
Vacation 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.
Vacation 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

Mahalo Pono @ Ka 'anapali Royal

Newly Remodeled Cottage

#1 Kaanapali Beach, Ocean View MER K218

Stunning ocean view, heated pool at home by Wailea

Kula Jewel - Pool, Hot Tub & Awesome Views!

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu

Walk to beach - bungalow + Bikes & Pickleball gear

Beautifully Remodeled 3 Bedrooms/2Bathrooms
Condo rentals with a pool

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

Dream-like ocean views! Steps from the Ocean

Beautiful Papakea 1 Bedroom with A/C

Condo in Lahaina, New Remodel, Amazingly Peaceful

MauiKai 405 - Oceanfront Bliss!!

OCEAN FRONT CONDO IN KAHANA NEAR SELECTED! ,KAPALUA

Stunning Oceanfront, Sunset and Marine Life Views

Ocean's Edge Romance: Sunsets, Whales, Views!
Other vacation rentals with a pool

New! Oceanfront, Turtles, Snorkeling, AC, Pool!

Maui Beach Frt Condo w/ AC Kaanapali Shores Resort

Oceanfront penthouse - stunning view!

Ocean & Beach Front Condo w/Central Air (1BD/1BA)

Premier Oceanfront Retreat in Lahaina

Oceanfront King Bed Renovated Maui Kai Condo MK806

Huge Luxury Condo | partial Ocean View on Beach

Stunning Maui Villa
Quick stats about vacation 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
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- Maui
- Kaanapali Beach
- Kahului Beach
- Kepuhi Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Manele Golf Course
- Kalani Beach
- Maui Ocean Center
- Wailea Beach
- Hāmoa Beach
- Kaupoa Beach
- Kaipukaihina
- Oneloa Beach
- Puu Olai Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Wailau Valley
- Maui Golf & Sports Park