A few months later, at the 1968 Summer Olympics, Hines—a black athlete—found himself in a tense situation, with racial riots going on in his home country and a threat of a boycott by the black athletes of the US team, who were disturbed by the controversial idea of admitting apartheidSouth Africa to the Games and revelations linking the head of the International Olympic Committee, Avery Brundage, to a racist and anti-semitic country club. Hines reached the 100 m final, and won it with the time 9.89 appearing at the screen, later corrected to 9.95. The 9.89 was taken from a light beam across the finish line, while the official photographic process used Polaroid film and took a couple of minutes to process and read. There was some controversy over how his (slower appearing) electronic time of 9.95 should compare to the hand timed 9.9 "record" races of the day. Automatic times start instantly with the sound of the gun, while hand times include human reaction time to start the watch. It took until 1977 before fully automatic timing was required of world records. As the fastest electronic time to that point, Hines' mark was recognized exclusively as a new world record. The race was also significant for being the first all-black final in Olympic history. Hines helped break another world record, when he and his teammates sprinted to the 4×100 m relaygold at the same Games.
After these successes, Hines was a 6th round pick in the 1968 NFL Draft by the Miami Dolphins, an American football team. Unfortunately, Hines did not have the football skills to match his speed and spent the 1968 season on the practice squad. He was given the nickname "Oops" due to his lack of football skill. He appeared in 10 games with Miami in 1969 catching two passes for 23 yards, rushed the ball one time for seven yards and returned one kickoff for 22 yards. Hines then appeared in one game with the Kansas City Chiefs in 1970. He never played pro football again. He has one of the top 100 meter times by NFL players. Hines was ranked the 10th worst NFL player of all time by Deadspin writer Jeff Pearlman.