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 5 – 12
Home in Kailua-Kona
4.95 out of 5 average rating, 141 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
Nov 9 – 16
Home in Kailua-Kona
4.9 out of 5 average rating, 117 reviewsTropical Oasis Home with Pool and Steps to Beach
Sep 30 – Oct 7
Home in Kailua-Kona
4.94 out of 5 average rating, 196 reviewsClassic Kona 🤙🏻 \\ Epic Ocean View 🌊 \\ Pool 🏊
Sep 5 – 12
Home in Waikoloa Village
4.93 out of 5 average rating, 188 reviews1+ Acre private resort, 4 bed, 3 bath, cinema, spa
Mar 15 – 22
Home in Kailua-Kona
4.89 out of 5 average rating, 164 reviewsMy Kona Paradise
Aug 14 – 21
Home in Waikoloa Village
4.98 out of 5 average rating, 153 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!
Dec 10 – 17
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 14 – 21
Condo in Kailua-Kona
4.99 out of 5 average rating, 226 reviewsBest Location Hawaiian Charm W/Modern Amenities
Dec 4 – 11
Condo in Kailua-Kona
4.95 out of 5 average rating, 139 reviewsHawaiian Vacation Starts Here!
Apr 21 – 28
Condo in Kailua-Kona
4.93 out of 5 average rating, 156 reviewsAloha Paradise! Remodeled with A/C & Ocean View!
Apr 26 – May 3
Condo in Kailua-Kona
4.92 out of 5 average rating, 244 reviewsKALANIKAI! 5 MIN WALK FROM POPULAR ALI’I DRIVE!!!
Sep 1 – 8
Condo in Kailua-Kona
4.86 out of 5 average rating, 100 reviewsHale Kapena (Captain's House)
Apr 8 – 15
Condo in Kailua-Kona
4.8 out of 5 average rating, 282 reviewsComfy, Clean & stylish condo w/ ocean&sunset views
Dec 24 – 31
Condo in Kailua-Kona
5.0 out of 5 average rating, 113 reviewsNEW! UNIQUE Top floor Oceanfront Magic Sands Beach
Oct 6 – 13
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
R940 ZAR before taxes and fees
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