Kaanapali Holiday Rentals

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Holiday Rentals in Kaanapali

Hypo-allergenic bedding, in-room safe, blackout curtains
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (2998)
"Amazing views and right on the beach and pools were never packed "
The price is AU$463
per night
27 May - 28 May
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2145)
"Beautiful grounds. Close o the pool and beach.! Castaway s great bar and restaurant. "
The price is AU$448
per night
22 May - 23 May
Aston Maui Kaanapali Villas
4 outdoor pools
OUTRIGGER Honua Kai Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (2531)
"I loved everything about this resort. "
OUTRIGGER Honua Kai Resort & Spa
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Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1469)
"Very nice and very well taking care of "
The price is AU$1,080
per night
4 June - 5 June
Aston Mahana at Kaanapali
Exterior
The Whaler Resort Kaanapali Beach
4.0 star property
9.4 out of 10, Exceptional, (27)
"Great 2 bedroom condo. Spacious and very clean. Walkable to many restaurants including Whalers village which is right next door. 2 drawbacks : shower temperature was off and hard to adjust, shower was cold for at least 5 min before becoming warm and a very loud noise was always present coming from the generators in whalers village. Our balcony was on that side and it took away from the experience of just sitting outside. Recommend u get condo unit on the opposite side. But otherwise truly a...
The Whaler Resort Kaanapali Beach
3 outdoor pools, pool loungers
Kaanapali Alii
4.0 star property
9.4 out of 10, Exceptional, (786)
"The beach in front of the complex is beautiful. I would be cautious of expectations when it comes to the rooms. We were originally placed in a unit that hadn’t been updated in a long time. It looked nothing like the photos. A lot of carpet and heavy curtains (think 80’s). It is not great for someone that has allergies. We called to ask if we could be moved and they did accommodate us. The second unit was much better. The tennis courts were fun but very hot. "
Kaanapali Alii
Outdoor pool
Aston at Papakea Resort
3.0 star property
8.2 out of 10, Very good, (1329)
"nice "
Aston at Papakea Resort
View from room
Aston at The Whaler on Kaanapali Beach
4.0 star property
9.2 out of 10, Wonderful, (1398)
"The property is kept immaculate, just beautiful to walk around. Safe and quiet."
The price is AU$1,330
per night
27 May - 28 May
Aston at The Whaler on Kaanapali Beach
2 outdoor pools, pool umbrellas
The Westin Ka'anapali Ocean Resort Villas
4.0 star property
8.6 out of 10, Excellent, (1048)
"As always an incredible experience We love this property"
The price is AU$914
per night
22 May - 23 May
The Westin Ka'anapali Ocean Resort Villas
Outdoor pool, pool umbrellas, pool loungers
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
2 outdoor pools, pool cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, (420)
"Great place to stay with or without kids. Wonderful pool, awesome beach and professional staff. Of property food and grocery options too. Thos Westin is definitely on our revisit list if we come back to Kaanapali. "
The price is AU$1,070
per night
29 May - 30 May
The Westin Nanea Ocean Villas, Ka'anapali
Exterior
AEI at Kaanapali Shores
4.0 star property
8.6 out of 10, Excellent, (277)
"It was a refreshing holiday with our family. The proximity to the beach and pool was convenient. Waking up each morning to the sight of the ocean was ‘heavenly’."
AEI at Kaanapali Shores
Basic Room, 1 Bedroom (Corner, Specific Unit May Vary) | Balcony view
Maui Kai
3.0 star property
9.0 out of 10, Wonderful, (391)
"Love love love this property. They have thought of everything. Why did I even need to pack anything?Room was excellent. Right on the beach. Staff was always friendly and willing to go out of their way to help. Check in after hours was a breeze. Cool pool area we never used. Parking was always available no matter when we got back and free. Nice convenient area. Food truck courtyard looked interesting but never could find the entrance will definitely stay here again"
Maui Kai
3 outdoor pools, pool cabanas (surcharge), pool loungers
Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
8.6 out of 10, Excellent, (166)
"We’ve stayed at the Marriott Maui Ocean club twice a year for 15 years. It never disappoints. Kaanapali is the best place to stay on Maui."
The price is AU$915
per night
29 May - 30 May
Marriott's Maui Ocean Club - Lahaina & Napili Towers
Condo, 2 Bedrooms, Kitchen, Ocean View | View from room
AEI at Papakea Resort Maui
3.5 star property
8.6 out of 10, Excellent, (68)
"This was an ideal place to go and enjoy the peace and serenity surrounding you while there. People were awesome and always there to help. Ocean views were amazing and so tranquil at the same time. I look forward to a return visit in the future. Aloha baby!"
AEI at Papakea Resort Maui
Beach nearby, free beach shuttle
Kaanapali Maui at the Eldorado by OUTRIGGER
3.0 star property
8.6 out of 10, Excellent, (814)
"Location. Nice lanai. Nice shuttle. Walkable. Checking was musty and needs a facelift. "
Kaanapali Maui at the Eldorado by OUTRIGGER
Exterior
Direct Oceanfront Penthouse Maui Kaanapali Beach, Aloha Getaway
Direct Oceanfront Penthouse Maui Kaanapali Beach, Aloha Getaway
Pool
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. "
The price is AU$929
per night
11 June - 12 June
TOP FLOOR - STUNNING OCEAN VIEWS - RENOVATED UNIT - KAANAPALI WELCOMES YOU!!!
3 outdoor pools, pool cabanas (surcharge), pool loungers
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
8.4 out of 10, Very good, (220)
"The location right on the beach is great! The property itself is a bit tired but clean. The restaruant (Longhi's) and the bar were great! The staff was very helpful and accommodating. "
The price is AU$943
per night
29 May - 30 May
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
On the beach, sun-loungers, beach towels
DIRECT OCEANFRONT UNIT May 19-23 $395 Special 3Bedrm 3Bathrm Updates Equipped
9.8 out of 10, Exceptional, (156)
"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
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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.

Kaanapali Holiday Home Travel Info

Number of holiday homes
1 134
Popular accommodation
Kaanapali condos
Known landmarks
Kaanapali Beach, Black Rock and Napili Bay Beach
International airport
Kahului, HI (OGG)

Other types of properties in Kaanapali you may be interested in

Hypo-allergenic bedding, in-room safe, blackout curtains
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (2998)
"Amazing views and right on the beach and pools were never packed "
The price is AU$463
per night
27 May - 28 May
Aston Kaanapali Shores
Terrace/patio
The Westin Maui Resort & Spa, Ka'anapali
4.0 star property
8.8 out of 10, Excellent, (456)
"Great Hotel "
The price is AU$1,267
per night
26 May - 27 May
The Westin Maui Resort & Spa, Ka'anapali
Outdoor pool
Hilton Vacation Club Ka'anapali Beach Maui
4.0 star property
8.8 out of 10, Excellent, (1007)
"We had a great time in Maii"
The price is AU$381
per night
24 May - 25 May
Hilton Vacation Club Ka'anapali Beach Maui
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, 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$448 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 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.

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