Kaanapali Holiday Rentals

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Our top choices for Kaanapali holiday rentals

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
Lahaina
8.8 out of 10, Excellent, (2881)
"Wonderful stay! "
United States
Quiauna
The price is AU$1,217
includes taxes & fees
15 Dec - 16 Dec
OUTRIGGER Honua Kai Resort & Spa

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (315)
"great time, great resort, helpful staff"
Canada
Prableen
The price is AU$980
includes taxes & fees
21 Dec - 22 Dec
The Whaler Resort Kaanapali Beach

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.6 out of 10, Excellent, (3918)
"Best hotel I stayed at "
United States
Nohely
The price is AU$593
includes taxes & fees
21 Dec - 22 Dec
Aston Kaanapali Shores

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014
Lahaina
10.0 out of 10, Exceptional, (271)
"Wonderful stay. We felt at home. It was clean and had everything we needed."
United States
Nicole B.
The price is AU$1,346
includes taxes & fees
23 Dec - 24 Dec
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2516)
"We enjoyed the property "
United States
Therese
The price is AU$761
includes taxes & fees
15 Dec - 16 Dec
Aston Maui Kaanapali Villas

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, (472)
"Spacious rooms and fun pools"
United States
Vanessa
The price is AU$1,112
includes taxes & fees
5 Jan - 6 Jan 2026
The Westin Nanea Ocean Villas, Ka'anapali

The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Lahaina
8.6 out of 10, Excellent, (1126)
"Perfect stay"
United States
hao
The price is AU$793
includes taxes & fees
20 Dec - 21 Dec
The Westin Ka'anapali Ocean Resort Villas

Kaanapali Alii

Kaanapali Alii
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (958)
"Views were fantastic, as were beach and pool access, hotel was very clean."
Canada
Ryan
Kaanapali Alii

Kaanapali Maui at the Eldorado by OUTRIGGER

Kaanapali Maui at the Eldorado by OUTRIGGER
3.0 star property
Lahaina
8.6 out of 10, Excellent, (872)
"Courteous staff, close to the beach, to the Ka’anapali golf courses, to whalers village, and the pool. "
United States
Rosa
Kaanapali Maui at the Eldorado by OUTRIGGER

Aston Mahana at Kaanapali

Aston Mahana at Kaanapali
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1716)
"Gorgeous views, spacious suite, very friendly staff, amazing stay had a wonderful family vacation, can't wait to go back."
Canada
Lidia E
Aston Mahana at Kaanapali

AEI at Kaanapali Shores

AEI at Kaanapali Shores
4.0 star property
Lahaina
8.8 out of 10, Excellent, (526)
"Good location, nice pool "
United States
Charlene
AEI at Kaanapali Shores

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool
2.0 star property
Lahaina
10.0 out of 10, Exceptional, (13)
"Awesome place. Highly recommend."
United States
Craig C.
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

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, (237)
"Room was clean. Hotel staff were pleasant and competent. Construction was a little inconvenient noise and no carpeting by elevators was weird."
United States
Ron
The price is AU$898
includes taxes & fees
2 Jan - 3 Jan 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Lahaina
8.8 out of 10, Excellent, (198)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
The price is AU$869
includes taxes & fees
6 Jan - 7 Jan 2026
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
5.0 star property
Kaanapali
9.6 out of 10, Exceptional, (74)
"Great location. Room was clean. "
United States
Keith
Honua Kai Konea Resort by KBM

Maui Kai

Maui Kai
3.0 star property
Lahaina
9.2 out of 10, Wonderful, (429)
"The room location and the resort overall was amazing. "
United States
Ivory
Maui Kai

AEI at The Mahana Kaanapali Resort

AEI at The Mahana Kaanapali Resort
4.0 star property
Lahaina
8.8 out of 10, Excellent, (302)
"View from the room was so great!! It was spacious and clean."
Canada
Raavi
AEI at The Mahana Kaanapali Resort

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, (1523)
"Our room was a great size (king bed) and included a balcony with partial ocean view, kitchen (equipped with stove, oven, fridge), and laundry available on each floor. Check in was easy and the staff was very friendly! You can't beat that it is right on Kaanapali beach and less than 5 minute walk to Whalers Village. "
United States
Vivian
Aston at The Whaler on Kaanapali Beach

Kaanapali Alii

Kaanapali Alii
2.0 star property
Lahaina
Kaanapali Alii

Honua Kai Hokulani by KBM

Honua Kai Hokulani by KBM
4.0 star property
Kaanapali
9.4 out of 10, Exceptional, (9)
"Excellent place to stay."
United States
VERA
Honua Kai Hokulani by KBM
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

Everything you need to know about Kaanapali holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kaanapali holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kaanapali holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Kaanapali holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kaanapali. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kaanapali holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kaanapali holiday rentals we have selected for you start as low as AU$593 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Kaanapali rentals

At Expedia, we put the best Kaanapali holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kaanapali rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kaanapali holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kaanapali. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

What are some of the best holiday rentals that Kaanapali has to offer?

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool: This highly rated holiday home rental in Kaanapali is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 11 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday. Other favourite homes for rent in Kaanapali are Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach and Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH.

How many holiday rentals are there in Kaanapali?

With 24 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.