Hylton's earliest exposure to music was through the record collection of her grandfather who was a jazz fan. As a young woman she listened to and absorbed the works of the greatest female jazz singers. Her earliest experience in the music industry was as a secretary at Total Sounds in Kingston, but started recording for Harry J while working as an air hostess for Air Jamaica, her first single, "Don't Ask My Neighbour", was a local hit, and she also released a cover of Ebony's "Life In The Country".
Island Records signed her to their Mango label. Hylton had her first major international success with a Harry J-produced cover of "Breakfast in Bed", which peaked at no. 57 on the UK Singles Chart in 1979. Hylton then recorded a version of The Police's "The Bed's Too Big Without You" which also charted in the UK (no. 35 UK, 1981). She had success on the reggae charts in 1983 with "Let's Dance", before moving to the United States the following year.
In 2006, she released her first album, Steppin.