Holiday Rentals in Kaanapali

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Holiday Rentals in Kaanapali

Aston Kaanapali Shores

3.5 star property
8.6 out of 10, Excellent, (3761)
"Great stay"
The price is €290
includes taxes & fees
29 Oct - 30 Oct
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

3.0 star property
8.8 out of 10, Excellent, (2463)
"Great family resort! Huge room that was perfect for our family of 5. 2 bedrooms and a huge kitchen/living room made for the perfect staycation on Island. "
The price is €318
includes taxes & fees
7 Oct - 8 Oct
Aston Maui Kaanapali Villas

The Whaler Resort Kaanapali Beach

4.0 star property
9.4 out of 10, Exceptional, (253)
"Nice pool, sandy beach, easy parking in garage."
The price is €605
includes taxes & fees
30 Oct - 31 Oct
The Whaler Resort Kaanapali Beach

OUTRIGGER Honua Kai Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (2843)
"Great stay"
The price is €700
includes taxes & fees
29 Oct - 30 Oct
OUTRIGGER Honua Kai Resort & Spa

Aston at The Whaler on Kaanapali Beach

4.0 star property
9.2 out of 10, Wonderful, (1490)
"The property met all my expectations...extremely impressive"
Aston at The Whaler on Kaanapali Beach

Aston Mahana at Kaanapali

3.5 star property
9.0 out of 10, Wonderful, (1663)
"Friendly staff, amazing rooms and beautiful views"
Aston Mahana at Kaanapali

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

10.0 out of 10, Exceptional, (265)
"Great location. "
The price is €639
includes taxes & fees
2 Oct - 3 Oct
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

The Westin Ka'anapali Ocean Resort Villas

4.0 star property
8.6 out of 10, Excellent, (1114)
"The resort was beautiful. The hospitality in all seas was top notch. "
The price is €450
includes taxes & fees
7 Oct - 8 Oct
The Westin Ka'anapali Ocean Resort Villas

The Westin Nanea Ocean Villas, Ka'anapali

4.0 star property
9.2 out of 10, Wonderful, (468)
"Very nice place to stay"
The price is €562
includes taxes & fees
16 Oct - 17 Oct
The Westin Nanea Ocean Villas, Ka'anapali

AEI at Kaanapali Shores

4.0 star property
8.8 out of 10, Excellent, (471)
"Great vibes and amenities."
AEI at Kaanapali Shores

Honua Kai Konea Resort by KBM

4.5 star property
9.6 out of 10, Exceptional, (60)
"Beautiful views, ambiance’s, pool, rooms everything what we needed."
Honua Kai Konea Resort by KBM

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

2.0 star property
10.0 out of 10, Exceptional, (12)
"We had an amazing vacation with our kids and grandkids. We have already booked again for next year"
#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool

Kaanapali Alii

4.0 star property
9.6 out of 10, Exceptional, (940)
"The resort was beautiful, clean and all the staff was very friendly. "
Kaanapali Alii

Marriott's Maui Ocean Club - Lahaina & Napili Towers

4.0 star property
8.8 out of 10, Excellent, (193)
"It was a great place to spend a vacation for the whole family. "
The price is €450
includes taxes & fees
14 Oct - 15 Oct
Marriott's Maui Ocean Club - Lahaina & Napili Towers

AEI at The Mahana Kaanapali Resort

4.0 star property
8.8 out of 10, Excellent, (282)
"Highly recommended, will be back someday"
AEI at The Mahana Kaanapali Resort

Kaanapali Maui at the Eldorado by OUTRIGGER

3.0 star property
8.6 out of 10, Excellent, (866)
"I love it here! I came here a few years ago for my honeymoon, and we came back again but brought our little one and grandma! Beautiful walk to the beach, or can get a ride from the golf cart. Definitely staying here again!"
Kaanapali Maui at the Eldorado by OUTRIGGER

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

4.0 star property
8.4 out of 10, Very good, (234)
"Beautiful, clean and the stagg was great! "
The price is €458
includes taxes & fees
22 Oct - 23 Oct
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

KBM Resorts | FREE CAR | Kaanapali Plantation Villa | 3-Bedroom Condo with Short Walk to Beach, Includes Beach Gear! KPL-28

9.6 out of 10, Exceptional, (8)
"What a beautiful view we had! Location was perfect, close to shopping, the beach, water excursions, and restaurants. The condo was clean and tidy. The only thing I’d say, would be have more blankets available and potentially get a more comfortable sofa bed pull out. "
KBM Resorts | FREE CAR | Kaanapali Plantation Villa | 3-Bedroom Condo with Short Walk to Beach, Includes Beach Gear! KPL-28

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, (58)
"We have stayed there several times over the last 30 years. The location cant be beat. The views are fantastic and the rooms and grounds are wonderful. "
AEI at The Whaler Kaanapali Beach Resort
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

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, apart-hotels, 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 €290 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 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 HALE NUI Luxury Retreat 5BD w Private Pool Hot Tub and Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach.

How many holiday rentals are there in Kaanapali?

With 44 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.