Discover a selection of 5,000 vacation rentals in Kaanapali Beach 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 air conditioning. Prices start at $233 per night, and condos and houses are popular options for a stay in Kaanapali Beach. Either way, you'll find a rental for everyone's needs.
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Destination guide

Kaanapali Beach–a manicured paradise that honors its past

One of Maui’s most popular strips of white, sandy perfection, Kaanapali Beach was Hawaii’s first planned resort area. Once the home of powerful native Hawaiian chiefs and warriors, Kaanapali Beach vacation rentals now welcome the warriors of summer, who enjoy surfing, sunbathing, and excellent snorkeling off the coast. Travelers looking for fun further inland can peruse the upscale shops, take in a bit of the region’s whaling history, and stroll the manicured golf courses. As the sun sets, visitors are treated to a daily, traditional cliff dive off Black Rock, a tribute to Maui's last independent king.

Things to do

A thrilling cliff-side homage to royalty in Kaanapali Beach

You might be surprised that this beachcomber haven was once a bustling whaling town, but the proof is on display at the Whalers Village Museum, right in the Whalers Village shopping district. Kids and adults will be fascinated by the museum's collection of intricately carved whale teeth (scrimshaw) and by exhibits on the life of a 19th-century whaleman. For a peak further back into history, head toward the town’s Black Rock cliffs at sunset. Every evening, a diver lights torches along the cliff, then plunges into the water, reenacting a feat by Maui’s 18th-century King Kahekili.

Activities

Kaanapali Beach's 3 mile stretch of serenity and shopping

Kaanapali Beach is a glorious spot for families and friends, swimmers and surfers, with its bright blue waves lapping pristine white sand. Water sports and sunbathing aren't the only reasons to find a Kaanapali Beach vacation rental as close as possible to these 3 miles of coastline. Right on the beach is Whalers Village commercial center, where shoppers take advantage of posh boutiques and fine restaurants. Kaanapali Beach also has two championship golf courses with beautiful views. Be warned – you may be distracted from an important putt by the sight of a whale breaching just offshore.

Weather

Need to make someone jealous? Describe the weather

Vacationers who count on Maui to provide ideal weather won’t be disappointed by Kaanapali Beach. Want to pick a date at random to book your Kaanapali Beach vacation rental? Go for it. You can’t miss. The tropical climate means warm weather year-round, with temperatures varying slightly from highs in the low 80s in summer to the low 70s in winter. Kaanapali Beach is one of the drier resort areas on the island, so you can worry less about rain and more about throwing on a light jacket on winter evenings. Although, let’s be honest, you won’t be worrying at all.

Natural features

Your best friends have fins at Kaanapali Beach

Snorkeling is a favorite pastime in Kaanapali Beach, especially in the water around the cliffs of Black Rock. Butterfly, damsel, and parrot fish love hiding out amongst the lava rock, and you can spot your fair share of turtles and crustaceans, too. Kaanapali Beach’s Whalers Village provides an excellent view of the ʻAuʻau Channel, one of the most protected areas of ocean in the Hawaiian Islands. ʻAuʻau translates to “take a bath,” a reference to the water’s calm, bath-like conditions, and it’s the perfect hangout for humpback whales.

How many vacation rentals are available around Kaanapali Beach?

Our 2020 property listings offer a large selection of 4,585 vacation rentals around Kaanapali Beach. From 3,242 condo and apartment rentals to 696 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the most popular destinations to visit in Kaanapali Beach?

There are many lovely places to stay for a holiday trip or just for a weekend in Kaanapali Beach. From Vrbo travelers, the top most popular destinations to visit are:

  • Kihei: 4,505 vacation rentals
  • Wailea: 4,332 vacation rentals
  • Historic Lahaina Front Street: 498 vacation rentals
  • Maui: 9,210 vacation rentals
  • Maalaea: 4,483 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Kaanapali Beach! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Kaanapali Beach?

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

  • Kihei: 4,505 rentals
  • Wailea: 4,332 rentals
  • Kaunakakai: 542 rentals
  • Napili: 4,606 rentals
  • Kula: 4,552 rentals

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

Can I find easy-access vacation rentals when traveling by plane to Kaanapali Beach?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Kaanapali Beach are:

  • Kahului, HI (OGG): 9,178 vacation rentals
  • Kapalua, HI (JHM-West Maui): 5,437 vacation rentals
  • Lanai City, HI (LNY-Lanai): 945 vacation rentals

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

Near which points of interest can I spend my holidays in Kaanapali Beach?

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

  • Lahaina Harbor: 8,286 rentals
  • Whalers Village: 5,995 rentals
  • Maui Ocean Center: 9,139 rentals
  • Black Rock: 5,701 rentals
  • Kaanapali Golf Courses: 6,137 rentals

But there are many other points of interest around Kaanapali Beach listed on Vrbo where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Kaanapali Beach

Lahaina Harbor
8,286 vacation rentals
Whalers Village
5,995 vacation rentals
Maui Ocean Center
9,139 vacation rentals
Black Rock
5,701 vacation rentals
Kaanapali Golf Courses
6,137 vacation rentals
Maalaea Harbor
9,139 vacation rentals
Honolua Bay
5,098 vacation rentals
Kapalua Golf Club Plantation Course
5,422 vacation rentals
Makena Golf Course
4,460 vacation rentals
The Dunes at Maui Lani
9,145 vacation rentals
Outlets of Maui
8,207 vacation rentals
Kapalua Golf Resort Bay Course
5,023 vacation rentals
Wailea Gold Golf Course
4,522 vacation rentals
Maui Nui Botanical Gardens
9,137 vacation rentals
Wailea Blue Golf Course
4,540 vacation rentals
Ulua Beach Park
4,657 vacation rentals
Kapalua Resort
5,061 vacation rentals
Iao Valley State Park
9,128 vacation rentals
Lahaina Historic District
8,278 vacation rentals
Hawaiian Islands Humpback Whale Sanctuary Visitor Center
6,011 vacation rentals