A beach with clear turquoise water, people swimming and sunbathing, and palm trees.

Kaanapali Vacation Rentals

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Our top choices for Kaanapali vacation rentals

Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,199 reviews)
"We were very happy with our stay."
United States
Joni
The price is CA $307
CA $406 total
includes taxes & fees
Jul 30 - Jul 31
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,595 reviews)
"My Favorite Place to stay in Maui. Quiet and super close to everywhere you want to visit in Maui"
United States
DAVID
The price is CA $321
CA $507 total
includes taxes & fees
Aug 17 - Aug 18
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, (435 reviews)
"Great location! We enjoyed being right by Whaler’s Village with all the restaurants and shops. It’s also close to Black Rock which is great for snorkeling. We will be coming back for future Maui trips."
United States
Julie
The price is CA $320
CA $895 total
includes taxes & fees
Aug 9 - Aug 10
The Whaler Resort Kaanapali Beach

OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,005 reviews)
"Great location"
United States
Ryan
The price is CA $458
CA $1,194 total
includes taxes & fees
Aug 24 - Aug 25
OUTRIGGER Honua Kai Resort & Spa

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, (1,146 reviews)
"Loved this property! Very clean and great service. Good food. Location is 10/10"
United States
Nicolle
The price is CA $697
CA $828 total
includes taxes & fees
Aug 19 - Aug 20
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
8.8 out of 10, Excellent, (216 reviews)
"View is great Very family friendly resort "
United States
John
The price is CA $697
CA $828 total
includes taxes & fees
Aug 17 - Aug 18
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Honua Kai Hokulani Resort by KBM

Honua Kai Hokulani Resort by KBM
4.0 star property
Kaanapali
9.0 out of 10, Wonderful, (28 reviews)
"Beautiful property with wonderful staff."
United States
Lance
The price is CA $862
CA $1,948 total
includes taxes & fees
Aug 15 - Aug 16
Honua Kai Hokulani Resort by KBM

Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
3.5 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"room was amazing best view with ocean front right out of your window turtles and whales right outside your window as well what a place def recommend just one thing needed for the ladies is more mirrors and a iron lol. "
United States
Louis Philip
The price is CA $361
CA $1,669 total
includes taxes & fees
Aug 4 - Aug 5
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is CA $591
CA $1,568 total
includes taxes & fees
Jul 31 - Aug 1
Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,551 reviews)
"Awesome place and location. Ocean view and wrap around balcony incredible. Very spacious for our family. Could not be happier!"
United States
Joseph C
The price is CA $364
CA $970 total
includes taxes & fees
Aug 10 - Aug 11
Aston at The Whaler on Kaanapali Beach

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, (516 reviews)
"Clean, comfortable property with lots of amenities on the water! Helpful concierge to book excursions. I would stay again!"
United States
Kathryn
The price is CA $788
CA $935 total
includes taxes & fees
Aug 22 - Aug 23
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, (251 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
The price is CA $720
CA $854 total
includes taxes & fees
Aug 17 - Aug 18
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Maui Kaanapali Villas Resort by KBM

Maui Kaanapali Villas Resort by KBM
4.0 star property
Kaanapali
The price is CA $1,124
CA $2,211 total
includes taxes & fees
Aug 10 - Aug 11
Maui Kaanapali Villas Resort by KBM

Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning

Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning
3.5 star property
Lahaina
The price is CA $513
CA $1,850 total
includes taxes & fees
Jul 25 - Jul 26
Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning

The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Lahaina
8.4 out of 10, Very good, (53 reviews)
"Fantastic amenities for family fun!!!"
United States
Jackie R.
The price is CA $697
CA $828 total
includes taxes & fees
Aug 17 - Aug 18
The Westin Ka'anapali Ocean Resort Villas North

Kaanapali Plantation Resort by KBM

Kaanapali Plantation Resort by KBM
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (3 reviews)
"It’s walking distance to the beach."
United States
Gabriela
The price is CA $3,329
CA $5,512 total
includes taxes & fees
Aug 11 - Aug 12
Kaanapali Plantation Resort by KBM

Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning

Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning
3.0 star property
Lahaina
6.8 out of 10, (3 reviews)
"Comfortable and a great view. Is there a way I book this unit directly through the owner?"
United States
Carl
The price is CA $247
CA $1,508 total
includes taxes & fees
Jul 26 - Jul 27
Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning
3.5 star property
Lahaina
The price is CA $324
CA $1,625 total
includes taxes & fees
Jul 26 - Jul 27
Papakea H107 1 bedroom, 1 bath OceanView 1 Condo by RedAwning

Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.6 out of 10, Exceptional, (93 reviews)
"Great deal, great stay, great place! We would definitely book again. The rental had everything we needed and were so accommodating when we needed assistance."
United States
Agnes
The price is CA $2,795
CA $4,008 total
includes taxes & fees
Aug 13 - Aug 14
Honua Kai Konea Resort by KBM

Whaler Resort by KBM

Whaler Resort by KBM
4.0 star property
Kaanapali
10.0 out of 10, Exceptional, (4 reviews)
"Best place to stay in Maui "
United States
Michael
The price is CA $2,499
CA $3,522 total
includes taxes & fees
Aug 9 - Aug 10
Whaler Resort by KBM
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

Price trends for vacation rentals in Kaanapali

Less expensive
More expensive
Next month
August
March
CA $263
Month
Price
January
CA $401
February
CA $425
March
CA $446
April
CA $379
May
CA $328
June
CA $289
July
CA $312
August
CA $263
September
CA $273
October
CA $311
November
CA $310
December
CA $389
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Kaanapali. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Kaanapali

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.

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Frequently asked questions

Are there vacation rentals in Kaanapali?

Yes, we have vacation rentals near popular sights in Kaanapali, or you can choose a more secluded option if you want a relaxing place to 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 vacation.

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

Kapalua Golf Villas Resort by KBM: You might like this vacation home rental near Kaanapali. It is located on the beach and has an outdoor pool, a balcony, and a barbecue grill 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 favorite 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 vacation rentals are there in Kaanapali?

With 28 Expedia vacation rentals, you're sure to find just the right place for your Kaanapali stay.

What can I see and do in Kaanapali?

Kaanapali Beach and Kahekili Beach are a couple of great spots to enjoy nature, whereas other top attractions include Whalers Village. Black Rock and Kaanapali Kai Course at Kaanapali Golf Resort 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.