Pineapple Hill Kapalua

Pineapple Hill Homes For Sale

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Located on a private cul-de-sac on a secluded double-lot in Pineapple Hill's premier location is Emerald Point, the jewel of Kapalua. This approx. 7,800 air-conditioned square foot estate with 1,336 exterior covered living square feet was totally renovated in 2005 and is in fanatically good condition. This fully furnished retreat of unparalleled quality and craftmanship is for the most discriminating buyer. In addition to the 6 bedrooms, is a game room with pool table, a private office and a spacious media room. The ocean views and location on the picturesque par 3, 6th hole of the award-winning Bay Course are stunning. Kapalua Club Memberships are available for this property and include discounted rates and enhanced privileges at the many world-class Kapalua amenities including the Plantation Course, home of the PGA-Tour season-opening Tournament of Champions, the Beach Club on Kapalua Bay and the award-winning new Spa Montage.

Pineapple Hill at Kapalua 1216 Summer Rd 43, Kapalua

$8,995,000 - 6 Beds, 6.50 Baths, 7,784 Sf

MLS® # 385083

Fee Simple
Keller Williams Realty Maui-L

Active

Pineapple Hill 314 Cook Pine Dr, Kapalua

$7,900,000 - 5 Beds, 5.50 Baths, 7,229 Sf

MLS® # 387278

Fee Simple
Coldwell Banker Island Prop-KP

Active

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!

Pineapple Hill 1212 Summer Rd, Kapalua

$5,900,000 - 8 Beds, 8.50 Baths, 8,174 Sf

MLS® # 387279

Fee Simple
Coldwell Banker Island Prop-KP

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Verde Pacifica graces the only golf course front lot in Pineapple Hill Estates that enjoys ocean views, views of Lanai and Molokai, sunset channel views, and Kapalua’s Cook Pine Ridge. This majestic estate offers just over 6,000 square feet of inviting indoor/outdoor Maui living on the Bay Course. Built with the highest quality craftsmanship, features include signature Ohia Tree columns from the Big Island in the entry, atrium, and poolside lanai; a fabulous open great room; a gourmet kitchen with top-of-the-line appliances; an unrivaled master suite and lovely guest suite, each with outdoor showers with Kapalua stone wall enclosures; a third bedroom currently being utilized as an office; large heated free-form pool with Kapalua stone waterfall feature; heated Whirlpool spa with Infinity edge waterfall; 5-channel stereo surround sound system and full house and poolside lanai speaker system. Offered turnkey with some personal exclusions.

Pineapple Hill 112 Pulelehua St, Kapalua

$3,300,000 - 3 Beds, 2.50 Baths, 4,504 Sf

MLS® # 385476

Fee Simple
Hawaii Life (KAP)

Pending

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With views of the outer-islands of Lana’i and Moloka’i, this luxurious Pineapple Hill Estates home delivers the ultimate in Hawaiian resort-style living.Located on a corner lot, the home boasts incredible features and finishes, inside and out. The courtyard entrance way creates a genteel transition from exterior to interior, with the double front doors opening to floor-through views of the stunning tropical ocean vista at the other end of the Great Room. The home’s Great Room is more than 45-ft. long, including the dining area, creating a sense of openness and elegance. Pocket doors on the pool-side of the property allow for seamless Hawaiian-style indoor-outdoor living. Charming details catch the eye throughout. The floors are fashioned from rich Brazilian cherry wood, and cabinets are honed from fine Mahogany. Recessed ceilings lined with warm woods and finished recessed lighting add to a feeling of luxury and richness. The home’s kitchen area is spacious. Ample cabinet space and granite counters allow for easy meal prep and service. A breakfast bar separates the kitchen and living room spaces, allowing for socializing during meal preparation. With nearly one-half acre of land, a large lanai and built-in kidney-shaped pool with jetted spa tub dominate the backyard. Finished in beautiful travertine marble, the lanai is also partially covered, creating shade and allowing for outdoor dining at all times. The property features four bedrooms. The master has pocket doors offering ocean views and direct access to the lanai; It also has a large wardrobe and bathroom, and an outdoor shower area. One of the three guest bedrooms also features direct access to the lanai area. In addition to the four formal bedrooms, an added versatile room is available for use as an office or bedroom space. All bedrooms offer en-suite baths and ample closet space. The home features central air-conditioning, a two-car garage, a laundry room, and superb lighting that helps to set the ideal mood at any time of day.

Pineapple Hill at Kapalua 228 Crestview Rd, Kapalua

$3,295,000 - 4 Beds, 4.50 Baths, 3,939 Sf

MLS® # 387997

Fee Simple
Keller Williams Realty Maui-L

Active

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.

Pineapple Hill 1214 Summer Rd 44, Kapalua

$2,950,000 - 3 Beds, 3.50 Baths, 3,598 Sf

MLS® # 387922

Fee Simple
Coldwell Banker Island Prop-KP

Pending

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.

Pineapple Hill 218 Crestview Rd 10, Kapalua

$2,650,000 - 4 Beds, 3.00 Baths, 4,050 Sf

MLS® # 386766

Fee Simple
Coldwell Banker Island Prop-KP

Active

It's time to enjoy those relaxing Maui days in this spacious Pineapple Hill home. In a quiet location just steps to the beautifully maintained Pineapple Hill pool pavilion and tennis courts facility. All the benefits of a pool without the constant maintenance. New sub-zero refrigerator and Thermador gas range. Double ovens, 2 -50 gallon gas water heaters with circulating pump and steam shower in the upper Master suite. There is also a spacious master suite on the main level where the other 2 bedrooms, each with a private bath, are located. Two brand-new central air-conditioning units have just recently been installed. Completely furnished and ready for immediate Maui living. Large outdoor spa with cascading water fall. Centrally located within the Kapalua Resort and Kapalua Club membership available to property owners within Kapalua Resort. This is a wonderful opportunity, so call your favorite Realtor and get the details on this great property.

Kapalua 520 Pacific Dr, Kapalua

$2,599,000 - 4 Beds, 4.50 Baths, 4,200 Sf

MLS® # 388286

Fee Simple
Maui Paradise Properties LLC

Active

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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 Kapalua’s Pineapple Hill. This 3 Bedrooms, 3-Full Baths and 2-Half Baths custom designed residence is situated on one of Phase I’s 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.

Pineapple Hill 114 Woodrose Pl, Kapalua

$2,330,000 - 3 Beds, 4.00 Baths, 3,312 Sf

MLS® # 387021

Fee Simple
Hawaii Life (KAP)

Active

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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.

Pineapple Hill 104 Woodrose Pl 97, Kapalua

$2,079,000 - 4 Beds, 3.50 Baths, 3,315 Sf

MLS® # 387609

Fee Simple
Hawaii Life (KAP)

Active

Pineapple Hill 308 Cook Pine Dr, Kapalua

$1,075,000 - 10,019 Sf

MLS® # 385002

Fee Simple
Island Sotheby's Int'l Rlty(L)

Active

Pineapple Hill Phase I 306 Cook Pine Dr 73, Kapalua

$1,050,000 - 10,890 Sf

MLS® # 386155

Fee Simple
Hawaii Life (KAP)

Active

This vacant land property of over 1/3 acres is located in Pineapple Hill at Kapalua. It is pie shaped which allows for optimization of the unobstructed panoramic ocean and island views. Sunset Place is the only cul de sac which features a beautifully landscaped oasis in the cul de sac for easy access and parking. The prestigious gated community of Pineapple Hill development features amenities including two tennis courts, BBQ area, and large group entertaining facility with a big heated pool. The community has a permanent on-site resident manager. Surrounded by Maui's premier golf resort, home to the PGA Tour Tournament of Champions, with two championship golf courses, the 5-star Ritz Carlton Kapalua and the 5-star Montage Kapalua Bay Hotel including resort security and resort shuttle service. Golf Memberships available.

Kapalua 1004 Sunset Pl, Kapalua

$999,950 - 15,764 Sf

MLS® # 388240

Fee Simple
Coldwell Banker Island Prop-KP

Active

Pineapple Hill I 216 Crestview Rd 9, Kapalua

$950,000 - 12,200 Sf

MLS® # 388113

Fee Simple
Keller Williams Realty Maui-L

Active

Sale includes a set of "almost" complete home plans with an estimate to build of $1.9M from Crescent Home Builders. This is one of the last few remaining vacant Pineapple Hill Lots with the perfect orientation to enjoy the spectacular Kapalua ocean views and stunning sunsets setting between the outer islands of Lanai and Molokai. This exclusive, meticulously maintained, planned-community has been the popular choice for Kapalua home buyers. On site amenities include 2 tennis courts, bbq area, a large heated, all-tile pool, and a recreation area for entertaining large groups. This private, gated-community with on-site management, patrolling security and shuttle service makes this one of the top residential communities to live in on Maui. Kapalua Memberships are available for this property with preferred access to the world-class Kapalua golf and Montage spa, many amazing restaurants, top rated surfing and snorkeling and outdoor activities like ziplining and hiking. Conceptual plans for a home are available.

Pineapple Hill at Kapalua 322 Cook Pine Dr 81, Kapalua

$899,000 - 9,888 Sf

MLS® # 380930

Fee Simple
Keller Williams Realty Maui-L

New Listing

Pineapple Hill 1010 Sunset Pl, Kapalua

$879,000 - 11,326 Sf

MLS® # 388568

Fee Simple
Coldwell Banker Island Prop-KP

Pineapple Hill is one of the most sought-after neighborhoods in Maui, with a convenient location in the heart of Kapalua near all the amenities that the resort has to offer. Parcels start at a quarter acre, ensuring privacy to all owners and their guests. Maintenance fees are $800 per month for residential properties and $50-120 for vacant parcels.

Pineapple Hill Estates Map

pineapple hill map kapalua

The following charts detail sales in Pineapple Hill Estates, for broader context of Pineapple Hill, contact our team.

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Contact us for more information about Pineapple Hills. We are well versed in the luxury Kapalua real estate market and this subdivision's value within.

Pineapple Hill Recently Sold Homes

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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.

Pineapple Hill 1008 Sunset Dr, Kapalua

$2,800,000 Sold Price - 3 Beds, 3.50 Baths, 4,574 Sf

MLS® # 387038

Fee Simple
Coldwell Banker Island Prop-KP

Sold Listing

Virtual Tour

Golf course fronting residence in excellent condition with 4 bedrooms and 4.5 bathrooms located along Kapalua’s 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.

Pineapple Hill 706 Fairway Dr, Kapalua

$2,450,000 Sold Price - 4 Beds, 4.50 Baths, 3,444 Sf

MLS® # 384082

Fee Simple
Hawaii Life (KAP)

Sold Listing

Enhanced

Pineapple Hill 708 Fairway Dr 56, Kapalua

$2,550,000 Sold Price - 3 Beds, 3.50 Baths, 3,238 Sf

MLS® # 383340

Fee Simple
Island Sotheby's Int'l Rlty(L)

Sold Listing

Virtual Tour

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!

Pineapple Hill 516 Pacific Dr, Kapalua

$2,175,000 Sold Price - 3 Beds, 3.50 Baths, 3,666 Sf

MLS® # 380647

Fee Simple
Coldwell Banker Island Prop(S)

Sold Listing

Virtual Tour

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.

Pineapple Hill 408 Monarch Pl, Kapalua

$2,020,000 Sold Price - 3 Beds, 3.50 Baths, 3,786 Sf

MLS® # 383215

Fee Simple
Keller Williams Realty Maui-L

Sold Listing

Virtual Tour

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.

Pineapple Hill 608 Silversword Dr, Kapalua

$1,600,000 Sold Price - 3 Beds, 3.50 Baths, 3,664 Sf

MLS® # 384158

Fee Simple
Keller Williams Realty Maui-Ki

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Pineapple Hill Kapalua

Pineapple Hill Homes For Sale

Pineapple Hill at Kapalua 1216 Summer Rd 43, Kapalua

Pineapple Hill 314 Cook Pine Dr, Kapalua

Pineapple Hill 1212 Summer Rd, Kapalua

Pineapple Hill 112 Pulelehua St, Kapalua

Pineapple Hill at Kapalua 228 Crestview Rd, Kapalua

Pineapple Hill 1214 Summer Rd 44, Kapalua

Pineapple Hill 218 Crestview Rd 10, Kapalua

Kapalua 520 Pacific Dr, Kapalua

Pineapple Hill 114 Woodrose Pl, Kapalua

Pineapple Hill 104 Woodrose Pl 97, Kapalua

Pineapple Hill 308 Cook Pine Dr, Kapalua

Pineapple Hill Phase I 306 Cook Pine Dr 73, Kapalua

Kapalua 1004 Sunset Pl, Kapalua

Pineapple Hill I 216 Crestview Rd 9, Kapalua

Pineapple Hill at Kapalua 322 Cook Pine Dr 81, Kapalua

Pineapple Hill 1010 Sunset Pl, Kapalua

Pineapple Hill Estates Map

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Pineapple Hill Recently Sold Homes

Pineapple Hill 1008 Sunset Dr, Kapalua

Pineapple Hill 706 Fairway Dr, Kapalua

Pineapple Hill 708 Fairway Dr 56, Kapalua

Pineapple Hill 516 Pacific Dr, Kapalua

Pineapple Hill 408 Monarch Pl, Kapalua

Pineapple Hill 608 Silversword Dr, Kapalua

Pineapple Hill Kapalua

Pineapple Hill Homes For Sale

Pineapple Hill Estates Map

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Pineapple Hill Recently Sold Homes

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