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Kaanapali Vacation Rentals

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Top 15 Recommended vacation rentals in Kaanapali

Find your perfect vacation rental in Kaanapali from just $236 per night!

Condo Kaanapali
Condo ∙ 2 guests ∙ 1 bedroom

57 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $400
per night
Outstanding(214 ratings)
from $400
per night
View deal
Condo Kaanapali
Condo ∙ 4 guests ∙ 1 bedroom

57 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $452
per night
Outstanding(67 ratings)
from $452
per night
View deal
Condo Kaanapali
Condo ∙ 10 guests ∙ 3 bedrooms

Condo

Kaanapali, Lahaina, Hawaii, United States
from $943
per night
Outstanding(182 ratings)
from $943
per night
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 2 bedrooms

105 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $452
per night
Excellent(148 ratings)
from $452
per night
View deal
Condo Kaanapali
Condo ∙ 4 guests ∙ 1 bedroom

53 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $229
per night
Excellent(156 ratings)
from $229
per night
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Condo Kaanapali
Condo ∙ 9 guests ∙ 3 bedrooms

102 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $1,134
per night
Outstanding(23 ratings)
from $1,134
per night
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 2 bedrooms

124 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $686
per night
Outstanding(44 ratings)
from $686
per night
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Condo Kaanapali
Condo ∙ 8 guests ∙ 3 bedrooms

167 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $753
per night
Outstanding(41 ratings)
from $753
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 2 bedrooms

Condo

Kaanapali, Lahaina, Hawaii, United States
from $621
per night
Very good(38 ratings)
from $621
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 2 bedrooms

114 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $1,128
per night
Excellent(61 ratings)
from $1,128
per night
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 2 bedrooms

143 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $717
per night
Excellent(29 ratings)
from $717
per night
View deal
House Kaanapali
House ∙ 32 guests ∙ 11 bedrooms

House

Kaanapali, Lahaina, Hawaii, United States
from $6,788
per night
Outstanding(97 ratings)
from $6,788
per night
View deal
Villa Kaanapali
Villa ∙ 9 guests ∙ 2 bedrooms

121 m² Villa

Kaanapali, Lahaina, Hawaii, United States
from $1,269
per night
Outstanding(83 ratings)
from $1,269
per night
View deal
Condo Kaanapali
Condo ∙ 9 guests ∙ 2 bedrooms

186 m² Condo

Kaanapali, Lahaina, Hawaii, United States
from $759
per night
Outstanding(157 ratings)
from $759
per night
View deal
Villa Kaanapali
Villa ∙ 8 guests ∙ 3 bedrooms

190 m² Villa

Kaanapali, Lahaina, Hawaii, United States
from $1,020
per night
Outstanding(20 ratings)
from $1,020
per night
View deal

Apartments with a balcony or patio

Condo  Kaanapali
from $840 per night
Condo ∙ 6 guests ∙ 2 bedrooms

116 m² Condo

4.9
Outstanding(65 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
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Cabin  Kaanapali
from $430 per night
Cabin ∙ 4 guests ∙ 2 bedrooms

158 m² Cabin

5.0
Outstanding(155 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
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Condo  Kaanapali
from $1,287 per night
Condo ∙ 8 guests ∙ 2 bedrooms

102 m² Condo

5.0
Outstanding(5 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
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Best vacation rentals with a balcony

Condo  Kaanapali
from $607 per night
Condo ∙ 8 guests ∙ 2 bedrooms

158 m² Condo

4.8
Outstanding(61 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony
View deal
Condo  Kaanapali
from $292 per night
Condo ∙ 2 guests ∙ 1 bedroom

60 m² Condo

4.9
Outstanding(74 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony
View deal
Condo  Kaanapali
from $303 per night
4 guests ∙ 1 bedroom

Condo

Kaanapali, Lahaina, Hawaii, United States
Balcony
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Vacation rentals and apartments with air conditioning

Condo  Kaanapali
from $1,554 per night
Condo ∙ 12 guests ∙ 4 bedrooms

204 m² Condo

4.9
Outstanding(46 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
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Villa  Kaanapali
from $905 per night
Villa ∙ 8 guests ∙ 3 bedrooms

190 m² Villa

5.0
Outstanding(27 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
Condo  Kaanapali
from $922 per night
8 guests ∙ 2 bedrooms

Condo

4.9
Outstanding(48 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
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Budget-friendly Rentals in Kaanapali

Find Fantastic yet Inexpensive Rentals

Condo Kaanapali
from $963 per night
Condo ∙ 8 guests ∙ 3 bedrooms

181 m² Condo

4.8
Outstanding(284 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $396 per night
Condo ∙ 7 guests ∙ 2 bedrooms

101 m² Condo

4.9
Outstanding(51 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $394 per night
Condo ∙ 4 guests ∙ 1 bedroom

74 m² Condo

4.9
Outstanding(76 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 $772 per night
8 guests ∙ 3 bedrooms

Condo

4.8
Outstanding(132 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $609 per night
Condo ∙ 6 guests ∙ 2 bedrooms

88 m² Condo

4.9
Outstanding(120 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $910 per night
Condo ∙ 8 guests ∙ 3 bedrooms

114 m² Condo

4.6
Excellent(105 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 $379 per night
HomeToGo
Condo ∙ 6 guests ∙ 2 bedrooms
4.0
Very good(1 rating)
Kaanapali, Lahaina, Hawaii, United States
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 $205 per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
4.5
Excellent(2 ratings)
Kaanapali, Lahaina, Hawaii, United States
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 $205 per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(1 rating)
Kaanapali, Lahaina, Hawaii, United States
View deal

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Find your dream stay

Find your dream stay

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

Popular Rental Amenities in Kaanapali

  • Pool (7,276)
  • Air conditioning (7,049)
  • WiFi (7,419)
  • Kitchen (7,234)
  • Balcony/patio (2,418)
  • Parking (421)
  • TV (7,631)
  • Washing machine (6,132)
  • Dishwasher (5,153)
  • Grill (4,866)
  • No smoking (7,344)
  • Jacuzzi (3,829)

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, $1,066 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 March (3/14 – 3/21) that you will find the highest prices for the next 12 months. Kaanapali is cheaper in a week of August (8/30 – 9/6), where prices are on average $926 a night.

Rental availability information in Kaanapali

The graph shows the weekly availability rate in Kaanapalifor the next twelve months. It is in May that you will find the week with the least available vacation rentals (5/23 – 5/30). More vacation rentals are available in a week of August (8/23 – 8/30) as the booking rate is only 42%.

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 8,249 rentals
🌙 Nightly prices starting at $236
⭐ Popular amenities Pool, Air conditioning and Internet
🐾 Pet friendly homes 465 homes
🏊 Vacation rentals with pools 7,256 homes

Frequently Asked Questions

What is the typical availability of vacation rentals in Kaanapali?

August 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 6% 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 $236.

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