
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

Mahalo Pono @ Ka 'anapali Royal

Newly Remodeled Cottage

#1 Kaanapali Beach, Ocean View MER K218

Kapalua Ridge 622 Luxe Ocean and Coastal Views

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

Bungalow walk to beach + Pickleball gear and Bikes

Puamana Retreat by Gather: Oceanfront Luxury
Condo rentals with a pool

Penthouse on Sandy Swimmable Beach Incredible View

Crazy Good Deal Eldorado Beach Resort Ka'anapali

Crazy Good Deal MKV Resort Ka'anapali - Ocean View

Beautiful Papakea 1 Bedroom with A/C

Pohailani 113 - Vacation West Maui - Gorgeous w/AC

MauiKai 405 - Oceanfront Bliss!!

A jewel on Oceanfront & Breath Taking Views.

Oceanview Maui Condo, Turtles, Whales, Rainbows
Other vacation rentals with a pool

Lei’d Back: Incredible Ocean Views, King Suite wAC

The Whaler On Ka'anapali Beach, Partial Ocean View

Oceanfront Penthouse Maui Kaanapali, Aloha Getaway

Westin Ka'anapali Resort Studio King Bed

Oceanfront penthouse - stunning view!

Beachfront on Kaanapali The Mahana 1106!

New Remodel Oceanfront Sunset Paradise

Amazing Maui Beachfront | AC, Pool, BBQ, Snorkel
Quick stats about vacation rentals with a pool in Kaanapali
Total rentals
4K properties
Total number of reviews
40K reviews
Family-friendly rentals
1.9K properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
2.4K properties have a dedicated workspace
Wifi availability
4K properties include access to wifi
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- Maui
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