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Kaanapali Vacation Rentals

Find 8,174 available house rentals from 20 partners
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Top 15 Recommended vacation rentals in Kaanapali

Find your perfect vacation rental in Kaanapali from just $166 per night!

Resort Kaanapali
-29%
Apr 19 - Apr 26
Free cancellation
Resort ∙ 8 guests ∙ 3 bedrooms

Resort with terrace, jacuzzi & BBQ

Kaanapali, Lahaina, Hawaii, United States
$567$338
per night
Outstanding
$567$338
per night
View deal
Condo Kaanapali
-19%
May 1 - May 8
Condo ∙ 5 guests ∙ 3 bedrooms

Fully equipped condo with terrace & grill | Next to the beach

Kaanapali, Lahaina, Hawaii, United States
$524$420
per night
Excellent(33 ratings)
$524$420
per night
View deal
Condo Kaanapali
-24%
Nov 15 - Nov 22
Condo ∙ 5 guests ∙ 3 bedrooms

Condo with sauna, BBQ & yard | City view

Kaanapali, Lahaina, Hawaii, United States
$693$417
per night
Outstanding(53 ratings)
$693$417
per night
View deal
Condo Kaanapali
-61%
Aug 16 - Aug 23
Condo ∙ 2 guests ∙ 1 bedroom

Condo with pool, yard & barbeque

Kaanapali, Lahaina, Hawaii, United States
$504$258
per night
Excellent(60 ratings)
$504$258
per night
View deal
Condo Kaanapali
Feb 7 - Feb 14
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with terrace, yard & barbeque | Nature view

Kaanapali, Lahaina, Hawaii, United States
$588
per night
Outstanding(30 ratings)
$588
per night
View deal
Condo Kaanapali
-66%
Apr 3 - Apr 10
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with heated pool

Kaanapali, Lahaina, Hawaii, United States
$1,572$585
per night
Outstanding(39 ratings)
$1,572$585
per night
View deal
Condo Kaanapali
Aug 16 - Aug 23
Condo ∙ 8 guests ∙ 3 bedrooms

Family-oriented ample condo with hot tub, pool & sauna | Close to the beach | Perfect for remote work

Kaanapali, Lahaina, Hawaii, United States
$668
per night
Outstanding(36 ratings)
$668
per night
View deal
Condo Kaanapali
Jul 26 - Aug 2
Condo ∙ 2 guests ∙ 2 bedrooms

Condo with barbecue, patio & pool

Kaanapali, Lahaina, Hawaii, United States
$301
per night
Outstanding(43 ratings)
$301
per night
View deal
Condo Kaanapali
-28%
Aug 23 - Aug 30
Free cancellation
Condo ∙ 4 guests ∙ 1 bedroom

Condo with private pool, yard & hot tub | Beach view

Kaanapali, Lahaina, Hawaii, United States
$284$234
per night
Outstanding(1 rating)
$284$234
per night
View deal
Condo Kaanapali
May 24 - May 31
Condo ∙ 5 guests ∙ 2 bedrooms

Family-Oriented Condo with Pool & Grill | Beach Nearby

Kaanapali, Lahaina, Hawaii, United States
$318
per night
Outstanding(61 ratings)
$318
per night
View deal
Condo Kaanapali
-58%
Jun 9 - Jun 16
Condo ∙ 4 guests ∙ 1 bedroom

Child-friendly condo with hot tub, yard & pool

Kaanapali, Lahaina, Hawaii, United States
$437$210
per night
Outstanding(10 ratings)
$437$210
per night
View deal
Condo Kaanapali
-62%
Sep 14 - Sep 21
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with garden | Nature view

Kaanapali, Lahaina, Hawaii, United States
$701$278
per night
Very good(43 ratings)
$701$278
per night
View deal
Condo Kaanapali
May 4 - May 11
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with heated pool, yard & BBQ | Mountain view

Kaanapali, Lahaina, Hawaii, United States
$377
per night
Outstanding(53 ratings)
$377
per night
View deal
Condo Kaanapali
-39%
May 4 - May 11
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with barbecue & heated pool | Nature view

Kaanapali, Lahaina, Hawaii, United States
$471$183
per night
Excellent(31 ratings)
$471$183
per night
View deal
Condo Kaanapali
-26%
Aug 9 - Aug 16
Free cancellation
Condo ∙ 4 guests ∙ 1 bedroom

Condo with Barbeque, Private Pool & Yard | Beach View

Kaanapali, Lahaina, Hawaii, United States
$401$301
per night
$401$301
per night
View deal

Vacation rentals and apartments with air conditioning

Condo  Kaanapali
May 17 - May 24
-26%
$401
$301
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with barbecue, garden & jacuzzi | Beach view

Kaanapali, Lahaina, Hawaii, United States
Free cancellation
Air conditioning
View deal
Condo  Kaanapali
Nov 8 - Nov 15
$348
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with hot tub, grill & private pool

4.9
Outstanding(40 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
Condo  Kaanapali
Nov 25 - Dec 2
$346
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Children-friendly beautiful condo with grill, pool & patio | Beach nearby

4.8
Outstanding(84 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
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Apartments With Balconies or Patios

Apartment  Kaanapali
May 10 - May 17
-71%
$864
$299
per night
Apartment ∙ 4 guests ∙ 1 bedroom

Fully equipped apartment with pool, fast internet & BBQ | Sea view | Next to the beach

Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
Apartment  Kaanapali
Apr 17 - Apr 24
-76%
$1,626
$433
per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Rental apartment with barbecue, fast internet & pool | Sea view

Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
Apartment  Kaanapali
May 8 - May 15
-77%
$1,535
$414
per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Fully equipped wonderful holiday apartment with pool, fast internet & barbecue | Water view | Beach nearby

Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
See all offers

Vacation homes and rentals with a yard

Condo  Kaanapali
Oct 18 - Oct 25
-60%
$481
$352
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Child-friendly spacious condo with yard, pool & BBQ | Next to the beach

4.7
Excellent(138 ratings)
Kaanapali, Lahaina, Hawaii, United States
Yard
View deal
Condo  Kaanapali
Nov 8 - Nov 15
-22%
$789
$619
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Family-oriented lovely condo with grill, hot tub & yard | Next to the beach | Suitable for remote work

5.0
Outstanding(114 ratings)
Kaanapali, Lahaina, Hawaii, United States
Yard
View deal
Condo  Kaanapali
Dec 6 - Dec 13
$544
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with terrace, yard & hot tub | Mountain view

4.8
Outstanding(70 ratings)
Kaanapali, Lahaina, Hawaii, United States
Yard
View deal
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Best Vacation Home Deals in Kaanapali

Save up to 61%

Condo Kaanapali
May 5 - May 12
-20%
$723
$541
per night
Condo ∙ 9 guests ∙ 3 bedrooms

Condo with jacuzzi, garden & patio

5.0
Outstanding(145 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
May 18 - May 25
-61%
$625
$210
per night
Condo ∙ 4 guests ∙ 1 bedroom

Fully equipped pleasant condo with barbecue & heated pool | Close to the beach

4.9
Outstanding(103 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Studio flat Kaanapali
Jun 7 - Jun 14
-61%
$427
$176
per night
Studio flat ∙ 4 guests ∙ 1 bedroom

Children-friendly nice studio with jacuzzi, patio & pool | Close to the beach

4.1
Very good(55 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal

8,174 welcoming properties from 20 partner websites, such as Casamundo or RedWeek, are currently available in Kaanapali. HomeToGo immediately highlights the best offers by comparing all of the listed accommodations in Kaanapali from its various partners.

Budget-friendly Vacation Rentals in Kaanapali

Find Fantastic yet Inexpensive Offers

Condo Kaanapali
Sep 18 - Sep 25
$667
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped condo with barbecue, garden & heated pool | Beach nearby

4.7
Excellent(28 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
Oct 25 - Nov 1
$390
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Family-friendly condo with barbeque & terrace | Nature view | Close to the beach | Good for workation

4.9
Outstanding(152 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
May 17 - May 24
-58%
$511
$213
per night
Condo ∙ 4 guests ∙ 1 bedroom

Fully equipped condo with BBQ & pool | Close to the beach

4.6
Excellent(48 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal

Top-Rated Rentals and Accommodations in Kaanapali

Book Vacation Rental Offers with the Highest User Rating

Condo Kaanapali
Nov 30 - Dec 7
-53%
$603
$317
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped wonderful condo with pool & terrace | Next to the beach

4.7
Excellent(127 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
Mar 23 - Mar 30
$311
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped charming condo with yard, grill & jacuzzi | Next to the beach

4.9
Outstanding(52 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
Sep 6 - Sep 13
-32%
$785
$653
per night
Condo ∙ 10 guests ∙ 4 bedrooms

Condo with private pool, terrace & hot tub | Good for workation

4.9
Outstanding(179 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 $337
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 $212
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 $212
per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(1 rating)
Kaanapali, Lahaina, Hawaii, United States
View deal

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

Popular Rental Amenities in Kaanapali

  • Pool (7,275)
  • Air conditioning (6,918)
  • Kitchen (7,167)
  • Balcony/patio (2,292)
  • WiFi (7,433)
  • Parking (519)
  • Washing machine (5,284)
  • TV (7,393)
  • Microwave (6,336)
  • Dishwasher (5,077)
  • No smoking (7,131)
  • Grill (4,862)

Finding a rental with a pool shouldn't be too hard in Kaanapali. Most of the accommodations include pools. In addition, properties with pools in Kaanapali cost, on average, $785 per night. Most of the listed accommodations with pools are condo. Among these properties, 42 of them are located within 2 miles of water.

Price and Availability Index in Kaanapali

Click on any bar to see price and availability information

Vacation Rental Price Information in Kaanapali

The graph displays average prices of rentals in Kaanapali for the next twelve months. The most expensive week to book a rental in Kaanapali is in February (2/7 – 2/14). Usually, the most lowest prices for accommodations can be found in August (8/30 – 9/6) as the average price is only $516 per night.

Rental availability information in Kaanapali

The graph above shows the typical availability of vacation rentals in Kaanapali. In a week of December (12/6 – 12/13), 84% of the vacation rentals are booked. The week with the most available rentals is in November (11/1 – 11/8), with 58% of the vacation rentals available.

Experience the beauty of Maui with a Kaanapali vacation home

A condo in Kaanapali is the perfect vacation rental for your Maui vacation.

What are the best activities for families in Kaanapali?

Family fun on the coast

Kaanapali Beach has been rated one of the best beaches in America. This beach stretches three miles along the coast of Maui, with pristine white sands and clear turquoise water. Every evening at sunset, there's a cliff diving ceremony at Black Rock, a unique event commemorating local history.

For an adventure away from the beach that your kids will love, check out Nakalele Point. It's a short hike that can be a bit steep, but it's possible for children to make their way down. Once there you'll see the Nakalele Blowhole, where water can shoot up to heights of 100 feet in the air!

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

Local art and luaus

Every Friday on Maui, there's a party in a different town. Close to Kaanapali, you can attend Lahaina Second Fridays, when art galleries open their doors, offer wine and sometimes live music. At Kai Pua Gallery, you can even see live glass blowing.

No visit to Hawaii is complete without experiencing a luau. The Maui Nui Luau at Black Rock shares the history of the island through music and dance while you enjoy a Hawaiian feast.

Where are the unique attractions in Kaanapali?

Get to know the ocean with whale watching and snorkeling

While it’s possible to see whales from the shore, on a whale watching tour, you can experience them swimming right next to you. Head out on a fast and comfortable boat for a few hours of cruising the ocean with these gentle giants.

Get even closer to Hawaii's marine life by getting in the water and snorkeling. You can rent your own snorkeling gear from a shop along the beach and swim out to see the many fish along Black Rock. Alternatively, head out for a daylong excursion on a sailboat that drops you off at the best snorkeling spots along Maui.

Information about vacation rentals in Kaanapali

🏡 Vacation rentals available 8,174 rentals
💳 Possible discounts up to 61%
🌙 Nightly prices starting at $166
⭐ Popular amenities Pool, Air conditioning and Kitchen
🐾 Pet friendly homes 463 homes
🏊 Vacation rentals with pools 7,268 homes
504,221 reviews
Kaanapali vacation rentals have an average rating of 4.8/5 on 504,221 reviews left by travelers.

Frequently Asked Questions

What is the nightly price for a vacation home in Kaanapali?

The average accommodation in Kaanapali is priced at $166 per night. Nightly prices for condos are $758 on average. Apartment rentals in Kaanapali cost on average $566 per night.

How many vacation homes are available to book in Kaanapali?

There are currently 8,174 rentals in Kaanapali to choose from and rent for your trip.

What are the most popular amenities for vacation homes in Kaanapali?

Three most popular amenities for home rentals in Kaanapali include accommodations that have: Air conditioning, Pool, and Kitchen.

How many vacation rentals with a pool are there in Kaanapali?

Kaanapali has 7,268 Condo and Apartment rental options on offer to book.

Are dogs allowed in vacation homes in Kaanapali?

Yes, currently there are 463 vacation rentals in Kaanapali that allow dogs and the average price is $825 per night.

When is it better to travel to Kaanapali?

If looking for a vacation rental in Kaanapali, consider that rainy season is typically in June or July, with January often being the driest.

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