
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

Cliff House with Ocean Views in Haiku, Maui jungle

Mahalo Pono @ Ka 'anapali Royal

Newly Remodeled Cottage

Maalaea Kai 307 - Maui Prime Oceanfront

Kapalua Ridge 622 Luxe Ocean and Coastal Views

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!
Condo rentals with a pool

Napili Nani cottage for 2 w/AC ~ *Renovated*

Dream-like ocean views! Steps from the Ocean

Crazy Good Deal MKV Resort Ka'anapali - Ocean View

Ocean Front Luxury Condo - Swim with the turtles

Pohailani 113 - Vacation West Maui - Gorgeous w/AC

Sugar Beach Resort Beach / Ocean Front Unit 426

Luxury Condo Near Whalers Village

Stunning Oceanfront, Sunset and Marine Life Views
Other holiday rentals with a pool

Beautiful Ground floor! Ocean and Beach Access

Oceanfront penthouse - stunning view!

Turtles & Tales: Luxe Beachfront w/AC & Ocean view

WHA 859 BeachFront Luxury Condo w Ocean Views

Oceanfront Resort Napili ~ Maui ~ AC ~ Napili Bay!

Great Deal-New Remodeled Listing, Close to Beach!

Beachfront on Kaanapali The Mahana 1106!

Seaside Serenity: Oceanfront 1BR Suite
Quick stats about holiday 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
Wi-Fi availability
4K properties include access to Wi-Fi
Destinations to explore
- Apartment rentals Kaanapali
- Pet-friendly rentals Kaanapali
- Rentals with a sauna Kaanapali
- Rentals with a patio Kaanapali
- Rentals with beach access Kaanapali
- House rentals Kaanapali
- Waterfront rentals Kaanapali
- Beach condo rentals Kaanapali
- Rentals with an EV charger Kaanapali
- Resort rentals Kaanapali
- Fitness-friendly rentals Kaanapali
- Luxury rentals Kaanapali
- Condo rentals Kaanapali
- Rentals with a hot tub Kaanapali
- Hotel rentals Kaanapali
- Rentals with a kayak Kaanapali
- Rentals with a fire pit Kaanapali
- Beachfront rentals Kaanapali
- Villa rentals Kaanapali
- Family-friendly rentals Kaanapali
- Rentals with outdoor seating Kaanapali
- Cottage rentals Kaanapali
- Rentals with a washing machine and dryer Kaanapali
- Rentals with breakfast Kaanapali
- Serviced apartment rentals Kaanapali
- Rentals with an accessible height bed Kaanapali
- Holiday home rentals Kaanapali
- Rentals with pools Maui County
- Rentals with pools Hawaii
- Rentals with pools United States
- Maui
- Kaanapali Beach
- Kahului Beach
- Kepuhi Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Olowalu Beach
- Manele Golf Course
- Kalani Beach
- Kaupoa Beach
- Hāmoa Beach
- Maui Ocean Center
- Wailea Beach
- Kaipukaihina
- Kapua
- Oneloa Beach
- Changs Beach
- Palauea Beach
- Puu Olai Beach
- Old Lahaina Luau
- Wailau Valley
- Maui Golf & Sports Park