Hawaii Living

229 Crestview Rd (Kapalua)

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Photo 1 of 229 Crestview Rd, Lahaina
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229 Crestview Rd, Lahaina
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Description
Located in Pineapple Hill Estates, Phase II, Kapalua Resort’s prestigious gated community, this custom-built, single-level residence boasts panoramic ocean, sunset, and neighboring island views. With just under 5,000 square feet of living space on approximately half an acre of land, this estate offers seamless indoor/outdoor living and an abundance of privacy with its gated entrance and elevation. This well-designed floorplan features a tranquil foyer with water features leading into an expansive great room overlooking the infinity edge pool and spa. Located on the north wing is the primary suite, with a luxurious ensuite featuring a his and hers walk-in shower, vanities, and toilets, and a second bedroom that is currently being used as a home office. The south wing includes two additional guest suites, a generous storage room, and a large 3 car garage that also accommodates a golf cart. The kitchen opens up to the dining area that seamlessly expands to the outdoor dining area and built-in grill for effortless indoor/outdoor entertaining. Premium finishes include African Mahogany Wood, custom made cherry cabinets, travertine flooring, granite countertops, Control 4 and Lutron Home Automation System, built-in sound system throughout the home with surround sound in the master bedroom & living room area, and a full-sized attic space for ample storage above the garage with a dumb waiter elevator system. Additionally, the home is equipped with a 73-panel photovoltaic system, which is grandfathered into the Net Energy Metering Program. Additional amenities in the Pineapple Hill development include a Resident Manager, a Pavilion with a fabulous pool, entertainment area, catering kitchen, barbecues, and tennis courts. Kapalua Resort amenities include fabulous beaches, two world class golf courses, The Bay Course and The Plantation Course, as well as tennis facilities, hiking trails, luxury hotels and spa, fine dining, and a resort-wide shuttle. Furnishings negotiable.
Past Activity
  • Jul 31, 2024 Sold for $6,875,000
  • Jun 03, 2024 Under Contract
  • Jan 04, 2024 Listed at $7,795,000
More Details
  • Owner, Tax & Resale History
  • Price / ft²: $1,495
  • Zoning: R-1
  • View: Ocean
  • Security Features: Security System, Smoke Detector(s)
  • TMK: 2420070250000
  • Courtesy: Coldwell Banker Island Prop-KP / 808-250-1583
  • MLS: 400764
About Pineapple Hill Estates Kapalua
The gated Pineapple Hill Estates were built in 2001 in the center of the prestigious Kapalua Resort on Maui. Pineapple Hill Estates represents an exclusive enclave of 31 homes offering luxurious custom living and breathtaking surroundings.

These lands were originally part of a Royal Grant given to missionary Dr. Dwight Baldwin in 1855, serving as a ranch and farm. His son later transitioned fully to pineapple cultivation during the industry's boom. This preserved the vast 23,000+ acres from development until the late 20th century, when work began to build the master-planned Kapalua Resort.
  ... Read more
The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on December 28, 2025.Information is deemed reliable but not guaranteed.
Other Kapalua Homes
$8,800,000
710 Mahana Ridge St#Lot 46
5 Bds | 6 Ba
4,103 ft²
$5,950,000
300 Mahana Ridge St
4 Bds | 4.5 Ba
3,156 ft²
$5,395,000
104 Woodrose Pl
4 Bds | 3.5 Ba
3,315 ft²
$5,300,000
112 Pulelehua St
3 Bds | 2.5 Ba
4,504 ft²
Other Lahaina Homes
Launiupoko
$7,440,000
91 Kumu Niu Pl#A
4 Bds | 4.5 Ba
4,012 ft²
Kaanapali
$7,500,000
1015 Anapuni Pl#62
4 Bds | 4.5 Ba
4,012 ft²
Kaanapali
$6,199,000
804 Anapuni Lp
4 Bds | 4.5 Ba
4,260 ft²
Kaanapali
$6,195,000
24 Anapuni Lp#2 & 3
4 Bds | 4 Ba
3,585 ft²
Kaanapali
$6,195,000
44 Anapuni Lp#2 & 3
4 Bds | 4 Ba
3,585 ft²
Lahaina
$5,995,000
81 Iliahi Way#A
4 Bds | 4.5 Ba
4,670 ft²
  • Sold 7/31/24 at $6,875,000
    (List Price: $7,495,000)
Description
Located in Pineapple Hill Estates, Phase II, Kapalua Resort’s prestigious gated community, this custom-built, single-level residence boasts panoramic ocean, sunset, and neighboring island views. With just under 5,000 square feet of living space on approximately half an acre of land, this estate offers seamless indoor/outdoor living and an abundance of privacy with its gated entrance and elevation. This well-designed floorplan features a tranquil foyer with water features leading into an expansive great room overlooking the infinity edge pool and spa. Located on the north wing is the primary suite, with a luxurious ensuite featuring a his and hers walk-in shower, vanities, and toilets, and a second bedroom that is currently being used as a home office. The south wing includes two additional guest suites, a generous storage room, and a large 3 car garage that also accommodates a golf cart. The kitchen opens up to the dining area that seamlessly expands to the outdoor dining area and built-in grill for effortless indoor/outdoor entertaining. Premium finishes include African Mahogany Wood, custom made cherry cabinets, travertine flooring, granite countertops, Control 4 and Lutron Home Automation System, built-in sound system throughout the home with surround sound in the master bedroom & living room area, and a full-sized attic space for ample storage above the garage with a dumb waiter elevator system. Additionally, the home is equipped with a 73-panel photovoltaic system, which is grandfathered into the Net Energy Metering Program. Additional amenities in the Pineapple Hill development include a Resident Manager, a Pavilion with a fabulous pool, entertainment area, catering kitchen, barbecues, and tennis courts. Kapalua Resort amenities include fabulous beaches, two world class golf courses, The Bay Course and The Plantation Course, as well as tennis facilities, hiking trails, luxury hotels and spa, fine dining, and a resort-wide shuttle. Furnishings negotiable.
    The MLS properties are based on information from the Multiple Listing Service of REALTORS® Association of Maui. Listings last updated on December 28, 2025.Information is deemed reliable but not guaranteed.
    • Jul 31, 2024 Sold for $6,875,000
    • Jun 03, 2024 Under Contract
    • Jan 04, 2024 Listed at $7,795,000
    The gated Pineapple Hill Estates were built in 2001 in the center of the prestigious Kapalua Resort on Maui. Pineapple Hill Estates represents an exclusive enclave of 31 homes offering luxurious custom living and breathtaking surroundings.

    These lands were originally part of a Royal Grant given to missionary Dr. Dwight Baldwin in 1855, serving as a ranch and farm. His son later transitioned fully to pineapple cultivation during the industry's boom. This preserved the vast 23,000+ acres from development until the late 20th century, when work began to build the master-planned Kapalua Resort.
      ... Read more
    Other Kapalua Homes
    $8,800,000
    710 Mahana Ridge St#Lot 46
    5 Bds | 6 Ba
    4,103 ft²
    $5,950,000
    300 Mahana Ridge St
    4 Bds | 4.5 Ba
    3,156 ft²
    $5,395,000
    104 Woodrose Pl
    4 Bds | 3.5 Ba
    3,315 ft²
    $5,300,000
    112 Pulelehua St
    3 Bds | 2.5 Ba
    4,504 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.
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