Holiday rentals with a pool in Lanai
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Lanai
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 Lanai rentals with a pool
House rentals with a pool
Home in Kihei
4.96 out of 5 average rating, 389 reviewsStunning ocean view, heated pool at home by Wailea
31 Aug – 7 Sep
Home in Kula
4.91 out of 5 average rating, 303 reviewsKula Jewel - Pool, Hot Tub & Awesome Views!
4–11 Apr
Home in Lahaina
4.91 out of 5 average rating, 127 reviewsKaanapali Cottage ICC 29 Indoor/Outdoor Living
20–27 Sep
Home in Lanai City
4.95 out of 5 average rating, 84 reviewsThe Artists House
12–19 Sep
Home in Maunaloa
4.93 out of 5 average rating, 41 reviewsTranquility on West Moloka'i
26 Apr – 3 May
Home in Maui County
4.71 out of 5 average rating, 28 reviewsWaterfall House with Ocean Views in Haiku, Maui
10–17 Jul
Home in Kaunakakai
4.93 out of 5 average rating, 14 reviewsGetaway at Molokai Shores
9–16 Aug
Home in Kailua
4.88 out of 5 average rating, 52 reviewsTropical Cottage w/Pool, Lanai & AC, Walk to Beach
6–13 Apr
Condo rentals with a pool
Condo in Kihei
5.0 out of 5 average rating, 137 reviewsSugar Beach Resort Beach / Ocean Front Unit 426
13–20 Mar
Condo in Lahaina
4.99 out of 5 average rating, 135 reviewsSunsets and turtles and whales... oh my!
22 Feb – 1 Mar
Condo in Wailuku. Maui
4.88 out of 5 average rating, 233 reviewsOceanfront Condo. Pool & Spa, 1 Br.
21–28 Aug
Condo in Lahaina
4.95 out of 5 average rating, 128 reviewsOCEAN FRONT CONDO IN KAHANA NEAR SELECTED! ,KAPALUA
23 Feb – 2 Mar
Condo in Kihei
4.99 out of 5 average rating, 207 reviews“Paradise Views” Menehune Shores, Kihei, Maui
5–12 Oct
Condo in Kihei
4.99 out of 5 average rating, 131 reviewsLuxury condo • 180° Ocean Views • Steps to Beach
23 Feb – 2 Mar
Condo in Lahaina
4.98 out of 5 average rating, 124 reviewsHonu Hale
2–9 Apr
Condo in Lahaina
4.99 out of 5 average rating, 156 reviewsDIRECT OCEAN FRONT STUDIO W OCEAN IS UR BACK YARD!
20–27 Jun
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