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What My Clients Say

Absolutely loved working with Jack! He went above and beyond to help us find the perfect unit. Jack was extremely knowledgeable letting us know all of the details of each area and explained to us in depth any Maui regulations we were unfamiliar with. Extremely honest/ transparent with his opinions and even FaceTimed us the property when we were unavailable to view it. 10/10 would recommend and use Jack again in the future.

We feel so lucky to have met Jack! He is knowledgable, persistent, thorough and someone we felt we could truly trust with our transaction. He made the buying process painless for us by paying attention to all of the details and doing so with such ease. He even loves to surf! :) We feel really lucky to call him our real estate agent, but also our friend.

Jack was hugely helpful and flexible! He showed us around places when we were on island and showed us places remotely when we couldn't be there. He was always quickly responsive and on top of things, gave us great advice on how to get our offer accepted, and helped us through more than one tricky contract issue. I would highly recommend working with him.

Jack was excellent. He went above and beyond to help us get our house ready to sell when we had to move off island with short notice. A genuine person that wants what's best for his clients.

Very professional and knowledgeable of the Maui real estate market. Friendly, courteous and never missed answering the phone for many of my questions.

What's My Home Worth?

Newest Listings

$2,500,000
410448 MLS ACTIVE Status
Located on the mild Southern side of Hana, 176 acres, just 4 miles from Hana Village, & close to white sand Hamoa Beach and Waioka(‘Venus’) Pool... Consistent annual rainfall delivered by gentle trade winds and conveniently distributed throughout the year... Pasturage along Hana Highway with large & spaced mature shade tree canopies spread above accessible forest-floor foliage.... Pukuilua Stream(intermittent) threads through the center of the Land, originating high in the forest reserve of Waihoi Valley. A place of traditional agriculture, followed by sugar cultivation, and most recently cattle ranching...With diverse possibilities including residential use, mixed-use agriculture, livestock pasturage, tropical flower cultivation, fruit tree orchards, organic farming, forestry, hunting, and permaculture...Along with the potential for restoring native habitats and supporting conservation efforts, and more...A personal place of refuge with sustainable, self-sufficient land use. Average annual rainfall is reliable for water catchment. In the Hana region, water wells are a proven, reliable source of abundant groundwater. Convenient access, with 4 gates opening to Hana Highway which meanders along the Hana Coast close to the shoreline. Electrical, phone, and internet lines run alongside the highway in front of the property. Importantly, the land title of the entire 176 acres is officially registered with the Land Court of Hawaii, providing gold standard-like title security and a reliable store of value.

Hana Hwy, Hana

Listing courtesy of Hugh Starr & Co LLC.

$13,300,000
5 Beds 3 Baths 410440 MLS ACTIVE Status
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.

$1,595,000
2 Beds 2 Baths 410431 MLS ACTIVE Status Papakea Resort I Ii BLDG.
Welcome to Papakea A403 — a direct oceanfront condo that offers the perfect blend of space, upgrades, and location in one of West Maui’s most sought-after resort communities. With a unique 2-bedroom + loft floor plan, this residence comfortably lives like a 3-bedroom, making it an exceptional find for those seeking both flexibility and comfort. Positioned front row to the Pacific, this unit captures the essence of island living with expansive ocean views and the soothing sound of waves just outside your door. Whether you’re enjoying your morning coffee or unwinding at sunset, the private lanai provides a front-row seat to Maui’s natural beauty. Inside, the home has been thoughtfully upgraded to enhance both comfort and style. New flooring throughout creates a clean, modern feel, while split-system air conditioning in every room offers efficient, quiet cooling — a valuable feature not found in many units. Both bathrooms have been fully remodeled with contemporary finishes, giving the space a fresh, move-in-ready appeal. The open-concept living and dining area flows seamlessly to the lanai, maximizing indoor-outdoor living. The loft adds valuable flexibility, ideal for additional guests, a home office, or extra sleeping space — truly setting this unit apart from typical 2-bedroom offerings. Papakea is known for its beautifully maintained grounds, oceanfront pools, BBQ areas, and walking paths, all within close proximity to beaches, restaurants, and shopping in Kaanapali and Kapalua. Whether you’re searching for a turnkey Maui retreat or a second home, Papakea A403 delivers a rare combination of direct oceanfront location, upgraded interiors, and versatile living space.

3543 Lower Honoapiilani Rd Unit A-403, Lahaina

Listing courtesy of Hawaii Life (W).

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