Discover a selection of 4,000 vacation rentals in Kaanapali, HI that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and kitchens. Prices start at $135 per night, and condos and resorts are popular options for a stay in Kaanapali. Either way, you'll find a rental for everyone's needs.
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Destination guide

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.

Things to do

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

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.

Weather

Best time to visit Kaanapali vacation rentals

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.

Natural features

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.

Beaches

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.

How to get there

Traveling to and around Kaanapali

Fly into Kapalua, HI (JHM-West Maui), the closest airport, located 2.1 mi (3.4 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Kahului, HI (OGG), which is 15.7 mi (25.3 km) away.

If you prefer train travel, the main station serving the city is Lahaina Sugar Cane Train Kaanapali Landing Station.

Family friendly

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.

How many vacation rentals are available around Kaanapali, HI?

Our 2020 property listings offer a large selection of 4,431 vacation rentals around Kaanapali. From 3,050 condo and apartment rentals to 368 resort rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What is the best area to stay when traveling to Kaanapali?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Kaanapali:

  • Historic Lahaina Front Street: 607 vacation rentals
  • Montage Kapalua Bay: 478 vacation rentals
  • Halama Street: 281 vacation rentals
  • Downtown Lahaina: 455 vacation rentals
  • Plantation Estates: 29 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular point of interests near where I can stay when traveling to Kaanapali?

Vrbo offers a large selection of vacation rentals near lovely places in Kaanapali. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Whalers Village: 6,209 vacation rentals
  • Black Rock: 5,978 vacation rentals
  • Kaanapali Golf Courses: 6,302 vacation rentals
  • Whalers Village Museum: 6,205 vacation rentals
  • Lahaina Sugar Cane Train Kaanapali Landing Station: 5,760 vacation rentals

But there are many other points of interest around Kaanapali listed on Vrbo where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Condos/Apartments in Kaanapali?

Yes, of course. Vrbo has 3,050 Condos/Apartments in Kaanapali. Our other popular types of vacation rentals in Kaanapali include:

  • Resorts: 368 rentals available
  • Villas: 424 rentals available
  • Houses: 245 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Cottages and more.

Can I find a vacation rental with pool in Kaanapali?

Yes, you can select your preferred vacation rental with pool among our 3,951 vacation rentals with pool available in Kaanapali. Please use our search bar to access the selection of vacation rentals available.

    Explore destinations around Kaanapali

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