A private, relationship-driven approach to coastal investment financing.

Sea Islands Capital was created to provide a more refined experience for investors acquiring exceptional coastal real estate.

Rather than beginning with a list of loan products, each conversation starts with the property, the investor's objectives, and the role financing should play within the broader strategy.

The result is a focused, high-touch experience centered on Kiawah Island, Seabrook Island, and select Johns Island opportunities.

Chuck Berkeley, OLY

Founder | Mortgage Broker | Realtor

Chuck Berkeley brings more than three decades of experience across residential finance, real estate, executive leadership, and relationship-driven sales to Sea Islands Capital.

Earlier in his career, Chuck was the Founder and CEO of Alumni Financial Group in Berkeley, California. As a licensed Real Estate Broker, he built and managed relationships with more than 80 wholesale lending partners and helped fund nearly $800 million in residential financing during the 2000s. That experience provided broad exposure to the lending landscape and a deep understanding of how to identify financing strategies around the individual needs of both the client and the property.

Chuck later served as CEO of Cypress Holdings Group, where he led the development and commercialization of multiple innovative technologies from concept through market launch. His leadership encompassed product development, regulatory strategy, commercialization, and successful exits—experience that required navigating complex decisions, managing risk, and executing sophisticated opportunities.

His career also includes approximately 15 years in the medical device industry. As a sales representative with Stryker, Chuck worked alongside orthopedic and neuro-spine surgeons in the operating room, providing clinical and technical support before, during, and after the sale in complex, high-stakes environments where preparation, precision, responsiveness, and attention to detail were essential.

He studied Business Administration at The Citadel and earned a B.A. in American Studies/Economics from the University of California, Berkeley.

Having lived in Silicon Valley, the San Francisco Bay Area, Monterey County, and Pebble Beach, Chuck has firsthand familiarity with some of the country's most distinctive luxury and high-value real estate markets. His connection to the South Carolina Lowcountry is equally personal, having lived in Charleston, Johns Island, and Seabrook Island.

Today, Chuck calls Seabrook Island home. His background in residential finance and real estate, combined with decades of executive leadership and client-focused experience, led him to establish Sea Islands Capital—bringing real estate and financing together under one advisory relationship for property owners, buyers, and investors.