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, (4,095 reviews)
"Pools were great had available seating and kids loved the waterfall and hot tub."
United States
Doreen
$342 nightly
The price is $406
May 14 - May 15
Total with taxes and fees
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,566 reviews)
"Great location for beach lovers and family vacation. "
United States
meryem
$466 nightly
The price is $554
May 17 - May 18
Total with taxes and fees
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, (400 reviews)
"Great service, clean rooms, friendly staff, and perfectly located. We had a great time."
United States
Forest Daniel
$623 nightly
The price is $740
May 14 - May 15
Total with taxes and fees
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, (2,961 reviews)
"Everything about this place was great!"
United States
Jag
$933 nightly
The price is $1,017
May 14 - May 15
Total with taxes and fees
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, (1,137 reviews)
"Never a bad stay here!! "
United States
Michele
$455 nightly
The price is $540
May 20 - May 21
Total with taxes and fees
The Westin Ka'anapali Ocean Resort Villas

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, (247 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
$471 nightly
The price is $559
May 28 - May 29
Total with taxes and fees
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Maui Kai 908 Oceanfront 1 Bedroom 1 Condo by RedAwning

Maui Kai 908 Oceanfront 1 Bedroom 1 Condo by RedAwning
3.5 star property
Lahaina
$1,289 nightly
The price is $1,530
Jun 2 - Jun 3
Total with taxes and fees
Maui Kai 908 Oceanfront 1 Bedroom 1 Condo by RedAwning

Honua Kai Hokulani Resort by KBM

Honua Kai Hokulani Resort by KBM
4.0 star property
Kaanapali
8.8 out of 10, Excellent, (21 reviews)
"Great for families. Close to everything! "
Canada
Laura
$1,145 nightly
The price is $1,256
May 19 - May 20
Total with taxes and fees
Honua Kai Hokulani Resort by KBM

Kaanapali Shores #159 2 Bedroom Condo by RedAwning

Kaanapali Shores #159 2 Bedroom Condo by RedAwning
3.5 star property
Lahaina
$932 nightly
The price is $1,106
May 15 - May 16
Total with taxes and fees
Kaanapali Shores #159 2 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
8.2 out of 10, Very Good, (46 reviews)
"Staff was great, rooms were clean, pools were warm. The ocean right outside the hotel is clean and allows you do do activities without leaving the area like snorkeling, swimming, boogie boarding, floating, etc)"
United States
Clinton
$455 nightly
The price is $540
May 23 - May 24
Total with taxes and fees
The Westin Ka'anapali Ocean Resort Villas North

Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Lahaina
8.6 out of 10, Excellent, (209 reviews)
"View is great Very family friendly resort "
United States
John
$455 nightly
The price is $540
May 27 - May 28
Total with taxes and fees
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Whaler 518 Oceanview Studio Condo Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning
3.5 star property
Lahaina
$1,201 nightly
The price is $1,426
May 23 - May 24
Total with taxes and fees
Whaler 518 Oceanview Studio Condo 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, (88 reviews)
"Amazing stayThis was our honeymoon. I would definitely come back again"
United States
Annette
$1,761 nightly
The price is $2,013
May 23 - May 24
Total with taxes and fees
Honua Kai Konea Resort by KBM

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, (500 reviews)
"Clean room and easy access to the beach"
United States
Wonseok
$519 nightly
The price is $616
May 27 - May 28
Total with taxes and fees
The Westin Nanea Ocean Villas, Ka'anapali

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
$1,201 nightly
The price is $1,425
May 23 - May 24
Total with taxes and fees
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning

Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning
4.0 star property
Lahaina
$2,012 nightly
The price is $2,388
Jun 9 - Jun 10
Total with taxes and fees
Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning

Mahana Resort by KBM

Mahana Resort by KBM
3.5 star property
Kaanapali
9.0 out of 10, Wonderful, (2 reviews)
"Room are clean and the staff very helpful "
United States
Richard
$1,386 nightly
The price is $1,568
May 16 - May 17
Total with taxes and fees
Mahana Resort by KBM

Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
$1,021 nightly
The price is $1,212
May 19 - May 20
Total with taxes and fees
Kaanapali Shores 432 Studio Condo Condo

Kaanapali Plantation 3 bedroom 2.5 baths OceanView 3 Condo by RedAwning

Kaanapali Plantation 3 bedroom 2.5 baths OceanView 3 Condo by RedAwning
3.0 star property
Lahaina
$1,842 nightly
The price is $2,187
May 15 - May 16
Total with taxes and fees
Kaanapali Plantation 3 bedroom 2.5 baths OceanView 3 Condo by RedAwning

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
$1,850 nightly
The price is $2,122
May 23 - May 24
Total with taxes and fees
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
This month
Next month
May
January
$371
$420
Month
Price
January
$541
February
$527
March
$500
April
$472
May
$371
June
$420
July
$432
August
$419
September
$395
October
$406
November
$457
December
$531
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

Everything you need to know about Kaanapali vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kaanapali vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kaanapali vacation 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 low season months. For more hustle and bustle, you may prefer to visit Kaanapali in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $406 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kaanapali rentals

At Expedia, we put the best Kaanapali vacation 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 vacation.

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 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 Private home with POOL & OCEAN VIEWS near BEAUTIFUL KAANAPALI BEACH.

How many vacation rentals are there in Kaanapali?

With 23 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.