Kaanapali Vacation Rentals from $278: Search Short-Term Rentals

Q: 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 .

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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

Kannapali Beach Area

Luis MANUEL

$297 nightly

Sep 30 - Oct 1

Total with taxes and fees

A resort with a pool, palm trees, a waterfall, and a view of the ocean.

2. The Westin Ka'anapali Ocean Resort Villas

Kannapali Beach Area

Jennifer

$495 nightly

Sep 6 - Sep 7

Total with taxes and fees

A tropical garden with a waterfall, lush greenery, and a gazebo.

3. Aston Kaanapali Shores

Lahaina

Shad

$234 nightly

Aug 31 - Sep 1

Total with taxes and fees

A resort pool with red umbrellas, palm trees, and a view of the ocean.

4. OUTRIGGER Honua Kai Resort & Spa

Lahaina

Benjamin

$860 nightly

Sep 29 - Sep 30

Total with taxes and fees

A view of a beach with palm trees and a sailboat on the water.

5. The Whaler Resort Kaanapali Beach

Kannapali Beach Area

Luis A

$543 nightly

Aug 31 - Sep 1

Total with taxes and fees

A resort with a pool, palm trees, and a night scene with fire torches.

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

Kannapali Beach Area

Carroll M

$511 nightly

Sep 13 - Sep 14

Total with taxes and fees

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

Kaanapali

Gerald

$1,662 nightly

Sep 9 - Sep 10

Total with taxes and fees

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

Lahaina

Ronald

$1,761 nightly

Sep 30 - Oct 1

Total with taxes and fees

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Top Kaanapali Hotel Reviews

Hyatt Regency Maui Resort & Spa

8/10 Good

"clean room"

The Westin Nanea Ocean Villas, Ka'anapali

10/10 Excellent

"The room was exceptionally clean. The staff was friendly and accommodating. The kitchen had anything you could ask for. It was spacious and comfortable. We wished that at check in we would’ve been given more information about the property amenities and discounts that were available for restaurants on the property and nearby, but we only found out about it at the very end of our trip. We didn’t have beach view, but the beach itself was stunning. Overall, the property was everything we wanted and more. We can’t wait to come back."

Hilton Vacation Club Ka'anapali Beach Maui

10/10 Excellent

"Great Family Stay in Ka'anapali! Our family had a fantastic stay at the Hilton Vacation Club, enjoying a beautiful panaromic ocean view from a remarkably clean and well-maintained room. The staff was warm and attentive, the pool area was fantastic for relaxing, and the resort felt very safe. Plus, having great dining options just steps away made our Maui trip completely stress-free!"

Aston at Papakea Resort

8/10 Good

"We love Papakea and have stayed many times, but this particular unit, F101, was not up to the standards of other units. While ocean front is nice, the inside needs a serious update. There are cracked tiles on the bathroom floor and the furniture in the living room is scratched up and not comfortable to sit on. The A/C unit is not strong enough to push air into the bedroom which was the hottest part of the unit. There are no extras in the unit, like beach chairs or boogie boards which other units have. The curtains in the living room look very dingy in appearance and they did not match the ones on the sliding glass door. Everything else about this resort is perfect."

The Whaler Resort Kaanapali Beach

10/10 Excellent

"We really enjoyed every day of our 16 day stay in the Whaler Resort. The studio condo was nicely remodeled and tastefully decorated. It was comfortable and generously equipped with home and kitchen necessities. The Whaler's staff was professional and helpful. The only maintenance problem we had was accidental (the bed frame was left unlocked at one of the corners, which made the bed squeaky) and it was swiftly diagnosed and repaired by dexterous Casey from the maintenance department. Additional thanks to the reservation specialist Kapua Nakoa, who was attentive to all our requests and reserved for us such a condo that made our vacation really enjoyable!"

Price trends for vacation rentals in Kaanapali

Less expensive	More expensive	Next month
August	January	$449

Month	Price
January	$593
February	$581
March	$529
April	$491
May	$441
June	$402
July	$452
August	$394
September	$449
October	$433
November	$477
December	$577

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 $278 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.

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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 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.

Kaanapali Vacation Rentals

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Our top choices for Kaanapali vacation rentals

1. Aston Maui Kaanapali Villas

2. The Westin Ka'anapali Ocean Resort Villas

3. Aston Kaanapali Shores

4. OUTRIGGER Honua Kai Resort & Spa

5. The Whaler Resort Kaanapali Beach

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

7. Honua Kai Konea Resort by KBM

8. Papakea H404 3 Bedroom Condo by RedAwning

9. Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

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

11. Mahana 604 Oceanfront 1bd/1ba 1 Bedroom Condo by RedAwning

12. The Westin Nanea Ocean Villas, Ka'anapali

13. Aston at The Whaler on Kaanapali Beach

14. Whaler 518 Oceanview Studio Condo Condo by RedAwning

15. Kaanapali Plantation 3 bedroom 2.5 baths OceanView 3 Condo by RedAwning

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

17. Kaanapali Plantation Resort by KBM

18. Kaanapali Shores 432 Studio Condo Condo

19. The Westin Ka'anapali Ocean Resort Villas North

20. Whaler Resort by KBM

Find vacation rentals that suit your style

Top Kaanapali Hotel Reviews

Hyatt Regency Maui Resort & Spa

Price trends for vacation rentals in Kaanapali

Find out more about Kaanapali

Explore a world of travel with Expedia

Frequently asked questions

Expedia's Latest Trends

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