Kaanapali Holiday Rentals

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Holiday Rentals in Kaanapali

Aston Kaanapali Shores

3.5 star property
Lahaina
8.6 out of 10, Excellent, (3867)
"Was a great place to stay"
United States
Christine
The price is NZ$561
includes taxes & fees
20 Nov - 21 Nov
Aston Kaanapali Shores

The Whaler Resort Kaanapali Beach

4.0 star property
Lahaina
9.6 out of 10, Exceptional, (296)
"We loved our stay at the Whaler"
United States
Kris Leann
The price is NZ$1,227
includes taxes & fees
18 Dec - 19 Dec
The Whaler Resort Kaanapali Beach

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
Lahaina
8.8 out of 10, Excellent, (2865)
"Resort was beautiful and family friendly. Definitely will stay here again with the rest of the family"
United States
Alisha
The price is NZ$1,483
includes taxes & fees
1 Dec - 2 Dec
OUTRIGGER Honua Kai Resort & Spa

Aston Maui Kaanapali Villas

3.0 star property
Lahaina
8.8 out of 10, Excellent, (2496)
"We left feeling very refreshed! Beautiful beach and the staff are awesome! "
United States
ERIC
The price is NZ$731
includes taxes & fees
19 Nov - 20 Nov
Aston Maui Kaanapali Villas

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

Lahaina
10.0 out of 10, Exceptional, (269)
"Check-in was easy. Kitchen was well-stocked"
United States
Deborah G.
The price is NZ$1,378
includes taxes & fees
24 Nov - 25 Nov
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
Lahaina
9.2 out of 10, Wonderful, (470)
"Spacious rooms and fun pools"
United States
Vanessa
The price is NZ$1,161
includes taxes & fees
18 Dec - 19 Dec
The Westin Nanea Ocean Villas, Ka'anapali

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
Lahaina
8.6 out of 10, Excellent, (1120)
"Clean room, amazing staff and great location and beach access "
United States
Amanda
The price is NZ$928
includes taxes & fees
28 Nov - 29 Nov
The Westin Ka'anapali Ocean Resort Villas

Kaanapali Alii

4.0 star property
Lahaina
9.6 out of 10, Exceptional, (952)
"Property and staff were great. "
United States
Walter
Kaanapali Alii

Aston Mahana at Kaanapali

3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (1701)
"We will definitely stay here again. The room was clean and had everything we needed. The view was stunning."
United States
Randy
The price is NZ$1,285
includes taxes & fees
11 Dec - 12 Dec
Aston Mahana at Kaanapali

Honua Kai Konea Resort by KBM

4.5 star property
Kaanapali
9.6 out of 10, Exceptional, (66)
"Beautiful views, ambiance’s, pool, rooms everything what we needed."
United States
Deangelo
Honua Kai Konea Resort by KBM

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
Lahaina
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 NZ$933
includes taxes & fees
1 Dec - 2 Dec
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
Lahaina
8.6 out of 10, Excellent, (871)
"Yes , it provided with the essentials. Very happy to had stayed there "
United States
Isilizbeth
Kaanapali Maui at the Eldorado by OUTRIGGER

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

2.0 star property
Lahaina
10.0 out of 10, Exceptional, (12)
"This was the most spectacular place we have ever stayed and so perfect for our family reunion! It’s not just the views that are breathtaking, every room is beautiful, spacious and perfectly appointed! The chef’s kitchen, outdoor kitchen and multiple amazing hang out areas make it a perfect big group get away. The owner is terrific and the property management duo on site are absolutely lovely and take care of everything! Thank you so much for the trip of a lifetime! "
United States
Kristienne R.
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

AEI at Kaanapali Shores

4.0 star property
Lahaina
8.8 out of 10, Excellent, (514)
"Gorgeous place "
United States
Paul
AEI at Kaanapali Shores

Maui Kai

3.0 star property
Lahaina
9.2 out of 10, Wonderful, (426)
"Check in was a breeze. Front desk personnel were very professional, friendly and helpful in navigating the local area. "
United States
Robert
Maui Kai

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

4.0 star property
Lahaina
8.4 out of 10, Very good, (235)
"Beautiful, clean and the stagg was great! "
United States
Joshua
The price is NZ$950
includes taxes & fees
6 Dec - 7 Dec
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

AEI at The Mahana Kaanapali Resort

4.0 star property
Lahaina
8.8 out of 10, Excellent, (297)
"Incredible stay as always at the Mahana! Cant beat the views anywhere! Can’t wait to return."
United States
Roy
AEI at The Mahana Kaanapali Resort

Aston at The Whaler on Kaanapali Beach

4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1512)
"Clean rooms, and the beach view was outstanding "
United States
Jeromy M
Aston at The Whaler on Kaanapali Beach

Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

Lahaina
9.8 out of 10, Exceptional, (156)
"A great family destination. The grand kids spent hours in the pool. "
United States
Alan F.
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach

Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views

Lahaina
9.6 out of 10, Exceptional, (55)
"Excellent property, great location, and a spectacular view. "
United States
Hemang D.
Spectacular Ka'anapali Villa 3/3, AC, pool, Ocean and Island views
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 favorite 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 depends 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 NZ$561 per night. Entering your travel dates in the search wizard you might find 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 scenic seaside and top-notch restaurants during your holiday.

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

Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach: This highly rated holiday home rental in Kaanapali is located in the city centre, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 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 garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Kaanapali are #1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool and Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH.

How many holiday rentals are there in Kaanapali?

With 43 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 lovely local spots to get outside and enjoy nature. Black Rock and Whalers Village 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.