Vacation rentals in Kaanapali - HomeToGo base64Hash Vacation rentals in Kaanapali - HomeToGo

Vacation rentals in Kaanapali

Find 7,119 available vacation homes from 19 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 $168 per night!

Condo Kaanapali
Condo ∙ 9 guests ∙ 2 bedrooms

Condo with jacuzzi, garden & patio

Kaanapali, Lahaina, Hawaii, United States
from $553
per night
Outstanding(156 ratings)
from $553
per night
View deal
Condo Kaanapali
Condo ∙ 9 guests ∙ 3 bedrooms

Condo with yard, BBQ & jacuzzi | Mountain view

Kaanapali, Lahaina, Hawaii, United States
from $822
per night
Outstanding(23 ratings)
from $822
per night
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with heated pool, patio & yard

Kaanapali, Lahaina, Hawaii, United States
from $689
per night
Outstanding(46 ratings)
from $689
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 2 bedrooms

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

Kaanapali, Lahaina, Hawaii, United States
from $731
per night
Outstanding(36 ratings)
from $731
per night
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with hot tub, pool & patio

Kaanapali, Lahaina, Hawaii, United States
from $351
per night
Excellent(59 ratings)
from $351
per night
View deal
Condo Kaanapali
Condo ∙ 7 guests ∙ 2 bedrooms

Condo with jacuzzi, barbeque & pool | Nature view

Kaanapali, Lahaina, Hawaii, United States
from $287
per night
Outstanding(52 ratings)
from $287
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 2 bedrooms

Condo with jacuzzi, garden & heated pool

Kaanapali, Lahaina, Hawaii, United States
from $663
per night
Outstanding(48 ratings)
from $663
per night
View deal
Condo Kaanapali
Condo ∙ 3 guests ∙ 1 bedroom

Family-oriented condo with patio, barbeque & jacuzzi | Suitable for remote work

Kaanapali, Lahaina, Hawaii, United States
from $338
per night
Outstanding(126 ratings)
from $338
per night
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with private pool, jacuzzi & barbecue | Nature view

Kaanapali, Lahaina, Hawaii, United States
from $455
per night
Outstanding(21 ratings)
from $455
per night
View deal
House Kaanapali
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly house with private pool, jacuzzi & BBQ | Nature view

Kaanapali, Lahaina, Hawaii, United States
from $949
per night
Outstanding(97 ratings)
from $949
per night
View deal
Villa Kaanapali
Villa ∙ 8 guests ∙ 3 bedrooms

Villa with yard, jacuzzi & barbecue

Kaanapali, Lahaina, Hawaii, United States
from $761
per night
Outstanding(20 ratings)
from $761
per night
View deal
House Kaanapali
House ∙ 10 guests ∙ 5 bedrooms

Fully equipped pleasant house with yard, terrace & BBQ | Next to the beach | Perfect for remote work

Kaanapali, Lahaina, Hawaii, United States
from $2,592
per night
Outstanding(94 ratings)
from $2,592
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with pool, BBQ & yard

Kaanapali, Lahaina, Hawaii, United States
from $1,985
per night
Outstanding(213 ratings)
from $1,985
per night
View deal
Condo Kaanapali
Condo ∙ 4 guests ∙ 1 bedroom

Fully equipped condo with terrace, private pool & barbeque | Beach nearby

Kaanapali, Lahaina, Hawaii, United States
from $169
per night
Excellent(158 ratings)
from $169
per night
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 2 bedrooms

Children-friendly charming condo with hot tub, BBQ & heated pool | Beach nearby

Kaanapali, Lahaina, Hawaii, United States
from $604
per night
Outstanding(328 ratings)
from $604
per night
View deal

Vacation rentals and apartments with air conditioning

Condo Kaanapali
from $1,005
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Family-friendly lovely condo with private pool, garden & hot tub | City view | Beach nearby

5.0
Outstanding(29 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
Condo Kaanapali
from $1,143
per night
Condo ∙ 12 guests ∙ 4 bedrooms

Condo with barbeque, yard & heated pool

4.9
Outstanding(46 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
Condo Kaanapali
from $498
per night
Condo ∙ 6 guests ∙ 2 bedrooms

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

4.7
Excellent(29 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Condo Kaanapali
from $405
per night
Condo ∙ 8 guests ∙ 2 bedrooms

Condo with grill, pool & hot tub

4.1
Very good(14 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
Condo Kaanapali
from $833
per night
Condo ∙ 8 guests ∙ 2 bedrooms

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

4.6
Excellent(61 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
Cabin Kaanapali
from $319
per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Cottage with heated pool, garden & BBQ | City view

5.0
Outstanding(153 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
See all offers

Vacation rentals with a balcony

Condo Kaanapali
from $955
per night
Condo ∙ 8 guests ∙ 2 bedrooms

Condo with garden, jacuzzi & terrace

5.0
Outstanding(5 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony
View deal
Condo Kaanapali
from $533
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with terrace, hot tub & barbeque | City view

4.9
Outstanding(65 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony
View deal
Condo Kaanapali
from $444
per night
Condo ∙ 8 guests ∙ 2 bedrooms

Fully equipped nice condo with terrace, hot tub & heated pool | Nature view | Close to the beach

4.8
Outstanding(61 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony
View deal
See all offers

Budget-friendly Vacation Rentals in Kaanapali

Find Fantastic yet Inexpensive Offers

Condo Kaanapali
from $407
per night
Condo ∙ 6 guests ∙ 2 bedrooms

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

4.6
Excellent(59 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $863
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with terrace, barbecue & hot tub | City view

5.0
Outstanding(72 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Villa Kaanapali
from $678
per night
Villa ∙ 8 guests ∙ 3 bedrooms

Villa with yard, private pool & patio

4.8
Outstanding(62 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
from $700
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with pool, yard & patio

4.8
Outstanding(285 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $611
per night
Condo ∙ 11 guests ∙ 2 bedrooms

Condo with barbeque, heated pool & jacuzzi

4.9
Outstanding(99 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $346
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped condo with yard, pool & BBQ | Nature view | Close to the beach

4.8
Outstanding(36 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 $280
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 $151
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 $151
per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(1 rating)
Kaanapali, Lahaina, Hawaii, United States
View deal

Why choose HomeToGo?

Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform vacation planning into a joy with advanced, AI-powered search tools.

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 (6,704)
  • Air conditioning (6,129)
  • Kitchen (6,354)
  • Balcony/patio (2,484)
  • WiFi (6,365)
  • Parking (386)
  • Washing machine (5,345)
  • TV (6,776)
  • Microwave (5,611)
  • Dishwasher (5,079)
  • No smoking (6,394)
  • Grill (4,904)

Finding a rental with a pool shouldn't be too hard in Kaanapali. Nearly all of the accommodations include pools. In addition, properties with pools in Kaanapali cost, on average, $796 per night. Most of the listed accommodations with pools are condo. Among these properties, 44 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 August (8/23 – 8/30) as the average price is only $663 per night.

Rental availability information in Kaanapali

The graph above shows the typical availability of vacation rentals in Kaanapali. In a week of May (5/30 – 6/6), 87% 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 7,119 rentals
💳 Possible discounts up to 14%
🌙 Nightly prices starting at $168
⭐ Popular amenities Pool, Air conditioning and Kitchen
🐾 Pet friendly homes 455 homes
🏊 Vacation rentals with pools 6,725 homes
14 reviews
Kaanapali vacation rentals have an average rating of 4.6/5 on 14 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 $168 per night. Nightly prices for condos are $808 on average. Villas in Kaanapali cost on average $1,962 per night.

How many vacation homes are available to book in Kaanapali?

There are currently 7,119 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 6,725 Condo and Apartment rental options on offer to book.

Are dogs allowed in vacation homes in Kaanapali?

Yes, currently there are 455 vacation rentals in Kaanapali that allow dogs and the average price is $798 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.

Top cities to visit

Find more vacation rental types in Kaanapali

Most Popular Destinations

Show more
image-tag