Holiday 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.
Holiday 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
20–27 Sep
Home in Kihei
4.96 out of 5 average rating, 389 reviewsStunning ocean view, heated pool at home by Wailea
12–19 Sep
Home in Maui
4.98 out of 5 average rating, 183 reviewsPrivate Hot Tub + Pool Access + AC - Star Lookout
25 Dec – 1 Jan
Home in Kula
4.91 out of 5 average rating, 303 reviewsKula Jewel - Pool, Hot Tub & Awesome Views!
5–12 Apr
Home in Lahaina
5.0 out of 5 average rating, 13 reviewsMahalo Pono @ Ka'anapali Royal
14–21 May
Home in Kaanapali
4.95 out of 5 average rating, 38 reviewsMaui Eldorado Condo J221
19–26 Dec
Home in Lahaina
5.0 out of 5 average rating, 9 reviews3BR Beach Bungalow w/ 1967 International Scout!
2–9 Nov
Home in Lahaina
4.94 out of 5 average rating, 79 reviewsBeautifully Remodeled 3 Bedrooms/2Bathrooms
6–13 Jan
Apartment rentals with a pool
Apartment in Lahaina
4.95 out of 5 average rating, 129 reviewsOCEAN FRONT CONDO IN KAHANA NEAR NAPILI! , KAPALUA
25 Nov – 2 Dec
Apartment in Lahaina
4.89 out of 5 average rating, 254 reviewsTOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking
15–22 Nov
Apartment in Lahaina
4.97 out of 5 average rating, 154 reviewsKaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba
6–13 Apr
Apartment in Lahaina
4.78 out of 5 average rating, 134 reviewsOceanview studio in Napili W/AC
5–12 Sep
Apartment in Lahaina
4.83 out of 5 average rating, 143 reviewsModern Beautiful 1BR Napili Bay Get-Away Condo
31 Aug – 7 Sep
Apartment in Lahaina
5.0 out of 5 average rating, 5 reviewsStylish Love Hideaway, Maui Kaanapali Oceanfront
28 Sep – 5 Oct
Apartment in Lahaina
4.99 out of 5 average rating, 98 reviewsLuxury Mahana 1bd/2ba-Great Views-Free Park/WiFi
26 Aug – 2 Sep
Apartment in Lahaina
5.0 out of 5 average rating, 3 reviewsMaui Ocean Club, Cozy Garden View Studio
3–10 Mar
Quick stats about holiday rentals with a pool in Kaanapali
Total rentals
3.3T properties
Rentals with dedicated workspaces
1.7T properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
1.5T properties are a good fit for families
Total number of reviews
33T reviews
Nightly prices starting at
₹1,668 before taxes and fees
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