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, (4,116 reviews)
"Great Beach, staff,Hot tubs, restaurant, excellent happy hour. "
United States
Kathleen
The price is CA $578
CA $727 total
includes taxes & fees
Jun 7 - Jun 8
Aston Kaanapali Shores

Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,575 reviews)
"Great location for beach lovers and family vacation. "
United States
meryem
The price is CA $530
CA $752 total
includes taxes & fees
Jun 3 - Jun 4
Aston Maui Kaanapali Villas

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, (1,139 reviews)
"Never a bad stay here!! "
United States
Michele
The price is CA $785
CA $932 total
includes taxes & fees
Jun 2 - Jun 3
The Westin Ka'anapali Ocean Resort Villas

The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (413 reviews)
"We love staying at The Whaler Resort! I like that it’s right next to all the shops and restaurants at Whaler Village. It’s a really nice combination of hotel amenities and condo living. The staff is super friendly and the property is very well maintained. We’ll definitely be staying here again."
United States
Dustin
The price is CA $421
CA $1,004 total
includes taxes & fees
Jun 2 - Jun 3
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, (2,972 reviews)
"Everything about this place was great!"
United States
Jag
The price is CA $641
CA $1,495 total
includes taxes & fees
Jun 24 - Jun 25
OUTRIGGER Honua Kai Resort & Spa

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 CA $812
CA $964 total
includes taxes & fees
Jun 3 - Jun 4
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Honua Kai Hokulani Resort by KBM

Honua Kai Hokulani Resort by KBM
4.0 star property
Kaanapali
8.8 out of 10, Excellent, (23 reviews)
"Great for families. Close to everything! "
Canada
Laura
The price is CA $1,053
CA $2,155 total
includes taxes & fees
Jun 15 - Jun 16
Honua Kai Hokulani Resort by KBM

Whaler 518 Oceanview Studio Condo Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning
3.5 star property
Lahaina
The price is CA $350
CA $1,914 total
includes taxes & fees
Jun 5 - Jun 6
Whaler 518 Oceanview Studio Condo 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 $424
CA $1,526 total
includes taxes & fees
Jun 3 - Jun 4
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 CA $785
CA $932 total
includes taxes & fees
Jun 2 - Jun 3
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
8.8 out of 10, Excellent, (212 reviews)
"Marriott always offers top notch accommodations. Lahaina was on the beach, near shopping and restaurants."
United States
Mary S
The price is CA $793
CA $942 total
includes taxes & fees
Jun 15 - Jun 16
Marriott's Maui Ocean Club - Lahaina & Napili Towers

Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.6 out of 10, Exceptional, (89 reviews)
"We stayed here for ten days and everything was great. Kids loved the pools and the ocean had great snorkeling."
Canada
Shawn
The price is CA $2,194
CA $3,280 total
includes taxes & fees
Jun 2 - Jun 3
Honua Kai Konea Resort by KBM

Kaanapali Shores Studio 642 Studio Bedroom Condo by RedAwning

Kaanapali Shores Studio 642 Studio Bedroom Condo by RedAwning
3.0 star property
Lahaina
6.0 out of 10, (5 reviews)
"Very nice property, safe and clean, pool area is lovely. "
United States
Cindy Jean
The price is CA $200
CA $1,651 total
includes taxes & fees
Jun 27 - Jun 28
Kaanapali Shores Studio 642 Studio Bedroom Condo by RedAwning

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, (507 reviews)
"Clean room and easy access to the beach"
United States
Wonseok
The price is CA $970
CA $1,151 total
includes taxes & fees
Jun 15 - Jun 16
The Westin Nanea Ocean Villas, Ka'anapali

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 CA $4,456
CA $6,195 total
includes taxes & fees
Jun 7 - Jun 8
Mahana 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 $370
CA $1,976 total
includes taxes & fees
Jun 2 - Jun 3
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
The price is CA $862
CA $3,120 total
includes taxes & fees
Jun 9 - Jun 10
Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning

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 $393
CA $2,018 total
includes taxes & fees
Jun 12 - Jun 13
Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning

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 CA $370
CA $1,976 total
includes taxes & fees
Jun 2 - Jun 3
Maui Kai 908 Oceanfront 1 Bedroom 1 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 CA $2,473
CA $3,581 total
includes taxes & fees
Jun 6 - Jun 7
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
August
February
CA $295
CA $302
Month
Price
January
CA $404
February
CA $430
March
CA $422
April
CA $380
May
CA $345
June
CA $295
July
CA $302
August
CA $261
September
CA $273
October
CA $313
November
CA $313
December
CA $394
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.

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 25 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.