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$4,850,000
2 Beds ⋅ 2 Baths ⋅ 410106 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Alii BLDG.
Penthouse offering in the highly desirable Kaanapali Alii community. Situated on the Top Floor, this 2 Bedroom 2 Bath Plus Den functions like a 3 Bedroom and is considered by many to be the most desirable floor plan at the Kaanapali Alii. The Top Floor location offers incredible Ocean views, Mountain views, Golf Course views and views of Kaanapali Beach. Enjoy the perfect Beachfront Lifestyle with everything that Kaanapali has to offer. It is just a short beachfront walk to Whalers Village for some of the Best Restaurants and Shopping that Maui has to offer. The property is in a successful rental program with strong rental income, making it a perfect fit as a turn key luxury resort rental or as a second home.

50 Nohea Kai Dr Unit 3-1104, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$4,795,000
3 Beds ⋅ 4 Baths ⋅ 410334 MLS ⋅ Fee Simple Tenure ⋅ Papali Wailea BLDG.
Where do timeless design, ultimate privacy, and panoramic ocean vistas all converge in Wailea? Welcome to Papali #17. Perfectly positioned in the community’s premier location, this exquisite residence is being offered for the first time since the original developer release. This single-level three bedroom and three-and-a-half baths provides the comfort and presence of a private home with the carefree and secure lock and leave benefits of a luxury condominium lifestyle. Sweeping ocean and outer-island views are complemented by Papali’s award winning design, contemporary architecture, and distinctive copper rooflines. Set on over ten acres of beautifully maintained tropical landscaping, Papali offers an exclusive sense of serenity with only two homes per acre providing privacy, tranquility, and a spacious sense of place just moments from Wailea’s pristine beaches, golf, dining, and shopping. Inside highlights include soaring vaulted ceilings with Alaskan Yellow Cedar beams, rich African mahogany millwork, limestone flooring, and a gourmet kitchen with premium granite surfaces. Flooded with natural light, expansive glass doors, and open generous lanai spaces for seamless indoor-outdoor living. Perfect for sunset gatherings and relaxed island evenings under the stars. A private garage, abundant storage, and dual entry points complete this rare and remarkable offering - furnished for your turn-key Maui lifestyle. Papali #17 isn’t just a home – it’s a legacy. Wailea’s most extraordinary offering.

3100 Wailea Alanui Dr Unit 17, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$4,795,000
3 Beds ⋅ 4 Baths ⋅ 408559 MLS ⋅ Fee Simple Tenure
3943 Wailea Ekolu is one of Wailea Golf Estates' most distinctive ocean-view Residences, offering Panoramic Ocean, Outer-Island & Mountain Views, Estate-Scale Living, Timeless Architectural Character, and a Premier Golf-Frontage Setting. Encompassing approximately 4,355 square feet, this expansive residence features 3 bedrooms, an office/den, 4 full bathrooms, a spacious great room, and an additional living room that opens seamlessly to the pool and outdoor entertaining area. Designed with enduring craftsmanship, generous proportions, and a grand sense of arrival, the home showcases architectural details rarely found in today's newer luxury residences. From the moment you enter, arched mahogany-and-glass entry doors accented with African Wenge welcome you into a dramatic curved vestibule, where rounded plaster walls, rich mahogany millwork, and a grand staircase immediately reveal the craftsmanship and architectural character that define this remarkable home. Two en-suite bedrooms located on the ground floor each enjoys its own outdoor space—ideal should you want to have SINGLE FLOOR-PLAN LIVING. Upstairs, a PRIVATE SANCTUARY awaits: the approx. 1,581 sq. ft. primary bedroom suite and den offer exceptional PRIVACY and unparalleled OCEAN AND OUTER ISLAND VIEWS WITH WRAP AROUND LANAIS, along with impressive Haleakala vistas that shift beautifully with the light. The generous kitchen opens to a bright great room with SLIDING WALLS OF GLASS on two sides—inviting lovely cross-ventilation and framing views to the sparkling PACIFIC OCEAN. The formal living room offers a warm focal fireplace, natural cedar ceiling, and a recessed art niche. Expansive sliders from the great room and living room open to an OCEAN VIEW POOL AND SPA with a SPACIOUS TILED SUN DECK, made for sunset lounging and DINING AL FRESCO UNDER THE STARS. The layout is wonderfully open, yet intentionally defined, with sight lines that draw you toward the outdoors and the enchanting views beyond. This home is a LUMINOUS LIGHT-FILLED CANVAS—ready for your vision: an extraordinary opportunity to re-imagine and elevate a residence of substance, scale, & soul. Set within the prestigious gated Wailea Golf Estates, backing to the 11th fairway of the Wailea Blue Course, and moments to Wailea’s world-class beaches, dining, shopping, golf, tennis, water sports, and spas.

3943 Wailea Ekolu Pl, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

$4,750,000
3 Beds ⋅ 4 Baths ⋅ 409873 MLS ⋅ Fee Simple Tenure
This 10 acre Piiholo property at 4,000' elevation borders a 41-acre State forest and has incredible ocean and mountain views. The very distinctive and extraordinary main residence, designed by renowned architect Jim Hestand of Maui Architectural Group, is an absolute work-of-art. Almost entirely constructed with old-growth redwood, the architectural inspiration was designed for the well-known concerts and poetry gatherings among the owners in the days of its grandeur...a true legacy property. The main home has recently been thoroughly and lovingly returned to its original beauty and beyond, with the remodeling and modernizing of the kitchen and bathrooms. All of the out-buildings, concrete driveway and landscaping have also been restored. Rare peace and privacy are assured within the grounds. The 2nd residence is reminiscent of a mountain cabin vibe. The 2 residences are separated by many usable acres of trees and orchards. One could certainly imagine this property being ideal for horses. In between the two homes there is an artist/musician studio with flexible use. There are 2 water meters, serving each end of the property. Additionally, there is a large garage/workshop and a useful farm structure. Pi'iholo, is known for cool days and cooler evenings with passing mists, reliable rainfall and refreshing trade winds. There are several respected public schools and excellent private schools in the region. Farmers markets, supermarkets and roadside stands assure you can keep your shopping Up Country. The range of restaurants is remarkable. And for health care, Up Country has it all.

2450 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(P).

$4,700,000
3 Beds ⋅ 4 Baths ⋅ 409698 MLS ⋅ Fee Simple Tenure
Escape to your own private paradise in the serene coastal town of Hana, Maui. This custom-built 3-bedroom, 3.5 bathroom home is a testament to luxury and tranquility, offering an expansive 3295 square feet of carefully crafted living space. Upon entering, you'll be greeted by soaring high ceilings that create an open and airy ambiance, inviting you to unwind in the comfort of this exquisite residence. The open floor plan seamlessly connects the living, dining, and kitchen areas, providing a seamless flow for both relaxation and entertainment. The gourmet kitchen is a culinary masterpiece, featuring top-of-the-line appliances, custom cabinetry, and a spacious island for culinary creations. The primary bedroom is a private sanctuary, offering an en-suite bathroom and showcasing panoramic ocean views that envelop the space in a sense of calm and escape. Each additional bedroom is generously sized and offers its own unique charm and comfort. The well-appointed bathrooms feature elegant finishes and luxurious amenities. Step outside to the expansive 1.1-acre oceanfront property, where you'll be greeted by unobstructed and sweeping ocean views that stretch to the horizon. The tiki bar area is the perfect setting to savor the coastal breeze, while the presence of coconut trees adds to the tropical ambiance. Keep an eye out for passing dolphins and whales, as well as the graceful presence of sea birds, all enhancing the natural beauty of this coastal retreat. A detached garage provides ample space for vehicles and storage, while the ocean view guest suite offers a private haven for visitors or additional living space. Embrace the beauty of the sunrise and the tranquil rhythm of coastal living, as you immerse yourself in the enchanting allure of Hana, Maui. This exceptional property offers a rare opportunity to experience the ultimate oceanfront lifestyle, where each day is graced by the beauty of the sea and the tranquility of coastal living. Whether you're seeking a luxurious permanent residence or a vacation retreat, this home offers a unique blend of elegance, comfort, and natural splendor. Don't miss the chance to make this oceanfront oasis your own. Contact your Realtor today to schedule a private tour and discover the endless possibilities of coastal living in this extraordinary home in Hana, Maui.

51 Kapohue Rd, Hana

Listing courtesy of Compass-W.

$4,650,000
4 Beds ⋅ 3 Baths ⋅ 410691 MLS ⋅ Fee Simple Tenure
Experience classic plantation style charm blended with modern island living at this stunning oceanfront residence on Halama Street. Set on a gated and private .46 acre lot, this home captures the essence of Maui with refreshing ocean breezes, sweeping multi island views, and direct oceanfront access right outside your door. The main residence is sold fully furnished and designed for effortless comfort, while the detached ohana offers flexibility for guests, extended family, or an onsite caretaker. A sparkling in ground pool surrounded by lush island landscaping creates the perfect setting for relaxation and entertaining. From sunrise to sunset, enjoy the ultimate Maui lifestyle in a home that combines timeless character with tropical tranquility. Make 1656 Halama Street your personal Maui oasis. A new asphalt shingle roof is scheduled for completion in September 2026.

1656 Halama St, Kihei

Listing courtesy of Compass-W.

$4,650,000
3 Beds ⋅ 4 Baths ⋅ 408839 MLS ⋅ Fee Simple Tenure ⋅ Hoolei BLDG.
E Komo Mai and welcome to Ho'olei 21-4, an elegant 3 bed, 3.5 bath townhome located in the heart of Wailea, Maui. This Hotel Zoned property boasts wonderful ocean views and is offered tastefully furnished, totally turnkey, and is active and successful in the Grand Wailea's exclusive vacation rental program. The Plumeria floor plan enjoys the widest lanai and forward most position of the building, enhancing privacy and extending the living area. This villa has new upgraded flooring in the bedrooms, a chef's kitchen with Wolf and Sub Zero appliances, a built in BBQ and fridge on the lanai, attached garage, private elevator, and so much more. Pocketing Fleetwood glass sliders blend the indoors with the outdoors, making a perfect space for entertaining your family and guests. The Ho'olei property offers a resort style pool and spas, with a state of the art workout facility and saunas. Ho'olei is gated with 24hr security and lush landscaping that gives you a sense of place here in Hawai'i. Owners are eligible for the Kulana Club with the Grand Wailea, allowing them rental management, shuttle service, on-site front desk and concierge, as well as a myriad of discounts and perks. The Wailea Resort offers some of the finest dining, shopping, golf, tennis, beaches, sunny days and views in the world!

21 Kiloa St Unit O-4, Kihei

Listing courtesy of Hawaii Life (W).

$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.

$4,500,000
5 Beds ⋅ 5 Baths ⋅ 410637 MLS ⋅ Fee Simple Tenure
Recently completed, brand New custom 5,000 sq ft home with a 3 car garage in the magnificent Kula I'o neighborhood. Perched at the top of a hill, lot 29 a 2.5 acre parcel gently slopes and enjoys morning sun, mountain, and ocean views. A large infinty edge lap pool with spa, baja ledges, and fountain bubblers overlook a picturesque sunset ocean horizon. This masterfully designed home provides a 4 bed 4 bath main residence with a versatile guest wing that could be used for ohana, gym, or a game room.

173 Huahua Pl, Kula

Listing courtesy of Big Wave Realty LLC.

$4,500,000
2 Beds ⋅ 2 Baths ⋅ 410325 MLS ⋅ Fee Simple Tenure
Laulea is often translated as “peace and friendship,” which feels particularly appropriate for one of Spreckelsville’s most desirable private roads. Set on just under one-third of an acre, this inviting house and cottage property captures the relaxed character of Maui’s North Shore. The two-bedroom, two-bath main home was completely rebuilt in 1996 with style, warmth, and distinctive details, including seashell relief work, bamboo accents, and ohia posts. Skylights, open-truss ceilings, and an open kitchen and living area fill the home with natural light, while two spacious covered lanais extend the living space outdoors and create inviting settings for dining, relaxing, and gathering with friends. Built in 2005, the elevated cottage has its own Balinese-inspired character, with merbau wood and travertine floors, vaulted ceilings, Venetian plaster, and thoughtful architectural touches throughout. A flexible bonus space below the cottage provides additional room for a home office, gym, studio, storage, or other uses. The lovely backyard and two outdoor showers are perfectly suited to life near the beach. Multiple beaches and surf spots are nearby, along with Maui Country Club, Kaunoa Senior Center, Pa?ia, and convenient access to OGG, Whole Foods, and Costco. Peaceful, private, and full of personality, this is a special little compound in one of the North Shore’s most sought-after neighborhoods.

450 Laulea Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

$4,500,000
408585 MLS ⋅ Fee Simple Tenure
Set within the untouched beauty of Kipahulu, this rare 128-acre legacy parcel offers a level of privacy, scale, and natural richness that is increasingly hard to find. The land unfolds with native koa forest, established fruit trees, a seasonal stream, and stunning ocean views, creating a deeply serene and immersive environment. The land offers access to a spring that offers naturally filtered, pristine water. A cleared building envelope, where a home once stood, provides a rare opportunity to rebuild and design a private estate positioned to capture the surrounding beauty. Despite its peaceful seclusion, the property is conveniently located just a 15-minute drive up from the Hana Highway, offering access without sacrificing privacy. With sweeping acreage, abundant natural resources, breathtaking views, and complete tranquility, this is a remarkable opportunity to reimagine a legacy property in one of East Maui’s most unspoiled landscapes. Drone Videos & Satellite Imagery coming soon!

40811 Hana Hwy Hwy, Hana

Listing courtesy of Keller Williams Realty Maui-Ka.

$4,495,000
2 Beds ⋅ 2 Baths ⋅ 408086 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
Wailea Point Beach Condo 2904 is designed for comfort and relaxation. Wailea Point! South Maui's most elegant, luxurious, and private community. This premier oceanfront enclave's luxury and casual sophistication marries the divine setting with dramatic ocean views. Enjoy the premier Maui lifestyle in this private, spacious, fully furnished 2-bedroom, 2-bath residence in beautiful Wailea Point. High ceilings, huge picture windows, and beautiful finishes create the perfect setting for comfortable living and memorable entertaining that flows from spacious interiors to oceanview lanais. The spacious living room features large windows that let in plenty of natural light and offer panoramic views of the beach and ocean. Brand new window installation just completed, featuring a beautiful mitered glass bay window with custom automatic roll-down shades. The extraordinary, panoramic views look from the surf and sand of Polo Beach, across the ocean to the islands of Lanai, Kahoolawe, & Molokini, down the coast to Makena, and up to the summit of Haleakala. The kitchen features exceptionally fine Koa cabinets and high-quality appliances, including an oven, microwave, refrigerator/freezer, dishwasher, and ample cabinet space. The covered lanai is the perfect spot to savor a cup of coffee in the morning, enjoy the sunrise, or barbecue in the evening while taking in the expansive ocean views, sunsets, whales, dolphins, and seabirds. Wailea Point is a low-density 26-acre oceanfront property with impeccably landscaped common areas and top-quality amenities. 24-hour security, three swimming pools, a lap pool, two spas, BBQ pavilions, a fully equipped fitness center, lighted tennis, paddle tennis, and pickleball courts. Wailea Point is conveniently located between Wailea Beach and Polo Beach.

4000 Wailea Alanui Dr Unit 2904, Kihei

Listing courtesy of Coldwell Banker Island Prop(P).

$4,400,000
4 Beds ⋅ 3 Baths ⋅ 410494 MLS ⋅ Fee Simple Tenure
This rare Kamaole Kula property is situated on Maui's leeward, sunset coast at an elevation of 2,450 feet. It boasts stunning bi-coastal views and a low-humidity climate with an ideal blend of subtropical days and cool mornings and evenings. Over the years, the original owners have thoughtfully developed and meticulously cared for this beautifully graded and contoured two-acre parcel. Their stewardship has created a mature and thriving landscape featuring approximately 1,000 feet of rock walls, an abundance of productive fruit trees—including avocado, citrus, cherimoya, and macadamia nut—a fertile garden, and exceptional privacy. The sturdy, custom-built home and detached garage were constructed using irreplaceable old-growth, clear vertical-grain (CVG), Western red cedar, sourced from virgin forests in Olympic National Park. The timber was obtained through a rare special use permit from the National Park Service for fire control, allowing the purchase of wind-felled trees approaching 400 years in age that were extracted by helicopter. Even in the 1980s, wood of this caliber was rare; today, it is virtually priceless. This premium lumber is naturally resistant to termites and rot, including all studs and joists, and the home is finished with the highest-grade roof tiles. The construction was executed by master craftsman and boat builder John Cahill, of Cahill Construction. The property also features a 48-panel solar array equipped with top-quality SMA Sunny Boy inverters and a state-of-the-art Heliotex automated cleaning system. Additionally, this parcel benefits from a grandfathered net-zero interactive electric meter with a minimal monthly service charge—a program that has since been discontinued by Hawaiian Electric. Keokea Town is a short drive away, offering convenient access to Ching Store, Fong Store, Grandma's Coffee House, Keokea Park, and the Kula Clinic. Schools and the post office are approximately 10 minutes away. This timeless, classic, one-of-a-kind home is a true real estate outlier. It offers a peaceful and comfortable Maui lifestyle. This is a Residential CPR property. Call your Realtor for a private viewing.

10898 Kula Hwy, Kula

Listing courtesy of Compass-W.

$4,400,000
2 Beds ⋅ 3 Baths ⋅ 410147 MLS ⋅ Fee Simple Tenure
Located in Baldwin Ranch Estates, this property is a refined expression of contemporary plantation coastal design, where timeless architecture and effortless indoor-outdoor living come together against a backdrop of sweeping ocean and West Maui Mountain views. Designed by Jeff Lundahl, the residence is oriented to capture Maui's natural beauty from nearly every room, with expansive pocketing doors opening to an oversized covered lanai that becomes a seamless extension of the living space. The gated entry to resort-inspired grounds are designed for both relaxation and entertaining, featuring a sparkling pool, a pool cabana with a lounge area, a bathroom, and an outdoor shower, all surrounded by beautifully landscaped living areas that embrace Maui's year-round climate. A spacious three-bay garage of more than 1,000 square feet includes versatile air conditioned flex space and a bathroom, providing options for a home gym, workshop, creative studio, and additional storage for surfboards, bikes, and other North Shore pursuits. Positioned between the charming boutiques and cafés of Makawao and the vibrant beaches and lifestyle of Paia, this exceptional property has refreshing trade winds, panoramic vistas, and convenient access to some of Maui's most sought-after schools, world-class beaches and connections to Maui's North Shore lifestyle. The is Unit B of a CPR.

2350 Baldwin Ave Unit B, Makawao

Listing courtesy of Hawaii Life (W).

$4,400,000
2 Beds ⋅ 2 Baths ⋅ 408607 MLS ⋅ Fee Simple Tenure
This is a rare opportunity to own in one of Maui’s premier water-sports communities. Set on a private, gated quarter-acre, the elevated Tahitian-style dwellings have a bright, relaxed treehouse feel, with cathedral ceilings and natural cross-ventilation. The main residence is a 2-bedroom, 2-bathroom home with bonus space for guests, while the separate 1-bedroom cottage includes a loft, screened sleeping lanai, and coffee lanai for the morning wave check. The peaceful, private grounds feature low-maintenance landscaping, permeable gravel surfaces, room for a garden, and two outdoor showers for rinsing off after the beach. Created for an active North Shore lifestyle, the property offers an indoor board room with cushioned wall-to-wall matting, a covered 22-foot bay for a jet ski, skiff, or kayaks, two covered parking spaces, and three open-air spaces. An open-air concrete pad for a jet ski provides versatility. The ipe and 316 marine-grade stainless steel sliding gate is suited to the coastal setting. After a day on the water, a dedicated area for a future sauna and cold plunge, with a 220-volt outlet in place, offers a transition from high-energy recreation to recovery and relaxation. Near the bike path and a short walk from Sprecks Beach and the Maui Country Club, this is North Shore living at its best.

462 Laulea Pl, Paia

Listing courtesy of The Maui Real Estate Team Inc.

$4,395,000
4 Beds ⋅ 4 Baths ⋅ 409092 MLS ⋅ Fee Simple Tenure
When HOME is the destination. Set in an IDEAL UPCOUNTRY location, this ENTERTAINER'S DREAM is where luxury, RESORT INSPIRED amenities, and Maui’s natural beauty merge in harmony. Upon entry, BI-COASTAL OCEAN AND MOUNTAIN vistas unfold like nature’s own work of art. Thoughtfully renovated and expanded in 2025, the home was re-imagined as a place of beauty, recreation, and restoration. Perched at Kulamalu Hilltop, an exclusive and highly coveted gated enclave of just 13 residences, this 4-bedroom, 4-bath home offers approximately 3,882 square feet under roof, including a 3-car garage. Soaring ceilings create architectural volume, while hybrid Koa flooring and Roman Gold Travertine establish a rich foundation. In the foyer, a custom glass-enclosed 150+ bottle wine display makes a striking impression. The main living area is anchored by a split-faced marble wall, linear fireplace, suspended glass sculpture chandeliers, and sliding glass walls that open effortlessly to the outdoors, creating the kind of seamless indoor-outdoor living that defines the Maui lifestyle. A private resort unfolds with a natural-style infinity-edge lap swimmable water feature echoing the stillness of a reflection pond. Practice greens with six golf holes, two tee boxes, a sand bunker, and gathering areas with fire pits create a sublime, curated outdoor experience. A gourmet kitchen designed for culinary creativity and entertaining features a multifunctional workstation sink with LED temperature display, waterfall and rain dance functions, Sub-Zero, Wolf, and Bosch appliances, Calacatta West quartz counters, and a beveled glass tile backsplash. The Primary Suite Retreat offers a serene sitting area positioned to take in both ocean and mountain views, with an ensuite spa-like bathroom, dual-sided gas fireplace, and walk-in closet. The game room may also serve as a great room, private lounge, media retreat, or flex space. Tech features include dual-zone AC, Nest thermostat, Blink security, and app-enabled smart home integration. Special features include: This entertainer's dream estate offers bi-coastal ocean and outer island views at Upcountry Maui's most coveted elevation, with convenient access to Maui's top-rated schools. Six-hole private practice green with two tee boxes and sand bunker, natural-style infinity-edge lap pool, extensively and thoughtfully renovated and expanded in 2025, Sub-Zero and Wolf gourmet kitchen, dual-sided gas fireplace, La Cantina sliding pocket doors, custom glass-enclosed 150+ bottle wine display, suspended glass sculpture chandeliers, hybrid Koa flooring and Roman Gold travertine, 40-panel PV solar system, and Tesla EV charging. Gated enclave of just 13 residences. Please see the full list of improvements and features. The pineapple cultivation supports the property’s agricultural land classification, resulting in reduced water rates and other benefits. 35 Ohia Lehua Place offers a rare expression of Upcountry luxury, artfully designed, deeply restorative, and shaped by an awe-inspiring view of nature.

35 Ohia Lehua Pl, Pukalani

Listing courtesy of Maui Real Estate Advisors LLC.

$4,390,300
408100 MLS ⋅ Fee Simple Tenure
** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportunity to acquire a multi-site land portfolio spanning Wailuku, Kihei, and Makawao—three of Maui’s most sought-after and growing regions. The portfolio consists of 16 parcels totaling approximately 272.055 acres, offering significant scale, diverse topography, and strategic locations suitable for investment, master planning, or phased development. Properties are offered for sale exclusively as a single portfolio. Any individual parcel pricing shown is for MLS compliance purposes only and does not reflect standalone availability or value. The portfolio purchase price is $48,000,000.00

119 E Welakahao Rd, Kihei

Listing courtesy of Commercial Prop of Maui LLC.

$4,300,000
3 Beds ⋅ 4 Baths ⋅ 401515 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
OUTSTANDING VALUE for one of Wailea Point's most FABULOUS VIEW UNITS. This is the highly sought after Upper Level D plan, Wailea Point’s second largest standard floor plan located on the top 2 floors of a 4-story building; 2 levels, 3 bedrooms, 4 bathrooms. The location is a “10”, affording spectacular ocean views. The vaulted ceilings are a bonus, and new windows were installed in 2022, including the gorgeous mitered glass bay window that makes the ocean view from the living room simply POP! Facing west, 180-degree ocean views, year-round sunsets, and whales galore! The entire upstairs is a master suite with full bath & soaking tub, and its own private, 144 sq. ft. “crow’s nest" lanai with stunning views. Original condition except for the beautiful new windows. Unfurnished. Wailea Point was built to be the finest residential condominium in all of Hawaii - and many believe it is just that. Built in the late 1980's, it stole the show at the 1986 Parade of Homes, a competition sponsored by the Building Industry Association of Hawaii. It also won a national award from Sunset Magazine for best use of glass - and the sellers have improved on that by replacing windows, and installing the awesome "mitered glass bay window" in the living room. Aside from its World Class location, Wailea Point boasts ultra-high quality design & construction, very low density (just over 4 units per acre), low rise structures in a magnificent, garden environment. 24-hour roving & gated security; 2 elaborate pool pavilions with kitchens & barbecues; 4 pools (including a 2-lane, 25-meter lap pool); 2 whirlpool spas; lighted tennis & pickleball courts; superb fitness gym; extensive fruit & herb gardens; ample parking; and it's golf cart friendly! Enjoy the Four Seasons and Fairmont Kea Lani resorts as immediate neighbors, plus the Grand Wailea a short walk away, and all the 5-star restaurants & other services they offer. Well run AOAO. In a 7/15/26 ruling, the Appeals Court changed the minimum rental period at Wailea Point BACK to 30 days. An Association Board of Directors Bulletin dated 7/22/26 states, “Consistent with the appellate court's decision, the minimum rental period is being administered as 30 consecutive days."

4000 Wailea Alanui Dr Unit 2502, Kihei

Listing courtesy of Wailea Point Realty, Inc..

$4,200,000
2 Beds ⋅ 2 Baths ⋅ 410442 MLS ⋅ Fee Simple Tenure ⋅ Wailea Beach Villas BLDG.
Wailea Beach Villas H102 is a beautifully furnished 2-bedroom, 2-bath residence with a versatile den/office, offering the flexibility for remote work or additional guest space. The thoughtfully designed floor plan features new appliances and an extended kitchen island with plenty of seating, making it ideal for everyday living and entertaining. Power sunshades throughout the home provide added comfort and convenience. Quaint ocean view from the lanai. Wailea Beach Villas is one of Wailea's premier beachfront communities, offering two swimming pools, a fitness center, beautifully maintained tropical grounds, direct access to Wailea Beach, and a convenient location within walking distance of The Shops at Wailea, restaurants, and nearby resorts. H102 is currently part of an active vacation rental program, making it an excellent option for those seeking a property with established rental history as well as a comfortable personal retreat.

3800 Wailea Alanui Blvd Unit H102, Kihei

Listing courtesy of Hawaii Life (W).

$4,200,000
409690 MLS ⋅ Fee Simple Tenure
Newly constructed in 2024, this fee simple industrial condominium project consists of four separately condominiumized warehouse units totaling approximately 8,584 SF, with flexible purchase configurations available from approximately 2,156 SF to 8,584 SF. TMKs: (2) 3-8-094-017-0001, (2) 3-8-094-017-0002, (2) 3-8-094-017-0003, and (2) 3-8-094-017-0004. Features include approximately 27’ center ceiling heights, approximately 22’ clear height to steel, grade-level roll-up doors, 3-phase power, fully sprinklered Type II-B construction, completed/permitted restroom plans, and potential for future mezzanine improvements. M-1 Light Industrial zoning allows for warehouse and office uses. Each unit includes 3 parking stalls plus 1 ADA accessible stall. Flood Zone X. Pricing for partial-unit sales includes anticipated demising improvements. Seller may consider retaining Unit 101 or discussing a potential leaseback structure. Rare opportunity to acquire newly constructed small-bay industrial space in Maui’s limited industrial market.

401 E Ahuliu Way Unit Units 101-104, Wailuku

Listing courtesy of Commercial Prop of Maui LLC.

$4,200,000
2 Beds ⋅ 2 Baths ⋅ 407509 MLS ⋅ Fee Simple Tenure ⋅ Kaanapali Alii BLDG.
Captivating northwest facing views of Kaanapali's sandy coastline, a panorama of a glistening Pacific Ocean, and Kaanapali's landmark Blackrock. The spacious and beautifully appointed living room, dining room, and both bedrooms, a wall of ocean views. This is a magnificent condo, with elegance and resort amenities combined. Eleventh floor Unit 3-113 towers above the rest! For optimum views and a beautifully appointed 2-bedroom condo on Kaanapali Beach, wait no longer, this is it! Don't miss this rare offering at Kaanapali Alii to own a top floor beachside fee simple condo! The revered and iconic Kaanapali Alii is privately owned, offers hotel amenities including ocean facing pools, bbq area (with herb garden), recreation area, poolside concierge, meeting rooms, fitness center and tennis courts. It is the perfect landing on Kaanapali Beach close to Whalers Village, bordering golf course, ocean activities, world class dining, shopping and epic sunsets.

50 Nohea Kai Dr Unit 3-1103, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ka.

$4,200,000
3 Beds ⋅ 3 Baths ⋅ 403317 MLS ⋅ Fee Simple Tenure ⋅ Honua Kai - Hoku Lani BLDG.
Welcome to Hokulani 325! This stunning oceanfront condo offers unparalleled views and luxurious living in one of the most sought-after resort areas in Kaanapali. From the moment you step inside, you'll be greeted by an open-concept design that maximizes the breathtaking ocean views. The spacious living area features floor-to-ceiling moving glass nana walls that extend the living space out to the lanai with plenty of natural light while enjoying dramatic ocean views and amazing sunsets. The condo boasts high-end finishes throughout, including a gourmet kitchen with stainless steel appliances, natural stone countertops, subzero and Viking appliances, a wine bar, central air conditioning, and a breakfast bar perfect for entertaining. The two master suites offer ocean views and an en-suite for privacy. The luxury continues into your guest room offering an ocean view and a bath just outside the room. Nicely appointed furnishing throughout will be included in the sale (artwork excluded). Additional features include access to world-class resort amenities, such as sparkling swimming pools throughout the property, a state-of-the-art fitness center, and a beautiful sandy beach just steps away. To continue the resort enjoyment and convenience, the famous Duke’s Beachfront Dining Restaurant, Aina Gourmet Café, Ho’ola Spa, and Whalers General Store are all located within the Honu Kai Resort Property. Whether you're looking for a serene getaway or a vibrant vacation home, this property offers the best of both worlds. Don’t miss this rare opportunity to own a piece of paradise zoned H-1, H-M & R-3 offering owners many options. Schedule your private showing today and experience the ultimate in Maui living!

130 Kai Malina Pkwy Unit SR325, Lahaina

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

$4,150,000
4 Beds ⋅ 4 Baths ⋅ 408755 MLS ⋅ Fee Simple Tenure
Stunning home for sale in the Papohaku Ranchlands Subdivision on Molokai's West End. This 5.73-acre fenced property features a main house, a two-car garage with a rec room, a 2-bedroom, 1-bath cottage with a private entry, an equipment shed, and a fenced riding arena. The luxurious, fully furnished main house spans 5,257 square feet and includes 4 bedrooms, 3.5 bathrooms, walk-in closets, a private office, a media room, a formal dining area, two fireplaces, a card room with an adjoining bar area, and a large laundry room. Additional decks offer panoramic ocean views, including the island of Oahu across the Kaiwi Channel. The home also boasts a pool, pool cabana/bar, jacuzzi, steam room with shower, fitness area, Koi pond with waterfall, owned PV solar panels, solar shades, electric skylights, and 5 split A/C units in the kitchen and other rooms. The kitchen has been recently remodeled with custom cabinets in the bar area and kitchen. There is also a large 2-car garage, a carport with a workshop area, and a rec room. The ohana unit is a 2-bedroom, 1-bath cottage with a laundry room and a private entry gate. The grounds include a fenced equestrian riding arena, a chipping green, 200 exotic palm trees, 20-foot Queen Sego palms in the pool area with other lush vegetation and flowers. Everything is move-in ready, just waiting for you to embrace the Hawaiian lifestyle

Maunaloa

Listing courtesy of Molokai Real Estate.

$4,037,500
408107 MLS ⋅ Fee Simple Tenure
** Sale includes MLS #s 408092, 408093, 408094, 408095, 408096, 408097, 408098, 408099, 408100, 408101, 408143, 408102, 408103, 408104, 408106 & 408107 ** Rare opportunity to acquire a multi-site land portfolio spanning Wailuku, Kihei, and Makawao—three of Maui’s most sought-after and growing regions. The portfolio consists of 16 parcels totaling approximately 272.055 acres, offering significant scale, diverse topography, and strategic locations suitable for investment, master planning, or phased development. Properties are offered for sale exclusively as a single portfolio. Any individual parcel pricing shown is for MLS compliance purposes only and does not reflect standalone availability or value. The portfolio purchase price is $48,000,000.00

Makani Rd, Makawao

Listing courtesy of Commercial Prop of Maui LLC.

$4,000,000
3 Beds ⋅ 2 Baths ⋅ 404282 MLS ⋅ Fee Simple Tenure
Panoramic bi-coastal ocean views, island of Lanai, W. Maui MT. + Central & North shore areas. Private 3.864 acres, approx. 3700 elevation, land has terraced & leveled areas, clean crisp air perfect temp. & options to expand. Enjoy glorious sunsets, much sought after magical very private Kula location. Owner's original intent was to build as a cottage. Solar Hot Water, radiant floors heating in main living area. Property long-term rental since build date 2006, owner did not occupy. The lower level/basement+ the upper attic /loft + the main level lanai areas - are all enclosed & finished to be utilized as additional use spaces.(actual sq. ft. /rooms do not match TMK records) A future build main home site area enjoys the best views & is cleared & ready to begin build, also there are additional build areas to add (?) a barn, work studio. Koa + Citrus + Avocado. County water + 25,000.Gal.water tank. Septic, Gas, Electric + Solar hot water. NO HOA. Tenant occupied 48 hours notice to show (All photos taken before tenant occupied) Private concrete driveway. (not a drive by, do not enter /disturb) Showings by appointment.

210 Napoko Pl, Kula

Listing courtesy of Hawaii Equity Management LLC.

$4,000,000
403676 MLS ⋅ Fee Simple Tenure
There is only one undeveloped lot remaining in the prestigious gated enclave of One Palauea Bay, so if you want to build in one of the best neighborhoods in Maui this is your last chance. 21 Ualei Place offers over 1.8 acres of land and a generous building envelope that allows for a luxury home and a separate cottage. It is, quite simply, one of the last chances to create something extraordinary in Makena within easy walking distance of the island’s best beaches and Wailea's resort amenities. Imagine waking each morning steps from Palauea Beach and Polo Beach, with the Wailea Beach Path and Fairmont Kea Lani just across the street. Fine dining, boutique shopping, and world-class golf are minutes away, yet privacy and serenity remain uncompromised. In a world where time is the ultimate luxury, opportunities like this do not wait. Once this lot is gone, there will never again be another parcel of this size in this location within this exclusive community. If you have been waiting for the perfect moment to create your Maui legacy, this is it.

21 Ualei Pl Unit 1, Kihei

Listing courtesy of The Maui Real Estate Team Inc.

$3,999,000
2 Beds ⋅ 1 Baths ⋅ 409398 MLS ⋅ Fee Simple Tenure
Also listed as Vacant Land, MLS #409399 Rare 27-acre property in Haiku on Maui’s North Shore, offering exceptional privacy, serenity, and sweeping panoramic views. This unique estate spans 3 contiguous TMKs and is gated for added security and exclusivity. Enjoy expansive ocean and Haleakala views from multiple vantage points across the property. A custom-built 2-bedroom, 1-bath home is situated on the upper portion of the land, providing a comfortable living space to enjoy immediately — or to serve as a guest house while you build your dream estate. The upper acreage features flat, usable pasture land, while the lower portion offers gently rolling terrain. This acreage is ideal for agricultural use, an equestrian estate, a private retreat, an estate home or even a subdivision. The land has not been farmed in over 30 years. SELLER FINANCING IS AVAILABLE, making this a rare opportunity to secure large, versatile acreage in Haiku with flexible terms.

654 Kaupakalua Rd, Haiku

Listing courtesy of Compass-W.

$3,999,000
409399 MLS ⋅ Fee Simple Tenure
Also listed as Residential, MLS# 409398 Rarely available 27-acre estate on Maui’s North Shore in Haiku, offering remarkable privacy, tranquility, and breathtaking panoramic views. Comprised of 3 contiguous TMKs, this gated property provides exceptional flexibility and exclusivity. Enjoy sweeping ocean and Haleakala views from multiple vantage points throughout the land. A thoughtfully designed 998 sq ft custom home featuring 2 bedrooms and 1 bath is perched on the upper portion of the property, perfectly positioned to capture the scenery. The upper acreage offers flat, usable pasture land, ideal for agricultural or equestrian use, while the lower acreage gently rolls, creating a beautiful and functional landscape. With land that has not been farmed in over 30 years and is not a CPR, this property presents a rare opportunity for an agricultural estate, private retreat, equestrian compound, future estate home, or potential subdivision. Seller financing is available, adding exceptional flexibility to secure one of Haiku’s most versatile large-acreage offerings.

Kaupakalua Rd, Haiku

Listing courtesy of Compass-W.

$3,999,000
5 Beds ⋅ 6 Baths ⋅ 409285 MLS ⋅ Fee Simple Tenure
Situated on two privately fenced and gated acres in Haiku, Holokai Hale is a North Shore estate designed for indoor-outdoor living. More than 1,600 square feet of covered space includes lanais, walkways, and multiple areas to relax. Plumeria and puakenikeni line the grounds, with partial ocean views through the canopy. The home offers five bedrooms, six bathrooms, and over 5,000 square feet. The main residence centers on a chef’s kitchen with a large island, butler’s pantry, and direct access to covered lanais for dining and entertaining. Interior and exterior spaces connect seamlessly. The grounds include a saline pool and spa, sauna, cold plunge, and established landscaping with raised garden beds, papaya trees, banana and ginger groves, citrus, lei flowers, and a mature soursop tree. You will find vaulted ceilings and Brazilian Tiger wood floors and each bedroom includes an en-suite bathroom with the primary bedrooms Italian White Carrara Marble bathroom and extra large dressing suite. A separate guest suite provides privacy for extended stays. Additional structures include a detached workshop, an air-conditioned studio with its own sink, and a bonus room above the garage which also has a dumbwaiter. The property is supported by a 52-panel photovoltaic system, solar hot water, split air conditioning, and a whole-home backup generator. Holokai Hale is a flexible property suited for a primary residence, extended family living, or a private retreat.

65 N Holokai Rd, Haiku

Listing courtesy of Keller Williams Realty Maui-Ki.

$3,985,000
4 Beds ⋅ 3 Baths ⋅ 410782 MLS ⋅ Fee Simple Tenure
5 STRUCTURE OCEANFRONT COMPOUND | OFFERED AT $ 3,985,000. An exceptional opportunity to own a private oceanfront estate overlooking breathtaking Waipio Bay in beautiful Huelo. Set behind electronic gates and surrounded by a protective hedge on 2 acres, this fully permitted sanctuary offers the rare combination of privacy, expansive ocean views, multiple living spaces, lush tropical grounds and a remarkable degree of self-sufficiency. The main residence features 4 bedrooms/3 baths, beautiful teak flooring and a Primary Suite spa inspired bathroom with a private entrance to the pool. The Primary Suite entry doors and bed are custom made from Koa Wood, adding to the tropical elegance. A large gazebo next to the main house has a private ocean view deck, shower and spa as your guests will enjoy yoga, stargazing, whale watching or cocktails at sunset with the outdoor lifestyle Maui is known for. A beautifully renovated 2 bedroom/1 bath ohana provides a private retreat for guests, extended family or tenants, with its own patio and spa and expansive ocean views. A 4-car garage includes a 1 bedroom/1 bath apartment with a deck up above. A separate Garden Cottage with a kitchen adds yet another peaceful area for naps, personal seclusion or the perfect artist’s studio. You’ll find an abundance of fruit trees, tropical flowers and a large organic garden with a nearby equipment shed to support the property’s practical side. The grounds are a true delight with a pool and waterfall feature surrounded by mature tropical, low maintenance landscaping. Designed with 2 large capacity water catchment tanks and pump house, propane for hot water and cooking, security system and established hardscape walkways, while only 30 minutes to the airport and Costco. A property of this scale, privacy, oceanfront setting and versatility is rarely offered at this price point. Come experience it in person by appointment through your favorite Realtor.

311 Door Of Faith Rd, Haiku

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