Holiday Rentals in Kaanapali

Start date: Check-in selected.
To Date
End date: Check-out
  • 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

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (3936)
"Good resort"
United States
Sumit
The price is €348
includes taxes & fees
8 Jan - 9 Jan
Aston Kaanapali Shores

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
Lahaina
8.8 out of 10, Excellent, (2894)
"Wonderful stay! "
United States
Quiauna
The price is €835
includes taxes & fees
12 Jan - 13 Jan
OUTRIGGER Honua Kai Resort & Spa

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2531)
"Very helpful and friendly staff. Easy walk to other hotels and restaurants. Beautiful beach. "
United States
Sally
The price is €445
includes taxes & fees
12 Jan - 13 Jan
Aston Maui Kaanapali Villas

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (334)
"Great location and great views of beach"
United States
VenkataRamadas
The price is €643
includes taxes & fees
6 Feb - 7 Feb
The Whaler Resort Kaanapali Beach

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, (1129)
"Perfect stay"
United States
hao
The price is €493
includes taxes & fees
12 Jan - 13 Jan
The Westin Ka'anapali Ocean Resort Villas

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, (199)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
The price is €493
includes taxes & fees
22 Jan - 23 Jan
Marriott's Maui Ocean Club - Lahaina & Napili Towers

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, (106)
"The property management company was excellent and very responsive. "
Canada
Rajesh
The price is €703
includes taxes & fees
13 Jan - 14 Jan
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Whaler 518 Oceanview Studio Condo Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning
3.5 star property
Lahaina
The price is €1,214
includes taxes & fees
8 Jan - 9 Jan
Whaler 518 Oceanview Studio Condo Condo by RedAwning

Great Deal! 1BR Condo at Oceanfront Kaanapali Shores | Pools, AC, Beach

Great Deal! 1BR Condo at Oceanfront Kaanapali Shores | Pools, AC, Beach
Lahaina
7.8 out of 10, Good, (85)
"Easy check in and great accommodations."
United States
Danh K.
Great Deal! 1BR Condo at Oceanfront Kaanapali Shores | Pools, AC, Beach

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, (101)
"Over all a great spot. Lication"
Canada
shelly k.
The price is €705
includes taxes & fees
9 Jan - 10 Jan
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

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, (13)
"Clean room, great pool and beach on location. Close to lots of things we were doing. Overall fantastic stay! "
United States
Brandi C.
The price is €703
includes taxes & fees
31 Jan - 1 Feb
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

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, (186)
"We stayed here for 11 days for our 10 year anniversary and it was perfect. The condo is well equipped with high end appliances. The owners are very accommodating. The beach equipment was a plus! The bed was very comfortable and the bathroom is gorgeous. We would definitely stay here again. Oh and the location can’t be beat. "
United States
Wesley S.
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

Ocean View/Golf course A210 Maui Eldorado, Remodeled

Ocean View/Golf course A210 Maui Eldorado, Remodeled
Kaanapali
10.0 out of 10, Exceptional, (51)
"Great location and facilities "
United States
Amy Janet S.
Ocean View/Golf course A210 Maui Eldorado, Remodeled

OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BED

OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BED
Lahaina
10.0 out of 10, Exceptional, (86)
"Well maintained and quiet building."
United States
William V.
OCEANFRONT High Floor RENOVATED Maui Kai 806 Condo Private OPEN Lanai KING BED

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, (479)
"Wonderful place to stay. "
United States
Sharon Lynn
The price is €631
includes taxes & fees
21 Jan - 22 Jan
The Westin Nanea Ocean Villas, Ka'anapali

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, (237)
"Room was clean. Hotel staff were pleasant and competent. Construction was a little inconvenient noise and no carpeting by elevators was weird."
United States
Ron
The price is €510
includes taxes & fees
23 Jan - 24 Jan
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Golf course front A104 Maui Eldorado, walk Whalers Village

Golf course front A104 Maui Eldorado, walk Whalers Village
Kaanapali
9.6 out of 10, Exceptional, (52)
"Spent a great week away with my husband and had a great time! The condo was great and walking distance to the beach and restaurants. Just a short drive away from even more restaurants and activities! The view of the golf course and ocean are beautiful."
United States
Julie M.
Golf course front A104 Maui Eldorado, walk Whalers Village

Kaanapali Shores 422 - 1Br Condo

Kaanapali Shores 422 - 1Br Condo
3.0 star property
Lahaina
6.0 out of 10, (3)
"Convenient location. Served our purpose well. Clean and comfortable. Hotel is perfect for kids. Beach...not so much"
Canada
Anonymous traveller
The price is €1,183
includes taxes & fees
19 Jan - 20 Jan
Kaanapali Shores 422 - 1Br Condo

Wonderful 2BR/ 2BA Oceanview Condo

Wonderful 2BR/ 2BA Oceanview Condo
Lahaina
9.2 out of 10, Wonderful, (129)
"Super clean!!Stocked with plenty essentials!Felt very comfortable there!!"
United States
Laura S.
The price is €749
includes taxes & fees
19 Jan - 20 Jan
Wonderful 2BR/ 2BA Oceanview Condo

REMODELLED, prime OCEAN VIEW at Maui's #1 Kaanapali beach J221

REMODELLED, prime OCEAN VIEW at Maui's #1 Kaanapali beach J221
Kaanapali
10.0 out of 10, Exceptional, (65)
"Check-in was a very smooth and easy process. Room was very clean and had plenty of amenities. A very pleasant stay!"
United States
Ethan M.
REMODELLED, prime OCEAN VIEW at Maui's #1 Kaanapali beach J221
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, apart-hotels, 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 favorite 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 depends 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 €348 per night. Entering your travel dates in the search wizard you might find 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?

Kapalua Golf Villas by KBM Resorts: This holiday home rental outside of 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 25 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 Black Rock are a couple of great spots to enjoy nature, whereas other top attractions include Whalers Village. Kaanapali Kai Course at Kaanapali Golf Resort and Kaanapali Golf Courses 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.