Maui Properties

Welcome to the Resort in Maui Meadows — an extraordinary private estate where jaw-dropping panoramic ocean views, unforgettable sunsets, and elevated island living converge in one of South Maui’s most coveted neighborhoods. Perfectly positioned above the coastline, this exceptional residence captures sweeping vistas stretching across the Pacific Ocean to the neighboring islands, creating a breathtaking backdrop from nearly every room. By day, enjoy sparkling turquoise waters and endless horizon views; by evening, experience Maui’s legendary sunsets illuminating the sky in spectacular color. Designed to live like a private luxury resort, the property is an entertainer’s dream. Expansive indoor-outdoor living spaces flow seamlessly onto oversized lanais and gathering areas curated for unforgettable sunset dinners, cocktail parties, celebrations, and relaxed evenings beneath the stars. The open-concept design invites effortless hosting while maximizing the stunning ocean vistas and cooling island trade winds throughout the home. The chef’s kitchen anchors the residence with premium appliances, generous prep and serving areas, and elegant finishes designed for both intimate dining and large-scale entertaining. Spacious guest accommodations provide comfort and privacy for family and friends, while the primary suite offers a tranquil retreat with spa-inspired luxury and mesmerizing ocean views. Surrounded by lush tropical landscaping and an atmosphere of complete serenity, the Resort in Maui Meadows delivers a rare sense of escape while remaining just moments from Wailea’s world-class beaches, golf courses, fine dining, and luxury resorts. This is more than a home — it is a destination, a retreat, and a lifestyle defined by breathtaking beauty, privacy, and unforgettable entertaining in the heart of South Maui.

Welcome to your private tropical oasis in serene Maui Meadows. This remarkable and rare property spans over a 0.52-acre corner lot, offering a true resort-style experience with lush tropical landscaping that provides exceptional privacy and tranquility. This unique estate features three distinct dwellings, making it ideal for multi-generational living, rental income opportunities, or a private family compound. Situated on a corner lot, two of the dwellings are accessed through their own automatic gated entry off Mililani Place. The main residence enjoys a separate private gated entrance off Mapu Place, where the owner has enhanced the property with poured concrete and covered gazebo parking areas. The property offers abundant storage, including a standalone tool shed, additional storage space for seasonal items, and a workshop area—perfect for a DIY enthusiast. The main home features an open and airy floor plan with 2 spacious bedrooms, 2 bathrooms, and an office area. The primary suite includes a beautifully renovated outdoor shower, walk-in closet, ensuite bath, and additional storage space. High vaulted ceilings and an updated kitchen enhance the living space, which opens to a private, fenced backyard complete with a vegetable garden and irrigation system. Split A/C systems have been installed throughout for energy efficiency and customizable cooling. A large south-facing lanai overlooks the tropical grounds and pool, seamlessly extending the living space beyond the interior square footage. The charming 496 sq ft cottage is tucked among the lush gardens and offers 1 bedroom and 1 bathroom with high ceilings and a spacious lanai for indoor-outdoor living. The cottage has been tastefully updated with granite finishes, new tile, and high-end vinyl flooring throughout. Additional features include a private outdoor shower, BBQ area, its own washer and dryer, A/C, and two off-street parking spaces. The newly renovated 352 sq ft studio has been thoughtfully upgraded with marble finishes, a new tub, vanity, and flooring. The kitchen includes new cabinetry, full-size refrigerator, dishwasher, and garbage disposal. Additional highlights include high-end vinyl flooring, ample storage with a pantry and closet, a private lanai, an outdoor shower, and its own washer and dryer. Enjoy glimpses of the ocean along with stunning West Maui Mountain views. The property is also rich with mature fruit trees, including mango, tangerine, blood orange, lemon, banana, avocado, soursop, and lilikoi—perfect for those who appreciate island living and homegrown produce. This is a rare opportunity to own a versatile and private estate in one of Maui’s most desirable neighborhoods—offering the perfect blend of seclusion, flexibility, and convenience. Truly a slice of paradise. Property is being sold AS IS. Listing agent is related to the seller. Seller holds an Inactive RE License.

Grandiose views within one of South Maui's most coveted neighborhoods. This spacious 25,744 sq. ft. lot in sought-after Maui Meadows offers a truly rare chance to design and build your custom island retreat from the ground up! The canvas is clean, complete with building locations, septic, and ready for your vision. Maui Meadows is renowned for its large lots, cool upcountry breezes, and stunning ocean and mountain views — and this parcel delivers on all counts. Tucked on quiet Malina Place, you're just minutes from the world-class dining, shopping, and white-sand beaches of Kihei and Wailea, including Keawakapu, Ulua, and Maluaka beaches. Whether you're envisioning a luxurious single-family estate, a multi-generational compound, or an investment property, the generous lot size gives you the space and flexibility to make it happen. Surrounded by high-quality homes in one of South Maui's premier residential communities, this is the kind of opportunity that rarely comes to market. Come build something extraordinary.

Exceptional 3Bed/3Bath with 1B/1.5B Detached Ohana in front, BOTH with Expansive Ocean views and wrap around decks. House has two wrap around decks with Ocean views from living areas, kitchen, and bedrooms. Vaulted ceilings with open floor plan. 1Bedroom Ohana has covered carport, large deck also with Ocean views from living area and deck. Buildings were painted and tented this year. Fruit producing Manago tree in fenced back yard with BBQ and storage shed.

Enjoy incredible ocean views from this beautifully updated home and cottage located in the highly sought-after Maui Meadows neighborhood. Tucked away on a quiet cul-de-sac, this .59-acre property offers exceptional privacy surrounded by lush tropical landscaping, while the spacious pool and deck area create the perfect setting for relaxing or entertaining in true island style. The main residence has been recently remodeled and features high ceilings, a stunning chef's kitchen designed for both everyday living and hosting, as well as a loft that can be used as an office or private retreat. This custom pole house offers 3 bedrooms and 3 bathrooms with lanai spaces that seamlessly blend indoor and outdoor living. A separate 1-bedroom, 1-bath cottage provides excellent flexibility for guests or extended family. One of the unique highlights of this property is the unobstructed ocean views with no power lines in sight, enhancing the natural beauty of the setting. This is a truly special island home you won'tt want to miss. The location is unbeatable—peaceful and private, yet just minutes from the world-famous beaches, resorts, restaurants, shopping and golf courses. Your own tropical paradise awaits. Main residence is being sold furnished; the ?ohana is unfurnished

A true family home offering expansive living space and room to breathe. This beautifully renovated property features tasteful finishes throughout, a large wraparound deck with great ocean and mountain views, a spacious three-car carport, and a dedicated workshop. The main home includes an extended living area that's ideal for multigenerational living generous in size and conveniently located on the main level for easy access. In addition, there's a charming two-bedroom cottage with its own carport, plus a stunning resort-style pool perfectly tucked away for maximum privacy. This property is all about seclusion and comfort an exceptional Maui retreat. Not a drive-by, as it's impossible to appreciate all the features from the street. Enjoy your own backyard oasis with mature mango, papaya, and pomelo trees providing a fresh tropical harvest.

Hidden Maui Meadows 2-bedroom, 1-bath single-level cottage located at the end of a cul-de-sac for privacy. This property has the potential to build a main house or CPR opportunity to build additional dwelling. Vaulted ceilings and cabin like finishings, remodeled Kitchen and bath along with updated appliances, cottage comes fully furnished for a move-in-ready buyer, 3 split ductless units in all rooms for added comfort, solar water heater & owned photovoltaic panels, so much more you MUST SEE to appreciate its charm and potential.

3330 Kehala Drive presents a unique opportunity in Maui Meadows with endless possibilities on one of the largest lots in the community. Spanning over a half acre, this property offers exceptional space, privacy, and flexibility in one of South Maui’s most desirable neighborhoods. Mature tropical landscaping and a serene, park-like setting create the ideal backdrop for creating your dream estate. The existing cottage is tucked away in a quiet and private location, providing comfortable living while you plan your vision. There is ample room to expand by building a main home all while capturing enchanting ocean and outer island views. The expansive grounds offer plenty of space for a pool, outdoor entertaining areas, gardens, or just about anything else you could imagine, allowing you to design a true Maui lifestyle compound. Whether you’re a first time home buyer looking to get into Maui Meadows or a general contractor seeking your next project, the upside and flexibility here are undeniable. Close proximity to the Wailea resort offers multiple amenities nearby. This is a special opportunity to create, customize, and unlock long term value in one of South Maui’s most sought after communities.

A treasure chest of wonder can be yours in this enchanting Maui Meadows Crown Jewel. Perched at the crest of a quiet cul-de-sac, offering unmatched privacy, this panoramic estate offers a masterclass in island living, an experience rarely found in South Maui. Situated on a pristinely manicured half-acre, the property is one of a select few featuring a private, professional-grade tennis court alongside an 11-foot deep custom pool adorned with bespoke sculptures. The main residence boasts three spacious en-suite bedrooms, a gourmet custom kitchen featuring rich Koa wood cabinetry and elegant Parquet flooring, and wrap-around lanais designed to capture unobstructed ocean and Haleakala views. Inside, the home breathes with the island; motorized skylights and vaulted ceilings invite natural light and gentle breezes. Wander through Zen-inspired Japanese gardens complete with Koi ponds and stone bridges. Whether you are creating in the large art studio or entertaining on the expansive wrap-around deck, every corner of this half-acre property feels like a getaway. With a beautiful tile roof (2010), new 33 panel grid-tied photovoltaic system with tesla battery backup (leased), two-car garage, solar hot water, outdoor shower, ample storage, this estate blends timeless island elegance with active luxury living.

Great large corner lot! Unit B of a 3 unit CPR is accessed from Keha Drive and consists of 8,396 square feet. Choose to build a single story 840 square foot home or like in the sample rendering, build a 2 story home with a 2 car garage underneath to capture the current ocean views. With high prices of older homes that need vast amounts of renovating, it makes sense to build a new home on this spacious level lot. A new shared septic system has been newly installed for your construction convenience.

An affordable way to build in Maui Meadows! With access from Kupulau Drive, Unit C offers one a great opportunity to design and build your 840 square foot home with a 2 car enclosed garage along with covered and uncovered lanai’s. Unit C consists of 7,377 square feet of land and is part of a three unit CPR. Unit C is regulated to a single story house and a two car garage. A new shared septic system has been newly installed for your ease of building.

Build your dream home in the tranquil oasis of Maui Meadows. This desirable lot allows for a main dwelling and two car garage with convenient access from Keha Drive. Design your custom home to capture beautiful ocean views from a future second story. Maui Meadows is one of South Maui’s sought-after neighborhoods, loved for its peaceful setting on the gentle lower slopes of Haleakala and it’s slightly cooler temperatures. This spacious and private 13,314 square foot Unit A, is part on a 3 unit CPR. Enjoy the perfect balance of privacy and convenience just minutes from the white sandy beaches, world-class resorts, and premier shopping and dining of Kihei and Wailea.

Discover a rare and captivating opportunity to own a piece of paradise in Maui Meadows. This expansive lot presents an unrivaled canvas for your dream home, boasting views of both the Pacific Ocean and the imposing Haleakala Mountain. From this vantage point, you’ll enjoy sunsets and the tranquil beauty of Maui. The property spans over 12,000 square feet, allowing ample space for designing a custom residence tailored to your desires. Its gently sloping terrain is ideal for a multi-level home, offering natural elevation to enhance the dramatic vistas and create an inviting living space. Sunlight bathes the lot throughout the day, making it an excellent candidate for sustainable energy solutions like solar panels and providing abundant natural light for your future home. Situated just a short drive from Wailea, the lot offers easy access to world-class resorts, upscale dining, and premier shopping experiences. The pristine beaches of Wailea and Makena are within reach, allowing you to enjoy Maui’s renowned sun, sand, and surf with effortless convenience. Maui Meadows is one of Maui’s most sought-after neighborhoods. With its prime location, this lot is the perfect setting for a luxurious and serene lifestyle. This property is a Residential CPR and includes 12415 square feet of land. This is lot A and is the primary lot of the CPR

Located in the desirable Maui Meadows community, this exceptional South Maui estate offers quality craftsmanship, flexible living, and complete privacy in a lush tropical setting. Designed and owned by an award-winning contractor, the home reflects refined detail and superior finishes throughout. Set on a half-acre parcel with expansive ocean views, the property features a private pool oasis with cascading waterfall, surrounded by vibrant gardens and mature landscaping. The main home offers an open floor plan with seamless indoor-outdoor flow, ideal for entertaining or relaxed island living. Two detached ohana's provide options for extended family, guests, or rental income. A spacious 4-car garage and high-clearance storage garage add functionality, while photovoltaic solar and split-system A/C throughout enhance efficiency. A private and peaceful retreat that embodies Maui luxury living, just minutes away from South Maui's beaches, dining, and shops.

Eclectic, exotic, bursting with energy this Maui Meadows home is such a special spot on the island with its breathtaking ocean views, deep tropical setting and exquisite finishes throughout. You will be Awestruck with the incredible design and finishes throughout this entire property with the beautiful pool, ideally situated for entertaining, lavish master suite and incredible chef’s kitchen. Every detail in this beautiful Polynesian style home has been perfectly appointed with a flexible three bedroom floor plan and Detached cottage that provides a great property and amenities for your perfect Maui dream home

Up to 3 units total. 3 Bed 2 Bath Main Dwelling + Attached Studio Ohana + 1 Bed 1 Bath Unattached Cottage Ohana with lanais on both buildings. Maui Meadows is renowned for its awe-inspiring ocean views. Prominently situated with a single level on the hillside, you'll discover within this contemporary elegant home, a spacious living-room kitchen area that seamlessly extends to the highlight of the property, an expansive covered lanai with breathtaking views of the ocean and outer islands. Watch the boats race to Molokini in the morning, or view the whales breach while grilling dinner with family and friends. This remarkable half acre property just underwent a complete transformation. Beautifully reimagined and thoughtfully finished, the Main Dwelling provides a large chef’s kitchen with high open beam ceilings, new floors, Quartz countertops, and stainless steel farmhouse sink, perfect for gatherings. From the living-room hallway, you will pass 2 Bedrooms and 1 Bath on your way to the Primary Suite, with large en-suite bath, which provides a perfect space for modern luxury living, complete with a 4 zone mini split AC system for your comfort. For added convenience, this contemporary residence is divided into three distinct living spaces. The Attached Studio Ohana is connected to the main dwelling through a solar service and storage closet, which can be used flexibly as a fourth bedroom with en-suite bath, or as a convenient grandmother's quarter's for rental income. Additionally, the Detached 1-bedroom, 1-bathroom Cottage Ohana with a covered lanai can provide steady rental income to help with island expenses or serve as extra living area for family with ample locked indoor storage underneath. Experience the luxury of island living in this contemporary versatile residence, nestled high in one of South Maui’s most desirable neighborhoods. All this just minutes from the beach, Wailea’s world-class restaurants, golf courses, and everything that South Maui has to provide. Contact your favorite Realtor today to schedule a showing! Digital staging used in some of MLS photos.

You want it all? Well, you will find it at 3387 Kuaua. This is that home that has everything everyone wants…amazing ocean views from nearly every room, single level living, beautiful infinity edge pool, 3 large bedrooms plus an office with a beautiful Wall bed, which can be used as another bedroom. The primary suite is to die for with a huge walk-in closet, outdoor shower, and a large tub. There is also a den, and open concept great room. Spacious chef’s kitchen, Exceptional outdoor kitchen with an ice maker and gorgeous grill with a view. Large laundry room, beautiful showcase, garage with workshop and a detached two bedroom cottage completely out of the way from the main house.

Discover a sanctuary of privacy, charm, and hand-crafted beauty in this lovingly built Maui Meadows haven. Set on a lush and secluded half-acre, this special property offers a main house, a separate cottage, and a “Hooch” shed—all surrounded by vibrant tropical greenery, including mature mango, banana, and papaya trees. The moment you arrive, you feel a sense of peace, space, and possibility. The main house is a warm, custom creation featuring 1 bedroom, 1 office and a bathroom, elevated by thoughtful details and a soulful, handmade aesthetic. A wraparound covered lanai invites you to unwind, dine, and take in the ocean views. A charming ladder leads to a loft, perfect for storage or creative inspiration. There’s an additional 500 square feet of covered outdoor workshop area connected to the home, great for those who love outdoor projects and gardening. Tucked away with its own privacy and character, the 2-bedroom, 1 bathroom cottage is equally as lovely, offering its own 310 sq ft wraparound lanai as well as its own private yard—a peaceful spot for guests, extended family, or rental potential. Scattered pathways, open yard space, and pockets of shade beneath fruiting trees create an environment that feels both expansive and intimate. Every corner of the property reflects care and creativity. This property is truly a gem in Maui Meadows.

A rare South Maui estate — 2.118 acres in the exclusive gated community of Kaimanu Estates. This private retreat feels like living in Hana and Old Hawai‘i, surrounded by hundreds of native and fruiting trees including avocado, citrus, banana, lilikoi, guava and many more. With 4,718 sq. ft. in the main residence and a detached studio ohana, the property offers unmatched privacy and opportunity rarely found in South Maui. Just minutes away are Wailea’s world-class golf courses, resorts, fine dining, boutique shopping, and some of the best beaches in the world. Here you’ll find the perfect balance of tropical seclusion and resort-side convenience.

Welcome to 759 Kumulani Dr, this beautiful home sits a top of one of the highest streets in Maui Meadows. This spacious 5-bedroom, 3.5-bath residence with an attached studio offers a serene location with a variety of living scenarios. On the main level, you will find a primary en-suite bedroom plus a second bedroom, powder room, living room, view decks, kitchen, and a separate full-size laundry. Downstairs, you’ll find 2 additional primary en-suite bedrooms, a larger living-game area, plus a third bedroom. There is also a small updated kitchen and laundry area. The space is ideal for guests, extended family, or larger families seeking separate living quarters. On the south side of the property, the attached studio is currently being used as an art studio but provides flexibility for use as a creative space, home office, or private retreat. It could also be rented as it has a full bathroom. This house offers an ultra-private, oversized heated pool/spa and lounge area. This location provides the ultimate Hawaii experience, offering owners a quiet, private place to unwind with nature.