A beach with clear turquoise water, people swimming and sunbathing, and palm trees.

Kaanapali Holiday Rentals

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Our top choices for Kaanapali holiday rentals

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,206 reviews)
"We were very happy with our stay."
United States
Joni
The price is AU$410
includes taxes & fees
11 Aug - 12 Aug
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,598 reviews)
"Great location and friendly staff"
Canada
Daniel
The price is AU$515
includes taxes & fees
21 Aug - 22 Aug
Aston Maui Kaanapali Villas

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, (1,147 reviews)
"Loved this property! Very clean and great service. Good food. Location is 10/10"
United States
Nicolle
The price is AU$841
includes taxes & fees
17 Aug - 18 Aug
The Westin Ka'anapali Ocean Resort Villas

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,008 reviews)
"Everything, great room, just wish they had a free breakfast. Loved our stay"
United States
Heidi
The price is AU$1,218
includes taxes & fees
27 Aug - 28 Aug
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, (438 reviews)
"Beach view was excellent. Property is close to shopping and restaurants."
United States
Susan
The price is AU$909
includes taxes & fees
9 Aug - 10 Aug
The Whaler Resort Kaanapali Beach

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, (217 reviews)
"Amazing"
United States
Grace
The price is AU$841
includes taxes & fees
17 Aug - 18 Aug
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Honua Kai Hokulani Resort by KBM

Honua Kai Hokulani Resort by KBM
4.0 star property
Kaanapali
9.0 out of 10, Wonderful, (28 reviews)
"Very fun property for the family. Excellent beach and dukes restaurant was great"
United States
Cherie
The price is AU$1,982
includes taxes & fees
15 Aug - 16 Aug
Honua Kai Hokulani Resort by KBM

Kaanapali Family Vacation Home - Ocean Views - Walk to Beach - Sleeps 7

Kaanapali Family Vacation Home - Ocean Views - Walk to Beach - Sleeps 7
Lahaina
10.0 out of 10, Exceptional, (147 reviews)
"Perfect place just a short walk to the beach. Host was wonderful."
United States
Samuel
Kaanapali Family Vacation Home - Ocean Views - Walk to Beach - Sleeps 7

Summertime Special Prices!! Book Now!

Summertime Special Prices!! Book Now!
Lahaina
10.0 out of 10, Exceptional, (169 reviews)
"Very nicely decorated, clean, spacious, close to beach"
United States
Sandra L.
The price is AU$857
includes taxes & fees
2 Aug - 3 Aug
Summertime Special Prices!! Book Now!

Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
Lahaina
10.0 out of 10, Exceptional, (202 reviews)
"We loved our room!! The shower and bed were our highlights for sure. Definitely recommend staying here!!"
United States
Emily A.
The price is AU$866
includes taxes & fees
4 Aug - 5 Aug
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

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, (1,552 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is AU$989
includes taxes & fees
24 Aug - 25 Aug
Aston at The Whaler on Kaanapali Beach

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, (288 reviews)
"We had a very enjoyable stay. Beautiful sunsets. Watched whales from our Lanai each day. We would definitely return to stay in this condo. "
United States
Gary G.
Mahana at Kaanapali, Spectacular Oceanfront, Amazing Sunsets & Sea Life Unit1014

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, (518 reviews)
"Clean, comfortable property with lots of amenities on the water! Helpful concierge to book excursions. I would stay again!"
United States
Kathryn
The price is AU$950
includes taxes & fees
26 Aug - 27 Aug
The Westin Nanea Ocean Villas, Ka'anapali

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Jacuzzi, Gr Floor Convenience

Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Jacuzzi, Gr Floor Convenience
Kaanapali
10.0 out of 10, Exceptional, (38 reviews)
"Overall, everything was a great experience. Very clean room close to shopping close to the beach close to restaurants. Had a wonderful experience."
United States
Edward
Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Jacuzzi, Gr Floor Convenience

Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests

Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests
Lahaina
10.0 out of 10, Exceptional, (169 reviews)
"Very peaceful and relaxing stay! "
United States
jason s.
The price is AU$705
includes taxes & fees
21 Aug - 22 Aug
Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests

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, (252 reviews)
"Was beautiful, pool was the best out of all the resorts on Ka’anapali"
United States
Donald
The price is AU$868
includes taxes & fees
17 Aug - 18 Aug
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

KLVR presents Honua Kai*Konea 139*Ground Floor*

KLVR presents Honua Kai*Konea 139*Ground Floor*
Lahaina
9.8 out of 10, Exceptional, (101 reviews)
"Clean home with everything we needed. Great location. Easy to communicate with owner."
United States
Allison K.
The price is AU$1,817
includes taxes & fees
1 Aug - 2 Aug
KLVR presents Honua Kai*Konea 139*Ground Floor*

FANTASTIC OCEAN VIEW, LUSH GARDENS, QUIET REMODELED END UNIT, 2 KING BEDS, A/C

FANTASTIC OCEAN VIEW, LUSH GARDENS, QUIET REMODELED END UNIT, 2 KING BEDS, A/C
Lahaina
9.8 out of 10, Exceptional, (181 reviews)
"Great location.Easy check in process."
United States
Stephanie K.
The price is AU$1,562
includes taxes & fees
18 Aug - 19 Aug
FANTASTIC OCEAN VIEW, LUSH GARDENS, QUIET REMODELED END UNIT, 2 KING BEDS, A/C

Aston Maui Kaanapali Villas 101 | Garden View Retreat – Pool, Hot Tub & Spa

Aston Maui Kaanapali Villas 101 | Garden View Retreat – Pool, Hot Tub & Spa
Lahaina
10.0 out of 10, Exceptional, (16 reviews)
"Amazing, elegant, and comfortable. Low key and easy going location but still close enough to all the things."
United States
Chris and Mindy F.
Aston Maui Kaanapali Villas 101 | Garden View Retreat – Pool, Hot Tub & Spa

Wonderful 2BR/ 2BA Oceanview Condo

Wonderful 2BR/ 2BA Oceanview Condo
Lahaina
9.2 out of 10, Wonderful, (137 reviews)
"Our stay was wonderful! Everything appeared as described in the listing. The beds were super comfortable. The overall facility was very nice. 10/10!"
United States
Lauren S.
The price is AU$1,113
includes taxes & fees
11 Aug - 12 Aug
Wonderful 2BR/ 2BA Oceanview Condo
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$410 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. 

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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 Resort by KBM: This holiday home rental outside 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 28 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 great spots to enjoy nature, whereas other top attractions include Whalers Village. Black Rock 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.