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

Vacation rentals in Kaanapali

Browse 8,039 available vacation homes and compared across 19 trusted partners
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  • Price per night

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

  • Accommodation types

    • Condo
    • House
    • Apartment

  • Distance to center

    • 2 mi
    • 3 mi
    • Any

  • 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 8,039 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

Condo Kaanapali
Condo ∙ 10 guests ∙ 3 bedrooms

Condo with barbecue, garden & hot tub

Kaanapali, Lahaina, Hawaii, United States
This condo in Napili-Honokowai features beach access, a pool, a hot tub, and ample space for gatherings with family and friends.
from $608
per night
Outstanding(1 rating)
from $608
per night
View deal
Condo Kaanapali
Condo ∙ 4 guests ∙ 1 bedroom

Condo with yard, pool & barbeque | Garden view

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali condo offers beach access, a pool, and a balcony with a sea view, perfect for a family getaway.
from $347
per night
Outstanding(46 ratings)
from $347
per night
View deal
Condo Kaanapali
Condo ∙ 10 guests ∙ 3 bedrooms

Condo with heated pool, yard & jacuzzi | Water view

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Napili-Honokowai offers beach access, a heated pool, and stunning sea views for unforgettable gatherings.
from $616
per night
Excellent(165 ratings)
from $616
per night
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with hot tub & pool | Beach view

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Napili-Honokowai features a pool, kitchen, hot tub, and beach access, perfect for family gatherings.
from $333
per night
Outstanding(57 ratings)
from $333
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with garden & pool | Water view

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali condo for 8 features a pool, spa, wellness center, and a balcony with stunning sea views.
from $324
per night
Excellent(2 ratings)
from $324
per night
View deal
Condo Kaanapali
Condo ∙ 4 guests ∙ 1 bedroom

Family-oriented pleasant condo with heated pool | Water view | Beach nearby

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Napili-Honokowai features a heated pool, beach access, and sea views, perfect for your next getaway.
from $195
per night
Outstanding(175 ratings)
from $195
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 4 bedrooms

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

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Napili-Honokowai features a pool, hot tub, kitchen, and balcony, accommodating up to eight guests.
from $603
per night
from $603
per night
View deal
Villa Kaanapali
Villa ∙ 6 guests ∙ 1 bedroom

Villa with pool & barbeque

Kaanapali, Lahaina, Hawaii, United States
This villa in Napili-Honokowai features a pool, kitchen, and parking, providing a perfect getaway for up to six guests.
from $163
per night
from $163
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 $1,395
per night
Outstanding(28 ratings)
from $1,395
per night
View deal
Apartment Kaanapali
Apartment ∙ 8 guests ∙ 3 bedrooms

Holiday apartment with barbeque & heated pool

Kaanapali, Lahaina, Hawaii, United States
This Napili-Honokowai apartment offers a kitchen, heated pool, and parking, perfect for up to 8 guests seeking adventure.
from $622
per night
Outstanding(8 ratings)
from $622
per night
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with pool & garden | Water view

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Napili-Honokowai features a pool, beach access, and sea views, perfect for family events and relaxation.
from $579
per night
Outstanding(118 ratings)
from $579
per night
View deal
Condo Kaanapali
Condo ∙ 4 guests ∙ 1 bedroom

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

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali condo features ocean views, beach access, a private pool, and a hot tub, perfect for memorable family vacations.
from $167
per night
Good(2 ratings)
from $167
per night
View deal
Condo Kaanapali
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with jacuzzi, heated pool & grill | Nature view

Kaanapali, Lahaina, Hawaii, United States
from $757
per night
Outstanding(76 ratings)
from $757
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 $481
per night
Outstanding(198 ratings)
from $481
per night
View deal
Cabin Kaanapali
Cabin ∙ 8 guests ∙ 4 bedrooms

Cottage with 4 rooms for 8 persons

Kaanapali, Lahaina, Hawaii, United States
This family-friendly cabin in Kaanapali offers a kitchen and space for 8, perfect for your next vacation getaway.
from $700
per night
Outstanding(4 ratings)
from $700
per night
View deal

Vacation rentals and apartments with air conditioning

Condo Kaanapali
from $485
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with heated pool, jacuzzi & garden | Water view

4.9
Outstanding(97 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
Condo Kaanapali
from $249
per night
Condo ∙ 4 guests ∙ 1 bedroom

Family-friendly wonderful condo with grill & pool | Next to the beach

4.8
Outstanding(21 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
Condo Kaanapali
from $582
per night
Condo ∙ 10 guests ∙ 3 bedrooms

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

4.9
Outstanding(176 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

Condo Kaanapali
from $227
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
Condo Kaanapali
from $224
per night
Condo ∙ 3 guests ∙ 2 bedrooms

Condo with hot tub, terrace & BBQ

4.6
Excellent(47 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
Condo Kaanapali
from $543
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with terrace, barbecue & heated pool | Mountain view

4.8
Outstanding(131 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
See all offers

Vacation rentals with a balcony

Condo Kaanapali
from $244
per night
Condo ∙ 4 guests ∙ 1 bedroom

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

4.9
Outstanding(41 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony
View deal
Apartment Kaanapali
from $487
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Fully equipped wonderful apartment with jacuzzi, terrace & BBQ | Beach nearby

4.8
Outstanding(55 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony
View deal
Condo Kaanapali
from $286
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with grill, pool & jacuzzi | Nature view

5.0
Outstanding(27 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony
View deal
See all offers

Budget-friendly rental options

Enjoy affordable vacation rentals in Kaanapali offering exceptional value for money

Condo Kaanapali
from $299
per night
Condo ∙ 3 guests ∙ 1 bedroom

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

4.6
Excellent(3 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $222
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with barbecue & pool

4.8
Outstanding(22 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $305
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Fully equipped wonderful condo with pool & terrace

4.7
Excellent(158 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

Condo Kaanapali
from $389
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with hot tub & pool | Beach view

4.8
Outstanding(75 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $274
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with hot tub, pool & garden | Water view

4.9
Outstanding(65 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $295
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with terrace, grill & hot tub | Nature view

4.7
Excellent(44 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 $219
per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.1
Very good(25 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 $334
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 $294
per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
Outstanding(18 ratings)
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 $166
per night
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 $166
per night
Condo ∙ 4 guests ∙ 1 bedroom
3.5
Good(2 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Show more

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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. Most of the accommodations include pools. In addition, properties with pools in Kaanapali cost, on average, $1,246 per night. Most of the listed accommodations with pools are condo. Among these properties, 36 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 September (9/5 – 9/12) as the average price is only $1,247 per night.

Rental availability information in Kaanapali

The graph above shows the typical availability of vacation rentals in Kaanapali. In a week of February (2/14 – 2/21), 61% of the vacation rentals are booked. The week with the most available rentals is in October (10/10 – 10/17), with 72% 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 8,039 rentals
💳 Possible discounts up to 14%
🌙 Nightly prices starting at $162
⭐ Popular amenities Pool, Air conditioning and Kitchen
🏊 Vacation rentals with pools 7,101 homes
26 reviews
Kaanapali vacation rentals have an average rating of 4.2/5 on 26 reviews left by travelers.

Frequently Asked Questions

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

On average, vacation rentals in Kaanapali cost around $162 per night. Nightly prices for condos are $1,136 on average. Apartment rentals in Kaanapali cost on average $568 per night.

How many vacation rentals are available for booking in Kaanapali?

There are currently 8,039 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 7,101 rentals from 19 providers in Kaanapali.

Are dogs allowed in vacation rentals in Kaanapali?

Finding a rental in Kaanapali that allows pets is definitely possible, with 239 pet-friendly available.

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