Kaanapali Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • 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

Tonight
5 Nov - 6 Nov
Tomorrow
6 Nov - 7 Nov
This weekend
7 Nov - 9 Nov
Next weekend
14 Nov - 16 Nov

Holiday Rentals in Kaanapali

4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)
OUTRIGGER Honua Kai Resort & Spa
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2859)
"Great stay"
United States
Andrea
The price is S$1,051
includes taxes & fees
22 Nov - 23 Nov
OUTRIGGER Honua Kai Resort & Spa
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, (469)
"Such a beautiful hotel and pool. The beds were super comfy and the villa was clean and spacious. It was great!!"
United States
Michael
The price is S$739
includes taxes & fees
18 Nov - 19 Nov
The Westin Nanea Ocean Villas, Ka'anapali
Exterior
Aston Maui Kaanapali Villas
Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2488)
"The condo we stayed in was immaculate, the beach pristine, great communication with reception staff. We would definitely stay here again"
United States
Kim
The price is S$502
includes taxes & fees
22 Nov - 23 Nov
Aston Maui Kaanapali Villas
3 outdoor pools, pool cabanas (surcharge), pool loungers
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
8.4 out of 10, Very good, (235)
"The location right on the beach is great! The property itself is a bit tired but clean. The restaruant (Longhi's) and the bar were great! The staff was very helpful and accommodating. "
United States
Elizabeth
The price is S$702
includes taxes & fees
29 Nov - 30 Nov
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Exterior
The Whaler Resort Kaanapali Beach
The Whaler Resort Kaanapali Beach
4.0 star property
9.6 out of 10, Exceptional, (283)
"Great location, clean facilities and very good value."
United States
Raymond M
The price is S$890
includes taxes & fees
6 Dec - 7 Dec
The Whaler Resort Kaanapali Beach
Exterior
Aston Kaanapali Shores
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3848)
"Beautiful views, friendly staff and clean rooms"
United States
Jennifer
The price is S$481
includes taxes & fees
6 Nov - 7 Nov
Aston Kaanapali Shores
Pool
Kaanapali Shores 432 Studio Condo Condo
Kaanapali Shores 432 Studio Condo Condo
3.0 star property
The price is S$1,319
includes taxes & fees
1 Dec - 2 Dec
Kaanapali Shores 432 Studio Condo Condo
2 outdoor pools
Ka'anapali Shores 160
Ka'anapali Shores 160
3.5 star property
The price is S$1,891
includes taxes & fees
6 Nov - 7 Nov
Ka'anapali Shores 160
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Ka'anapali Ocean Resort Villas
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1119)
"Everything was perfect. Great job by all the staff. "
United States
Joseph
The price is S$690
includes taxes & fees
12 Nov - 13 Nov
The Westin Ka'anapali Ocean Resort Villas
3 outdoor pools, pool cabanas (surcharge), pool loungers
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
8.8 out of 10, Excellent, (196)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
The price is S$690
includes taxes & fees
20 Nov - 21 Nov
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Exterior
Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning
Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning
4.0 star property
The price is S$1,714
includes taxes & fees
22 Nov - 23 Nov
Honua Kai 215 2 Bedroom/2 Bath 2 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

OUTRIGGER Kaanapali Beach Resort

OUTRIGGER Kaanapali Beach Resort

10/10 Excellent
"The property is beautiful and quiet. "
Jeffery 2-night trip
Posted 3 days ago
OUTRIGGER Kaanapali Beach Resort

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 41 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.