Island Insurance Celebrates 20 Years as One of Hawaiʻi's "Best Places to Work"

For over 85 years, Island Insurance has lived its promise of local experts protecting local people, earning a place in Ward Group's top 50 of U.S. property and casualty (P&C) insurers for 18 years and celebrating 20 consecutive years on Hawaiʻi's Best Places to Work list.

Since 1940, Island has provided personalized solutions and superior service to Hawaiʻi's families and businesses and is the only locally-owned P&C insurer in the state. Like our logo the hala tree, an indigenous Hawaiian tree symbolizing a strong root system and foundation, Island has grown by staying deeply connected to the community we serve. The commitment to our community and to one another has earned Island a spot on Hawaiʻi's Best Places to Work list for 20 consecutive years, a milestone we are proud to celebrate in 2026.

To commemorate this achievement, we brought employees together for a “Roaring ’20s”–themed company lunch, celebrating two decades of workplace excellence in style. Employees dressed in vintage-inspired attire and enjoyed a festive gathering filled with fun prizes, giveaways, and moments to reflect on the camaraderie and culture that have defined Island over the years. The celebration was a meaningful way to honor the people who make Island Insurance a great place to work.

"Reaching 20 years on Hawaiʻi's Best Places to Work list is something we don't take for granted," said Scott Kuioka, President of Island Insurance. "It's a testament to the incredible team we've built, people who show up every day with purpose and a deep commitment to serving our community."

Those words ring true for employees who have grown up with the company. Ryan Kawamoto, Underwriting Manager - Large Accounts, joined Island Insurance as an intern over 15 years ago and has continued to evolve in the company. "Island gave me the opportunity to grow, and what's kept me here is knowing that the work we do truly matters to the people of Hawaiʻi," he said. "We are able to help businesses across the state and it's great getting to meet so many people."

Employee Benefits: Island employees enjoy competitive benefits including medical, dental, drug and vision coverage, 401(k) with company matching, profit sharing, paid time off, learning and development programs, and college scholarship opportunities for employees' children and grandchildren.

Giving Back, Island Style: Employees are eligible for donation matching up to $500 annually and receive two paid volunteer days per year. An employee-run snack shop raises funds throughout the year to support charitable giving during the holiday season.

The Hoʻohana Spirit: Employees also shape their workplace through the employee-led Hoʻohana Club, a name meaning value-driven, intentional work. "I'm excited for all our events to get out and support our community," said Christine Kaakua, Property Claims Specialist and Club President. "Island was founded to serve underserved communities in Hawaiʻi and the Hoʻohana Club helps perpetuate that legacy.”