Robert de Holywood (died 1384) was an Irish judge and landowner who held the office of Chief Baron of the Irish Exchequer. He was the ancestor of the Holywood family of Artane Castle, and of the St. Lawrence family, Earls of Howth. He became extremely unpopular, and was removed from office after numerous complaints of "oppression and extortion" were made against him. These were apparently inspired by his close association in the mid-1370s with Sir William de Windsor, the embattled Lord Lieutenant of Ireland.