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
Sep 2 – 9
Home in Kailua-Kona
4.94 out of 5 average rating, 198 reviewsClassic Kona 🤙🏻 \\ Epic Ocean View 🌊 \\ Pool 🏊
Aug 2 – 9
Home in Kailua-Kona
4.95 out of 5 average rating, 141 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
Jan 4 – 11
Home in Kailua-Kona
4.9 out of 5 average rating, 118 reviewsTropical Oasis Home with Pool and Steps to Beach
Nov 13 – 20
Home in Kailua-Kona
4.89 out of 5 average rating, 164 reviewsMy Kona Paradise
Oct 4 – 11
Home in Waikoloa Village
4.93 out of 5 average rating, 190 reviews1+ Acre private resort, 4 bed, 3 bath, cinema, spa
Feb 24 – Mar 3
Home in Waikoloa Village
4.98 out of 5 average rating, 156 reviewsOcean, Sunset, Mountain & Celestial Views
Aug 30 – Sep 6
Home in Waikoloa Village
4.87 out of 5 average rating, 125 reviewsBig Family Home, Pool, Views, Yard, Lanai, Clean!
Mar 23 – 30
Condo rentals with a pool
Condo in Kailua-Kona
4.99 out of 5 average rating, 228 reviewsBest Location Hawaiian Charm W/Modern Amenities
Mar 27 – Apr 3
Condo in Kailua-Kona
4.82 out of 5 average rating, 151 reviews2-Unit AC, Full Kitchen, Washer/Dryer, City Center
Jul 23 – 30
Condo in Kailua-Kona
4.96 out of 5 average rating, 104 reviewsDowntown Kona Plaza Condo w/AC
May 17 – 24
Condo in Kailua-Kona
4.84 out of 5 average rating, 122 reviewsHale Hoʻokipa Downtown Kailua Kona Steps to Ocean
Aug 20 – 27
Condo in Kailua-Kona
4.91 out of 5 average rating, 246 reviewsKALANIKAI! 5 MIN WALK FROM POPULAR ALI’I DRIVE!!!
Aug 17 – 24
Condo in Kailua-Kona
4.95 out of 5 average rating, 149 reviewsAli'i Banyan Breeze*
Dec 8 – 15
Condo in Kailua-Kona
4.86 out of 5 average rating, 166 reviewsMakolea Condo By The Beach
May 10 – 17
Condo in Kailua-Kona
4.85 out of 5 average rating, 266 reviewsKailua Village Condo in the Heart of Kona
Sep 15 – 22
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
$50 before taxes and fees
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