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Kaanapali vacation rentals

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Best Kaanapali vacation rentals

These are the best prices for Oct 2 - 3.
Kahana Beach Vacation Club - Lahaina - Bedroom
Kahana Beach Vacation Club
Lahaina, Maui, HI
8.2Very good(440)
Condo
$307+
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Hono Koa Vacation Club - Lahaina
Hono Koa Vacation Club
Lahaina, Maui, HI
8.7Very good(342)
Condo
$355+
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The Westin Ka'anapali Ocean Resort Villas North - Lahaina - Pool
The Westin Ka'anapali Ocean Resort Villas North
Lahaina, Maui, HI
10Wonderful(5)
House
$588+
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Kaanapali Maui At The Eldorado By Outrigger - Lahaina - Living room
Kaanapali Maui At The Eldorado By Outrigger
Lahaina, Maui, HI
8.8Very good(185)
Apartment
$331+
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Kaleialoha 209 1 Bedroom Condo by RedAwning - Lahaina - Balcony
Kaleialoha 209 1 Bedroom Condo by RedAwning
Lahaina, Maui, HI
9.6Wonderful(12)
Apartment
$584+
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Papakea E-306 - Kahana - Balcony
Papakea E-306
Kahana, Maui, HI
9.1Wonderful(35)
Apartment
$265+
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Beautifully Furnish Kaanapali Cottage near Beach - International Colony Club 13 - Lahaina - Bedroom
Beautifully Furnish Kaanapali Cottage near Beach - International Colony Club 13
Lahaina, Maui, HI
8.8Very good(25)
Condo
$400+
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The Mahana at Kaanapali - Lahaina - Living room
The Mahana at Kaanapali
Lahaina, Maui, HI
8.6Very good(34)
Apartment
$415+
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Remodeled Studio w AC Pool & Exclusive Beach Cabana - Maui Eldorado J222 - Kaanapali - Patio
Remodeled Studio w AC Pool & Exclusive Beach Cabana - Maui Eldorado J222
Kaanapali, Maui, HI
9.2Wonderful(17)
Condo
$416+
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Luxurious Kapalua Villa With AC Pool - Kapalua Golf Villa 27t1 - Kapalua - Balcony
Luxurious Kapalua Villa With AC Pool - Kapalua Golf Villa 27t1
Kapalua, Maui, HI
9.8Wonderful(14)
Condo
$335+
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Wonderful Honokowai Beach Condos - Lahaina
Wonderful Honokowai Beach Condos
Lahaina, Maui, HI
8.5Very good(69)
Apartment
$311+
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Wonderful Paki Maui by the Ocean in Lahaina - Lahaina
Wonderful Paki Maui by the Ocean in Lahaina
Lahaina, Maui, HI
1.0Poor(5)
Apartment
$326+
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Maui Kai 308 Oceanfront 1br W Ac Pool, Corner Unit, Stunning Views - Lahaina
Maui Kai 308 Oceanfront 1br W Ac Pool, Corner Unit, Stunning Views
Lahaina, Maui, HI
9.3Wonderful(12)
House
$350+
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Kahana Sunset C7 condo - Lahaina
Kahana Sunset C7 condo
Lahaina, Maui, HI
9.8Wonderful(34)
Apartment
$607+
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Summer Special-Renovated Golf, West Side Getaway Lsv05 - Lahaina
Summer Special-Renovated Golf, West Side Getaway Lsv05
Lahaina, Maui, HI
9.8Wonderful(35)
Apartment
$521+
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Kuleana Resort 313 - Lahaina
Kuleana Resort 313
Lahaina, Maui, HI
8.2Very good(8)
Apartment
$284+
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Booking Insights

KAYAK’s insights for vacation rentals in Kaanapali

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Kaanapali with confidence.

Which month has the cheapest vacation rental rates in Kaanapali?

Vacation rentals are cheapest in Kaanapali in November, with average rates of $248. In comparison, January is the most expensive month, with prices at $632.

What is the cheapest day of the week to book a vacation rental in Kaanapali?

Thursday offers the lowest rates in Kaanapali, with an average nightly price of $450. The highest prices are found on Monday, with average rates at $992.

How much is a vacation rental in Kaanapali for tonight by property type?

The best deal for a vacation rental in Kaanapali found by KAYAK users in the last 5 days was $535 in a Apartment. Condo prices start at $1,292.

How much is a vacation rental in Kaanapali for this weekend by property type?

The best deal for a vacation rental in Kaanapali found by KAYAK users for the upcoming weekend was $566 in a Apartment. Condos prices start at $603.

How early should you book a vacation rental in Kaanapali?

Book at least 67 days before your stay begins to get the best price for your Kaanapali vacation rental.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
January
$582
$554
Cheapest month to stay with an average 27% drop in price.
Most expensive month to stay with an average 30% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's 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.
  • Pool is the most popular vacation rental property amenity in Kaanapali
  • Vacation rentals in Kaanapali are around 146% cheaper than hotels on average. Search here to compare prices for all accommodation types in Kaanapali.
  • The best vacation rental properties in Kaanapali are Kahana Sunset C7 condo (9.8, 34 reviews), Summer Special-Renovated Golf, West Side Getaway Lsv05 (9.8, 35), and Fabulous Oceanfront Retreat at Kuleana 622 3rd Floor Condo A/C (9.8, 29), 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 November and July.
  • The cheapest night for renting a vacation home in Kaanapali is Thursday. In contrast, the most expensive is Monday.
  • 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.

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 $3,645.

  • 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 $15,623.

  • 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.

  • What are some of the most-loved vacation rentals available in Kaanapali?

    There are many types of properties available for Kaanapali vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are Honua Kai Oceanfront 3 Br Penthouse Suite Complimentary Car With 6 Nights Hkk-1029 by Kbm and Maui Kaanapali S #b233 1 Bedroom Condo by RedAwning.

  • What are the most popular Kaanapali vacation rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated vacation home that can sleep 6 people or more by KAYAK users is Honua Kai Oceanfront 3 Br Penthouse Suite Complimentary Car With 6 Nights Hkk-1029 by Kbm.

  • Are there any pet-friendly vacation rentals in Kaanapali?

    There are a number of dog and pet-friendly Kaanapali vacation rentals, with around 3% allowing you to bring your pet along with you.

  • 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 $535. 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.

More options for your stay in Kaanapali