Kaanapali Holiday Rentals

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 Jun - 28 Jun
In four months
24 Jul - 26 Jul

Our top choices for Kaanapali holiday rentals

4 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,943 reviews)
"Nice staff/clean rooms. Overall very nice"
Canada
Anastassiya
The price is S$1,055
includes taxes & fees
25 Apr - 26 Apr
OUTRIGGER Honua Kai Resort & Spa
Exterior

The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Lahaina
8.2 out of 10, Very good, (46 reviews)
"Staff was great, rooms were clean, pools were warm. The ocean right outside the hotel is clean and allows you do do activities without leaving the area like snorkeling, swimming, boogie boarding, floating, etc)"
United States
Clinton
The price is S$694
includes taxes & fees
10 Apr - 11 Apr
The Westin Ka'anapali Ocean Resort Villas North
View from property

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

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Lahaina
8.4 out of 10, Very good, (244 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
The price is S$719
includes taxes & fees
16 Apr - 17 Apr
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Garden view

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (378 reviews)
"Beautiful views, wonderful staff, clean & spacious room! Would love to stay again someday. "
United States
Sophia
The price is S$1,027
includes taxes & fees
5 Apr - 6 Apr
The Whaler Resort Kaanapali Beach
2 outdoor pools

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,555 reviews)
"Best Maui location"
United States
Chris
The price is S$595
includes taxes & fees
5 Apr - 6 Apr
Aston Maui Kaanapali Villas
Exterior

The Westin Nanea Ocean Villas, Ka'anapali

The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (487 reviews)
"Wonderful place to stay. "
United States
Sharon Lynn
The price is S$792
includes taxes & fees
16 Apr - 17 Apr
The Westin Nanea Ocean Villas, Ka'anapali
View from property

Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Lahaina
8.6 out of 10, Excellent, (203 reviews)
"Good service and room was clean and comfortable. Views were spectacular. "
United States
James
The price is S$694
includes taxes & fees
16 Apr - 17 Apr
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Garden

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,045 reviews)
"Beautiful location and friendly helpful staff. Nice clean rooms and resort. "
Canada
Megan Ruth
The price is S$525
includes taxes & fees
18 Apr - 19 Apr
Aston Kaanapali Shores
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

The Westin Maui Resort & Spa, Ka'anapali

The Westin Maui Resort & Spa, Ka'anapali

10/10 Excellent
"My husband and I had a great experience overall. This was our second time staying at this specific resort (first time was in 2022). Our room was clean, the outdoor pools were good, and the staff was nice and helpful. This resort used to have a shuttle that would take guests to specific stops in town as part of the resort fee, like the Cannery, but when we were there in March 2026, we learned they no longer run that shuttle. If I had to guess, it is likely because some of those shuttle stops no longer exist sadly due to the 2023 Lahaina fire. Small things we noticed: the elevator lights weren't working for several days of our trip, but the staff hung a lantern temporarily and the lighting was fixed eventually. A few tiles were loose around the pool area. Not the resort's fault, but it seemed that several activities that are usually offered as part of the resort fee were canceled while we were there due to the rain storms that happened during our trip. Guests should keep in mind that a lot of activities are very much dependent on good weather and be ready to find alternative plans in case of rain. "
Kory 8-night trip
Posted 2 hours ago
The Westin Maui Resort & Spa, Ka'anapali

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 22 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 great spots to enjoy nature, whereas other top attractions include Whalers Village. Kaanapali Kai Course at Kaanapali Golf Resort and Kaanapali Golf Courses 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.