Pineapple Hill in Lahaina

1204 Summer Rd Lahaina HI 96761

DOM 111

$7,900,000 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        ACTIVE

Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 87

$2,999,000 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        PENDING - CONT. TO SHOW

Listing Courtesy of
Island Sotheby`s Int`l Rlty(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
Close on 03/31/2021
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
Close on 07/28/2021
Listing Courtesy of
Compass
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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
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
Close on 04/09/2021
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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DOM 218

$3,520,000 11.9% Pineapple Hill

  • 4 BEDS
  • |
  • 4.5 BATHS
  • |
  • 3812 SQFT


Lot 99 at Pineapple Hill at The Kapalua Resort. Located at the Pinnacle of The Pineapple Hill Homes with some of the most impressive views you will ever see. This home boasts a one story floor plan, plus a loft. The Large Master Bedroom Suite has a spectacular Bathroom with Linen Cabinets and Storage including a well designed Walk-In-Closet. Massive Views from almost every room in the home. Four Bedrooms/Four One-Half Baths (Bedroom Four is a Loft Bedroom with sliding Doors to afford total privacy). There is an additional room(currently utilized as an office) that could be used as a fifth Bedroom for overflow should that day arise when all company comes at once. Home is offered fully furnished. All Kapalua Resort Amenities at your disposal. Pineapple Hill Amenities include a Large Association Swimming Pool, Fabulous Club House and Two Private Tennis Courts for Owners use.

100 Woodrose Pl
LAHAINA        SOLD
Close on 06/27/2019
Listing Courtesy of
Sakamoto Properties Limited
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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
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
Close on 07/06/2021
Listing Courtesy of
Hawaii Life (KAP)
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DOM 81

$3,395,000 5.7% Pineapple Hill

  • 4 BEDS
  • |
  • 4.5 BATHS
  • |
  • 3750 SQFT


Premier residence designed by Jeffrey Long of Oahu and constructed by luxury builder, Web Development, located in Pineapple Hill Phase I. It offers phenomenal ocean, sunset and neighbor island views. Built with the highest quality materials this open floor plan incorporates chic modern details including grand ceilings, pocket doors, retractable windows opening directly out to the pool and relaxing spa, exotic African woods and is in impeccable like-new condition. Offered turnkey. 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. Other Kapalua Resort amenities include the Bay Course, Plantation Course, excellent restaurants and the resort shuttle.

328 Cook Pine Dr
LAHAINA        SOLD
Close on 08/23/2019
Listing Courtesy of
Hawaii Life (KAP)
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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
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
Close on 01/25/2021
Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 231

$2,950,000 9.2% Pineapple Hill

  • 3 BEDS
  • |
  • 4 BATHS
  • |
  • 4723 SQFT


ESTATE SALE: Located in the gated Pineapple Hill community, on almost a half acre of land this single level, fully furnished, custom built 3-bedroom, 4-bathroom Kapalua retreat overlooks the emerald fairways of Kapaluas picturesque Bay Course. Embellished with the finest hardwoods, stonework, glass and finishes; nearly 7,000 sq ft under roof of architectural charm. Featuring a gated courtyard and entry foyer to a great room with 20+ foot ceilings and oversized sliding glass pocket doors. The overstuffed sofas look out to the spacious covered deck and pool area, with stunning water features and water fall. The central kitchen allows you to entertain casually in the sun-room; or more formally in the great room or use the rooms in tandem for large gatherings. A master chefs kitchen, designed for entertaining. The formal dining room with plenty of seating also connects to the family room and entertainment area. The bedrooms are luxuriously appointed private suites boasting golf course and ocean views. The thoughtful floor plan provides three distinct guest suites maximizing privacy while allowing all guests to share in the excess of common amenities. Enter into a private, secure driveway with a large 3-car garage including additional storage and workout area. All the neighboring amenities Kapalua has to offer with fine dining and white sand beaches in walking distance. Pineapple Hill offers a clubhouse for homeowners with tennis courts, large pool and cabana.

120 Pulelehua Pl
LAHAINA        SOLD
Close on 09/25/2018
Listing Courtesy of
Berkshire Hathaway Maui Prop-L
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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
Close on 02/26/2021
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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DOM 683

$2,850,000 20.2% Pineapple Hill

  • 4 BEDS
  • |
  • 4.5 BATHS
  • |
  • 3704 SQFT


Located in the prestigious Pineapple Hill subdivision. This truly unique residence has it all. The open floor plan boasts 3,704 sq. ft. of living area with 4 bedrooms and 4.5 bathrooms. Fully retractable windows separating the octagonal Dining Room from the private heated swimming pool spa. The elegant front pocket sliders disappear to allow for maximum enjoyment of the lush tropical environment and unsurpassed ocean views. Exotic woods such as Mutenye and African Mahogany combine beautifully with the natural feel of travertine to create an elegant island environment. One of Maui's best opportunities!

514 Pacific Dr
LAHAINA        SOLD
Close on 06/26/2015
Listing Courtesy of
Platinum Properties Hawaii,LLC
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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
Close on 01/05/2021
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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DOM 90

$2,750,000 5.5% Pineapple Hill

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


Expertly constructed contemporary residence in Pineapple Hill Estates, Kapalua with almost 6,000 sq.ft under roof perched on almost 1/2 acre overlooking lush vistas of Napili, Mauna Kahalawai, unobstructed ocean, sunset, Molokai and Lanai island views. Single level living affords comfort and bliss for intimate groups in a serene and private setting. Feel the quintessential awe moment right as you enter the the front door- your eyes are drawn outward through the great room and the large slider doors to the pool, spa and the impressive panoramic views. An expansive floor plan that transitions nicely from the open kitchen to the dining area and into the great room. The master suite is set apart from the rest of the rooms in its own wing with two lanais, one private, and one opening up to the pool and outdoor shower, both with stunning ocean views. On the opposite wing of the home, each guest suite has a private lanai and expansive ocean and mountain views. Soffitt ceilings and mahogany crown molding in all suites and the great room. The sliding doors and large windows invite the crisp and comfortable breezes, natural light and stunning outdoor setting into the home. Envision stainless thermadore appliances, rough cut travertine, exotic hardwoods, granite and custom touches inside and out. At 223 Crestview, this fully furnished executive home awaits you.

233 Crestview Rd
LAHAINA        SOLD
Close on 12/15/2016
Listing Courtesy of
Hawaii Life (W)
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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
Close on 06/17/2021
Listing Courtesy of
Hawaii Life (KAP)
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DOM 485

$2,695,000 18.6% Pineapple Hill

  • 4 BEDS
  • |
  • 4.5 BATHS
  • |
  • 4158 SQFT


PRESTIGE in Pineapple Hill Estates. Offering a beautifully maintained five bedroom residence with four bedrooms including a guest suite above the garage currently set-up as a home gym. Sweeping panoramic views to neighbor islands of Lana'i Moloka'i. This 4158 sq. ft. home has 4 spacious bedrooms, 4.5 bathrooms with over-sized master bedroom on the top floor and a gym with treadmill, eliptical trainer, weights and sauna. 108 Woodrose sits high atop the hill overlooking Kapalua and its beauty! A huge private deck surrounds heated salt water pool and spa complete with gas grill for BBQ's and entertaining. Deluxe gourmet island kitchen with stainless steel appliances, luxurious granite counters and custom cabinetry. Remodeled in 2009 including all new furniture. Offered furnished and Turn-key. Very spacious open floor plan perfect for entertaining. Easy to show. Amazing Value!

108 Woodrose Pl
LAHAINA        SOLD
Close on 05/02/2016
Listing Courtesy of
Quam Properties Hawaii Inc
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DOM 371

$2,680,000 14.2% Pineapple Hill

  • 3 BEDS
  • |
  • 4 BATHS
  • |
  • 4118 SQFT


A meticulously built cared for Gem of a Property that boasts vast, panoramic ocean island views. Perched above the West Maui coastline at the highest viewpoint of Kapaluas Pineapple Hill, this 4,100 sq ft home features impressive interior design, thoughtful layout and the finest quality constructed materials. The floor plan encompasses three spacious bedrooms, three luxurious ensuite bathrooms, plus two half baths and a sleek stylish kitchen that flows to the dining room and oceanview teppanyaki station. Enjoy a gated neighborhood entry, lush tropical landscaped grounds, two car garage pool. Amenities include an owners recreation area and club house with oversized pool and tennis courts.Elegance, Privacy, Sophistication Entertainment combine. Furnishings available for sale.

200 Crestview Rd
LAHAINA        SOLD
Close on 05/20/2019
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
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
Close on 11/13/2020
Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 190

$2,650,000 9.4% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3608 SQFT


Awesome views from this very well maintained and decorated Pineapple Hill home. Many upgrades including an elevator, pool and beautiful landscaping. Sunsets all year round, Outstanding views of Lanai and Molokai. Come enjoy all that Pineapple Hill has to offer you. Community pool, recreation center pavilion, private tennis courts. The Kapalua Resort has 2 first class golf courses, the Plantation Course and the Bay Course. Five star hotels with The Montage at Kapalua Bay and the Ritz Carlton Kapalua enhance the total resort experience .

610 Silversword Dr
LAHAINA        SOLD
Close on 06/30/2017
Listing Courtesy of
Sakamoto Properties Limited
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DOM 141

$2,625,000 2.9% Pineapple Hill

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


Live in modern Hawaiian elegance on the Kapalua Bay Course, fronting the 5th fairway, and bask in the exquisite ocean views from this upgraded, turn-key home. Warm and inviting, 708 Fairway features an ideal layout with a spacious living area, master suite, and study on the first floor, and two additional guest suites and a game room on the upper level. Nana doors open up to the pool, spa, and outdoor dining. Located in the gated Pineapple Hill community, here you will enjoy access to all Kapalua Maui has to offer tennis, golf, swimming, ocean activities, beaches, fine dining, hiking, and more.

708 Fairway Dr
LAHAINA        SOLD
Close on 11/13/2019
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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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
Close on 08/03/2021
Listing Courtesy of
Coldwell Banker Island Prop-KP
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DOM 416

$2,500,000 12% Pineapple Hill

  • 4 BEDS
  • |
  • 3.5 BATHS
  • |
  • 4723 SQFT


Island Living Kapalua Style 330 Cook Pine Drive was built with the intention of creating a home that would afford the owners a perfect Lifestyle of Casual Hawaiian Elegance. The land is twice the size of most lots in the Pineapple Hill Subdivision. The pool and gazebo set to one side of the property allowing an amazing comfort level that can easily include two or three generations of family simultaneously enjoying all that our Hawaiian Lifestyle has to offer. HUGE VIEW affords the owners with Spectacular Sunsets and Outer Island Views. Attached is an Art/Project or Office 'Studio' adding a simple place to be utilized at your Pleasure. This 4,723 Sq. Ft. home has 4 Bedrooms, Media room, Art Studio, Office Loft, 3 full and 2 half bathrooms. A Definite must-see at this amazing price. Easy to show

330 Cook Pine Dr
LAHAINA        SOLD
Close on 02/05/2016
Listing Courtesy of
Sakamoto Properties Limited
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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
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
Close on 05/11/2021
Listing Courtesy of
Island Sotheby`s Int`l Rlty(L)
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DOM 273

$2,495,000 5.8% Pineapple Hill

  • 3 BEDS
  • |
  • 4 BATHS
  • |
  • 3312 SQFT


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 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 large windows bringing the outside in and a bright airy feeling of true Hawaiian ambiance. 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. Offered turn-key. Located just a few minutes from Maui Prep Academy opened in 2005. Seller is willing to accept a well located, prime condominium located in Kapalua or at The Masters in Kaanapali Hillside in exchange plus cash. 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
Close on 04/29/2016
Listing Courtesy of
Hawaii Life (KAP)
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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
Close on 02/25/2021
Listing Courtesy of
Hawaii Life (KAP)
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DOM 309

$2,298,000 5.4% Pineapple Hill

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


Stunning beauty of a home! Sparkling ocean views! Completely remodeled and exquisitely redone with the utmost of tropical ambiance and class. Private gate guarded community, walk to everything! Enjoy brilliant multi-hued Sunsets and intriguing island views, the spectacular azure blue tropical ocean waters,the leaping and frolicking of whales, the peaceful green of golf course and verdant hillsides, and be mesmerized by shimmering moonlight dancing like diamonds on the waters at night. Enter into perfection by design, featuring travertine flooring, with marble accents,and expansive, free-flowing indoor/oudoor living area with easy glide pocket doors to feel the tropical delight year round. Gourmet kitchen offers Chef`s quality Viking Appliances - 6 burner Viking Range with Griddle,two ovens,Refrigerator,microwave and wine chiller, and all the counter space that any Chef would cherish. Lovely Bamboo Cabinetry, with Center Island for all your cooking and entertaining desires. Bathrooms superbly remodeled and designed with the utmost of flair and panache, top of the line quality materials. Exquisite master suite and bath, with phenomenal remodel Your home is ready for immediate move in, as it is generously offered fully furnished and decored, turnkey.Sparkling new pool and delicately gentle waterfall. Enjoy all the benefits of Kapalua lifestyle, steps from community pool and tennis courts, World famous,world class golf, Honolua Bay for surfing and snorkeling, sparkling white sandy beaches galore, boogie boarding, hiking trails, Ziplines, and the opportunity to be part of the fabulous Spa Montage and state of the art workout. This is the one for you!

516 Pacific Dr
LAHAINA        SOLD
Close on 09/20/2019
Listing Courtesy of
Coldwell Banker Island Prop(S)
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DOM 259

$2,290,000 10.5% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3452 SQFT


Immaculate Pineapple Hill home in this gated community at the Kapalua Resort. Pineapple Hill is the ultimate in luxurious resort living. This is a corner lot with year-round sunset views overlooking Molokai Lanai and the Kapalua Bay Course. Close to Pineapple Hill Restaurant, golf, Kapalua Bay beach, Tennis Garden and Resort shuttle. There is an on-site resident manager, security and privacy. The community enjoys its own tennis courts, clubhouse and pool. Pineapple Hill is located within 10 miles north of Lahaina town. The Resort features coastal trails, arboretum trail, Mahana Ridge trail, and a fabulous village course hike on our 23,000 acres. This home lives on one level, open and light, with a fabulous pool and gorgeous landscaping!

800 Jacaranda Way
LAHAINA        SOLD
Close on 08/25/2017
Listing Courtesy of
Kapalua Realty Co Ltd
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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
Close on 01/03/2020
Listing Courtesy of
Keller Williams Realty Maui-L
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DOM 116

$2,100,000 14.3% Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3321 SQFT


Fantastic Bay Golf Course frontage location with expansive ocean, Lanai, and Molokai views! Watch the sunsets all year round! One of the largest lots in Phase 1 of Pineapple Hill with over 16,000 square feet of land! Come enjoy the casually elegant lifestyle that is the lifestyle at Pineapple Hill. On site resident manager, tennis court, party pavilion available for owners, community pool, and immaculately landscaped common areas are just some of the pluses. Home needs TLC. Perfect for the buyer with foresight for this awesome location!

1200 Summer Rd
LAHAINA        SOLD
Close on 08/05/2019
Listing Courtesy of
Sakamoto Properties Limited
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DOM 249

$2,100,000 6.2% Pineapple Hill

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


Escape to Pineapple Hill-Kapalua! Sunset views over the blue Pacific enhance this 3 bedroom beauty. Enjoy the lifestyle resort living with 2 golf courses, tennis, hiking trails, beaches, surfing, paddle boarding, snorkeling or just relaxing by the pool. Pineapple Hill is the place to be. No hurry, no worry.

512 Pacific Dr
LAHAINA        SOLD
Close on 08/21/2018
Listing Courtesy of
Island Sotheby's Int'l Rlty(L)
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DOM 303

$2,099,000 NO CHANGE Pineapple Hill

  • 4 BEDS
  • |
  • 4.5 BATHS
  • |
  • 4088 SQFT


Located in the Kapalua Resort, one of the most exclusive gated communities in all of Maui-Pineapple Hill. This two-story, 4088 sq ft peaceful, elegant home boasts unrivaled privacy. Situated at the end of a cul-de-sac nestled amongst the Cook Pines featuring amazing sunsets. Four en-suite bedrooms with an additional guest bath featuring two master bedrooms facing the Pacific Ocean. Spectacular ocean views and the Islands of Molokai and Lanai. The private pool has two cascading waterfalls. Included in Pineapple Hill dues are; guest use of a convenient Shuttle Service within the 23,000-acre Kapalua Resort, Clubhouse privileges to entertain with an oversized lap pool, Kapalua Security and two tennis courts. Fine dining is close by at Merrimanss and the Plantation Restaurant. Maui Preparatory Academy grades 1-12 is 5 minutes away. The Kapalua Resort has a world class spa, ten tennis courts and two championship golf courses.

338 Cook Pine Dr
LAHAINA        SOLD
Close on 06/25/2015
Listing Courtesy of
Coldwell Banker Island Prop(L)
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DOM 134

$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
Close on 11/12/2020
Listing Courtesy of
Hawaii Life (KAP)
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DOM 180

$1,998,000 0.2% Pineapple Hill

  • 4 BEDS
  • |
  • 4.5 BATHS
  • |
  • 3704 SQFT


Front Row Pineapple Hill year round sunsets. Amazing island and sunset views overlooking beautiful Kapalua Bay Course. No rooftops from this special, private location. Gated community with resident manager. This quality built home is beautifully maintained. Large living room with wet bar, gourmet kitchen, marble flooring, solid wood shutters. Three bedroom suites all on the ocean view side of the home. Ground floor fourth bedroom/office located by the kitchen. Gorgeous pool and great lawn area. Pineapple Hill has a community club house, pool, BBQ and two tennis courts. Kapalua shuttle for resort transportation.

1204 Summer Rd
LAHAINA        SOLD
Close on 06/17/2019
Listing Courtesy of
Kapalua Realty Co Ltd
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DOM 298

$1,998,000 7.4% Pineapple Hill

  • 3 BEDS
  • |
  • 3 BATHS
  • |
  • 2794 SQFT


If YOU have been craving your intimate and peaceful slice of Paradise, YOUR Time Is Now! Nestled on a cul de sac of a quiet and exclusive neighborhood within the gated community known as Pineapple Hill exists YOUR home at 406 Monarch Place. Offering 3-bedrooms and 3-bathrooms, this meticulously maintained home offers a spacious 2,794 square feet of single-level living on a 12,283 square foot parcel. Enjoy ocean, islands and Kapalua coastline views every single moment from this home. Originally built in 1998, the home has consistently been renovated throughout recent years. A 2011 installation of a photovoltaic system (OWNED NOT LEASED) contributes to low monthly expenses. A modern yet classic decor was achieved with new kitchen bathroom cabinet doors, hardware and self-closing mechanisms. The newly installed air conditioning compressors in 2016 makes usage efficient and simple. Kenmore washer and dryer, Kitchen-Aid refrigerator and Kamado and Weber grills are examples of the top-of-the-line brand appliances. Installed in 2015, motorized retractable screens appear at the touch of a button and they are perfect for shade from the sun, climate control and additional privacy. The luscious and tropical landscaping creates a cozy and relaxing environment as YOU enjoy pool and spa time with family, friends or in solitude! Pineapple Hill is an exclusive gated community located in Kapalua, MAUI. The community includes a community club house, swimming pool, tennis courts and a site HOA management office. The home is sold furnished with EXCEPTIONS. A list of exclusions, monthly expenses and a feature sheet is available upon request. YOUR Time Is Now.

406 Monarch Pl
LAHAINA        SOLD
Close on 08/02/2019
Listing Courtesy of
Hawaii Life (KAP)
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DOM 62

$1,985,000 NO CHANGE Pineapple Hill

  • 3 BEDS
  • |
  • 3.5 BATHS
  • |
  • 3646 SQFT


Welcome to the World Class KAPALUA RESORT. Make your dreams come true in exclusive Pineapple Hill Kapalua! One of the many highlights of this home is its upper-hill location where you can enjoy unbeatable ocean views from ALL three Bed Rooms, Kitchen, Living and Dining room. High ceiling and open floor concept lead you to luxury outdoor living where you can enjoy Pool, Jacuzzi and outdoor dining in covered patio. Living room is the perfect space for entertaining. Bright Dining room invites you with gorgeous ocean view. Large Kitchen is ready for a gourmet chef. Extensive use of marble floors in Entryway, Kitchen and Bathrooms. Well maintained neutral color carpet throughout rooms. Stairway takes you upstairs to 3 Bedrooms. Imagine waking up to incredible ocean views from your window! This gated community offers Club House with Pool, Tennis Courts and Party Pavilion. It's priced to go fast. Give it your personal touch and make it yours today!

616 Silversword Dr
LAHAINA        SOLD
Close on 07/31/2015
Listing Courtesy of
Ihu Properties LLC
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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
Close on 08/24/2020
Listing Courtesy of
Keller Williams Realty Maui-Ki
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= property sold above asking price
= property sold below asking price
NO CHANGE = property sold at asking price

Property# Price Bed/Bath SQFT DOM Sold Date Status
Execution time: 4.7574