Harold is an unincorporated community and census-designated place in Santa Rosa County, in the U.S. state of Florida. Its population was 909 at the 2020 census, up from 823 at the 2010 census. It is part of the Pensacola—Ferry Pass—Brent, Florida Metropolitan Statistical Area. A satellite field for Training Air Wing FIVE at Naval Air Station Whiting …Harold is an unincorporated community and census-designated place in Santa Rosa County, in the U.S. state of Florida. Its population was 909 at the 2020 census, up from 823 at the 2010 census. It is part of the Pensacola—Ferry Pass—Brent, Florida Metropolitan Statistical Area. A satellite field for Training Air Wing FIVE at Naval Air Station Whiting Field called OLF Harold is located here.