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230 Crestview Rd Unit 15, Lahaina
$1,850,000
409396 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
230 Crestview Road presents a rare and compelling opportunity to create a legacy estate within Pineapple Hill Estates, the most prestigious gated enclave in Kapalua Resort. One of the final undeveloped homesites in this highly sought-after community, this exceptional property captures sweeping panoramic views of the Pacific Ocean, framed by the dramatic beauty of Maui’s neighboring islands. Included in the offering are thoughtfully designed architectural plans and approved building permits, allowing for an immediate and seamless path to construction. The custom residence has been designed to encompass 3,766 square feet of refined interior living, complemented by 1,145 square feet of expansive covered lanais, a gracious 438 square foot covered entry, and 715 square feet dedicated to garage and storage, all totaling an impressive 6,064 square feet of integrated indoor-outdoor living. Ownership within Pineapple Hill includes resort-level amenities. Residents enjoy access to a private pavilion featuring a resort-style, all-tile, solar-heated pool, entertainment areas, catering kitchen, and barbecue facilities, along with impeccably maintained tennis and pickleball courts and on-site management. Beyond the gates, Kapalua offers an unrivaled lifestyle experience, with world-renowned beaches, scenic coastal trails, and championship golf at the Plantation Course. Indulge in five-star hospitality, award-winning dining, and rejuvenating spa experiences, all just moments from your future dream residence. This is more than a homesite, it is an invitation to craft an extraordinary retreat in one of Maui’s most exclusive communities.

230 Crestview Rd Unit 15, Lahaina

Kapalua Farms Hui Rd F Rd, Lahaina
$5,000,000
409381 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
Welcome to Kapalua Farms, a remarkable opportunity to own over 35 acres of agricultural land perched above Napili Bay at the gateway to Kapalua. Imagine waking up to sweeping, panoramic ocean views that create a breathtaking backdrop for this unique property. With access from both Honoapiilani Highway and the Lower Road, convenience and tranquility come together in this stunning location. This expansive property is nestled near the Pineapple Hill community and the scenic Kapalua Golf Course, offering a perfect blend of natural beauty and limitless potential. Whether you're envisioning a private retreat, a working farm, or something entirely your own, the possibilities here are as vast as the views. Opportunities like this are rare—don’t let it pass you by. Kapalua Farms is ready for your vision.

Kapalua Farms Hui Rd F Rd, Lahaina

100 Ridge Rd Unit 2911-13, Lahaina
$2,195,000
2 Beds ⋅ 3 Baths ⋅ 409287 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kapalua Ridge BLDG.
Seller is also considering the option of a 25% co-ownership interest sale. Poised in one of Maui’s most iconic settings, this spacious 2-bedroom, 3-bathroom condominium at the Kapalua Ridge Villas offers an extraordinary blend of comfort, privacy, and world-class views. The residence’s defining feature is its sweeping 180-degree panoramic vantage point, stretching from Honolua Bay across Oneloa Bay and out to the horizon, delivering breathtaking sunsets that rank among the finest on Maui. Thoughtfully designed with generous living spaces, this home provides seamless indoor-outdoor living, ideal for both relaxation and entertaining. This is one of the few condominiums in Kapalua with no stairs from parking to and throughout the unit. Large windows and open layouts invite natural light while framing the stunning ocean vistas from nearly every angle. Located within the prestigious Kapalua Resort, residents enjoy access to exceptional amenities including championship golf, tennis and pickleball facilities, world-class spa, and some of Maui’s most acclaimed dining experiences, all just moments away. Whether as a primary residence or vacation retreat, this is a rare opportunity to own one of the best views in one of Maui’s most coveted resort communities.

100 Ridge Rd Unit 2911-13, Lahaina

1 Bay Dr Unit 3606, Lahaina
$379,000
3 Beds ⋅ 4 Baths ⋅ 409275 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Residences On Kapalua Bay BLDG.
The Resort at Kapalua Bay, ex Montage. Breathtaking views of Lanai and Molokai await you every day, during your time in this exquiste Penthouse 6th floor 3 Bedroom, 3 1/2 Bath residence. This deeded, one-twelfth fractional ownership interest gives you 21 deeded days a year plus access to additional days on a per diem basis. Your fixed time is the last three consecutive weeks in July each year (weeks 28, 29 & 30. This is one of just 3 fractional residences on property with a lanai off of all three bedrooms. Every day on property you will be pampered by the staff, the twice daily housekeeping, your assigned concierge, not to mention the in-residence dining, signature restaurant, kids programs, lagoon pools and much much more. Hawaii’s newest Forbes 5 Star Property!!! The 3D tour is an actual video of this units views, as it was taken from 3606's lanai. Upcoming deeded time periods: 2026: July 11 - August 1 | 2027: July 10 - July 31 | 2028: July 8 - July 29

1 Bay Dr Unit 3606, Lahaina

620 Silversword Dr Unit 26, Lahaina
$4,975,000
4 Beds ⋅ 5 Baths ⋅ 409156 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
Located within the prestigious gated enclave of Pineapple Hill in the world-renowned Kapalua resort, 620 Silversword Drive represents a rare offering in one of Maui’s most exclusive communities. This impeccably maintained 4-bedroom, 4.5-bath residence has been substantially remodeled and is in flawless, move-in-ready condition, including a new roof with photovoltaic and Tesla battery. Perfectly positioned to capture unobstructed panoramic vistas, the home showcases breathtaking sunset views that stretch across the Pacific, widely considered among the finest in Kapalua. The seamless indoor-outdoor living experience is designed to embrace Maui’s natural beauty, with large backyard ideal for entertaining or quiet relaxation. Residents enjoy privileged access to Kapalua’s top-notch amenities, including championship golf course, full-service spa, tennis and pickleball facilities, and a collection of exceptional dining experiences. Pineapple Hill is known for its privacy, elegance, and elevated lifestyle, making it one of Maui’s most sought-after luxury communities. This is a rare opportunity to own a turnkey home in a premier location, where refined island living meets unmatched views and world-class resort amenities

620 Silversword Dr Unit 26, Lahaina

500 Bay Dr Unit 36-B3, Lahaina
$1,570,000
1 Beds ⋅ 2 Baths ⋅ 409062 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kapalua Bay Villas I BLDG.
Your Maui Dream is here! Welcome to Kapalua Bay Villas 36B3—ideally positioned in the highly sought-after Building 36, the southernmost of the ocean-facing buildings, offering truly panoramic ocean views. This two-story, one-bedroom villa features a full bath upstairs and a guest bath downstairs, with breathtaking views from nearly every space. Enjoy views of Molokai while cooking, relax with the Pacific as your backdrop, and watch Maui’s winter whale migration right from your lanai. With its bridge-level entrance, this Bay Villa offers both convenience and a unique architectural feel. Just steps from the coastal trail, cliff jumping spot, and the path to Montage Kapalua Bay. With a strong rental history in the Outrigger program, this is a stunning personal retreat and excellent income-producing opportunity. Guests return time and again for its prized location and unforgettable views. If you’ve been waiting for an exceptional Kapalua Bay Villas opportunity—this is the one!

500 Bay Dr Unit 36-B3, Lahaina

100 Ridge Rd Unit 2622, Lahaina
$1,250,000
1 Beds ⋅ 2 Baths ⋅ 409050 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kapalua Ridge BLDG.
Set within the prestigious Kapalua Resort, Ridge Villa 2622 offers breathtaking ocean views and effortless access to Maui's most celebrated beaches, Championship golf courses, award winning restaurants and coastal trails. A beautifully appointed 1-bedroom, 2-bathroom villa offering sweeping ocean views and the relaxed sophistication of Maui’s premier resort community. This villa comes fully furnished and the thoughtfully designed European-style kitchen is equipped with high-end appliances and flows seamlessly into the living and dining areas, creating an inviting space for entertaining or unwinding after a day in the Maui sun. Just beyond, an expansive lanai invites you to relax and take in the tropical surroundings and stunning ocean views. The serene primary suite is on the upper level and features a king-size bed, a private lanai perfect for enjoying morning coffee while Whale watching. The en-suite bathroom has dual vanities and a spacious walk-in shower. The Villa comes with an assigned parking stall and a private storage unit. Kapalua Ridge Villas are known for their peaceful setting and panoramic views, ideally located within the prestigious Kapalua Resort. Residents and guests enjoy access to two swimming pools, barbecue areas, and lush landscaped grounds, all just minutes from world-renowned beaches including Kapalua Bay, Napili Bay, and Honolua Bay. Championship golf courses, award-winning restaurants, and scenic coastal trails are all moments away, offering the ultimate Maui resort lifestyle.

100 Ridge Rd Unit 2622, Lahaina

1 Ritz Carlton Dr Unit 1614-1616, Lahaina
$3,395,000
2 Beds ⋅ 2 Baths ⋅ 409031 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ The Ritz Carlton Residences BLDG.
Experience luxury resort living at The Ritz-Carlton Maui, Kapalua. This two-bedroom residence (Units 1614/1616) offers a flexible two-bedroom lockoff configuration that can accommodate up to six guests and has partial Ocean views. The primary bedroom features a king bed and a spacious marble bathroom with dual vanities, an oversized soaking tub and a separate shower. The second bedroom includes two queen beds and a full bathroom with a separate tub and shower. The suite includes two full bathrooms, offering privacy and comfort for owners and guests. The living area features rich dark wood flooring, a sleeper sofa, and a dining area seating up to six. The partial kitchen is equipped with top of the line appliances, a full set of cookware, dishes, and glassware. Additional features include two private lanais with ocean views, 65" Smart TVs, full cable service, and high-speed wireless internet. Owners and guests enjoy access to the amenities of The Ritz-Carlton Maui, Kapalua including multiple pools, spa services, championship golf courses, award winning restaurants and lounge and access to several of Maui's finest beaches found on Kapalua Coastal Trail. Whether enjoyed as a personal island retreat or sought as a luxury vacation rental, this exceptional Hotel zoned residence offers a rare opportunity to experience the timeless elegance of Ritz-Carlton living in paradise.

1 Ritz Carlton Dr Unit 1614-1616, Lahaina

100 Ridge Rd Unit 1223,24, Lahaina
$1,980,000
2 Beds ⋅ 3 Baths ⋅ 408998 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kapalua Ridge BLDG.
This two-bedroom, three-bath condominium overlooks the 3rd fairway of the Kapalua Bay Golf Course and offers southwest-facing views of the Pacific Ocean. The unit includes a covered carport and a private outdoor storage closet for added convenience. Recent upgrades by the current owners include new wood flooring, updated appliances, new carpeting, and split AC units throughout, improving both comfort and efficiency. The layout provides spacious living and dining areas, well-sized bedrooms, and multiple bathrooms, making it suitable as a primary residence, second home, or investment property. Residents of The Ridge at Kapalua have access to two swimming pools, BBQ areas, and an on-site manager. The complex is well maintained and positioned to take advantage of cooling trade winds and ocean views. The property is within walking distance of several beaches, including Kapalua Bay Beach. Kapalua Resort offers additional golf courses, tennis courts, hiking trails, and a range of dining options nearby.

100 Ridge Rd Unit 1223,24, Lahaina

1 Bay Dr Unit 3705, Lahaina
$259,000
3 Beds ⋅ 4 Baths ⋅ 408951 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Residences On Kapalua Bay BLDG.
The Resort at Kapalua Bay, ex Montage. Breathtaking views of the ocean and Molokai await you every day, during your time in this exquiste Penthouse 7th floor 3 Bedroom, 3 1/2 Bath residence. This deeded, one-twelfth fractional ownership interest gives you 21 deeded days a year plus access to additional days on a per diem basis. Your fixed time is three consecutive weeks from June into July each year (weeks 25, 26 & 27. Every day on property you will be pampered by the Montage staff, the twice daily housekeeping, your assigned concierge, not to mention the in-residence dining, signature restaurant, kids programs, lagoon pools and much much more. Hawaii’s newest Forbes 5 Star Property!!! Still photos depict this unit's floorplan. The 3D tour is an actual video of this units views, as it was taken from 3705's lanai. Upcoming deeded time periods: 2026: June 20 - July 11 | 2027: June 19 - July 10 | 2028: June 17 - July 8

1 Bay Dr Unit 3705, Lahaina

100 Ridge Rd Unit 1723 24, Lahaina
$2,550,000
3 Beds ⋅ 3 Baths ⋅ 408836 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kapalua Ridge BLDG.
Perched at the top of The Ridge at Kapalua, this 3-bedroom unit offers the ultimate combination of stunning ocean views, luxurious space, and modern decor. Remodeled in 2016/2017, this unit has been primarily used as a second home, but it is also a highly sought-after short-term rental unit, due to limited comparable inventory. This unit feels more like a home than a condo. Its features include a large living room, a kitchen with a separate dining area, 2 full ensuites with large bathrooms and closets, a flexible room that may be used as a third bedroom or an office, a full-size guest bathroom and additional enclosed lanai spaces. The Ridge at Kapalua is a low-density resort, featuring 2 pools with cabanas, lounging and dining areas. The property is meticulously maintained by the onsite manager. Kapalua Resort offers easy access to four of the most well-known beaches in Hawaii and world class restaurants and spas. Tennis courts, pickleball courts, cardio hiking, as well as leisurely strolling routes are available for those that want to stay active on land.

100 Ridge Rd Unit 1723 24, Lahaina

1 Ritz Carlton Dr Unit 1626, Lahaina
$7,900,000
2 Beds ⋅ 3 Baths ⋅ 408511 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ The Ritz Carlton Residences BLDG.
Wow! The only penthouse at the Ritz Carlton Kapalua is now available! This very unique condominium apartment encompasses the entire oceanside top floor of the north tower with approximately 2,558 square feet of interior living plus a lanai of approximately 713 square feet that runs the entire width of the penthouse. Upscale features include Wolf oven/range, Kohler fixtures, and full size washer and dryer. This is truly a one of a kind property and the crown jewel of the 5 Star Ritz Carlton Kapalua. There is nothing comparable to this! Note: There is also $2,127.82 paid per month for furniture, fixtures, and equipment reserves for replacement of these items on a regular basis to maintain the 5 star rating of the Ritz Carlton Kapalua.

1 Ritz Carlton Dr Unit 1626, Lahaina

500 Kapalua Dr Unit 19T6-7, Lahaina
$1,525,000
2 Beds ⋅ 2 Baths ⋅ 408441 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kapalua Golf Villas BLDG.
Welcome to a truly unique opportunity within the world-famous Kapalua Resort, Maui, where an exceptional luxury property with sweeping oceanviews awaits, featuring a coveted single-level floor plan with virtually no stairs—a rarity in the Kapalua real estate market. Step inside this condo, perfect for Maui investment or a dream vacation home. Privacy meets luxury with two master suites, each boasting a private ensuite bathroom. The unit was thoughtfully remodeled and the dishwasher, washer, dryer, and stove in were replaced in 2022. The large lanai is perfect for entertaining or simply soaking in the wonderful sweeping ocean views. Located in the heart of the Kapalua resort community, you are just minutes away from renowned Napili Bay, Kapalua Bay, and world-class restaurants, with access to three swimming pools within the development. This Kapalua condo for sale is more than a home; it's a gateway to the best of Maui living.

500 Kapalua Dr Unit 19T6-7, Lahaina

100 Ridge Rd Unit 2023-24, Lahaina
$2,200,000
3 Beds ⋅ 3 Baths ⋅ 408318 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kapalua Ridge BLDG.
A rare opportunity at Kapalua Ridge Villas: this spacious 3bd/3ba residence sits on the top floor of Building 20, capturing some of the most spectacular ocean views in the entire community. Set within the world-renowned Kapalua Resort, Kapalua Ridge Villas is a low-density enclave with a tranquil, park-like atmosphere surrounded by lush Hawaiian flora. Residents and guests enjoy access to the Ridge Pavilions, which feature full kitchens, generous covered seating areas, barbecues, and large pools — ideal for entertaining or unwinding after a day in the sun. Each unit has one assigned covered parking stall and a private exterior storage unit. This top-floor unit offers convenient access with only a few stairs and shares an entryway with Unit 2022, a 1bd/2ba residence also offered for sale by the same family. A connecting interior door allows the two units to function seamlessly together or independently; the door can be removed if sold separately.

100 Ridge Rd Unit 2023-24, Lahaina

100 Ridge Rd Unit 2022, Lahaina
$1,050,000
1 Beds ⋅ 2 Baths ⋅ 408317 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kapalua Ridge BLDG.
Experience unbelievable ocean views from one of the most desirable locations within Kapalua Ridge Villas, in building 20. Nestled in the world-renowned Kapalua Resort, this low-density development offers a serene, park-like setting surrounded by lush Hawaiian flora. Residents and guests enjoy access to the two Ridge pavilions, featuring full kitchens, spacious covered seating area, barbecues, and large pools — perfect for entertaining or relaxing after a day in the sun. Each unit is assigned a covered parking stall, with a private exterior storage unit. Unit 2022 has a two-story floor plan, showcasing stunning ocean views from the primary bedroom, living room and the kitchen. Start your mornings on either of the two lanais, sipping coffee as the first light of day illuminates the ocean, sailboats drift by, rainbows stretch across Molokai, and — in season — whales breach offshore. Located on the top floor of this building, this unit offers easy access with only a few stairs and shares an entryway with unit 2023–2024, a 3bd/3ba also offered for sale by the same family. An interior connecting door allows the two units to function together or separately; the door can be removed if sold individually.

100 Ridge Rd Unit 2022, Lahaina

232 Crestview Rd, Lahaina
$4,950,000
3 Beds ⋅ 3 Baths ⋅ 408178 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
Breathtaking panoramic ocean views greet you the moment you step through the doors of 232 Crestview Road, located within the highly sought-after, gated community of Pineapple Hill Estates at Kapalua. This luxurious single-level residence spans 3,354 square feet of interior living space and is set on a large half acre lot. The property is ideally positioned at the end of a quiet cul-de-sac, nestled between two vacant lots offering exceptional privacy and the potential for further expansion. The home features three bedrooms and three bathrooms plus a bonus room adjacent to the 2 car garage, with thoughtfully designed living spaces that open seamlessly to spacious lanais. Highlights include a designer walk-in closet in the primary suite, a Jacuzzi soaking tub, state-of-the-art appliances, Ubatuba granite countertops, cherry wood cabinetry, a fireplace, ceramic Moro Italian wood like floor tiles and elegant finishes. Outdoor pleasures include a large lap pool and spa adorned with luxurious Monier tile imported from Switzerland, creating a true resort-style experience. Recent improvements include a upgraded AC and Lutron Smart home system installed in 2025. Ownership in Pineapple Hill Estates provides access to premier amenities including a private clubhouse, swimming pool, tennis courts, and pickleball courts. The surrounding Kapalua resort area is home to the world-famous Plantation golf course, scenic hiking trails, and renowned five-star resorts such as Montage Kapalua Bay and The Ritz-Carlton. A variety of acclaimed restaurants offer both local flavors and world-class dining experiences. Offered fully furnished, this exceptional home presents a rare opportunity to own a private piece of paradise—ready for your personal touch and perfectly suited for embracing the refined elegance of luxury island living.

232 Crestview Rd, Lahaina

500 Bay Dr Unit 30B3-4, Lahaina
$3,495,000
2 Beds ⋅ 3 Baths ⋅ 408175 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kapalua Bay Villas I BLDG.
Situated along the Kapalua coastline, this oceanfront sanctuary sits in a premier front-row position offering panoramic views of the ocean and the outer island of Moloka’i, year-round sunsets, and a front-row seat to whale season. Inside, the villa has been thoughtfully and extensively renovated. The kitchen has been completely reimagined to open to the view, complete with designer cabinetry, stone countertops, premium appliances, and enhanced lighting. The open-concept living area flows seamlessly out to the ocean. Both bedroom suites are positioned to maximize comfort, each offering tranquil ocean vistas and updated bathroom suites. In front of the villa, the coastal trail winds along the coast, down to the sandy beach at Oneloa Bay. Nearby are the Ritz-Carlton, Kapalua and Montage Kapalua Bay along with an array of world class restaurants. The Kapalua Bay Villas is renowned for its low-density design, serene landscaping, and exclusive resort-style amenities, including three swimming pools, BBQ areas, and tennis courts. Move-in ready and exquisitely updated, Kapalua Bay Villa 30B3-4 offers the rare opportunity to own a remodeled, turn-key oceanfront residence in one of Maui’s most extraordinary coastal settings.

500 Bay Dr Unit 30B3-4, Lahaina

100 Ridge Rd Unit 1614, Lahaina
$1,219,000
1 Beds ⋅ 2 Baths ⋅ 407924 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kapalua Ridge BLDG.
Kapalua Ridge Villa 1614. 1B/2B Ocean-View Gold-Level Remodel Offered Turn-Key, Furnished. Trade winter misery for permanent summer–starting today. No more parkas, scrapers, shoveling at 5 a.m., or white-knuckle commutes on black ice. Here, your biggest morning decision is which flip-flops match the sunshine. While the mainland braces for the next bomb cyclone, you’ll be floating in one of The Ridge’s two heated pools or strolling barefoot to Kapalua Bay-voted the #1 beach in the world-where the sand somehow always has room. Everything else is equally effortless and uncrowded: •Championship Plantation Golf Course, tennis & pickleball •100+ miles of coastal and rainforest trails •World-class snorkeling, SUP, surfing, & diving •Maui’s finest restaurants & two five-star spas–all walkable, never congested This is the exclusive, low-density Kapalua Resort-1,200 acres of luxury sanctuary where privacy & serenity were the plan. Even at full occupancy there are no crowds, no lines, just space to breathe. Only a privileged few Ridge owners share 21 lush acres, tropical gardens, & two pools that never feel full. Zero personal maintenance-The Ridge’s legendary full-time crew keeps everything flawless. Lock it & leave for months; return to perfection. The villa itself is a stunning custom Gold-level designer remodel: stainless appliances, custom kitchen, timeless high-end baths, tile floors in living areas, & a huge lanai with sweeping ocean & Molokai views–your front-row seat to whale season. Rare bonus: true single-level living. From the attached carport to the front door–not one stair. Perfect for anyone with mobility concerns. Ridge 1614 is ready now. If you’re done with winter forever, call your realtor today–this one will vanish before the next snowfall back home.

100 Ridge Rd Unit 1614, Lahaina

104 Woodrose Pl, Lahaina
$5,165,000
4 Beds ⋅ 4 Baths ⋅ 407481 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
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

214 Keoawa St Unit 15, Lahaina
$1,800,000
407338 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
Honolua Ridge Phase II Lot 15 is part of The Plantation Estates of Kapalua, an exclusive golf course gated community in West Maui, Hawaii. This agricultural-zoned community consists of 53 Plantation Estates and 50 Honolua Ridge (Phase 1 & 2) parcels. The community is home to the Plantation Golf Course and the Plantation Restaurant. Owners have easy access to the Kapalua Resort amenities including world-renowned D.T. Fleming Beach, Honolua Bay, Kapalua Bay whale watching, swimming, golf, hiking, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Montage Spa and incredible fine-dining experiences. Honolua Ridge Phase II Lot 15 is a 2.5-acre estate site offering incredible ocean views. The adjacent lot, Honolua Ridge Phase II Lot 16, a close to 4-acre estate site is offered for sale as well. It is listed at $2.7M. The lots can be purchased separately or together creating a legacy estate site of approximately 6.5 acres.

214 Keoawa St Unit 15, Lahaina

218 Keoawa St Unit 16, Lahaina
$2,700,000
407339 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
Honolua Ridge Phase II Lot 16 is part of The Plantation Estates of Kapalua, an exclusive golf course gated community in West Maui, Hawaii. This agricultural-zoned community consists of 53 Plantation Estates and 50 Honolua Ridge (Phase 1 & 2) parcels. The community is home to the Plantation Golf Course and the Plantation Restaurant. Owners have easy access to the Kapalua Resort amenities including world-renowned D.T. Fleming Beach, Honolua Bay, Kapalua Bay whale watching, swimming, golf, hiking, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Montage Spa and incredible fine-dining experiences. Honolua Ridge Phase II Lot 16 is a close to 4-acre estate site offering incredible ocean views. The adjacent lot, Honolua Ridge Phase II Lot 15, a 2.5-acre estate site is offered for sale as well. It is listed at $1.8M. The lots can be purchased separately or together creating a legacy estate site of approximately 6.5 acres.

218 Keoawa St Unit 16, Lahaina

500 Bay Dr Unit 33-B2, Lahaina
$1,475,000
1 Beds ⋅ 2 Baths ⋅ 407023 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kapalua Bay Villas Ii BLDG.
Welcome to Kapalua Bay Villas 33-B2! Remodeled from top to bottom, this bright one-bedroom, 1.5 bath corner unit showcases sweeping ocean, Molokai, and sunset views. Located on the desirable bridge level, there are no steps from the parking area to the entry. Completed in 2023, the full renovation features a contemporary island design with Sapele cabinets, porcelain tile throughout, quartz countertops, farmhouse sink, floating kitchen shelves, new appliances, new sliding doors, brand new split AC, high-end remote blackout blinds, and designer furnishings. The primary suite is located on the upper level with a private lanai for sunset views, lounge seating, and a luxurious bathroom with a walk-in lava rock shower. The main level offers high ceilings and an open-concept great room with kitchen, dining, and living areas, all oriented to the ocean, plus a covered lanai for dining and whale watching. Resort amenities include three ocean view pools, two tennis courts, BBQs, and direct access to the Kapalua Coastal Trail. Walking distance to Oneloa Bay and close to world-class golf, restaurants, and spa services.

500 Bay Dr Unit 33-B2, Lahaina

1 Bay Dr Unit 3606, Lahaina
$359,000
3 Beds ⋅ 4 Baths ⋅ 406965 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Residences On Kapalua Bay BLDG.
The Resort at Kapalua Bay, ex Montage. Breathtaking views of the ocean and Molokai await you every day during your time in this magnificent 3 Bedroom, 3 1/2 Bath, Premier Penthouse residence. This deeded, one-twelfth fractional ownership interest gives you 21 consecutive deeded days a year plus access to additional days on a per diem basis. Your fixed time is three consecutive weeks from late June through early July each year (weeks 25 - 27). Every day on property you will be pampered by the Montage staff, the daily housekeeping, your assigned concierge, not to mention the in-residence dining, signature restaurant, kids programs, lagoon pools and much much more. Hawaii’s newest Forbes 5 Star Property!!! Still photos depict this unit’s floorplan. The 3D tour is an actual video of this units views, as it was taken from 3606's lanai. Future deeded dates: 2026: June 20 - July 11 | 2027: June 19 - July 10 | 2028: June 17 - July 8

1 Bay Dr Unit 3606, Lahaina

1 Bay Dr Unit 3602, Lahaina
$300,000
3 Beds ⋅ 4 Baths ⋅ 406871 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Residences On Kapalua Bay BLDG.
The Resort at Kapalua Bay, ex Montage. Breathtaking views of the ocean and Molokai await you every day, during your time in this exquiste penthouse 6th floor 3 Bedroom, 3 1/2 Bath residence. This deeded, one-twelfth fractional ownership interest gives you 21 deeded days a year plus access to additional days on a per diem basis. Your fixed time is three consecutive weeks in November each year (weeks 45, 46 & 47 "Thanksgiving"). This is one of just 3 deeded ownerships with Thanksgiving. Every day on property you will be pampered by the Montage staff, the twice daily housekeeping, your assigned concierge, not to mention the in-residence dining, signature restaurant, kids programs, lagoon pools and much much more. Hawaii’s newest Forbes 5 Star Property!!! Still photos depict this unit’s floorplan. The 3D tour is an actual video of this units views, as it was taken from 3602's lanai. Upcoming deeded time periods: 2026: Nov. 7 - 28 | 2027: Nov. 6 - 27 | 2027: Nov. 4 - 25

1 Bay Dr Unit 3602, Lahaina

14 Coconut Grove Ln Unit D14, Lahaina
$5,150,000
3 Beds ⋅ 4 Baths ⋅ 406667 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Coconut Grove BLDG.
Welcome to Residence D14 at Coconut Grove on Kapalua Bay, a rare offering of unparalleled beachfront luxury in the heart of the world-renowned Kapalua Resort on Maui’s spectacular West Side. This 3-bedroom, 3.5-bathroom oceanfront villa spans 2,625 square feet of exquisitely designed interior living space and is located directly in front of the white sand beach of Kapalua Bay—one of Hawaii’s most celebrated beaches. Inside and out Coconut Grove D14 offers a bright and fresh, modern design aesthetic, thoughtfully curated with premium finishes, gourmet kitchen, custom cabinetry, rich wood accents, motorized window blinds, and sophisticated island-contemporary furnishings and art. The expansive open floor plan blends indoor and outdoor living seamlessly, with floor-to-ceiling sliding doors that open to your private covered lanai and lush tropical gardens—just steps from the sand. Perfectly positioned between Montage Kapalua Bay and Napili Bay. This private end-unit residence delivers intimate sensory views of the Pacific Ocean, the outer islands of Moloka‘i and West Maui’s legendary sunsets. With the gentle sounds of waves as your daily soundtrack, D14 offers an unmatched sense of tranquility, exclusivity, and luxury. Coconut Grove Villas is an exclusive gated enclave of just 36 residences on 11 meticulously landscaped acres, offering a private clubhouse, fitness center, oceanfront pool, and spa. As part of the prestigious Kapalua Resort, owners enjoy proximity to two championship golf courses, award-winning dining, hiking trails, tennis and pickleball courts, and the Kapalua Coastal Trail. Whether you’re seeking a world-class vacation home, or a permanent oceanfront residence, Coconut Grove D14 delivers the ultimate Maui lifestyle experience in one of the most coveted locations in all of Hawaii. This is beachfront living at its finest—schedule your private tour of Coconut Grove D14 today.

14 Coconut Grove Ln Unit D14, Lahaina

116 Pulelehua St Unit 1, Lahaina
$4,650,000
4 Beds ⋅ 5 Baths ⋅ 406659 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
Welcome to 116 Pulelehua Street in Pineapple Hill Estates, where elegance meets leisure! Nestled behind the scenic 7th tee box of the renowned Kapalua Bay Course, this stunning home is designed for both relaxation and enjoyment. With its inviting westerly views stretching down the iconic 7th fairway to Molokai, every evening is graced by breathtaking sunsets that will leave you in awe. This elegant single-story retreat features a thoughtfully designed dual-master suite floor plan that prioritizes comfort and luxury. Imagine waking up to the serene sight of expansive golf course and ocean vistas from the comfort of your own haven. This fully-furnished sanctuary boasts four ensuite bedrooms, accented by exquisite travertine floors and countertops, seamlessly blending style with functionality. As part of the community, indulge in a wealth of on-site amenities: take a refreshing dip in the large heated pool, challenge friends to a match on the tennis/pickleball courts, or simply unwind at the clubhouse. If that’s not enough, the surrounding resort amenities elevate your lifestyle even further. Imagine treating yourself to a day at the award-winning Montage spa, perfecting your swing on world-class golf courses like the Plantation Course and The Bay Course, or savoring delectable dishes at some of the island's finest restaurants—all just moments from your door. Experience the finest blend of luxury living and island lifestyle at 116 Pulelehua Street. Your paradise awaits.

116 Pulelehua St Unit 1, Lahaina

1 Bay Dr Unit 3705, Lahaina
$399,000
3 Beds ⋅ 4 Baths ⋅ 406389 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Residences On Kapalua Bay BLDG.
The Resort at Kapalua Bay, ex Montage. Breathtaking views of the ocean and Molokai await you every day during your time in this magnificent penthouse 3 Bedroom, 3 1/2 Bath residence. This deeded, one-twelfth fractional ownership interest gives you 21 deeded days a year plus access to additional days on a per diem basis, 7 of which are guaranteed. Your fixed time is three consecutive weeks in June each year (weeks 22 - 24). Every day on property you will be pampered by the Montage staff, the twice daily housekeeping, your assigned concierge, not to mention the in-residence dining, signature restaurant, kids programs, lagoon pools and much much more. The Association Dues are paid quarterly for this unit. Hawaii’s newest Forbes 5 Star Property!!! Still photos depict this unit’s floorplan. 3D Tour was taken from 3705’s lanai. Future deeded dates: 2027 May 28 - June 18 | 2028 May 28 - June 18

1 Bay Dr Unit 3705, Lahaina

1 Bay Dr Unit 1204, Lahaina
$5,600,000
3 Beds ⋅ 4 Baths ⋅ 406018 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ The Resort At Kapalua Bay BLDG.
This exquisitely furnished residence offers luxury resort-style living, elevating the experience of coastal elegance to new heights. With direct oceanfront access and a walkout to a tropical, grassy lawn area, this second-floor elevation home presents an incredible ocean view, allowing residents to indulge in the beauty of Kapalua, HI. The seamless indoor-outdoor living space, combined with the opulent furnishings, creates an ambiance of sophistication and relaxation. Embrace the allure of beachfront living and experience the epitome of luxury in this stunning retreat. This property is located at The Resort at Kapalua Bay, providing access to resort amenities and near the Kapalua Resort championship golf courses, Tennis/Pickleball Gardens, nature preserve, world-famous Kapalua Bay, hiking trails, and a wealth of outdoor pursuits.

1 Bay Dr Unit 1204, Lahaina

1 Bay Dr Unit 3506, Lahaina
$379,000
3 Beds ⋅ 4 Baths ⋅ 405767 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Residences On Kapalua Bay BLDG.
The Resort at Kapalua Bay, ex Montage. Breathtaking views of Molokai are witnessed every day from this penthouse top floor, ideally located 3 bedroom, 3 ½ bath residence at Montage Kapalua Bay. This deeded, one-twelfth fractional ownership interest gives you 21 consecutive deeded days every year plus access to additional days on a per diem basis. Your fixed time is three prime consecutive weeks in mid January to early February each year (weeks 3-5). There are ONLY five fractional interests that exist at the property with these 3 fixed consecutive weeks. Owners have full reciprocity exchange privileges with Timbers Resorts 13 properties. Every day on property you will be pampered by the Montage staff, the twice daily housekeeping, your assigned concierge, not to mention the in-residence dining, signature restaurant, kids programs, lagoon pools and much much more. The Association Dues are paid quarterly. Hawaii’s newest Forbes 5 Star Property!!! Still photos depict this unit’s floorplan. The 3D Tour was taken from 3506’s lanai, the Video/Virtual Tour is the actual interior floor plan. Future deeded dates: 2026 Call for dates | 2027 Jan 16 - Feb 6 | 2028 Jan 15 - Feb 5 |

1 Bay Dr Unit 3506, Lahaina