Search Holiday Rentals in Kaanapali

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sep - 27 Sep

Our top choices for Kaanapali holiday rentals

Suite, Multiple Beds, Garden View (2 Baths) | Garden view

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (414 reviews)
"We love staying at The Whaler Resort! I like that it’s right next to all the shops and restaurants at Whaler Village. It’s a really nice combination of hotel amenities and condo living. The staff is super friendly and the property is very well maintained. We’ll definitely be staying here again."
United States
Dustin
The price is ฿10,016
฿23,873 total
includes taxes & fees
8 Jun - 9 Jun
The Whaler Resort Kaanapali Beach
Studio | Pool

Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
The price is ฿4,991
฿39,660 total
includes taxes & fees
24 Jun - 25 Jun
Kaanapali Shores 432 Studio Condo Condo
Studio | Property grounds

Kaanapali Shores Studio 642 Studio Bedroom Condo by RedAwning

Kaanapali Shores Studio 642 Studio Bedroom Condo by RedAwning
3.0 star property
Lahaina
6.0 out of 10, (5 reviews)
"Very nice property, safe and clean, pool area is lovely. "
United States
Cindy Jean
The price is ฿4,991
฿39,660 total
includes taxes & fees
27 Jun - 28 Jun
Kaanapali Shores Studio 642 Studio Bedroom Condo by RedAwning
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kaanapali Hotel Reviews

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas

10/10 Excellent
"Staff were all friend and most guests I interacted with were great. I look forward to coming again and seeing more"
Michael 5-night trip
Posted 6 hours ago
Aston Maui Kaanapali Villas

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:

  • View our selection of featured holiday rentals in Kaanapali
  • Use the map to find apartments and other holiday homes in the Kaanapali neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kaanapali while they last

Look no further and take a look at our great range of rental properties in Kaanapali!

Frequently asked questions

Are there holiday rentals in Kaanapali?

Yes, there are holiday rentals close to the most popular sights in Kaanapali, or you can select a more secluded option if you're looking for a relaxing 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 holiday.

How many holiday rentals are there in Kaanapali?

With 26 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Kaanapali?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kaanapali. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.