Kaanapali Vacation Rentals - HomeToGo base64Hash Kaanapali Vacation Rentals - HomeToGo

Kaanapali Vacation Rentals

Find 8,237 available house rentals from 18 partners
Anytime
Guests
Anytime
Guests

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • Condo
    • House
    • Apartment

  • Distance to center

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • Air conditioning
    • Kitchen
    • Balcony/patio
    • WiFi
    • Parking
    • Washing machine
    • TV
    • Microwave
    • Dishwasher
    • Hot tub
    • Yard
    • Crib
    • Sauna
    • Fireplace
    Show more

  • Accommodation type

    • No smoking
    • No pets
    • Pet-friendly
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended vacation rentals in Kaanapali

Find your perfect vacation rental in Kaanapali from just $109 per night!

Condo Kaanapali
Sep 6 - Sep 13
Condo ∙ 3 guests ∙ 1 bedroom

Condo with hot tub, pool & barbeque | Water view | Good for workation

Kaanapali, Lahaina, Hawaii, United States
$270
per night
$270
per night
View deal
Condo Kaanapali
-20%
Sep 6 - Sep 13
Condo ∙ 4 guests ∙ 1 bedroom

Condo with pool & grill | Perfect for remote work

Kaanapali, Lahaina, Hawaii, United States
$380$305
per night
$380$305
per night
View deal
Condo Kaanapali
-58%
Sep 6 - Sep 13
Condo ∙ 6 guests ∙ 2 bedrooms

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

Kaanapali, Lahaina, Hawaii, United States
$470$197
per night
Excellent(139 ratings)
$470$197
per night
View deal
Condo Kaanapali
-46%
Aug 23 - Aug 30
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with hot tub, pool & patio

Kaanapali, Lahaina, Hawaii, United States
$420$225
per night
Excellent(58 ratings)
$420$225
per night
View deal
Condo Kaanapali
-55%
Aug 16 - Aug 23
Condo ∙ 8 guests ∙ 2 bedrooms

Condo with grill, pool & hot tub

Kaanapali, Lahaina, Hawaii, United States
$657$294
per night
Very good(14 ratings)
$657$294
per night
View deal
Serviced apartment Kaanapali
-54%
Aug 18 - Aug 25
Serviced apartment ∙ 127 guests ∙ 3 bedrooms

Serviced apartment with pool, garden & jacuzzi

Kaanapali, Lahaina, Hawaii, United States
$582$268
per night
Very good
$582$268
per night
View deal
Resort Kaanapali
-59%
Sep 2 - Sep 9
Free cancellation
Resort ∙ 8 guests ∙ 3 bedrooms

Resort with terrace, jacuzzi & BBQ

Kaanapali, Lahaina, Hawaii, United States
$684$278
per night
Outstanding
$684$278
per night
View deal
Condo Kaanapali
-64%
May 20 - May 27
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped wonderful condo with jacuzzi & pool | Close to the beach

Kaanapali, Lahaina, Hawaii, United States
$597$216
per night
Very good(2 ratings)
$597$216
per night
View deal
Resort Kaanapali
-34%
May 19 - May 26
Free cancellation
Resort ∙ 127 guests ∙ 1 bedroom

Nice resort with barbeque, pool & terrace | Beach nearby

Kaanapali, Lahaina, Hawaii, United States
$272$179
per night
Very good
$272$179
per night
View deal
Condo Kaanapali
-42%
Aug 2 - Aug 9
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
$1,036$600
per night
Outstanding(36 ratings)
$1,036$600
per night
View deal
Condo Kaanapali
-66%
Oct 25 - Nov 1
Condo ∙ 4 guests ∙ 1 bedroom

Condo with yard, hot tub & grill | Good for workation

Kaanapali, Lahaina, Hawaii, United States
$475$160
per night
$475$160
per night
View deal
Condo Kaanapali
-48%
May 9 - May 16
Condo ∙ 4 guests ∙ 1 bedroom

Child-friendly condo with hot tub, yard & pool

Kaanapali, Lahaina, Hawaii, United States
$287$150
per night
Outstanding(10 ratings)
$287$150
per night
View deal
Condo Kaanapali
-46%
May 3 - May 10
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with barbecue, pool & patio

Kaanapali, Lahaina, Hawaii, United States
$580$315
per night
Good(39 ratings)
$580$315
per night
View deal
Apartment Kaanapali
-64%
Oct 18 - Oct 25
Free cancellation
Apartment ∙ 7 guests ∙ 2 bedrooms

Children-friendly nice apartment with BBQ, pool & hot tub | Sea view | Close to the beach

Kaanapali, Lahaina, Hawaii, United States
$883$321
per night
Outstanding(76 ratings)
$883$321
per night
View deal
Condo Kaanapali
Nov 8 - Nov 15
Condo ∙ 8 guests ∙ 3 bedrooms

Child-friendly lovely condo with terrace, barbecue & jacuzzi | Next to the beach

Kaanapali, Lahaina, Hawaii, United States
$669
per night
Excellent(61 ratings)
$669
per night
View deal

Vacation rentals and apartments with air conditioning

Condo Kaanapali
Nov 29 - Dec 6
-26%
$295
$218
per night
Condo ∙ 4 guests ∙ 1 bedroom

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

5.0
Outstanding(1 rating)
Kaanapali, Lahaina, Hawaii, United States
Free cancellation
Air conditioning
View deal
Condo Kaanapali
Oct 18 - Oct 25
-53%
$447
$210
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with pool, barbecue & jacuzzi | Water view | Perfect for remote work

Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
Condo Kaanapali
Apr 22 - Apr 29
$401
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with terrace, barbecue & heated pool | Mountain view

4.8
Outstanding(110 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Condo Kaanapali
Sep 26 - Oct 3
$539
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with grill, yard & private pool | Close to the beach

4.9
Outstanding(77 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
Condo Kaanapali
May 20 - May 27
$325
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with patio, jacuzzi & barbecue

4.8
Outstanding(51 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
Condo Kaanapali
May 25 - Jun 1
-61%
$413
$161
per night
Condo ∙ 4 guests ∙ 2 bedrooms

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

4.9
Outstanding(56 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
See all offers

Vacation rentals with a balcony

Studio flat Kaanapali
Aug 2 - Aug 9
-25%
$300
$225
per night
Studio flat ∙ 2 guests ∙ 1 bedroom

Studio with barbecue, jacuzzi & heated pool

4.8
Outstanding(59 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony
View deal
Condo Kaanapali
Jun 8 - Jun 15
-69%
$478
$150
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped condo with barbeque, pool & jacuzzi | Close to the beach

4.6
Excellent(62 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony
View deal
Condo Kaanapali
Sep 26 - Oct 3
$167
per night
Condo ∙ 4 guests ∙ 1 bedroom

Child-friendly condo with pool, grill & yard

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

Best Vacation Home Deals in Kaanapali

Save up to 46%

Condo Kaanapali
Oct 18 - Oct 25
-46%
$480
$257
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with barbeque, jacuzzi & pool | Water view

Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
May 3 - May 10
-44%
$534
$300
per night
Condo ∙ 8 guests ∙ 2 bedrooms

Condo with terrace, barbeque & pool

3.9
Good(39 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
May 18 - May 25
-13%
$316
$275
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with patio, heated pool & barbeque

4.6
Excellent(37 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal

8,237 welcoming properties from 18 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 21 - Sep 28
-48%
$504
$262
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with barbecue, jacuzzi & pool

4.7
Excellent(139 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
Nov 8 - Nov 15
$315
per night
Condo ∙ 6 guests ∙ 3 bedrooms

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

5.0
Outstanding(154 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
Mar 28 - Apr 4
$465
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with terrace, yard & barbeque | Nature view

5.0
Outstanding(34 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
May 3 - May 10
-62%
$974
$369
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped big condo with yard, barbecue & pool | Close to the beach

4.9
Outstanding(82 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
Sep 13 - Sep 20
-42%
$605
$350
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool, terrace & yard

4.8
Outstanding(61 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
Aug 18 - Aug 25
-45%
$469
$260
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped lovely condo with pool, barbeque & jacuzzi | Next to the beach

4.6
Excellent(58 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 $349
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 $183
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 $183
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

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

Popular Rental Amenities in Kaanapali

  • Pool (7,341)
  • Air conditioning (6,978)
  • Kitchen (7,252)
  • Balcony/patio (2,336)
  • WiFi (7,451)
  • Parking (511)
  • Washing machine (5,515)
  • TV (7,456)
  • Microwave (6,447)
  • Dishwasher (5,154)
  • No smoking (7,230)
  • Grill (4,924)

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, $801 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 December (12/27 – 1/3). Usually, the most lowest prices for accommodations can be found in September (9/6 – 9/13) as the average price is only $686 per night.

Rental availability information in Kaanapali

The graph above shows the typical availability of vacation rentals in Kaanapali. In a week of April (4/4 – 4/11), 80% of the vacation rentals are booked. The week with the most available rentals is in August (8/23 – 8/30), with 57% 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 8,237 rentals
💳 Possible discounts up to 67%
🌙 Nightly prices starting at $109
⭐ Popular amenities Pool, Air conditioning and Kitchen
🐾 Pet friendly homes 467 homes
🏊 Vacation rentals with pools 7,329 homes
504,692 reviews
Kaanapali vacation rentals have an average rating of 4.8/5 on 504,692 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 $109 per night. Nightly prices for condos are $757 on average. Apartment rentals in Kaanapali cost on average $547 per night.

How many vacation homes are available to book in Kaanapali?

There are currently 8,237 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 7,329 Condo and Apartment rental options on offer to book.

Are dogs allowed in vacation homes in Kaanapali?

Yes, currently there are 467 vacation rentals in Kaanapali that allow dogs and the average price is $853 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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