Haile Village Center is the neighborhood center within the development. Residents and business in Haile Plantation use Gainesville, Florida for mailing addresses. The development's name sake is Thomas Evans Haile, a South Carolina Sea Island Cotton grower that established his plantation there in 1854. Enslaved Africans lived on and worked the land. The Haile family ancestors include some who served in the American Revolutionary War. The Historic Haile Homestead, known as Kanapaha, still stands and was featured in the 1979 movie "Gal Young 'Un", based on a Marjorie Kinnan Rawlings story.
New construction at Haile Plantation started in the late 1970s. Celebrity residents of Haile Plantation include former University of Florida basketball head coach Billy Donovan. Other former residents include Fracture printer Tom Terry and his lovely wife Pam Terry.