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

Vacation rentals in Kaanapali

Browse 8,366 available vacation homes and compared across 17 trusted partners
Anytime
Guests
Anytime
Guests

  • 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+

  • Popular amenities

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

  • Other Services

    • 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 8,366 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

We use AI to generate the short summary in each offer below, check full description before booking.
Condo Kaanapali
Condo ∙ 4 guests ∙ 1 bedroom

Condo with terrace, yard & hot tub | Mountain view

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Napili-Honokowai features a private pool, beach access, and stunning mountain views from the balcony.
from $309
per night
Outstanding(2 ratings)
from $309
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with heated pool | Nature view

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali condo features a kitchen, balcony, heated pool, and parking, providing space for up to eight guests.
from $528
per night
Outstanding(52 ratings)
from $528
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 3 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 $586
per night
Excellent(7 ratings)
from $586
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with grill | Next to the beach

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Kaanapali features a kitchen, balcony, and space for 8, making it perfect for your next getaway.
from $723
per night
Outstanding(28 ratings)
from $723
per night
View deal
Condo Kaanapali
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with pool, patio & barbecue

Kaanapali, Lahaina, Hawaii, United States
This Napili-Honokowai condo features beach access, a pool, a kitchen, and a balcony, accommodating up to 8 guests for a perfect getaway.
from $600
per night
Outstanding(19 ratings)
from $600
per night
View deal
Condo Kaanapali
Condo ∙ 4 guests ∙ 1 bedroom

Condo with jacuzzi, BBQ & yard

Kaanapali, Lahaina, Hawaii, United States
This Napili-Honokowai condo features a pool, spa, kitchen, yard, hot tub, and wellness amenities, perfect for four guests.
from $120
per night
Excellent(7 ratings)
from $120
per night
View deal
Cabin Kaanapali
Cabin ∙ 8 guests ∙ 4 bedrooms

Cottage with pool

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 $630
per night
Outstanding(7 ratings)
from $630
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 $1,315
per night
Outstanding(39 ratings)
from $1,315
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 $2,490
per night
Outstanding(203 ratings)
from $2,490
per night
View deal
House Kaanapali
House ∙ 10 guests ∙ 5 bedrooms

House with private pool, hot tub & patio | Water view

Kaanapali, Lahaina, Hawaii, United States
This house rental in Kaanapali features a private pool, hot tub, beach access, and sea views, perfect for family gatherings.
from $1,947
per night
Outstanding(312 ratings)
from $1,947
per night
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with barbecue, pool & sauna

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali condo features beach access, a pool, hot tub, and a kitchen, perfect for a family getaway for six.
from $315
per night
Excellent(24 ratings)
from $315
per night
View deal
Apartment Kaanapali
Apartment ∙ 3 guests ∙ 1 bedroom

Holiday apartment with jacuzzi, yard & pool

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali apartment offers waterfront access, a kitchen, a hot tub, and a balcony, perfect for a relaxing getaway.
from $158
per night
Excellent(46 ratings)
from $158
per night
View deal
Condo Kaanapali
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped lovely condo with pool, patio & barbeque | City view | Next to the beach

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Napili-Honokowai features a pool, kitchen, and yard, perfect for families seeking adventure and relaxation.
from $522
per night
Outstanding(23 ratings)
from $522
per night
View deal
Condo Kaanapali
Condo ∙ 4 guests ∙ 1 bedroom

Condo with pool | Beach view

Kaanapali, Lahaina, Hawaii, United States
This waterfront condo in Napili-Honokowai features a pool, beach access, and a balcony with stunning sea views for four guests.
from $140
per night
Outstanding(22 ratings)
from $140
per night
View deal
Condo Kaanapali
Condo ∙ 3 guests ∙ 1 bedroom

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

Kaanapali, Lahaina, Hawaii, United States
This Kaanapali condo features a sea view balcony, pool, hot tub, and spa, perfect for a memorable family getaway.
from $201
per night
Excellent(3 ratings)
from $201
per night
View deal

Vacation Houses With Pools

We use AI to generate the short summary in each offer below, check full description before booking.
Condo Kaanapali
from $253
per night
Condo ∙ 4 guests ∙ 1 bedroom

Condo with yard, pool & barbeque | Garden view

4.9
Outstanding(54 ratings)
Kaanapali, Lahaina, Hawaii, United States
Pool
View deal
Condo Kaanapali
from $124
per night
Condo ∙ 4 guests ∙ 1 bedroom

Pleasant condo with grill & pool | Water view | Close to the beach | Suitable for remote work

4.7
Excellent(28 ratings)
Kaanapali, Lahaina, Hawaii, United States
Pool
View deal
House Kaanapali
-15%
$1,790
from $1,600
per night
House ∙ 10 guests ∙ 5 bedrooms

Family-friendly house with hot tub, terrace & garden

5.0
Outstanding(312 ratings)
Kaanapali, Lahaina, Hawaii, United States
Pool
View deal
See all offers

Vacation rentals and apartments with air conditioning

We use AI to generate the short summary in each offer below, check full description before booking.
Condo Kaanapali
from $277
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with garden & pool | Water view

4.5
Excellent(14 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
Condo Kaanapali
from $480
per night
Condo ∙ 10 guests ∙ 3 bedrooms

Condo with heated pool, yard & jacuzzi | Water view

4.7
Excellent(165 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
Condo Kaanapali
from $204
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Family-friendly nice condo with pool | Water view | Next to the beach

4.7
Excellent(157 ratings)
Kaanapali, Lahaina, Hawaii, United States
Air conditioning
View deal
See all offers

Vacation houses with Balconies or Patios

We use AI to generate the short summary in each offer below, check full description before booking.
Condo Kaanapali
from $248
per night
Condo ∙ 4 guests ∙ 1 bedroom

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

4.9
Outstanding(44 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
Condo Kaanapali
from $566
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo with terrace, barbecue & heated pool | Mountain view

4.9
Outstanding(144 ratings)
Kaanapali, Lahaina, Hawaii, United States
Balcony/Patio
View deal
House Kaanapali
from $1,725
per night
House ∙ 8 guests ∙ 4 bedrooms

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

5.0
Outstanding(112 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

Condo Kaanapali
from $237
per night
Condo ∙ 4 guests ∙ 1 bedroom

Child-friendly condo with pool & barbeque | Water view | Close to the beach

4.9
Outstanding(150 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $233
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Children-friendly condo with jacuzzi, pool & barbeque | Water view | Close to the beach | Perfect for remote work

4.0
Very good(6 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
House Kaanapali
from $1,680
per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation home with terrace, private pool & BBQ

4.9
Outstanding(96 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 $508
per night
Condo ∙ 8 guests ∙ 3 bedrooms

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

4.9
Outstanding(180 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
from $901
per night
Condo ∙ 8 guests ∙ 3 bedrooms

Fully equipped condo with patio, pool & hot tub | Nature view | Beach nearby

4.9
Outstanding(133 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
House Kaanapali
from $401
per night
House ∙ 7 guests ∙ 3 bedrooms

House with BBQ, pool & patio | Mountain view

4.8
Outstanding(56 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?
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 $292
per night
Condo ∙ 4 guests ∙ 1 bedroom
4.8
Outstanding(5 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 $290
per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
Outstanding(26 ratings)
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 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, $1,013 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 (12/19 – 12/26). Usually, the most lowest prices for accommodations can be found in May (5/8 – 5/15) as the average price is only $1,266 per night.

Rental availability information in Kaanapali

The graph above shows the typical availability of vacation rentals in Kaanapali. In a week of August (8/21 – 8/28), 87% of the vacation rentals are booked. The week with the most available rentals is in September (9/12 – 9/19), with 87% 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 8,366 rentals
💳 Possible discounts up to 14%
🌙 Nightly prices starting at $110
⭐ Popular amenities Pool, Air conditioning and Kitchen
🏊 Vacation rentals with pools 6,296 homes

Frequently Asked Questions

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

On average, vacation rentals in Kaanapali cost around $110 per night. Nightly prices for condos are $1,323 on average. Apartment rentals in Kaanapali cost on average $1,084 per night.

How many vacation rentals are available for booking in Kaanapali?

There are currently 8,366 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 6,296 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 294 pet-friendly available.

Top cities to visit

Similar vacation rentals nearby

Most Popular Destinations

Show more
image-tag