
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

Kihei 533- A/C, Free Parking, and WiFi

Mahalo Pono @ Ka 'anapali Royal

Newly Remodeled Cottage

Wake Up to Sweeping Ocean Views in Platinum Style

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

Bungalow walk to beach + Pickleball gear and Bikes

#1 Kaanapali Beach C101 Maui Eldorado, Sleeps 3.
Apartment rentals with a pool

Crazy Good Deal Eldorado Beach Resort Ka'anapali

MAHANA 505 OCEAN FRONT W/ SPECTACULAR VIEWS

Oceanfront Kahana Reef Condo

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

MauiKai 405 - Oceanfront Bliss!!

Kaanapali Shores Modern Beachside Resort Condo

Spectacular Ocean Views, 1st Class, Luxury Condo

Ground Floor Oceanfront - steps to the beach!
Other holiday rentals with a pool

Maui Beach Frt Condo w/ AC Kaanapali Shores Resort

The Whaler On Ka'anapali Beach, Partial Ocean View

Oceanfront penthouse - stunning view!

Oceanfront King Bed Renovated Maui Kai Condo MK806

Papakea Fall Sale - Best Location in Complex

Stunning Maui Villa

Paradise at Papakea Resort E305 N0 Resort fee

Aloha! 10 Steps to Ocean. Breathtaking Ocean Front
Quick stats about holiday rentals with a pool in Kaanapali
Total rentals
4K properties
Total number of reviews
41K reviews
Family-friendly rentals
1.9K properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
2.6K properties have a dedicated workspace
Wifi availability
4K properties include access to wifi
Destinations to explore
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- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Kepuhi Beach
- Lahaina Beach
- Honolua Bay
- Sandy Beach
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Manele Golf Course
- Kalani Beach
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Oneloa Beach
- Kaipukaihina
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Polo Beach
- Wailea Golf Club