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

Vacation rentals in Kaanapali

Browse 8,788 available vacation homes and compared across 20 trusted partners
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  • Price per night

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

  • Accommodation types

    • Condo
    • House
    • Apartment

  • Distance to center

    • 1 mi
    • 2 mi
    • 3 mi

  • Rating

    • 4.5+
    • 4+

  • 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 most Recommended Vacation Rentals in Kaanapali

Discover your ideal Kaanapali vacation rental with real-time comparisons of 8,788 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo Kaanapali
Condo ∙ 4 guests ∙ 2 bedrooms

Family-friendly condo with pool & yard | Water view | Close to the beach

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Napili-Honokowai features beach access, a pool, and a balcony with stunning sea views for your getaway.
from $205
per night
Outstanding(2 ratings)
from $205
per night
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 3 bedrooms

Child-friendly condo with BBQ, jacuzzi & heated pool | Water view | Next to the beach

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Napili-Honokowai features a heated pool, spa, hot tub, and beach access for an unforgettable getaway.
from $376
per night
Outstanding(87 ratings)
from $376
per night
View deal
Condo Kaanapali
Condo ∙ 4 guests ∙ 1 bedroom

Condo with pool, garden & hot tub | Beach view

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Mahinahina features a pool, hot tub, beach access, and a balcony with stunning sea views.
from $228
per night
Outstanding(9 ratings)
from $228
per night
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with pool & yard | Beach view

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Napili-Honokowai offers a pool, beach access, and sea views, perfect for family gatherings and events.
from $236
per night
Outstanding(1 rating)
from $236
per night
View deal
Condo Kaanapali
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with yard & heated pool | Mountain view

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali condo features a heated pool, beach access, and mountain views, perfect for family events and relaxation.
from $239
per night
Excellent(94 ratings)
from $239
per night
View deal
House Kaanapali
House ∙ 16 guests ∙ 6 bedrooms

Children-friendly house with BBQ, private pool & patio | Mountain view

Kaanapali, Lahaina, Hawaii, United States
This house rental in Kaanapali features a private heated pool, hot tub, and stunning mountain views, perfect for family getaways.
from $2,636
per night
Outstanding(197 ratings)
from $2,636
per night
View deal
House Kaanapali
House ∙ 26 guests ∙ 11 bedrooms

Vacation home with patio, yard & BBQ | Mountain view | Suitable for remote work

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali house rental offers a private pool, fireplace, waterfront access, and mountain views, perfect for large gatherings.
from $9,326
per night
Outstanding(37 ratings)
from $9,326
per night
View deal
House Kaanapali
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with private pool & barbeque

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali house rental features a private pool, kitchen, and parking, perfect for up to eight guests seeking a getaway.
from $1,433
per night
Excellent(32 ratings)
from $1,433
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with pool, yard & patio

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Napili-Honokowai offers beach access, a hot tub, and a pool, perfect for family getaways.
from $716
per night
Outstanding(322 ratings)
from $716
per night
View deal
House Kaanapali
House ∙ 12 guests ∙ 6 bedrooms

Fully equipped nice house with terrace, barbecue & private pool

Kaanapali, Lahaina, Hawaii, United States
This Lahaina house rental features a private pool, kitchen, balcony, and parking, accommodating up to 12 guests for an unforgettable stay.
from $1,405
per night
Outstanding(148 ratings)
from $1,405
per night
View deal
House Kaanapali
House ∙ 4 guests ∙ 2 bedrooms

Vacation home with pool & BBQ

Kaanapali, Lahaina, Hawaii, United States
This waterfront house rental in Napili-Honokowai features a pool, kitchen, balcony, and direct beach access for four guests.
from $267
per night
Outstanding(31 ratings)
from $267
per night
View deal
Condo Kaanapali
Condo ∙ 13 guests ∙ 5 bedrooms

Children-friendly condo with grill & heated pool | Beach nearby

Kaanapali, Lahaina, Hawaii, United States
This Napili-Honokowai condo features beach access, a heated pool, and a kitchen, perfect for families up to 13 guests.
from $1,303
per night
Outstanding(30 ratings)
from $1,303
per night
View deal
Cabin Kaanapali
Cabin ∙ 9 guests ∙ 3 bedrooms

Cottage with terrace, pool & garden | Suitable for remote work

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali cabin offers a pool, kitchen, and balcony, perfect for families seeking an unforgettable getaway for up to 9 guests.
from $565
per night
Outstanding(27 ratings)
from $565
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with heated pool

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali condo features a kitchen, balcony, heated pool, and parking, providing space for up to eight guests.
from $469
per night
Outstanding(47 ratings)
from $469
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with grill, terrace & hot tub

Kaanapali, Lahaina, Hawaii, United States
This Napili-Honokowai condo features a pool, hot tub, kitchen, yard, and balcony, ideal for up to 8 guests seeking relaxation.
from $489
per night
Outstanding(200 ratings)
from $489
per night
View deal

Vacation Rentals With Saunas

Condo Kaanapali
from $255
per night
Condo ∙ 5 guests ∙ 2 bedrooms

Child-friendly pleasant condo with sauna, pool & hot tub | Golf view | Next to the beach | Suitable for remote work

4.5
Excellent(14 ratings)
Kaanapali, Lahaina, Hawaii, United States
Sauna
View deal
Condo Kaanapali
from $213
per night
Condo ∙ 4 guests ∙ 1 bedroom

Family-friendly beautiful condo with sauna, yard & pool | Water view | Close to the beach

5.0
Outstanding(2 ratings)
Kaanapali, Lahaina, Hawaii, United States
Sauna
View deal
Condo Kaanapali
from $557
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped big condo with terrace, sauna & heated pool | Beach nearby

4.9
Outstanding(83 ratings)
Kaanapali, Lahaina, Hawaii, United States
Sauna
View deal
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Vacation rentals and apartments with air conditioning

Condo Kaanapali
from $378
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with pool, BBQ & garden | Water view

4.8
Outstanding(132 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
Condo Kaanapali
from $1,134
per night
Condo ∙ 8 guests ∙ 3 bedrooms

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

5.0
Outstanding(96 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
Condo Kaanapali
from $554
per night
Condo ∙ 10 guests ∙ 3 bedrooms

Fully equipped condo with pool, jacuzzi & garden | Beach nearby

4.9
Outstanding(177 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Condo Kaanapali
from $200
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with yard, heated pool & jacuzzi | Water view

4.9
Outstanding(65 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
House Kaanapali
from $1,821
per night
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly house with jacuzzi, private pool & BBQ | Mountain view | Good for workation

5.0
Outstanding(104 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
Condo Kaanapali
from $229
per night
Condo ∙ 5 guests ∙ 1 bedroom

Condo with terrace, yard & jacuzzi

4.9
Outstanding(27 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Kaanapali offering exceptional value for money

Apartment Kaanapali
from $519
per night
Apartment ∙ 8 guests ∙ 3 bedrooms

Holiday apartment with barbeque & heated pool

5.0
Outstanding(9 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $629
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with hot tub, barbecue & yard

5.0
Outstanding(154 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $560
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with pool, patio & barbecue

5.0
Outstanding(15 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal

Top-Rated Vacation rentals in Kaanapali

Book the highest-rated Kaanapali vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Kaanapali
from $249
per night
House ∙ 6 guests ∙ 2 bedrooms

Fully equipped house with terrace, pool & garden | Beach nearby

4.8
Outstanding(5 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $329
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with yard, pool & barbeque | Garden view

4.9
Outstanding(50 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $505
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with patio, grill & pool | Nature view

4.6
Excellent(38 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal

Discover real guest reviews to help you choose the perfect stay in Kaanapali

How are reviews collected?
CALIN B.
Guest verified by HomeToGo

The price and location was excellent. The condo itself was also excellent. A lot of space and very useful to have a kitchen and washer and dryer. The only setback is that it did not have air conditioning for the second bedroom and my daughters complained that it is to hot. Also, because, we did not receive the cheek in instructions on time, we had to go sleep in a different hotel, the first night we arrived in Maui. We were not able to contact anybody, for help, the evening we arrived. We called all the numbers given and we e-mailed, but in the evening of 12/12, we did not receive any answer. Only the next morning were we able to contact a representative and receive the cheek in instructions.

Reviewed on 12/23/2025 | Family
Condo Kaanapali
from $329
per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.1
Very good(26 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Janice H.
Guest verified by HomeToGo

We loved this condo. I would have given 5 stars but it really needs a refresh. The location is perfect and the view from the floor to ceiling windows are amazing. We would stay again.

Reviewed on 11/22/2025 | Couple
Condo Kaanapali
from $284
per night
Condo ∙ 4 guests ∙ 1 bedroom
4.8
Outstanding(4 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
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 $277
per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
Outstanding(18 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal

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Popular Features & Amenities in Kaanapali

  • Pool (7,028)
  • Air conditioning (7,005)
  • Kitchen (7,130)
  • Balcony/patio (2,976)
  • WiFi (7,161)
  • Parking (428)
  • Washing machine (5,877)
  • TV (7,587)
  • Microwave (6,612)
  • Dishwasher (6,110)
  • No smoking (7,236)
  • Grill (5,688)

Finding a rental with a pool shouldn't be too hard in Kaanapali. More than two-thirds of the accommodations include pools. In addition, properties with pools in Kaanapali cost, on average, $953 per night. Most of the listed accommodations with pools are condo. Among these properties, 37 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 (12/26 – 1/2). Usually, the most lowest prices for accommodations can be found in August (8/29 – 9/5) as the average price is only $1,244 per night.

Rental availability information in Kaanapali

The graph above shows the typical availability of vacation rentals in Kaanapali. In a week of May (5/1 – 5/8), 66% of the vacation rentals are booked. The week with the most available rentals is in August (8/29 – 9/5), with 82% 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!

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 8,788 rentals
💳 Possible discounts up to 14%
🌙 Nightly prices starting at $200
⭐ Popular amenities Pool, Air conditioning and Kitchen
🏊 Vacation rentals with pools 6,722 homes

Frequently Asked Questions

What is the average nightly price for a vacation rental in Kaanapali?

On average, vacation rentals in Kaanapali cost around $200 per night. Nightly prices for condos are $1,295 on average. Apartment rentals in Kaanapali cost on average $876 per night.

How many vacation rentals are available for booking in Kaanapali?

There are currently 8,788 rentals available for booking for your trip.

What amenities are most popular for vacation homes in Kaanapali?

Usually travelers search for Pool, Air conditioning, and Kitchen when booking a vacation rental in Kaanapali.

How many vacation rentals with pools are in Kaanapali?

There are 6,722 rentals from 20 providers in Kaanapali.

Are dogs allowed in vacation rentals in Kaanapali?

Finding a rental in Kaanapali that allows pets is definitely possible, with 254 pet-friendly available.

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