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

Kaanapali Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Kaanapali vacation rentals

Penthouse, 2 Bedrooms, Oceanfront | Premium bedding, in-room safe, desk, blackout drapes

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 ￥28,805
￥95,096 total
includes taxes & fees
Aug 31 - Sep 1
Aston at The Whaler on Kaanapali Beach
Suite, Multiple Beds, Garden View (2 Baths) | Garden view

2. The Whaler Resort Kaanapali Beach

The Whaler Resort Kaanapali Beach
4.0 star property
Lahaina
9.6 out of 10, Exceptional, (449 reviews)
"Amazing views and location. Great employees."
United States
Ramon
The price is ￥36,229
￥101,219 total
includes taxes & fees
Aug 17 - Aug 18
The Whaler Resort Kaanapali Beach
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers

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 ￥37,051
￥58,166 total
includes taxes & fees
Sep 1 - Sep 2
Aston Maui Kaanapali Villas
4 outdoor pools, open 8:00 AM to 10:00 PM, cabanas (surcharge)

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 ￥58,096
￥142,490 total
includes taxes & fees
Aug 26 - Aug 27
OUTRIGGER Honua Kai Resort & Spa
Property grounds

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 ￥17,207
￥124,335 total
includes taxes & fees
Sep 5 - Sep 6
Charming Studio at Oceanfront Ka’anapali Shores | Pools, Beach Access, AC
Pool

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 ￥17,207
￥124,670 total
includes taxes & fees
Aug 17 - Aug 18
Renovated Studio Ka’anapali Shores | Pools, AC, Beach Access
On the beach

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 ￥22,305
￥71,959 total
includes taxes & fees
Aug 26 - Aug 27
Top Floor, Corner Unit, Pool View, Kaanapali Beach
Outdoor pool, a heated pool

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 ￥27,244
￥96,142 total
includes taxes & fees
Aug 18 - Aug 19
Summertime Special Prices!! Book Now!
Property grounds

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 ￥31,864
￥80,879 total
includes taxes & fees
Aug 29 - Aug 30
Kāʻanapali Ocean View Condo with Beachfront Cabana for Guests
Pool

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 ￥17,207
￥123,335 total
includes taxes & fees
Aug 17 - Aug 18
Oceanview Corner/Studio Condo at Kaanapali Shores Resort - Unit 742
Garden

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 ￥34,461
￥45,638 total
includes taxes & fees
Aug 17 - Aug 18
Aston Kaanapali Shores
Interior

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 ￥27,961
￥96,994 total
includes taxes & fees
Aug 17 - Aug 18
Modern Renovated Kaanapali Studio! We have the Best Reviews for a Reason!!
Beach

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 ￥26,925
￥78,443 total
includes taxes & fees
Aug 28 - Aug 29
Ocean View, Kaanapali Golf Course front, Beach Cabana
Exterior

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 ￥94,660
￥112,373 total
includes taxes & fees
Aug 22 - Aug 23
The Westin Nanea Ocean Villas, Ka'anapali
Property grounds

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 ￥20,552
￥74,348 total
includes taxes & fees
Sep 4 - Sep 5
BeachFront: MauiKai - WestMaui, Hawaii
Property grounds

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 ￥20,393
￥132,487 total
includes taxes & fees
Aug 18 - Aug 19
Charming 1BR Condo at Oceanfront Kaanapali Shores Unit 422
Condo, 1 Bedroom | Dining

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 ￥40,686
￥190,097 total
includes taxes & fees
Aug 24 - Aug 25
Maui Kai 804 Oceanfront 1 Bd/1ba 1 Bedroom Condo by RedAwning
Beach towels

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 ￥26,925
￥78,443 total
includes taxes & fees
Aug 17 - Aug 18
Kaanapali Golf Front, Modern studio, Walk to Beach 5 mins, Washer Dryer
Property grounds

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 ￥22,145
￥135,017 total
includes taxes & fees
Aug 20 - Aug 21
Oceanfront Corner Unit Maui Kai 908 1 bed/1ba
Property grounds

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 ￥23,261
￥136,581 total
includes taxes & fees
Aug 25 - Aug 26
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kaanapali Hotel Reviews

The Westin Ka'anapali Ocean Resort Villas North

The Westin Ka'anapali Ocean Resort Villas North

10/10 Excellent
"Beautiful location! Could use some TLC in the hallways that feel cold and some touch up throughout that make it look dated and not taken care of. But you’re not there for baseboards and hallways so I am splitting hairs! Location is stunning, staff remarkable and attentive, and plenty for kids to do."
Michael 6-night trip
Posted 4 hours ago
The Westin Ka'anapali Ocean Resort Villas North

Find out more about Kaanapali

Search for holiday rentals in Kaanapali on Expedia! You can easily find your home rentals, villas, holiday apartments in Kaanapali using one of the methods below:

  • View our selection of featured holiday rentals in Kaanapali
  • Use the map to find apartments and other holiday homes in the Kaanapali neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Kaanapali while they last

Look no further and take a look at our great range of rental properties in Kaanapali!

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 28 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.