
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

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!

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado
Apartment rentals with a pool

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

Absolutely Oceanfront - Corner Unit- Amazing Views

Beautiful Papakea 1 Bedroom with A/C

Absolute Beachfront with Million-Dollar Views!

Royal Kahana #1201 /2BD 2BA Oceanfront PH Condo

Luxury condo • 180° Ocean Views • Steps to Beach

Ocean's Edge Romance: Sunsets, Whales, Views!

Modern + Serene Oceanfront Napili Getaway w/AC
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

Newly Renovated Corner Unit w/ View at Maui Vista

Westin Studio Kaanapali Villas 3

Cozy Studio Hotel Stay w/ Resort Amenities

Gorgeous Kapalua Home with Views

New Remodel Oceanfront Sunset Paradise
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
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
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Kalani Beach
- Manele Golf Course
- Kaupoa Beach
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Kapua
- Palauea Beach
- Oneloa Beach
- Changs Beach
- Old Lahaina Luau
- Puu Olai Beach
- Wailau Valley