Kaanapali holiday rentals

We found 6,636 holiday rentals — enter your dates for availability
Select from 27 houses, 1468 flats and other holiday rentals to find the perfect place for your stay in Kaanapali. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as Wi-Fi and a hot tub. You'll be able to choose a property to rent that has what everyone needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Kaanapali

Showing deals for:27 Nov - 4 Dec

Private kitchen
Terrace/patio
Property grounds
Pool
Exceptional
(23 reviews)

NEW LISTING! The Luxurious Bella Mare at Puamana Lahaina Maui

Lahaina

7% off
S$8,497
for 7 nights, 1 home
S$1,214 per night
includes taxes & fees
NEW LISTING! The Luxurious Bella Mare at Puamana Lahaina Maui
Interior
Room
Outdoor dining
Pool
Exceptional
(30 reviews)

'PONO PLANTATION COTTAGE' WINTER IN PARADISE-3 BEDROOM

Lahaina

7% off
S$4,516
for 7 nights, 1 cottage
S$645 per night
includes taxes & fees
'PONO PLANTATION COTTAGE' WINTER IN PARADISE-3 BEDROOM
View from Guest Bedroom to Lanai.
Living room with big TV and even bigger view
One of the 2 pools with a cabana, if you prefer shade
Master
Exceptional
(125 reviews)

Oceanfront Property - 60 feet from the ocean. Beautiful views, free WiFi

Lahaina

7% off
S$5,629
for 7 nights, 1 apartment
S$804 per night
includes taxes & fees
Oceanfront Property - 60 feet from the ocean. Beautiful views, free WiFi
Amazing view from your private lanai
Dining from your private lanai
Pool
Recently updated kitchen
Exceptional
(102 reviews)

Updated Ocean View 2br/2ba Oceanfront Condo with Sand Beach

Lahaina

7% off
S$4,280
for 7 nights, 1 apartment
S$611 per night
includes taxes & fees
Updated Ocean View 2br/2ba Oceanfront Condo with Sand Beach
Living area
Living area
Outdoor dining
Beach
Exceptional
(35 reviews)

Luxury Mahana Oceanfront Condo -1bd/2ba - Premium 10th Floor- Fully Upgraded

Lahaina

7% off
S$6,267
for 7 nights, 1 apartment
S$895 per night
includes taxes & fees
Luxury Mahana Oceanfront Condo -1bd/2ba - Premium 10th Floor- Fully Upgraded
Interior
Interior
Exterior
Pool
Exceptional
(92 reviews)

#564-Black Rock & Pool View-Family Friendly-Beach Items Prov..

Lahaina

7% off
S$7,379
for 7 nights, 1 apartment
S$1,054 per night
includes taxes & fees
#564-Black Rock & Pool View-Family Friendly-Beach Items Prov..
Exterior
Newly Remodeled Lobby
Pool
Interior
Exceptional
(118 reviews)

#557-Amazing Ocean View & Sunsets-Walk 2 Restaurants-Beach Items Provided

Lahaina

7% off
S$7,972
for 7 nights, 1 apartment
S$1,139 per night
includes taxes & fees
#557-Amazing Ocean View & Sunsets-Walk 2 Restaurants-Beach Items Provided
The A'ina market offers gourmet breakfasts, lunches, and snacks.
Beautiful west facing resort with sunset views.
Honua Kai lobby.
World famous Duke's restaurant offers lunches, dinners, HH and pool service.
Exceptional
(93 reviews)

Honua Kai- Konea 608 Beautiful Ocean View, Large 2 bedroom on 6th floor

Lahaina

5% off
S$6,023
for 7 nights, 1 apartment
S$860 per night
includes taxes & fees
Honua Kai- Konea 608 Beautiful Ocean View, Large 2 bedroom on 6th floor
Our resort is beachfront - only steps to Kaanapali beach.
Oceanfront Pool.  One of two on-property pools.
View from the condo looking west toward Lanai
You will be warmly greeted at check-in by MKV front desk staff.
Exceptional
(138 reviews)

A403 - Spacious 1 Bedroom, 2 King Bed, Garden and Partial Ocean Views

Lahaina

7% off
S$3,501
for 7 nights, 1 apartment
S$500 per night
includes taxes & fees
A403 - Spacious 1 Bedroom, 2 King Bed, Garden and Partial Ocean Views
Exterior
Pool
Living area
Living area
Exceptional
(100 reviews)

1 bedroom at Honua Kai Mountain view remodeled April 2023 King Bed, Central AC

Lahaina

5% off
S$5,317
for 7 nights, 1 apartment
S$760 per night
includes taxes & fees
1 bedroom at Honua Kai Mountain view remodeled April 2023 King Bed, Central AC
Lobby
Pool
Interior
Property grounds
Exceptional
(24 reviews)

Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort

Lahaina

20% off
S$18,798
for 7 nights, 1 apartment
S$2,685 per night
includes taxes & fees
Ultimate Luxury Oceanfront 2 bedroom 2 bath @ The Kaanapali Alii Resort
Interior
Terrace/patio
Room
Dining
Exceptional
(101 reviews)

LOVE DA, THE WHALER # 1018, BLACK ROCK OCEAN VIEW STUDIO! Feb - Mar 2027 Avail.

Lahaina

5% off
S$4,175
for 7 nights, 1 apartment
S$596 per night
includes taxes & fees
LOVE DA, THE WHALER # 1018, BLACK ROCK OCEAN VIEW STUDIO! Feb - Mar 2027 Avail.
Private kitchen
Property grounds
Dining
Interior
Exceptional
(65 reviews)

Spacious 1 Bedroom 2 Bathroom w/ Amazing Panoramic View of Black Rock and Beach

Lahaina

11% off
S$5,354
for 7 nights, 1 apartment
S$765 per night
includes taxes & fees
Spacious 1 Bedroom 2 Bathroom w/ Amazing Panoramic View of Black Rock and Beach
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Take in the beachside beauty of Kaanapali

The beaches and surrounding scenery provide a peaceful ambience to your holiday home in Kaanapali. Renowned for its snorkelling, shopping and spas, this city welcomes all visitors. Kaanapali Beach and Whalers Village are just a couple of the must-see attractions. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in and around Kaanapali

Do you want to find attractions to see in the city? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Kaanapali has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Kaanapali Kai Course at Kaanapali Golf Resort (1.2 mi / 1.9 km)
  • Kaanapali Golf Courses (1.2 mi / 1.9 km)
  • Kapalua Resort (4.8 mi / 7.7 km)
  • Kapalua Golf Club Plantation Course (5.8 mi / 9.4 km)
  • Kahili Golf Course (13.1 mi / 21.1 km)
  • The Dunes at Maui Lani (14 mi / 22.6 km)

Exploring the beaches and other natural features in Kaanapali

Kaanapali is famous for its beautiful ocean views, breathtaking sunsets and tropical setting. Whether you're an adventurous traveller or just want to appreciate the scenery, Kaanapali is a great place to get outside. These are some of the area's most stunning features, all within 30 miles (48.2 km) of the city centre:

  • Kaanapali Beach (1.4 mi / 2.3 km)
  • Kahekili Beach (0.6 mi / 1 km)
  • Black Rock (1 mi / 1.6 km)
  • Kahana Beach (2.6 mi / 4.2 km)
  • Baby Beach (3.6 mi / 5.8 km)
  • Napili Bay Beach (4.4 mi / 7 km)

Seasonal weather in Kaanapali

Travellers speak highly of Kaanapali for its snorkelling. If warm-weather activities are high on your list, September, August, October and July are the hottest months to visit, when temperatures average 25°C.

Transport options to and around Kaanapali

The nearest airport is in Kapalua, HI (JHM-West Maui), located 2.1 mi (3.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Kahului, HI (OGG), which is 16.1 mi (25.9 km) away.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Kaanapali?
Condos are the most popular type of holiday rental in Kaanapali, according to our data. Even if you've got something a little different in mind, Vrbo has properties in all sizes and shapes. Filter our options to find your perfect match.
How much does it cost to rent a holiday rental in Kaanapali?
Property type, length of stay and time of year are some of the conditions that can influence the price of a holiday home. Simply enter your travel dates to find your perfect escape. From cosy cabins to expansive luxury villas, all Vrbo holiday rentals provide unbeatable value.
How much does it cost to rent a beach house in Kaanapali?
When you travel and the style and size of the property will influence the cost of your beachside holiday rental. Type in your Kaanapali travel dates to see your options on Vrbo. Looking for a backyard so the kids can run around, or a pool to keep them busy? Use our filters to pick the features and amenities you want in your holiday home.
Are there pet-friendly holiday rentals in Kaanapali?
Good news. There are. You'll have a choice of 2,055 holiday rentals that welcome pets in Kaanapali on Vrbo. Our furry best friends also deserve a getaway, so simply use our search function for pet-friendly holiday rentals to book a place where your pooch can lap up the good times.
Can I rent a house with a pool in Kaanapali?
Add another level of fun to your getaway by booking your family into one of the 2,008 houses with a private pool in Kaanapali. Use our handy search filter to find the kind of property you want on Vrbo, and then spend lazy days frolicking in a swimming pool that's all your own.
What are popular rental amenities in Kaanapali?
A fireplace, a swimming pool and a firepit are the most popular rental amenities in Kaanapali. Whether you're taking to the road by yourself, with your spouse or as a family, Vrbo can help you find a holiday rental that fits your tastes with a load of extras you'll love.
Are there large group holiday rentals in Kaanapali?
Kaanapali has 124 holiday properties that can cater to 10 or more guests. These stays come with the space and privacy you need to share good times with loved ones.
Are there holiday rentals in Kaanapali that welcome kids?
Kaanapali has 2,051 family-friendly holiday homes to pick from. And tracking down a stay that welcomes kids is simple with Vrbo's "Properties good for families" filter. In addition to having the whole place to yourselves, you'll also get access to amenities and perks like bunk beds, full kitchens and yards.
What are the top attractions for families in Kaanapali?
You'll find lots of awesome things to see and do with the family in Kaanapali, including:
  • Kaanapali Beach
  • Black Rock
  • Napili Bay Beach
Are there one-bedroom holiday rentals in Kaanapali?
Yes, you can pick from 727 one-bedroom rentals in Kaanapali. Whether you're on the lookout for a cosy cottage or a fancy condo, Vrbo's one-bedroom properties are ideal if you don't need loads of space. One of the main perks of having your own pad? You'll never need to share your trip with strangers.
Can I find two-bedroom holiday rentals in Kaanapali?
Kaanapali has 790 two-bedroom holiday rentals for you to select from. Experience a holiday home with all the comfort and space you want at a price you'll love on Vrbo.
Are there holiday rentals with WiFi in Kaanapali?
Whether you want to keep up with the latest news, look over emails or update your social media, there are 1,087 holiday homes with WiFi in Kaanapali. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Kaanapali?
Select your travel dates and then use the filter tool to find holiday rentals with ac in Kaanapali on Vrbo. With 2,017 air-conditioned properties to choose from here, you can look forward to a comfortable and cool stay.
How old do you have to be to rent a holiday rental in Kaanapali?
The minimum required age is usually 16, 18 or 21. It can vary from one property to another on Vrbo, so check the rules of your chosen Kaanapali holiday rental before booking your escape.
How long can I rent a holiday rental in Kaanapali for?
It all depends on the Kaanapali property. To see a list of options offering extended stays, simply enter your dates and number of guests into the Vrbo search page. Look forward to having the entire place to yourself, as well as comforts such as a fully-equipped kitchen and outdoor spaces where the little ones can play. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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