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

1. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Kannapali Beach Area
8.8 out of 10, Excellent, (2,622 reviews)
"Great place"
United States
Luis MANUEL
The price is CA $317
CA $500 total
includes taxes & fees
Sep 14 - Sep 15
Aston Maui Kaanapali Villas

2. 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, (1,152 reviews)
"Great for families. Safe, clean, and beautiful."
Canada
Jennifer
The price is CA $688
CA $817 total
includes taxes & fees
Sep 7 - Sep 8
The Westin Ka'anapali Ocean Resort Villas

3. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,288 reviews)
"Great location!"
United States
Shad
The price is CA $291
CA $387 total
includes taxes & fees
Sep 1 - Sep 2
Aston Kaanapali Shores

4. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,034 reviews)
"Definitely a go-to place to stay for my wife and I. We visit Maui almost every other year, and while we like to check out other places, Honua Kai will always be one of our constants."
United States
Benjamin
The price is CA $466
CA $1,294 total
includes taxes & fees
Sep 29 - Sep 30
OUTRIGGER Honua Kai Resort & Spa

5. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.6 out of 10, Exceptional, (458 reviews)
"Clean room, friendly staff, great location and views!"
United States
Luis A
The price is CA $316
CA $883 total
includes taxes & fees
Sep 1 - Sep 2
The Whaler Resort Kaanapali Beach

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, (254 reviews)
"Great property very close to everything"
United States
Carroll M
The price is CA $711
CA $844 total
includes taxes & fees
Sep 14 - Sep 15
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

7. Honua Kai Konea Resort by KBM

Honua Kai Konea Resort by KBM
4.5 star property
Kaanapali
9.4 out of 10, Exceptional, (99 reviews)
"Awesome"
United States
Gerald
The price is CA $1,564
CA $2,538 total
includes taxes & fees
Sep 11 - Sep 12
Honua Kai Konea Resort by KBM

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 $650
CA $2,914 total
includes taxes & fees
Sep 8 - Sep 9
Papakea H404 3 Bedroom Condo by RedAwning

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 $377
CA $1,685 total
includes taxes & fees
Sep 4 - Sep 5
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

10. 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 $631
CA $2,439 total
includes taxes & fees
Sep 1 - Sep 2
Honua Kai 215 2 Bedroom/2 Bath 2 Condo by RedAwning

11. 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 $478
CA $1,805 total
includes taxes & fees
Sep 8 - Sep 9
Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning

12. 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, (526 reviews)
"We were extremely satisfied with our stay. The hotel was clean, comfortable, and welcoming, and we had a wonderful experience. We truly enjoyed our time here and would definitely love to come back again. Highly recommended!"
United States
Hassenat
The price is CA $826
CA $981 total
includes taxes & fees
Sep 5 - Sep 6
The Westin Nanea Ocean Villas, Ka'anapali

13. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Kannapali Beach Area
9.2 out of 10, Wonderful, (1,557 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is CA $274
CA $613 total
includes taxes & fees
Sep 29 - Sep 30
Aston at The Whaler on Kaanapali Beach

14. 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 $502
CA $1,795 total
includes taxes & fees
Sep 1 - Sep 2
Whaler 518 Oceanview Studio Condo Condo by RedAwning

15. 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
Kannapali Beach Area
The price is CA $637
CA $2,898 total
includes taxes & fees
Sep 1 - Sep 2
Kaanapali Plantation 3 bedroom 2.5 baths OceanView 3 Condo by RedAwning

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, (223 reviews)
"Amazing"
United States
Grace
The price is CA $688
CA $817 total
includes taxes & fees
Sep 16 - Sep 17
Marriott's Maui Ocean Club - Lahaina & Napili Towers

17. Kaanapali Plantation Resort by KBM

Kaanapali Plantation Resort by KBM
4.0 star property
Kannapali Beach Area
10.0 out of 10, Exceptional, (3 reviews)
"It’s walking distance to the beach."
United States
Gabriela
The price is CA $2,190
CA $4,140 total
includes taxes & fees
Sep 12 - Sep 13
Kaanapali Plantation Resort by KBM

18. Kaanapali Shores 432 Studio Condo Condo

Kaanapali Shores 432 Studio Condo Condo
3.0 star property
lahaina
The price is CA $265
CA $1,513 total
includes taxes & fees
Sep 10 - Sep 11
Kaanapali Shores 432 Studio Condo Condo

19. The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North
4.0 star property
Kannapali Beach Area
8.4 out of 10, Very good, (59 reviews)
"Fantastic amenities for family fun!!!"
United States
Jackie R.
The price is CA $688
CA $817 total
includes taxes & fees
Sep 6 - Sep 7
The Westin Ka'anapali Ocean Resort Villas North

20. Whaler Resort by KBM

Whaler Resort by KBM
4.0 star property
Kannapali Beach Area
10.0 out of 10, Exceptional, (4 reviews)
"Best place to stay in Maui "
United States
Michael
The price is CA $1,737
CA $2,713 total
includes taxes & fees
Sep 14 - Sep 15
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 $273
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?

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 27 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.