Kaanapali Holiday Rentals

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Our top choices for Kaanapali holiday rentals

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, (1128)
"Perfect stay"
United States
hao
The price is NZ$1,004
includes taxes & fees
10 Jan - 11 Jan
The Westin Ka'anapali Ocean Resort Villas

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2529)
"Very helpful and friendly staff. Easy walk to other hotels and restaurants. Beautiful beach. "
United States
Sally
The price is NZ$906
includes taxes & fees
10 Jan - 11 Jan
Aston Maui Kaanapali Villas

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
Lahaina
8.8 out of 10, Excellent, (2891)
"Wonderful stay! "
United States
Quiauna
The price is NZ$1,700
includes taxes & fees
10 Jan - 11 Jan
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, (333)
"The room was perfect..perfect location..wonderful restaurants close by....staff at the front desk were kind.."
United States
Becki
The price is NZ$1,322
includes taxes & fees
1 Feb - 2 Feb
The Whaler Resort Kaanapali Beach

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 NZ$1,037
includes taxes & fees
15 Jan - 16 Jan
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Maui Kai 908 Oceanfront 1 Bedroom 1 Condo by RedAwning

Maui Kai 908 Oceanfront 1 Bedroom 1 Condo by RedAwning
3.5 star property
Lahaina
The price is NZ$3,406
includes taxes & fees
3 Jan - 4 Jan
Maui Kai 908 Oceanfront 1 Bedroom 1 Condo by RedAwning

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3935)
"Loved the 2 pools and 2 hot tub, staff is great…thank you!"
United States
Candida
The price is NZ$709
includes taxes & fees
10 Jan - 11 Jan
Aston Kaanapali Shores

Ka'anapali Shores 160

Ka'anapali Shores 160
3.5 star property
Lahaina
Ka'anapali Shores 160

Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is NZ$2,987
includes taxes & fees
4 Jan - 5 Jan
Kaanapali Shores #159 2 Bedroom Condo by RedAwning

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, (477)
"Great accommodations, clean rooms, nice staff."
United States
Eric
The price is NZ$1,285
includes taxes & fees
2 Feb - 3 Feb
The Westin Nanea Ocean Villas, Ka'anapali

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, (199)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
The price is NZ$1,004
includes taxes & fees
15 Jan - 16 Jan
Marriott's Maui Ocean Club - Lahaina & Napili Towers

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
Lahaina
The price is NZ$3,539
includes taxes & fees
18 Jan - 19 Jan
Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning
3.5 star property
Lahaina
The price is NZ$2,295
includes taxes & fees
6 Jan - 7 Jan
Whaler 518 Oceanview Studio Condo Condo by RedAwning

Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
The price is NZ$2,308
includes taxes & fees
31 Jan - 1 Feb
Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 422 - 1Br Condo

Kaanapali Shores 422 - 1Br Condo
3.0 star property
Lahaina
6.0 out of 10, (3)
"Convenient location. Served our purpose well. Clean and comfortable. Hotel is perfect for kids. Beach...not so much"
Canada
Anonymous traveller
The price is NZ$2,327
includes taxes & fees
19 Jan - 20 Jan
Kaanapali Shores 422 - 1Br Condo

Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
3.5 star property
Lahaina
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

Kaanapali Shores Studio 642 Studio Bedroom Condo by RedAwning

Kaanapali Shores Studio 642 Studio Bedroom Condo by RedAwning
3.0 star property
Lahaina
6.0 out of 10, (5)
"Very nice property, safe and clean, pool area is lovely. "
United States
Cindy Jean
The price is NZ$2,290
includes taxes & fees
9 Jan - 10 Jan
Kaanapali Shores Studio 642 Studio Bedroom Condo by RedAwning

Napili Sunset on the Beach

Napili Sunset on the Beach
2.5 star property
Lahaina
9.2 out of 10, Wonderful, (647)
"Location was excellent"
United States
Polly
The price is NZ$580
includes taxes & fees
10 Jan - 11 Jan
Napili Sunset on the Beach

Napili Shores Maui by OUTRIGGER

Napili Shores Maui by OUTRIGGER
3.0 star property
Lahaina
9.0 out of 10, Wonderful, (1723)
"We really enjoyed the location for our 2nd stay at Napili Shores. "
United States
Mikael Christopher
The price is NZ$823
includes taxes & fees
4 Jan - 5 Jan
Napili Shores Maui by OUTRIGGER

Kahana Reef 210

Kahana Reef 210
2.0 star property
Lahaina
The price is NZ$2,407
includes taxes & fees
2 Feb - 3 Feb
Kahana Reef 210
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$709 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?

Kapalua Golf Villas by KBM Resorts: This holiday home rental outside of Kaanapali is located on the beach, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, an oven and a microwave. Kick off your shoes and enjoy yourself with a terrace and a garden. Other favourite homes for rent in Kaanapali are #1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool and Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach.

How many holiday rentals are there in Kaanapali?

With 25 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.