Kaanapali Holiday Rentals

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Holiday Rentals in Kaanapali

OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2856)
"Resort was beautiful and family friendly. Definitely will stay here again with the rest of the family"
United States
Alisha
The price is AU$1,220
includes taxes & fees
22 Nov - 23 Nov
OUTRIGGER Honua Kai Resort & Spa
Aston Maui Kaanapali Villas
3.0 star property
8.8 out of 10, Excellent, (2483)
"Must stay walkable to beach , beachfront cafe"
United States
brittany
The price is AU$583
includes taxes & fees
21 Nov - 22 Nov
Aston Maui Kaanapali Villas
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
8.4 out of 10, Very good, (235)
"Beautiful, clean and the stagg was great! "
United States
Joshua
The price is AU$817
includes taxes & fees
29 Nov - 30 Nov
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, (469)
"Very nice place to stay"
United States
Thomas
The price is AU$860
includes taxes & fees
12 Nov - 13 Nov
The Westin Nanea Ocean Villas, Ka'anapali
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3834)
"Great stay and fun activities in the area"
United States
Vic
The price is AU$528
includes taxes & fees
31 Oct - 1 Nov
Aston Kaanapali Shores
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
9.6 out of 10, Exceptional, (10)
"A very nice and clean-property located a very beautiful area five minutes to walk to the beach, there is food truck also just a walking distance. Highly recommended."
Canada
Shuchi
The price is AU$1,146
includes taxes & fees
12 Nov - 13 Nov
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
8.8 out of 10, Excellent, (105)
"Love the swimming pools and convenient access to beach "
United States
Korri
The price is AU$1,146
includes taxes & fees
31 Oct - 1 Nov
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
The Whaler Resort Kaanapali Beach
4.0 star property
9.6 out of 10, Exceptional, (278)
"Great location, clean facilities and very good value."
United States
Raymond M
The price is AU$1,151
includes taxes & fees
29 Nov - 30 Nov
The Whaler Resort Kaanapali Beach
Maui Kai 805 Ocean View 1 bedroom/1 bath 1 Condo by RedAwning
3.5 star property
The price is AU$1,719
includes taxes & fees
12 Nov - 13 Nov
Maui Kai 805 Ocean View 1 bedroom/1 bath 1 Condo by RedAwning
Great Deal! 1BR Condo at Oceanfront Kaanapali Shores | Pools, AC, Beach
7.8 out of 10, Good, (84)
"We had a great trip to Maui. The condo had everything we needed for our 13 day stay. King bed is comfortable, with a good mattress. Bathroom is dated but everything works well. It was missing a cooler to pack for the beach, but management brought a new one over the next day. Condo also has beach chairs which we used when we visited some other beaches in the area. The 2 Pools here are nice and clean with a lot of lounge chairs also each pool area has a clean hot tub. There is a restaurant on...
United States
Tamye M.
The price is AU$1,166
includes taxes & fees
8 Nov - 9 Nov
Great Deal! 1BR Condo at Oceanfront Kaanapali Shores | Pools, AC, Beach
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
8.4 out of 10, Very good, (99)
"Over all a great spot. Lication"
Canada
shelly k.
The price is AU$1,146
includes taxes & fees
10 Nov - 11 Nov
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
#1 Kaanapali Beach, OCEAN VIEW, Walk to Whaler's Village K217
9.2 out of 10, Wonderful, (10)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Fabulous stay! Will be back"
United States
Kathy O.
The price is AU$753
includes taxes & fees
1 Nov - 2 Nov
#1 Kaanapali Beach, OCEAN VIEW, Walk to Whaler's Village K217
Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
8.8 out of 10, Excellent, (194)
"It was a great place to spend a vacation for the whole family. "
United States
Melanie
The price is AU$803
includes taxes & fees
12 Nov - 13 Nov
Marriott's Maui Ocean Club - Lahaina & Napili Towers
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1119)
"Great location, lots of amenitie"
United States
Johanna
The price is AU$803
includes taxes & fees
7 Nov - 8 Nov
The Westin Ka'anapali Ocean Resort Villas
Perch - Oceanfront Tranquility: 1BR Condo w/ Views
2.5 star property
9.0 out of 10, Wonderful, (2)
"Easy check in with door code, room had basic cooking essentials which was convenient also had tide pods for washing. Easy beach access and beautiful view. Would definitely stay here again."
United States
Andrea R.
The price is AU$538
includes taxes & fees
31 Oct - 1 Nov
Perch - Oceanfront Tranquility: 1BR Condo w/ Views
Ka'anapali Shores 160
3.5 star property
The price is AU$2,206
includes taxes & fees
31 Oct - 1 Nov
Ka'anapali Shores 160
Ocean View steps from beach, dining, shopping 513
2.5 star property
The price is AU$1,623
includes taxes & fees
3 Nov - 4 Nov
Ocean View steps from beach, dining, shopping 513
OCEANFRONT Condo with Incredible Views - Maui Kai 805
8.8 out of 10, Excellent, (25)
"We had a lovely stay. The condo is a bit dated, but clean and comfortable overall. The lanai over the ocean was the highlight of the condo, and it was well stocked with beach towels and chairs. The location was ideal, close to restaurants and shopping, and the small beach rhat adjoins the property was lovely. It seems to be secluded enough, that there were very few others using it. Overall, a wonderful stay."
United States
Erin C.
The price is AU$1,285
includes taxes & fees
2 Nov - 3 Nov
OCEANFRONT Condo with Incredible Views - Maui Kai 805
Whaler 518 Oceanview Studio Condo Condo by RedAwning
3.5 star property
The price is AU$1,441
includes taxes & fees
12 Nov - 13 Nov
Whaler 518 Oceanview Studio Condo Condo by RedAwning
The Whaler 814, Black Rock, All 5 Stars
10.0 out of 10, Exceptional, (192)
"we had a great stay. everything was convenient. "
United States
Ronald L.
The price is AU$740
includes taxes & fees
30 Nov - 1 Dec
The Whaler 814, Black Rock, All 5 Stars
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$528 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?

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. Our travellers also rate #1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool as a favourite home for rent in Kaanapali.

How many holiday rentals are there in Kaanapali?

With 43 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 lovely local spots to get outside and enjoy nature. Whalers Village 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.