Holiday 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.
Holiday rentals for every style
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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
6–13 Sep
Home in Kailua-Kona
4.95 out of 5 average rating, 141 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
9–16 Nov
Home in Kailua-Kona
4.9 out of 5 average rating, 117 reviewsTropical Oasis Home with Pool and Steps to Beach
30 Sep – 7 Oct
Home in Waikoloa Village
4.93 out of 5 average rating, 188 reviews1+ Acre private resort, 4 bed, 3 bath, cinema, spa
8–15 Oct
Home in Kailua-Kona
4.89 out of 5 average rating, 164 reviewsMy Kona Paradise
31 Mar – 7 Apr
Home in Waikoloa Village
4.98 out of 5 average rating, 153 reviewsOcean, Sunset, Mountain & Celestial Views
30 Aug – 6 Sep
Home in Waikoloa Village
4.87 out of 5 average rating, 125 reviewsBig Family Home, Pool, Views, Yard, Lanai, Clean!
1–8 Oct
Home in Waimea
4.87 out of 5 average rating, 104 reviewsMauna Lani Golfers and Vacationers Paradise
23–30 Jul
Apartment rentals with a pool
Apartment in Kailua-Kona
4.82 out of 5 average rating, 117 reviewsBeautiful Kona Condo in the middle of Ali'i Drive.
2–9 Mar
Apartment in Kailua-Kona
4.82 out of 5 average rating, 151 reviews2-Unit AC, Full Kitchen, Washer/Dryer, City Center
14–21 Aug
Apartment in Kailua-Kona
4.95 out of 5 average rating, 139 reviewsHawaiian Vacation Starts Here!
21–28 Apr
Apartment in Kailua-Kona
4.85 out of 5 average rating, 265 reviewsKailua Village Condo in the Heart of Kona
4–11 Sep
Apartment in Kailua-Kona
4.93 out of 5 average rating, 156 reviewsAloha Paradise! Remodeled with A/C & Ocean View!
26 Apr – 3 May
Apartment in Kailua-Kona
4.92 out of 5 average rating, 244 reviewsKALANIKAI! 5 MIN WALK FROM POPULAR ALI’I DRIVE!!!
1–8 Sep
Apartment in Kailua-Kona
4.86 out of 5 average rating, 100 reviewsHale Kapena (Captain's House)
8–15 Apr
Apartment in Kailua-Kona
4.96 out of 5 average rating, 123 reviewsDeluxe Oceanfront Studio Condo@The Kona Bali Kai
27 Mar – 3 Apr
Quick stats about holiday rentals with a pool in Kailua-Kona
Total rentals
1.5T 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
45T reviews
Nightly prices starting at
₹4,170 before taxes and fees
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