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, (4,098 reviews)
"Pools were great had available seating and kids loved the waterfall and hot tub."
United States
Doreen
The price is ¥50,232
¥64,332 total
includes taxes & fees
May 19 - May 20
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,568 reviews)
"Great location for beach lovers and family vacation. "
United States
meryem
The price is ¥56,857
¥81,626 total
includes taxes & fees
Jun 16 - Jun 17
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, (402 reviews)
"From check-in to check-out and all days in between the staff and property were wonderful.Clean, beautiful property located in the hub of Kaanapali Beach. Always a great place to stay."
United States
Ralph
The price is ¥48,369
¥115,288 total
includes taxes & fees
May 17 - May 18
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, (2,962 reviews)
"Everything about this place was great!"
United States
Jag
The price is ¥71,632
¥158,291 total
includes taxes & fees
May 17 - May 18
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
The price is ¥72,063
¥85,546 total
includes taxes & fees
May 31 - Jun 1
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, (248 reviews)
"Great hotel and perfect location"
United States
Sevelina Georgieva
The price is ¥74,597
¥88,557 total
includes taxes & fees
May 28 - May 29
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
The price is ¥51,206
¥242,362 total
includes taxes & fees
Jun 2 - Jun 3
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
The price is ¥84,385
¥204,146 total
includes taxes & fees
May 19 - May 20
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
The price is ¥47,053
¥172,793 total
includes taxes & fees
May 19 - May 20
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, (47 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
The price is ¥72,063
¥85,546 total
includes taxes & fees
May 22 - May 23
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
The price is ¥72,063
¥85,546 total
includes taxes & fees
May 31 - Jun 1
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
The price is ¥43,239
¥225,148 total
includes taxes & fees
May 23 - May 24
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
The price is ¥218,311
¥324,573 total
includes taxes & fees
May 18 - May 19
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
The price is ¥82,231
¥97,618 total
includes taxes & fees
Jun 4 - Jun 5
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
The price is ¥42,821
¥227,627 total
includes taxes & fees
May 19 - May 20
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
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
The price is ¥138,686
¥230,048 total
includes taxes & fees
May 17 - May 18
Mahana Resort by KBM

Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
The price is ¥24,565
¥192,338 total
includes taxes & fees
May 19 - May 20
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
The price is ¥54,075
¥344,189 total
includes taxes & fees
May 19 - May 20
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
The price is ¥236,462
¥354,788 total
includes taxes & fees
May 20 - May 21
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

Find out more about Kaanapali

Search for holiday rentals in Kaanapali on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaanapali using one of the methods below:

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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 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.