Vacation rentals with a pool in Kaanapali Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Kaanapali Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Kaanapali Beach rentals with a pool
House rentals with a pool
Home in Maui
4.98 out of 5 average rating, 183 reviewsPrivate Hot Tub + Pool Access + AC - Star Lookout
Jan 25 – Feb 1
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
Sep 19 – 26
Home in Kula
4.91 out of 5 average rating, 303 reviewsKula Jewel - Pool, Hot Tub & Awesome Views!
Apr 13 – 20
Home in Lahaina
5.0 out of 5 average rating, 12 reviewsMahalo Pono @ Ka'anapali Royal
Mar 28 – Apr 4
Home in Maui County
4.83 out of 5 average rating, 52 reviewsCliff House with Ocean Views in Haiku, Maui jungle
Jul 31 – Aug 7
Home in Lahaina
4.94 out of 5 average rating, 79 reviewsBeautifully Remodeled 3 Bedrooms/2Bathrooms
Aug 14 – 21
Home in Lahaina
5.0 out of 5 average rating, 8 reviews3BR Beach Bungalow w/ 1967 International Scout!
Nov 2 – 9
Condo rentals with a pool
Condo in Lahaina
4.99 out of 5 average rating, 102 reviewsKapalua, luxe, ocean view, beach, spa, golf/tennis
Dec 25 – Jan 1
Condo in Lahaina
4.85 out of 5 average rating, 136 reviewsMKV Beach Front Resort Ka’anapali Ocean View C155
Dec 4 – 11
Condo in Lahaina
4.83 out of 5 average rating, 133 reviewsAloha, Ocean View 1 bed Papakea King bed 2nd floor
Apr 19 – 26
Condo in Lahaina
4.84 out of 5 average rating, 101 reviewsLuxury Condo Near Whalers Village
May 15 – 22
Condo in Lahaina
4.93 out of 5 average rating, 151 reviewsEldorado Resort - Ka'anapali Whalers Village K110
Mar 30 – Apr 6
Condo in Lahaina
5.0 out of 5 average rating, 3 reviewsMaui Ocean Club, Cozy Garden View Studio
Mar 3 – 10
Condo in Lahaina
5.0 out of 5 average rating, 50 reviewsOceanfront Mahana Resort and Ka’anapali
May 31 – Jun 7
Condo in Lahaina
5.0 out of 5 average rating, 4 reviewsStylish Love Hideaway, Maui Kaanapali Oceanfront
Feb 26 – Mar 5
Destinations to explore
- Kailua-Kona Vacation rentals
- Kihei Vacation rentals
- Kailua Vacation rentals
- Lahaina Vacation rentals
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