Vacation rentals with a pool in Hawaii
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hawaii
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 Hawaii rentals with a pool
House rentals with a pool
Home in Captain Cook
4.98 out of 5 average rating, 163 reviewsTiny House Hawaii
Aug 6 – 13
Home in Kailua-Kona
4.96 out of 5 average rating, 165 reviewsHalia Hale
Sep 7 – 14
Home in Kailua-Kona
4.95 out of 5 average rating, 139 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
Mar 8 – 15
Home in Kihei
4.96 out of 5 average rating, 388 reviewsStunning ocean view, heated pool at home by Wailea
Aug 4 – 11
Home in Pepeekeo
4.86 out of 5 average rating, 148 reviewsHamakua Coast Tropical Home
Sep 19 – 26
Home in Kapaʻa
4.95 out of 5 average rating, 130 reviewsSleeping Giant Cottage with Plunge Pool TNVC 1244
Jul 5 – 12
Home in Princeville
4.95 out of 5 average rating, 123 reviewsVictoria Loop w/Private Pool! A/C+Waterfall Views
Mar 7 – 14
Home in Koloa
4.85 out of 5 average rating, 130 reviewsPoipu Estate: Walk to beach, Sleeps 8-16, AC, Pool
Jan 10 – 17
Condo rentals with a pool
Condo in Waianae
4.97 out of 5 average rating, 218 reviewsBeachfront Getaway - Hawaiian Princess Condo
Nov 23 – 30
Condo in Honolulu
4.78 out of 5 average rating, 294 reviewsLarge Corner Unit at Bamboo with Full Kitchen
Mar 4 – 11
Condo in Honolulu
4.93 out of 5 average rating, 168 reviewsThe Best View Studio in Waikiki
Mar 3 – 10
Condo in Kailua-Kona
4.86 out of 5 average rating, 134 reviewsLuxury in the Heart of Kona
Jul 2 – 9
Condo in Lahaina
4.96 out of 5 average rating, 140 reviews❤️Best Views on Maui! Perfect for Honeymooners!!❤️
Mar 27 – Apr 3
Condo in Princeville
4.98 out of 5 average rating, 259 reviews~The Surfshack~ with breathtaking ocean views!!
Jan 9 – 16
Condo in Princeville
4.98 out of 5 average rating, 127 reviewsBrand New Luxurious Condo on North Shore Kauai
Oct 4 – 11
Condo in Honolulu
4.93 out of 5 average rating, 108 reviewsAlamoana Hotel 29FL Studio City&Partial Ocean View
Aug 28 – Sep 4
Home rentals with a private pool
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
Mar 20 – 27
Condo in Honolulu
4.5 out of 5 average rating, 6 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
Jun 10 – 17
Condo in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
Jan 15 – 22
Condo in Kahuku
3.8 out of 5 average rating, 10 reviewsTurtle Bay Takanoha
Jun 14 – 21
Condo in Kahuku
4.13 out of 5 average rating, 8 reviewsTurtle Bay Hale Lilly
Sep 9 – 16
Condo in Honolulu
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
Sep 18 – 25
Condo in Kahuku
Turtle Bay Sage
Dec 17 – 24
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