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Kaanapali Vacation Rentals

Find 7,962 available home rentals from 18 partners
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1 guest
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Top 15 Recommended vacation rentals in Kaanapali

Find your perfect vacation rental in Kaanapali from just $291 per night!

Condo Kaanapali
Condo ∙ 8 guests ∙ 4 bedrooms

121 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $1,092
per night
Outstanding(121 ratings)
from $1,092
per night
View deal
Condo Kaanapali
Condo ∙ 4 guests ∙ 2 bedrooms

Condo

Kaanapali, Lahaina, Hawaii, United States
from $236
per night
Outstanding(26 ratings)
from $236
per night
View deal
Condo Kaanapali
Condo ∙ 5 guests ∙ 3 bedrooms

139 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $694
per night
Outstanding(52 ratings)
from $694
per night
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Condo Kaanapali
Condo ∙ 6 guests ∙ 3 bedrooms

90 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $485
per night
from $485
per night
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Condo Kaanapali
Condo ∙ 6 guests ∙ 2 bedrooms

130 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $758
per night
Excellent(111 ratings)
from $758
per night
View deal
Condo Kaanapali
Condo ∙ 5 guests ∙ 3 bedrooms

Condo

Kaanapali, Lahaina, Hawaii, United States
from $473
per night
Excellent(33 ratings)
from $473
per night
View deal
Condo Kaanapali
Condo ∙ 12 guests ∙ 5 bedrooms

204 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $1,446
per night
Outstanding(45 ratings)
from $1,446
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 3 bedrooms

121 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $989
per night
Outstanding(36 ratings)
from $989
per night
View deal
Condo Kaanapali
Condo ∙ 2 guests ∙ 1 bedroom

45 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $396
per night
Excellent(60 ratings)
from $396
per night
View deal
Condo Kaanapali
Condo ∙ 5 guests ∙ 2 bedrooms

74 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $510
per night
Outstanding(60 ratings)
from $510
per night
View deal
Condo Kaanapali
Mar 29 - Apr 5
Condo ∙ 2 guests ∙ 2 bedrooms

47 m² Condo

Kaanapali, Lahaina, Hawaii, United States
$428
per night
Very good(104 ratings)
$428
per night
View deal
Condo Kaanapali
Mar 27 - Apr 3
Condo ∙ 4 guests ∙ 2 bedrooms

75 m² Condo

Kaanapali, Lahaina, Hawaii, United States
$439
per night
Good(89 ratings)
$439
per night
View deal
Condo Kaanapali
Mar 24 - Mar 31
Condo ∙ 2 guests ∙ 2 bedrooms

56 m² Condo

Kaanapali, Lahaina, Hawaii, United States
$519
per night
Excellent(31 ratings)
$519
per night
View deal
Cottage Kaanapali
Apr 3 - Apr 10
Cottage ∙ 6 guests ∙ 3 bedrooms

112 m² Cottage

Kaanapali, Lahaina, Hawaii, United States
$901
per night
Excellent(33 ratings)
$901
per night
View deal
Condo Kaanapali
-7%
Apr 3 - Apr 10
Condo ∙ 4 guests ∙ 2 bedrooms

Condo

Kaanapali, Lahaina, Hawaii, United States
$499$463
per night
Outstanding(150 ratings)
$499$463
per night
View deal

Vacation homes and cottages with a garden

Condo  Kaanapali
Jul 26 - Aug 2
-26%
$391
$290 per night
Condo ∙ 4 guests ∙ 1 bedroom
Kaanapali, Lahaina, Hawaii, United States
Free cancellation
Yard
View deal
Condo  Kaanapali
Aug 2 - Aug 9
-25%
$493
$371 per night
Condo ∙ 4 guests ∙ 1 bedroom
Kaanapali, Lahaina, Hawaii, United States
Free cancellation
Yard
View deal
Condo  Kaanapali
Jun 28 - Jul 5
-60%
$593
$297 per night
Condo ∙ 4 guests ∙ 1 bedroom
Kaanapali, Lahaina, Hawaii, United States
Yard
View deal
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Apartments with a balcony or patio

Apartment  Kaanapali
Sept 19 - Sept 26
-34%
$1,999
$904 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Kaanapali, Lahaina, Hawaii, United States
Free cancellation
Balcony/Patio
View deal
Apartment  Kaanapali
Sept 19 - Sept 26
-41%
$2,062
$813 per night
Apartment ∙ 6 guests ∙ 2 bedrooms
Kaanapali, Lahaina, Hawaii, United States
Free cancellation
Balcony/Patio
View deal
Condo  Kaanapali
Nov 28 - Dec 5
-57%
$884
$518 per night
Condo ∙ 4 guests ∙ 1 bedroom
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
See all offers

Best Vacation Home Deals in Kaanapali

Save up to 55%

Condo Kaanapali
Jul 26 - Aug 2
-25%
$493
$371 per night
Condo ∙ 4 guests ∙ 1 bedroom
Kaanapali, Lahaina, Hawaii, United States
Free cancellation
View deal
Condo Kaanapali
Jul 5 - Jul 12
-55%
$872
$412 per night
Condo ∙ 4 guests ∙ 2 bedrooms
5.0
Outstanding(3 ratings)
Kaanapali, Lahaina, Hawaii, United States
Free cancellation
View deal
Condo Kaanapali
Jul 1 - Jul 8
-51%
$593
$297 per night
Condo ∙ 4 guests ∙ 1 bedroom
Kaanapali, Lahaina, Hawaii, United States
View deal

7,962 fantastic vacation rentals from 18 different providers, such as stayz or Casamundo, can be compared in Kaanapali. HomeToGo instantaneously highlights the best offers by comparing all of the available vacation rentals in Kaanapali from 18 different providers.

Budget-friendly Rentals in Kaanapali

Find Fantastic yet Inexpensive Rentals

Condo Kaanapali
from $461 per night
Condo ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(94 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
Apr 3 - Apr 10
$513 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(44 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $698 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.8
Outstanding(49 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal

Top-Rated Offers and Accommodations in Kaanapali

Book Vacation Rentals with the Highest User Rating

Condo Kaanapali
from $384 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.9
Outstanding(104 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $558 per night
Condo ∙ 7 guests ∙ 3 bedrooms
4.9
Outstanding(86 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $473 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.9
Outstanding(53 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal

Customer ratings and reviews

How are reviews collected?
corrie v.
Guest verified by HomeToGo

The condo was nice. The bedrooms were great, and provided privacy between the 2 rooms. One suggestion would be to provide bed rails or bumpers for people with little kids that stay. I am glad I brought my own, but the beds are pretty tall off the ground. The snorkel gear in the room needs to be cleaned, there was some gross looking black slime on them, so we rented snorkel gear instead.

Reviewed on 10/21/2024 | Family
Condo Kaanapali
from $436 per night
HomeToGo
Condo ∙ 6 guests ∙ 2 bedrooms
4.0
Very good(1 rating)
Kaanapali, Lahaina, Hawaii, United States
View deal
from $436 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.0
Very good(1 rating)
Kaanapali, Lahaina, Hawaii, United States
HomeToGo
View deal
Philip E.
Guest verified by HomeToGo

Everything went as expected the people at the resort was wonderful and friendly my wife and I had a great time and would book with you again

Reviewed on 9/4/2024 | Couple
Condo Kaanapali
from $230 per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
4.5
Excellent(2 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
from $230 per night
Condo ∙ 4 guests ∙ 1 bedroom
4.5
Excellent(2 ratings)
Kaanapali, Lahaina, Hawaii, United States
HomeToGo
View deal
Kristin C.
Guest verified by HomeToGo

I was very happy with our stay! The room was great. The bed was super comfortable and the kitchen area was convenient. Loved that the grocery store was across the street. We didn’t get to spend much time at the resort, but wanted to and were happy to come home to our room after busy days.

Reviewed on 8/5/2023 | Family
Condo Kaanapali
from $230 per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(1 rating)
Kaanapali, Lahaina, Hawaii, United States
View deal
from $230 per night
Condo ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(1 rating)
Kaanapali, Lahaina, Hawaii, United States
HomeToGo
View deal

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Find your dream stay

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Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Kaanapali

  • Pool (7,084)
  • Air conditioning (6,843)
  • WiFi (7,268)
  • Kitchen (7,013)
  • Balcony/patio (2,225)
  • Parking (479)
  • TV (7,263)
  • Washing machine (5,131)
  • Dishwasher (4,984)
  • Grill (4,721)
  • No smoking (7,006)
  • Jacuzzi (2,480)

You will have a large selection of vacation rentals to choose from if you are looking for a property with a pool in Kaanapali. In addition, vacation homes with pools in Kaanapali cost, on average, $1,139 a night. Most of the available properties with pools are condo. If you would ideally like to be close to the water, nearly half of the vacation homes with a pool are located within 2 kilometres of the waterfront.

Price and Availability Index in Kaanapali

Click on any bar to see price and availability information

Vacation Rental Price Information in Kaanapali

We rendered price information data on the above graph to give you more insights on prices in Kaanapali. It is during a week of December (12/20 – 12/27) that you will find the highest prices for the next 12 months. Kaanapali is cheaper in a week of October (10/25 – 11/1), where prices are on average $752 a night.

Rental availability information in Kaanapali

The graph shows the weekly availability rate in Kaanapalifor the next twelve months. It is in December that you will find the week with the least available vacation rentals (12/6 – 12/13). More vacation rentals are available in a week of September (9/6 – 9/13) as the booking rate is only 33%.

Elegant vacation rental along the cliff-jumping beach of Kaanapali

Located on the northwest of Maui in Hawaii, the breathtaking coastline of Kaanapali has stately and fabulous beach villas, apartments and condos for a relaxing vacation. Most vacation rentals have outdoor spaces, discrete dining rooms, and well-furnished kitchens to make your visit comfortable. The sandy beaches and the beautiful scenery make it an alluring holiday destination for you and your family.

What are the best places to discover the arts and culture of Kaanapali?

The historical mystique and island culture

Visit the Whalers Village Museum and delve into Maui’s past on its whaling industry. If you’re an agricultural enthusiast, then stop at the Alexander & Baldwin Sugar Museum and browse through its farming activities.

Experience the local talent in arts and craft at the Maui Arts and Cultural Center which promotes the island's heritage. For more on culture and heritage, visit the Hui Noeau Visual Arts Center.

Where are the unique attractions in Kaanapali?

Breathtaking tropical attractions in Kaanapali

Escape to a beach rental in Kaanapali and enjoy the dramatic sunset cliff diving ceremony, a popular attraction to most holidaymakers. If you’re interested in savouring the best of the Hawaiian culture, this is a must-see spectacle for you.

Head to Molokai for snorkelling and scuba diving and relish the aquatic life packed with tropical fish and green sea turtles. Don’t leave the island before witnessing various golfers battle it out on the dazzling Kaanapali Golf Resort.

Information about vacation rentals in Kaanapali

🏡 Vacation rentals available 7,962 rentals
💳 Possible discounts up to 55%
🌙 Nightly prices starting at $291
⭐ Popular amenities Pool, Air conditioning and Internet
🐾 Pet friendly homes 591 homes
🏊 Vacation rentals with pools 7,017 homes
460,876 reviews
Kaanapali vacation rentals have an average rating of 4.7/5 on 460,876 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Kaanapali?

September has the highest availability of Condo in Kaanapali, so you can expect a lot of vacation rentals available, even for last-minute bookings.

What are the most popular vacation home amenities in Kaanapali?

When looking to book a vacation home in Kaanapali, the most requested amenities include Pool, Air conditioning, and Internet.

Are there pet-friendly vacation rentals in Kaanapali?

If you're travelling with a dog, over 7% of vacation rentals in Kaanapali are pet-friendly.

What's the best month to visit Kaanapali?

The warmest time of year in Kaanapali is July and August, with the nightly price of a vacation home starting at $291.

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