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196 Hakui Pl, Lahaina
$2,649,000
4 Beds ⋅ 4 Baths ⋅ 409052 MLS ⋅ Fee Simple Tenure
Fabulous Maui ocean, island & resort views await YOU from YOUR home at 196 Hakui Loop! Built in 1995 and extensively renovated in 2014, this two-level home offers 4BD, 3.5BA spread across 3,240 living sq. ft., plus YOUR own private pool! Enjoy dramatic sunrise/sunset ocean views from the large-picture windows of the great room and lanais off the kitchen/great room and YOUR primary bedroom – a NEW Painting Every Day! The extensive 2014 renovation included the installation of wood-look, diagonal-placed Italian porcelain tile floors (easy to maintain) and a complete redesign of the kitchen and all bathrooms. Major recent improvements included attention to home efficiency, safety & performance: 44 photovoltaic panels / 2 Telsa batteries (2020), Starlink satellite system (2023), ramp on the exterior downstairs lanai, additional hand rails at front entrance, pool, and stairwell, and shower grab bars; a new garage door opener (2022 - complete with external touchpad opener); vinyl side fencing on west side and pool entrance provide additional privacy; installation of new water heater (2024) & water descaling system (2025). The exteriors were painted in 2018. The parcel is rich with established plantings, including dwarf tropical fruit trees including lemon, lime, finger-lime, papaya, calamansi, and avocado. In 2021 the pool was remodeled resulting in wide stairs with a Baja Bench & table with port for umbrella, new plaster and new tile. Throughout, strong luxury appliance & home improvement brands exist including Sub-Zero refrigeration systems, Samsung induction range top, 2 Bosch dishwashers, KitchenAid microwave/oven combo, Jacuzzi jet-tub, Minka Aire/Regency Ceiling Fans, Lutron wall controls, two Lennox AC systems, GE, Maytag, Domus hardware & Kohler sink/toilet systems. The home is located in a quiet, less-traveled, private area of the exclusively resort community known as the Kaanapali Hillside. Kaanapali Hillside is a residential community consisting of 158 residential homes or vacant parcels (phase 1 and 2). Community amenities include a sprawling park/swing area. Monthly homeowner association dues are an incredibly reasonable $137.15 (paid quarterly). Hillside owners are minutes away from the world famous North Kaanapali beach (aka "Airport" beach) where great swimming, snorkeling and lounging is experienced! The Hillside is centrally located to downtown Lahaina and the resort community of Kapalua, plus the West Side’s public & private schools including: Kamehameha III Elementary, Hawaii Technology Academy (HTA), Sacred Hearts, and Maui Preparatory Academy—all within a 10-minute drive. Golf-carting to restaurants, work, the park, your neighbors' homes and to Kaanapali Resort is a lifestyle that most people dream about. Sold furnished with EXCEPTION. YOUR Time Is Now.

196 Hakui Pl, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

1740 Piiholo Rd, Makawao
$2,649,000
5 Beds ⋅ 4 Baths ⋅ 410159 MLS ⋅ Fee Simple Tenure
Crest the rolling hills and you’ll discover this breathtaking Upcountry Maui estate: a one-of-a-kind property with a rare combination of privacy, expansive space, and timeless charm. The property lies on 4.38 acres of vibrant, open land. It could be your own little oasis, with lush landscaping and tranquility within a short driving distance to charming Makawao Town. The main residence is custom-built with rich redwood walls on both the interior and exterior, a dramatic fireplace hearth formed from black lava rock, teak bannisters, and other handcrafted architectural details throughout. The brand-new deck stretches around the home, providing glorious views of both the mountains and the North Shore. This home was built with love, and the living experience is sure to be warm and absolutely unforgettable. Beyond the primary residence, this property boasts a separate cottage with its own private entrance. This second dwelling offers exceptional flexibility for guests, extended family, or even rental potential.

1740 Piiholo Rd, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

59 Wailea Gateway Pl Unit 4-201, Kihei
$2,680,000
3 Beds ⋅ 2 Baths ⋅ 410656 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
Experience front-row ocean views at Keala O Wailea #4-201, a beautifully positioned 3-bedroom, 2-bathroom residence in one of the most sought-after buildings within the complex. Set on the second level, this home delivers sweeping views across the ocean to the West Maui Mountains, neighboring islands, and iconic Molokini — a panorama that rarely comes available. Unlike most properties in Wailea, this unit offers the rare luxury of your own private BBQ on the lanai, perfect for sunset dinners with an ever-changing ocean backdrop. It also comes with a private garage plus a deeded parking stall right in front of the unit — a level of convenience hard to find at this price point. Residents of Keala O Wailea enjoy resort-style amenities, including a pool, spa, outdoor clubhouse with kitchen, and fitness center overlooking the water. The pet-friendly complex sits just steps from Wailea Gateway Center's shopping and dining, and within the renowned Wailea Resort, home to three championship golf courses, tennis, pristine beaches, and world-class hotels — all moments away. Whether a full-time residence or vacation retreat #4-201 offers an unmatched combination of location, views, and lifestyle.

59 Wailea Gateway Pl Unit 4-201, Kihei

Listing courtesy of Hawaii Life (W).

15 Nalu Pl, Paia
$2,695,000
5 Beds ⋅ 4 Baths ⋅ 407642 MLS ⋅ Fee Simple Tenure
Welcome to 15 Nalu Place, where beachside living meets modern elegance in the heart of Paia. This contemporary two-story home is the epitome of island life, offering a seamless blend of relaxed comfort and sophisticated design. With nearly 1,800 square feet of flexible living space, this 5-bedroom, 4-bathroom residence is thoughtfully designed to adapt to your needs, making it perfect for hosting guests or extended family. Imagine waking up just steps from the pristine sands of Paia Bay and the vibrant energy of Paia town, where you can savor fresh fish tacos from Paia Fish Market or explore local treasures at Nuage Blue and Alice in Hulaland. The second level welcomes you into a light-filled, open-concept living area that effortlessly connects indoor and outdoor spaces. The expansive lanai offers stunning ocean views, providing the perfect backdrop for year-round sunsets and gentle island breezes. The primary suite serves as your private oasis, featuring a luxurious spa-like en-suite bathroom, while two additional bedrooms on this level offer versatility and comfort. Downstairs, the first level offers two beautifully appointed bedrooms and two additional bathrooms, designed with the option to create two separate studios, each with its own private entrance. These flexible spaces are ideal for accommodating guests or extended family, and both studios provide direct access to a tranquil garden, a peaceful lounge area, and refreshing outdoor showers. At 15 Nalu Place, you’ll experience the best of Maui living. Every day feels like a getaway, with the beach just steps away and all the best that Paia has to offer within easy reach. Discover the unparalleled lifestyle that awaits you in this highly sought-after location.

15 Nalu Pl, Paia

Listing courtesy of Coldwell Banker Island Prop(S).

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

218 Keoawa St Unit 16, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

1444 W Kuiaha Rd, Haiku
$2,700,000
5 Beds ⋅ 3 Baths ⋅ 408644 MLS ⋅ Fee Simple Tenure
Also listed as Single Family w/ Det Ohana or Cottage Res - MLS# 408817 7 bedrooms and both homes benefit from brand-new roofs installed in 2026, offering added confidence and peace of mind for the next owners. Owner financing with 75% down. This property is majestic and unique. One of a kind!!! Perfect for Estate Living or farming. Zoning is commercial/AG A-1 Plan for your families future. Several opportunities. Welcome to Bamboo Valley Haiku, Maui. This Maui estate, located in a hidden tropical valley and bordered by a year round flowing stream is the ultimate in privacy and seclusion. At the heart of the estate is a custom 6 bedroom, 3 bath main residence and 1 bdrm detached cottage currently operating as Bamboo Valley Inn - loved by travelers from around the world. The main home offers exceptional privacy and exquisite design elements set upon an incredible backdrop of raw natural beauty. With no homes in sight, the property captures the essence of North Shore living- peaceful, tropical, powerful and refined. 3 cozy fireplaces complement the tropical atmosphere on cool north shore nights. The expansive covered lanai has tremendous views creating an idyllic setting for outdoor dining, entertaining and relaxing. The gated entry leads to a meandering stone driveway ensuring tranquility, security and seclusion. Tucked away approximately 100 yards from the main home, and beautifully concealed behind swaying bamboo, you will discover the charming Polynesian style pole home cottage. This home is full of architectural character containing custom lava rock features throughout, wrap around lanais and an open design creating a strong indoor-outdoor Hawaiian lifestyle. Both homes contain large windows that dissolve the boundaries between indoor and outdoor, so light pours in from every direction and the tropical forest and landscape become part of the interior decor. Without ever leaving the property you can enjoy a peaceful stroll through an exotic bamboo forest on a groomed trail which leads to the year round stream. This is more than an estate - it is a tranquil retreat where nature and comfort blend seamlessly. Spacious, quiet and surrounded by beauty, this Haiku property offers a lifestyle that is increasingly hard to find in the heart of Haiku, Maui. This property is being offered fully furnished with quality, move-in ready furnishings.

1444 W Kuiaha Rd, Haiku

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

1444 W Kuiaha Rd, Haiku
$2,700,000
6 Beds ⋅ 3 Baths ⋅ 408817 MLS ⋅ Fee Simple Tenure
Also listed as Multi-Dwelling Res - MLS# 408644. 7 bedrooms and both homes benefit from brand-new roofs installed in 2026, offering added confidence and peace of mind for the next owners. Owner financing with 75% down. This property is majestic and unique. One of a kind!!! Perfect for Estate Living or farming. Zoning is commercial/AG A-1 Plan for your families future. Several opportunities. Welcome to Bamboo Valley Haiku, Maui. This Maui estate, located in a hidden tropical valley and bordered by a year round flowing stream is the ultimate in privacy and seclusion. At the heart of the estate is a custom 6 bedroom, 3 bath main residence and 1 bdrm detached cottage currently operating as Bamboo Valley Inn - loved by travelers from around the world. The main home offers exceptional privacy and exquisite design elements set upon an incredible backdrop of raw natural beauty. With no homes in sight, the property captures the essence of North Shore living- peaceful, tropical, powerful and refined. 3 cozy fireplaces complement the tropical atmosphere on cool north shore nights. The expansive covered lanai has tremendous views creating an idyllic setting for outdoor dining, entertaining and relaxing. The gated entry leads to a meandering stone driveway ensuring tranquility, security and seclusion. Tucked away approximately 100 yards from the main home, and beautifully concealed behind swaying bamboo, you will discover the charming Polynesian style pole home cottage. This home is full of architectural character containing custom lava rock features throughout, wrap around lanais and an open design creating a strong indoor-outdoor Hawaiian lifestyle. Both homes contain large windows that dissolve the boundaries between indoor and outdoor, so light pours in from every direction and the tropical forest and landscape become part of the interior decor. Without ever leaving the property you can enjoy a peaceful stroll through an exotic bamboo forest on a groomed trail which leads to the year round stream. This is more than an estate - it is a tranquil retreat where nature and comfort blend seamlessly. Spacious, quiet and surrounded by beauty, this Haiku property offers a lifestyle that is increasingly hard to find in the heart of Haiku, Maui. This property is being offered fully furnished with quality, move-in ready furnishings.

1444 W Kuiaha Rd, Haiku

Listing courtesy of Nathalie Mullinix Rlty Universal Inc.

41 Poha Pl, Pukalani
$2,700,000
4 Beds ⋅ 3 Baths ⋅ 411027 MLS ⋅ Fee Simple Tenure
1973 was the year Secretariat ran the fastest Triple Crown in history, American troops came home from Vietnam, and lines at gas stations wrapped around the block. But in Kula 200, someone poured a masonry foundation on a fresh two-acre lot and built a home meant to last. When a stretch of Upcountry agricultural land was divided into two hundred two-acre parcels, it gave rise to what is known today as Kula 200, one of the most sought-after pockets along the edge of Kula and Pukalani/Makawao. Built in 1973, with a distinctive brick and masonry exterior, generously proportioned rooms, vaulted tongue-and-groove ceilings, and a wood-burning fireplace anchoring the sunken living room. Two bedrooms are en-suite, and a library/den and an extra room off primary suite create additional flexibility. Storage is abundant throughout. The setting may be the property's greatest asset. Positioned at the end of a cul-de-sac with no through traffic, the home sits privately within two fully fenced acres with a new lawn, zoned irrigation, mature landscaping, and views stretching across the valley to the West Maui Mountains, ocean, and Haleakala. Much of the interior remains original, and that's part of the opportunity. Rather than paying for someone else's renovation choices, the next owner can approach the home as a blank canvas and create an interior specific to their own taste. An enclosed sunroom and lanai take advantage of the views and Upcountry setting, while an owned photovoltaic system adds a practical update to this 1973 home. Currently tenant-occupied through May 2027, there is time to plan thoughtfully for what comes next. Two private acres, enduring craftsmanship, expansive views, and a Kula 200 location ready for its next chapter.

41 Poha Pl, Pukalani

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

50 Kaalele Pl, Kula
$2,700,000
4 Beds ⋅ 3 Baths ⋅ 411081 MLS ⋅ Fee Simple Tenure
At the top of Kula’s sought-after Kulamanu neighborhood sits Kaalele Place: where the sunlight reflects off the manicured hedgerows, framing some of the best views on the island. As you approach the very top of the neighborhood, 50 Kaalele Place comes into view. With striking Hawaiian-style architecture, its presence will make you proud to call it home. Unobstructed five-island views from the entire main floor (including the luxurious primary suite), impeccable high-end finishes, a curb appeal rarely found in Upcountry: this is the house that asks you to compromise absolutely nothing. Long-term guests and family will appreciate the private lower level, with its own expansive living areas, 1-car garage, as well as a spacious full bath and bright guest bedroom with walls of windows. The star of the show, however, is the main level. After entering through the automatic gate clad with exotic hardwood, pull into your oversized 2-car garage, and enter your home, only to be greeted by views that will take your breath away, day or night. This level boasts tall wood-accented ceilings, a primary suite you will never want to leave, a stunning two-sided fireplace, a chef’s kitchen with a SubZero refrigerator and Wolf gas range, two additional bedrooms, an additional full bath, and a lanai framed by high-end zero-maintenance aluminum Knotwood railing and pillars. With whole-house water filtration, a top-of-the line solar + Tesla battery system that all-but eliminates your grid reliance, and the ability to live exclusively on one level if desired, this house thought of everything - so you don’t have to. No to-do lists, no compromises, no worries - 50 Kaalele Place is a home you can take the time to enjoy.

50 Kaalele Pl, Kula

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

391 Haniu St, Lahaina
$2,749,000
408615 MLS ⋅ Fee Simple Tenure
Also listed in Residential Classification MLS #408032. Set across 3.219 acres within the highly desirable Makila Ranches community in Launiupoko, 391 Haniu Street offers an expansive canvas for a new luxury estate in a setting defined by open space, privacy, and sweeping island and ocean views. Fully graded and ready to build, the property includes approved permits for a single-level 4,590 sq. ft. luxury residence, representing an estimated nine-month time savings and approximately $400,000 in avoided pre-construction costs. The proposed design emphasizes indoor–outdoor living, with generous covered lanais and outdoor areas oriented toward ocean and outer-island vistas. Opportunities remain for the future owner to personalize finishes, design elements, and portions of the floor plan. The acreage supports a true estate atmosphere, allowing space for landscaped grounds, gardens, and view-focused outdoor living areas that align beautifully with the upscale farm-residential character of the community. Makila Ranches is known for its wide parcels, agricultural zoning, and a refined residential feel that balances rural openness with high-end living. Located just minutes from beaches, dining, golf, and the resort offerings of West Maui, the property delivers a rare mix of dramatic scenery, space, and a sense of calm without sacrificing convenience. 391 Haniu Street presents an outstanding opportunity to build a custom luxury home within one of Maui’s most sought-after farm-residential communities, set against panoramic views and the striking backdrop of the West Maui Mountains.

391 Haniu St, Lahaina

Listing courtesy of Welcome Hawaii Properties.

78 Kai Malu Dr Unit 202 (14D), Kihei
$2,750,000
2 Beds ⋅ 2 Baths ⋅ 409643 MLS ⋅ Fee Simple Tenure ⋅ La'i Loa BLDG.
Experience elevated island living at La‘i Loa Wailea, Wailea’s newest luxury condominium development, in this beautiful 2-bedroom, 2-bath 1,374 sq. ft. residence offering beautiful ocean and Molokini views from the spacious lanai. Designed to embrace Maui’s coveted indoor-outdoor lifestyle, this luxury condominium blends modern elegance, comfort, and resort-style amenities within one of South Maui’s most sought-after gated communities. This lovely residence features tile flooring throughout the unit, creating a seamless and sophisticated coastal aesthetic. The expansive lanai is enhanced with privacy shades to help block the afternoon sun while providing the perfect setting to enjoy year-round sunsets, ocean views, and Molokini vistas. Airflow and comfort are thoughtfully enhanced by sleek Big Ass Fans throughout the residence, complementing the home’s relaxed yet refined island aesthetic. The open-concept design seamlessly connects the kitchen, dining, living, and lanai spaces, creating an effortless flow for entertaining or everyday indoor-outdoor living. Additional features include an EV charger, extra storage, and the convenience of two parking spaces, including a 1-car garage and 1-surface stall. La‘i Loa residents enjoy exceptional resort-style amenities including a stunning 75-foot lap pool, beautifully designed amenity center, fitness room, sauna, and steam sauna. Thoughtfully designed by award-winning Weinstein A+U Architects, the gated community offers privacy, security, and contemporary island architecture in the heart of Wailea. Located moments from Wailea’s world-renowned beaches, golf courses, luxury resorts, shopping, and dining, this is an exceptional opportunity to own in one of Maui’s premier luxury communities.

78 Kai Malu Dr Unit 202 (14D), Kihei

Listing courtesy of Polaris Pacific.

277 Keonekai Rd, Kihei
$2,750,000
7 Beds ⋅ 4 Baths ⋅ 410789 MLS ⋅ Fee Simple Tenure
Located on desirable Keonekai Rd, this newly renovated home comes with a brand new stainless steel roof. The main residence features 3 bedrooms and 2 bathrooms, with an attached ohana that can be opened via an internal connecting door to create a flexible 5-bedroom, 2-story layout on the ground floor — ideal for extended family or rental income. Upstairs of the ohana unit is 2 more bedrooms and a full kitchen, connecting to downstairs via interior stairs. Enjoy a spacious backyard, two-car garage, and additional storage room and laundry facilities. Conveniently located near Kihei beaches, shopping, dining, schools, and just minutes from Wailea and South Maui amenities. A great opportunity for buyers looking for space, flexibility, and a move-in-ready home or investment property in a convenient Kihei location. Bedroom/bathroom count as marketed does not match TMK records. Buyer and buyer's agent to conduct their own due diligence.

277 Keonekai Rd, Kihei

Listing courtesy of Fortress Realty Hawaii LLC.

1144 S Kihei Rd, Kihei
$2,767,300
408098 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

1144 S Kihei Rd, Kihei

Listing courtesy of Commercial Prop of Maui LLC.

4000 Wailea Alanui Dr Unit 3404, Kihei
$2,795,000
2 Beds ⋅ 2 Baths ⋅ 408567 MLS ⋅ Fee Simple Tenure ⋅ Wailea Point I Ii Iii BLDG.
You Deserve To Own & Experience Your Oceanfront Paradise Today! Unit 3404 is a delightful 2 bedroom, 2 bathroom upper-level, privately located, & meticulously maintained residence, within the highly-coveted, low density, lushly landscaped, & world-class tropical paradise known as Wailea Point. Upon entering the residence, you are transfixed by the lovely pastoral-framed Ocean, Molokini Crater, & Island of Kaho’olawe views. The award-winning construction & design affords vaulted 16-ft Clear Cedar ceilings, perimeter soffits with recessed art lighting, & book-matched Hawaiian Koa doors & accents throughout, which exude a feeling of warmth & elegance. The recent installation of floor-to-ceiling mitered glass bay windows in the great room brings in volumes of natural light, & creates mesmerizing views of the ocean & outer islands, breaching whales, & painterly sunsets. The open & functional design in the kitchen, with glass-on-glass corner windows, allows for scenic views while creating gourmet culinary delights. The spacious primary bedroom, with a Clear Cedar ceiling & recessed lighting, is filled with natural light & offers an en-suite private bathroom, & garden views from its dedicated lanai. The guest suite's wall of glass allows for extra light & tropical garden views. The spacious & tranquil wrap-around lanai offers lovely ocean views, alfresco dining, an upgraded built-in BBQ area, & electronic privacy sunshades. The laundry room features a full-size washer & dryer, ample storage & counter space. There is also a deeded 1 car garage with an electric car charge connection that comes with the residence. Wailea Point is prominently positioned upon 28 prime pastoral oceanfront acres in the world-class Wailea Resort area, adjacent to the Four Seasons Maui & Fairmont Kea Lani. Experience ‘The Best’ that Maui has to offer, as you drive your golf cart or meander through the property, enjoy direct access to two of Maui’s most iconic beaches & the adjacent 1.5-mile oceanfront 'Wailea Walk', & explore fine dining & shopping at The Shops at Wailea or relax in the luxury spas of Maui's finest resorts. World-class golf is conveniently nearby, & tennis & pickleball courts are located onsite. The complex offers guard-gated & 24-hour roving security. Second to none on Maui are the two on-site recreation pavilions; one is family-oriented & includes a lap pool, kids' pool, cold plunge & state of the art gym, while the other is the 'quiet' pool area. Savor the best of Maui, at Wailea Point 3404!

4000 Wailea Alanui Dr Unit 3404, Kihei

Listing courtesy of Maui Real Estate Advisors LLC.

59 Wailea Gateway Pl Unit 4-101, Kihei
$2,895,000
3 Beds ⋅ 2 Baths ⋅ 409559 MLS ⋅ Fee Simple Tenure ⋅ Keala O Wailea BLDG.
Welcome to modern Hawaiian luxury at Keala o Wailea Unit 4-101. This rare 3-bedroom, 2-bathroom residence offers effortless single-level living with absolutely no stairs in an exclusive, pet-friendly gated community. Premiere ground floor units in this community rarely come up for sale. Offered fully furnished and turnkey, the home features a soothing, neutral coastal aesthetic. The open-concept living area is highlighted by large retractable glass doors that create seamless indoor/outdoor living. Step onto your spacious covered lanai to soak in massive ocean views spanning Kaho'olawe, Molokini, West Maui and Lanai, all while overlooking the Wailea Blue Golf Course. The gourmet kitchen is equipped with sleek contemporary cabinetry, elegant quartz countertops, and premium Bosch appliances. Every detail is thoughtfully designed for comfort and elevated island living. Due to its location in the center of the complex, the unit is conveniently located near the amenities including a stunning ocean-view pool, spa, fitness room, and clubhouse with BBQ facilities This unit includes two parking spaces, featuring a covered carport with built-in storage, and a second space which is just steps from the front door. There is access to additional storage for your recreational equipment. You are also situated immediately adjacent to the Wailea Gateway Shops, putting exceptional dining, shopping, fitness facilities, doctor's office and a pharmacy just a short stroll from your front door. Experience the pinnacle of quiet, contemporary Wailea living in Unit 4-101, where breathtaking vistas, sophisticated design, and everyday convenience perfectly align.

59 Wailea Gateway Pl Unit 4-101, Kihei

Listing courtesy of Hawaii Life (W).

2944 Kalua Koi Rd, Maunaloa
$2,895,000
6 Beds ⋅ 6 Baths ⋅ 410172 MLS ⋅ Fee Simple Tenure
Wake up to the sound of the Pacific along the white sands of Papohaku Beach, one of Molokai's most remarkable oceanfront settings. Papohaku Beach House offers a rare opportunity to experience nearly six acres of beachfront privacy with approximately 300 feet of beach frontage on Molokai's West End. Designed as a private oceanfront retreat, the property includes a spacious six-bedroom, six-bath main residence, a two-bedroom guest cottage, and caretaker's quarters with garage and storage. The layout provides flexibility for extended stays, visiting guests, and quiet separation between living spaces. Updated in 2022, the home features new windows, modern kitchens and baths. With 56 solar panels, EV charging capability, underground utilities, and fiber-optic internet, the property supports a connected lifestyle while keeping the focus on privacy, space, and the natural beauty of Papohaku Beach. Beyond the property, Molokai offers a quieter outdoor lifestyle shaped by beach walks, shoreline fishing, paddling, seasonal whale watching, stargazing, and wide-open natural beauty. From morning walks on the sand to sunset gatherings by the ocean, Papohaku Beach House is a peaceful beachfront estate for those seeking room to breathe, space to gather, and a deeper connection to life on Molokai.

2944 Kalua Koi Rd, Maunaloa

Listing courtesy of Coldwell Banker Island Prop-KP.

21 Hulumanu Pl, Wailuku
$2,900,000
6 Beds ⋅ 5 Baths ⋅ 406466 MLS ⋅ Fee Simple Tenure
The road up to 21 Hulumanu Place winds along a dramatic cliffside. Not everyone will follow it to the top. That's what makes this place yours. By the time the gates swing open, the town below has already disappeared. This is Maluhia Country Ranches, and maluhia means peace and tranquility for a reason. As you step inside the main home, light pours through soaring ceilings and the views open in every direction. Ocean on one side, mountains on the other. The lanai pulls you outside immediately. You'll find yourself lingering long after dinner, watching the light change over the water until the stars take over. It's that kind of place. The layout was designed for the way people want to live. The main house has three bedrooms, three baths, a lofted bonus space, and a kitchen for people who love to cook and gather. An attached studio is perfect for an au pair, a creative space, or the in-laws who want to be close but not that close. Down the path, a detached two-bedroom cottage sits with its own jaw-dropping views, ready for visiting friends, a long-term guest, or rental income when no one's coming to stay. At over 2.6 acres and agriculturally zoned, the land is yours to dream on. A barn. Room for horses. A garden. Or just wide open space under the Hawaiian sky. When you need town, you're twenty minutes away. You just won't want to leave. This is the kind of place most people never find. Once you do, you'll understand why.

21 Hulumanu Pl, Wailuku

Listing courtesy of Compass-W.

248 Piliwale Rd, Kula
$2,900,000
3 Beds ⋅ 2 Baths ⋅ 406880 MLS ⋅ Fee Simple Tenure
Endless horticultural possibilities await on this rare AG-zoned, turnkey property, with the potential opportunity to acquire an established, successful business. Complete with a valuable 2-inch water meter, this operational property is full of opportunity. Enjoy the pleasant Kula country weather, breathtaking ocean and mountain views, and the ideal climate for cultivating your own future. Situated on 4.5 acres, the grounds are equipped with a variety of irrigated greenhouses, multiple accessory buildings, and two homes, perfect for both comfortable living or as caretaker's retreat. Recent upgrades include: state-of-the-art Fohse 06i grow lights, an automated irrigation and fertilization system, a custom ventilation and cooling system, new pollen screens, a CAT backup generator with a 2500 triple wall diesel gas tank, and updated electrical. This property is ready for seamless operation. With a successful history as a nursery and a fully licensed hemp farm, this property presents a unique business opportunity for a creative new buyer. Don't miss your chance to be a part of a thriving new enterprise.

248 Piliwale Rd, Kula

Listing courtesy of Coldwell Banker Island Prop(P).

50 Baldwin Ave, Paia
$2,900,000
410900 MLS ⋅ Fee Simple Tenure
** Sale includes MLS #410901 ** Rare street-front commercial offering in the heart of Paia Town at 46 & 50 Baldwin Avenue directly across from Mana Foods and in between Hi-Tech Surf Sports and Cafe Des Ami. Two adjacent parcels: a two-story mixed-use building at 50 Baldwin plus a vacant B-CT commercially zoned lot at 46 Baldwin. 50 Baldwin is a two-story building with a street-front commercial unit on the ground floor (currently a beauty salon on a month-to-month tenancy) and a 2-bedroom, 1-bath residence upstairs with a private entrance and covered garage. Solar is installed on the roof. 46 Baldwin is a vacant lot with B-CT (Country Town Business) zoning, offering expansion, parking, outdoor use, or future development potential subject to County approval. Street-front Paiia commercial of this type is rarely available, and there is currently nothing else for sale on Baldwin Avenue with this combination of frontage, mixed use, and an adjoining vacant commercial lot. The upstairs residence is occupied. No showings of the residence until it is vacant. Do not disturb tenants. Ground-floor commercial may be discussed with listing agent; access is limited until the residence is vacant. Buyer to complete all due diligence, including zoning, parking, building condition, solar, tenancies, and any County requirements. Fee simple. Sold as-is.

50 Baldwin Ave, Paia

Listing courtesy of Commercial Prop of Maui LLC.

46 Baldwin Ave, Paia
$2,900,000
410901 MLS ⋅ Fee Simple Tenure
** Sale includes MLS #410900 ** Rare street-front commercial offering in the heart of Paia Town at 46 & 50 Baldwin Avenue directly across from Mana Foods and in between Hi-Tech Surf Sp;orts and Cafe Des Ami. Two adjacent parcels: a two-story mixed-use building at 50 Baldwin plus a vacant B-CT commercially zoned lot at 46 Baldwin. 50 Baldwin is a two-story building with a street-front commercial unit on the ground floor (currently a beauty salon on a month-to-month tenancy) and a 2-bedroom, 1-bath residence upstairs with a private entrance and covered garage. Solar is installed on the roof. 46 Baldwin is a vacant lot with B-CT (Country Town Business) zoning, offering expansion, parking, outdoor use, or future development potential subject to County approval. Street-front Paia commercial of this type is rarely available, and there is currently nothing else for sale on Baldwin Avenue with this combination of frontage, mixed use, and an adjoining vacant commercial lot. The upstairs residence is occupied. No showings of the residence until it is vacant. Do not disturb tenants. Ground-floor commercial may be discussed with listing agent; access is limited until the residence is vacant. Buyer to complete all due diligence, including zoning, parking, building condition, solar, tenancies, and any County requirements. Fee simple. Sold as-is.

46 Baldwin Ave, Paia

Listing courtesy of Commercial Prop of Maui LLC.

Hoomaikai Pl Unit Lot 7, Kula
$2,900,000
410932 MLS ⋅ Fee Simple Tenure
Discover an extraordinary opportunity in Lower Kula with this exceptional 35-acre property located within the exclusive seven-lot Makani O Kula community. Set at approximately 1,400 to 1,900 feet in elevation, the property captures sweeping ocean, West Maui Mountain, and Haleakala views while offering the privacy, open space, and tranquility that make Upcountry Maui so special. Ideally positioned just above the popular Surfing Goat Dairy and near Ocean Vodka, the property feels wonderfully secluded yet remains exceptionally convenient to Pukalani, Makawao, Kahului, and Central Maui. This rare combination of privacy and accessibility makes it an ideal setting for a private estate, family retreat, agricultural compound, or self-sustainable farm. Much of the infrastructure is already in place, providing an excellent foundation to bring your vision to life. The property features underground utilities, a 5/8-inch County water meter, an additional private water well, and perimeter fencing. With 35 acres of remarkable Upcountry land, dramatic panoramic views, comfortable elevation, and convenient access to both Upcountry and town, this is a truly unique opportunity to create something special in one of Maui's most desirable rural settings. Entire property is fenced. Please do not enter without the listing agent present. Seller is a licensed real estate broker in the State of Missouri.

Hoomaikai Pl Unit Lot 7, Kula

Listing courtesy of Coldwell Banker Island Prop-Ku.

571 S Alu Rd, Wailuku
$2,949,000
5 Beds ⋅ 5 Baths ⋅ 410995 MLS ⋅ Fee Simple Tenure
Ocean views of both Maui’s north and south shores, sweeping mountain vistas, and distinctive architecture define this custom residence in Wailuku Heights. With 5,116 sq ft across three levels, the home offers 5 bedrooms, 4 full baths, and 2 half baths, with a private guest suite included in these totals. The newly updated kitchen features new quartz countertops and all new Bosch appliances, including an oven, dishwasher, and refrigerator. A new outdoor refrigerator adds convenience for entertaining. Beyond the kitchen, vaulted ceilings, six new skylights, and generous bay and custom windows fill the main living spaces with natural light. A double door entry and custom chandelier create a welcoming arrival, while a two sided fireplace adds warmth and architectural character. A spiral staircase leads to a versatile loft for a home office, art studio, or quiet retreat. Updated bathrooms, upgraded flooring, and recessed lighting complement the home’s distinctive design. Features include 40 owned photovoltaic panels, solar water heating, an EV charger, split system air conditioning, and a Monier tile roof. The spacious 1,293 sq ft guest suite offers 2 bedrooms, 1 bath, and its own driveway, entrance, and lanai. This private space provides flexibility for extended family or visiting guests, bringing together room to gather and space to retreat in a home with an exceptional Maui perspective.

571 S Alu Rd, Wailuku

Listing courtesy of Berkshire Hathaway Maui Prop-L.

3600 Wailea Alanui Dr Unit 2012, Kihei
$2,950,000
1 Beds ⋅ 2 Baths ⋅ 409117 MLS ⋅ Fee Simple Tenure ⋅ Wailea Elua I A BLDG.
Welcome to Wailea Elua, an exclusive oceanfront, hotel-zoned vacation rental set atop a lush greenbelt in prestigious Wailea. Spanning 24 acres of tropical paradise, this sought-after community offers an unparalleled blend of luxury, serenity, and income potential in South Maui. This rare second-floor 1-bedroom, 2-bathroom condominium is your gateway to breathtaking sunsets and front-row whale watching from your expansive covered lanai. Thoughtfully designed with high-end finishes, this exquisite retreat features central A/C, stylish tile in the bathrooms, gourmet kitchen with elegant granite countertops, a spacious island, and rich Cherry cabinetry including a paneled refrigerator. The open concept living space is a harmonious blend of comfort and sophistication, offering breathtaking ocean views from your private oasis. Wailea Elua is steps to a scenic oceanfront walking path that places you conveniently to both beachfront and legendary diving and turtle watching point. The complex itself is nestled between the Luxury resorts of Wailea Beach Resort and the Andaz which provides World-Class dining and entertainment experiences. Elevate your lifestyle on property and enjoy Resort-Style amenities such as Pickleball, gym, two pristine swimming pools, including an oceanfront pool and rejuvenating hot tub. Grill down at the expansive entertainment pavilion with barbecues and a fully equipped kitchen. Pool with patio/deck and barbeque area convenient to 2012 as well. This turnkey property is fully furnished, complete with artwork and linens, making it move-in ready for immediate enjoyment or as a top-producing vacation rental. Cherished by its owners and repeat guests for over 28 years, this is a rare opportunity to claim your piece of paradise in one of South Maui's most coveted oceanfront communities. Live the dream-your Maui escape awaits.

3600 Wailea Alanui Dr Unit 2012, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

522 Maika St, Wailuku
$2,950,000
3 Beds ⋅ 3 Baths ⋅ 411030 MLS ⋅ Fee Simple Tenure
Located in the highly sought-after Wailuku Country Estates, this stunning 2-acre property offers breathtaking ocean, the Kahului harbor, Haleakala, and Mountain views while providing a peaceful retreat just minutes from Wailuku Town. The main residence is designed for comfortable island living, featuring an open floor plan that maximizes natural light and airflow. Large picture windows and spacious lanais invite you to relax and take in the scenic surroundings. The home is well-appointed with modern finishes, high ceilings, and generous living spaces, perfect for entertaining or enjoying quiet moments in paradise. Adding to its value, the property includes a detached Ohana, ideal for extended family, guests, or rental income. The expansive land is adorned with a variety of mature fruit trees, offering the joy of harvesting fresh tropical produce right in your backyard. The beautifully manicured grounds provide ample space for gardening, outdoor activities, or simply enjoying the serene country atmosphere. This rare estate combines privacy, luxury, and convenience, making it the perfect place to experience Maui’s finest island living. Don’t miss this opportunity to own a slice of paradise at 522 Maika Street, Wailuku, HI 96792.

522 Maika St, Wailuku

Listing courtesy of K & K Maui Properties.

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