Kaanapali Holiday Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Kaanapali

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3654)
"Great place"
The price is S$243
includes taxes & fees
29 Aug - 30 Aug
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2438)
"Great place "
The price is S$435
includes taxes & fees
17 Aug - 18 Aug
Aston Maui Kaanapali Villas

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (213)
"Location was excellent "
The price is S$903
includes taxes & fees
4 Sept - 5 Sept
The Whaler Resort Kaanapali Beach

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (388)
"Overall it's a great property for families "
AEI at Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2814)
"Beautiful property, would stay again! "
The price is S$1,233
includes taxes & fees
3 Sept - 4 Sept
OUTRIGGER Honua Kai Resort & Spa

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1479)
"Concierge, was really nice and informative. Can't think of anything i didn't like. "
Aston at The Whaler on Kaanapali Beach

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1111)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is S$727
includes taxes & fees
12 Aug - 13 Aug
The Westin Ka'anapali Ocean Resort Villas

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (464)
"Very nice place to stay"
The price is S$728
includes taxes & fees
20 Aug - 21 Aug
The Westin Nanea Ocean Villas, Ka'anapali

Honua Kai Konea Resort by KBM

4.0 star property
9.6 out of 10, Exceptional, (54)
"Beautiful property, great location, condos are very nice and well-equipped, beach access is excellent with incredible snorkeling right off the beach. Easy access to Duke's for great food and poolside drinks. We definitely recommend the Honua Kai Resort."
Honua Kai Konea Resort by KBM

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
8.8 out of 10, Excellent, (191)
"It was a great place to spend a vacation for the whole family. "
The price is S$727
includes taxes & fees
18 Aug - 19 Aug
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Kaanapali Alii

4.0 star property
9.4 out of 10, Exceptional, (925)
"The beautiful rooms with lots of space for a big family The easy access to the beach and warm, friendly staff that helped make our stay memorable "
Kaanapali Alii

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1637)
"Bed was not comfortable the food places were good room had cockroaches… other than that we had an amazing time while there"
Aston Mahana at Kaanapali

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (266)
"It was an excellent location with all of the amenities for the value I would definitely stay there again"
AEI at The Mahana Kaanapali Resort

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

4.0 star property
8.4 out of 10, Very good, (231)
"Great family distination"
The price is S$739
includes taxes & fees
18 Aug - 19 Aug
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (862)
"Comfortable ,quiet,relaxing"
Kaanapali Maui at the Eldorado by OUTRIGGER

Maui Kai

3.0 star property
9.2 out of 10, Wonderful, (425)
"It is quite and kind of tucked away from the other places the Views from our balcony was awesome. We had Mountains in the front and the ocean in the back. I would definitely stay there again."
Maui Kai

AEI at The Whaler Kaanapali Beach Resort

4.0 star property
9.4 out of 10, Exceptional, (53)
"Nice staff, easy access to the beach, pools, restaurants"
AEI at The Whaler Kaanapali Beach Resort

The Whaler by KBM

4.0 star property
10.0 out of 10, Exceptional, (2)
"This condo exceeded our expectations! It was amazing!! So comfortable, the views were spectacular. & the amenities were outstanding. Can’t say enough great things about our stay. Saw whales breaching from the patio table. Had all the extras we needed. The staff at the resort was super helpful, beach was right there and pickleball courts were so fun to use. Our kids didn’t want to leave and have requested we stay there again. "
The Whaler by KBM

Kaanapali Plantation Villa by KBM

4.0 star property
10.0 out of 10, Exceptional, (2)
"Loved this property! Nice and quiet, ocean view, updated and very large floor plan. Quick to get to other tourist sites. Perfect location. Plenty of parking. Will stay again for sure! "
Kaanapali Plantation Villa by KBM

Ka'anapali Shores 160

3.5 star property
The price is S$1,903
includes taxes & fees
6 Aug - 7 Aug
Ka'anapali Shores 160
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kaanapali Hotel Reviews

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 197 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 Black Rock are a couple of lovely local spots to get outside and enjoy nature. Whalers Village 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.