Hawaii Living

320 Cook Pine Dr (Kapalua)

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Photo 1 of 320 Cook Pine Dr, Lahaina
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320 Cook Pine Dr, Lahaina
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Description
A rare offering in Pineapple Hill, situated in the heart of the Kapalua Resort, this gracious home features a design that opens to the outdoors to take in Maui’s beautiful sunsets. Pocketing doors allow the living room to flow out to the lanai. The pool and waterfall spa are surrounded by bromeliads and orchids, creating a tropical oasis and a quiet retreat. Downstairs are the living room, kitchen, dining area, laundry and two bedroom suites. Upstairs is the primary bedroom suite, which highlights views of the outer islands of Molokai and Lanai. This spacious bedroom suite, which spans the entire second floor, features two walk in closets, built in cabinetry, an office/flex room nook, and a bathroom complete with a spa tub, large walk in shower, and separate steam shower. Pineapple Hill is a gated community which offers owners beautifully landscaped common areas, along with a pool, tennis & pickleball courts, and an owner’s pavilion.
Past Activity
  • Mar 03, 2022 Sold for $3,850,000
  • Feb 02, 2022 Under Contract
  • Jan 24, 2022 Listed at $3,995,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $931
  • View: Ocean
  • Security Features: Security System, Smoke Detector(s)
  • TMK: 2420030800000
  • Courtesy: Island Sotheby's International Realty(L) / 808-250-0210
  • MLS: 394464
About Pineapple Hill Kapalua
Pineapple Hill is an established, exclusive gated community within Kapalua Resort that has a unique blend of luxury living and stunning scenery. First developed in 1989, this sought-after neighborhood provides residents with privacy, exceptional amenities, and direct access to the Kapalua lifestyle.

The land Pineapple Hill occupies was part of an 1855 Royal Grant given to missionary Dr. Dwight Baldwin for his service to the Hawaiian people. Initially used for ranching and various crops, his son later focused cultivation on pineapple as the industry boomed. This agricultural use persevered i

  ... Read more
The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on December 11, 2025.Information is deemed reliable but not guaranteed.
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$3,900,000
212 Crestview Rd
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324 Cook Pine Dr
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3,670 ft²
$5,300,000
112 Pulelehua St
3 Bds | 2.5 Ba
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116 Pulelehua St#1
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  • Sold 3/3/22 at $3,850,000
    (List Price: $3,995,000)
Description
A rare offering in Pineapple Hill, situated in the heart of the Kapalua Resort, this gracious home features a design that opens to the outdoors to take in Maui’s beautiful sunsets. Pocketing doors allow the living room to flow out to the lanai. The pool and waterfall spa are surrounded by bromeliads and orchids, creating a tropical oasis and a quiet retreat. Downstairs are the living room, kitchen, dining area, laundry and two bedroom suites. Upstairs is the primary bedroom suite, which highlights views of the outer islands of Molokai and Lanai. This spacious bedroom suite, which spans the entire second floor, features two walk in closets, built in cabinetry, an office/flex room nook, and a bathroom complete with a spa tub, large walk in shower, and separate steam shower. Pineapple Hill is a gated community which offers owners beautifully landscaped common areas, along with a pool, tennis & pickleball courts, and an owner’s pavilion.
    The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on December 11, 2025.Information is deemed reliable but not guaranteed.
    • Mar 03, 2022 Sold for $3,850,000
    • Feb 02, 2022 Under Contract
    • Jan 24, 2022 Listed at $3,995,000
    Pineapple Hill is an established, exclusive gated community within Kapalua Resort that has a unique blend of luxury living and stunning scenery. First developed in 1989, this sought-after neighborhood provides residents with privacy, exceptional amenities, and direct access to the Kapalua lifestyle.

    The land Pineapple Hill occupies was part of an 1855 Royal Grant given to missionary Dr. Dwight Baldwin for his service to the Hawaiian people. Initially used for ranching and various crops, his son later focused cultivation on pineapple as the industry boomed. This agricultural use persevered i

      ... Read more
    Other Kapalua Homes
    $3,900,000
    212 Crestview Rd
    3 Bds | 3.5 Ba
    3,674 ft²
    $3,800,000
    324 Cook Pine Dr
    3 Bds | 3.5 Ba
    3,670 ft²
    $5,300,000
    112 Pulelehua St
    3 Bds | 2.5 Ba
    4,504 ft²
    $5,395,000
    116 Pulelehua St#1
    4 Bds | 4.5 Ba
    4,081 ft²
     
    You do not own the land, but have the right to use the land until an expiration year. At expiration the ownership typically reverts back to the land owner.
    Buyer and Seller have reached an agreement and are under contract. The sale may be subject to one or more contingencies.
    We have handled many transactions for clients who purchase Hawaii real estate without visiting. By request, our network of agents can prepare thorough property videos to ensure you are familiar with every detail necessary. All documents can be signed remotely.
    Buyer and Seller have reached an agreement and are under contract. The sale is expected to close / record soon.
    We will be happy to work with you as a Buyer's agent. Call us to learn more: 808-943-9000.
    Note: A Seller's agent has a fiduciary responsibility towards the Seller. Working with a Buyer's agent objectives and goals are aligned, at no cost to you, the Buyer.
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    Includes estimated monthly mortgage payment, maintenance / HOA fees & property taxes. The estimate does not include insurance premiums.