In 1763 Hakewill gained a premium from the Society of Arts for a landscape drawing, and in 1764 another for a drawing from the antique in the duke's gallery. In 1771 he gained a silver palette for landscape-painting. He exhibited at the Society of Artists exhibition in Spring Gardens a portrait and a conversation piece in 1765, and a landscape in 1766. In 1769, 1772, 1773 he was again an exhibitor, chiefly of portraits.[1]
Hakewill married in 1770 Anna Maria Cook, and left eight children surviving (from 15). Three sons, Henry, James, and George, were architects. A daughter Caroline married Charles Smith, by whom she was mother of Edward James Smith (c. 1816 โ 21 July 1880), surveyor to the ecclesiastical commissioners.[1]