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 Kailua-Kona
4.96 out of 5 average rating, 167 reviewsHalia Hale
Oct. 9 – 16
Home in Kailua-Kona
4.9 out of 5 average rating, 118 reviewsTropical Oasis Home with Pool and Steps to Beach
Sep. 27 – Oct. 4
Home in Kailua-Kona
4.95 out of 5 average rating, 141 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
Apr. 18 – 25
Home in Waikoloa Village
4.93 out of 5 average rating, 188 reviews1+ Acre private resort, 4 bed, 3 bath, cinema, spa
Nov. 9 – 16
Home in Kailua-Kona
4.89 out of 5 average rating, 164 reviewsMy Kona Paradise
Sep. 15 – 22
Home in Waikoloa Village
4.98 out of 5 average rating, 153 reviewsOcean, Sunset, Mountain & Celestial Views
Mar. 25 – Apr. 1
Home in Waikoloa Village
4.87 out of 5 average rating, 125 reviewsBig Family Home, Pool, Views, Yard, Lanai, Clean!
Aug. 12 – 19
Home in Waimea
4.87 out of 5 average rating, 104 reviewsMauna Lani Golfers and Vacationers Paradise
Oct. 15 – 22
Condo rentals with a pool
Condo in Kailua-Kona
4.82 out of 5 average rating, 151 reviews2-Unit AC, Full Kitchen, Washer/Dryer, City Center
Aug. 22 – 29
Condo in Kailua-Kona
4.85 out of 5 average rating, 265 reviewsKailua Village Condo in the Heart of Kona
Sep. 3 – 10
Condo in Kailua-Kona
4.89 out of 5 average rating, 385 reviewsPlantation Hale
Jul. 18 – 25
Condo in Kailua-Kona
4.99 out of 5 average rating, 227 reviewsBest Location Hawaiian Charm W/Modern Amenities
Mar. 20 – 27
Condo in Kailua-Kona
4.97 out of 5 average rating, 197 reviewsInna's Downtown-Walk to Beach and to Supermarket!
Apr. 7 – 14
Condo in Kailua-Kona
4.92 out of 5 average rating, 245 reviewsKALANIKAI! 5 MIN WALK FROM POPULAR ALI’I DRIVE!!!
Sep. 1 – 8
Condo in Kailua-Kona
4.86 out of 5 average rating, 166 reviewsMakolea Condo By The Beach
May 3 – 10
Condo in Kailua-Kona
4.95 out of 5 average rating, 148 reviewsAli'i Banyan Breeze*
Apr. 19 – 26
Quick stats about vacation rentals with a pool in Kailua-Kona
Total rentals
1.5K properties
Rentals with dedicated workspaces
790 properties have a dedicated workspace
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
700 properties are a good fit for families
Total number of reviews
45K reviews
Nightly prices starting at
$69 CAD before taxes and fees
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