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

Kaanapali Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Kaanapali vacation rentals

A swimming pool with a curved design, surrounded by palm trees and lounge chairs, with a building in the background.

1. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,651 reviews)
"Amazing and relaxing resort"
United States
Mariano
The price is CA $304
CA $485 total
includes taxes & fees
Nov 6 - Nov 7
Aston Maui Kaanapali Villas
A resort pool with red umbrellas, palm trees, and a view of the ocean.

2. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,072 reviews)
"Such a lovely stay. The hotel is in a great location, everyone was very kind. I would definitely stay here again!"
United States
Andrea
The price is CA $416
CA $1,141 total
includes taxes & fees
Nov 23 - Nov 24
OUTRIGGER Honua Kai Resort & Spa
A tropical garden with a waterfall, lush greenery, and a gazebo.

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,402 reviews)
"Great Stay"
United States
Roopa Rani
The price is CA $288
CA $384 total
includes taxes & fees
Oct 30 - Oct 31
Aston Kaanapali Shores
A resort with a pool, palm trees, a waterfall, and a view of the ocean.

4. The Westin Ka'anapali Ocean Resort Villas

The Westin Ka'anapali Ocean Resort Villas
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (1,170 reviews)
"The facilities were exactly as described. Our ocean front room and the hotel amenities were wonderful."
Canada
James
The price is CA $514
CA $610 total
includes taxes & fees
Oct 30 - Oct 31
The Westin Ka'anapali Ocean Resort Villas
A view of a beach with palm trees and a sailboat on the water.

5. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (505 reviews)
"Amazing stay!"
United States
zachary
The price is CA $344
CA $920 total
includes taxes & fees
Oct 31 - Nov 1
The Whaler Resort Kaanapali Beach
A resort with a pool, palm trees, and a night scene with fire torches.

6. Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
4.0 star property
Kannapali Beach Area
8.6 out of 10, Excellent, (258 reviews)
"Our 2-bedroom was on the top floor with beautiful ocean views. The 3-bathrooms made it so nice for our group to each have one. The complimentary shuttles to Whaler’s Village made getting around a breeze. This location cannot be beat on Maui!"
United States
Lisa
The price is CA $514
CA $610 total
includes taxes & fees
Nov 9 - Nov 10
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
A balcony with a table set for dining, overlooking a pool and palm trees, with a view of the ocean and mountains in the distance.

7. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (104 reviews)
"Great staff, easy check in."
United States
Jane
The price is CA $610
CA $1,411 total
includes taxes & fees
Nov 13 - Nov 14
Honua Kai Konea Resort by KBM
A resort with multiple-story buildings, a swimming pool, palm trees, and a view of the ocean.

8. Papakea H404 3 Bedroom Condo by RedAwning

Papakea H404 3 Bedroom Condo by RedAwning
4.0 star property
Lahaina
10.0 out of 10, Exceptional, (1 review)
"We had a great stay with two other couples. The unit is well kept as are the grounds. Some good places to eat without having to drive. My only criticism is that none of the lights are very bright except those in the kitchen. We could not play cards at the dinning table because of this. We had to arrange chairs around the kitchen counter."
United States
Ronald
The price is CA $1,153
CA $3,526 total
includes taxes & fees
Nov 6 - Nov 7
Papakea H404 3 Bedroom Condo by RedAwning
A dining area with a view of the ocean, a ceiling fan, and a table set for four.

9. 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 $479
CA $1,815 total
includes taxes & fees
Oct 29 - Oct 30
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
A beach with clear turquoise water, a sandy shore, and palm trees.

10. 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 $623
CA $1,987 total
includes taxes & fees
Oct 25 - Oct 26
Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning
A beach view with palm trees, a clear sky, and a golf course.

11. Whaler 518 Oceanview Studio Condo Condo by RedAwning

Whaler 518 Oceanview Studio Condo Condo by RedAwning
3.5 star property
Kannapali Beach Area
The price is CA $569
CA $1,882 total
includes taxes & fees
Nov 21 - Nov 22
Whaler 518 Oceanview Studio Condo Condo by RedAwning
A pool area with a waterfall, stone steps, and tropical plants.

12. Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
The price is CA $299
CA $1,562 total
includes taxes & fees
Nov 2 - Nov 3
Kaanapali Shores 432 Studio Condo Condo
A large outdoor swimming pool with a rock feature, surrounded by palm trees and lounge chairs.

13. 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 $250
CA $1,504 total
includes taxes & fees
Oct 26 - Oct 27
Kaanapali Shores Studio 742 Studio Bedroom Condo by RedAwning
A resort with a pool, palm trees, and a view of the ocean.

14. 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, (541 reviews)
"great family stay"
United States
Justin
The price is CA $583
CA $692 total
includes taxes & fees
Nov 15 - Nov 16
The Westin Nanea Ocean Villas, Ka'anapali
A resort with multiple buildings, a beachfront, and a pool area.

15. 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 $913
CA $2,786 total
includes taxes & fees
Oct 30 - Oct 31
Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning
A massage table with a view of the ocean and a mountainous landscape.

16. Marriott's Maui Ocean Club - Lahaina & Napili Towers

Marriott's Maui Ocean Club - Lahaina & Napili Towers
4.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (234 reviews)
"Best resort for kids"
United States
Mai Ka
The price is CA $608
CA $722 total
includes taxes & fees
Nov 17 - Nov 18
Marriott's Maui Ocean Club - Lahaina & Napili Towers
A resort with a swimming pool, palm trees, and a view of the ocean.

17. Honua Kai Hokulani Resort by KBM

Honua Kai Hokulani Resort by KBM
4.0 star property
Kaanapali
8.8 out of 10, Excellent, (34 reviews)
"We always enjoy our stay at the Honua Kai. Wide open property with multiple pools. Great Duke's poolside service. Easy parking garage with above ground options. Plus, a great walkway along the beach or neighboring resorts. We look forward to returning."
United States
Gabriel
The price is CA $583
CA $1,379 total
includes taxes & fees
Oct 25 - Oct 26
Honua Kai Hokulani Resort by KBM
A modern kitchen with wooden cabinets and a large island, a dining area with a TV, and a balcony with a view of a lush garden.

18. Papakea G101 1bed/1bath New Remodel 1 Bedroom Condo

Papakea G101 1bed/1bath New Remodel 1 Bedroom Condo
3.0 star property
Lahaina
The price is CA $494
CA $1,833 total
includes taxes & fees
Nov 9 - Nov 10
Papakea G101 1bed/1bath New Remodel 1 Bedroom Condo
A resort with a large pool, palm trees, and a view of the ocean at sunset.

19. The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Kannapali Beach Area
8.2 out of 10, Very good, (65 reviews)
"Great stay"
United States
Jackson
The price is CA $693
CA $823 total
includes taxes & fees
Oct 30 - Oct 31
The Westin Ka'anapali Ocean Resort Villas North
A room with two chairs facing a large window overlooking the ocean.

20. Mahana Resort by KBM

Mahana Resort by KBM
3.5 star property
Kaanapali
9.4 out of 10, Exceptional, (3 reviews)
"Room are clean and the staff very helpful "
United States
Richard
The price is CA $610
CA $1,411 total
includes taxes & fees
Oct 26 - Oct 27
Mahana 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

Royal Lahaina Resort & Bungalows

Royal Lahaina Resort & Bungalows

10/10 Excellent
"I have stayed 6 nights and I had a wonderful experience at this wonderful beach resort. The location, the amazing reception, the food quality, the friendly atmosphere, the facilities and the smile of the personnel was great. I felt I was at home. The room, including the bed, the balcony, the swimming pool, the amazing service and the attitudes of the hotel at the reception was so nice. Thanks a lot"
Ali Abbass 6-night trip
Posted 1 hour ago
Royal Lahaina Resort & Bungalows

Price trends for vacation rentals in Kaanapali

Less expensive
More expensive
Next month
August
March
CA $310
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.

Explore a world of travel with Expedia

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?

#1 Luxury BEACHFRONT! Pickleball, Sand Volleyball, 2 Gyms, Pool: This Kaanapali vacation home rental is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 11 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 balcony, a garden, and a selection of games so you can immerse yourself in your vacation. Our travelers also rate The Best of the Best JUST GOT BETTER with 3rd Remodel as a favorite home for rent in Kaanapali.

How many vacation rentals are there in Kaanapali?

With 24 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.