Kaanapali Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Kaanapali holiday rentals

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.4 out of 10, Exceptional, (421 reviews)
"The location is simply outstanding with easy access to public transit, shopping food, and it’s literally on the beach. The views from our balcony were fabulous."
United States
Mackenzie
The price is HK$2,393
HK$5,703 total
includes taxes & fees
17 Jun - 18 Jun
The Whaler Resort Kaanapali Beach

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
Lahaina
8.8 out of 10, Excellent, (111 reviews)
"Beautiful view! Had everything that we needed. Great location! Would love to come back and stay there again"
United States
Kelly C.
The price is HK$721
HK$5,883 total
includes taxes & fees
17 Jun - 18 Jun
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,131 reviews)
"Great Stay!!"
United States
Christopher
The price is HK$2,224
HK$2,873 total
includes taxes & fees
17 Jun - 18 Jun
Aston Kaanapali Shores

Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning

Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning
3.0 star property
Lahaina
6.8 out of 10, (3 reviews)
"Comfortable and a great view. Is there a way I book this unit directly through the owner?"
United States
Carl
The price is HK$1,192
HK$9,474 total
includes taxes & fees
18 Jun - 19 Jun
Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
lahaina
9.6 out of 10, Exceptional, (19 reviews)
"It was a great resort We will be back for sure"
United States
Gregory M.
The price is HK$721
HK$5,875 total
includes taxes & fees
17 Jul - 18 Jul
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Lahaina
8.6 out of 10, Excellent, (106 reviews)
"Lovely room in a great location. Check in and check out were super easy, great amenities"
United States
Michaela F.
The price is HK$721
HK$5,908 total
includes taxes & fees
27 Jun - 28 Jun
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,581 reviews)
"The villa we stayed was new, beautiful and quiet. Perfect for a serene and private get away. Felt non touristy and accessible."
United States
Aylin
The price is HK$2,031
HK$3,108 total
includes taxes & fees
20 Jun - 21 Jun
Aston Maui Kaanapali Villas

Kaanapali Shores 734 North Facing Ocean View

Kaanapali Shores 734 North Facing Ocean View
Lahaina
9.0 out of 10, Wonderful, (17 reviews)
"Location was good. It was about a 8 minute walk to the Kaanapali boardwalk and beach - which is absolutely beautiful! Beach at resort was not really usable. This is a north facing unit and didn’t receive any sun during our stay but it does have an ocean view which is nice! This is an old building and unit. The unit has been mostly renovated, but some areas are original (doors, ceilings, baseboards, ect.) There were a couple of items in the unit that did not work but they were replaced after...
Canada
Suzanne
The price is HK$932
HK$3,278 total
includes taxes & fees
19 Jun - 20 Jun
Kaanapali Shores 734 North Facing Ocean View

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, (37 reviews)
"Everything was great. We had an excellent time. "
United States
Michael M.
The price is HK$1,230
HK$3,631 total
includes taxes & fees
19 Jun - 20 Jun
Studio Kaanapali Beach, Sleeps 3, Beach Cabana, Jacuzzi, Gr Floor Convenience

Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422
Lahaina
7.8 out of 10, Good, (87 reviews)
"Fun time. Enjoyed unit. "
United States
Doug B.
The price is HK$721
HK$5,940 total
includes taxes & fees
29 Jun - 30 Jun
Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

BeachFront: MauiKai - WestMaui, Hawaii

BeachFront: MauiKai - WestMaui, Hawaii
Lahaina
9.2 out of 10, Wonderful, (44 reviews)
"Great location!"
United States
Ethan B.
BeachFront: MauiKai - WestMaui, Hawaii

The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Lahaina
8.2 out of 10, Very good, (49 reviews)
"just another resort"
United States
Santosh
The price is HK$4,505
HK$5,348 total
includes taxes & fees
27 Jun - 28 Jun
The Westin Ka'anapali Ocean Resort Villas North

Fully Remodel 5 Star, Walk to Kaanapali Beach, Jacuzzi, Beach Cabana

Fully Remodel 5 Star, Walk to Kaanapali Beach, Jacuzzi, Beach Cabana
Kaanapali
9.8 out of 10, Exceptional, (74 reviews)
"Comfortable mattress. Very accommodating staff. "
United States
Karen K.
Fully Remodel 5 Star, Walk to Kaanapali Beach, Jacuzzi, Beach Cabana

Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
Kaanapali Shores 432 Studio Condo Condo

Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining
Lahaina
9.6 out of 10, Exceptional, (73 reviews)
"Great view very clean great bed "
United States
Tiffany
The price is HK$1,645
HK$7,165 total
includes taxes & fees
24 Jun - 25 Jun
Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining

Summertime Special Prices!! Book Now!

Summertime Special Prices!! Book Now!
Lahaina
10.0 out of 10, Exceptional, (166 reviews)
"Great stay. Kitchen fully equipped. The resort was quite and relaxing. A short walk to kanapalli beach where there is excellent snorkeling. The cabana was great with chairs and towels if needed. Whalers village a short walk away. Would definitely stay here again."
Canada
Darren
The price is HK$1,375
HK$4,770 total
includes taxes & fees
18 Jun - 19 Jun
Summertime Special Prices!! Book Now!

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, (212 reviews)
"Marriott always offers top notch accommodations. Lahaina was on the beach, near shopping and restaurants."
United States
Mary S
The price is HK$4,505
HK$5,348 total
includes taxes & fees
29 Jun - 30 Jun
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Wake Up Over The Ocean at Maui Kai 904 - Your Quiet Kaanapali Oceanfront Escape.

Wake Up Over The Ocean at Maui Kai 904 - Your Quiet Kaanapali Oceanfront Escape.
Lahaina
9.8 out of 10, Exceptional, (147 reviews)
"The condo was well-stocked and well-maintained. The location was great, with views to die for and easy beach access. The hosts responded quickly to questions. The condo exceeded my expectations in every way. "
United States
Paul F.
Wake Up Over The Ocean at Maui Kai 904 - Your Quiet Kaanapali Oceanfront Escape.

Oceanfront Corner Unit Maui Kai 908- Huge Lanai Views, A/C, Pool

Oceanfront Corner Unit Maui Kai 908- Huge Lanai Views, A/C, Pool
Lahaina
9.6 out of 10, Exceptional, (60 reviews)
"Adjusting your check out time is helpful. 10:00 is early! "
United States
Barbara E.
Oceanfront Corner Unit Maui Kai 908- Huge Lanai Views, A/C, Pool

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, (199 reviews)
"Amazing stay. Short walk to multiple beaches, easy parking, stocked kitchen, roomier than expected, used chairs/umbrella/cooler everyday. Would definitely stay here again. "
United States
Daren
The price is HK$1,528
HK$4,976 total
includes taxes & fees
6 Jul - 7 Jul
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kaanapali Hotel Reviews

Find out more about Kaanapali

Search for holiday rentals in Kaanapali on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaanapali using one of the methods below:

  • View our selection of featured holiday rentals in Kaanapali
  • Use the map to find apartments and other holiday homes in the Kaanapali neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kaanapali while they last

Look no further and take a look at our great range of rental properties in Kaanapali!

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 26 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.