
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

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

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!

Cozy Beach Bungalow +Bikes & Pickleball Gear

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

Ocean Views- Beachfront- Steps to a Sandy Beach!

Crazy Good Deal Eldorado Beach Resort Ka'anapali

Oceanfront Getaway, Brand New, Steps To Beach

Beautiful Papakea 1 Bedroom with A/C

Oceanfront Kahana Reef Condo

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

Panoramic Views right on a Sandy Swimmable Beach

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

Maui Beach Frt Condo w/ AC Kaanapali Shores Resort

Oceanfront penthouse - stunning view!

Oceanfront King Bed Renovated Maui Kai Condo MK806

180* Oceanfront View w/ AC! Remodel+2Pools+Clean

Charming Kaanapali cottage with ocean view

Papakea Fall Sale - Best Location in Complex

Stunning Maui Villa

Aloha! 10 Steps to Ocean. Breathtaking Ocean Front
Quick stats about holiday rentals with a pool in Kaanapali
Total rentals
3.8K properties
Total number of reviews
38K reviews
Family-friendly rentals
1.8K properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
2.3K properties have a dedicated workspace
Wifi availability
3.8K properties include access to wifi
Destinations to explore
- Serviced apartment rentals Kaanapali
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- Cottage rentals Kaanapali
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- Rentals with beach access Kaanapali
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- Holiday home rentals Kaanapali
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- Resort rentals Kaanapali
- Rentals with a kayak Kaanapali
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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
- Ka'anapali Golf Courses