Vacation rentals with a pool in Kaanapali
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kaanapali
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 Kaanapali rentals with a pool
House rentals with a pool
Home in Lahaina
4.91 out of 5 average rating, 127 reviewsKaanapali Cottage ICC 29 Indoor/Outdoor Living
Sep 20 – 27
Home in Kihei
4.96 out of 5 average rating, 389 reviewsStunning ocean view, heated pool at home by Wailea
Aug 31 – Sep 7
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 Kula
4.91 out of 5 average rating, 303 reviewsKula Jewel - Pool, Hot Tub & Awesome Views!
Feb 28 – Mar 7
Home in Lahaina
5.0 out of 5 average rating, 12 reviewsMahalo Pono @ Ka'anapali Royal
Sep 24 – Oct 1
Home in Lahaina
4.94 out of 5 average rating, 79 reviewsBeautifully Remodeled 3 Bedrooms/2Bathrooms
Aug 18 – 25
Home in Lahaina
5.0 out of 5 average rating, 9 reviews3BR Beach Bungalow w/ 1967 International Scout!
Nov 2 – 9
Home in Maui County
4.71 out of 5 average rating, 28 reviewsWaterfall House with Ocean Views in Haiku, Maui
May 19 – 26
Condo rentals with a pool
Condo in Lahaina
4.89 out of 5 average rating, 254 reviewsTOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking
Dec 12 – 19
Condo in Lahaina
4.97 out of 5 average rating, 154 reviewsKaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba
Jan 23 – 30
Condo in Lahaina
4.99 out of 5 average rating, 156 reviewsDIRECT OCEAN FRONT STUDIO W OCEAN IS UR BACK YARD!
Jul 15 – 22
Condo in Lahaina
4.98 out of 5 average rating, 124 reviewsHonu Hale
Dec 2 – 9
Condo in Lahaina
4.95 out of 5 average rating, 129 reviewsOCEAN FRONT CONDO IN KAHANA NEAR SELECTED! ,KAPALUA
Mar 15 – 22
Condo in Lahaina
5.0 out of 5 average rating, 115 reviewsPanoramic Views right on a Sandy Swimmable Beach
Sep 8 – 15
Condo in Lahaina
4.85 out of 5 average rating, 136 reviewsMKV Beach Front Resort Ka’anapali Ocean View C155
Sep 29 – Oct 6
Condo in Lahaina
5.0 out of 5 average rating, 4 reviewsStylish Love Hideaway, Maui Kaanapali Oceanfront
Sep 28 – Oct 5
Quick stats about vacation rentals with a pool in Kaanapali
Total rentals
3.3K properties
Rentals with dedicated workspaces
1.7K properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
1.5K properties are a good fit for families
Total number of reviews
33K reviews
Nightly prices starting at
€ 19 before taxes and fees
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