Matt Smith


More than half of my life has been spent on the beautiful island of Maui, engaging in its vibrant community and contributing in various ways. Originally from Connecticut, I've been calling Maui home since 2001. My journey here has uniquely equipped me with dynamic local real estate knowledge, as I strive to bring success to my clients here on Maui.

For 12 years, I served as a public school teacher on Maui, specializing in Social Studies and early US History. Teaching has taught me the profound impact of one's attitude on others, emphasizing the importance of preparation and clear communication. Hawai'i Life’s 100% homegrown, natural and smart marketing approach meshes well with my adaptive style as a teacher. In the realm of real estate, where each client and property is distinct, I'm committed to treating each with the attention they deserve.

I've also been a commercial fisherman for over 15 years, I'm passionate about fishing, boats, and real estate, and I'm eager to discuss any of these with you. If you've dined at Mama’s Fish House, you might have seen my name on the menu, knowing that you've enjoyed fish caught by me! If you've come across videos or images of the renowned big wave spot, Jaws (Pe’ahi), chances are you've seen my boat, named after my daughter "Alexandra." Having captained around 100 trips to Jaws without any incidents, I bring the same focus to guide you through the unique waters of the Maui real estate market.

On a personal note, my family and I reside in our dream home in upcountry Maui. Alongside my wife, Elizabeth, and our two children, Alexandra and Tristan, we share our space with three cats and our loyal dog, Patch.

Owning real estate, especially on Maui, is a remarkable privilege. As your agent, I promise to treat you with utmost respect as you pursue your real estate goals. With my life experiences and the extensive network of community experts on our Hawai'i Life Maui team, I am well equipped to successfully navigate the complexities of Maui’s real estate with you. Whether it’s purchasing, maintaining, or selling homes on this unique island, I look forward to extending that expertise to assist you!

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My Blog Posts
Maui Thai Curry With Local Fish
Recipe: Maui Thai Curry with Opakapaka  I was at Mana Foods in Paia when I saw my friend George, the …
Maui Outdoor Markets and Craft Fairs
It’s no secret that Maui has amazing weather! The combination of shopping and eating amazing food at the many outdoor …
moving to hawaii
Wailea, Maui Voted Top US Retirement Destination
Wailea ranks as the most desired place to retire in the US according to a survey conducted by  Wailea …

What my clients are saying...

Matt is a true professional, and more importantly a honest, genuine human being. He has been living on Maui for over 20 years, and transitioned to real estate after working as both a teacher and a commercial fisherman on the island. He has a laid back, kind demeanor. He listens to your wants, and does his best to find you homes that match your price/location expectations. What I appreciate most about working with Matt is he never once made us feel rushed to make any decisions throughout the process, leaving us time to assess the situation to make sure we were making the right decision for us. He is also very honest, and will give his opinion on a home if you ask for it - and you should! Not only did we come out of the process with a new house, but made a friend, as well.

— Cirio Dejesus