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

Kaanapali Holiday Rentals

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Our top choices for Kaanapali holiday rentals

1. Aston at The Whaler on Kaanapali Beach

Aston at The Whaler on Kaanapali Beach
4.0 star property
Lahaina
9.2 out of 10, Wonderful, (1,554 reviews)
"Lovely place with full amenities and walk out patio in the lawn. Would definitely book again!"
United States
Heidi
The price is NZ$1,013
includes taxes & fees
31 Aug - 1 Sept
Aston at The Whaler on Kaanapali Beach

2. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (450 reviews)
"We love The Whaler!"
United States
Jacob
The price is NZ$1,078
includes taxes & fees
18 Aug - 19 Aug
The Whaler Resort Kaanapali Beach

3. Aston Maui Kaanapali Villas

Aston Maui Kaanapali Villas
3.0 star property
Lahaina
8.8 out of 10, Excellent, (2,615 reviews)
"Great place"
United States
Luis MANUEL
The price is NZ$620
includes taxes & fees
1 Sept - 2 Sept
Aston Maui Kaanapali Villas

4. OUTRIGGER Honua Kai Resort & Spa

OUTRIGGER Honua Kai Resort & Spa
4.5 star property
Lahaina
8.8 out of 10, Excellent, (3,022 reviews)
"We found this resort clean, family friendly,"
United States
Amanda
The price is NZ$1,491
includes taxes & fees
17 Sept - 18 Sept
OUTRIGGER Honua Kai Resort & Spa

5. Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Lahaina
8.6 out of 10, Excellent, (108 reviews)
"Lovely room in a great location. Check in and check out were super easy, great amenities"
United States
Michaela F.
The price is NZ$1,276
includes taxes & fees
5 Sept - 6 Sept
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC

6. Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
lahaina
9.8 out of 10, Exceptional, (21 reviews)
"It was a great resort We will be back for sure"
United States
Gregory M.
The price is NZ$1,294
includes taxes & fees
18 Aug - 19 Aug
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access

7. Top Floor, Corner Unit, Pool View, Kaanapali Beach

Top Floor, Corner Unit, Pool View, Kaanapali Beach
Kaanapali
9.4 out of 10, Exceptional, (61 reviews)
"Everything about stay was wonderfulCentrally located , easy to get to from airportStudio room perfect for our needs. Close to pool and rides to beach made it easy Thank you for a great stay "
United States
Terri B.
The price is NZ$754
includes taxes & fees
26 Aug - 27 Aug
Top Floor, Corner Unit, Pool View, Kaanapali Beach

8. Summertime Special Prices!! Book Now!

Summertime Special Prices!! Book Now!
Lahaina
10.0 out of 10, Exceptional, (170 reviews)
"Our stay at this condo in Maui was perfect! It met all of our needs and had everything we were looking for. The beach was just a short walk away, which made it super convenient and relaxing. The hosts were amazing and always available if we needed anything during our stay. We would absolutely stay here again and highly recommend it to anyone visiting Maui!"
United States
Misty B.
The price is NZ$1,013
includes taxes & fees
18 Aug - 19 Aug
Summertime Special Prices!! Book Now!

9. Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests

Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests
Lahaina
10.0 out of 10, Exceptional, (169 reviews)
"Fantastic room. Always clean and well stocked.Host is wonderful to work with.Our favorite place to visit."
United States
Wayne W.
The price is NZ$853
includes taxes & fees
29 Aug - 30 Aug
Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests

10. Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
Lahaina
8.8 out of 10, Excellent, (114 reviews)
"Great location Clean Room Great property"
United States
Robert T.
The price is NZ$1,294
includes taxes & fees
18 Aug - 19 Aug
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742

11. Aston Kaanapali Shores

Aston Kaanapali Shores
3.5 star property
Lahaina
8.8 out of 10, Excellent, (4,262 reviews)
"Great location, clean rooms and great service!"
Mexico
Monique Nicole
The price is NZ$486
includes taxes & fees
18 Aug - 19 Aug
Aston Kaanapali Shores

12. Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
Lahaina
10.0 out of 10, Exceptional, (203 reviews)
"We loved our room!! The shower and bed were our highlights for sure. Definitely recommend staying here!!"
United States
Emily A.
The price is NZ$1,024
includes taxes & fees
18 Aug - 19 Aug
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!

13. Ocean View, Kaanapali Golf Course front, Beach Cabana

Ocean View, Kaanapali Golf Course front, Beach Cabana
Kaanapali
9.8 out of 10, Exceptional, (54 reviews)
"Great location. The condo was immaculate and they thought of everything you might need. I would definitely recommend and stay there again."
United States
Patti A.
The price is NZ$825
includes taxes & fees
28 Aug - 29 Aug
Ocean View, Kaanapali Golf Course front, Beach Cabana

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, (522 reviews)
"Clean, comfortable property with lots of amenities on the water! Helpful concierge to book excursions. I would stay again!"
United States
Kathryn
The price is NZ$1,197
includes taxes & fees
22 Aug - 23 Aug
The Westin Nanea Ocean Villas, Ka'anapali

15. BeachFront: MauiKai - WestMaui, Hawaii

BeachFront: MauiKai - WestMaui, Hawaii
Lahaina
9.2 out of 10, Wonderful, (44 reviews)
"Loved our stay! The view was incredible and saw many whales, seals and turtles. Check in was easy and great communication with the owner. "
Canada
carla h.
The price is NZ$783
includes taxes & fees
4 Sept - 5 Sept
BeachFront: MauiKai - WestMaui, Hawaii

16. Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422
Lahaina
7.8 out of 10, Good, (90 reviews)
"Perfect stay!"
United States
Celyna L.
The price is NZ$1,374
includes taxes & fees
18 Aug - 19 Aug
Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422

17. 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 NZ$2,025
includes taxes & fees
24 Aug - 25 Aug
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning

18. Kaanapali Golf Front, Modern studio, Walk to Beach 5 mins, Washer Dryer

Kaanapali Golf Front, Modern studio, Walk to Beach 5 mins, Washer Dryer
Kaanapali
9.6 out of 10, Exceptional, (58 reviews)
"Great location, close to the beach and Whaler’s Village "
United States
Craig C.
The price is NZ$827
includes taxes & fees
18 Aug - 19 Aug
Kaanapali Golf Front, Modern studio, Walk to Beach 5 mins, Washer Dryer

19. Oceanfront Corner Unit Maui Kai 908 1 bed/1ba

Oceanfront Corner Unit Maui Kai 908 1 bed/1ba
Lahaina
9.6 out of 10, Exceptional, (61 reviews)
"This is our second visit here, love the location, view, and layout. The beach is beautiful."
United States
Jason M.
The price is NZ$1,399
includes taxes & fees
20 Aug - 21 Aug
Oceanfront Corner Unit Maui Kai 908 1 bed/1ba

20. Oceanview - Papakea H107 AC, King Bed, Ground Corner Unit

Oceanview - Papakea H107 AC, King Bed, Ground Corner Unit
Lahaina
10.0 out of 10, Exceptional, (31 reviews)
"Great condo would highly recommend it. Great location and the resort is very well maintained. Got to see whales from the shoreline. "
United States
Mitchell M.
The price is NZ$1,419
includes taxes & fees
25 Aug - 26 Aug
Oceanview - Papakea H107 AC, King Bed, Ground Corner Unit
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

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Kaanapali holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Kaanapali. 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 Kaanapali. 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 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 holiday 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 Kaanapali short-term rentals, that won’t be hard to do.

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Frequently asked questions

Are there holiday rentals in Kaanapali?

Yes, there are holiday rentals close to the most popular sights in Kaanapali, or you can select a more secluded option if you're looking for a relaxing 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 holiday.

What are some of the best holiday rentals that Kaanapali has to offer?

Kapalua Golf Villas Resort by KBM: This holiday home rental outside Kaanapali is located on the beach, and has an outdoor pool, a balcony and a BBQ 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 favourite 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 holiday rentals are there in Kaanapali?

With 28 Expedia holiday rentals, you're guaranteed 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 holiday rentals like in Kaanapali?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kaanapali. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for family gatherings.