We found 92 vacation rentals — enter your dates for availability
Discover a selection of 92 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 $650 per night, and houses and condos 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.
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 2023 property listings offer a large selection of 92 vacation rentals around Kaanapali Beach. From 26 house rentals to 31 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.