Vacation rentals with a pool in Waikoloa Village
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Waikoloa Village
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 Waikoloa Village rentals with a pool
House rentals with a pool
Home in Waikoloa Village
4.88 out of 5 average rating, 101 reviewsIsland Views Hale
Home in Kailua-Kona
4.99 out of 5 average rating, 109 reviewsStunning Serene Bali Retreat [Pool/AC/Ocean View]
Home in Keauhou
4.9 out of 5 average rating, 135 reviewsTropical Oasis Home with Pool and Steps to Beach
Home in Kailua-Kona
4.95 out of 5 average rating, 152 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
Home in Captain Cook
4.97 out of 5 average rating, 175 reviewsTiny House Hawaii
Home in Kailua-Kona
4.97 out of 5 average rating, 180 reviewsHalia Hale
Home in Kailua-Kona
5 out of 5 average rating, 123 reviewsParadise Found with Stunning Views - Kailua-Kona
Home in Kailua-Kona
4.98 out of 5 average rating, 109 reviewsPrivate tropical villa: Pool, Hot Tub & Ocean view
Condo rentals with a pool
Condo in Waikoloa Village
4.95 out of 5 average rating, 74 reviewsRemodeled Vista Waikoloa — beach & heated pool
Condo in Kailua-Kona
4.91 out of 5 average rating, 117 reviewsTrue Oceanfront, Top-Floor, Downtown, A/C, Parking
Condo in Waikoloa Village
5 out of 5 average rating, 27 reviewsWaikoloa Beach Condo-2BDR/2BA
Condo in Waikoloa Village
4.97 out of 5 average rating, 65 reviewsPristine Ocean View Unit at Stunning Hali’i Kai!
Condo in Waimea
4.95 out of 5 average rating, 87 reviewsMauna Lani Terrace D201
Condo in Waikoloa Village
5 out of 5 average rating, 11 reviewsOcean View. Hilton Pool Pass thru June 2025.
Condo in Kailua-Kona
4.96 out of 5 average rating, 142 reviewsDeluxe Oceanfront Studio Condo@The Kona Bali Kai
Condo in Waikoloa Village
4.98 out of 5 average rating, 47 reviewsWaikoloa Resort Villa with Private Ocean Club
Quick stats about vacation rentals with a pool in Waikoloa Village
Total rentals
1.4K properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
25K reviews
Family-friendly rentals
1.2K properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
810 properties have a dedicated workspace
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