Vacation rentals with a pool in Kailua-Kona
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kailua-Kona
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Kailua-Kona rentals with a pool
House rentals with a pool
Home in Keauhou
5 out of 5 average rating, 75 reviewsMollie’s Paradise Resort Home - No Cleaning Fee!
Home in Keauhou
5 out of 5 average rating, 15 reviewsIsland Time-Luxury Golf Front Home with Pool/Spa
Home in Kailua-Kona
4.95 out of 5 average rating, 152 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
Home in Waimea
4.89 out of 5 average rating, 53 reviewsHale Laule`a ~ 4 BR ~ Infinity Pool with Stunning
Home in Waikoloa Village
4.88 out of 5 average rating, 133 reviewsBig Family Home, Pool, Views, Yard, Lanai, Clean!
Home in Kailua-Kona
5 out of 5 average rating, 40 reviewsTropical paradise, heated pool, ocean views, AC
Home in Kailua-Kona
4.97 out of 5 average rating, 180 reviewsHalia Hale
Home in Keauhou
4.99 out of 5 average rating, 150 reviews"Aolani House" Resort Style Home w/ Infinity Pool
Condo rentals with a pool
Condo in Keauhou
5 out of 5 average rating, 40 reviewsNewer furnished 3 Bed/2 Bath Condo with Ocean View
Condo in Kailua-Kona
4.94 out of 5 average rating, 53 reviewsKona by the Ocean
Condo in Kailua-Kona
4.93 out of 5 average rating, 133 reviews2 Bedroom Penthouse Condo With Ocean View And Pool
Condo in Kailua-Kona
4.96 out of 5 average rating, 24 reviewsBohemian style 2 bedroom, 2 bath condo
Condo in Kailua-Kona
4.95 out of 5 average rating, 74 reviewsOceanfront complex at Casa de Emdeko unit #102
Condo in Kailua-Kona
4.78 out of 5 average rating, 115 reviewsBeach Paradise
Condo in Kailua-Kona
4.94 out of 5 average rating, 72 reviewsOceanfront 2 bed, 2 bath, kitchen with full AC!
Condo in Kailua-Kona
4.97 out of 5 average rating, 127 reviewsOn-the-Ocean; Stunning Corner Unit, Spacious, A/C!
Quick stats about vacation rentals with a pool in Kailua-Kona
Total rentals
1.6K properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
50K reviews
Family-friendly rentals
780 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
890 properties have a dedicated workspace
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