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$1,300,000
4 Beds 2 Baths 410542 MLS Fee Simple Tenure
From the moment you enter this Maui Lani home, it feels open, comfortable, and ready for everyday life. Located in the sought-after Greens neighborhood, this four-bedroom, two-bath home offers something that's becoming harder to find: four bedrooms with the ease and convenience of single-level living. With no stairs separating bedrooms from the main living areas, the layout offers flexibility for today's needs and whatever the years ahead may bring. This home offers a spacious and functional layout with the kind of features that make a house easy to settle into—and plenty of opportunity to make it your own. The open-concept living area welcomes you in and flows naturally into a uniquely designed kitchen, where a long peninsula that provides generous counter space for meal prep, casual dining, or gathering. The primary suite has a personality all its own, with a charming bonus nook surrounded by large windows and a sliding door leading outside. It’s an easy space to imagine as a cozy reading corner, morning coffee spot, small workspace, or simply a quiet place to unwind. The suite also includes an ensuite bath and walk-in closet. Three additional generously sized bedrooms provide plenty of flexibility for family, guests, hobbies, or whatever life calls for next. Outside, you'll find even more room to live. The approximately 280-square-foot covered patio creates an inviting extension of the home and a natural gathering place for weekend barbecues, celebrations, pau hana with friends, or relaxed evenings outdoors. And then there are the practical things you'll appreciate more and more once you live here: plenty of storage, additional attic storage, a two-car garage, driveway parking, and the everyday convenience of having everything on one level. Set within Maui Lani's coveted The Greens neighborhood, you're close to schools, the neighborhood park, shopping, restaurants, and the everyday conveniences of Central Maui. With four bedrooms, single-level living, spacious rooms, generous storage, covered outdoor space, and a location that's hard to beat, 349 Kuualoha Street offers more than a place to move into. It's a home with room for life to change, grow, and evolve—and room to make it distinctly yours.

349 Kuualoha St, Kahului

Listing courtesy of eXp Realty.

$3,195,000
2 Beds 3 Baths 202615790 MLS FS - Fee Simple Tenure
Rare direct oceanfront estate on spectacular Papohaku Beach on Molokai’s secluded west side. Set on nearly 6 acres, this private residence enjoys an elevated setting overlooking approximately three miles of white sandy beach and pristine Pacific waters, with sweeping ocean and sunset views. The property occupies a coveted position along the beach, considered by many locals to be one of its finest locations. This 2-bedroom, 3-bath 1,905 square foot residence features a Monier tile roof, fabricated quartz kitchen countertops, stainless steel appliances, recessed lighting, ceiling fans, two car garage, mature landscaping, and much more. Outdoors, a 510-square-foot swimming pool and entertainment cabana create an exceptional setting for relaxing and entertaining just steps from the beach. Swim in crystal-clear waters, stroll miles of uncrowded shoreline, watch spectacular sunsets, and experience brilliant night skies. A rare opportunity to own a substantial oceanfront property in one of Hawaii’s most beautiful and unspoiled coastal settings.

75 Papapa Place, Maunaloa

Listing courtesy of Luxury Homes International.

$15,000,000
3 Beds 4 Baths 410537 MLS Fee Simple Tenure
Experience the relaxed beauty of the Hawaiian lifestyle in this special West Maui oceanfront estate. Set on two acres of lush, naturally landscaped grounds within a small gated oceanfront community, this tropical paradise offers a rare combination of space, comfort, privacy, and authentic indoor-outdoor island living. The 3-bedroom, 3.5-bath main home is warm, open, and designed to embrace Maui’s natural surroundings. Cathedral ceilings, polished concrete floors, and open living spaces invite the ocean breeze indoors. The gourmet kitchen features high-end appliances and flows naturally to the covered lanai, creating an inviting setting for morning coffee, sunset dinners, & gatherings with family and friends. Each bedroom offers its own en-suite bathroom and private enclosed outdoor shower—a quintessential Hawaiian touch that brings you closer to nature. Outside, the resort-style pool with cascading waterfall creates a peaceful retreat, while the Pacific Ocean provides a beautiful backdrop. A separate 2-bedroom, 1-bath ohana offers comfortable space for visiting family & friends. Features include a gated entry, photovoltaic solar system with Tesla battery storage, 3-car garage, additional storage for kayaks, surfboards, and other ocean gear. A true Maui home where ocean, nature, family, and the laid-back Hawaiian lifestyle come together.

49 Kuahulu Pl Unit Lot 4-C, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$1,100,000
3 Beds 3 Baths 410528 MLS Fee Simple Tenure
Enjoy the best of convenience and space in this ideally located home, just minutes from the beach, shopping, dining, new high school, and quick access to town amenities. Situated on a larger lot with a generous lawn and plenty of outdoor space, the property offers room to relax, entertain, garden, or play. The expansive, fully fenced backyard provides a wonderful setting for furry friends and outdoor living. Step inside to an impressive entryway with soaring ceilings, creating a bright, open, and welcoming first impression. The spacious floor plan provides comfortable living areas for a variety of lifestyles. A wonderful opportunity to enjoy a roomy home and private yard while staying close to everything you need in paradise.

832 Mahealani St, Kihei

Listing courtesy of ENRG Realty.

$1,999,000
5 Beds 3 Baths 410515 MLS Fee Simple Tenure
This property is a Residential Condo Property approved for the Main House, Unit A of the Pueo Hills Condominium. Contemporary Maui living comes to life in this thoughtfully designed new-construction home offering 5 bedrooms, 3 bathrooms, and 3,104 sq. ft. of interior living space with 1,280 sq. ft. of covered lanais. Set along a lovely cul-de-sac, enjoy Kula's cooler upcountry climate and relaxed lifestyle, along with ocean and mountain views. As you enter, the flexible living area opens to the left, while stairs to the right lead to the home's main living level. Upstairs, the main living area features a 20-foot sliding door connecting seamlessly to a 320 sq. ft. covered lanai. The primary suite offers a walk-in closet, well-appointed private bath and direct lanai access. The lower level offers two bedrooms, a wet bar with beverage cooler and a large covered lanai—ideal for guests, entertaining, recreation or extended living. Quality details include three-coat stucco, aluminum standing-seam roofing, decorative concrete, hardwood mahogany doors, walnut engineered hardwood flooring, solid plywood cabinetry, quartz countertops and beautifully finished baths with onyx and basalt tile. Additional features include an oversized heat-pump water heater, split-system A/C, two electric fireplaces, new appliances and a two-car garage. Newly established landscaping supports an easy-care island lifestyle.

101 Elepaio Pl Unit A, Kula

Listing courtesy of Equity One Real Estate Inc (M).

$1,580,000
2 Beds 2 Baths 410513 MLS Fee Simple Tenure
Welcome to this custom-built Haiku home in the desirable Windward Estates subdivision. Situated on 2.27 private, usable acres at the end of a quiet cul-de-sac, this 2-bedroom, 2-bath residence offers 1,314 square feet of thoughtfully designed living space with hardwood floors, vaulted ceilings, and an open floor plan. Expansive covered lanais overlook lush tropical landscaping with a variety of mature fruit trees. The property also includes a prepared homesite for a future second dwelling with potential ocean views. Conveniently located just minutes from Paia, Hookipa Beach, and Maui's North Shore, this property offers privacy, potential, and the best of island living. Enjoy indoor-outdoor living with expansive covered lanais overlooking beautifully landscaped grounds filled with mature tropical fruit trees, including star fruit, star apple, citrus, banana, papaya, and more.

250 Heaaula Pl, Haiku

Listing courtesy of Commercial Prop of Maui LLC.

$3,250,000
3 Beds 2 Baths 410512 MLS Fee Simple Tenure
Experience the essence of South Maui living at this exceptional residence in the heart of Kihei, just a short stroll from the golden sands and crystal-clear waters of Kamaole Beach I. Privately situated on an expansive 10,000+ sq. ft. lot, this thoughtfully designed island retreat blends timeless Hawaiian character with modern comfort. Soaring vaulted ceilings, warm natural hand carved doors, with mahogany wood, a beautiful expansive lanai space, outdoor showers to enjoy the stars while you unwind, outdoor laundry and abundant natural light create an inviting atmosphere, while seamless indoor-outdoor living spaces embrace Maui's year-round tropical climate. The lush grounds are a private oasis, featuring mature tropical landscaping, fruit trees, and tranquil areas for entertaining or quiet relaxation. An owned photovoltaic system enhances efficiency and sustainability. Ideally located near renowned beaches, snorkeling, paddleboarding, dining, boutique shopping, and golf, this rare offering presents an exceptional opportunity to enjoy one of South Kihei's most coveted beachside neighborhoods. Whether as a full-time residence, island getaway, or investment property, this home embodies the relaxed elegance and unmatched lifestyle that define Maui.

2165 Iliili Rd, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,620,000
5 Beds 3 Baths 410506 MLS Fee Simple Tenure
This 5 bedroom 3 bath house features 2 bedrooms, 1 bath as an attached ohana on the lower level. Located on a quiet South Maui cul-de-sac, this beautifully designed 2020-built tropical oasis offers modern elegance, and exceptional versatility. Whether you are looking for a multi-generational home, an investment opportunity, or a peaceful island retreat this layout delivers the ultimate indoor-outdoor lifestyle. The bright and airy upper level showcases a breezy, open-concept floor plan anchored by beautiful white oak floors. This main level hosts three bedrooms and two bathrooms, including a relaxing primary suite complete with a walk-in closet and a private en-suite bathroom. At the heart of the home is a chef-ready kitchen designed with entertaining in mind, featuring sleek contemporary finishes, modern appliances, and generous quartz countertop space. Downstairs, a two-bedroom, one-bathroom attached ohana with a private entrance provides the perfect setup for rental income or extended family. It mirrors the home's contemporary aesthetic and includes a full kitchen and its own laundry. The lower level also houses a dedicated laundry room and a spacious two-car garage complete with ample extra storage roomand plenty of driveway parking. Step into the expansive backyard to discover a secluded tropical retreat designed for relaxation. Soak in the hot tub under the stars or unwind in the charming gazebo, entirely surrounded by lush greenery and a remarkable edible landscape. This home is highly upgraded with eco-friendly utility systems to keep energy costs low: 16-panel photovoltaic solar system, 1 Tesla Powerwall battery backup, Solar hot water heater, Split-system air conditioning throughout. Perfectly situated in the heart of South Maui, you are just minutes away from everything. Enjoy quick access to world-class beaches, top-tier golf courses, Kalama Park, local grocery stores, and the vibrant food truck scene at South Maui Gardens. Rarely does a property combining newer construction, income potential, and a tranquil agricultural ambiance become available in such a highly sought-after location.

1887 Kaahele Pl, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$1,198,000
3 Beds 2 Baths 410504 MLS Fee Simple Tenure
Welcome to this beautifully reimagined, move-in-ready home with bonus 2b/1b ohana, renovated from top to bottom, inside and out. Fresh interior and exterior paint, new luxury vinyl plank flooring, new custom cabinetry with quartz countertops, new lighting, appliances, fixtures, water heater, and new custom closet systems create a clean, modern setting designed for everyday comfort and style. Enjoy the added convenience of a new central A/C system, along with a refreshed yard featuring newly installed sod, tropical trees, plants, and a new irrigation system. Every detail has been thoughtfully updated to offer a true turnkey living experience. If you have been searching for that hidden gem with income producing potential located in the heart of Maui, with a complete facelift and nothing left to do but move in and start living, this is the one. Schedule your private showing today! (Some Photos are Virtually Staged.)

279 Ohaa St, Kahului

Listing courtesy of Compass-W.

$1,742,500
4 Beds 2 Baths 410500 MLS Fee Simple Tenure
This beautifully upgraded single-story home sits on an expansive 10,000 square foot lot with no HOA. Priced significantly below recent comparable sales, this is one of the best value propositions in Napili in years. Enhancements within the last 2 years include: converted Office/Den to 4th bedroom without closet, new flooring in the dining room, kitchen, and hallways; new refrigerator and washer; and fresh interior paint in main living areas. Within the last 4 years: new windows, new sliding glass doors in the bedrooms, two additional split AC systems (six total), updated electrical plugs and switches throughout, new carpet in two bedrooms, and a new garage door. Step outside to enjoy new concrete driveway, two custom rock walls, an extended patio roof, and a newly built back deck, perfect for entertaining. The property also features a $20,000 hot tub, a tiny home for guests or rental potential, professional basketball hoop with lighting, and is prepped for an electric gate. Rarely does a property come on the market that offers this level of space, upgrades, and no HOA in Napili. A true island retreat with room to live, play, and grow.

4996 Lower Honoapiilani Rd, Lahaina

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

$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.

$849,000
2 Beds 1 Baths 410486 MLS Fee Simple Tenure
Discover your own private paradise in this beautifully renovated 2-bedroom, 1-bath cottage nestled in the heart of serene Upcountry Maui. Located at a cool and comfortable 2,200 ft elevation, this charming Kula property offers Haleakala view, open skies, and an ideal year-round cool climate. Surrounded by mature trees and natural beauty, the home features cozy, light-filled living spaces with tasteful upgrades throughout. Enjoy a renovated kitchen, an updated bathroom, and stylish finishes that blend modern tastes with comfort. Fresh interior and exterior paint enhance the bright, airy feel of the home. This CPR unit B comes with 0.42 acre and the cottage can be expanded up to 1500sf. Perfect as a first home or a downsized sanctuary, this move-in-ready cottage invites you to experience the best of Upcountry living.

1298 Naalae Rd, Kula

Listing courtesy of ENRG Realty.

$20,500,000
3 Beds 4 Baths 410482 MLS Fee Simple Tenure
Welcome to the quintessential Maui oceanfront estate, ideally situated on Keawakapu Beach—widely regarded as one of Maui’s most beautiful stretches of sand. This timeless Hawaiian residence embraces its unrivaled setting with approximately 2,500 square feet of covered outdoor living space, perfectly suited for beachfront lounging and entertaining. Designed with architectural integrity and island sensibility, the home features traditional Dickey rooflines topped with black glazed tiles imported from Japan. A electronic gate opens into a private, walled compound that includes the main residence, a detached two-bedroom guest cottage (Ohana), a two-car garage with workshop, and a beautifully landscaped courtyard with a pool and spa. The single level main home offers soaring 16 foot ceilings in the great room with a working fireplace serving as the centerpiece, complemented by an open-concept kitchen and expansive glass walls that frame breathtaking ocean views while preserving privacy. The main residence includes three bedrooms and four bathrooms, all designed with ease of access and comfort in mind. The detached two-bedroom, one-bath Ohana is finished to the same high standard, ideal for visiting family or guests. Set on 0.8 acres, the estate flows seamlessly from lush lawn to the beach, where a protective lava rock point cradles the property and collects soft white sand along this dramatic, crescent-shaped shoreline—one of the largest and most coveted on the island. A rare opportunity to own a true legacy property on Maui’s finest beachfront. **Disclosure** Some pictures have been Virtually Re-Staged and noted.

3146 S Kihei Rd, Kihei

Listing courtesy of Hawaii Life (W).

$1,935,000
3 Beds 2 Baths 410481 MLS Fee Simple Tenure
Be the first to enjoy this fresh modern beach-bohemian style renovation in this 3-bedroom, 2-bathroom home offered ready for move in! Encompassing approximately 2,029 sq. ft. across two spacious levels, complete with a flexible loft space perfect for a home office, den, or extra sleeping area. Thoughtfully designed to take full advantage of the views, the upper level features the kitchen, primary bedroom, and family room, placing the main living spaces where the ocean and island scenery shine. Downstairs, you'll find two additional bedrooms and a second kitchenette, as well as a secondary laundry area, offering excellent flexibility for guests or in-laws. Tastefully renovated, the home features a new roof, flooring, cabinetry, water heater, exterior/interior paint, new exterior doors, and custom built entrance stairs, vaulted ceilings, a split A/C system, and well-known brand appliances throughout. Sold furnished, this property is ready for immediate enjoyment, and with no HOA fees, ownership is as easy as the lifestyle it offers. Located in the Hui Road F community, you're just moments from Napili Bay and Honokeana Cove, home to some of Maui's best lifestyles. Maui Preparatory Academy, Napili Plaza, and the Kapalua Resort are close and convenient to enjoy. Please note: this is a residential CPR (Condominium Property Regime) property.

91 Hui F Rd Unit A, Lahaina

Listing courtesy of Hawaii Life (L).

$999,000
3 Beds 2 Baths 410476 MLS Fee Simple Tenure
This exceptional Kihei home in the sought-after Piilani Villages II community has it all. Spanning 1,478 square feet of comfortable living area, the 3-bedroom, 2-bath residence boasts vaulted ceilings and an open-concept design. The single-level floor plan is thoughtfully organized to separate the private primary suite from the secondary bedrooms for maximum privacy. The heart of the home is a spacious kitchen equipped with a large center island, granite countertops, and extensive cabinetry, making it perfect for both daily living and hosting guests. The property features central air conditioning for year-round comfort, while a photovoltaic system keeps utility costs low. Featuring a leased PV system with 62 panels. Additional storage and convenience come with the attached two-car garage, which includes its own split AC system. Designed for a low-maintenance Maui lifestyle, the yard requires no mowing, leaving you with more free time. This home is perfectly positioned close to South Maui's stunning beaches, dining, shopping, schools, parks, and the Kihei Aquatic Center. Ready for immediate showings, 53 Polale Street presents a premier opportunity to own a primary residence, vacation getaway, or Maui retreat within an established Kihei neighborhood.

53 Polale St, Kihei

Listing courtesy of Century 21 Island Homes.

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

215 Plantation Club Dr, Lahaina

Listing courtesy of Compass-W.

$1,495,000
3 Beds 3 Baths 410473 MLS Fee Simple Tenure
Located along a quiet cul-de-sac at the edge of Wailea, this two-home property is a blend of resort proximity and easygoing island living. Just steps from the white sand of Keawakapu Beach, this south Kihei setting is one of Maui's most coveted stretches of coastline. This 3 bedroom, 3 bathroom residence has high ceilings and a fully detached cottage with its own private yard — a configuration built for extended family, rental income, or simply room to breathe. Step inside the main home and the great room opens up beneath soaring ceilings, where natural light pours across an open floor plan. Thoughtful recent updates include new appliances in the house and cottage. The primary suite indulges with an oversized jacuzzi tub and dual vanities, a quiet retreat after a day at the beach. Outside, life shifts to the lanai — spacious, covered, and made for entertaining, with a built-in barbecue area ready for sunset gatherings. A stately Royal Poinciana tree anchors the beautifully landscaped yard in cooling shade, while the two-car garage keeps boards, bikes, and beach gear neatly out of sight. The detached cottage is its own quiet escape. PV solar keeps energy costs down. The mature landscaping makes one feel connected to nature. Two homes. One address. All of South Maui's best, right outside the door.

221 Mahie Pl, Kihei

Listing courtesy of Hawaii Life (W).

$2,700,000
3 Beds 5 Baths 410469 MLS Fee Simple Tenure
This phenomenal slice of paradise was appraised for $2,700,000.00 (Listed price), in July 2026. It consists of 5.05 Splendid acres on an AG Zoned parcel, in the heart of Haiku. Emerald green pastures dotted with various fruit trees, flowers, and room for horses, sheep, goats, chickens, etc. This Legacy property is as close to heaven on earth, as can be. The owner/ builder imagined everything with a purpose, and it shows in the quality upgrades throughout the Main home and property. Lychee, coconut, mango, mountain apples, and avocado trees are a few of the trees that frame the acreage, and make for wonderful eating. The Lychee were planted so that they would stagger bloom every other year. The flowers are a variety of Hibiscus, Gardenias, and several other fragrant, and tropical treasures!! The farm also features a small barn, and extra tool shed. Construction includes vaulted ceilings, a large covered exterior living area, featuring a kitchen, great space to watch sports, and large windows taking in the verdant lawns, in addition, another fabulous wrap around lanais, with yet another barbeque covered lanais. This owner built main home, boasts everything you need to run a farm/ranch, and then some. The 4064 sq. ft., Main home is a large single- story home, constructed on post and piers. The home is on a slight hillside, permitting for a large under- home work shop, providing both power, and water, as well as an extra half bath, for the workers. Main home features multi-generation living. It boasts 2 large kitchens, 3 En Suite Bedrooms, an extra full, and half bath, a media room, library, a large den, formal full bar, and separate office. All the bedrooms are equipped with TV access. Included are several large aquariums, which will remain in the main home. The sellers have installed an electric gate for access to the main home. There is a separate entrance to the cottages. There are also two fully permitted 1000 square foot, 3 bed 2 bath - cottages. One of the cottages features a 2-car garage. These cottages are tenant occupied, and are now rented on a month- to- month basis. The main home, and one of the cottages are equipped with Photo voltaic panels. The property is on one water, and electric meter. Qualified buyers may arrange to view the property, keeping in mind, that a 48 hour -notice is required to view the Ohanas. The property is being sold AS IS. The current Owner/Trustee was not on site when the property was built. The Trustee who built it, passed away in 2016, so Seller’s Disclosure will be limited.

1525 Kaupakalua Rd, Haiku

Listing courtesy of Coldwell Banker Island Prop-KP.

$7,800,000
3 Beds 4 Baths 410468 MLS Fee Simple Tenure
Brand New Construction | Luxurious Estate Living at The Ridge, Wailea Welcome to a sprawling, brand-new estate at The Ridge in Wailea, where every detail has been curated for elevated island living. Terraced landscaping and hand-set rock walls guide you toward the hilltop entrance, offering a dramatic first glimpse of the infinity pool as you arrive. Step through the substantial solid walnut wood pivot door, flanked by bilateral side windows that flood the entry with natural light. Inside, the open-concept kitchen, dining, and living areas flow seamlessly past disappearing Fleetwood doors to a spacious lanai anchored by an infinity pool and spa. Beyond, sweeping views stretch across West Maui, Lanai, Kahoolawe, and Molokini. The lanai wraps to the south into an entertainer's dream — a full bar and BBQ area complete with a hidden large-screen TV — while a pool bath with full sauna delivers a true resort-at-home experience. The chef's kitchen is outfitted with a premium Thermador appliance suite, shaker and flat-front cabinetry, and granite countertops, plus a built-in white wine cooler and a sleek, temperature-controlled red wine storage room. Rounding out the first floor: a two-car garage, a large laundry room, a modern half bath, and a primary suite with direct lanai access, smart shower, smart toilet, double vanity, and a private outdoor soaking tub. Ascend the dramatic floating staircase, set off by a sleek modern chandelier and stone accent walls, to discover a hidden office and an open den with lanai access leading to an outdoor gathering area centered on an elegant fire pit — all framed by more sweeping ocean views. Two additional bedrooms complete the second floor: a guest suite with ensuite bath and lanai access, and a second primary suite featuring lanai access, a walk-in closet, an oversized smart shower, and a top-filling soaking tub. Home is offered fully furnished and situated on the highest elevated lot in Wailea. Quality and luxury abound — your perfect Wailea oasis awaits.

22 Halapa Pl, Kihei

Listing courtesy of Hawaii Life (W).

$1,420,000
4 Beds 4 Baths 410465 MLS Fee Simple Tenure
Located in Kuau along Maui's famed North Shore, 568 Hana Hwy B offers a versatile property with strong income potential. Just moments from Mama's Fish House, Ho'okipa, Tavares Bay, boutique shopping, cafés, and a multitude of dining options in Paia, this duplex-style home provides flexibility for an owner-occupant or investor. The thoughtfully designed floor plan features two identical mirror-image levels, each offering two ensuite bedrooms, an open-concept living area, and its own laundry. The upper level enjoys ocean views from the primary bedroom and the expansive screened lanai, making it an ideal owner's residence, while the lower level can provide rental income or accommodations for extended family and guests. Each unit features massive screened lanais creating comfortable indoor-outdoor living, while tall ceilings, bohemian-inspired finishes, and abundant natural light reflect the relaxed style of Maui's North Shore. A detached structure offers a private space for a home office, yoga studio or whatever else you may need! Four dedicated parking spaces and a one-home setback from Hana Highway add convenience and privacy. This property is a Residential CPR Unit B.

568 Hana Hwy Unit B, Paia

Listing courtesy of Hawaii Life (W).

$1,550,000
3 Beds 3 Baths 410458 MLS Fee Simple Tenure
Welcome to this beautifully remodeled single-story home in the desirable Cottages at Kehalani. This 3 bedroom, 2.5 bath home offers 1,824sf of living space on a spacious 7,375sf lot with an open floor plan and unobstructed Ocean, Haleakala, and West Maui Mountain views. Remodeled in 2022, this move-in-ready home features luxury bamboo vinyl flooring, fresh interior and exterior paint, quartzite kitchen countertops, Bosch stainless steel appliances with an induction stove, a split AC in the Primary bedroom and beautifully remodeled bathrooms with walk-in showers. This home also has Central AC. Enjoy indoor-outdoor living on the expanded tiled lanai with an electric pergola overlooking the enclosed backyard. This home has mature Avocado, Meyer Lemon, Tangerine & Papaya trees. Additional highlights include a stamped concrete driveway and an energy-efficient PV System with 20 Solar panels (13 leased and paid in full and 7 panels owned outright). Modern upgrades, energy efficiency and breathtaking views.

379 Maka Hou Loop, Wailuku

Listing courtesy of eXp Realty.

$9,195,000
4 Beds 4 Baths 410457 MLS Fee Simple Tenure
Discover exceptional beachfront living at 1614 Halama Street. This stunning oceanfront residence offers unobstructed Pacific views, breathtaking sunsets, and direct access to the shoreline from your own backyard. Designed to embrace Maui's natural beauty, the open layout features abundant natural light, and seamless indoor-outdoor living. Enjoy unforgettable evenings from the expansive lanai or oceanfront infinity pool, with panoramic views, neighboring island vistas, and seasonal humpback whale sightings. A spacious primary suite, generous guest accommodations, and lush tropical landscaping create the perfect private retreat. A rare opportunity to own a premier beachfront property on one of South Maui's most coveted streets.

1614 Halama St, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$835,000
4 Beds 2 Baths 410447 MLS Fee Simple Tenure
Warm 4-bedroom, 2-bath home in the heart of Makawao! Conveniently located within walking distance to schools, parks, shopping, and local restaurants, this property offers the charm of Upcountry living in a well-established neighborhood where neighbors know and care for one another. Situated on a quiet, private street, the home provides a peaceful setting while remaining close to everyday conveniences. This longtime family home has been expanded over the years, creating additional living space. The improvements were completed without permits, and county records do not reflect the current configuration. Buyers are advised to conduct their own due diligence regarding the property's condition, improvements, and county records. Property is served by county water, a cesspool, and county trash service. Open House: Sunday, August 9, from 10:00 AM to 2:00 PM. Come explore the possibilities this centrally located Makawao home has to offer!

3566 Kalua Pl, Makawao

Listing courtesy of Tri-Isle Rlty & Dev Co Inc.

$2,275,000
3 Beds 2 Baths 410444 MLS Fee Simple Tenure
This exceptional South Maui property features a 3-bedroom, 2-bath main home and an attached 2-bedroom, 1-bath Ohana with its own private entrance and dedicated parking—ideal for extended family, guests, or rental income. Thoughtfully upgraded, the home includes 48 owned photovoltaic panels, four Tesla Powerwall batteries, a new roof (all done in 2025), tongue-and-groove cedar plank ceiling in the main home, solar hot water, custom lanai screens, and many additional improvements done in 2024/2025. Step outside to your own private backyard oasis featuring a large saltwater pool and spa, mature fruit trees, and stunning Haleakala views. The spacious lanai is the perfect place to relax and enjoy Maui's beautiful sunsets. Located just minutes from South Maui's world-famous beaches, shopping, dining, and schools, this property truly offers the full package and Maui Island lifestyle!

705 Alulike St Unit Lot 27, Kihei

Listing courtesy of Coldwell Banker Island Prop(S).

$13,300,000
5 Beds 3 Baths 410440 MLS Fee Simple Tenure
33 Hana Highway | An Iconic Legacy Estate on Maui's North Shore There are properties that come to market, and there are properties that define a coastline. Welcome to 33 Hana Highway, an extraordinary beachfront estate in the heart of Paia, offering an exceptionally rare 145 linear feet of pristine white sand beach frontage along one of Maui's most celebrated shorelines. Offered at its July 2026 appraised valued of $13,300,000, this is more than a home—it is an irreplaceable legacy estate where the true luxury lies in the land, the shoreline, and the privilege of ownership. With an unparalleled connection to the Pacific, the residence embraces the timeless character of Maui's North Shore. Thoughtfully designed to complement its spectacular setting, the home captures the relaxed elegance that has long defined Paia—a place where sophistication is measured not by excess, but by authenticity, privacy, and an effortless indoor-outdoor lifestyle. Expansive lanais, light-filled living spaces, and panoramic ocean vistas invite year-round entertaining, quiet reflection, and unforgettable gatherings with family and friends. Beyond the residence, the grounds unfold into a remarkable oceanfront sanctuary framed by mature tropical landscaping, generous lawn areas, and direct access to an expansive stretch of soft white sand. With 145 feet of linear beachfront, the property commands a presence that is increasingly impossible to replicate. This remarkable shoreline offers an extraordinary sense of space, privacy, and permanence rarely found in Hawaii's oceanfront market. Located just moments from the vibrant charm of Paia Town, owners enjoy effortless access to award-winning restaurants, artisan boutiques, renowned galleries, world-class surfing, and the relaxed rhythm that has made Maui's North Shore one of the world's most desirable coastal destinations. Here, every day begins with sunrise over the Pacific and ends with the sound of waves meeting the shore. Properties of this significance are seldom offered. As available beachfront continues to diminish, estates with substantial sandy frontage have become true generational holdings—assets that are acquired with intention and passed forward with pride. Whether preserved in its timeless island character or thoughtfully reimagined into a world-class coastal residence, the intrinsic value will always remain rooted in what can never be recreated: the land, the location, and the extraordinary shoreline. Property Highlights • Recently appraised at $13,300,000 • Approximately 145 linear feet of pristine white sand beach frontage • Exceptional oceanfront estate in the heart of Paia • Expansive Pacific Ocean and coastline views • Authentic island architecture designed for seamless indoor-outdoor living • Mature tropical landscaping and spacious beachfront grounds • Direct access to one of Maui's most desirable sandy beaches • Minutes from Paia's acclaimed restaurants, boutiques, galleries, and North Shore lifestyle • A truly rare legacy estate with enduring generational value Some homes are built. Others become part of Hawaii's history. 33 Hana Highway is one of the few addresses where legacy begins at the shoreline. LLC Member holds an ownership interest in the property. Member is an inactive Realtor in the State of Hawaii.

33 Hana Hwy, Paia

Listing courtesy of The Agency Maui.

$775,000
2 Beds 1 Baths 410439 MLS Fee Simple Tenure
Discover the charm of old Wailuku at 67 Moani Place. Tucked away on a quaint side street, this delightful 2-bedroom, 1-bath home, built in 1939, blends timeless plantation character with thoughtful modern updates. Conveniently located in the heart of Wailuku, you'll enjoy easy access to schools, medical facilities, County and State offices, shopping, dining, parks, and all the conveniences of Central Maui. Surrounded by mature tropical landscaping, the property features producing mountain apple and ohia trees, creating a peaceful island setting. Recent improvements include updated plumbing and electrical, while additional parking and a detached storage unit add everyday functionality. Whether you're searching for your first home, looking to downsize, or simply appreciate the character of a classic kamaaina home, this property offers a rare opportunity to own a piece of Wailuku's history in a highly desirable location. The home offers approximately 792 square feet of living space and retains the warmth and charm that make plantation homes so special.

67 Moani Pl, Wailuku

Listing courtesy of Compass.

$1,239,000
3 Beds 3 Baths 410434 MLS Fee Simple Tenure
Set atop a quarter-acre lot across from the 12th fairway in Pukalani Terrace, 185 Hololani Street offers the rare combination of move-in-ready comfort and future potential. The home features 3 bedrooms, 2.5 baths, plus a versatile bonus room ideal as a dedicated office or fourth bedroom, abundant storage, a separate storage room or workshop, and two carports with covered parking for up to three vehicles. A rare private sewer connection enhances the property's long-term flexibility, allowing you to fully enjoy and maximize the land without the constraints of a cesspool or septic system. Whether you envision a future cottage or ADU, expanded living space, or simply the luxury of a generous yard, the possibilities are yours to explore (subject to County approval). Just minutes from Pukalani Country Club, shopping, parks, historic Makawao town, Kulamalu Town Center & food trucks, and some of Maui's most distinguished private schools, this is Upcountry living with room to imagine more.

185 Hololani St, Makawao

Listing courtesy of Coldwell Banker Island Prop(S).

$3,399,000
6 Beds 6 Baths 410430 MLS Fee Simple Tenure
Kaanapali Hillside's Crown Jewel! Few homes on Maui are built to this scale, and fewer still are built to run this efficiently. Nearly 6,100 square feet on the highest street in Kaaanapali Hillside, West Maui, with an owned 41-panel PV system, solar water heating, 3-zone central AC, and HOA dues under $500 per quarter. The kitchen was fully remodeled in 2024 — Wolf throughout, with a 48" dual-fuel range, steam oven, warming drawer, and coffee station with cup warmer, plus Sub-Zero refrigeration — opening to a bay-windowed dine-in area. Ocean views from an expansive upper-level sun deck above the blue-tiled private pool, in Kaanapali's famously perfect year-round climate. A double-height reception hall opens the home at proportions rarely built on Maui: formal living room, wood-paneled office, dining room, and an expansive family room built for graceful entertaining with a custom bar and French doors to the lanai. Backlit stained glass in the kitchen, skylights and bay windows and custom built-ins throughout. Six bedrooms, 5 full and 2 half baths — four en suite, including two primary suites; one bedroom is currently a media room. Indoor sauna, and generous closets. Manicured, irrigated grounds on a fenced 11,000+ sf lot. Minutes to beaches, golf, and dining.

54 Hakui Loop, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

Based on information from the Multiple Listing Service of Hicentral MLS, Ltd. Listings last updated on . Information is deemed reliable but not guaranteed. Copyright: 2026 by HiCentral MLS, Ltd. IDX information is provided exclusively for consumers' personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.