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!
Mar 31 – Apr 7
Home in Kihei
4.96 out of 5 average rating, 388 reviewsStunning ocean view, heated pool at home by Wailea
Nov 6 – 13
Home in Princeville
4.89 out of 5 average rating, 119 reviewsOcean & Mountain Views - Near Beach! FAST WIFI
Oct 13 – 20
Home in Maui
4.98 out of 5 average rating, 183 reviewsPrivate Hot Tub + Pool Access + AC - Star Lookout
Nov 8 – 15
Home in Honolulu
4.88 out of 5 average rating, 111 reviewsBeautiful Two Bedrooms, Gated & Private Entrance
Feb 2 – 9
Home in Princeville
4.95 out of 5 average rating, 123 reviewsVictoria Loop w/Private Pool! A/C+Waterfall Views
Nov 12 – 19
Home in Kailua-Kona
4.95 out of 5 average rating, 141 reviewsPrivate Pool - 180° Ocean View - Minutes to Beach
Jan 20 – 27
Home in Lahaina
4.91 out of 5 average rating, 127 reviewsKaanapali Cottage ICC 29 Indoor/Outdoor Living
Sep 20 – 27
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, 107 reviewsCasa Chilin 2bd/2bth@Waikoloa Resort Walk To Beach
Oct 26 – Nov 2
Condo in Kailua-Kona
4.92 out of 5 average rating, 119 reviewsDeluxe Penthouse Oceanfront Studio Condo w/ A/C.
Mar 29 – Apr 5
Condo in Wailuku
4.89 out of 5 average rating, 249 reviewsVIEWS VIEWS VIEWS ~ Bliss on the Bay
Jul 1 – 8
Condo in Honolulu
4.95 out of 5 average rating, 224 reviewsWaikiki Beachfront, Amazing Views, Amazing Pools
Mar 15 – 22
Condo in Kihei
4.98 out of 5 average rating, 181 reviewsOCEAN VIEW/FRONT A/C Modern 2Bed/2Bath Penthouse
Sep 28 – Oct 5
Condo in Wailea-Makena
4.94 out of 5 average rating, 277 reviewsA.R.A Retreats: The Curved Slab
Jan 16 – 23
Condo in Honolulu
4.91 out of 5 average rating, 280 reviewsOcean ∘ City ∘ Mountain views in the ❤️ of Waikiki
Dec 30 – Jan 6
Home rentals with a private pool
Home in Pāhoa
4.93 out of 5 average rating, 370 reviewsRomantic Dodecagon Retreat Near a Black Sand Beach
Nov 18 – 25
Home in Kula
5.0 out of 5 average rating, 50 reviewsHike on Scenic Trails at a Luxury Home on 7 Acres
Apr 12 – 19
Home in Kihei
4.95 out of 5 average rating, 21 reviewsGORGEOUS PRIVATE HOME WITH POOL
Oct 29 – Nov 5
Home in Waimea
5.0 out of 5 average rating, 24 reviewsSea Glass House at Kamilo with Private Pool and Spa
May 1 – 8
Condo in Kahuku
4.64 out of 5 average rating, 22 reviewsTurtle Bay Fazio First Tee 13
Feb 18 – 25
Condo in Honolulu
4.5 out of 5 average rating, 6 reviewsWaikiki Banyan Condo One Block to Waikiki Beach!
Feb 21 – 28
Condo in Honolulu
3.85 out of 5 average rating, 13 reviewsWaikiki Banyan Condo, Diamond Head & Beach View
Feb 25 – Mar 4
Condo in Kahuku
3.8 out of 5 average rating, 10 reviewsTurtle Bay Takanoha
May 26 – Jun 2
Destinations to explore
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