Kaanapali Holiday Rentals

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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, (419 reviews)
"Great location! The downside is no housekeeping, they just offer towels replacement & trash pickup that too not until your 4th day of stay"
United States
Preetika
The price is AU$1,032
includes taxes & fees
20 June - 21 June
The Whaler Resort Kaanapali Beach

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,130 reviews)
"Amazing views and very spacious for family. Nice beach and pools!"
United States
Nicole
The price is AU$520
includes taxes & fees
16 June - 17 June
Aston Kaanapali Shores

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 AU$969
includes taxes & fees
24 June - 25 June
The Westin Ka'anapali Ocean Resort Villas North

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,580 reviews)
"Great location for beach lovers and family vacation. "
United States
meryem
The price is AU$563
includes taxes & fees
21 June - 22 June
Aston Maui Kaanapali Villas

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (2,976 reviews)
"Everything about this place was great!"
United States
Jag
The price is AU$1,511
includes taxes & fees
27 June - 28 June
OUTRIGGER Honua Kai Resort & Spa

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, (248 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
The price is AU$996
includes taxes & fees
26 June - 27 June
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

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
10.0 out of 10, Exceptional, (1 review)
"room was amazing best view with ocean front right out of your window turtles and whales right outside your window as well what a place def recommend just one thing needed for the ladies is more mirrors and a iron lol. "
United States
Louis Philip
The price is AU$1,987
includes taxes & fees
20 June - 21 June
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

Honua Kai Hokulani Resort by KBM

Honua Kai Hokulani Resort by KBM
4.0 star property
Kaanapali
8.8 out of 10, Excellent, (24 reviews)
"Great beach location. Friendly staff. Pool had a slide, waterfalls and multiple hot tubs."
United States
stephanie
The price is AU$1,849
includes taxes & fees
15 June - 16 June
Honua Kai Hokulani Resort by KBM

Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is AU$1,401
includes taxes & fees
17 June - 18 June
Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.6 out of 10, Exceptional, (90 reviews)
"Great deal, great stay, great place! We would definitely book again. The rental had everything we needed and were so accommodating when we needed assistance."
United States
Agnes
The price is AU$5,049
includes taxes & fees
30 June - 1 July
Honua Kai Konea Resort by KBM

Maui Kaanapali Villas Resort by KBM

Maui Kaanapali Villas Resort by KBM
4.0 star property
Kaanapali
The price is AU$4,502
includes taxes & fees
8 July - 9 July
Maui Kaanapali Villas Resort by KBM

Mahana Resort by KBM

Mahana Resort by KBM
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (2 reviews)
"Room are clean and the staff very helpful "
United States
Richard
The price is AU$7,004
includes taxes & fees
5 July - 6 July
Mahana Resort by KBM

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, (1,140 reviews)
"Never a bad stay here!! "
United States
Michele
The price is AU$968
includes taxes & fees
21 June - 22 June
The Westin Ka'anapali Ocean Resort Villas

Whaler Resort by KBM

Whaler Resort by KBM
4.0 star property
Kaanapali
10.0 out of 10, Exceptional, (4 reviews)
"Best place to stay in Maui "
United States
Michael
The price is AU$5,331
includes taxes & fees
19 June - 20 June
Whaler Resort by KBM

Kaanapali Plantation Resort by KBM

Kaanapali Plantation Resort by KBM
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (3 reviews)
"It’s walking distance to the beach."
United States
Gabriela
The price is AU$7,498
includes taxes & fees
14 June - 15 June
Kaanapali Plantation Resort by KBM

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 AU$969
includes taxes & fees
27 June - 28 June
Marriott's Maui Ocean Club - Lahaina & Napili Towers

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 AU$1,699
includes taxes & fees
14 July - 15 July
Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning

Kaanapali Shores Resort by KBM

Kaanapali Shores Resort by KBM
4.0 star property
Lahaina
8.4 out of 10, Very good, (5 reviews)
"Property in great location, interior dated, had cockroaches in kitchen and bathroom. Overall was fine."
United States
Troy
The price is AU$7,349
includes taxes & fees
1 July - 2 July
Kaanapali Shores Resort by KBM

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, (507 reviews)
"It was amazing! Everything about the resort and rooms were wonderful! No complaints at all, would come back tomorrow!"
United States
Tiffanie
The price is AU$1,185
includes taxes & fees
26 June - 27 June
The Westin Nanea Ocean Villas, Ka'anapali

Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
The price is AU$1,699
includes taxes & fees
24 June - 25 June
Kaanapali Shores 432 Studio Condo 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$520 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. 

Explore a world of travel with Expedia

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.