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
Oct 24 – 31
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 18 – 25
Home in Lahaina
5.0 out of 5 average rating, 13 reviewsMahalo Pono @ Ka'anapali Royal
Sep 24 – Oct 1
Home in Kaanapali
4.95 out of 5 average rating, 38 reviewsMaui Eldorado Condo J221
Dec 19 – 26
Home in Lahaina
5.0 out of 5 average rating, 9 reviews3BR Beach Bungalow w/ 1967 International Scout!
Nov 2 – 9
Home in Lahaina
4.94 out of 5 average rating, 79 reviewsBeautifully Remodeled 3 Bedrooms/2Bathrooms
Apr 24 – May 1
Condo rentals with a pool
Condo in Lahaina
4.99 out of 5 average rating, 136 reviewsAloha Hideaway, Oceanfront On the Water, Maui
Aug 25 – Sep 1
Condo in Lahaina
4.95 out of 5 average rating, 129 reviewsOCEAN FRONT CONDO IN KAHANA NEAR SELECTED! ,KAPALUA
Nov 14 – 21
Condo in Lahaina
4.97 out of 5 average rating, 192 reviewsOceanfront Panoramic Views on Kahana Beach!
Mar 3 – 10
Condo in Lahaina
4.96 out of 5 average rating, 221 reviewsSoothing Waves with 180° View In Kahana, HI
Oct 14 – 21
Condo in Lahaina
4.97 out of 5 average rating, 154 reviewsKaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba
Oct 4 – 11
Condo in Lahaina
4.96 out of 5 average rating, 112 reviewsBeautiful Papakea 1 Bedroom with A/C
Mar 5 – 12
Condo in Lahaina
4.98 out of 5 average rating, 124 reviewsHonu Hale
Jul 7 – 14
Condo in Lahaina
4.78 out of 5 average rating, 134 reviewsOceanview studio in Napili W/AC
Apr 8 – 15
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
$20 before taxes and fees
Destinations to explore
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