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Top-rated vacation rentals in Kaanapali
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Frequently Asked Questions
What types of vacation rentals are available in Kaanapali?
Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Kaanapali. From over 1,890 condo rentals, over 10 cottage rentals to over 40 house rentals, we've got you covered. For even more variety, explore our Airbnb Categories to find the ideal space for your getaway.
How much does it cost to stay in vacation home rentals in Kaanapali?
Experience the best of Kaanapali with our vacation home rentals, starting at about $230 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation home rentals with a dedicated workspace in Kaanapali?
Yes! Work meets play with ease at over 10 vacation home rentals in Kaanapali featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there Kaanapali vacation home rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 30 vacation home rentals with pools in Kaanapali, available on Airbnb. Make a splash and soak up the sun in style!
Do vacation home rentals in Kaanapali have a gym?
Absolutely! We offer over 20 vacation home rentals with a gym in Kaanapali. Enjoy a tailored experience with all the comforts you desire.
Do vacation home rentals in Kaanapali have free parking?
Absolutely! We offer over 10 vacation home rentals with free parking in Kaanapali. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation home rentals in Kaanapali?
Kaanapali has more than 10 family-friendly vacation home rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there pet-friendly vacation rentals in Kaanapali?
Four-legged friends are welcome in Kaanapali. Choose from more than 10 vacation rentals for guests traveling with pets.
What are the most popular amenities for Vacation Home Rentals in Kaanapali?
Enhance your stay in our Vacation Home Rentals with the most popular amenities: over 10 homes with free parking, over 20 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do condo rentals in Kaanapali have a bbq area?
Absolutely! We offer over 1,120 condo rentals with a bbq area in Kaanapali. Enjoy a tailored experience with all the comforts you desire.
Kaanapali beach vacation rentals
Kaanapali vacation rentals
Beach condo rentals in Kaanapali
Vacation rentals for every style
Get the amount of space that is right for you
Quick stats about vacation rentals in Kaanapali
Rentals with a pool
|2.9K properties have a pool|
|10 properties allow pets|
|1.4K properties are a good fit for families|
Total number of reviews
Nightly prices starting at
|$80 before taxes and fees|
Your guide to Kaanapali
Welcome to Kaanapali
There aren’t many beaches in the world associated with royalty, but Kaanapali’s three miles of white sand beaches were once the official playground of the Hawaiian royal family. In this storied section of Maui, royalty surfed, swam, and relaxed. Today Kaanapali remains popular for all of those aforementioned activities, but is perhaps most renowned for its cliff divers. These brave souls hurtle toward the waters below dramatically illuminated by torchlight, a reenactment of ancestral courage. While Kaanapali’s coastline is dominated by a series of resorts and two enormous championship golf courses — the intentional outcome of Hawaii’s first planned resort development — its beaches are an inviting destination for sunbathing. Here the shoreline gently fades into shallow crystalline waters where sea turtles are regularly spotted gently floating with the tide, and the songs of migrating whales miles away can be heard echoing under the surface.
The best time to stay in a vacation rental in Kaanapali
Maui’s year-round climate is dependably mild, with the northern end of the island where Kaanapali is located more prone to wind and rain than its South Shore neighbors. Even so, very cold or very hot weather is rare in Kaanapali, and the likelihood of rain turning into sunshine in a short amount of time is nearly guaranteed. Even the rainiest summer months only add a slight increase to the chance of precipitation on this side of Maui.Generally the most pleasant months of the year to stay in one of the area’s vacation rentals are January, February, and March, where days are warm and evenings pleasantly cool. Like most Hawaiian destinations, Kaanapali becomes more crowded with holiday vacationers after Thanksgiving.
Top things to do in Kaanapali
Take an Electric-Powered Submarine
Many visitors may boast of snorkeling or even diving beneath Maui’s vibrant waters, but how many can claim they took an undersea adventure inside a submarine? Atlantis Submarine’s small fleet of battery-powered craft delivers up to 48 passengers down to a depth of 100 feet to safely peer at the seascape and underwater wildlife populating installed artificial reefs, all from the comforts of an air-conditioned vessel.
Black Rock (Pu’u Keka’a)
Located at the furthest northern end of Ka’anapali Beach, this old lava flow is Kaanapali’s most iconic landmark and legendary for its cliff divers. Traditionally believed to be the spot where the dead would leap to enter the afterlife, these days local kids and visitors still test their wits by jumping from Black Rock (and snorkeling underneath). A ceremonial leap is also staged nightly, accompanied with lit torches and a blow of a conch shell to honor the memory of King Kahekili, Maui's last independent king.
Hidden Coral Reefs
If snorkeling among tropical fish and sea turtles rates high on your list, you’ll want to seek the hidden coral reefs located between Kaanapali and Lahaina, just north of Wahikuli Beach – a “secret” spot where crowds are few, but the sea turtles are numerous.