Holiday Rentals in Kaanapali

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

This weekend

Holiday Rentals in Kaanapali

TOP FLOOR - STUNNING OCEAN VIEWS - RENOVATED UNIT - KAANAPALI WELCOMES YOU!!!
10.0 out of 10, Exceptional, (104)
"This property is exactly what was described. Lisa is amazing to communicate with. We’ve been to the resort multiple times, but this condo was by far the best. "
TOP FLOOR - STUNNING OCEAN VIEWS - RENOVATED UNIT - KAANAPALI WELCOMES YOU!!!
Awesome Ocean View-Upgraded Penthouse Jr Suite at Kaanapali Shores-Unit 934
10.0 out of 10, Exceptional, (36)
"Lived my stay. Great room, the resort is very nice and well kept. Not as busy as the bigger resorts which was exactly what I was looking for. Would recommend it to anyone."
Awesome Ocean View-Upgraded Penthouse Jr Suite at Kaanapali Shores-Unit 934
Maui Resort Rentals: Honua Kai Konea 613 - Upgraded 6th Floor Ocean View 2BR w/ Deluxe Corner Floor Plan
10.0 out of 10, Exceptional, (49)
"The unit was exactly as pictured. Amazing ocean views and lanai. Very clean. The Honua Kai was everything we needed. Great pool for the kids with a little water slide. Easy beach access. Duke’s poolside service for food and drinks. Would definitely stay here again."
Maui Resort Rentals: Honua Kai Konea 613 - Upgraded 6th Floor Ocean View 2BR w/ Deluxe Corner Floor Plan
Save an average of 15% on thousands of hotels when you're signed in
DIRECT OCEANFRONT UNIT May 19-23 $395 Special 3Bedrm 3Bathrm Updates Equipped
9.8 out of 10, Exceptional, (155)
"Beautiful location and accommodations sum up our experience! The lanai view of whales, dolphins, and sea turtles was just amazing- we spent a lot of time enjoying the wildlife. The condo was comfortable and the layout worked well for our group --everyone had their own space and we appreciated the convenience of having a washer and dryer. Janet was very responsive to a slight issue we had and it was fixed without any problems the next day. We would love to stay here again in the future!"
DIRECT OCEANFRONT UNIT May 19-23 $395 Special 3Bedrm 3Bathrm Updates Equipped
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
9.8 out of 10, Exceptional, (128)
"The house more than adequately provided for all 14 members of our family. It was an amazing home with all the amenities needed to have an incredible experience while staying in Lahaina. Strongly recommend the home."
Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach
MK 308 Kaanapali OceanFront Condo w AC Pool
9.8 out of 10, Exceptional, (24)
"This was our 10th trip to Maui, but first at the Maui Kai. Beautiful condo, excellent location. We'll be back."
MK 308 Kaanapali OceanFront Condo w AC Pool
Newly updated, Oceanview, view whales from lanai
9.8 out of 10, Exceptional, (162)
"My family enjoyed their stay there."
Newly updated, Oceanview, view whales from lanai
EL K203 2BD Condo w AC Pool Beach Cabana
9.6 out of 10, Exceptional, (48)
"The good stuff: We were traveling with 2 teens, so having 2 separate spacious rooms (and baths) was perfect. The location was good - walking distance (or 2-minute drive) to Whaler's Village. Took advantage of the golf cart ride to the beach cabana (nice amenity). Well equipped with beach supplies and kitchen appliances/gadgets. Parking was easy. The stuff that could have been better: The condo was tired. HVAC vents had layers of dust. Cabinets and bath fixtures were quite old. Appreciated the...
EL K203 2BD Condo w AC Pool Beach Cabana
The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, (24)
"Direct access to the beach and the beach walk. Location with great views. Well Maintained. Front desk and employees friendly and helpful. We’ll be back. "
The Whaler Resort Kaanapali Beach
Kaanapali Alii
4.0 star property
9.4 out of 10, Exceptional, (782)
"The staff were wonderful. They always helped us. "
Kaanapali Alii
Oceanfront 3 BR / 3 BA
9.4 out of 10, Exceptional, (147)
"Wonderful spot. Saw whales from our lanai every day. Appreciated the provided coolers, beach chairs, etc. will stay again!"
Oceanfront 3 BR / 3 BA
Aston at The Whaler on Kaanapali Beach
4.0 star property
9.2 out of 10, Wonderful, (1393)
"We had a great stay. Only complaint was our room was right by Whalers Village side which was very noisy in the early am. Other than that the amenities were great, people were friendly and we really enjoyed our stay. "
The price is €687
per night
7 May - 8 May
Aston at The Whaler on Kaanapali Beach
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, (417)
"👍"
The price is €641
per night
16 May - 17 May
The Westin Nanea Ocean Villas, Ka'anapali
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1462)
"Wonderful place 😊"
The price is €470
per night
5 May - 6 May
Aston Mahana at Kaanapali
Maui Kai
3.0 star property
9.0 out of 10, Wonderful, (389)
"We’ve stayed at Maui Kai two years in a row now and we love it like a second home! Highly recommend!"
Maui Kai
Waterfront Resort Escape with Shared Pool, Hot Tub, Putting Green & Tennis
9.0 out of 10, Wonderful, (55)
"We enjoy the location of the Papakea Resort and have stayed there a few times. We enjoyed our stay. The living area was comfortable and clean. There were several beach items (chairs, umbrellas etc) available for our use. The bathroom, specifically the shower area, was a bit dingy and in need of an update. Overall, we were happy with the condo and our stay was a good one."
Waterfront Resort Escape with Shared Pool, Hot Tub, Putting Green & Tennis
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2529)
"I loved everything about this resort. "
The price is €819
per night
2 Jun - 3 Jun
OUTRIGGER Honua Kai Resort & Spa
AEI at The Mahana Kaanapali Resort
4.0 star property
8.8 out of 10, Excellent, (206)
"Honeymooners first time in Maui, we loved this hotel. In the touristy North-west section of Maui but right on the beach (beautiful sunsets), facility amenities were exactly what we were hoping for. Clean site and rooms, spacious room with full kitchen and living room and a washer/dryer in-unit. Concierge service was excellent at helping us book the tours/events we wanted despite short notice. Could have benefitted from more information about the facility at check-in, did not realize we had...
AEI at The Mahana Kaanapali Resort
OCEANVIEW Studio Condo at Kaanapali Shores Resort - Unit 742
8.8 out of 10, Excellent, (86)
"Great property over all! Only a few issues we had, the shower water only works at certain points and you must turn it a few times before it will come out hot. There’s lots of dead spots. The AC kicks in really hard during the day and then during the night shuts off so you wake up really hot. Over all tho we would stay again. The pools are great and you can walk to the beach. The room it’s self met our needs so we were happy "
OCEANVIEW Studio Condo at Kaanapali Shores Resort - Unit 742
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (2985)
"Great people And cleanliness "
The price is €298
per night
7 May - 8 May
Aston Kaanapali Shores
Don't see what you're looking for?
See all available properties in Kaanapali
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.

Other types of properties in Kaanapali you may be interested in

The Westin Maui Resort & Spa, Ka'anapali
4.0 star property
8.8 out of 10, Excellent, (453)
"Our stay at Maui resort was exceptional and we would love to come back soon. Mahalo "
The price is €574
per night
5 May - 6 May
The Westin Maui Resort & Spa, Ka'anapali
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (2985)
"Great people And cleanliness "
The price is €298
per night
7 May - 8 May
Aston Kaanapali Shores
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2138)
"Stuff was helpfhl and friendly, love coffee bar in the mornings"
The price is €260
per night
8 May - 9 May
Aston Maui Kaanapali Villas
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.

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 €260 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 in Kaanapali close to West Maui Parasail, 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 scenic seaside and top-notch restaurants during your holiday.

What are some of the best holiday rentals that Kaanapali has to offer?

Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach: This highly rated holiday home rental in Kaanapali is located in the city centre, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 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 garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Kaanapali?

With 133 Expedia holiday rentals, you're guaranteed to find just the right place for your Kaanapali stay.

What can I see and do in Kaanapali?

Cultural attractions include Drums of the Pacific Lū‘au and Whalers Village Museum, whereas Kaanapali Beach and Kahekili Beach are a couple of picturesque spots to enjoy the outdoors. Black Rock and Whalers Village 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.

Recent reviews of Kaanapali properties
Expedia verified reviews