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, 388 reviewsStunning ocean view, heated pool at home by Wailea
19–26 Sep
Home in Maui
4.98 out of 5 average rating, 183 reviewsPrivate Hot Tub + Pool Access + AC - Star Lookout
26 Dec – 2 Jan
Home in Kula
4.91 out of 5 average rating, 303 reviewsKula Jewel - Pool, Hot Tub & Awesome Views!
8–15 Apr
Home in Lahaina
5.0 out of 5 average rating, 12 reviewsMahalo Pono @ Ka'anapali Royal
28 Mar – 4 Apr
Home in Lahaina
4.94 out of 5 average rating, 79 reviewsBeautifully Remodeled 3 Bedrooms/2Bathrooms
4–11 Oct
Home in Lahaina
5.0 out of 5 average rating, 8 reviews3BR Beach Bungalow w/ 1967 International Scout!
2–9 Nov
Home in Maui County
4.71 out of 5 average rating, 28 reviewsWaterfall House with Ocean Views in Haiku, Maui
7–14 Jul
Condo rentals with a pool
Condo in Lahaina
4.97 out of 5 average rating, 154 reviewsKaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba
20–27 Apr
Condo in Lahaina
4.97 out of 5 average rating, 190 reviewsOceanfront Panoramic Views on Kahana Beach!
16–23 Mar
Condo in Lahaina
4.78 out of 5 average rating, 134 reviewsOceanview studio in Napili W/AC
22–29 Oct
Condo in Lahaina
4.89 out of 5 average rating, 253 reviewsTOP FLOOR!!!! Oceanfront, free Wi-Fi, free parking
11–18 Nov
Condo in Lahaina
4.99 out of 5 average rating, 136 reviewsAloha Hideaway, Oceanfront On the Water, Maui
23–30 Mar
Condo in Lahaina
5.0 out of 5 average rating, 115 reviewsPanoramic Views right on a Sandy Swimmable Beach
7–14 Sep
Condo in Lahaina
4.99 out of 5 average rating, 98 reviewsLuxury Mahana 1bd/2ba-Great Views-Free Park/WiFi
22–29 Oct
Condo in Lahaina
4.96 out of 5 average rating, 79 reviewsOcean's Edge Romance: Sunsets, Whales, Views!
23–30 Nov
Quick stats about holiday 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
$34 NZD before taxes and fees
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