Kaanapali Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Kaanapali holiday rentals

Pool

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, (17 reviews)
"It was a great resort We will be back for sure"
United States
Gregory M.
The price is HK$737
HK$5,862 total
includes taxes & fees
7 May - 8 May
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
Property grounds

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)
"Snacks and drinks were greatly appreciated. Room was very comfortable and clean"
United States
DEBBIE
The price is HK$705
HK$5,822 total
includes taxes & fees
28 May - 29 May
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Garden

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,080 reviews)
"Nice and safe place to stay"
United States
Kristen
The price is HK$2,618
HK$3,341 total
includes taxes & fees
31 May - 1 Jun
Aston Kaanapali Shores
Garden view

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (392 reviews)
"Beautiful views, wonderful staff, clean & spacious room! Would love to stay again someday. "
United States
Sophia
The price is HK$2,392
HK$5,702 total
includes taxes & fees
17 May - 18 May
The Whaler Resort Kaanapali Beach
Pool

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)
"The property management company was excellent and very responsive. "
Canada
Rajesh
The price is HK$705
HK$5,822 total
includes taxes & fees
2 May - 3 May
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
Interior

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, (197 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$1,594
HK$4,965 total
includes taxes & fees
2 May - 3 May
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
Pool

Oceanview Condo - Pools, Hot Tub, Spa & Beach

Oceanview Condo - Pools, Hot Tub, Spa & Beach
Lahaina
The price is HK$901
HK$3,395 total
includes taxes & fees
15 May - 16 May
Oceanview Condo - Pools, Hot Tub, Spa & Beach
2 outdoor pools

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,562 reviews)
"Great location for beach lovers and family vacation. "
United States
meryem
The price is HK$2,524
HK$3,693 total
includes taxes & fees
6 May - 7 May
Aston Maui Kaanapali Villas
Exterior

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, (46 reviews)
"Staff was great, rooms were clean, pools were warm. The ocean right outside the hotel is clean and allows you do do activities without leaving the area like snorkeling, swimming, boogie boarding, floating, etc)"
United States
Clinton
The price is HK$3,564
HK$4,231 total
includes taxes & fees
7 May - 8 May
The Westin Ka'anapali Ocean Resort Villas North
View from property

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, (208 reviews)
"View is great Very family friendly resort "
United States
John
The price is HK$3,564
HK$4,231 total
includes taxes & fees
14 May - 15 May
Marriott's Maui Ocean Club - Lahaina & Napili Towers
On the beach

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, (72 reviews)
"Absolutely beautiful place. Close to everything and the beaches were fantastic. "
United States
Chase W.
The price is HK$1,622
HK$7,094 total
includes taxes & fees
2 May - 3 May
Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to Dining
Outdoor dining

Maui Eldorado! Relax at Beach Cabana, Snorkel Black Rock, Walk to Whalers

Maui Eldorado! Relax at Beach Cabana, Snorkel Black Rock, Walk to Whalers
Kaanapali
10.0 out of 10, Exceptional, (116 reviews)
"The host was amazing with great communications! This unit was perfect! We had a great time. "
United States
Karen K.
The price is HK$1,431
HK$3,961 total
includes taxes & fees
5 May - 6 May
Maui Eldorado! Relax at Beach Cabana, Snorkel Black Rock, Walk to Whalers
Smart TV

Oceanfront Mahana Condo 1BR/1BA Sweeping Views Ac, Pool

Oceanfront Mahana Condo 1BR/1BA Sweeping Views Ac, Pool
Lahaina
10.0 out of 10, Exceptional, (201 reviews)
"Awesome place, awesome stay!! Would absolutely rent this property again!!"
United States
Sam C.
The price is HK$1,794
HK$7,446 total
includes taxes & fees
4 May - 5 May
Oceanfront Mahana Condo 1BR/1BA Sweeping Views Ac, Pool
Outdoor dining

Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!

Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
Lahaina
9.8 out of 10, Exceptional, (167 reviews)
"Absolutely loved the view from our room!.. couldn’t have asked for better… great location to have fun and eat wonderful food!"
United States
Lura M.
The price is HK$1,332
HK$3,726 total
includes taxes & fees
14 May - 15 May
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!
Property grounds

BeachFront: MauiKai - WestMaui, Hawaii

BeachFront: MauiKai - WestMaui, Hawaii
Lahaina
9.2 out of 10, Wonderful, (43 reviews)
"Great location!"
United States
Ethan B.
The price is HK$964
HK$3,551 total
includes taxes & fees
21 May - 22 May
BeachFront: MauiKai - WestMaui, Hawaii
Property grounds

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)
"Easy check in and great accommodations."
United States
Danh K.
The price is HK$737
HK$5,976 total
includes taxes & fees
21 May - 22 May
Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422
Outdoor pool, a heated pool

Relaxing Updated Studio Close to Everything!!

Relaxing Updated Studio Close to Everything!!
Lahaina
10.0 out of 10, Exceptional, (163 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$1,587
HK$5,055 total
includes taxes & fees
19 May - 20 May
Relaxing Updated Studio Close to Everything!!
On the beach

Perch - Oceanfront Tranquility: 1BR Condo w/ Views

Perch - Oceanfront Tranquility: 1BR Condo w/ Views
Lahaina
9.8 out of 10, Exceptional, (7 reviews)
"The view from the lanai was great."
United States
Cindy R.
The price is HK$1,613
HK$3,464 total
includes taxes & fees
17 May - 18 May
Perch - Oceanfront Tranquility: 1BR Condo w/ Views
Property grounds

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, (1,135 reviews)
"Never a bad stay here!! "
United States
Michele
The price is HK$3,564
HK$4,231 total
includes taxes & fees
7 May - 8 May
The Westin Ka'anapali Ocean Resort Villas
View from property

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, (247 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
The price is HK$3,689
HK$4,380 total
includes taxes & fees
14 May - 15 May
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
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

Sheraton Maui Resort & Spa

Sheraton Maui Resort & Spa

10/10 Excellent
"The room was spacious and accommodated the walker guest perfectly with grab bars and large bathroom door openings. The beach view as fantastic. The staff was super friendly. We already booked another stay here later this yera."
M A 2-night trip
Posted 2 hours ago
Sheraton Maui Resort & Spa

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 24 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.