Maui Real Estate Search

Jude Augustine Featured Properties

$2,499,000
3 Beds 3 Baths 410251 MLS Fee Simple Tenure
Welcome to 139 Waaula St, a stunning single-family home in the gated Wailea Kai community, just one block from Keawakapu Beach. Set on a large 10,000-square-foot lot, this multi-level residence lives large, with generous indoor and outdoor spaces designed for entertaining, relaxing, & enjoying the Maui lifestyle. Bay windows frame the mature tropical landscaping & fill the open-concept interior with natural light. The formal living room connects seamlessly to the dining area and kitchen, while a separate game room offers vaulted ceilings, a wet bar, built-in cabinetry, & a game table that can double as a second dining space. The spacious primary suite & two additional upstairs bedrooms also feature vaulted ceilings. A charming upper lanai brings a touch of Romeo and Juliet romance while offering a peaceful place to enjoy sunset colors, evening breezes, and star-filled skies. Outside, a large pool & hot tub are surrounded by lush tropical landscaping, creating a private backyard retreat. A convenient half bath opens directly to the pool area, helping keep wet feet out of the main living spaces. Split AC in every room provides year-round comfort, while owned solar panels help keep electric costs low. The two-car garage includes a caretaker’s quarters, adding further value and flexibility for guests, extended family, or additional living needs. Thoughtfully designed throughout, this home offers room to gather, room to unwind, & room to enjoy Wailea living to the fullest.

139 Waaula Way, Kihei

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,499,000
3 Beds 2 Baths 408355 MLS Fee Simple Tenure
VERY MOTIVATED SELLERS! Are you dreaming of a place to escape to? Completely private and seclude? Welcome to Paradise Villa — an exceptional retreat nestled on a half-acre in the highly sought-after Launiupoko community. This Home actually features 3 spacious bedrooms and the pool house! Designed for the Hawaii lifestyle enthusiast, this lush tropical haven seamlessly blends luxury, privacy, and nature with views of the Pacific Ocean, Lanai, the West Maui Mountains, and Lahaina town. Thoughtfully crafted with timeless materials and island elegance, the main residence features 3 bedrooms, 2 bathrooms, soaring ceilings, custom doors, rainforest granite countertops, stainless steel appliances, and travertine flooring. Spa-inspired bathrooms offer indoor-outdoor experiences, including tropical outdoor showers and custom rainforest-style fixtures. The primary suite enjoys direct access to the lanai and gardens, creating a harmonious connection with the landscape. Outdoors, this private sanctuary is surrounded by exotic palms, vibrant fruit trees, and resort-style landscaping with cascading waterfalls into freshwater ponds. A built-in BBQ, large covered lanais, and a cozy fire pit set the stage for entertaining or tranquil stargazing. A separate pool house adds an additional bathroom and outdoor shower, offering flexibility for guests or a wellness escape. The saline pool and heated spa are tucked away in a secluded setting with reflexology stones, a meditation area, and a hand-carved granite soaking tub—perfect for soaking in the serenity with sweeping views above. The oversized two-car garage includes built-in cabinetry and laundry facilities. Located just minutes from Lahaina town, Launiupoko Beach Park, surf spots, restaurants, shopping, and scenic hiking trails, Paradise Villa offers the rare combination of peaceful seclusion and convenient access to all that West Maui has to offer. This is more than a home—it’s a private Hawaiian sanctuary where luxury meets lifestyle. Seller is also offering the option of a 25% co-ownership interest for $635,000 through Cohana Homes www.cohanahomes.com. Call today to schedule a private tour! This is a Residential CPR property.

52 Lau Niu Way Unit A, Lahaina

Listing courtesy of Coldwell Banker Island Prop-Ku.

$2,400,000
3 Beds 3 Baths 410090 MLS Fee Simple Tenure
2451 Umeke Cir has the ideal 1½-story floor plan that offers the convenience of main-floor living while providing additional space upstairs for family or guests. It is also one of the newer built homes in Hokulani. Meticulously maintained and extensively upgraded. The spacious kitchen is a chef's dream, featuring upgraded Bosch appliances, an oversized KitchenAid refrigerator, a built-in 18-bottle wine cooler, and abundant workspace for everyday living and entertaining. The adjoining great room is enhanced with built-in electronics cabinetry, surround sound, and Lutron hardwired remote-controlled shades, creating a comfortable and sophisticated living space. The main-level primary suite offers a peaceful retreat with custom closet shelving, additional bathroom storage, and a beautifully upgraded bath featuring custom cabinetry and a custom glass shower enclosure. A unique office with elegant double French doors provides the perfect work-from-home space or quiet den. Designed with efficiency in mind, the home features 32 owned solar panels, two Tesla batteries, a brand-new Lennox air conditioning system (2026), and a tankless water heater, helping to reduce utility costs while providing year-round comfort. Additional upgrades include tile flooring throughout, fresh interior paint, hardwired outdoor speakers, an oversized two-car garage with epoxy floors, built-in tool storage, custom storage closets, Garage Gator lift systems, kayak pulley storage, and even space for an additional refrigerator and freezer. The laundry room is equally well appointed with custom cabinetry and an electric washer/gas dryer setup. Step outside to the lanai, where you'll enjoy a charming ocean view, electric shades, upgraded sliding screen doors, and a propane connection ready for your grill…an inviting spot to relax and enjoy Maui's indoor-outdoor lifestyle. From the extensive custom storage to the thoughtful energy-efficient improvements and premium finishes throughout, this exceptional home is truly move-in ready and offers the perfect blend of comfort, functionality, and island living. Also listed as condo MLS #410089

2451 Umeke Cir Unit 67, Kihei

Listing courtesy of Hawaii Life (W).

$2,399,000
3 Beds 3 Baths 410693 MLS Fee Simple Tenure
Welcome to Wailea Kai, where privacy, luxury, and effortless island living come together in one of Wailea’s most desirable gated communities. This immaculately maintained 3-bedroom, 2.5-bath residence feels both refined and relaxed, with soaring vaulted open-beam ceilings, abundant natural light, dark bamboo flooring, mahogany doors and cabinetry, granite countertops, and plantation shutters throughout. The open-concept living area flows seamlessly through expansive sliding glass doors to a lush tropical backyard and patio, creating an inviting indoor-outdoor setting for alfresco dining, entertaining, or unwinding beneath the Maui sky. The well-appointed kitchen features stainless-steel appliances, generous storage, a pantry, and casual dining nook, while split-system air conditioning throughout provides year-round comfort. Upstairs, the entire level is devoted to the spacious primary suite—a private sanctuary complete with a sitting area, walk-in closet, ensuite bath, and its own lanai. Just moments from Wailea Kai’s dedicated community park and an easy stroll to world-renowned Keawakapu Beach, the best of Maui’s coastal lifestyle is right outside your door, with white sand, turquoise water, and unforgettable sunsets just minutes away. Wailea’s acclaimed dining, luxury shopping, championship golf, tennis, and resort amenities are also close at hand. This private Wailea residence offers a comfortable setting for enjoying the beauty and convenience of life in one of Maui’s most sought-after communities.

30 Waikai St, Kihei

Listing courtesy of Romvari Realty Ltd.

$2,398,000
3 Beds 3 Baths 410156 MLS Fee Simple Tenure
Expansive ocean views, exceptional privacy, and peaceful half-acre setting define this single-level Hawaiiana-inspired home. Enhanced by an absence of utility wires and located along the southern border of Maui Meadows, directly above Wailea, the property is adjacent to thousands of acres of undeveloped land. Minutes from Wailea's beaches, golf, shopping, dining, and luxury resorts this very private retreat features a large swimming pool positioned for whale watching, sunsets, and exceptional night skies. This is the first time in over 30 years it is on the market, It is a lovingly maintained owner-occupied licensed BnB with numerous 5-star guest reviews. The floor plan offers seamless indoor-outdoor island living. The large private outdoor shower, tucked beneath banana trees, and a private lower drive leading to a secluded ocean-view gazebo and gardens create a uniquely Maui experience, while tropical fruit trees enhance the property's island sanctuary feel. There is possible future ohana potential, subject to buyer verification. The large ocean-view front entry/studio/office provides additional living/work space. Upgrades include: All flooring, Pool completely tiled, fully paid upfront leased photovoltaic system for energy efficiency, four Mitsubishi Split Air-conditioners, one portable A/C in office/studio. This is a rare opportunity to enjoy privacy, space, views, quiet, birdsong, and the relaxed lifestyle that makes Maui so desirable. Please enjoy the attached video tour. Listor is owner/seller and a licensed Hawaii real estate broker. The BnB license is not transferable.

620 Kumulani Dr, Kihei

Listing courtesy of International Real Estate Srvs.

$2,395,000
3 Beds 2 Baths 405873 MLS Fee Simple Tenure
An extraordinary highlight of this 7.76-acre, off-grid property is a secluded, natural swimming hole fed by the pristine waters of the Koukouai Stream flowing from Haleakala's slope – a rare and exceptional feature for those seeking tranquility, privacy and a connection to nature. The main residence is a three-bedroom, two-bathroom plantation-style cedar home, complete with a spacious, wrap-around, covered lanai. You’ll enjoy breathtaking ocean views and serene streamside overlooks. Adding to the property’s appeal is a private two-bedroom, two bathroom, two-lanai ohana unit, ideal for guests, extended family or a caretaker, along with a spacious shed/workshop. The landscaped grounds include a wide variety of mature decorative and fruiting trees, plus multiple fenced pastures that can be utilized for a variety of purposes. The property is a member of the Aina O Kipahulu community association, with membership rights to access and water delivery. Kipahulu is a dream destination for both outdoor enthusiasts & those seeking a sustainable lifestyle. Residents of the community have special permission to use several private easements that access the ocean, freshwater swimming spots, and scenic hiking trails. The area’s mild climate, lush vegetation, and cascading waterfalls, including the legendary Oheo Gulch, Pipiwai Trail, and 400-foot Waimoku Falls, make this area one of Hawaii’s last unspoiled treasures.

40685 Hana Hwy, Hana

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

$2,390,000
3 Beds 2 Baths 409661 MLS Fee Simple Tenure
Welcome home to this impeccably maintained, turn-key residence in the highly sought-after Kilohana Ridge community in South Kihei. Thoughtfully designed for comfort and easy island living, the home is filled with natural light as expansive living room windows frame the lush tropical landscaping beyond. Travertine flooring and stainless steel appliances add a refined touch throughout the interior. The open-concept kitchen offers abundant storage, a convection range, and seamless access to the inviting outdoor patio — an ideal setting for entertaining guests or enjoying peaceful evenings at home. A custom-designed stucco wall blends harmoniously with the terraced backyard wall, where thoughtfully curated landscaping creates a tranquil sense of privacy and serenity. The spacious primary suite has a walk-in closet and an ensuite bath complete with a soaking tub and beautifully tiled shower. Two additional bedrooms offer generous space and flexibility, while the secondary bathroom carries through the same custom tile work for a cohesive design aesthetic. Additional highlights include an owned photovoltaic system with a Tesla battery for energy efficiency, central air conditioning, and an additional split AC system dedicated to the primary bedroom for added comfort. The home also features a two-car garage. Ideally situated, the home is just a 5–10 minute walk to the golden sands of Keawakapu Beach and only moments from Wailea’s championship golf courses, exceptional dining, shopping, and a variety of nearby amenities. This home invites you to settle in and immediately enjoy the Maui lifestyle.

108 Ahekolo St, Kihei

Listing courtesy of Hawaii Life (W).

$2,350,000
4 Beds 3 Baths 410122 MLS Fee Simple Tenure
Welcome to 3236 Pikai Way, an exceptional single-level residence nestled within the exclusive gated enclave of Wailea Kai, just across the street from the golden sands of world-famous Keawakapu Beach. Situated on a quiet private cul-de-sac in Little Wailea Kai, this beautifully maintained 4-bedroom, 3-bath home offers the perfect blend of luxury, privacy, and effortless island living. Designed with an open-concept floor plan, the home features soaring vaulted ceilings, abundant natural light, and seamless indoor-outdoor living. Expansive sliding glass doors open to your own tropical retreat, where a resort-style in-ground pool is surrounded by lush, mature landscaping—creating a private oasis ideal for relaxing or entertaining family and friends year-round. The spacious kitchen is thoughtfully designed for gathering and entertaining, complete with a large center island, granite countertops, newer appliances, generous walk-in pantry, and an adjacent private laundry room. Split air conditioning throughout the home provides year-round comfort while maintaining the home's bright and airy island ambiance. Wailea Kai is one of South Maui's most sought-after gated communities, prized for its peaceful setting and unmatched convenience. From your front door, enjoy an easy stroll to Keawakapu Beach, consistently ranked among Maui's finest white sand beaches. Just minutes away are Wailea's celebrated championship golf courses, luxury resorts, award-winning restaurants, tennis facilities, scenic oceanfront walking paths, and the upscale boutiques and dining at The Shops at Wailea. Whether you're searching for a primary residence, second home, or luxury island retreat, 3236 Pikai Way presents a rare opportunity to own in one of Wailea's most desirable neighborhoods, where timeless island elegance meets the very best of the Maui lifestyle. Seller discloses to all parties he is a licensed Hawaii real estate broker, owns Kokua Realty, LLC and is a principal in this sale.

3236 Pikai Way, Kihei

Listing courtesy of Kokua Realty LLC.

$2,350,000
3 Beds 2 Baths 409716 MLS Fee Simple Tenure
Tucked into one of Maui's most breathtaking and untouched coastal valleys, 18 Laha'ole Place offers a lifestyle that feels worlds away from the distractions of modern life, yet only 20 minutes north of Wailuku town at the north end of the West Maui Mountains. Surrounded by dramatic mountains, cascading waterfalls, and sweeping ocean views, this remarkable Kahakuloa property embodies peace, privacy, and natural beauty in one of Maui's most serene settings. Set behind a gated driveway with full perimeter fencing, the gently sloped property was thoughtfully designed for sustainability and comfort. A seasonal creek flows through the back of the property while raised garden beds and mature fruit trees, including bananas, citrus, avocado, mango, coconut, and allspice, flourish throughout the grounds. The custom-built single-level home blends modern design with durable, high-end craftsmanship. Lime plaster walls, travertine accents, Marvin fiberglass windows and doors, lpe decking, and walnut grain-matched cabinetry create a warm yet sophisticated feel throughout. The open-concept kitchen features Thermador appliances, quartz countertops, reverse osmosis filtration, custom pantry shelving, and designer finishes throughout. Built for true off-grid living without compromise, the home includes a robust solar system with 30KW battery storage, newly installed lithium batteries in 2025, and generator backup, ensuring the property is never without power. Private water service frees the property from county water restrictions, while fiber optic internet provides modern connectivity in this otherwise secluded paradise. Additional highlights include oversized garages, windward and leeward lanais, spa-inspired bathrooms, motorized window shades, custom concrete and plaster finishes, and many more thoughtfully designed custom features throughout the home and property. Kahakuloa is more than a location, it's an experience. Rarely does a property combine this level of craftsmanship, infrastructure, privacy, and natural beauty in such a truly magical setting. Ask your agent for the unique features list from Associated Documents.

18 Lahaole Pl, Wailuku

Listing courtesy of Coldwell Banker Island Prop(S).

$2,350,000
4 Beds 3 Baths 409218 MLS Fee Simple Tenure
A private 2.2-acre compound in Haiku with expansive forested outlooks, ocean and mountain views. Accessed via a long driveway off a cul-de-sac and set behind an electric gate, the property offers a strong sense of arrival and privacy. The total covered space spans approximately 2,750 square feet. The main residence offers 1,008 square feet of living space with four bedrooms, three bathrooms, and open living areas. Three of the four bedrooms feature transforming furniture systems that convert seamlessly between sleeping, working, and living configurations. An approximately 400-square-foot covered lanai connects directly to the interior via a large-format sliding door system that fully opens the kitchen to the outdoor space, allowing the two areas to function as one. The additional 1,344-square-foot ground floor provides flexible garage/workshop/office, or studio space. Originally designed by Graham Hill (TreeHugger, LifeEdited), whose work on efficient living has been widely viewed through a TED Talk and featured in The New York Times, HGTV, and other media, the property was built as a high-functioning, real-world home combining modern design, flexible living, and independent infrastructure. The layout functions as a small compound, supporting privacy, guests, multi-generational living, and multiple home offices. Spaces are arranged from public to private, with sound-attenuating construction throughout, including double-layer drywall with acoustic damping compound and a suspended floating ceiling below the main living level, allowing areas to be fully closed off for privacy and quiet. Designed for airflow, durability, and comfort, with natural cross-ventilation and passive design, large six-foot overhangs for shade and weather protection, high ceilings, large picture windows, dual Kohler soaking tubs, and Ipe decking and railings. The home remains consistently dry and well-ventilated, aided by its siting, airflow, and rainscreen-style siding system with an air gap behind. The home operates on a high-capacity off-grid system designed for daily reliability and resilience: 14 kW solar array (36 panels), 48 kWh Blue Ion battery storage, Level 2 EV charger, and solar thermal hot water. Water is supplied by a 20,000-gallon catchment system with double-barrel filtration and UV treatment, plus a county water connection via shared meter. High-speed Starlink internet supports full-time remote work. The 2.2-acre parcel features strong sun exposure, consistent airflow, ample parking for 10+ vehicles, and approximately 40 fruit trees, many actively fruiting, including papaya, mango, avocado, banana, lychee, jackfruit, breadfruit, star fruit, longan, soursop, jaboticaba, and grumichama. Raised garden beds complement the orchard. Additional features include a lower terrace with campfire area, an outdoor shower with forest views, and infrastructure in place for a future approximately 200-square-foot agricultural office or accessory building, including foundation, I-beam, and footing - architectural plans included. A tiny house is currently parked on site and offered separately. Despite its private, tucked-away setting - with expansive greenery, ocean and mountain views, and a strong sense of being removed from it all - the property remains highly accessible: just 2 minutes to Baked on Maui café, bakery, small grocery, and hardware store; 6 minutes to Haiku Marketplace with grocery, gym, restaurants, and shops; 9 minutes to Ho'okipa Beach, known for world-class surf and sea turtles; 12 minutes to a network of North Shore waterfalls; and approximately 23 minutes to Kahului Airport and town amenities. The property is part of a two-unit CPR on agricultural land.

3127 Ua Noe Pl Unit Unit B, Haiku

Listing courtesy of Compass-W.

$2,349,000
3 Beds 3 Baths 408922 MLS Fee Simple Tenure
Nestled in the coveted Kaanapali Hillside subdivision, this single-story contemporary residence blends classic architectural character with timeless island living. Built in 1984 and crowned by an elegant copper roof, the home reflects enduring craftsmanship and a distinctive design rarely found in today’s construction. Featuring three bedrooms and three bathrooms, the floor plan offers effortless flow and comfortable separation of living spaces, ideal for both everyday living and hosting guests. The single-level layout enhances accessibility and indoor-outdoor connectivity, while the contemporary lines complement the home’s original architectural integrity. A private pool with a beautifully designed surrounding deck creates an inviting outdoor retreat—perfect for relaxing, entertaining, or enjoying Maui’s year-round sunshine. The outdoor living space enhances the home’s resort-style feel while maintaining privacy and comfort. Located just above the world-renowned Kaanapali Resort, Kaanapali Hillside is prized for its quiet streets, upscale homes, and proximity to beaches, golf, dining, and resort amenities—all while maintaining a peaceful residential feel. This is a rare opportunity to own a well-designed home in one of West Maui’s most sought-after neighborhoods. Perfect as a full-time residence or island retreat, this property offers the ideal blend of location, style, and enduring value in the heart of Kaanapali.

9 Puu Hale St, Lahaina

Listing courtesy of Keller Williams Realty Maui-L.

$2,325,000
3 Beds 2 Baths 408878 MLS Fee Simple Tenure
Step into wonder the moment you arrive. The driveway winds beneath a natural canopy of mature trees, where the air cools, light softens, and the outside world fades away. Entering a hidden garden… quiet, sheltered, and deeply immersed in the surrounding nature. The grounds have been thoughtfully cultivated into a lush tropical paradise, abundant with fruiting trees, vibrant flowers, and layered green foliage. The landscape transforms throughout the day: golden morning light filtering through leaves, colorful sunsets framing the palms, and clear nights revealing stars and moonlight from the upper lanai. Two thoughtfully designed structures fully renovated in 2023 configured as a flexible 2-bedroom, 2-bath haven... deal for living, working, or hosting guests. A bright studio space with windows on all four sides and stunning Haleakala and garden views has opportunity to be a third bedroom. Interiors exude calm, designer-inspired elegance with clean lines, abundant natural light, and an effortless relaxed atmosphere. Expansive openings frame captivating garden views, while seamless indoor-outdoor flow invites the landscape into everyday life. Shaded lanais offer serene spots for morning coffee with Haleakala vistas or open-air evening dining. Fully equipped for modern off-grid independence, the property boasts three 5,000-gallon water tanks and a robust photovoltaic system with lithium battery storage for reliable power. Phone and high-speed fiber optic internet keep you connected without sacrificing privacy. A prime building site awaits, offering the potential to create a future main residence with stunning ocean and mountain views—unlocking even greater long-term opportunities. Private, intentional, and deeply rooted in its natural surroundings, this Haiku sanctuary invites a lifestyle of simplicity, comfort, and daily communion with the elements.

453 N Honokala Rd, Haiku

Listing courtesy of Compass-W.

$2,300,000
2 Beds 2 Baths 410197 MLS Fee Simple Tenure
Live it now, build big when you want. Here’s the rare part: this is the CPR’s MAIN-HOME parcel, so it isn’t held to the 1,500 sq ft cottage limit. While it already lives beautifully as-is, you have the option to expand the existing home or build a legacy estate. Set on more than two private acres in the coveted Launiupoko hillside, the property delivers exceptional seclusion, no road noise, and sweeping views of the Pacific, the neighboring islands of Lanai and Molokai, and the West Maui Mountains. Built in 2003, the two-bedroom, one-and-a-half-bath, 1,024 sq ft plantation-style home is move-in ready with new appliances, fresh interior paint, central AC, and a fully owned photovoltaic (PV) solar system. Life happens on the 900+ sq ft wraparound lanai: morning coffee while you check the surf, sunsets over the Pacific, whales breaching in winter, and some of the island’s best stargazing after dark. Just steps away, a beautifully reimagined 2,056 sq ft barn provides a two-car garage, workshop, goat stable, outdoor shower, and storage on the ground level, while upstairs, a finished 896 sq ft office features new countertops, built-in cabinetry, a half bath, and an open-air deck framing awesome views. This is a versatile bonus space to shape around the way you live. A bountiful orchard of fruit trees brings color and harvest to the land, with room to expand or add accessory structures. Just minutes from West Maui’s beaches and Olowalu via the Lahaina Bypass. This is a CPR property.

60 E Huapala Pl Unit Unit B, Lahaina

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

$2,295,000
3 Beds 3 Baths 410718 MLS Fee Simple Tenure
Tucked behind your own personal gate within the exclusive, gated neighborhood of Wailea Kai, 3150 Waiea Pl is a completely private tropical oasis just across the street from the stunning white sands of Keawakapu Beach. Set on one of the largest lots in the neighborhood, this single-level home is invisible from the road, wrapping you in lush, resort-like privacy from the moment you arrive. Newly remodeled throughout, this partially furnished home showcases a beautiful mix of travertine and hardwood flooring beneath dramatic high vaulted ceilings. Abundant windows and skylights flood every room with natural light, blurring the line between indoor and outdoor living. This thoughtful 3-bed, 3-bath home offers flexibility. The third bedroom easily functions as a home office or guest room with its hidden Murphy bed. Step outside to your own private paradise: a sparkling saltwater pool surrounded by tropical greenery, plus a fully equipped outdoor kitchen made for effortless entertaining. Go up the spiral staircase to your rooftop deck, where ocean views set the stage for sunset cocktails. As an owner, you'll have the opportunity to join the Wailea Homeowner Golf Membership, a rare privilege extended to only a select few Wailea neighborhoods. You are within the master-planned community of Wailea. You're moments from world-class shopping, championship golf, restaurants, and some of the best beaches Maui has to offer. Rarely does a property combine this level of privacy, space, and location. 3150 Waiea Pl isn't just a home — it's your own oasis paradise in one of Wailea's most coveted communities.

3150 Waiea Pl, Kihei

Listing courtesy of Hawaii Life (W).

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