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

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 AU$1,022
includes taxes & fees
7 May - 8 May
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)
"Snacks and drinks were greatly appreciated. Room was very comfortable and clean"
United States
DEBBIE
The price is AU$1,035
includes taxes & fees
3 May - 4 May
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,075 reviews)
"Nice and safe place to stay"
United States
Kristen
The price is AU$584
includes taxes & fees
10 May - 11 May
Aston Kaanapali Shores

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (390 reviews)
"Beautiful views, wonderful staff, clean & spacious room! Would love to stay again someday. "
United States
Sophia
The price is AU$1,013
includes taxes & fees
21 May - 22 May
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)
"The property management company was excellent and very responsive. "
Canada
Rajesh
The price is AU$1,035
includes taxes & fees
3 May - 4 May
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

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 AU$895
includes taxes & fees
30 Apr - 1 May
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

Oceanview Condo - Pools, Hot Tub, Spa & Beach

Oceanview Condo - Pools, Hot Tub, Spa & Beach
Lahaina
The price is AU$596
includes taxes & fees
15 May - 16 May
Oceanview Condo - Pools, Hot Tub, Spa & Beach

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 AU$616
includes taxes & fees
30 Apr - 1 May
Aston Maui Kaanapali Villas

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 AU$752
includes taxes & fees
22 May - 23 May
The Westin Ka'anapali Ocean Resort Villas North

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 AU$752
includes taxes & fees
22 May - 23 May
Marriott's Maui Ocean Club - Lahaina & Napili Towers

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 AU$1,251
includes taxes & fees
5 May - 6 May
Remodeled Ocean View Studio at The Whaler 518-Kaanapali Beach-Walk to 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 AU$698
includes taxes & fees
5 May - 6 May
Maui Eldorado! Relax at Beach Cabana, Snorkel Black Rock, Walk to Whalers

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 AU$1,314
includes taxes & fees
30 Apr - 1 May
Oceanfront Mahana Condo 1BR/1BA Sweeping Views Ac, Pool

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, (166 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 AU$654
includes taxes & fees
12 May - 13 May
Direct Ocean Front~Kaanapali Beach~West Maui Paradise Welcomes You!

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 AU$623
includes taxes & fees
20 May - 21 May
BeachFront: MauiKai - WestMaui, Hawaii

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 AU$1,053
includes taxes & fees
22 May - 23 May
Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

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 AU$877
includes taxes & fees
18 May - 19 May
Relaxing Updated Studio Close to Everything!!

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 AU$567
includes taxes & fees
8 May - 9 May
Perch - Oceanfront Tranquility: 1BR Condo w/ Views

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 AU$752
includes taxes & fees
5 May - 6 May
The Westin Ka'anapali Ocean Resort Villas

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 AU$778
includes taxes & fees
22 May - 23 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.
Save an average of 15% on thousands of hotels when you're signed in

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$584 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. 

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.