Kaanapali Hillside vacation rentals

We found 5,322 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Kaanapali Hillside to find one that's perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the amenities you expect for your stay, including WiFi and parking. What you'll find is a rental to meet everyone's needs, including places that are non-smoking or accessible.

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  • All the privacy of home
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Find the perfect vacation rental for your Kaanapali Hillside getaway

Experience the unique character of Kaanapali Hillside with a stay in a vacation home rental. There's no shortage of things to see and do in the area.Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Kaanapali Hillside

Are you searching for attractions to visit during your stay? Venture out of your cozy vacation rental and check out everything that Kaanapali Hillside has to offer. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Kaanapali Kai Course at Kaanapali Golf Resort (1 mi / 1.6 km)
  • Kaanapali Golf Courses (1 mi / 1.6 km)
  • Kapalua Golf Resort Bay Course (5 mi / 8.1 km)
  • Kapalua Resort (5.1 mi / 8.1 km)
  • Kapalua Golf Club Plantation Course (6.1 mi / 9.8 km)
  • The Dunes at Maui Lani (13.7 mi / 22.1 km)

Exploring the natural features in Kaanapali Hillside

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, you'll be sure to find the perfect setting for your vacation in Kaanapali Hillside. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Kaanapali Beach (1.3 mi / 2.1 km)
  • Black Rock (1.1 mi / 1.8 km)
  • Honokowai Beach Park (1.9 mi / 3 km)
  • Kahana Beach (3 mi / 4.8 km)
  • Napili Bay Beach (4.7 mi / 7.6 km)
  • Napili Bay (4.8 mi / 7.7 km)

Transportation options to and around Kaanapali Hillside

The nearest airport is in West Maui Airport (JHM), located 2.4 mi (3.9 km) from the city center. If you can't find a flight that's convenient for your trip, you might consider flying into Kahului Airport (OGG), which is 15.8 mi (25.5 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Kaanapali Hillside?
The most in-demand types of vacation rentals in Kaanapali Hillside are condos. Ready for more choices? Vrbo has plenty of options to match the needs of our guests, so you’ll see properties in all shapes and sizes, and for all budgets. The ideal fit is ready and waiting for you — get hold of yours today.
How much does it cost to rent a vacation rental in Kaanapali Hillside?
Property type, length of stay and time of year are some factors that can influence the price of a vacation home. Simply add your travel dates to find the ultimate escape. From comfy cottages to sprawling luxury villas, all Vrbo vacation rentals provide amazing value.
How much does it cost to rent a beach house in Kaanapali Hillside?
Prices for beach houses in Kaanapali Hillside differ depending on the size and style of the property and time of year you’re traveling. All you have to do is enter your travel dates into Vrbo and the number of guests to see your rental options and prices. From there you can use our filters to narrow your search results by amenities, nearby activities, ratings and more.
Are there pet-friendly vacation rentals in Kaanapali Hillside?
Good news! Yes. You can pick from three vacation rentals that allow pets in Kaanapali Hillside. Many of our pet-friendly vacation rentals even have an outdoor space for your furry pal to have fun in, special dog beds, complimentary treats and proximity to parks or green space. Apply the “Pets allowed” filter to find your pawfect pad on Vrbo.
Can I rent a house with a pool in Kaanapali Hillside?
Grab your swimsuit and swim ring, because there are three houses with a private pool in Kaanapali Hillside. Unwind at one of these popular vacation rentals and every day will be a pool day. Simply enter your travel dates into Vrbo, then use the “pool” filter to find the perfect place to make a splash!
What are popular rental amenities in Kaanapali Hillside?
When it comes to rental amenities that guests look for in Kaanapali Hillside, a swimming pool, a barbecue grill and nearby museums are the most popular. With Vrbo vacation rentals, you’ll discover options to fit your style and taste, whether you’re going away with family, friends or even pets.
Are there vacation rentals in Kaanapali Hillside that welcome kids?
With three family-friendly vacation properties to select from in Kaanapali Hillside, now is a fantastic time to introduce your kids to the joys of travel. Check our “Properties good for families” filter to browse stays that feature conveniences perfect for traveling families, like multiple bedrooms, patios, entertainment units and bunk beds.
What are the top attractions for families in Kaanapali Hillside?
There’s a ton of wonderful things to see and do with the family in Kaanapali Hillside, including:

  • Kaanapali Beach
  • Black Rock
  • Napili Bay Beach

Are there one-bedroom vacation rentals in Kaanapali Hillside?
Yes, there are two one-bedroom properties in Kaanapali Hillside to select from. A one-bedroom vacation home is a great option if it’s only two of you or if you’re traveling solo. Toss in more space, convenience and privacy than a standard hotel, and you’ll be sure to have a memorable trip.
How can I find vacation rentals with air conditioning in Kaanapali Hillside?
Pick from three vacation rentals with air conditioning in Kaanapali Hillside giving you that cool, cool breeze and extra element of comfort. Enter your chosen travel dates and then use our filters to search for stays with air conditioning.
How old do you have to be to rent a vacation rental in Kaanapali Hillside?
The minimum age is normally 16, 18 or 21. It can differ from one property to another on Vrbo, so look at the rules of your chosen Kaanapali Hillside vacation rental before booking your trip.
How long can I rent a vacation rental in Kaanapali Hillside for?
It’s down to the Kaanapali Hillside property. To view a list of options offering extended stays, just enter your dates and number of people into the Vrbo search page. You can look forward to having the whole place to yourself, along with amenities such as a full kitchen, air conditioning and outdoor spaces to run around in. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.

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