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Meet Josh

Bringing a successful record of 22 years of real estate sales on Maui, Josh Jerman has distinguished himself as an industry leader in Hawaii real estate.

Josh's team includes two salespartners, Tim Stice, R(B) and Sou Jerman, R(S), as well as an Operations Manager. His team runs like a well-oiled machine. For over a decade, Josh has been a top producing residential Realtor on Maui and was ranked #1 in 2023, #2 in 2024, and #1 in 2025 in sales volume out of over 1,800 Realtors on Maui (Realtors Association of Maui). Josh has adapted to the changes in both the real estate market as well as the industry, by incorporating systems and team members to represent luxury real estate, new project sales, as well as short sales and bank-owned inventory (REOs).

Raised in Upcountry Maui, Josh attended Baldwin High School before heading to Seattle to attend the University of Washington. There, he graduated cum laude with two bachelor's degrees, one in International Studies of the Asia-Pacific Region and the other in Comparative Religion. He has traveled the world (23 countries and counting), and has lived in Indonesia, Nepal and Scotland. He has hiked to Machu Picchu and to Mount Everest's Base Camp, canoed the Amazon River and swam in the Ganges, sailed in the South Pacific, fly fished in the Secychelles, trekked in the North Pole and touched the Great Wall of China. Throughout his adventures, Josh developed an appreciation, awareness and respect for all people, an experience that inspired him to give back to his community.

Josh’s expertise as a broker extends far beyond the four walls of his office in the The Shops at Wailea. He has held numerous positions with the Realtors Association of Maui (RAM) since 2005, including Director-at-Large (6 years) and he currently serves as co-chair of Professional Standards. He served on the Board of Directors for the Hawaii Association of Realtors (HAR) for four years, is currently Chair of the Realtors Political Action Committee (RPAC), and served on the National Association of Realtors (NAR) Major Investor Council for more than five years. As a real estate columnist for the Maui Weekly, he encouraged readers to "Ask Josh" about a range of issues. In addition, as the founder of the Josh and Souk Jerman Foundation, he has given more than $86,000 to college-bound high school students across Maui County.

Josh is dedicated to delivering the highest level of customer service in order to achieve the best results for his clients.

Business Partner

Hawaii Life and HL1

A Hawaii company founded in Smart Marketing and Solid Representation.

I’m proud to be a broker with Hawaii Life. Hawaii LIfe is a 100% locally owned and operated real estate brokerage serving buyers, sellers and developers statewide.

Hawai‘i Life is the leading residential real estate brokerage in both sales volume and number of luxury listings across the island chain and has been for more than a decade. Since 2018, Hawai‘i Life has been named the top real estate brokerage in Hawai’i by Hawai’i Business Magazine and by REAL Trends. And HawaiiLife.com is the most trafficked real estate website in Hawai‘i, with as many as 200K average visitors to HawaiiLife.com monthly. In fact, our website received the Best Real Estate Website in Hawai’i award from the International Property Awards in both 2018 and 2019.

HL1 is a special branch of the larger Hawaii Life organization created to serve the ultra-luxury market and associated clients. HL1 is a private program that is committed to the utmost in discretion and confidentiality. 

Hawai’i Life and HL1 work in tandem, and we have consistently closed more transactions at or above $3 million than any other brokerage in Hawai‘i since 2012. We’re also the first real estate company in Hawai’i to achieve sales over $2B (2020) and over $3B (2021). And in 2022, our nearly 340 skilled agents, and 60+ creative and support staff, collaboratively closed over 1,993 transactions and achieved more than $2.6B in sales.

Client Reviews

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Tim D. K.

Having Josh Jerman as our real estate agent to sell our home in Maui was the best decision we ever made. He's super knowledgeable, experienced, open, honest, and responsible, so you'd be hard-pressed to find a better agent in a...
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Garth E.

A real professional in terms of knowing the market and understanding buyer goals with large lots in Maui. We are selling estate lots along the ocean on Maui's north shore at Pe'ahi Farms near Paia, Ho'okipa, and the world-famou...
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Ray C.

I have known and worked with Josh for many years. He is most knowledgeable about all aspects of real estate purchases and sales with extensive experience in the Maui real estate market. He completed two sales and one purchase f...
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Alan L.

Josh has helped 3 generations in my family with home and land sales on Maui and he has been a pleasure to work with each time. Josh has been instrumental in helping to find the right properties, make the best deals, and get ove...
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  • Pacific Business News' "Top 40 Under Forty" professionals in the State of Hawai'i (2005)
  • Named one of the Maui Weekly's Unsung Heroes for his philanthropic endeavors (2010)
  • Recipient of Maui County's Young Business Person of the Year Award (2012)
  • Named Realtor Broker of the Year by the Realtors Association of Maui (2019)
  • One of the Top 100 Realtors in the State of Hawai'i (2013 to present)
  • Co-Chair of Professional Standards for the Realtors Association of Maui (2017 to present)
  • Chair of the Realtors Political Action Committee (2025 to present)
  • Board of Directors for the Realtors Association of Maui (6-years)
  • Board of Directors for the Hawaii Association of Realtors (4-years)
  • Major Investor Council for the National Association of Realtors (5-years)

Josh Jerman is the founder of the Josh and Souk Jerman Foundation (jermanfoundation.org), he has given more than $86,000 to college-bound high school students across Maui County.

Let Me Represent You

With a successful 22-year record in Maui real estate sales, Josh Jerman has distinguished himself as an industry leader in Hawaii real estate. Our Maui-based real estate team provides buyer and seller representation throughout Hawaii. Please contact us to learn more about listing services, buyer representation, home valuations, development projects, and our range of related services.