Lahaina Real Estate | Lahaina 5 Bedroom Properties for Sale

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.

$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.

$8,900,000

5 Beds ⋅ 6 Baths ⋅ 409338 MLS ⋅ Fee Simple Tenure

Perched atop 45 acres of Launiupoko’s most coveted slopes, this extraordinary estate offers a rare sanctuary of privacy, space, and incomparable Maui beauty. Sweeping panoramic ocean, outer island, and sunset views define every horizon, while gentle trade winds and the serenity of open land create an unparalleled sense of escape. The 5,863 sq. ft. residence is a masterpiece of thoughtful design, featuring 5 ensuite bedrooms—including dual master suites—5.5 baths, and expansive living spaces that flow effortlessly to multiple lanais. An 80-foot infinity-edge pool frames the horizon, perfect for sunset gatherings or quiet reflection. The 3-car garage has been transformed into a high-end gym, reflecting a lifestyle that values wellness and leisure. Not one, but two 14,999-gallon gravity-fed water tanks provide both potable and agricultural water, supporting a property designed for flexibility, whether as a private compound, agricultural estate, or multi-structure retreat. A 3,800 sq. ft. barn offers extraordinary potential for equestrian, guest, or creative uses. This property is a CPR'd/residential condo property: Main home parcel of 45 acres off a 50 acre parcel. This is more than a home—it is a legacy property, a place where every day is defined by space, privacy, and the timeless rhythm of island life. For the discerning buyer seeking the ultimate Maui retreat, 554 Punakea Loop is a rare and unmatched opportunity.

554 Punakea Loop Unit A, Lahaina

Listing courtesy of The Agency Maui.

$11,500,000

5 Beds ⋅ 7 Baths ⋅ 408714 MLS ⋅ Fee Simple Tenure

Commanding one of the largest and most remarkable panoramic ocean views anywhere in the Hawaiian Islands, the residence at 426 Wailau occupies a truly iconic location in the uppermost heights of Launiupoko. This 25 + acre, agriculturally-zoned mountain top retreat offers an exclusive Westward perspective of the Auau Channel that spans from Sweetheart Rock on Lanai almost completely to Elephant Rock on Molokai. After driving through the gated entrance you will feel the collective magnitude of the property and anticipate the comforts found inside this ambitious, newly-constructed residence. In the spring of 2023, after 18 months of construction, the renowned Imagine It Builders delivered a modern luxury masterpiece with 6,682 square feet of single-level interior living space designed to occupy two expansive wings as well as a central open living area and kitchen. The North Wing features the primary suite with not one, but two, full en-suite bathrooms, including a steam shower and soaking tub. The North Wing, connected to the 4 car garage, also features a powder room in the hall, a pantry, and laundry room. The South Wing features 4 bedrooms, all with ensuite baths, a fully outfitted gym, and a flexible room for entertaining complete with wet bar. From the living area, massive retractable sliding glass doors open up to almost 2,000 square feet of covered outdoor lanai space with a 70 ft wide pool and 12ft wide hot tub. An outdoor kitchen and bar complement the lanai while all of the bathrooms feature their own private, connected outdoor showers to rinse off when coming back into the home. Every material finish has been thoughtfully designed and impeccably constructed, it isn't hyperbole to say that there are simply too many amazing features to list in a few paragraphs. This is one you will have to see to believe!

426 Wailau Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,875,000

5 Beds ⋅ 4 Baths ⋅ 408598 MLS ⋅ Fee Simple Tenure ⋅ _Residential House BLDG.

This co-ownership offering is to join the owner in an LLC by acquiring a 25% co-ownership interest for $1,875,000 cash,and includes a set exit strategy where the new LLC co-owners agree to sell together in the future. Poised at the very tip of a coveted oceanfront point in Napili, this extraordinary Polynesian-inspired pole home offers rare, direct ocean access and more than 100 feet of dramatic Pacific frontage. Located within an intimate, gated enclave on Papaua Place—home to just ten residences—this property enjoys exceptional privacy. The residence is a celebration of authentic island craftsmanship, featuring rich Hawaiian koa wood, lava rock accents, and a timeless connection to its natural surroundings. A spacious wraparound lanai captures sweeping 270-degree views and year-round sunsets, spanning from Lanai and Molokai to Kapalua. The Pacific Ocean becomes your daily playground, with surfing, snorkeling with sea turtles, swimming, and seasonal whale watching directly offshore. Both the primary and guest bedrooms are positioned to enjoy mesmerizing ocean views and the soothing sounds of the sea. Additional features include a game room, sauna, jacuzzi, and an upper-level observation room ideal for whale watching, yoga, or a private study. Conveniently located near world-class golf courses, luxury resorts and spas, acclaimed dining, this one-of-a-kind oceanfront offering presents an unparalleled Maui lifestyle—where location and nature converge seamlessly.

43 Papaua Pl, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$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.

$7,250,000

5 Beds ⋅ 6 Baths ⋅ 408179 MLS ⋅ Fee Simple Tenure

Welcome to an extraordinary residence nestled within the esteemed gated community of Lanikeha, located in the Kaanapali Golf Estates on the idyllic island of Maui. A tropical oasis, this magnificent estate offers breathtaking views of the Pacific Ocean, beautifully framed by the mystical islands of Lana'i and Moloka'i. With 5 bedrooms and 6 bathrooms of meticulously crafted living space, this home embodies the essence of a perfect Maui retreat. The open-concept floor plan, complemented by expansive windows, seamlessly merge indoor and outdoor living. Natural light floods the space, showcasing the stunning vistas that this property has to offer. Featuring high ceilings, this home includes two elegant ensuites and a third bedroom within the main living area. A covered pathway leads to two additional bedrooms and a versatile office/flex space, all easily accessible from the interior courtyard. The design of the home enhances the seamless transition from indoor to outdoor spaces, aided by pocketing sliding doors that invite the enchanting surroundings inside. Bathrooms are luxuriously appointed with both indoor and outdoor showers, ensuring a spa-like experience. Custom finishes throughout the residence evoke the spirit and culture of Hawaii, with Ohia Lehua posts handpicked from Hawaii Island and custom Koa cabinetry that adds a distinctive touch. The serene pool and jacuzzi provide a peaceful retreat, while the expansive lanais with generous overhangs serve as an ideal setting for savoring Maui’s spectacular sunsets. The Lanikeha Clubhouse enhances the experience with amenities such as an indoor gym, pool, and game room. Enjoy effortless access to the wealth of offerings at the resort, including pristine beaches, golf, tennis, pickleball, and the vibrant dining and shopping at Whalers Village. Every aspect of this home has been thoughtfully curated to blend sophistication, comfort, and the natural beauty that surrounds it, creating an exceptional living experience in paradise.

137 Anapuni Loop, Lahaina

Listing courtesy of Moffett Properties LLC.

$9,500,000

5 Beds ⋅ 6 Baths ⋅ 408146 MLS ⋅ Fee Simple Tenure

LUXURY PROPERTY AUCTION: 5 –18 AUGUST. Accepting Starting Bids Through 4 August. Starting Bids Expected Between $4.5M–$6.5M. Earn an incentive by 4 August. Located in prestigious neighborhood of Pu’unoa, this is one of Hawaii’s most desirable gated luxury estates, offering tranquil tropical living with the ultimate in privacy and security. Gracing the gentle slopes of the West Maui Mountains, this 5-acre fully manicured estate, lush with a variety of fruit trees and tropical landscaping, boasts of breath-taking panoramic tri-island ocean views, stunning sunsets and majestic mountain backdrops with bountiful picturesque rainbows. 65 Wili Okai Way features the best of style and modern amenities in a spacious and elegant custom-built, 5 bedroom, 5.5 bath main residence. The separate 2 bedroom, 2 bath guest home is privately situated with its own gated access. Both homes also showcase abundant, covered, wraparound patio space. As your day begins, take in spectacular sunrises over the West Maui Mountains, embracing the sweeping views and fragrant trade winds while taking advantage of the easy access to private trails for walking, jogging and biking to popular beach parks. The one-of-a-kind outdoor shower, custom outdoor kitchen, and expansive, air-conditioned, multi-purpose modern barn make indoor/outdoor recreation easy and comfortable. If you desire world-class shopping, restaurants and entertainment, all are conveniently located in nearby Kaanapali and Kapalua. When you’re ready to wind down, relax in the dramatic infinity-edge saline pool, while you listen to the gentle sounds of the nearby cascading water feature, or soak, in your custom in-ground hot tub while enjoying the dazzling sunsets and clear, star-filled night skies. Nestled among beautiful flowering hedges, this property also reveals a highly sought after, comprehensive, energy- efficient, net metering photovoltaic system that minimizes electricity expense through renewable energy. The level of craftsmanship and detail in this grand estate is of the highest quality and finishes, including incredible custom metal work from famed artist, Larry Padilla, on display throughout the property from the custom metal entry gates to the fire torches, accent rails and various other architectural elements.

65 Wili Okai Way, Lahaina

Listing courtesy of Compass.

$8,395,000

5 Beds ⋅ 4 Baths ⋅ 408032 MLS ⋅ Fee Simple Tenure

This listing is a Residential CPR. Set across 3.219 acres in a quiet stretch of Makila Ranches, Launiupoko, this estate will bring together clean architecture, generous outdoor living, and a cohesive layout that feels open yet defined. With 5 bedrooms, 4 bathrooms, and 4,590 square feet of living area, the home offers a thoughtful balance between shared gathering spaces and private bedroom retreats. A covered entry leads into the Great Room, where wide openings frame the elegant reflecting pools, spa, and infinity-edge pool set directly along the central sightline of the home and positioned to take in the stunning ocean views. This sculptural outdoor centerpiece is complemented by 1,646 square feet of covered lanai spaces that stretch across the rear of the residence, creating a fluid style of living that suits the temperate Hawaiian climate. The Great Room spans approximately 34 feet in length and 51 feet in width, creating a wide, airy central living area. These dimensions give the room an impressive presence at the heart of the home, allowing for generous seating arrangements and a natural connection to the outdoor living spaces. The kitchen blends clean lines with a layout designed for easy gathering. A generous island offers ample workspace for cooking or casual conversations. Appliances include a 48-inch range, a matching 48-inch refrigerator/freezer, dedicated wine storage, and a walk-in pantry tucked neatly off to the side. The design keeps the central living areas light and open while feeling both polished and practical, creating an inviting centerpiece that brings everyone together. The five-bedroom layout is arranged in distinct wings for a sense of privacy throughout. Each of the home’s five bedrooms is designed as a quiet retreat, arranged across separate wings. The primary bedrooms feature walk-in closets, private bathrooms, and private lanai spaces with outdoor showers. The garage offers 945 square feet of covered parking for up to three cars and ample storage space. Set against the green backdrop of the West Maui Mountains and the expansive ocean and outer-island view, Makila Ranches 6A pairs modern simplicity with expansive single-level living, giving the property an easy, graceful presence that fits beautifully into the landscape. Also listed in Condo Classification MLS #408186

391 Haniu St Unit Lot 6A, Lahaina

Listing courtesy of Welcome Hawaii Properties.

$10,950,000

5 Beds ⋅ 6 Baths ⋅ 407837 MLS ⋅ Fee Simple Tenure

This stunning brand-new estate is situated on a prime lot within Puunoa Estates. Puunoa is a prestigious gated community located just south of Lahaina Towne comprised of only 24 estate sites which are a minimum of 5 acres in size. Recently completed in 2024, 325 Hokiokio Place embodies a unique French Country Farmhouse-style architecture with chic modern interior design. It is truly one of a kind on West Maui. The single-level sprawling floor plan includes a spacious great room and dining area, gourmet kitchen, five-bedroom suites, and a separate media suite. This captivating property is built with the highest quality of craftsmanship. The inviting exterior includes a beautiful pool, spa, and outdoor kitchen for relaxing and entertaining. A plumeria grove and fruit trees create true Hawaiian ambiance. Puunoa Estates owners are drawn to a lifestyle where summer never ends, and remarkable beaches are easily accessible. Outstanding views of the ocean, neighboring islands, West Maui mountains, sunsets and whale watching in season, create a dramatic setting to call home. Just above the property is a six-mile paved trail limited to pedestrians, bicyclists, and equestrians. Seller will consider the sale of a 50% partnership interest.

325 Hokiokio Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$5,200,000

5 Beds ⋅ 5 Baths ⋅ 407666 MLS ⋅ Fee Simple Tenure

Nestled on 3.02 acres in the gated Puunoa community, 257 Hokiokio Place overlooks Lahaina from its gently sloping hillside setting, offering sweeping ocean and sunset views from nearly every room. Built in 2024 and now nearing completion by its owner-builder, this single-level estate blends modern design with comfortable, open-concept living. Spanning over 3,500 square feet, the home features 5 bedrooms and 4.5 baths, providing generous space for family and guests. The thoughtful floor plan captures both indoor and outdoor living, perfectly positioned to take advantage of Maui’s year-round sunshine and trade winds. While the finishing touches and landscaping are still in progress, the groundwork for a remarkable estate has been laid. Many fruit trees have already been planted, and grading is underway for future horse stables, an ideal setup for equestrian enthusiasts seeking proximity to nearby riding trails. An infinity-edge pool has been fully designed and permitted, allowing the next owner to complete this final element to their own taste. Easy bypass access ensures convenient travel around Maui and quick connection to the rebirth of historic Lahaina town below. This is an exceptional opportunity to own a newly built residence in one of West Maui’s most sought-after locations, offering expansive space, unmatched views, and a chance to put your own finishing touches on a true Lahaina legacy property. This is a residential CPR. The 3.02 acre property is lot "A". The six acre lot "C", makai of lot "A", may also be available for purchase.

257 Hokiokio Pl Unit A, Lahaina

Listing courtesy of eXp Realty.

$1,699,000

5 Beds ⋅ 4 Baths ⋅ 407585 MLS ⋅ Fee Simple Tenure

Excellent location, a short stroll to either Napili Park or Napili Plaza. There are lots of mature fruiting trees and the garden faces the Honokeana ravine. Large covered porch that can be used for gatherings, crafts or as an outdoor gym. Recent upgrades: flooring in upstairs living room, dining room and bedrooms, shower enclosures of the upstairs bathrooms. Functional floorplan, that allows convenient, accessible and easy multi-generational living. Easy to show on short notice.

31 Pualu Loop, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$9,675,000

5 Beds ⋅ 6 Baths ⋅ 406996 MLS ⋅ Fee Simple Tenure

Set within the premier gated community of Honolua Ridge, 94 Keoawa Place is a reimagined Kapalua residence offering more than 7,199 square feet of refined living space on nearly four acres of gently sloping land. Designed to embody world-class island living, the estate captures panoramic views of the Pacific Ocean, Molokai, Lanai, and the dramatic West Maui Mountains. 94 Keoawa Place stands as one of the most significant estates in Kapalua, uniting scale, seclusion, and a premier location with the assurance of a recent comprehensive, "down-to-the-studs" renovation. The house blends timeless island architecture with modern sophistication and state-of-the-art technology. For example, a new fully integrated Lutron system provides seamless control of audio and video throughout, including the dedicated theater room. Every element has been renewed—custom hardwood floors, new wiring and plumbing, fresh stucco, and all-new fascia and gutters, and a new tile roof. New Marvin windows and doors frame the views, while a 300K photovoltaic system with multiple backup batteries ensures both sustainability and independence. Inside, the residence offers 6 bedrooms, 5 full bathrooms and 2 half baths, thoughtfully arranged for comfort and versatility. Highlights also include a newly designed office, a lighted custom pantry, refreshed powder and laundry rooms, and elegantly updated bathrooms. There is a new stairway and railings that add architectural presence, while the main level features an all-new kitchen and dining area with an abundance of natural light. The outdoor spaces are equally striking. Expansive lanais flow into lush tropical landscaping, where a heated in-ground pool and spa overlook the Pailolo Channel. Here, sunsets are unforgettable, and in winter, humpback whales can be seen breaching against the horizon of Lanai and Molokai. Practical features include a three-car garage, underground utilities, private water and septic systems, cable TV, and automatic sprinklers—all designed for ease of living without compromising luxury. Life in Honolua Ridge offers privileged access to the best of Kapalua: two championship golf courses, including the famed Plantation Course, home of the PGA TOUR's Sentry Tournament of Champions; the Ritz-Carlton Maui and Montage Kapalua Bay resorts; acclaimed dining; hiking trails; and pristine white-sand beaches. For those seeking a private retreat in one of Hawaii's most celebrated resort communities, this residence is without equal. This property is being sold by the Bankruptcy Trustee, and the sale is subject to U.S. Bankruptcy Court approval. The sale is “As-Is, Where-Is,” with no warranties or representations of any kind. The Trustee has no personal knowledge of the property’s condition; prospective buyers are advised to conduct full independent due diligence.

94 Keoawa Pl, Lahaina

Listing courtesy of Welcome Hawaii Properties.

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