Josh Jerman


Bringing a successful record of 20 years of real estate sales on Maui, Josh Jerman has distinguished himself as both a rising star and industry leader in Hawaii real estate. This should come as no surprise, as he has proven time and time again that the market may change, but ambition never does.

Josh's team includes two salespartners, Tim Stice, R(B) and Rich Wu, R(S), as well as Executive Assistant, Tammie Matsuura, and Operations Manager, Kyle Bejar. His team runs like a well-oiled machine and ranked as Hawaii's #1 small team by sales volume in 2020 with sales of
$75,628,500 (Real Trends) and surpassed $150,000,000 in sales in 2021. For over a decade, Josh has been a top producing residential Realtor on Maui and was ranked #3 in 2022 and #1 in 2023 in sales volume out of over 2,000 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 Relations 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, 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 returned to Maui to start his career, and over the years, he has earned a solid reputation for professionalism and personal integrity. His hard work and success has not gone unnoticed. Josh has been recognized by Pacific Business News as one of the 'Top 40 Under Forty' professionals in the State of Hawai'i. He was also named one of the Maui Weekly's Unsung Heroes of 2010 for his philanthropic endeavors. Josh was also honored as the recipient of Maui County's Young Business Person of Year Award for 2012. He was recognized as one of the Top 100 Realtors in the State of Hawai'i by Hawai'i Business for seven years-in-a-row from 2013 thru 2019 and was named Realtor Broker of the Year by the Realtors Association of Maui in 2019.

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 and is currently Chair of the Realtor Party (HAR), and has served on the National Association of Realtors (NAR) Major Investor Council for the past three 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 $69,000 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.

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My Blog Posts
Exceptional Estate on the Pristine Shores of Keawakapu Beach
Hawaiiana meets contemporary design with this exceptional estate on the pristine shores of Keawakapu Beach in Maui. Beyond the gated …
A Magical Setting in a Lush Valley
Hale Haloa consists of three contiguous lots totaling 6 acres in Haiku, Maui. The magical setting in a lush valley …
Stunning Baldwin Ranch Estates Home
This stunning Baldwin Ranch Estates home is on nearly 14 acres and has expansive ocean and mountain views. The stately, …

What my clients are saying...

I have been a resident of Maui for 45 years and in all that time I have never met a more professional business person up to my very high standards. Josh and his team were the consummate professionals. I felt that I was in the most reliable, competent, honest, and integrity based agent I could ever hope for. He managed our expectations with straight forward data and always kept in close communication no matter how small the issue may have been. From then initial meeting to the final he was fully engaged and had his assistant experts maintain the same level of service. For us there will never be a second call to make when it comes to real estate matters in Hawaii. He has earned our trust which is not an easy task and he did it by being himself, a true professional. Thanks Josh for helping us with what could have been a more difficult decision and execution of task. Forever grateful!

— Blue Amy Rosen

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 famous Jaws surf spot. Josh has a very good understanding of the types of buyers looking for these rare ocean side lots.

— Garth C. Everhart