A beach with clear turquoise water, people swimming and sunbathing, and palm trees.

Kaanapali Vacation Rentals

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Our top choices for Kaanapali vacation rentals

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (430 reviews)
"Great location! We enjoyed being right by Whaler’s Village with all the restaurants and shops. It’s also close to Black Rock which is great for snorkeling. We will be coming back for future Maui trips."
United States
Julie
The price is P16,946
P42,600 total
includes taxes & fees
Aug 9 - Aug 10
The Whaler Resort Kaanapali Beach

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,175 reviews)
"We were very happy with our stay."
United States
Joni
The price is P14,719
P19,299 total
includes taxes & fees
Jul 15 - Jul 16
Aston Kaanapali Shores

Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning

Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning
3.0 star property
Lahaina
6.8 out of 10, (3 reviews)
"Comfortable and a great view. Is there a way I book this unit directly through the owner?"
United States
Carl
The price is P11,863
P78,801 total
includes taxes & fees
Jul 22 - Jul 23
Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,586 reviews)
"Nice stay! snorkeling right on beach front from room,, reef"
United States
Adrian
The price is P14,473
P22,658 total
includes taxes & fees
Jul 19 - Jul 20
Aston Maui Kaanapali Villas

Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,550 reviews)
"Awesome place and location. Ocean view and wrap around balcony incredible. Very spacious for our family. Could not be happier!"
United States
Joseph C
The price is P15,414
P41,819 total
includes taxes & fees
Aug 1 - Aug 2
Aston at The Whaler on Kaanapali Beach

Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
Kaanapali Shores 432 Studio Condo Condo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kaanapali Hotel Reviews

Find out more about Kaanapali

Search for holiday rentals in Kaanapali on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaanapali using one of the methods below:

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Frequently asked questions

Are there vacation rentals in Kaanapali?

Yes, we have vacation rentals near popular sights in Kaanapali, or you can choose a more secluded option if you want a relaxing place to stay. Tourists who visit Kaanapali speak highly of the array of shops and relaxing spas. Make sure to also enjoy the popular beaches and top-notch restaurants during your vacation.

How many vacation rentals are there in Kaanapali?

With 25 Expedia vacation rentals, you're sure to find just the right place for your Kaanapali stay.

What can I see and do in Kaanapali?

Kaanapali Beach and Kahekili Beach are a couple of great spots to enjoy nature, whereas other top attractions include Whalers Village. Black Rock and Kaanapali Kai Course at Kaanapali Golf Resort are other places to visit while you're in town.

What are vacation rentals like in Kaanapali?

Vacation rentals are private properties you can stay in for several days or more in Kaanapali. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips.