The Club at Cypress Head opened in 1989 as a residential golf community in Port Orange, situated in the greater Daytona Beach area of Florida's east coast. Arthur Hills designed the course with assistance from Mike Dasher during a period when Hills was establishing his reputation for creating playable championship layouts that work with natural terrain rather than imposing dramatic earthwork on flat sites. The routing takes advantage of the property's native cypress trees, wetlands, and subtle elevation changes uncommon in coastal Florida. Hills incorporated the existing vegetation and water features into the strategic design, creating a course where positioning off the tee matters more than pure distance. The layout includes several holes that play along or across wetland areas, requiring golfers to make thoughtful club selections and accept that certain pin positions demand conservative approaches. Cypress Head serves primarily as a private club for its residential membership, offering a traditional country club experience with golf as the central amenity. The course has hosted regional amateur competitions and qualifiers over the years, though it has not been a venue for professional tour events. The facility includes practice areas and dining amenities typical of Florida residential golf communities developed during the late 1980s boom in course construction. The design reflects Hills's philosophy of creating courses that challenge skilled players while remaining accessible to members of varying abilities, a balance that has helped Cypress Head maintain its standing as a respected layout in the Volusia County golf market.