredible host! She is very accommodating and has a clean, well-designed home. The in-unit washer/dryer is a huge plus! 10/10 stay would recommend!!
Top guest favourite

Apartment in Kailua-Kona
5 out of 5 average rating, 27 reviewsBrand NEW Oceanfront Retreat! Steps to Beach!
ChelseaRating, 5 stars1 week ago
Very responsive, and kind! Loved my stay at this Airbnb, the weather wasn’t that great for my visit but the Airbnb made it better! View was great, looked just like the pictures!
Top guest favourite

Guest house in Kailua-Kona
5 out of 5 average rating, 85 reviewsHale Kamalei in Kailua Kona
HyunjeongRating, 5 stars1 week ago
wonderful place clean and cozy I want to stay again!
Top guest favourite

Guest suite in Kailua-Kona
5 out of 5 average rating, 16 reviewsKaloko Ohana Unit
ReaganRating, 5 stars3 weeks ago
This is a great place. Catherine was kind and responsive. Would definitely stay here again
Superhost

Home in Captain Cook
4.64 out of 5 average rating, 44 reviewsHouse sit ( Kitty feed) /Whale watching/snorkeling
JuliaRating, 5 stars63 months ago
Beautiful oasis with a great beach to walk down to. We were pleasantly surprised to find that we loved that beach! It was so peaceful and the waves were often mellow. It is a bit of a drive into Kona, about 45 minutes. There is a lot to do near the house but to get to white sandy beaches you have to go about 1.25 hours away. The house was great. Clean and open. Neighbors are loud at times but mostly quiet. When they are loud though it is really loud. Overall lovely place and great value.
Top guest favourite

Flat in Keauhou
5 out of 5 average rating, 22 reviewsNEW! ADORABLEbungalow in Kona
RickRating, 5 stars1 week ago
We absolutely loved our stay at this beautiful resort! Everything exceeded our expectations—from the spacious and spotless room to the warm, strong shower that felt amazing after a long day out. You can really feel how much care and thought Greg put into designing the space—it’s cozy, welcoming, and just perfect for a relaxing vacation. The location is unbeatable for snorkeling lovers like us, with some of the island’s best spots just a short drive away. If we ever come back to the Big Island, there’s no doubt—we’ll be staying here again!
Quick stats about holiday rentals in Kailua-Kona
Total rentals
2.3K properties
Total number of reviews
1L reviews
Family-friendly rentals
1.1K properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
1.9K properties have a pool
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
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- Hapuna Beach
- Kaunaoa Beach
- Kohanaiki Private Club Community
- Pahoa Beach
- Mauna Kea Golf Course
- Waikōloa Beach
- Two Step
- 49 Black Sand Beach
- Kealakekua Bay State Historical Park
- Four Seasons Resort Hualalai
- Mauna Lani, Auberge Resorts Collection
- Volcano Golf and Country Club
- Waikoloa Beach Golf Course
- Mauna Lani Golf
- Nanea Golf Club
- Kona Country Club
- Makolea Beach
- Makalawena Beach
- Kuki’o Golf & Beach Club
- Honokohau Beach
- Hapuna Golf Course
- Kealia Beach
- Kalāhiki Beach
- Wawaloli Beach
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