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Kaanapali vacation rentals

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Best Kaanapali vacation rentals

Most recommended vacation rentals in Kaanapali

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Maui Kaanapali Villas #B233 - Kaanapali - Pool
Maui Kaanapali Villas #B233
8.4 Very good
$375+
$375+
Parking
Free Wi-Fi
Honua Kai - Konea 314 - Kaanapali - Living room
Honua Kai - Konea 314
9.4 Wonderful
$830+
$830+
Parking
Free Wi-Fi
Pool
Honua Kai - Hokulani 712
9.4 Wonderful
$703+
$703+
Parking
Free Wi-Fi
Pool
Spa
Mahana at Kaanapali
8.8 Very good
$465+
$465+
Free Wi-Fi
Pool

Good to know

Low season

December

High season

January

Average price (weeknight)

$492

Average price (weekend night)

$618
Cheapest month to stay with an average 29% drop in price.
Most expensive month to stay with an average 42% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a vacation rental in Kaanapali

Price per night / rental. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Kaanapali vacation rental deals

  • The apartments at Mahana are a great choice for those looking to have expansive ocean views from the comfort of their own space. Floor-to-ceiling windows look out across the shores of North Kaanapali Beach, where humpback whales regularly pass by just 50 to 100 yards out. Sea turtles and rainbow parrot fish can also be seen feeding on the reef below.
  • The Maui Kaanapali Villa is located just to the north of Black Rock Beach and is situated along three miles of white sandy shores. It comes with access to not one but two pools, a child’s wading area, and an activities center that is stocked to the brim with paddle boards, snorkel sets, and everything you could need to enjoy the ocean waters. There is also a café on site, as well as a convenience store, spa, fitness center, and even a complimentary trolley that leads to other resorts.
  • Diamond Resorts offers visitors traveling to Kaanapali a range of modern rental condos that come equipped with Tempurpedic mattresses, garden baths, walk-in showers, partial kitchens, and private balconies. They include sleeper sofas in their living areas, which allows them to accommodate a minimum of 4 adults. The resort also offers a range of dining options, from casual eateries to fine dining experiences, showcasing local flavors and international cuisine.
  • The Honua Kai offers oversized condos with open floor plans, ensuring you have plenty of space to stretch out and unwind in tranquil surroundings. Its windows look out across the ocean and the island of Lanai. High-end finished can be found here in abundance, from granite counters to Bosch stainless steel appliances to bathrooms with double vanity sinks, walk-in showers, and separate bathtubs.
  • The studios at the Hokulani Building overlook the tiki torches and on-site pool from their 100 square foot lanais. A bellman greets you at the door and leads you to accommodations that look out over Kaanapali Beach and Napili Bay.
  • Vacation rentals in Kaanapali are around 44% more expensive than hotels on average. Search here to compare prices for all accommodation types in Kaanapali.
  • The best vacation rental properties in Kaanapali are Papakea D-105 - 159 Special Savings - Maui No Ka Oi! (10.0, 24 reviews), Ocean View One Bedroom at Honua Kai!! (10.0, 29), and Gorgeous Largest 1bd, Ocean Views, Best Location, Updated/Painted, 100 Reviews (9.9, 28), based on ratings and reviews from real travelers.
  • If you’re looking for a cheap vacation rental in Kaanapali, you should consider visiting during the low season. The cheapest vacation homes in Kaanapali can be found in December and May.
  • The cheapest night for renting a vacation home in Kaanapali is Tuesday. In contrast, the most expensive is Saturday.
  • Book your Kaanapali vacation rental at least 79 days before your stay begins to get the best price.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Kaanapali for 5 days.
  • The cheapest Kaanapali vacation rental found on KAYAK in the last 2 weeks was $210, while the most expensive was $491.

FAQs when booking a vacation home in Kaanapali

  • How much is a vacation rental for a week in Kaanapali?

    The average price for a weekly Kaanapali vacation rental found by KAYAK users in the last 2 weeks is $7,795.

  • How much is a vacation rental for a month in Kaanapali?

    The average price for a monthly Kaanapali vacation rental found by KAYAK users in the last 2 weeks is $33,405.

  • What types of vacation rentals are available in Kaanapali?

    There are loads of different property types that you can make your vacation home in Kaanapali. You’ll find apartments, condos, cottages, houses and villas.

  • How much is a vacation rental in Kaanapali?

    KAYAK users have found vacation rentals in Kaanapali for as cheap as $511 in the last 3 days. The average price is $1,114.

  • How much is a vacation rental in Kaanapali for tonight?

    In the last 72 hours, users have found Kaanapali vacation rentals for tonight for as low as $335. Search here for similar prices

  • How can I find vacation rentals near me in Kaanapali?

    Take a look at our vacation rentals map to find the best vacation rental homes near you.

  • What Kaanapali vacation rentals offer the most scenic views?

    The closest resort to the oceanfront on Kaanapali Beach is The Whaler, which offers studio apartment rentals with spanning views of Bay of Black Rock. Looking out across the ocean to Molokai, lucky visitors may be able to witness the annual whale migration.

  • What Kaanapali vacation rentals offer dining options nearby?

    Kaanapali Shores is a one bedroom, one bathroom apartment with ocean views, an inner courtyard, and resort-style pool. It is located within 2 minute walking distance to a full service grocery store, multiple restaurants, and a vast array of highly popular food trucks. Live music is featured on-site every Thursday along with a hula show.

  • Are there pet friendly Kaanapali house rentals?

    The Westin Kaanapali Ocean Resort is home to a number of villas that offer access to oceanfront swimming pools, hot tubs, whirlpools, fitness rooms, complimentary shuttles, and all the comforts of home. Along with all of this, the resort understands the importance of bringing along your furry family members and so offer pet friendly accommodations.

  • What Kaanapali vacation rentals are most centrally located?

    The Maui Eldorado condo invites travelers to stay right in the center of the world famous Kaanapali Beach. It is located on the Royal Kaanapali North Golf Course and offers the only private beach cabana around, as well as a complimentary golf cart shuttle service to transport you to the beach where you can enjoy swimming, water sports, and snorkeling.

Where to stay in Kaanapali?

Our map will help you find the perfect place to stay in Kaanapali by showing you the exact location of each vacation rental.