Kaanapali Vacation Rentals

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Vacation Rentals in Kaanapali

Hypo-allergenic bedding, in-room safe, blackout drapes
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3001)
"The only thing I did not care for were the added on fees. It was $25 per day for use of the coffeemaker and other such things plus $10.05 per day for parking. The other add ons were taxes which amounted to about $50 per day. All of this should be included in the advertised price."
The price is CA $323
CA $422 total
includes taxes & fees
May 21 - May 22
Aston Kaanapali Shores
Exterior
Aston Maui Kaanapali Villas
3.0 star property
8.6 out of 10, Excellent, (2149)
"Steps from the beach, great snorkeling."
The price is CA $323
CA $486 total
includes taxes & fees
May 21 - May 22
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. "
The price is CA $374
CA $1,161 total
includes taxes & fees
Jun 3 - Jun 4
OUTRIGGER Honua Kai Resort & Spa
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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
Outdoor pool
Aston Mahana at Kaanapali
3.5 star property
9.0 out of 10, Wonderful, (1470)
"Very nice and very well taking care of "
The price is CA $715
CA $884 total
includes taxes & fees
Jun 4 - Jun 5
Aston Mahana at Kaanapali
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 CA $637
CA $1,265 total
includes taxes & fees
May 19 - May 20
Aston at The Whaler on Kaanapali Beach
3 outdoor pools, sun 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
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 CA $706
CA $833 total
includes taxes & fees
May 26 - May 27
The Westin Ka'anapali Ocean Resort Villas
2 outdoor pools, cabanas (surcharge), pool umbrellas
The Westin Nanea Ocean Villas, Ka'anapali
4.0 star property
9.2 out of 10, Wonderful, (420)
"nice ,clean and roomy"
The price is CA $827
CA $975 total
includes taxes & fees
May 31 - Jun 1
The Westin Nanea Ocean Villas, Ka'anapali
Outdoor pool, pool umbrellas, sun 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
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
3 outdoor pools, cabanas (surcharge), sun 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 CA $707
CA $834 total
includes taxes & fees
May 31 - Jun 1
Marriott's Maui Ocean Club - Lahaina & Napili Towers
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, cabanas (surcharge), sun 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 CA $729
CA $859 total
includes taxes & fees
May 31 - Jun 1
Marriott's Maui Ocean Club - Molokai, Maui & Lanai 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
Pool
Pqapakea RESORT! TOP FLOOR - STUNNING OCEAN VIEWS - RENOVATED UNIT
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 CA $272
CA $842 total
includes taxes & fees
Jun 10 - Jun 11
Pqapakea RESORT! TOP FLOOR - STUNNING OCEAN VIEWS - RENOVATED UNIT
Exterior
Direct Oceanfront Penthouse Maui Kaanapali Beach, Aloha Getaway
Direct Oceanfront Penthouse Maui Kaanapali Beach, Aloha Getaway
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 Vacation Rental Travel Info

Number of vacation rentals
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

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 CA $979
CA $1,216 total
includes taxes & fees
May 26 - May 27
The Westin Maui Resort & Spa, Ka'anapali
Hypo-allergenic bedding, in-room safe, blackout drapes
Aston Kaanapali Shores
3.5 star property
8.6 out of 10, Excellent, (3001)
"The only thing I did not care for were the added on fees. It was $25 per day for use of the coffeemaker and other such things plus $10.05 per day for parking. The other add ons were taxes which amounted to about $50 per day. All of this should be included in the advertised price."
The price is CA $323
CA $422 total
includes taxes & fees
May 21 - May 22
Aston Kaanapali Shores
6 outdoor pools, cabanas (surcharge), pool umbrellas
Hyatt Regency Maui Resort & Spa
4.0 star property
9.2 out of 10, Wonderful, (1003)
"Really neat, clean, and friendly staff would stay here again "
The price is CA $758
CA $967 total
includes taxes & fees
May 29 - May 30
Hyatt Regency Maui Resort & Spa
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.

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Kaanapali. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Kaanapali?

Yes, we have vacation rentals in Kaanapali near West Maui Parasail, or you can select a secluded option if you want 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 vacation.

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

Spectacular Sunset and Ocean Views with Pool & Hotbub near Kaanapali Beach: This Kaanapali vacation home rental is located in the city center and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a spa tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Kaanapali?

With 133 Expedia vacation rentals, you're sure 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 vacation rentals like in Kaanapali?

Vacation rentals are private properties you can stay in for several days or more in Kaanapali. Vacation rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips.

Recent reviews of Kaanapali properties
Expedia verified reviews