agent photo

Meet Josh

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. 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 #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 $75,000 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 Partners

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

T

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...
Read More

G

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...
Read More

R

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...
Read More

A

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...
Read More

1. Recognized as one of the Top 100 Realtors® in the State of Hawai’i from 2013 thru 2024.

2. Named Realtor® Broker of the Year by the Realtors® Association of Maui in 2019.

3. Awarded Maui County’s Young Business Person of the Year in 2012.

4. Honored as one of the Maui Weekly’s Unsung Heroes of 2010 for philanthropic endeavors.

5. Recognized by Pacific Business News as one of the “Top 40 Under Forty” professionals in the State of Hawai’i in 2005.

1. Co-Chair of Professional Standards for the Realtors Association of Maui

2. Board of Directors for the Hawaii Association of Realtors® (HAR).

3. Board of Directors for the Realtors Association of Maui

Josh Jerman is the founder of the Josh and Souk Jerman Foundation (jermanfoundation.org), he has given more than $75,000 to college-bound high school students across Maui County.

Let Me Represent You

Bringing a successful record of nearly 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. Our Maui-based real estate team provides buyer and seller representation throughout Hawaii. Please contact us to learn more about listing services, buyer’s agencies, home valuations, development projects, and our range of related services.