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 Kihei
4.95 out of 5 average rating, 22 reviewsLuana Kai C209
Home in Haiku-Pauwela
4.91 out of 5 average rating, 11 reviewsViews and pool - escape reality
Home in Kihei
4.92 out of 5 average rating, 25 reviewsOceanview Home with Private pool and hot tub
Home in Lahaina
5 out of 5 average rating, 3 reviewsPualei Beach House
Home in Lahaina
5 out of 5 average rating, 11 reviewsKapalua Ridge 622 Luxe Ocean Views- 5th Night Free
Home in Kaanapali
4.91 out of 5 average rating, 105 reviews#1 Kaanapali Beach Modern Condo C101 Maui Eldorado
Home in Maui
4.98 out of 5 average rating, 212 reviewsPrivate Hot Tub + Pool Access + AC - Star Lookout
Home in Lahaina
4.94 out of 5 average rating, 577 reviewsMaui direct ocean front . Super private
Condo rentals with a pool
Condo in Kihei
4.92 out of 5 average rating, 144 reviewsBeach Area Condo
Condo in Lahaina
4.93 out of 5 average rating, 29 reviewsDiscounted Rates! 305 Beautiful 2 bed/2 bath
Condo in Wailea-Makena
4.9 out of 5 average rating, 50 reviewsGaze out at Panoramic Ocean Views from an Airy Coastal Oasis
Condo in Kihei
4.89 out of 5 average rating, 124 reviewsIncomparable Maui Sunset condo, includes all taxes
Condo in Kihei
4.8 out of 5 average rating, 155 reviewsLuxury 2bd2bth Kihei Maui Condo Across from Beach
Condo in Kihei
4.84 out of 5 average rating, 102 reviewsFamily Friendly 2BR Condo Across from Beach w/ A/C
Condo in Kihei
4.84 out of 5 average rating, 233 reviewsCozy Cute Condo | Maui Vista | Walk to The Beach
Condo in Kihei
4.79 out of 5 average rating, 141 reviewsLuxury 3bdrm 3bth w/7 Beds Bunk Beds FULL AC Kihei
Quick stats about vacation rentals with a pool in Kaanapali
Total rentals
3.5K properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
35K reviews
Family-friendly rentals
1.6K properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
1.9K properties have a dedicated workspace
Destinations to explore
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