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Featured Cottages in Kaanapali

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Beautiful Ocean View, Meticulous Custom Maui Cottage: a Must See!

Beautiful Ocean View, Meticulous Custom Maui Cottage: a Must See!

Lahaina, HI
Situated in Lahaina, this cottage is within 1 mi (2 km) of Keka'a Beach, Whalers Village, and Black Rock. Kaanapali Beach is 1.4 mi (2.2 km) away. Lahaina Sugar Cane Train Kaanapali Landing Station is 6 minutes by foot.
 
$289
ICC 34 Hawaiian Plantation Cottage Short Walk To The Beach!

ICC 34 Hawaiian Plantation Cottage Short Walk To The Beach!

Lahaina, HI
This cottage includes a garden and concierge services.
 
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Affordable Paradise: Spacious & Comfortable Hawaiian Cottage

Affordable Paradise: Spacious & Comfortable Hawaiian Cottage

Lahaina, HI
An outdoor tennis court is featured at this cottage, along with a garden.
 
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Private Cottage! Walk TO N Ka'anapali Bch! Free Parking, NO Resort Fee!

Private Cottage! Walk TO N Ka'anapali Bch! Free Parking, NO Resort Fee!

Lahaina, HI
A garden is available at this cottage.
 
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Private Ka'anapali Cottage Walk To The Beach/serene Gardens/expansive Lanai

Private Ka'anapali Cottage Walk To The Beach/serene Gardens/expansive Lanai

Lahaina, HI
Situated in Lahaina, this cottage is within 2 mi (3 km) of Keka'a Beach, Whalers Village, and Kaanapali Beach. Black Rock is 1.3 mi (2 km) away. Lahaina Sugar Cane Train Kaanapali Landing Station is 8 minutes by foot.
 
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Ka'anapali Cottage #37

Ka'anapali Cottage #37

Lahaina, HI
Situated in Lahaina, this cottage is within 2 mi (3 km) of Keka'a Beach, Whalers Village, and Kaanapali Beach. Black Rock is 1.3 mi (2.1 km) away. Lahaina Sugar Cane Train Kaanapali Landing Station is 8 minutes by foot.
 
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Plantation Style Hawaiian Cottage

Plantation Style Hawaiian Cottage

Lahaina, HI
Situated in Lahaina, this cottage is within 2 mi (3 km) of Keka'a Beach, Whalers Village, and Kaanapali Beach. Black Rock is 1.3 mi (2 km) away. Lahaina Sugar Cane Train Kaanapali Landing Station is 8 minutes by foot.
 
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Lovely Private Cottage in Lush Landscaped Complex

Lovely Private Cottage in Lush Landscaped Complex

Lahaina, HI
A garden is available at this cottage.
 
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My Perfect Stays: $339 Feb 8-11 Ka'anapal Cottage, Hawaiian-style!

My Perfect Stays: $339 Feb 8-11 Ka'anapal Cottage, Hawaiian-style!

Lahaina, HI
Situated by the ocean, this romantic cottage is within 2 mi (3 km) of Kahekili Beach, Whalers Village, and Kaanapali Beach. Black Rock is 1.3 mi (2.1 km) away. Lahaina Sugar Cane Train Kaanapali Landing Station is 8 minutes by foot.
 
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Unique Dolphin Cottage at Kaanapali!

Unique Dolphin Cottage at Kaanapali!

Lahaina, HI
Situated by the ocean, this cottage is within 2 mi (3 km) of Kahekili Beach, Whalers Village, and Kaanapali Beach. Black Rock is 1.5 mi (2.4 km) away. Lahaina Sugar Cane Train Kaanapali Landing Station is 12 minutes by foot.
 
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Just Dropped Nightly Rates! Book Now!!

Just Dropped Nightly Rates! Book Now!!

Lahaina, HI
Situated by the ocean, this cottage is within 2 mi (3 km) of Keka'a Beach, Whalers Village, and Kaanapali Beach. Black Rock is 1.3 mi (2.2 km) away. Lahaina Sugar Cane Train Kaanapali Landing Station is 9 minutes by foot.
 
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ICC 20 Beautiful Plumeria Cottage! Walk to the Beach & Steps to the Pool!

ICC 20 Beautiful Plumeria Cottage! Walk to the Beach & Steps to the Pool!

Lahaina, HI
A garden is available at this cottage.
 
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Kaanapali Cottages For Rent

Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Kaanapali that will make you feel like you’ve stepped inside your vacation dreams.

The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.

These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Kaanapali is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?

Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…

Top Trending Hotels in Kaanapali

See all 1,466 Properties in Kaanapali
Aston Kaanapali Shores $277
Aston Kaanapali Shores

Aston Kaanapali Shores

3445 Lower Honoapiilani Hwy, Lahaina, HI
     
    3.5 out of 5.0 Stars

    Located in Lahaina, this beachfront condo resort is in the historical district and within 3 mi (5 km) of Kahekili Beach, Whalers Village, and Kaanapali Beach. Black Rock is 2.1 mi (3.3 km) away. Lahaina Sugar Cane Train Kaanapali Landing Station is 14 minutes by foot.

    Honua Kai Resort & Spa $380
    Honua Kai Resort & Spa

    Honua Kai Resort & Spa

    130 Kai Malina Parkway, Lahaina, HI
       
      4.0 out of 5.0 Stars

      Located in Lahaina, this beachfront condo resort is in the historical district and within 3 mi (5 km) of Keka'a Beach, Whalers Village, and Kaanapali Beach. Black Rock is 1.8 mi (2.9 km) away. Lahaina Sugar Cane Train Kaanapali Landing Station is 16 minutes by foot.

      The Westin Maui Resort & Spa, Ka'anapali $419
      The Westin Maui Resort & Spa, Ka'anapali

      The Westin Maui Resort & Spa, Ka'anapali

      2365 Kaanapali Pkwy, Lahaina, HI
         
        4.0 out of 5.0 Stars

        Located in Lahaina, this beachfront resort is next to a golf course, just steps from Whalers Village and Kaanapali Beach. Black Rock is 0.9 mi (1.4 km) away. Lahaina Sugar Cane Train Kaanapali Landing Station is 29 minutes by foot.

        Royal Lahaina Resort $249
        Royal Lahaina Resort

        Royal Lahaina Resort

        2780 Kekaa Dr, Lahaina, HI
           
          3.5 out of 5.0 Stars

          Located in Lahaina, this beachfront resort is next to a golf course and within 1 mi (2 km) of Whalers Village and Kaanapali Beach. Black Rock and Kahekili Beach are also within 2 mi (3 km). Lahaina Sugar Cane Train Kaanapali Landing Station is 22 minutes by foot.

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          *Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.