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
Get the amount of space that is right for you
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!
Home in Kihei
4.96 out of 5 average rating, 391 reviewsStunning ocean view, heated pool at home by Wailea
Home in Koloa
4.86 out of 5 average rating, 133 reviewsPoipu Estate: Walk to beach, Sleeps 8-16, AC, Pool
Home in Princeville
4.89 out of 5 average rating, 122 reviewsOcean & Mountain Views - Near Beach! FAST WIFI
Home in Maui
4.98 out of 5 average rating, 184 reviewsPrivate Hot Tub + Pool Access + AC - Star Lookout
Home in Honolulu
4.88 out of 5 average rating, 111 reviewsBeautiful Two Bedrooms, Gated & Private Entrance
Home in Koloa
4.97 out of 5 average rating, 100 reviewsPoipu New 2021 Custom Home, Central AC & Pool/Gym
Home in Princeville
4.95 out of 5 average rating, 123 reviewsVictoria Loop w/Private Pool! A/C+Waterfall Views
Condo rentals with a pool
Condo in Lahaina
4.93 out of 5 average rating, 116 reviewsStunning! Oceanfront! Completely Remodeled!
Condo in Kihei
4.99 out of 5 average rating, 150 reviewsMana Kai 608- Oceanfront Remod- Modern Surf Vibe!
Condo in Princeville
4.78 out of 5 average rating, 165 reviewsGarden Isle Getaway at Ali’i Kai
Condo in Waikoloa Village
4.95 out of 5 average rating, 109 reviewsCasa Chilin 2bd/2bth@Waikoloa Resort Walk To Beach
Condo in Wailuku
4.89 out of 5 average rating, 252 reviewsVIEWS VIEWS VIEWS ~ Bliss on the Bay
Condo in Honolulu
4.95 out of 5 average rating, 228 reviewsWaikiki Beachfront, Amazing Views, Amazing Pools
Condo in Kihei
4.98 out of 5 average rating, 182 reviewsOCEAN VIEW/FRONT A/C Modern 2Bed/2Bath Penthouse
Condo in Honolulu
4.91 out of 5 average rating, 281 reviewsOcean ∘ City ∘ Mountain views in the ❤️ of Waikiki
Home rentals with a private pool
Home in Pāhoa
4.93 out of 5 average rating, 374 reviewsRomantic Dodecagon Retreat Near a Black Sand Beach
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
Home in Waimea
5.0 out of 5 average rating, 24 reviewsSea Glass House at Kamilo with Private Pool and Spa
Condo in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
Condo in Honolulu
4.5 out of 5 average rating, 6 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
Home in Waimea
4.83 out of 5 average rating, 6 reviewsBlue Lagoon and Kamilo Pool & Spa Plus Private Cottage
Condo in Kahuku
3.8 out of 5 average rating, 10 reviewsTurtle Bay Takanoha
Condo in Kahuku
4.13 out of 5 average rating, 8 reviewsTurtle Bay Hale Lilly
Destinations to explore
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