Hawaii Living

238 Crestview Rd (Kapalua)

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Photo 1 of 238 Crestview Rd, Lahaina
Photo 2 of 238 Crestview Rd, Lahaina
Photo 3 of 238 Crestview Rd, Lahaina
238 Crestview Rd, Lahaina
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Description
Stunning custom island home located in Kapalua's most coveted neighborhood, Pineapple Hill. This luxurious home is set up for indoor/outdoor island living with pocket sliders extending the spacious indoor living space flowing out to the expansive lanai, pool, and spa. Enjoy West Maui sunsets all year round with sweeping views of Lanai and Molokai. Top of the line, high end exquisite custom finishes throughout including gourmet kitchen with stainless steel appliances, butler's pantry and attached wine cellar for all your hosting needs. The two matching spa-like primary suites both feature outdoor showers in this single story 4 bedroom / 4.5 bathroom home. The Residence has 4,121 sq. ft. of living area situated on nearly a half acre of prime Kapalua real estate.
Past Activity
  • Jun 14, 2024 Sold for $4,750,000
  • May 08, 2024 Under Contract
  • Dec 18, 2023 Listed at $5,595,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $1,153
  • View: Ocean
  • Security Features: Smoke Detector(s)
  • TMK: 2420070210000
  • Courtesy: Compass / 808-283-3436
  • MLS: 400594
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 31, 2025.Information is deemed reliable but not guaranteed.
Other Kapalua Homes
$4,950,000
116 Pulelehua St#1
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4,081 ft²
$5,200,000
232 Crestview Rd
3 Bds | 3 Ba
3,354 ft²
$5,300,000
112 Pulelehua St
3 Bds | 2.5 Ba
4,504 ft²
$5,395,000
104 Woodrose Pl
4 Bds | 3.5 Ba
3,315 ft²
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  • Sold 6/14/24 at $4,750,000
    (List Price: $4,900,000)
Description
Stunning custom island home located in Kapalua's most coveted neighborhood, Pineapple Hill. This luxurious home is set up for indoor/outdoor island living with pocket sliders extending the spacious indoor living space flowing out to the expansive lanai, pool, and spa. Enjoy West Maui sunsets all year round with sweeping views of Lanai and Molokai. Top of the line, high end exquisite custom finishes throughout including gourmet kitchen with stainless steel appliances, butler's pantry and attached wine cellar for all your hosting needs. The two matching spa-like primary suites both feature outdoor showers in this single story 4 bedroom / 4.5 bathroom home. The Residence has 4,121 sq. ft. of living area situated on nearly a half acre of prime Kapalua real estate.
    The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on December 31, 2025.Information is deemed reliable but not guaranteed.
    • Jun 14, 2024 Sold for $4,750,000
    • May 08, 2024 Under Contract
    • Dec 18, 2023 Listed at $5,595,000
    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
    $4,950,000
    116 Pulelehua St#1
    4 Bds | 4.5 Ba
    4,081 ft²
    $5,200,000
    232 Crestview Rd
    3 Bds | 3 Ba
    3,354 ft²
    $5,300,000
    112 Pulelehua St
    3 Bds | 2.5 Ba
    4,504 ft²
    $5,395,000
    104 Woodrose Pl
    4 Bds | 3.5 Ba
    3,315 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.
    Other fees could be a special assessment, reserve contributions etc.
    DOM = Days On Market. Our site shows listings immediately. A brand new listing may show DOM 2 or 3 days, if listing agent did not upload the same day listing agreement was executed.
    Includes estimated monthly mortgage payment, maintenance / HOA fees & property taxes. The estimate does not include insurance premiums.