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$26,000,000
4 Beds 5 Baths 410474 MLS Fee Simple Tenure
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

Listing courtesy of Compass-W.

$16,950,000
5 Beds 6 Baths 410130 MLS Fee Simple Tenure
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

Listing courtesy of Keller Williams Realty Maui-L.

$16,000,000
4 Beds 5 Baths 403334 MLS Fee Simple Tenure
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

Listing courtesy of Island Sotheby's International Realty(L).

$12,900,000
5 Beds 8 Baths 409428 MLS Fee Simple Tenure
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

Listing courtesy of Keller Williams Realty Maui-L.

$12,250,000
4 Beds 5 Baths 410057 MLS Fee Simple Tenure
A rare offering in Kapalua's coveted Honolua Ridge. This private estate commands sweeping ocean vistas with Molokai Island, Honolua Bay, and miles of Pacific blue ocean as a breathtaking backdrop, complemented by views across the renowned Kapalua Plantation Course. Beyond the gates, exquisite landscaping and a stunning Wyland dolphin sculpture greet you, setting the tone for a residence defined by artistry, grand scale and thoughtful design throughout. Perched above the west Maui coastline on a generous, gently sloping lot, the home is designed to embrace Maui's signature indoor-outdoor lifestyle, with expansive living spaces flowing seamlessly to multiple covered and uncovered lanais, a large resort style pool, and lush tropical gardens. The main residence features a chef's kitchen including 2 islands, complemented by and additional prep kitchen ideal for refined daily living and elevated entertaining. Rich acacia wood floors, custom wood detailing, and carefully selected finishes reflect a commitment to craftsmanship and timeless island elegance throughout. The home features a private office, 4 ensuite bedrooms that all enjoy exquisite ocean views, A detached 2-bedroom, 2-bathroom ohana offers exceptional versatility for hosting guests, extended family, or creating a private retreat. It is privately situated with its own driveway and garage. From the gorgeous Maui sunsets and panoramic sea views to the serenity of surrounding golf and coastal landscapes, this fee simple estate delivers privacy, space, and enduring sophistication in one of west Maui's most prestigious enclaves. Kapalua resort is a 23,000-acre planned community comprised of 12 residential neighborhoods of single-family homes and luxury vacation condominiums. Residents enjoy privileged access to the amenities of the world renowned The Resort at Kapalua Bay, the prestigious Ritz Carlton Kapalua Hotel, championship golf courses, the acclaimed Golf Academy, The Kapalua Tennis and Pickleball Garden, 3 pristine white sandy beaches, and miles of scenic coastal and hiking trails that showcase the natural beauty of the island of Maui and the luxurious Kapalua Resort. Enhancing the resort lifestyle is the spectacular 30,000 square foot spa, ideally situated adjacent to the hotel and Coconut Grove, The resort is also home to several award winning restaurants, where exceptional cuisine, ocean views, and impeccable service create memorable dining experiences.

114 Keoawa St, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$9,900,000
3 Beds 4 Baths 408037 MLS Fee Simple Tenure
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

Listing courtesy of Coldwell Banker Island Prop-KP.

$8,800,000
5 Beds 6 Baths 408183 MLS Fee Simple Tenure
Located in the Kapalua Resort, Mahana Estates is a gated community sitting between the Ritz Carlton and the world-famous PGA Plantation Golf Course. Set across 1.4 acres with sweeping ocean and Molokai views, 710 Mahana Ridge is a bespoke luxury residence defined by exceptional craftsmanship and refined materials throughout. Designed by an award-winning Hawaiian firm whose work has been featured on HGTV, the home pairs architectural distinction with elevated amenities, offering a private, artfully composed living experience. Million-dollar views abound from the property, with the majestic Pacific, Dragon's Pointe, and the emerald green mountains of Moloka'i laid out before you. Kapalua embodies the Maui resort lifestyle. Residents benefit from an easement that allows them to cut through the Ritz Carlton to access Fleming Beach and the golf course. The Plantation Golf Course becomes the focus of the golf world each year when it hosts the annual kick-off to the PGA Tour, the Sentry Tournament of Champions. Residents can literally drive golf carts into town or down for a massage at the Montage Spa – considered the best spa on the island by many on Maui. You can also purchase a membership at the Kapalua Club and enjoy benefits that include access to the Spa Montage, Beach Club, advanced tee times at two championship golf courses and more! Set back behind a gated entrance, the 4,103 sq. ft. 5 bedroom and 6 bathroom home is designed for comfort and livability. Each bedroom has an en-suite bath, and three have outdoor showers. The two Primary Bedrooms feature spacious covered lanais, opulent indoor bathrooms, outdoor showers, luxurious soaking tubs with ocean views, and massive walk-in closets. All bathrooms have custom cabinets designed to complement the home's clean, contemporary aesthetic and feature luxury-grade Kohler plumbing fixtures. The home's elegant design ethos begins with the impressive, covered entry that leads to a massive Great Room, where Western Window Systems aluminum folding-pocket doors open onto a huge, covered lanai. Luxurious Hackwood flooring runs throughout the entire home. In the kitchen, luxury-stone countertops and custom Italian cabinetry by Cucine LUBE feature neutral tones, creating an elegant and functional space. Miele appliances allow for the ultimate food-prep experience, and a butler pantry is strategically positioned for easy access. Outside, steps lead into an incredible pool with spa tub and in-pool Baja Shelf seating, all of which is ideally positioned to take in the captivating views of Molokai. The pool features a cool swim-through channel flanked by fire bowls that leads to the swim-up bar attached to the adjacent covered BBQ pavilion. A fabulous firepit is located on the other side of the pool. The pool system is all top-quality Jandy pool equipment. The quality of the finishes is superb, with a mortarless Blue Rock Veneer Finish used on the pool retaining wall, a pocketing door system with insulated glazing, and custom hardwood garage doors. The entire home uses Lutron Light Switches for home automation, allowing lighting control via the user-friendly system app. The grounds are thoughtfully landscaped to reflect the home’s refined interior, offering an elevated tropical atmosphere with a distinctly Hawaiian feel. Other standout features of 710 Mahana Ridge include quad washers and dryers, and a large 3-car garage with a storage area. With 710 Mahana Ridge, you have an exquisite, brand-new luxury home on Maui without waiting years to build. Just slip into your turnkey Maui resort lifestyle!

710 Mahana Ridge St Unit Lot 46, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$7,900,000
2 Beds 3 Baths 408511 MLS Fee Simple Tenure 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

Listing courtesy of Coldwell Banker Island Prop-KP.

$6,398,000
2 Beds 3 Baths 409875 MLS Fee Simple Tenure 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

Listing courtesy of Coldwell Banker Island Prop-KP.

$5,600,000
3 Beds 4 Baths 406018 MLS Fee Simple Tenure 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

Listing courtesy of Coldwell Banker Island Prop(S).

$5,550,000
3 Beds 4 Baths 409479 MLS Fee Simple Tenure The Resort At Kapalua Bay BLDG.
Located within The Resort at Kapalua Bay, Residence 5102 in Building 5 offers an exceptional opportunity to own in one of Maui’s most prestigious beachfront communities. This spacious ground-floor villa is ideally positioned to capture ocean views, tropical landscaping, and seamless indoor-outdoor living. This residence also has a short easy access to the Kapalua Bay and Beach Club. Thoughtfully designed with a residential feel, the residence features expansive living areas, a well-appointed kitchen, primary suite with garden views, and two generous bedroom suites, all complemented by high-end finishes, interior design, and refined island detailing. Floor-to-ceiling sliding doors open to a private lanai, creating a natural extension of the living space—perfect for entertaining or enjoying Maui’s year-round sunsets. Unique features of this residence include easy garage access to a tandem oversized parking space and owner storage. The Resort at Kapalua Bay is a branded luxury residential enclave set on approximately 20.7 oceanfront acres within the Kapalua Resort on Maui's northwest shoreline. Completed in 2009, the development comprises 146 two-, three-, and four-bedroom residences with floor plans ranging from approximately 1,500 to over 4,500 square feet, offering sweeping views of Kapalua Bay, Lanai, and Molokai. Ownership includes access to full resort services — concierge, pools, spa, and on-site dining — alongside Kapalua's championship golf courses, protected bays, and coastal trail network. The Resort at Kapalua Bay represents one of the few branded luxury residential offerings on Maui with full hotel-service infrastructure. Whether as a primary residence, second home, or investment property, Residence 5102 represents a rare offering in a legacy location defined by privacy, natural beauty, and understated luxury.

1 Bay Dr Unit 5102, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$5,460,000
3 Beds 4 Baths 405113 MLS Fee Simple Tenure Montage Residences Kapalua Bay BLDG.
Luxury Oceanfront Living at Resort at Kapalua Bay – Residence 3503 Poised on the fifth floor of the prestigious Kapalua Bay Resort, Residence 3503 is a rare opportunity to own a luxurious oceanfront retreat in one of Maui’s most sought-after resorts. This spacious three-bedroom, three-and-a-half-bathroom residence showcases breathtaking panoramic views of the Pacific, with the islands of Moloka‘i and Lana‘i painting a stunning backdrop. Designed for seamless indoor-outdoor living, the expansive lanai is the perfect setting to unwind and take in Maui’s unparalleled sunsets. Inside, the open-concept chef’s kitchen features premium appliances, custom cabinetry, and a large island, ideal for entertaining. The two ocean-view primary suites offer a tranquil retreat, each with a spa-inspired en-suite bath and direct access to the lanai, creating a serene escape in the heart of paradise. As an owner, you’ll enjoy world-class amenities, including multiple pools, fine dining, a full-service spa, 24-hour concierge, and valet services. Just steps away, immerse yourself in the beauty of Kapalua Bay, play on championship golf courses, explore scenic hiking trails, or relax on pristine white-sand beaches. Offered fully furnished and hotel-zoned for nightly rentals, Residence 3503 is an exceptional opportunity for those seeking a luxury island lifestyle or a high-end investment in one of Maui’s most coveted locations. Schedule your private showing today and experience the pinnacle of oceanfront living.

1 Bay Dr Unit 3503, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ki.

$5,450,000
3 Beds 4 Baths 410058 MLS Fee Simple Tenure 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

Listing courtesy of Maui Real Estate Advisors LLC.

$5,195,000
3 Beds 4 Baths 408268 MLS Fee Simple Tenure
Set against the dramatic backdrop of the Pacific, 1008 Sunset Place offers a rare opportunity to own a refined island residence in the heart of Kapalua. Perfectly positioned to capture glowing sunsets, gentle trade winds, and sweeping ocean views, this Kapalua home is thoughtfully designed for seamless indoor–outdoor living. Open, light-filled interiors flow effortlessly to expansive lanais, creating ideal spaces for entertaining, dining al fresco, or simply unwinding while enjoying seasonal whale watching during the winter months. Thoughtful architectural lines, quality finishes, and casually elegant furnishings contribute to a timeless island aesthetic. The well-appointed kitchen features premium Sub-Zero and Dacor appliances, enhancing both form and function. Located within the gated community of Pineapple Hill, one of Kapalua Resort’s most sought-after residential enclaves, residents enjoy access to a community swimming pool, tennis and pickleball courts, and on-site resident management. Pineapple Hill offers close proximity to Kapalua’s world-class amenities, including championship golf courses, award-winning beaches, scenic coastal trails, tennis facilities, and fine dining—while maintaining a sense of privacy and tranquility. This is West Maui living at its finest, defined by ocean views, spectacular sunsets, and the enduring appeal of the Kapalua lifestyle.

1008 Sunset Pl, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$5,165,000
4 Beds 4 Baths 407481 MLS Fee Simple Tenure
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

Listing courtesy of Coldwell Banker Island Prop-KP.

$5,150,000
3 Beds 4 Baths 406667 MLS Fee Simple Tenure 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

Listing courtesy of Hawaii Life (L).

$5,000,000
409381 MLS Fee Simple Tenure
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

Listing courtesy of Compass.

$4,975,000
4 Beds 5 Baths 409156 MLS Fee Simple Tenure
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

Listing courtesy of Keller Williams Realty Maui-L.

$4,950,000
3 Beds 3 Baths 408178 MLS Fee Simple Tenure
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

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,650,000
4 Beds 5 Baths 406659 MLS Fee Simple Tenure
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

Listing courtesy of Keller Williams Realty Maui-L.

$3,950,000
3 Beds 4 Baths 409395 MLS Fee Simple Tenure Kapalua Ironwoods BLDG.
Set within the exclusive enclave Kapalua Resort, this expansive 3-bedroom, 4-bath + den upgraded residence at Ironwoods offers a rare oceanfront position with commanding views of Oneloa Bay and Honolua Bay. Designed for effortless island living, the single-level, ground-floor residence combines generous interior space with access to Kapalua’s world-class amenities, including championship golf, coastal trails, tennis & pickleball, world-class spa and premier dining. Renowned for its privacy and prestige, this enclave is among Maui’s most coveted addresses, moments from legendary surfing and exceptional snorkeling along the island’s coveted northwest coastline.

81 Ironwood Ln Unit 81, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$3,950,000
3 Beds 4 Baths 407262 MLS Fee Simple Tenure Montage Residences Kapalua Bay BLDG.
Located in a private and serene portion of The Resort at Kapalua Bay, Unit 2202 awaits YOUR arrival! Conveniently located on the ground floor, this grand residence 3-bedroom, den, 3.5 bathroom property is centrally located between Kapalua Bay and Oneloa Beach. The Resort at Kapalua Bay is a luxury coastline condominium community located in the Kapalua Resort. The resort offers white sandy beaches, world class golf, tennis, pickleball, fine dining, hiking & cultural activities. The property allows vacation rentals. Exterior construction is planned for Residence 2202 and has a special assessment for an exterior renovation. Scheduled construction of Building 2 is October 20, 2026 to July 19, 2027. Sold furnished with exceptions.

1 Bay Dr Unit 2202, Lahaina

Listing courtesy of Compass.

$3,550,000
2 Beds 3 Baths 408042 MLS Fee Simple Tenure Kapalua Ironwoods BLDG.
Beautifully remodeled in 2022, this single-level ocean-view residence at the Ironwoods captures the effortless luxury and serenity of Kapalua living. Custom sliding pocket doors open to an expansive lanai with sweeping views of Honolua Bay and the lush fairways of the Kapalua Bay Course. A dramatic wall of ocean-facing windows pulls the coastline into your living space, filling the home with golden light and that unmistakable Kapalua magic. Inside, the residence blends warmth with refined sophistication—pristine white oiled oak flooring, custom Schüller cabinetry, Monte Cristo granite countertops, state-of-the-art Bosch appliances, intuitive smart-home integrations, and thoughtfully curated lighting throughout. Newly installed energy-efficient Pella windows enhance the bright, airy ambiance that flows through the home. The primary suite serves as a private retreat, complete with a spacious bath suite and a luxurious granite steam shower. One of the rare Ironwoods offerings, this residence features a fully private, single-level entry with direct access from the enclosed garage—an exceptional advantage for those who value ease, accessibility, and complete privacy. Nestled within the exclusive gated community of the Ironwoods, residents enjoy resort-style amenities including a fitness center, tennis courts, and a solar-heated pool and spa—set across 9.2 acres of meticulously manicured grounds. A nearby walking gate provides effortless access to the Kapalua Coastal Trail, world-class beaches, and the breathtaking shoreline that defines this extraordinary region. Offered fully furnished, this residence is a serene, turn-key ocean-view haven in one of Maui’s most coveted enclaves.

62 Ironwood Ln Unit 62, Lahaina

Listing courtesy of Island Sotheby's International Realty(W).

$3,495,000
3 Beds 4 Baths 410414 MLS Fee Simple Tenure
Positioned along the top row of Pineapple Hill in Kapalua, this furnished 3-bedroom, 3.5-bathroom residence offers expansive Pacific Ocean views and 3,674 square feet of interior living space. The two-story design features generous living and dining areas with abundant natural light. Marble flooring runs throughout the home, with marble finishes continuing into each bathroom. A mahogany front door adds warmth at the entry, while a propane fireplace creates an inviting focal point in the living area. The kitchen is equipped with a Sub-Zero refrigerator, Wolf range and oven, and Bosch dishwasher. A GE washer and dryer add everyday convenience. Two Rheem air conditioning units provide interior comfort throughout the residence. Outdoor living centers around the private swimming pool and spa, framed by a flagstone pool deck and landscaped grounds. The tile roof complements the architecture, while a two-car garage, security system, and lawn irrigation add practical features. Pineapple Hill homeowners enjoy access to a clubhouse, community pool, tennis courts, and pickleball courts. The neighborhood is within Kapalua Resort on Maui, with beaches, golf, coastal trails, dining, and resort amenities nearby. Ocean views set the scene, while marble finishes, premium appliances, and a private pool and spa make everyday life in Pineapple Hill feel anything but ordinary.

212 Crestview Rd, Lahaina

Listing courtesy of Island Sotheby's International Realty(L).

$3,495,000
2 Beds 3 Baths 408175 MLS Fee Simple Tenure 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

Listing courtesy of Island Sotheby's International Realty(L).

$3,395,000
2 Beds 2 Baths 409031 MLS Fee Simple Tenure 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

Listing courtesy of Coldwell Banker Island Prop-KP.

$3,298,000
2 Beds 3 Baths 409879 MLS Fee Simple Tenure Kapalua Bay Villas Ii BLDG.
YOUR wait is Over! Located in the arguably the finest, front-row location in all of the Kapalua coastline communities, Kapalua Bay Villas 34B1,2 provides the most dramatic views of the ocean, island, sunset, resort, Dragon’s Teeth (Makaluapuna Point) and the Kapalua Coastal Trail! This Villas is a 2-story, two-bedroom, three-bathroom direct-oceanfront villas spaciously spread across 1,697 sq. ft. Whale-watching can be enjoyed from the comfort & convenience from your Villas (of the lanai, dining area, great room & primary bedroom.) YOU will never need to leave your home! Snorkeling, surfing or swimming are daily excursions as the Villa is a convenient walk to both Kapalua Bay or Oneloa Bay. The best of luxury island living is a result of a thoughtful & extensive 2015 renovation. The scope of work included 1) complete kitchen renovation (including cabinetry, granite counter tops, drywall, plumbing, electrical and all appliances), 2) installation of Western Window sliding doors (dining room, primary bedroom lanai) & Breezway Altair jalousie windows, 3) redesign of great room entertainment center, 4) remodeled primary bedroom’s bathroom & lanai areas. Custom photography wall art and custom blinds were installed (2014). Additional recent upgrades & improvements include new air conditioning system (2025), interior custom paint (2025), Wayfair living room furniture (2024) & new W/D flooring (2025). Kapalua Bay Villas 34B1-2 has historically been a high performing member of a transient vacation rental program. This property is currently being used for short-term vacation rentals. It is zoned Apartment (A-2) and it is permitted to be used as a transient vacation rental pursuant to County Code Chapter 19.12.20 section G. However, this permitted usage per the County Code may be subject to change. Kapalua Bay Villas is an oceanfront condominium community consisting of 141 apartments in twenty-seven 1-story and 2-story buildings. The community is spread across 16.45 acres & offers pools, club house, BBQ & tennis / pickleball court amenities. Kapalua Bay and Oneloa Bay are convenient walking distance from Kapalua Bay Villas. The Kapalua Resort community offers Maui’s finest resort services & experiences including fine-dining, shopping, whale watching, snorkeling, swimming, golf, hiking, the world-renowned D.T. Fleming Beach, Honolua Bay, Kapalua Tennis Garden / Pickleball, Kapalua Zipline, The Spa at Kapalua Bay. The monthly HOA fee is $2,580. Sold furnished with exceptions. Your Time Is Now.

500 Bay Dr Unit 34B1-2, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$3,295,000
410401 MLS Fee Simple Tenure
Part of a prestigious collection of estate homesites crowning this verdant ridgeline, Homesite 22 is part of what is referred to here as **"The Upper Ridge Collection,"** an unofficial marketing designation recognizing the unmatched elevation, protected view corridors, and extraordinary setting shared by Homesites 21 and 22 within Honolua Ridge. Occupying one of the highest and most commanding locations within Honolua Ridge Phase II, this extraordinary 6.259-acre homesite enjoys panoramic views stretching across the Pacific Ocean to Lanai and Molokai, framed by year-round sunsets and the dramatic shoreline of Makaluapuna Point. Its premier top-of-ridge position, together with the restricted building area on neighboring Lot 20, helps preserve the expansive view corridors that distinguish this exceptional offering. Large upper ridge homesites with protected ocean views and exceptional privacy have become increasingly scarce, making this one of Kapalua Resort's most compelling opportunities to create a world-class estate. Agricultural zoning allows for a primary residence, guest house, and accessory agricultural structure, offering exceptional flexibility to create a private estate that serves both lifestyle and legacy. Underground utilities, private water service, and paved roads are already available, providing the ideal framework for bringing an extraordinary architectural vision to life. Kapalua offers a lifestyle unlike anywhere else on Maui. Residents enjoy easement access through The Ritz-Carlton Maui to Fleming Beach, championship golf, scenic coastal trails, world-class dining, and the award-winning Spa Montage. The Plantation Course hosts The Sentry each January, bringing the PGA Tour's opening event to Kapalua. Many residents appreciate the ability to travel throughout the resort by golf cart while enjoying the relaxed pace that defines this remarkable community. Membership in the Kapalua Club provides access to the Spa Montage fitness facilities and pools, the Beach Club overlooking Kapalua Bay, preferred golf privileges, the Kapalua Tennis Garden, complimentary beach services, discounts throughout the resort, reduced green fees at Kahili Golf Course, and invitations to exclusive golf, culinary, wine, sailing, and social events. Homesite 22 is offered individually, while the adjoining Homesite 21 is also available. Acquiring both separately deeded parcels creates an approximately **11.54-acre estate** of remarkable scale, offering privacy seldom found within a luxury resort community. Whether envisioned as a legacy family compound, an estate with expansive gardens and recreational amenities, or a long-term investment with future flexibility, combined ownership represents one of Kapalua's most significant land opportunities.

242 Keoawa Pl Unit Lot 22, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$3,250,000
2 Beds 2 Baths 403903 MLS Fee Simple Tenure The Ritz Carlton Residences BLDG.
Actual apartment numbers are 1126-1128. Ground floor ocean front location for this beautifully appointed Ritz Carlton Kapalua 2 bedroom, 2 bath luxury suite. Conveniently close to the award winning pools and water features of the Ritz Carlton and also very convenient to the award winning Banyan Tree Restaurant. Also close to the Burger Shack and the sandy shores of Fleming's Beach. Appliances include Sub-Zero Refrigerator/Freezer and Sub-Zero wine chiller. Enjoy your vacations at this 5 Star Ritz Carlton Resort and rent when you're not in residence. Lock-off capability gives the flexibility of renting this as a 1 bedroom, 1 bath apartment and as a hotel room. Rental history available to qualified interested parties. Reserve for periodic replacement of furniture, fixtures, and equipment is $2,027.80 per month to ensure maintaining the top quality of the Ritz Carlton.

1 Ritz Carlton Dr Unit 1126-8, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.