Pineapple Hill Estates in Lahaina

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DOM 107

$7,495,000 Pineapple Hill Estates

  • 4 BEDS
  • |
  • 4 BATHS
  • |
  • 4598 SQFT


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.

229 Crestview Rd
LAHAINA        ACTIVE

Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 153

$6,495,000 11.1% Pineapple Hill Estates

  • 4 BEDS
  • |
  • 4.5 BATHS
  • |
  • 4265 SQFT


From the moment you enter this home, across a bridge through a tropically landscaped courtyard, the views of the Pacific Ocean and the outer island of Molokai begin to unfold. The great room features soaring ceilings and a seamless indoor/outdoor flow with pocketing doors that open to the expansive lanai and infinity edge pool with a beach shelf and spa. The inner courtyard provides a serene setting, with floor to ceiling windows that will illuminate your art collection and showcases the gardens from the guest bedroom suites and the living room and filling the home with natural light. The main floor features three bedroom suites, as well as the living room, kitchen, dining room, pantry and laundry room. The kitchen is a chefs dream, featuring appliances by Sub Zero, Bosch, and Wolf, including a Sub Zero wine storage cabinet and refrigerator drawers, as well as a proofing drawer for baking. The kitchen opens to outdoor dining with a built-in bar. The gracious Primary Bedroom Suite is on the ground floor, with a sitting area and fireplace. The en suite features a jacuzzi tub, walk in shower, and beautifully landscaped outdoor shower garden. Upstairs is an office/flex space, second Primary Bedroom suite complete with its own laundry and a private lanai with panoramic ocean and outer island views. The oversized garage has room for two cars, a golf cart, and features additional storage. The sculpture in the garden and living room by Robert Hague are included.

222 Crestview Rd
LAHAINA        SOLD
Listing on 08/06/2022
Close on 01/06/2023
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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DOM 53

$5,150,000 1% Pineapple Hill Estates

  • 4 BEDS
  • |
  • 4 BATHS
  • |
  • 4390 SQFT


YES please! 233 Crestview is an uncompromising 4 bedroom 4 bathroom estate resting behind the gates of the highly sought after neighborhood of Pineapple Hill Estates. Overlooking the stunning Pacific Ocean, the outer islands, 233 Crestview is situated to maximize views while offering great privacy. Entering the home you are greeted with an amazing view of the tropic ocean and the neighboring island of Lanai and Molokai. A large glass slider separates the pool deck from the great room allowing for true indoor/outdoor living. All living spaces are well defined creating an open, inviting layout while providing a calming sense of comfort. Double Thermador refrigerators and double dishwashers adorn this entertainers style kitchen. The primary suite rests in its own wing with two lanais, one private, and one opening up to the pool and outdoor shower, both with fantastic ocean views. Each guest suite comprises of a private lanai and expansive views of the ocean and west maui mountains. Proper orientation of the home provides shelter from the trade winds on the pool deck while also allowing for year round sun exposure, and the high ceilings on the covered lanais provide shade when it is desired. Close to great schools, award winning beaches and exquisite dining venues. Sold fully furnished excluding some artwork and personal effects.

233 Crestview Rd
LAHAINA        SOLD
Listing on 05/27/2022
Close on 07/19/2022
Listing Courtesy of
Compass
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DOM 250

$4,995,000 13.9% Pineapple Hill Estates

  • 4 BEDS
  • |
  • 4.5 BATHS
  • |
  • 4081 SQFT


116 Pulelehua Street is perfectly situated behind the 7th tee box of the popular Kapalua Bay Course with the classic westerly orientation down the 6th fairway to Molokai and the magical Kapalua sunsets. Built in 2003, the ideal single-story, dual-master suite floorpan takes full advantage of the front-row location, golf course and ocean views. This fully-furnished private home with 4-ensuite bedrooms features beautiful travertine floors and counters. On-site amenities include clubhouse, large all-tile heated pool and tennis courts. Resort amenities include access to award-winning Montage spa, world-class golf at Plantation Course and The Bay Course, Tennis Garden and some of the best restaurants on the island.

116 Pulelehua St
LAHAINA        SOLD
Listing on 09/04/2022
Close on 05/12/2023
Listing Courtesy of
Keller Williams Realty Maui-L
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DOM 32

$3,595,000 2.6% Pineapple Hill Estates

  • 4 BEDS
  • |
  • 3.5 BATHS
  • |
  • 4238 SQFT


Imagine yourself at home in Pineapple Hill in this spacious single level home. The open floor plan features a great room and dining area with pocketing doors that extend the living space to a large covered lanai. The chefs kitchen features top of the line appliances from thermador, sub-zero and Bosch, a large pantry, and refrigerated wine storage. The north wing features a gracious primary bedroom with pocketing doors opening to the lanai and the view. The suite features custom closets and built in cabinetry, as well as a newly renovated spa-like bathroom opening to a private garden oasis complete with an outdoor shower. The south side of the home features an oversized guest suite, also with a stunning bath opening to a tropically landscaped garden and private outdoor shower, as well as two more bedrooms. A flex room provides space for a gym or home office, or can be used as a bedroom for overflow guests. 60 solar panels aid in energy efficiency, and a new Control 4 home automation system allows you to control lighting, music (sonos) and temperatures remotely through your phone or ipad.

101 Pulelehua St
LAHAINA        SOLD
Listing on 11/13/2020
Close on 12/15/2020
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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Property# Price Bed/Bath SQFT DOM Sold Date Status