Holiday rentals with a pool in Hawaiian Islands
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Hawaiian Islands
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 Hawaiian Islands rentals with a pool
House rentals with a pool
Home in Kula
4.91 out of 5 average rating, 303 reviewsKula Jewel - Pool, Hot Tub & Awesome Views!
13–20 Apr
Home in Kihei
4.96 out of 5 average rating, 389 reviewsStunning ocean view, heated pool at home by Wailea
19–26 Sept
Home in Princeville
4.89 out of 5 average rating, 119 reviewsOcean & Mountain Views - Near Beach! FAST WIFI
31 Jan – 7 Feb
Home in Maui
4.98 out of 5 average rating, 183 reviewsPrivate Hot Tub + Pool Access + AC - Star Lookout
25 Jan – 1 Feb
Home in Honolulu
4.88 out of 5 average rating, 111 reviewsBeautiful Two Bedrooms, Gated & Private Entrance
17–24 Nov
Home in Princeville
4.95 out of 5 average rating, 123 reviewsVictoria Loop w/Private Pool! A/C+Waterfall Views
11–18 Dec
Home in Koloa
5.0 out of 5 average rating, 102 reviewsKa Nohona Pili Kai (living by the sea) Poipu Beach
5–12 Nov
Home in Kailua-Kona
4.95 out of 5 average rating, 141 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
9–16 Nov
Apartment rentals with a pool
Apartment in Princeville
4.95 out of 5 average rating, 255 reviewsNewly Renovated Northshore Condo
11–18 Jan
Apartment in Koloa
4.96 out of 5 average rating, 102 reviewsKiahuna Plantation at Poipu Beach - Ocean View
15–22 Apr
Apartment in Waikoloa Village
4.95 out of 5 average rating, 108 reviewsCasa Chilin 2bd/2bth@Waikoloa Resort Walk To Beach
11–18 Oct
Apartment in Kailua-Kona
4.92 out of 5 average rating, 119 reviewsDeluxe Penthouse Oceanfront Studio Condo w/ A/C.
30 Mar – 6 Apr
Apartment in Wailuku
4.89 out of 5 average rating, 250 reviewsVIEWS VIEWS VIEWS ~ Bliss on the Bay
13–20 Nov
Apartment in Honolulu
4.95 out of 5 average rating, 225 reviewsWaikiki Beachfront, Amazing Views, Amazing Pools
15–22 Dec
Apartment in Kihei
4.98 out of 5 average rating, 181 reviewsOCEAN VIEW/FRONT A/C Modern 2Bed/2Bath Penthouse
6–13 Aug
Apartment in Wailea-Makena
4.94 out of 5 average rating, 277 reviewsA.R.A Retreats: The Curved Slab
17–24 Jul
Home rentals with a private pool
Home in Pāhoa
4.93 out of 5 average rating, 371 reviewsRomantic Dodecagon Retreat Near a Black Sand Beach
11–18 Dec
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
25 Oct – 1 Nov
Apartment in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
24–31 Dec
Apartment in Honolulu
4.5 out of 5 average rating, 6 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
23–30 Jul
Apartment in Honolulu
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
7–14 Jan
Apartment in Kahuku
3.8 out of 5 average rating, 10 reviewsTurtle Bay Takanoha
28 May – 4 Jun
Apartment in Kahuku
4.13 out of 5 average rating, 8 reviewsTurtle Bay Hale Lilly
19–26 Nov
Apartment in Kahuku
Turtle Bay Sage
27 Jan – 3 Feb
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