Kaanapali vacation rentals

We found 5,086 vacation rentals — enter your dates for availability

Select from 180 houses, 2234 condos, and other vacation rentals to find the perfect place for your stay in Kaanapali. Vacation rentals provide the amenities you need and want for your stay with friends, family, or just your pet, such as a fireplace and a washer and dryer. You'll be sure to find a rental for everyone's needs, including options that are accessible or non-smoking.
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Island paradise at Kaanapali vacation home rentals

With laidback vibes, lively nightlife and a 3-mile stretch of golden sand, Kaanapali lives up to its reputation as Maui's glitziest beach resort. This enticing slice of Hawaii lures sun seekers of all shapes and sizes. From honeymoons and destination weddings to family reunions and surf getaways, Kaanapali lends itself to every occasion. The coastline is studded with luxury Kaanapali vacation rentals, so why not stay local with studios, condos and apartments just steps from the sand? Spend your days relaxing on the beach, taking in fiery sunsets and sipping on tropical cocktails under swaying coconut palms.

Places to visit near Kaanapali vacation homes

For most people, Kaanapali represents a chance to relax, unwind and slip into island time. Kaanapali vacation rentals make it easy with a stunning lineup of executive properties set in West Maui's top resorts. When you've had your fill of sun, sand and Mai Tais, why not switch gear at the Whalers Village Museum? It offers a fascinating glimpse at Maui's "Golden Age" of whaling, as well as the anatomy of the gentle marine giants.

Activities near your Kaanapali summer rental

You'll find Maui's liveliest stretch of sand down at Kaanapali Beach. Gaze out to the horizon and you'll see sun-bronzed surfers waiting for the perfect wave, parasailers gliding across the water and luxury yachts bobbing just offshore. On calm days, the water is glassy and ideal for snorkeling. Confident swimmers should head to Black Rock, a coral-strewn lava promontory located just in front of the Sheraton. It's teeming with sea turtles, tropical fish and colorful sponges. Golfers will be in their element, with a pair of championship courses to choose from.

Tropical vibes in Kaanapali

Thanks to its tropical climate, temperatures remain steady throughout the year. Whenever you visit, expect to bask in daytime highs that hover around the 70s and 80s. Winter is high season in Kaanapali, when Maui enjoys clear skies, calm water and sultry temperatures. As well as snowbirds, Kaanapali vacation rentals attract legions of families over Christmas and New Year. Winter is also prime whale-watching season, with 1000s of humpbacks cruising along the West Maui coast. Summer is also in hot demand, especially over the Memorial Day to Labor Day stretch.

Kaanapali – a West Maui keeper

Kaanapali sits on the shores of West Maui, Hawaii's self-confessed capital of fun. The landscape ranges from glitzy resorts and pristine beaches to tangled jungles and untamed coastlines. Get your bearings with a stroll down the Kaanapali Beach Walk, a mile-long pathway that hugs the coast. If you're craving a quieter scene, head to Kahekili Beach Park. The laidback stretch of sand is fringed by lush coconut palms and hot-pink morning glory flowers. Venture inland and you'll hit the West Maui Forest Reserve, a verdant oasis of rainforest valleys, cascading waterfalls and emerald-green peaks.

Top beach locales near Kaanapali vacation rentals

In addition to Black Rock and its namesake beach, Kaanapali has beautiful beach locales for sunbathing and swimming. Vacation homes are available near places like Kahekili Beach Park, a boardwalk-lined beach with a picnic pavilion, grills, and other amenities, and Puʻu Keka‘a, a lava rock formation on a sandy beach with cliff jumping and snorkeling. You'll also like Honokowai Beach Park, a waterfront beach with a play structure, picnic tables, shade trees, and nearby amenities.

Transportation options to and around Kaanapali

The nearest airport is in Kahului Airport (OGG), located 16.1 mi (25.9 km) from the city center. If you're unable to find a flight that fits your schedule, you could also fly into West Maui Airport (JHM), which is 2.1 mi (3.3 km) away.

Family attractions near Kaanapali vacation homes

Kids can enjoy an array of family-friendly attractions near Kaanapali vacation homes. The Myths of Maui luau, an oceanfront luau with Hawaiian food, live music, dances, and a fire show, and the Hawaiian Islands Humpback Whale National Marine Sanctuary, a whale sanctuary with a visitor center and shoreside whale-watching opportunities, are 2 highlights. Kids will also like Honokeana Bay, a rocky cove with calm waters for swimming and snorkeling and a native population of sea turtles.

Frequently asked questions

How much does it cost to rent a vacation rental in Kaanapali?
Different factors determine how much you’ll pay for a vacation rental in Kaanapali, such as the type of property, length of stay and season. But, all of our vacation homes have something in common — exceptional value. Simply enter your travel dates to find your ideal match.
How much does it cost to rent a beach house in Kaanapali?
Prices for beach houses in Kaanapali can vary depending on the style and size of the property and when you’re traveling. Simply enter your dates of travel into Vrbo and how many guests to view your rental options and prices. From there you can use our filters to narrow your search by ratings, amenities, nearby activities and more.
What are the top attractions for families in Kaanapali?
Keep the kids amused at these fantastic family-friendly attractions in Kaanapali:

  • Kaanapali Beach
  • Whalers Village
  • Black Rock

How old do you have to be to rent a vacation rental in Kaanapali?
The age limit can differ across properties on Vrbo, so look at the rules of the vacation home in Kaanapali you’re interested in. But typically, it’s 16, 18 or 21.
How long can I rent a vacation rental in Kaanapali for?
It all depends on the Kaanapali property. To look at a list of options offering extended stays, just enter your dates and number of people into the Vrbo search page. Look forward to having the entire place to yourself, along with home comforts such as a fully-equipped kitchen, air conditioning and an outdoor space to run around in. Be on the lookout for long-term stays that offer discounted weekly or monthly prices.
Does Vrbo offer discounts for vacation homes in Kaanapali?
In Kaanapali, you’ll find some fabulous bargains and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re off on a weekend escape or a couple of weeks away, we offer plenty of options to suit your needs and budget.

Explore destinations around Kaanapali

More Vacation Rentals ideas

People also search for