Vacation 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.
Vacation 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!
Feb 18 – 25
Home in Kihei
4.96 out of 5 average rating, 389 reviewsStunning ocean view, heated pool at home by Wailea
Oct 24 – 31
Home in Koloa
4.85 out of 5 average rating, 131 reviewsPoipu Estate: Walk to beach, Sleeps 8-16, AC, Pool
Apr 23 – 30
Home in Princeville
4.89 out of 5 average rating, 119 reviewsOcean & Mountain Views - Near Beach! FAST WIFI
Oct 20 – 27
Home in Maui
4.98 out of 5 average rating, 183 reviewsPrivate Hot Tub + Pool Access + AC - Star Lookout
Dec 25 – Jan 1
Home in Koloa
4.97 out of 5 average rating, 99 reviewsPoipu New 2021 Custom Home, Central AC & Pool/Gym
Dec 12 – 19
Home in Princeville
4.95 out of 5 average rating, 123 reviewsVictoria Loop w/Private Pool! A/C+Waterfall Views
Nov 3 – 10
Home in Koloa
5.0 out of 5 average rating, 102 reviewsKa Nohona Pili Kai (living by the sea) Poipu Beach
Apr 7 – 14
Condo rentals with a pool
Condo in Koloa
4.96 out of 5 average rating, 102 reviewsKiahuna Plantation at Poipu Beach - Ocean View
Dec 7 – 14
Condo in Waikoloa Village
4.95 out of 5 average rating, 108 reviewsCasa Chilin 2bd/2bth@Waikoloa Resort Walk To Beach
Jan 17 – 24
Condo in Kailua-Kona
4.92 out of 5 average rating, 119 reviewsDeluxe Penthouse Oceanfront Studio Condo w/ A/C.
Mar 30 – Apr 6
Condo in Wailuku
4.89 out of 5 average rating, 250 reviewsVIEWS VIEWS VIEWS ~ Bliss on the Bay
Nov 14 – 21
Condo in Honolulu
4.95 out of 5 average rating, 225 reviewsWaikiki Beachfront, Amazing Views, Amazing Pools
Feb 1 – 8
Condo in Kihei
4.98 out of 5 average rating, 181 reviewsOCEAN VIEW/FRONT A/C Modern 2Bed/2Bath Penthouse
Oct 26 – Nov 2
Condo in Wailea-Makena
4.94 out of 5 average rating, 278 reviewsA.R.A Retreats: The Curved Slab
Apr 15 – 22
Condo in Honolulu
4.91 out of 5 average rating, 280 reviewsOcean ∘ City ∘ Mountain views in the ❤️ of Waikiki
Apr 5 – 12
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
Apr 10 – 17
Home in Kula
5.0 out of 5 average rating, 50 reviewsHike on Scenic Trails at a Luxury Home on 7 Acres
Dec 2 – 9
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
Nov 4 – 11
Home in Waimea
5.0 out of 5 average rating, 24 reviewsSea Glass House at Kamilo with Private Pool and Spa
Nov 7 – 14
Condo in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
Jan 26 – Feb 2
Condo in Honolulu
4.5 out of 5 average rating, 6 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
Dec 1 – 8
Condo in Honolulu
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
Jan 2 – 9
Condo in Kahuku
3.8 out of 5 average rating, 10 reviewsTurtle Bay Takanoha
Jul 31 – Aug 7
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