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
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
2–9 Oct
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
4.96 out of 5 average rating, 167 reviewsHalia Hale
5–12 Sept
Home in Kihei
4.96 out of 5 average rating, 388 reviewsStunning ocean view, heated pool at home by Wailea
19–26 Sept
Home in Koloa
4.94 out of 5 average rating, 99 reviewsPoipu Kapili 17, Luxury Oceanfront Condo w/ Pool!
20–27 Aug
Home in Pepeekeo
4.87 out of 5 average rating, 149 reviewsHamakua Coast Tropical Home
24 Sept – 1 Oct
Home in Kailua-Kona
4.9 out of 5 average rating, 117 reviewsTropical Oasis Home with Pool and Steps to Beach
30 Sept – 7 Oct
Home in Captain Cook
4.96 out of 5 average rating, 148 reviewsMilolii Whale House With Ocean Views and Pool!
8–15 Jan
Apartment rentals with a pool
Apartment in Waiʻanae
4.83 out of 5 average rating, 315 reviewsMillion $ View on Gorgeous Secluded Beach!
26 Apr – 3 May
Apartment in Honolulu
4.78 out of 5 average rating, 295 reviewsLarge Corner Unit at Bamboo with Full Kitchen
13–20 Jan
Apartment in Honolulu
4.93 out of 5 average rating, 109 reviewsAlamoana Hotel 29FL Studio City&Partial Ocean View
8–15 Jan
Apartment in Honolulu
4.81 out of 5 average rating, 182 reviews31st floor Waikiki condo for 2 - walk to the beach
2–9 Jan
Apartment in Honolulu
4.93 out of 5 average rating, 169 reviewsThe Best View Studio in Waikiki
26 Feb – 5 Mar
Apartment in Lahaina
4.96 out of 5 average rating, 140 reviews❤️Best Views on Maui! Perfect for Honeymooners!!❤️
27 Jul – 3 Aug
Apartment in Princeville
4.98 out of 5 average rating, 259 reviews~The Surfshack~ with breathtaking ocean views!!
7–14 Oct
Apartment in Honolulu
4.91 out of 5 average rating, 280 reviewsOcean ∘ City ∘ Mountain views in the ❤️ of Waikiki
3–10 Mar
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
2–9 May
Home in Kula
5.0 out of 5 average rating, 50 reviewsHike on Scenic Trails at a Luxury Home on 7 Acres
18–25 Nov
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
12–19 Apr
Apartment in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
18–25 Feb
Apartment in Honolulu
4.5 out of 5 average rating, 6 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
23–30 Jul
Apartment in Kahuku
4.13 out of 5 average rating, 8 reviewsTurtle Bay Hale Lilly
2–9 Feb
Apartment in Honolulu
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
25 Feb – 4 Mar
Apartment in Kahuku
3.8 out of 5 average rating, 10 reviewsTurtle Bay Takanoha
1–8 Jan
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