Shyla Stylez became interested in entering the pornography industry in her teens, and later moved to Vancouver where she worked as both a stripper and a webcam model, and appeared in nude pictorials. In her off-time, she would contact studios by email and phone to find out how to appear in movies. Stylez credits Erik Everhard with being the person to formally introduce her to the business.  She appeared in her first film, Slap Happy by Anabolic Video, in 2000 at the age of 19. She received her first AVN Award nomination as Best New Starlet in 2003.
Stylez was involved in a sex scandal with former Orange County assistant-sheriff George Jaramillo, where she was noted as having had several sexual encounters with him. In 2016, she was caught having sexual encounters with a United States Marine from Texas. 
Stylez signed on as exclusive contract performer for Jill Kelly Productions and later married its CEO, Bob Friedland, on October 23, 2002. The couple divorced in August 2003,  but Friedland held Stylez to her contract, making it impossible for her to shoot hardcore scenes for anyone else.  In September 2003 she met Michael Whiteacre, who cast her in a series of softcore late-night movies in 2004 and 2005. In August 2005, Jill Kelly Productions filed for bankruptcy. 
The following year she was nominated for more AVN Awards, including Best Supporting Actress, for Best Tease Performance, and for her performances in My Plaything: Shyla Stylez and Pirates II . In 2010, she was named by Maxim as one of the 12 top female stars in porn.  Shyla Stylez was inducted into the Halls of Fame of the Urban X Awards and the AVN in 2011 and 2016, respectively.
Awards and nominations
- 2003 AVN Award nominee – Best New Starlet
- 2007 XRCO Award nominee – Best Cumback 
- 2007 AVN Award nominee – Best All-Girl girl girl Sex Scene, Video – Girlvana 2 , Zero Tolerance Entertainment with Sammie Rhodes and Jenaveve Jolie 
- 2008 AVN Award nominee – Best Supporting Actress, Video – Coming Home , Wicked Pictures 
- 2008 AVN Award nominee – Best Interactive DVD – My Plaything: Shyla Stylez , Digital Sin 
- 2009 AVN Award nominee – Best Tease Performance – Curvy Girls 
- 2009 AVN Award nominee – Best POV Sex Scene – Full Streams Ahead 
- 2009 AVN Award nominee – Best Group Sex Scene – Pirates II 
- 2010 AVN Award nominee – Best POV Sex Scene – Jack's POV 12 
- 2011 Urban X Awards Hall of Fame 
- 2016 AVN Hall of Fame