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Vacation rentals in Kaanapali

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Top-rated vacation rentals in Kaanapali

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Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba
Entire condominium · 4 guests · 1 bed · 1 bath

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba1 bedroom, 1 bath with open floor plan. This condominium has a comfortable Cal-King bed in the bedroom and sofa sleeper in the living-room. **Central A/C*Fully equipped kitchen w/ granite counters*refrigerator*stove top + oven*coffee maker* microwave* dishwasher* washer/dryer* Free in room WiFi**

Moana Lani Bed & Breakfast, RM2, Honu Haven
SUPERHOST
Hotel room · 2 guests · 1 bed · 1 bath

Moana Lani Bed & Breakfast, RM2, Honu HavenWelcome to Moana Lani B & B! We are a true Bed & Breakfast. Your home away from home. We make a full breakfast Monday-Saturday with coffee, fresh fruit and more all made with Aloha! This is a magical property. A gorgeous two-story home with ocean views straight from the lanai, and steps away from the Pacific Ocean. We are situated between the resort beaches of Ka'anapali and historic Lahaina. You are a short walk to Maui's best luau, a shopping mall and four very popular oceanfront restaurants.

Oceanview Condo at Famous Napili Bay
SUPERHOST
Entire condominium · 3 guests · 2 beds · 1 bath

Oceanview Condo at Famous Napili BayStunning ocean view and steps away from the best swimming & snorkeling bays on the island! This corner unit on the second floor is shielded from street noise and is fully stocked with everything you need for a vacation! We also provide various water gears, a package of hiking essentials, smart-home devices and Netflix account, yoga mat, telescope for stargazing fun. Trustworthy, responsive and accommodating hosts at your service. Free parking onsite, no resort fees or any type of hidden fees!

Vacation rentals for every style

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Popular amenities for Kaanapali vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Kaanapali

SUPERHOST
  1. Entire condominium
  2. Lahaina
New OceanFront Whaler 616 Studio with View!
$272 per night
SUPERHOST
  1. Entire condominium
  2. Lahaina
Lahaina's Best 2 BR Unit - Next to the Main Pool!
$183 per night
SUPERHOST
  1. Entire condominium
  2. Lahaina
Amazing Ocean View, End Unit, Kuleana
$230 per night
SUPERHOST
  1. Entire condominium
  2. Lahaina
Maui Sands 1 bedroom next 2 Kaanapali near Lahaina
$200 per night
  1. Entire condominium
  2. Lahaina
OCEAN BREEZE MAUI with Spectacular Ocean View!!!
$163 per night
SUPERHOST
  1. Entire condominium
  2. Lahaina
Penthouse Studio near Lahaina , Kaanapali ,Kapalua
$200 per night
SUPERHOST
  1. Entire apartment
  2. Lahaina
180* OCEANFRONT VIEW w/ A/C! REMODEL+POOLS+CLEAN
$187 per night
SUPERHOST
  1. Entire condominium
  2. Lahaina
WOW! Amazing Views Oceanfront! Beautiful Resort
$249 per night
SUPERHOST
  1. Entire condominium
  2. Lahaina
New High End Remodel OceanView Papakea C207 Studio
$188 per night
SUPERHOST
  1. Entire condominium
  2. Lahaina
2021 Specials $239-$249 / Ocean View & Amenities
$189 per night
SUPERHOST
  1. Entire condominium
  2. Lahaina
Aloha Kaanapali-Maui Eldorado Resort -J212
$149 per night
  1. Entire condominium
  2. Lahaina
Maui Dreams at Papakea Resort - Ka’anapali, HI
$166 per night

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.

How do I get around Kaanapali?

Kahului Airport (OGG) operates as Maui’s primary and largest airport and is located about 40 minutes from Kaanapali on the opposite side of the West Maui Forest Reserve. The quickest way to reach Kaanapali is by car, especially if you have any inclinations to explore more of the island. Rental agencies are available only a short distance from the airport terminal, with frequent shuttles delivering customers from baggage claim to counters. Designated taxi and rideshare locations are stationed on Floor 1 of the Kahului Airport, but note the distance from the airport into town can make these trips expensive. Some privately operated shuttles also service Kaanapali as a destination and can be found just outside the terminal.

When is the best time to book a Kaanapali vacation rental?

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 visit Kaanapali 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.

What are the 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.

Nearby destinations