Nicky Hilton

The younger, quieter sister of Paris, Nicky Hilton turned down the offer to appear alongside her sister in the hit reality show The Simple Life in hopes of living a more private life.

Rather than partying her way through Hollywood, Hilton has become a successful entrepreneur, launching her Chick by Nicky Hilton clothing line in 2004 as well as a Japanese handbag line.

In 2006, she announced plans to launch a new Miami hotel, dubbed Nicky O South Beach, but the project never came to fruition, as the Chicago development group teaming with Hilton ditched the heiress and chose to not renovate the space according to plan.