Holiday 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.
Holiday rentals for every style
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Popular amenities for Hawaii rentals with a pool
House rentals with a pool
Home in Captain Cook
4.98 out of 5 average rating, 164 reviewsTiny House Hawaii
4–11 Jul
Home in Kailua-Kona
4.96 out of 5 average rating, 167 reviewsHalia Hale
9–16 Oct
Home in Kihei
4.96 out of 5 average rating, 389 reviewsStunning ocean view, heated pool at home by Wailea
24–31 Oct
Home in Kailua-Kona
4.95 out of 5 average rating, 141 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
2–9 Oct
Home in Koloa
4.97 out of 5 average rating, 99 reviewsPoipu New 2021 Custom Home, Central AC & Pool/Gym
12–19 Dec
Home in Koloa
4.94 out of 5 average rating, 100 reviewsPoipu Kapili 17, Luxury Oceanfront Condo w/ Pool!
7–14 Dec
Home in Kailua-Kona
4.9 out of 5 average rating, 118 reviewsTropical Oasis Home with Pool and Steps to Beach
9–16 Jun
Home in Pepeekeo
4.87 out of 5 average rating, 150 reviewsHamakua Coast Tropical Home
7–14 Feb
Condo rentals with a pool
Condo in Honolulu
4.93 out of 5 average rating, 110 reviewsAlamoana Hotel 29FL Studio City&Partial Ocean View
6–13 Apr
Condo in Honolulu
4.95 out of 5 average rating, 142 reviewsFull Remodeled/ Panoramic Ocean View/ Full Kitchen
17–24 Oct
Condo in Honolulu
4.94 out of 5 average rating, 171 reviewsThe Best View Studio in Waikiki
28 Apr – 5 May
Condo in Honolulu
4.81 out of 5 average rating, 183 reviews31st floor Waikiki condo for 2 - walk to the beach
25 Mar – 1 Apr
Condo in Princeville
4.98 out of 5 average rating, 128 reviewsBrand New Luxurious Condo on North Shore Kauai
23–30 Aug
Condo in Princeville
4.98 out of 5 average rating, 260 reviews~The Surfshack~ with breathtaking ocean views!!
19–26 Dec
Condo in Honolulu
4.78 out of 5 average rating, 295 reviewsLarge Corner Unit at Bamboo with Full Kitchen
16–23 Jan
Condo in Honolulu
4.95 out of 5 average rating, 225 reviewsWaikiki Beachfront, Amazing Views, Amazing Pools
1–8 Feb
Home rentals with a private pool
Home in Waimea
5.0 out of 5 average rating, 24 reviewsSea Glass House at Kamilo with Private Pool and Spa
7–14 Nov
Home in Kula
5.0 out of 5 average rating, 50 reviewsHike on Scenic Trails at a Luxury Home on 7 Acres
2–9 Dec
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
4–11 Nov
Condo in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
26 Jan – 2 Feb
Condo in Honolulu
4.5 out of 5 average rating, 6 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
1–8 Dec
Condo in Kahuku
4.13 out of 5 average rating, 8 reviewsTurtle Bay Hale Lilly
27 Aug – 3 Sep
Condo in Honolulu
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
2–9 Jan
Condo in Kahuku
3.8 out of 5 average rating, 10 reviewsTurtle Bay Takanoha
31 Jul – 7 Aug
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