Pineapple Hill in Lahaina

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DOM 400

$8,450,000 Pineapple Hill

  • 6 BEDS
  • |
  • 6.5 BATHS
  • |
  • 7448 SQFT


Built on a secluded double lot at the end of a private cul-de-sac in Kapalua Resort`s Pineapple Hill gated community, is the prestigious residence known as Emerald Point. With more than 7,000 square feet of living space, complemented with spacious covered outdoor living space, this estate is an ideal location for entertainment and relaxation. The ground level features a primary suite, two guest suites, spacious media room, and game room with pool table that can be converted into an additional guest suite. The second level includes one guest suite on the north wing with an additional den/flex space and a second guest suite on the south wing. The residence also offers a home office with its own private lanai with ocean and golf course views. Overlooking the 6th hole of the award-winning Bay Course, owners can enjoy indoor-outdoor living with resort-style pool and spa, citrus trees, banana patch, papaya trees and ocean views. 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, and fine dining.

1216 Summer Rd
LAHAINA        ACTIVE

Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 373

$7,900,000 NO CHANGE Pineapple Hill

  • 5 BEDS
  • |
  • 5.5 BATHS
  • |
  • 7229 SQFT


Magnificent 5 bedroom, 5 1/2 bath home with the finest craftsmanship and materials in this very distinctive home behind the gates at Pineapple Hill at Kapalua. Sprawled across 2 lots and meticulously maintained, the former home of one of music`s all time favorite musicians is now available for you to enjoy. Property also includes an approximately 464 square foot building ideal for workouts or to use as an office. Beautiful pool with cascading hot tub and private landscaped area for yoga and meditation. Main level with no steps are where you will find the 4 en suite guest bedrooms plus powder room, kitchen, dining area, entertainment room, and office. The master bedroom is accessed with beautifully curved stairway with huge master bath and master closet.

314 Cook Pine Dr
LAHAINA        SOLD
Listing on 08/17/2021
Close on 08/25/2022
Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 338

$5,995,000 Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 4574 SQFT


Located at the end of a cul de sac in Kapalua Resort’s prestigious gated community, Pineapple Hill, is a beautiful, two-level residence with fabulous ocean, sunset and neighboring island views. The ground level features the great room, formal dining area, kitchen with informal dining area, and two guest suites. The primary suite, located on the second level, features a sitting room, which is currently being used as a fitness area, private lanai, and steam room. Amenities include a spa, infinity edge pool, huge pocket doors in the great room for seamless indoor/outdoor living, travertine stone floors, built-in sound system, outdoor grill, and 49-panel photovoltaic system. 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.

1008 Sunset Pl
LAHAINA        ACTIVE

Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 133

$5,900,000 6.6% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3038 SQFT


This home is a completely reconstructed residence offering panoramic ocean, island, and sunset views. Impeccable quality craftsmanship throughout. The home was redesigned by Rick Ryniak, architect, and built by Ferrebee Construction. This is a premium property being offered turnkey and is located in the prestigious gated community of Pineapple Hill. A must see for the discerning buyer.

110 Woodrose Pl
LAHAINA        SOLD
Listing on 01/29/2024
Close on 06/10/2024
Listing Courtesy of
Island Sotheby`s International Realty(L)
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DOM 299

$5,900,000 17.8% Pineapple Hill

  • 8 BEDS
  • |
  • 8.5 BATHS
  • |
  • 8174 SQFT


Over 3/4 of an Acre with this prestigious one of a kind 8,178 square foot home with 8 bedrooms, 8 1/2 baths designed by Master Architect Rick Ryniak and built by Gary Dixon Construction, one of Maui`s finest custom home builders. Located on the Kapalua Bay Course with magnificent ocean, Lanai, Molokai, and sunset views all year round! Ideal for the corporate owner or large family looking for seclusion and privacy. This is the largest home on the largest lot at the gated Pineapple Hill subdivision at Kapalua. Walk in and you are in the middle of a tropical forrest with two unique indoor Atria. The main floor is all on one level with easy access to the oversized covered lanai leading out to the magnificent free form pool. Three en suite bedrooms including one that is handicap accessible on the main floor. The second floor has five en suite bedrooms including the huge master bedroom and bath. Come experience all that this elegant, casual lifestyle will afford you. The Maui Preparatory Academy is located just a short distance away and provides excellence in education from pre-school through the college prep high school grades. Come enjoy the casual elegance that is yours at the Kapalua Resort!

1212 Summer Rd
LAHAINA        SOLD
Listing on 06/05/2020
Close on 03/31/2021
Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 164

$5,875,000 Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 4574 SQFT


Nestled in the prestigious Pineapple Hill community of Kapalua, this stunning 3-bedroom, 3.5-bath residence offers an unparalleled blend of luxury, comfort, and breathtaking natural beauty. The primary bedroom encompasses the entire second floor. This expansive suite offers unparalleled privacy and space, with ample room for a cozy sitting area or home office. Natural light fills the room through the windows and glass doors, creating a serene and inviting atmosphere. The en-suite bathroom is a true retreat, boasting high-end finishes, a soaking tub, and both a steam shower and a walk-in shower. Generous walk-in closet provide extensive storage, ensuring a clutter-free living environment. Experience the ultimate in comfort and elegance in this exclusive second-floor haven.The seamless flow from indoor to outdoor spaces is perfect for both relaxation and entertaining. This home offers a unique blend of indoor convenience and outdoor beauty, enhancing the overall living experience and creating a versatile area that can be enjoyed year-round.The chefs kitchen boasts top-of-the-line stainless steel appliances, custom cabinetry, and a large island. It`s a culinary haven for preparing delightful meals. Situated in the exclusive gated Pineapple Hill community, you are located near two amazing golf courses. The pristine beaches of Kapalua are just minutes away.

1008 Sunset Pl
LAHAINA        ACTIVE

Listing Courtesy of
West Maui Land Company Inc
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DOM 63

$5,850,000 Pineapple Hill

  • 4 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3315 SQFT


Upon entering this magnificent 3,315 sq. ft. home you will be mesmerized by its spectacular panoramic due west views of the Pacific Ocean between Lana`i and Moloka`i offering colorful year-round sunsets. A remodeled masterpiece featuring vaulted cedar ceilings, Italian marble and eucalyptus wood floors, quartz countertops and sapele cabinets, just to name a few of the recent refinements of this tastefully furnished home. This most popular floorplan offers all 4 bedrooms, 3 1/2 bathrooms, living room, kitchen, outdoor living are and pool on the main level. The added bonus of an upstairs loft offers many use options, currently set up as an office/sitting area to enjoy the ocean views from the high dormer windows. A beautiful infinity edge pool with Baja steps and spa was just completed, with the entire house and pool equipment are supported by 52 solar panels and 2 Tesla batteries. This home is perched on a quiet cul-de-sac at the crest of Pineapple Hill, a highly desirable gated subdivision which offers residents a very large community/lap pool, tennis & pickleball courts, a pavilion / entertainment area, catering kitchen and barbecues. Pineapple Hill itself is located inside the 1,650-acre resort area of Kapalua`s famed 23,000-acre plantation. Kapalua offers more than 100 miles of hiking trails, duck pond, bike trails, tennis center, two world famous golf courses, two five-star hotels plus five-star Montage Spa and numerous fine dining restaurants, all accessible via complimentary resort-wide shuttles. 104 Woodrose Place is a must-see home in impeccable condition, it looks and shows as if it were built yesterday.

104 Woodrose Pl
LAHAINA        ACTIVE

Listing Courtesy of
Keller Williams Realty Maui-L
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DOM 179

$4,900,000 3.1% Pineapple Hill

  • 4 BEDS
  • |
  • 4.5 BATHS
  • |
  • 4121 SQFT


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.

238 Crestview Rd
LAHAINA        SOLD
Listing on 12/18/2023
Close on 06/14/2024
Listing Courtesy of
Compass
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DOM 43

$4,500,000 2.2% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3238 SQFT


Welcome to luxury living in Kapalua Maui`s prestigious Pineapple Hill neighborhood. Located on the 5th fairway of the Kapalua Bay Course, this stunning 3 bedroom, 3.5 bathroom home boasts high ceilings, natural lighting, and breathtaking ocean views. Step inside and you`ll immediately be captivated by the homes grandeur. The ground floor master suite features a spacious bedroom which opens to your pool/spa on one side, and a lush tropical outdoor shower on the other, providing ultimate privacy and tranquility. The spa-inspired bathroom features a large soaking tub, dual sinks, and a walk-in shower. Enjoy entertaining guests in the gourmet chef`s kitchen featuring top-of-the-line appliances, a formal dining area, and an open-concept living room that surrounds a cozy fireplace. Large sliding doors create a seamless indoor/outdoor feel, and lead to the lanai, where you`ll enjoy stunning views of Molokai, Lanai, whales, and sunsets. The private pool and spa provide the perfect place to cool off on hot Hawaii days. This luxurious home is being sold turnkey, including high-end furnishings and dcor. You`ll have everything you need to start enjoying your new island oasis. Common areas include an Olympic-sized pool, tennis/pickleball courts, and a BBQ area. Don`t miss your chance to own this stunning luxury home in one of Maui`s most sought-after neighborhoods. Schedule a viewing today and experience the ultimate tropical island living.

708 Fairway Dr
LAHAINA        SOLD
Listing on 05/15/2023
Close on 06/27/2023
Listing Courtesy of
Compass
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DOM 67

$4,250,000 2.4% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3400 SQFT


Golf Course fronting residence with 3 bedrooms and 3.5 bathrooms located directly on the fifth fairway of Kapalua`s Bay Course, with beautiful views onto the course, as well as of the ocean. This spacious residence is centrally air conditioned with newly installed energy efficient and advanced air filtering systems, with a working fireplace, and a lovely swimming pool. The living area, kitchen, dining room, den/study and master suite are all located on the lower level. Two additional guest suites are located on the upper level with a loft living area. Offered furnished with few exclusions. Pineapple Hill amenities include owner pavilion with a community pool and tennis/pickle ball courts and BBQ area. Kapalua Resort amenities include fabulous beaches, world renowned surfing spots, two world class golf courses, The Bay & The Plantation, as well as tennis, hiking trails, luxury hotels and spa, fine dining restaurants and a resort shuttle.

708 Fairway Dr
LAHAINA        SOLD
Listing on 10/30/2022
Close on 01/05/2023
Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 47

$3,995,000 NO CHANGE Pineapple Hill

  • 3 BEDS
  • |
  • 4 BATHS
  • |
  • 4071 SQFT


A true taste of Kapalua! 618 Silversword is nestled in the gated private community of Pineapple Hill. Offering some of the finest finishes accompanied by incredible ocean and neighbor island views! this property is a great consideration for your second home or for the family to make Maui more permanent. 618 Silversword offers over 4,000 sq. ft of living space and 3 bedrooms and 3.5 baths to accommodate your needs. Renovated with no expense spared you will notice the level of detail and smart design considerations seen in very few homes. Motorized Pocketing doors open up the indoor/outdoor lifestyle seamlessly for great fun and entertaining. Contact your favorite Realtor now to schedule a showing.

618 Silversword Dr
LAHAINA        SOLD
Listing on 06/11/2021
Close on 07/28/2021
Listing Courtesy of
Compass
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DOM 38

$3,995,000 3.6% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 4135 SQFT


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 Mauis 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 owners pavilion.

320 Cook Pine Dr
LAHAINA        SOLD
Listing on 01/24/2022
Close on 03/03/2022
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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DOM 55

$3,750,000 NO CHANGE Pineapple HIll

  • 3 BEDS
  • |
  • 4.5 BATHS
  • |
  • 3760 SQFT


Perched at the Summit of Pineapple Hill with glorious, unobstructed and private ocean view spanning the Island of Lanai, across The Molokai Channel and North to The Island of Molokai. Completed 2010! Renovated 2014-15! A contemporary oasis offering one level living in an expansive, light-filled layout. Lanai features your personal pool and Jacuzzi! Large Master Bedroom Suite, 2 Guest Bedrooms with ensuite baths, plus a bonus Loft Area with full skylight bath offering many possibilities~an office, extra sleeping or exercise/workout area, or a spot for quiet, peaceful reflection! Chef`s Kitchen with Viking/SubZero appliances. spacious Dining Area opening on to your world-class view, large Great Room, and Study (originally a formal dining room) round out this beautiful home. Other amenities include Whole House Audio, Smart Home Thermostats and Security Cameras, Solar Panel System providing electricity and hot water, UV Treated Pool. This home is offered furnished with exclusions representing the owners` collectibles, antiques, art, and personal belongings. Pineapple Hill is a private, gated community. Amenities include an owners-only recreation area and club house with an oversized pool and tennis courts. Kapalua Resort is recognized world-wide as a #1 destination for Hawaii, as well as the recipient of numerous prestigious awards and accolades. The Resort has Two Championship Golf Courses, including The Plantation Course, home to PGA`s Season Opener, The Sentry Tournament of Champions, The Tennis Garden with 10 U.S. Open Style Courts located in a Garden Setting, multiple beaches, including the award-winning Kapalua Bay Beach, restaurants, hiking trails and more!

210 Crestview Rd
LAHAINA        SOLD
Listing on 10/01/2020
Close on 11/25/2020
Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 71

$3,750,000 1.3% Pineapple Hill

  • 3 BEDS
  • |
  • 3 BATHS
  • |
  • 3586 SQFT


One of Pineapple Hills best locations, this stunning home is situated overlooking the Kapalua Bay Course with sweeping views of the ocean and the island of Molokai. The main living area is on the ground floor, with three-bedroom suites, a den, dining area and spacious living room with pocketing doors that open to the expansive covered and uncovered lanais. The chefs kitchen is a dream, and the living room features custom cabinetry that cleverly hides enhanced storage in the home. The primary bedroom suite opens to the view, with two closets, tub and walk-in shower. The clover shaped pool features a soothing waterfall and is surrounded by tropical gardens with tiki torches for ambiance.

1202 Summer Rd
LAHAINA        SOLD
Listing on 01/28/2021
Close on 04/09/2021
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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DOM 312

$3,500,000 15% Pineapple Hill

  • 4 BEDS
  • |
  • 4.5 BATHS
  • |
  • 3386 SQFT


This beautiful 4bd home sits on a corner and thus on a larger lot than most homes in the Pineapple Hill subdivision. Various upgrades have been done over the years, including a complete remodel of the kitchen (cabinetry, appliances, added a wine cooler) in 2019. Spacious floor plan with a master suite facing the ocean, 3 guest suites (one of them is currently used as an office) and a den that can be used as a reading room, office, crafts room or play area. Enjoy your dinner in the sumptuous dining area or al fresco, on the large lanai. Go for a swim in the pool and pause to watch the whales or the stunning sunset colors. This 99 homes gated subdivision has a beautiful club house with tennis courts, large sitting area and pool.

1000 Sunset Pl
LAHAINA        SOLD
Listing on 09/05/2022
Close on 07/14/2023
Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 34

$3,495,000 5.7% Pineapple Hill

  • 5 BEDS
  • |
  • 4.5 BATHS
  • |
  • 4151 SQFT


This casually elegant residence was completely remodeled in 2015 by one of Mauis best luxury builders and architects, giving it a like new feel. It offers an inviting and warm ambience with striking ocean, neighbor island and sunset views. Electronic pocket doors open the great room to a beautiful pool with lounging area. The spacious floor plan of over 4,100 square feet includes five bedrooms, four on the ground level and a very private master suite on the second level with an adjacent home office. The quality of craftsmanship is obvious throughout. Designer furnishings, both on the interior and exterior, add to the overall appeal of this lovely Pineapple Hill home. Perfect for quiet enjoyment with family and friends or entertaining. Offered Turnkey. Kapalua Resort amenities include fabulous beaches, world renowned surfing spots, two world class golf courses, The Bay The Plantation, as well as tennis, hiking trails, luxury hotels and spa, fine dining restaurants and a resort shuttle.

506 Pacific Dr
LAHAINA        SOLD
Listing on 11/12/2020
Close on 12/16/2020
Listing Courtesy of
Hawaii Life (KAP)
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DOM 563

$3,450,000 2.9% Pineapple Hill

  • 3 BEDS
  • |
  • 2.5 BATHS
  • |
  • 4504 SQFT


Verde Pacifica - Nestled within the private gates of Pineapple Hill is Verde Pacifica, an architectural masterpiece of 6000 sq. ft. of indoor-outdoor living. Located in Kapalua Maui, known for its lushness and cool breezes, this grand estate overlooks an 180 degree view of Lanai, the sunset channel to the mountainous ridges of Molokai, the Cook Pine Ridge that Kapalua is famous for as well as golf course frontage on the Bay Course. This home is of the highest quality with design features rarely seen in Hawaii. The grand entrance door opens onto a lovely open-air atrium with towering palms and orchids. All rooms surround the atrium including an immense great room, master suite, guest suite, office/third bedroom, powder room and laundry room with an adjacent wine room. The great room is magnificent with 30 ft. hidden sliding glass doors overlooking the atrium, pool/spa, lanai and views of the Bay Course and ocean. Also included is a media area, bar, gourmet kitchen, dining and living space with 18 foot ceiling adorned with massive ohia trees. Kapalua stones made by local artisans are designed into the bar, kitchen bar, an elegant entrance table and two outdoor showers. This turnkey estate is furnished with Roche Bobois, Ralph Lauren, Maitland Smith, architectural marble wall hangings from the Greek island of Mykonos to name a few. Ohia tree columns from the Big Island of Hawaii create graceful porticos throughout the home. The heated freeform pool and spa incorporate an infinity edge and a waterfall. There are distinct differences in the areas of Maui and Kapalua is the queen of gentle breezes without the heat, dust, and fires of other areas. If you are looking for the best of the best, Verde Pacifica of Kapalua is a world class estate of true elegance.

112 Pulelehua St
LAHAINA        SOLD
Listing on 12/21/2019
Close on 07/06/2021
Listing Courtesy of
Hawaii Life (KAP)
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DOM 77

$3,300,000 4.5% Pineapple Hill

  • 3 BEDS
  • |
  • 3 BATHS
  • |
  • 2361 SQFT


Nestled in the prestigious enclave of Pineapple Hill overlooking the 5th fairway of the Kapalua Bay Golf Course, 712 Fairway Drive offers a luxurious retreat amidst Maui`s breathtaking natural beauty. This spacious single-level three-bedroom, two-bath plus two half-bath residence features ocean and interisland views throughout the home, seamlessly blending effortless comfort with the tranquil charm of the island lifestyle. An elegant entryway unfolds into the home with an open kitchen complete with granite countertops, wine storage, and stainless-steel appliances. The expansive dining and living room areas are situated well for entertaining, highlighted by hardwood, tile and recessed ceilings with ambient lighting adorning the home throughout. The primary ensuite bedroom is a sanctuary upon itself, offering an ample walk-in closet, grand bathroom, and direct access to a lanai with immense ocean views. The lanai hosts abundant space for outdoor dining with sweeping views of the golf course and the cobalt Pacific beyond. Set beautifully on just over a fifth of an acre of well-manicured and thoughtfully planned landscaping, 712 Fairway Drive is located at the end of the cul-de-sac adjacent to a green space planted with fruit trees furthering the privacy of the property. The Pineapple Hill community is an exclusive gated subdivision located in the Kapalua Resort and consists of 130 homesites across two phases. Residents enjoy access to a well-appointed clubhouse with kitchen and entertaining pavilion, a large pool, tennis and pickleball as well as complimentary shuttle service to stunning white sand beaches, a variety of dining and entertainment venues, world class golf, and all the additional amenities within the resort community. The resplendent magnificence of Kapalua and 712 Fairway Drive invite you to create your personal haven of luxury and island leisure.

712 Fairway Dr
LAHAINA        SOLD
Listing on 02/08/2024
Close on 04/25/2024
Listing Courtesy of
Island Sotheby`s International Realty(L)
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DOM 34

$3,100,000 1.6% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3136 SQFT


When choosing where to live look no further! The exclusive gated community of Pineapple Hill in Kapalua offers residents the following amenities: private pool and club house, two tennis and pickleball courts along with the special privileges afforded to those living in Kapalua. Choose 612 Silversword Drive. Pan Pacific Island style defines this beautifully furnished 3 bedroom, 3.5 bath luxury home. It features include an elegant primary bedroom and two guest suites with full baths. The fabulous great room, dining area and gourmet kitchen command scenic and sweeping views to entertain all. Twin Palms (612 Silversword Dr) is the place to be!

612 Silversword Dr
LAHAINA        SOLD
Listing on 06/01/2022
Close on 07/05/2022
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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DOM 143

$2,999,000 8.3% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3670 SQFT


This beautiful home features expansive ocean and island views. The owners have loved this location for its private setting and the tranquil gardens, which feature a large pool with a soothing waterfall. Since their purchase, the owners have lovingly renovated the home: the kitchen features new cabinetry and Caeserstone counters. The focal point of the living room is a modern Dimplex fireplace with remote control and a new bar that compliments the kitchen. Additional features include travertine floors on the ground level, and carpeting in all of the bedroom suites upstairs. The gated Pineapple Hill community is popular and sought after for its central location in the Kapalua Resort, and amenities, which include an owners pavilion, pool, and tennis courts. Sale to be As Is.

324 Cook Pine Dr
LAHAINA        SOLD
Listing on 09/10/2021
Close on 01/31/2022
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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DOM 91

$2,995,000 6.5% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 4574 SQFT


Extraordinarily unique home behind the gates at exclusive Pineapple Hill at Kapalua. Awesome quality construction with limestone flooring and beautiful teak cabinetry. You`ll enjoy the quiet seclusion plus great views. Beautiful water features and yours to enjoy including cascading hot tub flowing into an infinity pool! This is a modified Plan 6 at Pineapple Hill Phase 1 with a huge family room open to the kitchen on the main level together with 2 en suite bedrooms. Huge pocket doors in the family room open up the expansive lanai to incorporate the ultimate in indoor/outdoor living! The Kapalua Resort offers you 2 world class 5 star hotels, the Ritz Carlton Kapalua and the Montage Kapalua Bay. For your dining pleasure, relax and enjoy the great cuisines at Merrimans`s Kapalua, Sansei, Banyon Tree at the Ritz Carlton Kapalua, Cane Canoe at the Montage, Taverna and the Plantation House Restaurant. Fun Kapalua Club memberships are available for Kapalua property owners which will entitle members to discounted rates at the Plantation Course, site of he annual PGA Tour Sentry Tournament of Champions with only PGS Tour winners from previous year qualified to play and the Bay Course, previous site of PGA and LPGA Tournaments. There are also numerous other Kapalua Club events throughout the year to enable you to meet and enjoy your fellow Kapalua property owners.

1008 Sunset Dr
LAHAINA        SOLD
Listing on 05/15/2020
Close on 08/14/2020
Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 182

$2,950,000 8.5% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3598 SQFT


Very private 3 bedroom, 3 1/2 bath home in a tropical setting behind the gates at Pineapple Hill, the Kapalua Resort`s premier single family home development. Mexican paver floors enhance the feeling of of casual elegance that awaits the fortunate buyer. Being offered fully furnished. Home is in immaculate condition and ready for immediate occupancy. Outstanding views of Lanai, Molokai, and sunsets all year round. Located on the 6th tee of the championship Kapalua Bay Course, site of previous PGA and LPGA tournaments. Amenities at Pineapple Hill include private recreational pavilion for homeowners, oversized pool, two tennis courts, private roads, gated entry. Enjoy all that the Kapalua Resort has to offer including free shuttle service within the resort, 5 star Ritz Carlton Kapalua, 5 star Montage Kapalua Bay, championship golf at the Bay Course and The Plantation Course, site of the annual PGA Sentry Tournament of Champions.

1214 Summer Rd
LAHAINA        SOLD
Listing on 07/27/2020
Close on 01/25/2021
Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 141

$2,850,000 10.5% Pineapple Hill

  • 4 BEDS
  • |
  • 4.5 BATHS
  • |
  • 4105 SQFT


EXTRAORDINARY. MAUI. DEDICATED TO THE EXTRAORDINARY, THE EXCEPTIONAL, AND THE UNIQUE. This quality-built home exudes pride of ownership and attention to detail not seen in many homes. 508 Pacific boasts great views and is reminiscent of a formal lodge. The owners chose one of Pineapple Hills floor plans and modified it within the subdivision guidelines to create a unique floor plan that beautifully blends indoor and outdoor living spaces. Relax casually by the pool or view platform or entertain your guests in a formal dining room with window walls that open up to a beautiful koi pond. The main floor also features a den, great room, guest quarters and baths. The spacious upstairs master retreat features a balcony and the extra bedroom is handy as a nursery or guest suite.

508 Pacific Dr
LAHAINA        SOLD
Listing on 10/08/2020
Close on 02/26/2021
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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DOM 22

$2,825,000 4.4% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3238 SQFT


Situated on the 5th fairway of the Kapalua Bay Course, this beautifully appointed home offers stunning golf course, ocean and outer island views. The first floor features a spacious living area, primary bedroom suite, and study. Upstairs, youll find two additional guest suites and a game room. Designed with Nana Wall doors, the living room, dining room, and primary bedroom suite open up to a gracious lanai, the pool and spa, surrounded by tropical gardens. Located in the gated Pineapple Hill community, owners enjoy access to a community pool, tennis and pickleball courts. The Kapalua Resort is home to some of Mauis most iconic beaches and is known for its golf, tennis, fine dining, hiking, and more.

708 Fairway Dr
LAHAINA        SOLD
Listing on 12/14/2020
Close on 01/05/2021
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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DOM 87

$2,698,000 1.9% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3666 SQFT


Ocean, islands, resort and golf fairway views await you at 710 Fairway Drive! YOUR Time Is Now! Located on the front-row of Kapalua Bay Course`s fairway (5th hole), this 2-level estate offers 3-bedrooms and 3.5-bathrooms spread spaciously across 3,666 square feet of living on a 8,776 square foot parcel. Pineapple Hill is an exclusive gated community located in Kapalua, MAUI. The community includes a community club house, swimming pool, tennis courts site manager office.

710 Fairway Dr
LAHAINA        SOLD
Listing on 03/22/2021
Close on 06/17/2021
Listing Courtesy of
Hawaii Life (KAP)
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DOM 180

$2,675,000 8.4% Pineapple Hill

  • 4 BEDS
  • |
  • 4.5 BATHS
  • |
  • 3444 SQFT


Golf course fronting residence in excellent condition with 4 bedrooms and 4.5 bathrooms located along Kapaluas Bay Course with beautiful views onto the course as well as of the ocean. Master bedroom suite and two guest suites are located on the lower level and a spacious fourth suite is located on the upper level. The pool, spa and BBQ area have been upgraded with new stone throughout. A perfect home for entertaining family and friends. Pineapple Hill is a gated community within Kapalua Resort. It has a Resident Manager, a Pavilion with a fabulous pool, entertainment area, catering kitchen, barbecues and tennis courts. All are available for the enjoyment of Pineapple Hill owners. Kapalua Resort amenities include fabulous beaches, world renowned surfing spots, two world class golf courses, The Bay The Plantation, as well as tennis, hiking trails, luxury hotels and spa, fine dining restaurants and a resort shuttle.

706 Fairway Dr
LAHAINA        SOLD
Listing on 09/01/2019
Close on 02/28/2020
Listing Courtesy of
Hawaii Life (KAP)
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DOM 211

$2,650,000 7.7% Pineapple Hill

  • 4 BEDS
  • |
  • 3 BATHS
  • |
  • 4050 SQFT


Pineapple Hill at The Kapalua Resort ~ Gated for your Privacy!! Large Corner lot with Fabulous Views. Watch the glorious sunsets over the Outer Islands of Lanai and Molokai. In addition this property has a one of a kind additional view toward the Mountains affording a majestic Sunrise View. Enjoy a lifestyle of casual elegance at this prestigious home which was completed in 2002. Kapalua boasts two Championship Golf Courses and Ten Tennis Courts in a Garden Setting. In addition The Kapalua Resort is Home to The Ritz Carlton Hotel and Residences; The Montage Hotel and Residences, and a number of exclusive as well as casual restaurants. Pineapple Hill amenities include Two private tennis courts on-site for owners use and a common area pool complete with showers, Restrooms and Party/Meeting Area for Owners` enjoyment. Large Master Bedroom Suite on Second Floor. Come checkout the expansive covered and uncovered lanai/patio areas. Two Office areas are part of loft style second floor enhanced by separate creative zones. NOTE: PV SYSTEM ON PROPERTY IS LEASED.

218 Crestview Rd
LAHAINA        SOLD
Listing on 04/16/2020
Close on 11/13/2020
Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 130

$2,600,000 2.9% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3812 SQFT


Magnificent location at the top of the exclusive Pineapple Hill development with all year round sunset, ocean, Lanai, and Molokai views. Come enjoy all that this friendly, gated community has to offer including a large community pool and pavilion, 2 tennis courts, and a resident manager on premises. Master bedroom with ocean views conveniently located on the ground floor for easy access with two large guest bedrooms upstairs. All bedrooms are en suite. Home needs some TLC but the views are outrageous. You can always change the interior but cannot change your views.

102 Woodrose Pl
LAHAINA        SOLD
Listing on 03/26/2021
Close on 08/03/2021
Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 54

$2,500,000 1.6% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3626 SQFT


Sold Prior to Listing

310 Cook Pine Dr
LAHAINA        SOLD
Listing on 02/28/2021
Close on 04/23/2021
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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DOM 172

$2,495,000 4% Pineapple Hill

  • 3 BEDS
  • |
  • 3 BATHS
  • |
  • 2877 SQFT


This gracious home in Kapaluas Pineapple Hill enclave features stunning ocean and outer island views. Beautifully appointed, the main level features a chefs kitchen, a spacious ocean view bedroom suite, great room, and den. Also, on the ground floor is a second bedroom and bath which opens to the tropically landscaped grounds and a soothing fountain. Upstairs is a third bedroom suite with incredible views. The spacious lanai is perfect for dining al fresco and taking in Mauis spectacular sunsets. The home has recently been remodeled with beautiful Italian Pavio stone flooring, cherry hardwood floors, custom cabinets granite and quartz counter tops. Neighborhood amenities in this gated community include a clubhouse, swimming pool and tennis courts, all close by at the end of Pacific Drive. The Kapalua Resort is loved for its incredible beaches, walking and hiking trails, golf, tennis and award winning restaurants.

504 Pacific Dr
LAHAINA        SOLD
Listing on 11/20/2020
Close on 05/11/2021
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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DOM 288

$2,330,000 11.5% Pineapple Hill

  • 3 BEDS
  • |
  • 4 BATHS
  • |
  • 3560 SQFT


Offered Turnkey, 114 Woodrose Place is located at the very end of a cul de sac with its own gate offering the ultimate in privacy in Kapaluas Pineapple Hill. This 3 Bedrooms, 3-Full Baths and 2-Half Baths custom designed residence is situated on one of Phase Is largest lots over 15,000 square feet. Architect Rick Ryniak and Dixon Homes created this elegant estate which boasts panoramic ocean, island and sunset views. Superb quality and craftsmanship is evidenced throughout. The great room features very high ceilings with pocket doors and, due to its location, large windows bringing the outside in and a bright airy feeling of true Hawaiian ambiance all around the house. The gracious floor plan features expansive rooms including a beautiful dining room, open gourmet kitchen, a grand master suite, two additional guest suites, a separate media room and office loft. Stone is utilized extensively both on the floors as well as countertops. Fabulous exterior lanais with amazing lawns and landscaping complete the setting. Located just a few minutes from Maui Prep Academy which opened in 2005. Kapalua Resort offers amenities including two renowned golf courses: The Bay Course and The Plantation Course, tennis facilities, resort-wide shuttle, fine dining and access to several of the best beaches on the island Kapalua Bay, Fleming Beach, and Oneloa Bay.

114 Woodrose Pl
LAHAINA        SOLD
Listing on 05/13/2020
Close on 02/25/2021
Listing Courtesy of
Hawaii Life (KAP)
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DOM 206

$2,150,000 6% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3786 SQFT


Pictures don`t do justice to the panoramic ocean, outer island and mountain views from this spacious 3 bedroom, 3 1/2 bath home at the end of a cul de sac with a generous sized lot within the prestigious gated community of Pineapple Hill in Kapalua. Mature landscaping surround this well maintained home located at end of a cul de sac allowing for maximum privacy. Expansive outdoor living areas with a large pool deck and private lanai off of the master bedroom, great for whale watching, sunsets and sipping your favorite evening beverage. A sought after floor plan with all bedrooms located on the ground floor. Light and airy with vaulted ceilings in the living room, a formal dinning area with large windows,and a separate office area that could be utilized for an additional bedroom. A large kitchen with Island and breakfast nook and plenty of storage. The upstairs ocean view loft is currently a family and game room but would also be perfect for an additional bedroom if needed. Plantation shutters throughout the home and photo-voltaic has been installed. The master bath has been upgraded and has access to a serene private lanai area. All bathrooms and powder room have been updated as well. Enjoy the amenities of Pineapple Hill Estates including community swimming pool,tennis courts, on site office and owners pavilion. Pineapple Hill is within walking distance to Kapalua Resorts world class beaches, golf courses, tennis, restaurants, hiking trails, Montage Spa and more.

408 Monarch Pl
LAHAINA        SOLD
Listing on 06/11/2019
Close on 01/03/2020
Listing Courtesy of
Keller Williams Realty Maui-L
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DOM 132

$2,079,000 3.8% Pineapple Hill

  • 4 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3315 SQFT


PRICED TO SELL! This 4 bedroom, 3.5 bath Pineapple Hill home located at 104 Woodrose Place on a quiet cul-de-sac on the beautiful island of Maui within the desirable gated Kapalua subdivision of Pineapple Hill. Upon entering this spacious 3,315 sq. ft. single family home, you won`t be able to take your eyes off the mesmerizing, panoramic views spanning the Pacific Ocean and the islands of Lana`i and Moloka`i. Enjoy the most magnificent nightly sunsets and Humpback whale watching in season. Custom cedar vaulted ceilings, hand cut Italian marble, Australian eucalyptus gum wood floors and Venetian glass chandelier are just a few of the fine features of this tastefully furnished home. An inspiring original large sized T. Morgan sculpture of a mother Humpback whale and her calf adorn the upper living room wall. As one of the most popular floor plans, this favorably priced home features four bedrooms, three and a half baths with all four bedrooms on one level and a two step variation down to the living room and kitchen. There is the added bonus of an upstairs loft with many use options. Currently set up as an office/sitting area to enjoy the ocean views from the heightened dormer windows. The Master bedroom also captures breathtaking Pacific Ocean views offering privacy from other bedrooms with no shared walls. As the second owners of this home, remodeling improvements were made to the living room entertainment area and guest bathrooms. Another exceptional improvement is the updated expansion extension to the large patio/lanai deck to relax and enjoy nightly sunsets. A light and bright kitchen features white cabinetry, Subzero refrigerator, Wolf gas cooktop and Wolf double ovens. Just steps away from the kitchen is a comfortable outdoor barbeque station with granite countertop and stainless steel gas grill. Solidly constructed this home was updated and owns the Photo Voltaic system offering efficient, low cost electric bills. The Air Conditioning system was newly updated this past fall to the federally mandated 410A Puron system with installation of two five ton condensing units. A two car garage with additional storage to house all of your golf, beach and sports gear to enhance your Maui lifestyle. If you are looking for a home within the Kapalua resort, this beautiful home should be at the top of your list and can be shown on short notice.

104 Woodrose Pl
LAHAINA        SOLD
Listing on 07/03/2020
Close on 11/12/2020
Listing Courtesy of
Hawaii Life (KAP)
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DOM 349

$1,799,000 11.1% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3664 SQFT


LOCATION. LOCATION. LOCATION. 608 Silversword Dr is perfectly situated within the exclusive, gated community of Pineapple Hill at The Kapalua Resort, and features sweeping, 180 degree unobstructed ocean views. These views are highlighted from large windows throughout the house, two lanais connected to the upstairs bedrooms and Master, along with a spacious pool deck sprawling from one side of the property to the other. The home features 3 bedrooms, including a spacious Master, and 3.5 baths with 3,400+ SF of interior living space. Amenities of the home are a beautiful, grand spiral staircase in the foyer, oversized kitchen, and even a sauna. Pineapple Hill features a wonderful recreation area with an Olympic sized swimming pool, two tennis courts, and a beautiful clubhouse space for owners to use or gather in. The Kapalua Resort is home to first PGA Tour event of the year, The Sentry Tournament of Champions, hosted at the esteemed Plantation Course. The resort is also home to The Kapalua Tennis Gardens with ten tennis courts. Owners currently have reduced rates at both golf and tennis. Please contact your favorite Realtor TODAY for a private showing.

608 Silversword Dr
LAHAINA        SOLD
Listing on 09/10/2019
Close on 08/24/2020
Listing Courtesy of
Keller Williams Realty Maui-Ki
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Property# Price Bed/Bath SQFT DOM Sold Date Status