
Holiday houses 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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Popular amenities for Kailua-Kona holiday rentals
Other great holiday rentals in Kailua-Kona
Top Guest favourite

Apartment in Kailua-Kona
5 out of 5 average rating, 22 reviewsGorgeous Unit, Stunning Views!
Top Guest favourite

Condo in Kailua-Kona
4.97 out of 5 average rating, 35 reviewsBrand NEW Oceanfront Retreat! Steps to Beach!
Top Guest favourite

Cabin in Captain Cook
4.98 out of 5 average rating, 40 reviewsWhalesong|Prvt Cottage|Kitchen|Bath|Outdoor Shower
Top Guest favourite

Condo in Kailua-Kona
5 out of 5 average rating, 21 reviewsOceanfront Chic • Just Renovated
Top Guest favourite

Cabin in Kailua-Kona
4.96 out of 5 average rating, 375 reviewsCountry Cottage
Superhost

Home in Kailua-Kona
4.75 out of 5 average rating, 8 reviewsTropical Ocean-View Home w/Pool 3 Bedrooms 3 Baths
Top Guest favourite

Condo in Kailua-Kona
4.98 out of 5 average rating, 63 reviewsAC Peek-a-boo Ocean View 1br1ba Kona getaway
Top Guest favourite

Guesthouse in Keauhou
4.98 out of 5 average rating, 88 reviewsKona Ocean Front Cottage on Keauhou Bay
Quick stats about holiday rentals in Kailua-Kona
Total rentals
2.4K properties
Total number of reviews
105K reviews
Family-friendly rentals
1.2K properties are a good fit for families
Pet-friendly rentals
100 properties allow pets
Rentals with a pool
1.9K properties have a pool
Rentals with dedicated workspaces
1.3K properties have a dedicated workspace
Destinations to explore
- Condo rentals Kailua-Kona
- Pet-friendly rentals Kailua-Kona
- Rentals with a washing machine and dryer Kailua-Kona
- Rentals with a hot tub Kailua-Kona
- House rentals Kailua-Kona
- Beachfront rentals Kailua-Kona
- Private suite rentals Kailua-Kona
- Luxury rentals Kailua-Kona
- Rentals with a fireplace Kailua-Kona
- Townhouse rentals Kailua-Kona
- Apartment rentals Kailua-Kona
- Beach condo rentals Kailua-Kona
- Family-friendly rentals Kailua-Kona
- Resort rentals Kailua-Kona
- Rentals with a fire pit Kailua-Kona
- Beach house rentals Kailua-Kona
- Rentals with a patio Kailua-Kona
- Rentals with breakfast Kailua-Kona
- Rentals with pools Kailua-Kona
- Cabin rentals Kailua-Kona
- Guesthouse rentals Kailua-Kona
- Rentals with a kayak Kailua-Kona
- Villa rentals Kailua-Kona
- Rentals with beach access Kailua-Kona
- Waterfront rentals Kailua-Kona
- Fitness-friendly rentals Kailua-Kona
- Rentals with outdoor seating Kailua-Kona
- Hotel rentals Kailua-Kona
- Rentals with an EV charger Kailua-Kona
- Hapuna Beach
- Kaunaoa Beach
- Pahoa Beach
- Kohanaiki Private Club Community
- Mauna Lani, Auberge Resorts Collection
- Four Seasons Resort Hualalai
- Ke‘EI Beach
- Mauna Kea Golf Course
- Mauna Lani Golf
- 49 Black Sand Beach
- Waikōloa Beach
- Waikoloa Beach Golf Course
- Makalawena Beach
- Kona Country Club
- Kealakekua Bay State Historical Park
- Volcano Golf and Country Club
- Hapuna Golf Course
- Kuki’o Golf & Beach Club
- Kona Dog Beach
- Nanea Golf Club
- ʻAlula Beach
- Wawaloli Beach
- Mauumae Beach
- Pololū Beach
- Things to do Kailua-Kona
- Things to do Hawaii County
- Art and culture Hawaii County
- Nature and outdoors Hawaii County
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