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215 Plantation Club Dr, Lahaina
$26,000,000
4 Beds ⋅ 5 Baths ⋅ 410474 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
What can money buy that time can't? Six years of thoughtful planning, design, construction, and mature landscaping, ready today. Spanning 4.35 acres across two adjoining parcels, including a rare buildable two-acre lot, 215 & 217 Plantation Club Dr. is a wellness retreat for those who value privacy, health, and the freedom to disconnect. Perched 325 feet above sea level in a lush West Maui microclimate and sited according to Chinese feng shui principles, the estate captures panoramic views of Moloka'i, Lana'i, and the Au'au Channel, where humpback whales winter and calve. Across the road is Honolua Bay, Maui's iconic surf break, with the Plantation Golf Course 200 yards away. Recovery is built into the architecture. The primary suite features a 15-foot rain shower and soaking tub, while the pool house includes a Pilates studio and aromatherapy steam shower. Outside, a heated 22-by-60-foot saltwater pool, spa, and cold plunge create a daily ritual of restoration. This isn't a house with amenities. It's a private wellness compound with bedrooms attached. More than 90 fruit trees across 16-plus varieties are irrigated by a private cistern, complemented by an outdoor kitchen with a wood-fired pizza oven. A detached five-car garage with high-lift doors accommodates 10 vehicles. Fully furnished in Plantation Estates near Kapalua Resort, beaches, golf, and dining. Offered below replacement cost - an opportunity that can't be recreated today.

215 Plantation Club Dr, Lahaina
706 Mokuleia Pl Unit 6, Lahaina
$16,950,000
5 Beds ⋅ 6 Baths ⋅ 410130 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
Perched on Maui’s coveted west side, this extraordinary 8-bedroom private estate offers a level of luxury, privacy, and craftsmanship rarely seen in Hawai'i. More than a home, this is a legacy estate, an irreplaceable Maui sanctuary designed for those who accept nothing less than extraordinary. Located in the coveted Plantation Estates at Kapalua community on the incredible 16th hole of the world-class Plantation Course, the property commands unmatched sweeping panoramic views across the Pailolo Channel framed by the stunning views of the outer islands of Lana'i and Moloka'i. Designed without compromise, the 2-acre estate encompasses more than 8,200 square feet across two separate residences, creating a private retreat unlike any other. Resort-caliber amenities include an infinity-edge pool and dual spas, private office, theater and fitness center. The 7,200 square foot 5-bedroom 5.5 bath main residence seamlessly blends indoor and outdoor living through expansive custom pocket sliding doors that open to reveal breathtaking ocean vistas and unforgettable sunsets. Rich natural materials, custom African Mahogany millwork, exotic stone, and world-class finishes define every space, from the chef’s kitchen and grand great room to the spectacular primary suite. A fully appointed three-bedroom guest cottage with its own pool, fire-pit and Palapa set over a koi pond provides exceptional accommodations for family, guests, or staff while maintaining complete privacy. Aside from world-class golf, the Kapalua resort offer the utmost in amenities including award-winning spa, tennis and pickleball, exquisite dining options and some of the finest beaches: Fleming Beach, Oneloa Bay and Kapalua Bay, which was rated as the Best Beach in America by Conde Nast Travel Magazine.

706 Mokuleia Pl Unit 6, Lahaina
26 Coconut Grove Ln Unit G26, Lahaina
$5,450,000
3 Beds ⋅ 4 Baths ⋅ 410058 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Coconut Grove BLDG.
Welcome to the gated community of Coconut Grove. The moment you step into the main living area, the crystal-blue waters of Kapalua Bay greet you. True oceanfront luxury at G26 means waking to endless ocean views, in a home designed to move with your lifestyle. Beachfront living at its finest, this residence holds a treasured position above one of the world's most beautiful crescent sand beaches, with the Pacific stretching toward the neighboring islands of Molokai and Lanai. Positioned front and center within Coconut Grove, G26 enjoys one of the community's most desirable locations, immersed in the beauty of Kapalua Bay while comfortably removed from nearby parking areas and neighboring resort activity. Offering approximately 2,625 square feet of interior living space and more than 550 square feet of outdoor lanai, the thoughtfully designed floor plan features three bedrooms with ensuite baths, three and a half bathrooms, generous storage, an attached private garage, and a welcoming tropical entry. The separation between bedroom suites provides comfort and privacy for owners and guests alike, while expansive living spaces open seamlessly to the sea breeze, embracing Maui's indoor-outdoor lifestyle in nearly every room. The ocean-view primary bedroom enjoys its own private ocean-view lanai, with direct access to the main lanai as well. The generous ensuite bath features a shower and soaking tub, double vanities finished in deep, lustrous, veined stone, a walk-in closet, and a second deep closet. The second primary suite offers its own Mauka-facing lanai and a spacious ensuite bath with two closets, including a walk-in. The third bedroom enjoys its own full bath. The ocean-facing kitchen is appointed with premium appliances, including a gas range, Sub-Zero refrigeration, wine storage, an integrated oven and microwave, and Fisher & Paykel dish drawers. High ceilings, travertine flooring, solid mahogany doors, cherry wood cabinetry, and quality stone finishes complete this timeless island residence. Coconut Grove was designed for ownership rather than transient occupancy. Short-term vacation rentals are not permitted, preserving a private environment that's increasingly rare along Maui's coastline. With only 36 residences and limited turnover, opportunities to acquire a front-row home overlooking Kapalua Bay don't come often. Residents enjoy exclusive access to a private pool, spa, fitness center, clubhouse, and barbecue area, just moments from one of Maui's most celebrated beaches. Ideally situated between Merriman's and The Resort at Kapalua Bay (scheduled to become St. Regis Kapalua Bay in 2027), owners enjoy convenient access to award-winning dining, spa, championship golf, tennis, hiking trails, and the many amenities of Kapalua Resort. Whether as a primary residence, seasonal retreat, or legacy property to be enjoyed for generations, G26 represents a rare opportunity to own within one of Kapalua Bay's most coveted beachfront communities. Contact us today for your exclusive showing.

26 Coconut Grove Ln Unit G26, Lahaina
22 Ironwood Ln Unit 22, Lahaina
$6,398,000
2 Beds ⋅ 3 Baths ⋅ 409875 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status ⋅ Kapalua Ironwoods BLDG.
Simply bring your toothbrush & embrace the finest in tropical luxury island living in Kapalua, West Maui. Offering two bedrooms, 2 bathrooms, and a flex room/den, this spacious beachfront property at Ironwoods 22 provides breathtaking ocean views throughout. Completely renovated in 2011 from floor to ceiling, the property has been meticulously maintained as a second home. Fully appointed with the highest quality appliances & building materials (Hansgrohe, Kohler, Bosch etc.), YOU will spend your time on Maui cooking, reading, entertaining & socializing while gazing at the most dramatic ocean, islands & golf course views within the Kapalua resort community. Furnishings were custom-built or purchased specifically in mind to maximize enjoyment & comfort. Built in 1979, the Ironwoods community consists of 40 apartments spread across ten 2-story and 3-story buildings. The community is situated on 9.193 acres across a pristine portion of the Kapalua coastline. Amenities include pool, spa, clubhouse with fitness equipment, tennis and pickleball courts, assorted fruit trees on the grounds and on-site manager’s facility. Sold furnished with exception of Sellers’ personal possessions and other items. Your Time Is Now.

22 Ironwood Ln Unit 22, Lahaina
8 Kapalua Pl, Lahaina
$12,900,000
5 Beds ⋅ 8 Baths ⋅ 409428 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
Nestled withing the prestigious enclave to Kapalua Place, this extraordinary oceanview estate on over 1 landscaped acre offers an unparalleled blend of luxury, privacy, and island elegance. Encompassing over 10,000 square feet of living space, the magnificent five bedroom, 7.5 bath residence is designed to capture the essence of refined Hawaiian living. Thoughtfully crafted with an expansive open floor plan, the home flows seamlessly from grand interior living spaces to breathtaking outdoor spaces perfect for effortless entertaining and relaxed island living. Walls of glass frame panoramic ocean vistas while inviting natural light and gentle trade winds throughout the residence. The open chef's kitchen with gorgeous granite countertops anchors the main living area and opens to generous living and dining areas for hosting both intimate dinners and large celebrations. Each of the 5 bedroom suites offers exceptional comfort and privacy creating a serene retreat for family and guests alike. Complete with an elevator. The resort style outdoor living spaces create a tropical sanctuary designed for both relaxation and entertaining. At the heart of the grounds is a spectacular swimming pool accented by a cascading waterfall evoking the ambiance of a five star luxury living in the Kapalua resort. There is a separate private spa. Set within Maui's most coveted enclaves, this remarkable property provides both exclusivity and proximity to the world-class amenities of Kapalua, including championship golf, pristine beaches, fine dining, and luxury resort experiences. A rare offering where timeless architecture, breathtaking ocean views, famous sunsets and the west maui mountains frame the views and the spirit of aloha come together in perfect harmony. Private gated enterance to the white sand beach at Oneloa Bay with views up the coastline to Honolua Bay.

8 Kapalua Pl, 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
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
223 Plantation Club Dr Unit 14, Lahaina
$8,998,000
3 Beds ⋅ 4 Baths ⋅ 408037 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
BEING WELL. For those that crave a holistic environment that nourishes the mind, body, and soul, in a tropical, private Hawaiian environment, the estate at 223 Plantation Club Drive is the home for YOU. Extremely private & serene, this extraordinary 2.18-acre sanctuary consists of mature luscious tropical landscaping with over 40 fruit plantings while being steps away from the 15th & 17th holes of the Kapalua Plantation Golf Course. The WELLNESS amenities include an ALL-IN PLUNGE® (cold water immersion), sauna, resort-sized pool & spa (complete with slides, pirate-themed smoke & lighting features), fire-pit, Koi-pond, vegetable-planter boxes, steam shower, workout facility and billiard table. This sprawling, single-level estate consists of 3 bedrooms, 3 bathrooms, and 1 1/2 half-bath spread across 5,366 living square feet. The residence showcases impeccable craftsmanship, state-of-the-art upgrades, and refined details throughout. Inside, discover 64 feet of motorized pocket doors that disappear into the walls, seamlessly blending the interior with over 2,000 square feet of covered lanai. The open floor plan features soaring 12-foot ceilings, two elegant living spaces, a dining area, a private office, a wine cellar, and two fireplaces. The gourmet kitchen boasts double islands, a new 48” Wolf range, and a Wolf grill at the outdoor bar, ensuring effortless entertaining. Two additional guest suites, all with 10-foot ceilings, provide ample accommodation for family & visitors. Outdoors, the estate’s transformation is nothing short of spectacular. The completely renovated pool features a grotto, two water slides, a 7-foot waterfall with a jumping rock, and an adjoining spa, creating a resort-like atmosphere. Hundreds of strategically placed landscape lights illuminate the lush grounds, koi pond, and tropical gardens, turning the property into a breathtaking paradise after sunset. The fully automated Savant system enhances the experience, providing control over nearly every aspect of the home, from lighting and sound to the 10 tiki torches and more. Additional features include a sprinklered orchard with over 40 fruit trees (bananas, avocado, mangos, lemons, limes, oranges, grapefruits, mountain apples, starfruit, papayas & more), an inviting outdoor shower, a spacious three-car garage with a home gym, and ample storage. The Plantation Estates of Kapalua is one of the most prestigious & exclusive golf-course gated communities in the Hawaiian Islands. This agricultural-zoned community consists of 53 Plantation Estates & 50 Honolua Ridge (phase 1 & 2) parcels. The community is home to the PGA’s annual Sentry Tournament of Champions Invitational and the Plantation Restaurant. Owners have easy access to the Kapalua Resort amenities including world-renowned D.T. Fleming Beach, Honolua Bay, whale watching, swimming, golf, hiking, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Montage massage/spa & the incredible shopping & fine-dining experiences. The quintessential luxury retreat, the estate at 223 Plantation Club Drive inspires you to attain a level of relaxation that YOU desire and deserve. YOUR Time Is Now.

223 Plantation Club Dr Unit 14, 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
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
210 Naio Pl, Lahaina
$16,000,000
4 Beds ⋅ 5 Baths ⋅ 403334 MLS ⋅ Fee Simple Tenure ⋅ ACTIVE Status
BRAND NEW HOME NEVER OCCUPIED MOVE IN READY. An exceptional residence where uncompromising attention to detail and a harmonious fusion of comfort and nature creates a testament to unparalleled quality and sophistication. Where every day is an opportunity to savor the beauty and tranquility that defines the essence of Hawaii. Located within the exclusive Mahana Estates, a gated enclave in the world-renowned Kapalua Resort on Maui. A flagship smart home with the latest in Lutron, Elan and Tesla home technology and energy with incomparable conveniences promises a care free lifestyle. Miele appliances in a modern kitchen design, four bedrooms and four and one-half baths, a three-car garage and extensive storage cater to the practical needs of its residents, whether it be a primary home or an exquisite vacation retreat. Boasting views that include the beautful Kapalua Bay, the majestic West Maui mountains, and the island of Molokai. Floor-to-ceiling windows bathe the oversized rooms with natural sunlight, while expansive ceilings invite gentle ocean breezes, creating an atmosphere of serenity and openness. An infinity pool, spa and an outdoor fireplace sets the mood for intimate gatherings. While an outdoor kitchen provides a space for culinary delights with the backdrop of the Pacific Ocean. Whether entertaining guests or unwinding in solitude, the outdoor areas offer a perfect balance of comfort and style.

210 Naio Pl, Lahaina