Kaanapali Vacation Rentals - HomeToGo base64Hash Kaanapali Vacation Rentals - HomeToGo

Kaanapali Vacation Rentals

Find 8,107 available house rentals from 20 partners
Anytime
1 guest
Anytime
1 guest

  • 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!

Apartment Kaanapali
-61%
Sep 13 - Sep 20
Apartment ∙ 4 guests ∙ 2 bedrooms

Fully Equipped Apartment with Garden, Patio & BBQ | Mountain View | Close to the Beach

Kaanapali, Lahaina, Hawaii, United States
$675$346
per night
Outstanding(91 ratings)
$675$346
per night
View deal
Condo Kaanapali
-43%
May 10 - May 17
Condo ∙ 5 guests ∙ 3 bedrooms

Condo with Grill, Sauna & Garden | City View

Kaanapali, Lahaina, Hawaii, United States
$885$544
per night
Outstanding(51 ratings)
$885$544
per night
View deal
Condo Kaanapali
Oct 24 - Oct 31
Condo ∙ 8 guests ∙ 4 bedrooms

Condo with Yard, Barbeque & Heated Pool

Kaanapali, Lahaina, Hawaii, United States
$731
per night
Outstanding(121 ratings)
$731
per night
View deal
Condo Kaanapali
Jan 16 - Jan 23
Condo ∙ 8 guests ∙ 3 bedrooms

Condo with Garden, Barbeque & Patio

Kaanapali, Lahaina, Hawaii, United States
$590
per night
Outstanding(29 ratings)
$590
per night
View deal
Condo Kaanapali
Jun 22 - Jun 29
Condo ∙ 4 guests ∙ 1 bedroom

Family-Friendly Charming Condo with BBQ, Private Pool & Garden | Nature View | Next to the Beach

Kaanapali, Lahaina, Hawaii, United States
$311
per night
Outstanding(94 ratings)
$311
per night
View deal
Condo Kaanapali
-49%
May 16 - May 23
Condo ∙ 4 guests ∙ 1 bedroom

Fully Equipped Condo with BBQ & Pool | Close to the Beach

Kaanapali, Lahaina, Hawaii, United States
$379$281
per night
Excellent(48 ratings)
$379$281
per night
View deal
Condo Kaanapali
May 4 - May 11
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Heated Pool, Yard & BBQ | Mountain View

Kaanapali, Lahaina, Hawaii, United States
$362
per night
Outstanding(53 ratings)
$362
per night
View deal
Condo Kaanapali
-26%
May 29 - Jun 5
Condo ∙ 4 guests ∙ 2 bedrooms

Condo with Yard, Terrace & Grill | Nature View

Kaanapali, Lahaina, Hawaii, United States
$607$441
per night
Outstanding(48 ratings)
$607$441
per night
View deal
Villa Kaanapali
Jun 1 - Jun 8
Villa ∙ 8 guests ∙ 3 bedrooms

Villa with Patio, Yard & Private Pool

Kaanapali, Lahaina, Hawaii, United States
$610
per night
Outstanding(64 ratings)
$610
per night
View deal
Condo Kaanapali
May 4 - May 11
Condo ∙ 10 guests ∙ 4 bedrooms

Condo with Patio, Private Pool & Barbecue | Perfect for Remote Work

Kaanapali, Lahaina, Hawaii, United States
$681
per night
Outstanding(178 ratings)
$681
per night
View deal
Condo Kaanapali
Apr 22 - Apr 29
Condo ∙ 5 guests ∙ 2 bedrooms

Family-Oriented Condo with Pool & Grill | Beach Nearby

Kaanapali, Lahaina, Hawaii, United States
$352
per night
Outstanding(60 ratings)
$352
per night
View deal
Condo Kaanapali
Nov 6 - Nov 13
Condo ∙ 6 guests ∙ 4 bedrooms

Children-Friendly Condo with Pool & Grill | Close to the Beach | Good for Workation

Kaanapali, Lahaina, Hawaii, United States
$408
per night
Outstanding(73 ratings)
$408
per night
View deal
Condo Kaanapali
Jul 12 - Jul 19
Condo ∙ 2 guests ∙ 2 bedrooms

Condo with Barbecue, Pool & Patio

Kaanapali, Lahaina, Hawaii, United States
$303
per night
Outstanding(43 ratings)
$303
per night
View deal
Condo Kaanapali
-54%
Mar 8 - Mar 15
Condo ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Pleasant Condo with Pool & Barbeque | Close to the Beach

Kaanapali, Lahaina, Hawaii, United States
$855$551
per night
Very good(53 ratings)
$855$551
per night
View deal
Condo Kaanapali
Jun 1 - Jun 8
Condo ∙ 2 guests ∙ 2 bedrooms

Fully Equipped Condo with Yard, Pool & Terrace | Beach Nearby

Kaanapali, Lahaina, Hawaii, United States
$317
per night
Excellent(31 ratings)
$317
per night
View deal

Apartments With Balconies or Patios

Apartment Kaanapali
Sep 27 - Oct 4
-37%
$1,440
$630
per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment with Pool, Barbeque & Fast Internet | Sea View

Kaanapali, Lahaina, Hawaii, United States
Free cancellation
Balcony/Patio
View deal
Apartment Kaanapali
Sep 27 - Oct 4
-44%
$1,442
$567
per night
Apartment ∙ 6 guests ∙ 2 bedrooms

Fully Equipped Wonderful Holiday Apartment with Barbecue, Fast Internet & Pool | Water View | Close to the Beach

Kaanapali, Lahaina, Hawaii, United States
Free cancellation
Balcony/Patio
View deal
Condo Kaanapali
Jan 11 - Jan 18
-31%
$616
$364
per night
Condo ∙ 4 guests ∙ 1 bedroom

Family-Oriented Condo with Grill & Pool | Mountain View | Close to the Beach | Perfect for Remote Work

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

Best Vacation Home Deals in Kaanapali

Save up to 56%

Condo Kaanapali
Sep 9 - Sep 16
-56%
$953
$578
per night
Condo ∙ 8 guests ∙ 4 bedrooms

Fully Equipped Condo with Heated Pool | Next to the Beach

4.5
Excellent(75 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
Jun 1 - Jun 8
-27%
$1,002
$416
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Lovely Condo with Terrace & Pool | Beach Nearby

5.0
Outstanding(2 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
Jul 5 - Jul 12
-47%
$444
$247
per night
Condo ∙ 2 guests ∙ 2 bedrooms

Condo with Terrace, Pool & Grill | Close to the Beach

4.3
Very good(104 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal

8,107 welcoming properties from 20 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

Serviced apartment Kaanapali
Sep 22 - Sep 29
$371
per night
Serviced apartment ∙ 127 guests ∙ 3 bedrooms

Serviced Apartment with Pool, Yard & Hot Tub

4.4
Very good
Kaanapali, Lahaina, Hawaii, United States
Free cancellation
View deal
Condo Kaanapali
May 17 - May 24
-27%
$674
$541
per night
Condo ∙ 9 guests ∙ 3 bedrooms

Condo with Barbeque, Yard & Terrace

5.0
Outstanding(156 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
Sep 13 - Sep 20
-32%
$537
$391
per night
Condo ∙ 7 guests ∙ 3 bedrooms

Condo with Heated Pool | Nature View

5.0
Outstanding(9 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal

Top-Rated Rentals and Accommodations in Kaanapali

Book Vacation Rental Offers with the Highest User Rating

House Kaanapali
Dec 4 - Dec 11
-39%
$4,449
$1,651
per night
House ∙ 10 guests ∙ 5 bedrooms

House with Terrace, Private Pool & Jacuzzi | Water View

5.0
Outstanding(278 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
Jul 7 - Jul 14
-29%
$630
$554
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Condo with Patio, Garden & BBQ | Nature View

5.0
Outstanding(233 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
Condo Kaanapali
Oct 8 - Oct 15
-50%
$571
$347
per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully Equipped Spacious Condo with Pool & Terrace | Next to the Beach

4.7
Excellent(144 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 $296
per night
HomeToGo
Condo ∙ 6 guests ∙ 2 bedrooms
4.0
Very good(1 rating)
Kaanapali, Lahaina, Hawaii, United States
View deal
from $296
per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.0
Very good(1 rating)
Kaanapali, Lahaina, Hawaii, United States
HomeToGo
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 $157
per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
4.5
Excellent(2 ratings)
Kaanapali, Lahaina, Hawaii, United States
View deal
from $157
per night
Condo ∙ 4 guests ∙ 1 bedroom
4.5
Excellent(2 ratings)
Kaanapali, Lahaina, Hawaii, United States
HomeToGo
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 $157
per night
HomeToGo
Condo ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(1 rating)
Kaanapali, Lahaina, Hawaii, United States
View deal
from $157
per night
Condo ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(1 rating)
Kaanapali, Lahaina, Hawaii, United States
HomeToGo
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 (7,186)
  • Air conditioning (6,862)
  • Kitchen (7,104)
  • Balcony/patio (2,276)
  • WiFi (7,358)
  • Parking (478)
  • Washing machine (5,233)
  • TV (7,352)
  • Microwave (6,311)
  • Dishwasher (5,068)
  • No smoking (7,088)
  • Grill (4,819)

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, $778 per night. Most of the listed accommodations with pools are condo. Among these properties, 43 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 (12/20 – 12/27). Usually, the most lowest prices for accommodations can be found in May (5/3 – 5/10) as the average price is only $540 per night.

Rental availability information in Kaanapali

The graph above shows the typical availability of vacation rentals in Kaanapali. In a week of February (2/8 – 2/15), 82% of the vacation rentals are booked. The week with the most available rentals is in November (11/29 – 12/6), with 60% 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 8,107 rentals
💳 Possible discounts up to 56%
🌙 Nightly prices starting at $168
⭐ Popular amenities Pool, Air conditioning and Kitchen
🐾 Pet friendly homes 594 homes
🏊 Vacation rentals with pools 7,182 homes
470,222 reviews
Kaanapali vacation rentals have an average rating of 4.8/5 on 470,222 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 $757 on average. Apartment rentals in Kaanapali cost on average $596 per night.

How many vacation homes are available to book in Kaanapali?

There are currently 8,107 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 7,182 Condo and Apartment rental options on offer to book.

Are dogs allowed in vacation homes in Kaanapali?

Yes, currently there are 594 vacation rentals in Kaanapali that allow dogs and the average price is $834 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.

Discover more vacation accommodations

Top Vacation Destinations in Kaanapali

Show more

Top cities to visit

Find more vacation rental types in Kaanapali

image-tag