The Masters Real Estate Search

The Masters Properties for Sale

The Masters at Kaanapali Hillside is a picturesque, gated community that sprawls across 42 acres in Lahaina. Established in 1991, The Masters holds some of Kaanapali’s most notable and desirable real estate, as the community does not permit vacation rentals, and residents must own and occupy. Along with that unique form of privacy, The Masters also features amenities like two swimming pools, four tennis courts, and a location just minutes from Kaanapali Beach.

The Master real estate at Kaanapali presents homebuyers with a curated selection of properties from which to choose, encompassing the top of Kaanapali Royals Golf Course. The community is comprised of under 200 luxury condos that showcase maple, granite, and bamboo details. The Masters golf condos in Kaanapali are discoverable with between one and three contemporary layouts and unquantifiable commodities like tranquility and privacy. If you are interested in purchasing one of The Masters condos for sale in Kaanapali, please contact us today.

Our website features the best The Masters real estate search for homes, condo, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

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Newest The Masters Properties for Sale

$749,000
2 Beds 2 Baths 409816 MLS ACTIVE Status Island Surf BLDG.
Welcome to Island Surf Unit 214, a tastefully upgraded vacation rentable condo in the heart of South Kihei offering excellent ocean views, exceptional versatility, and outstanding income potential.This complex is zoned B-2 community Business District and is not subject to Bill 9. This 2-bedroom, 2-bath vacation-rentable condominium features a desirable double lanai and a unique lock-off configuration, allowing the unit to function as a spacious two-bedroom residence or as a one-bedroom condo with a separate studio, creating multiple rental opportunities. The entire Island surf building recently, at significant investment, completed a multiphase upgrade renewing the structure, relining all the vertical plumbing to each unit, and adding a brand new roof with solar panels, as well as doing extensive work on the wastewater pipes. Perfectly positioned on South Kihei Road directly across from Kalama Beach Park and The Cove, one of South Maui's most popular beginner-friendly surf breaks, this prime location places you at the center of Maui's active island lifestyle. Just steps from your door, you'll find dining, shopping, beaches, paddleboarding, surfing, and endless outdoor recreation. Adding to the appeal, South Maui Gardens is located just behind the complex, offering a vibrant open-air gathering space with popular food trucks, and lush tropical landscaping. The ground floor of Island Surf is home to an array of convenient shops, restaurants, and local businesses, creating a true live-work-play environment. Whether you're seeking a primary residence, second home, or investment property, this exceptional corner unit offers the ideal combination of flexibility, location, and lifestyle in one of South Maui's most sought-after destinations. Offered fully furnished and ready to enjoy. Please reach out today to schedule your own private showing.

1993 S Kihei Rd Unit 214, Kihei

Listing courtesy of Keller Williams Realty Maui-Ki.

$555,000
2 Beds 2 Baths 409814 MLS ACTIVE Status Mana Kai BLDG.
Own winter on Maui — for a fraction of the full-ownership price. See also MLS #409813. This beautifully renovated, fully furnished 2-bedroom, 2-bath beachfront condominium at Mana Kai Maui is offering a deeded 1/4 fractional ownership interest (maintaining compliance with HRS 514E), giving you three months (91 days spanning 1/31 to 3/31, and 7/1 to 7/31) of high-season and summer use in one of South Maui’s most treasured oceanfront settings. This is an incredible opportunity to enjoy prime beachfront ownership on coveted Keawakapu Beach for a fraction of the cost. This desirable end unit offers added privacy and quiet, positioned away from the pool activity and exterior walkway traffic. Unlike many non-end units in the building, the walkway does not pass directly in front of the guest bedroom window, creating a more comfortable and private guest suite experience. Set directly on Keawakapu Beach — one of Maui’s finest beaches for swimming, snorkeling, diving, sunbathing, stand-up paddling, kayaking, and sunset walks — Mana Kai Maui delivers the beachfront lifestyle buyers dream about. The property features a beachfront pool, front desk and lobby, ocean activities center, general store/deli, and convenient resort-style amenities. Offered with favorable Seller Financing, this is a rare and affordable way to secure Maui beachfront living in one of the island’s most beloved locations.

2960 S Kihei Rd Rd Unit 215, Kihei

Listing courtesy of McEntire Realty.

$438,000
2 Beds 2 Baths 409813 MLS ACTIVE Status Mana Kai BLDG.
Own winter on Maui — for a fraction of the full-ownership price. See also MLS #409814. This beautifully renovated, fully furnished 2-bedroom, 2-bath beachfront condominium at Mana Kai Maui is offering a deeded 1/6 fractional ownership interest (maintaining compliance with HRS 514E), giving you two continuous months (61 days spanning 12/1 to 1/31) of high-season use in one of South Maui’s most treasured oceanfront settings. This is an incredible opportunity to enjoy prime beachfront ownership on coveted Keawakapu Beach for a fraction of the cost. This desirable end unit offers added privacy and quiet, positioned away from the pool activity and exterior walkway traffic. Unlike many non-end units in the building, the walkway does not pass directly in front of the guest bedroom window, creating a more comfortable and private guest suite experience. Set directly on Keawakapu Beach — one of Maui’s finest beaches for swimming, snorkeling, diving, sunbathing, stand-up paddling, kayaking, and sunset walks — Mana Kai Maui delivers the beachfront lifestyle buyers dream about. The property features a beachfront pool, front desk and lobby, ocean activities center, general store/deli, and convenient resort-style amenities. Offered with favorable Seller Financing, this is a rare and affordable way to secure Maui beachfront living in one of the island’s most beloved locations.

2960 S Kihei Rd Rd Unit 215, Kihei

Listing courtesy of McEntire Realty.

$1,999,000
4 Beds 3 Baths 409809 MLS ACTIVE Status
Spacious, private, and full of character, 25 Lumahai Place, just off Olinda Road, sits on 2.88 acres with sweeping ocean and West Maui mountain views, cool fresh air, and temperatures that feel like spring year round. A 2,732 square foot main home and detached cottage, 5-7 minutes from Seabury Hall and Makawao Town. The main home's soaring wood-beam ceilings and wood-burning fireplace set a warm, welcoming tone from the moment you walk in. The living and dining areas flow naturally to a the lanai where the views take center stage. The kitchen is generous in size, flooded with natural light, and thoughtfully appointed with granite and butcher block countertops, a farmhouse sink, walk-in pantry, and a picture window perfectly framing the landscape outside. New refrigerator and stove were added in 2026, along with an updated under-sink water filtration system. A solar PV system with battery storage keeps energy costs in check. The primary suite is privately situated with vaulted ceilings, a gas stove, and a beautifully updated ensuite featuring dual vanities, walk-in shower, and soaking tub. Fresh paint and a fully redone second bathroom reflect the care and attention put into this home. Two additional bedrooms, a dedicated laundry room, built-in storage, and a finished loft, ideal as a library, playroom, or fun creative space, complete the main level. Downstairs, a separate 1-bedroom, 1-bath space with its own entrance and newly added sliding door offers excellent flexibility for guests, extended family, or a home office. The recently remodeled detached cottage has its own driveway, parking area, and cement stairs, providing true separation and privacy, and built to last. Perfect for multigenerational living, long-term guests, or rental income. Extensive eucalyptus clearing has opened up the property, improving views, natural light, and usable space while preserving its peaceful Upcountry character. Wake to birds singing and fall asleep to the sound of wind moving through the trees.

25 Lumahai Pl, Makawao

Listing courtesy of Compass-W.

$1,590,000
2 Beds 2 Baths 409801 MLS ACTIVE Status Hale Hui Kai BLDG.
Hale Hui Kai is a true hidden gem on Keawakapu Beach — a boutique oceanfront complex in an unbeatable location. From the moment you step into its quiet, lush walkways, you’re greeted with the timeless charm of old Hawaiiana. This beautifully remodeled ground floor two bedroom, two-bath residence features a thoughtful, creative design throughout. The spacious lanai offers a pleasant view — not fully oceanfront, but with a lovely glimpse of the water that reminds you just how close you are to the shoreline. Just steps away from one of South Maui’s best beaches, Keawakapu! The primary suite showcases a stunning tiled shower paired with bamboo cabinetry, while the hall bath features an equally striking tub surround with meticulous detailing. The kitchen is an entertainer’s delight, blending granite countertops, and bamboo cabinets and a timeless tile floor for a warm, inviting atmosphere. With quality finishes throughout, this unit is the perfect island getaway. If you’re searching for beachfront living in Kihei, this is a must see — just steps from one of the best white sand beaches in the Kihei/Wailea area. Hotel zoned and vacation rentable, this oceanfront complex offers exceptional flexibility—whether you’re seeking rental income, a second home, or the ultimate island living retreat. Keawakapu is the kind of place where locals come to unwind, visitors fall in love with the island, and every day ends with a postcard worthy view. It’s not just a beach—it’s a feeling of pure island living. The Hale Hui kia sits on one of South Maui’s most treasured stretches of coastline. And don’t forget about the world class dining, shopping and golf that awaits just minutes away.

2994 S Kihei Rd Unit 106, Kihei

Listing courtesy of Hawaii Life (W).

$12,400,000
5 Beds 6 Baths 409793 MLS ACTIVE Status
In 2015, a family from Idaho built this home for one purpose: to bring everyone together on the ocean in Maui. A place where children and grandchildren could land, spread out, and stay awhile. A decade later, it is offered for the first time. Fee simple, sandy beachfront on the quiet end of Halama Street, built by Smith Builders Maui with materials chosen to outlast the people who chose them. Inside, the craftsmanship is deliberate and quiet. Douglas fir wainscoting, artisan wallpaper, Rocky Mountain hardware. Five ensuite bedrooms, so everyone has their own space and no one is underfoot. The primary suite claims the entire upper level: dual closets, a dedicated office, its own laundry, and an oversized covered lanai exclusive to the upper floor. Ocean views to the front, mountain and garden views beyond. Whoever owns this home can host the whole family and still have somewhere to breathe. The kitchen, dining, and living spaces open directly to the coast. Pool, lawn, palms, then sandy beach, then ocean. The Pacific is not a backdrop here. It is the reason for all of it. The 3-car garage includes an upstairs ohana, ready for an onsite caretaker or extended family overflow. Monier tile roof, Hardie siding, copper gutters: a home that locks, leaves, and waits without complaint. Quiet enough to feel removed. Close enough to Kihei’s dining and conveniences that proximity is never a question. This is what multigenerational ownership looks like on Maui.

1536 Halama St, Kihei

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

$1,300,000
1 Beds 2 Baths 409792 MLS ACTIVE Status Kapalua Golf Villas BLDG.
Welcome to 500 Kapalua Drive #27V-3. Perched above the fairways of the Kapalua Bay Golf Course, this extensively renovated 1-bedroom, 1.5-bath villa at 500 Kapalua Drive offers sweeping ocean and golf course views, an open great room that flows to a generous private lanai, and the relaxed elegance that defines life at one of Maui's premier resort addresses — all in 899 square feet that live far larger than they read on paper. The upgraded kitchen is a standout, featuring custom bamboo cabinetry, granite countertops, a large peninsula with bar seating, stainless appliances, and a mosaic tile backsplash. The ensuite bath has been fully finished with a granite vanity, custom cabinetry, and a travertine tile walk-in shower with frameless glass enclosure. A guest half bath adds everyday convenience. An in-unit stackable washer and dryer rounds out a turnkey package that is rarely found at this price point in Kapalua. The primary bedroom opens to its own private lanai. Tile flooring throughout, recessed lighting, and ceiling fans complete a residence that shows like a model. That makes it ideal as a primary residence, second home, or vacation retreat. Within the world-renowned Kapalua Resort, owners enjoy access to championship golf, award-winning beaches, hiking, tennis, pickleball, and some of Maui's finest dining. Whether you're seeking a peaceful island getaway or a place to create lasting memories with family and friends, 27V-3 offers the perfect blend of luxury, comfort, and the unparalleled beauty of West Maui.

500 Kapalua Dr Unit 27V-3, Lahaina

Listing courtesy of Keller Williams Realty Maui-Ka.

$7,500,000
4 Beds 5 Baths 409785 MLS ACTIVE Status
Introducing a true masterpiece of modern design and craftsmanship completed in January 2025 - a brand-new, 4-bedroom, 4.5-bathroom home in the prestigious double gated Lanikeha subdivision of Kaanapali Golf Estates. Designed by West Maui's renowned architect Atom Kasprzycki and built by West Maui's highly respected builder, Thad Henry Design Group. This stunning 4,012 square-foot residence offers an unparalleled living experience on the island of Maui. Every detail of this home has been thoughtfully curated to combine sophistication, comfort, and the natural beauty of its surroundings. The open-concept layout features expansive living spaces, with large pocket doors and windows that invite abundant natural light and showcase breathtaking panoramic views of the Pacific Ocean and neighboring islands of Lana'i and Molokai. High ceilings and custom finishes throughout create a sense of grandeur and luxury, while the flow between interior and exterior spaces is perfect for island-style living. The chef's kitchen is a culinary dream, featuring top-of-the-line appliances, sleek custom cabinetry, and a large central island. It flows seamlessly into the dining and living areas, where you can enjoy the tranquility of your surroundings or entertain guests in style. Multiple sliding glass pocket doors open to a spacious covered lanai with a pool, spa, and expansive outdoor living spaces, ideal for alfresco dining and relaxing in the Maui sunshine. The impressive primary suite is a true retreat offering access to the lanai, an oversized walk-in closet, a spa-inspired bathroom with indoor and outdoor showers as well as a soaking tub and dual vanities. The additional three bedrooms suites offer privacy and comfort for family or guests, with ample closet space and serene, lush views. An attached one-bedroom, one-bath Ohana offers separate quarters to accommodate more guests. Other highlights include a three-car garage with an electrical vehicle hookup, 66 photo-voltaic panels, 6 Tesla Powerwall batteries, home fire sprinkler system, quartz countertops throughout, motorized shades and exquisite landscaping that enhances the natural beauty of the property. Every element of this home has been designed with an emphasis on quality and detail, ensuring a seamless blend of contemporary style and ultimate island living. Located within the exclusive Lanikeha community, this home offers access to world-class amenities, including a clubhouse, fitness center, and pool. With proximity to the renowned Kaanapali Beach, championship golf courses, fine dining, and upscale shopping, this is the perfect place to enjoy the finest island lifestyle. Don't miss your chance to own this exceptional property in one of Maui's most sought-after neighborhoods. Located in close proximity to Maui Preparatory Academy.

1015 Anapuni Pl Unit 62, Lahaina

Listing courtesy of Coldwell Banker Island Prop-KP.

$2,190,000
3 Beds 3 Baths 409783 MLS ACTIVE Status
Gated North Shore estate featuring two substantial dwellings on 2.181 private acres in desirable Haiku Country Estates. Offering approximately 3,481 square feet of combined living area, this exceptional property blends privacy, flexibility, and income potential in one of Maui’s most sought-after rural communities. The main residence is a beautifully crafted Lindal Cedar home offering 3 bedrooms and 3 bathrooms across approximately 2,482 square feet. Thoughtfully updated over the years, including a major renovation in 2017, recent improvements include updated flooring, new garage doors, and refreshed lanai spaces. Its versatile layout provides multiple living areas ideal for extended family, guests, or additional rental opportunities. Built in 2019, the separate 999-square-foot, 2-bedroom, 2-bath ohana is privately situated near the front of the property and offers excellent flexibility for long-term rental income, multigenerational living, or guest accommodations. Adding even more value, a County-approved building permit issued February 5, 2025, allows for an approximately 500-square-foot addition to the ohana, creating future expansion potential without the uncertainty of starting the permitting process. Bordered with mature bamboo for exceptional privacy, the agriculturally zoned property is beautifully landscaped with an abundance of established fruit-bearing trees, including lychee, mango, avocado, banana, macadamia, coconut, pomelo, orange, and a variety of citrus, creating your own tropical orchard and island sanctuary. This rare offering combines lots of usable acreage, two quality residences, expansion potential, privacy, and lifestyle—all just minutes from Haiku Town, world-class beaches, surfing, hiking, and everything Maui’s North Shore has to offer.

2695 Lia Pl, Haiku

Listing courtesy of Kokua Realty LLC.

$995,000
2 Beds 3 Baths 409781 MLS ACTIVE Status Villas At Kehalani BLDG.
Experience elevated island living at Villas at Kehalani in this beautifully appointed, rare corner-unit residence featuring 2 bedrooms and 2.5 baths with breathtaking mountain and ocean views. Positioned higher up in the highly desirable Kehalani community, Unit 1901 enjoys added privacy and an enhanced elevated outlook overlooking the beauty of Central Maui. This spacious and thoughtfully designed home features an open-concept layout with abundant natural light, upgraded finishes, and seamless indoor-outdoor living. The kitchen is equipped with quality cabinetry, granite countertops, and stainless steel appliances, flowing effortlessly into the living and dining areas — ideal for entertaining or simply enjoying the peaceful mountain views, beautiful sunrises, and natural beauty surrounding the home. Upstairs, the generous primary suite offers a private retreat with picturesque views, a walk-in closet, and a spa-inspired en-suite bath featuring a soaking tub and separate shower. Additional highlights include a second bedroom with its own bath access, central AC, ample storage, and an attached garage. Enjoy the convenience of nearby parks, schools, medical facilities, shopping, and easy access to Kahului and Wailuku towns. Embrace island-inspired living with elegance at Villas at Kehalani — where scenic beauty meets comfort and style.

21 Laukona St Unit 1901, Wailuku

Listing courtesy of Welcome Hawaii Properties.

$550,000
1 Beds 1 Baths 409774 MLS ACTIVE Status Kaleialoha BLDG.
Located in the oceanfront complex of Kaleialoha, Unit 208 is beautifully upgraded and thoughtfully designed to capture the essence of island living. From your private lanai you can enjoy a multimillion-dollar view featuring year-round sunsets, sweeping ocean views, and gorgeous views of Lanai’i and Molokai. Whether dining outdoors or simply relaxing, you’ll enjoy the views and sounds of the ocean and breaking waves along with whale watching during the season. The condo features tile flooring throughout offering both durability & style. The kitchen is tastefully updated with custom cabinetry, stainless steel appliances and elegant granite countertops. A uniquely designed bar area provides the perfect open space for casual dining or entertaining guests. The spacious primary bedroom comfortably accommodates a king-size bed and includes ample storage with custom built-in cabinetry. The bathroom showcases a modern aesthetic, highlighting a beautifully carved granite backsplash inspired by ocean waves, a large wall-to-wall mirror and a travertine walk-in shower with glass doors. If you are looking for a property that you can enjoy as a full time resident or looking to rent it out Kaleialoha #208 has a convenient location next to beaches, shops, restaurants & more. This is your opportunity to own your piece of Maui paradise. Contact us for more information or to schedule a private showing.

3785 Lower Honoapiilani Rd Unit 208, Lahaina

Listing courtesy of Compass.

$949,000
2 Beds 2 Baths 409770 MLS ACTIVE Status Maui Kamaole BLDG.
Discover Your Dream Getaway: Unit D208 at Maui Kamaole Nestled within the enchanting landscapes of Kihei, Unit D208 at Maui Kamaole offers an unrivaled blend of comfort, style, and convenience, setting the stage for unforgettable memories in the heart of South Maui. This meticulously renovated condo, set against the backdrop of 23 acres of lush tropical gardens, is not just a residence—it's a gateway to the lifestyle of your dreams. Elegance Meets Comfort Upon entering this exquisite unit, you'll be greeted by the warmth and beauty of bamboo cabinets and granite countertops, harmoniously complementing the cork flooring that extends from the front hallway to the downstairs bedroom. The thoughtful updates reflect a commitment to quality and aesthetics, ensuring a luxurious living experience that's both inviting and practical. The cork flooring is not only pleasing to the eye but also soft on the feet and cool to the touch, adding an extra layer of comfort to your home. A Space Designed for Living Boasting a spacious 1052 sf floor plan, Unit D208 offers ample room to relax, entertain, and enjoy the tranquility of your surroundings. With three lanais, you have private outdoor spaces to savor the peaceful garden views, away from the hustle and bustle. This unit is a true haven of serenity, offering a private setting that is a rarity in vacation rental condos. Location: The Heart of Paradise Location is paramount in real estate, and Unit D208 is ideally situated to offer the best of Maui. Just a stone's throw from Kam III Beach Park, Keawakapu Beach, and the Kihei Boat Ramp, the wonders of the island are at your doorstep. Whether it's a leisurely stroll on the beach or embarking on a water activity, everything you love about Maui is within easy reach. The proximity to Wailea Resort adds to the allure, placing world-class dining, shopping, and entertainment options just minutes away. Resort-Style Amenities Maui Kamaole is not just a place to live; it's a lifestyle. The complex features two pools and spas, tennis courts, barbecues, and spacious grass areas, all surrounded by stunning tropical landscaping. Whether you're looking for relaxation or recreation, the amenities cater to every desire. The convenience of vacation rental and long-term rental options, coupled with the complex's dedication to maintaining a high owner occupancy rate, ensures a community atmosphere that's welcoming and inclusive. Turn-Key Ready This beautifully renovated condo is offered turn-key, making it an ideal choice for those seeking a hassle-free transition to island life. With some exclusions, the unit comes ready for you to make it your own. Additionally, it's a popular rental with existing reservations, providing an excellent opportunity for investment. Your Invitation to Paradise Unit D208 at Maui Kamaole is more than a condo—it's your ticket to a life of luxury and adventure in Maui. Don't miss this opportunity to own a piece of paradise, attractively priced and perfectly positioned in South Maui. Reach out for a private tour and experience the magic of Maui Kamaole for yourself. Your dream home awaits.

2777 S Kihei Rd Unit D208, Kihei

Listing courtesy of Real Broker.

$1,595,000
2 Beds 2 Baths 409769 MLS ACTIVE Status Kapalua Golf Villas BLDG.
Building 27 has long been considered the most private and best location inside the Kapalua Golf Villas top row. Unit 27P7-8 sits in the sweet spot of that building with the perfect down the center, between the trees ocean view! This ground floor end unit is right on hole number 5 of the Kapalua Bay Course, directly above the fairway with beautiful Napili Bay sunset views year-round. This villa features tile flooring throughout, a finish permitted only in the coveted P-level units. And if you are all about ocean views, then this is the home for you. From your large private lanai you look out over the golf course to the Pacific and the outer islands of Molokai and Lanai, with whale watching in season and a beautiful sunset to end nearly every day. Located at the end of the building and the end of the drive, the home enjoys a quiet, private setting with little passing activity. Recently remodeled with high-end finishes and furnishings throughout, the spacious open floor plan lives light and airy, with a seamless indoor-outdoor flow built for the Maui lifestyle. The gourmet kitchen features granite countertops, stainless steel appliances, and custom cabinetry. The living room is appointed with new, stylish furniture and opens directly to the lanai. Sleep comfortably in the elegant primary bedroom with a king bed and a beautifully remodeled en-suite bath, while the second bedroom offers two queen beds and an adjacent full bath, also tastefully updated. Both bathrooms have been remodeled to match the quality found throughout the home. Central A/C throughout. Turnkey and ready to enjoy. Currently in an active and successful vacation rental program, 27P7-8 delivers an unforgettable experience for guests and a proven income stream for its next owner. The Golf Villas sit in the heart of the world-famous Kapalua Resort, spread across nearly 16 acres with four pools, BBQ areas, and miles of scenic walking trails. Just beyond your door are two world-class golf courses including the PGA Tour Plantation Course, the Kapalua Tennis and Pickleball Gardens, the Montage Spa, award-winning restaurants, and three of the world's top-rated white-sand beaches. World-class golf, beaches, and resort living, all from the most private address in the Villas.

500 Kapalua Dr Unit 27P7-8, Lahaina

Listing courtesy of Real Broker.

$520,000
2 Beds 2 Baths 409765 MLS ACTIVE Status Iao Gardens BLDG.
Welcome home to this beautifully upgraded 2-bedroom, 2-bath Corner Unit with Impressive Views of Iao Valley, the West Maui and Waihee Mountains, and Ocean Views from the Lanai and Primary Suite. With 839 SF of thoughtfully designed living space, this inviting floorplan offers both comfort and privacy, featuring a spacious great room that separates the primary suite from the second bedroom and bath. Inside, you’ll find tasteful updates throughout, including luxury vinyl plank flooring, fresh interior paint, refreshed white cabinetry, granite countertops, new bathroom vanities, and a generous walk-in storage closet. The convenience of an in-unit washer and dryer adds to the ease of everyday living. Glass doors from both bedrooms open directly to the lanai, allowing refreshing tradewinds to flow naturally through the home and creating a seamless indoor-outdoor lifestyle. Surrounded by a mature tropical landscape, the lanai features a built-in bar with footrest — the perfect place to enjoy morning coffee, outdoor dining, or simply relax while taking in the scenic ocean and mountain views. This secure and well-maintained building offers an elevator, covered parking, an inground pool, and a barbecue deck area designed for enjoying Maui’s year-round island lifestyle. This Unit includes one assigned parking stall with additional nearby street parking and the Wailuku Parking Structure. Ideally located in the Heart of Historic Wailuku Town, you’ll enjoy easy access to restaurants, shopping, entertainment, medical facilities, schools, parks, banks, churches, and government offices. This property is perfectly suited as a primary residence, second home, or an investment opportunity. Schedule your private showing today and discover a beautiful condo to call home, where gentle tradewinds, lush tropical surroundings, and scenic mountain and ocean views create a peaceful island retreat. As a Bonus, furnishings & housewares are included!

2180 W Vineyard St Unit 106, Wailuku

Listing courtesy of Maui Real Estate Advisors LLC.

$775,000
1 Beds 1 Baths 409763 MLS ACTIVE Status Kuau Plaza BLDG.
Live the North Shore dream at Kuau Plaza 103, a beautifully reimagined ground-floor retreat tucked between the energy of Pa'ia and the world-renowned coastline of Kuau. Completely remodeled and filled with character, this stunning condo blends warm island living with thoughtfully curated midcentury modern design, creating a space that feels both timeless and effortlessly Maui. Luxury vinyl plank flooring flows throughout, while tasteful finishes and inviting textures bring warmth and personality to every corner. Offered fully furnished, this highly sought-after vacation rental is move-in ready and designed for easy indoor-outdoor living. The convenience of a parking stall directly in front of the unit adds to the comfort and ease of everyday life. Just moments away, enjoy morning walks to Mama’s Beach, lunch at the iconic Mama’s Fish House, or afternoons spent watching turtles glide through the surf at nearby Ho‘okipa, one of Maui’s most legendary destinations for waves, wind, and breathtaking shoreline beauty. Charming Pa?ia Town—with its colorful boutiques, cafés, galleries, and unmistakable North Shore vibe—is only a quick two-minute drive away. Kuau Plaza is an intimate community of only 30 units, offering a relaxed, tucked-away atmosphere in one of Maui’s most beloved coastal neighborhoods. Whether you're searching for a full-time home, a North Shore escape, or popular vacation rental opportunity, Kuau Plaza 103 captures the spirit, beauty, and soul of Maui living.

777 Hana Hwy Unit 103, Paia

Listing courtesy of Hawaii Life (W).

$1,075,000
2 Beds 2 Baths 409762 MLS ACTIVE Status
Discover a rare opportunity to own a private slice of Maui’s North Shore paradise at 630 Ho’olawa Rd in Haiku. Tucked away just 2 miles past Twin Falls on the ocean side of Hana Highway, this charming 2-bedroom, 2-bath island style home offers the perfect blend of seclusion, sustainability, and convenience- just 39 minutes from Kahului Airport (OGG). Set on a total of 1.35 acres across two TMKs- TMK 290010350000 (.94 acres) and TMK 290010700000- (0.41 acres) - this property provides flexibility, space, and potential for future use, all surrounded by lush tropical greenery. The home features a durable metal roof and is thoughtfully designed for off-grid living with modern comforts, including a robust solar energy system installed in 2021 and a back up generator for peace of mind. Water is sustainably sourced via a well maintained rain catchment system with ample storage capacity and advanced filtration. The property offers high speed fiber optic internet allowing you to stay connected while enjoying your private retreat. The land is rich with mature fruit trees including orange, grapefruit, tangerine, lemon, lime, banana, papaya, pineapple and breadfruit creating your own edible tropical oasis. Additional features include a septic system updated in 2019, enhancing the overall value and utility of this unique offering. Whether you’re seeking a peaceful full time residence, a sustainable lifestyle property or a private Maui getaway, this hidden gem captures the essence of living lightly on the land.

630 Hoolawa Rd, Haiku

Listing courtesy of Redfin Corporation.

$725,000
2 Beds 2 Baths 409740 MLS ACTIVE Status Maui Vista BLDG.
Enjoy island living in this well-maintained and tastefully furnished 2-bedroom, 2-bath condo located on the fourth floor of Maui Vista. Unit 2420 offers a desirable peek-a-boo ocean view along with tasteful recent upgrades throughout.This beautiful condo has been newly remodeled with luxury vinyl flooring, a new refrigerator installed in Winter 2025, a brand-new A/C unit added last month and a new washer and dryer installed this year as well. Additional upgrades include new living room furnishings and a new dishwasher added in 2024. Bright, clean, and comfortable, this turnkey unit is ready for immediate enjoyment. The open-concept layout features a loft and second bathroom with shower upstairs, creating added flexibility and space. An owner storage closet is conveniently located on the main floor, along with a separate large storage room upstairs. Vaulted ceilings in the great room create an expansive and airy feel throughout the main living area. The condo is being sold completely furnished, making it the perfect Maui retreat, vacation property, or investment opportunity. The beautifully maintained grounds include lush tropical landscaping, three in-ground pools, three tennis courts, and BBQ areas perfect for relaxing or entertaining. Located directly across from the ocean, Kihei Cove surf spot, - & restaurants, shops, and aWorld-class golf courses are just minutes away. A large monkeypod tree just off the lanai provides a lush green canopy and wonderful afternoon shade. Relax with a glass of wine while enjoying the gentle trade winds and birds chirping after a long day at the beach. Currently operating as a successful vacation rental with strong booking history, this property offers an exceptional opportunity for both personal enjoyment and income potential.

2191 S Kihei Rd Unit 2420, Kihei

Listing courtesy of Maui Realty Connections.

$510,000
2 Beds 2 Baths 409737 MLS ACTIVE Status Iao Gardens BLDG.
Perched on the top floor as a coveted corner unit, Iao Gardens Unit 302 is a thoughtfully updated 2 bedroom, 2 bathroom residence with 839 square feet of comfortable living space with privacy, views and Central Maui convenience. Vaulted ceilings with upper jalousie windows invite refreshing trade winds and abundant natural airflow, while expansive windows frame beautiful Haleakala views and bring natural light into the home. From the primary bedroom, enjoy ocean views that add to the unit’s unique sense of place. Thoughtfully updated, the residence features honey oak luxury vinyl plank flooring throughout the main living spaces and recently installed carpet in the bedrooms for added comfort. The lanai overlooks Vineyard Street toward Haleakala, creating the perfect setting to enjoy cool breezes year round. Customized storage solutions maximize functionality, while a large loft provides valuable additional storage space. Kitchen and bathroom remodels offer stylish and functional updates to the home. The primary ensuite stands out with honeycomb tile, wallpaper and custom wood accents that add warmth and personality. A custom built Murphy bed in the second bedroom creates exceptional flexibility, allowing the space to easily function as a guest room, office, or creative retreat. Located within a secured elevator building, Iao Gardens is a quiet community with a pool and barbecue area, conveniently positioned near County offices, Wailuku Elementary, the library, Market Street, restaurants, shops, and Wailuku First Fridays. Unit 302 is among the rare few with two deeded parking stalls, plus close proximity to Maui Memorial Hospital, Iao Valley, and North Shore surf. Listing agent is owner.

2180 Vineyard St Unit 302, Wailuku

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

$26,500,000
6 Beds 6 Baths 409734 MLS ACTIVE Status
THE ULTIMATE MAUI DREAM . .The most sophisticated are no longer asking where to live . .They are asking, “Where can we breathe?” Welcome to The Makena Generational Oceanside Retreat offering resort-style living with smart-home technology, unobstructed ocean & sunset views, Haleakala sunrise views situated on a professionally landscaped one-acre gated and walled tropical estate.The fully operational compound is ready for occupancy offering a vast combination of energy efficiency, self-sufficiency and refined comfort featuring the largest residential Tesla Solar Roof in the US installed in 2024. A unique opportunity to own a private Maui sanctuary of this stature where luxury, wellness and sustainability coexist in harmony. The indoor-outdoor lifestyle is designed for multigenerational living, executive retreats and legacy ownership. In a world moving faster than ever, it is intentionally crafted for life to slow down. Extensively upgraded under the current owner with substantial infrastructure, aesthetic and technology enhancements, the property is now offered well below current replacement cost. The Makena community remains one of Maui’s most coveted luxury destinations. The current property manager creates effortless luxury living with lock-and-leave convenience. The luxurious amenities are endless. The privately separated interior living areas offer exceptional craftsmanship, premium wood finishes, floor-to-ceiling bifold glass doors, elevator, gourmet kitchen, exercise area, massage room, sauna, and steam shower. The dramatic custom water features include a puka lava entry waterfall with pond and interior floor-to-ceiling water feature at the base of the floating staircase. The additional luxury oceanside pool home with its oversized heated pool includes its own gourmet kitchen, Italian brick pizza oven and rear projection entertainment system. Combined with many additional features, the estate offers a total of 8b-8b comfortably accommodating up to 16 guests. Parking is a breeze with a 4+car garage and generous additional parking areas.

7505 Makena Rd, Kihei

Listing courtesy of Compass-W.

$1,999,000
2 Beds 3 Baths 409731 MLS ACTIVE Status Masters BLDG.
Perched within the prestigious Masters at Ka‘anapali, this extensively remodeled residence offers a rare combination of refined luxury, architectural volume, and breathtaking views spanning the Pacific Ocean, the outer islands of Lana‘i and Moloka‘i. Showcasing one of the largest two-bedroom floor plans in the community, this exceptional home has been thoughtfully reimagined from top to bottom with state-of-the-art technology, central air conditioning, premium custom finishes, and meticulously curated design throughout. A gracious entry sequence welcomes you through an exclusive front patio and dramatic double-door entrance, creating a true sense of arrival. Inside, soaring ceilings, skylights, expansive glass, and an open-concept layout fill the residence with natural light while seamlessly connecting indoor and outdoor living spaces. The designer kitchen is both elegant and functional, featuring high-end built-in appliances, custom cabinetry, sophisticated finishes, a built-in breakfast nook, and an integrated office space overlooking the lush West Maui Mountains. Both bedroom suites are generously sized and privately situated, each offering en suite bathrooms, walk-in closets, skylights, and dramatic vaulted ceilings. A charming powder room serves guests, while additional features include a dedicated laundry room and a flexible art studio/office space ideal for remote work or creative pursuits. To the west, two spacious covered lanais capture panoramic ocean, sunset, and outer island views. The primary suite enjoys its own private lanai, while the main living lanai is designed for entertaining with a wet bar and additional storage. Every window and door throughout the residence has been replaced with top-tier, state-of-the-art systems, enhancing both aesthetics and efficiency. Offered furnished and truly turnkey, this exceptional residence is move-in ready and includes most furnishings excluding artwork. A rare opportunity to own one of the most extensively upgraded and spacious residences within one of Ka‘anapali’s most sought-after gated communities.

50 Puu Anoano St Unit 3404, Lahaina

Listing courtesy of Berkshire Hathaway Maui Prop-L.

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