
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

Direct Waterfront, Air conditioned, Amazing Views!

Beautiful Papakea 1 Bedroom with A/C

Honu Hale, Oceanfront Kahana Reef Condo

Sugar Beach Resort Beach / Ocean Front Unit 426

OCEAN FRONT CONDO IN KAHANA NEAR SELECTED! ,KAPALUA

Modern + Serene Oceanfront Napili Getaway w/AC

Amazing Ocean Views and First Class Accommodations

New Remodel Oceanfront Sunset Paradise
Other holiday rentals with a pool

Beautiful Ground floor! Ocean and Beach Access

Oceanfront penthouse - stunning view!

Amazing Oceanview, Kaanapali Beach, Prime Location

WHA 859 BeachFront Luxury Condo w Ocean Views

Hyatt Residence Club Maui 1 BR Mountain View Upper

Ka Hale Aloha (The Love Shack)

Seaside Serenity: Oceanfront 1BR Suite

Oceanfront- 5 minutes from Kaanapali!
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
- Apartment rentals Kaanapali
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- Luxury rentals Kaanapali
- Villa rentals Kaanapali
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- Rentals with an accessible-height bed Kaanapali
- Fitness-friendly rentals Kaanapali
- Beach apartment rentals Kaanapali
- Rentals with beach access Kaanapali
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- Rentals with a kayak Kaanapali
- Holiday home rentals Kaanapali
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- Flat rentals Kaanapali
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- Rentals with breakfast Kaanapali
- Rentals with a washing machine and dryer 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
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Maui Golf & Sports Park