Boyfriend. Haylie Duff dated – Erik von Detten () – From to February , actors Haylie and Erik von Detten were romantically linked to each other.; Kevin Connolly () – From November to , actors Kevin Connolly and Haylie Duff dated each other. Biography: Haylie Duff was born on February 19, in Houston, Texas, U.S.. She is the older sister of actress and singer Hilary ukrainianblog.info studied ballet at an early age, landing a part in the theater production of The Nutcracker Suite. Aug 30, · Wow, it's so hard to believe Hilary and Haylie Duff are moms!. On Monday, the sisters took to Instagram to show off fun shots from their recent trip to .