Holly Weber was born in Loma Linda, California and raised in Redlands and Palm Desert, California, with her two older siblings, Ricky and Melissa. Holly Weber parents divorced when she was five years old, and she lived with her mother in Costa Rica briefly, then was moved multiple times until her senior year in high school. Attending four different high schools in as many years, she finished her schooling after relocating to Newport Beach, California from Kentucky after living less than a year in that state.
Holly Weber's undergraduate education was funded by her go-go dancing at popular venues in Hollywood and Las Vegas. During this period, she had braces applied to straighten her teeth and she began pursuing a degree in Orthodontics. Upon removal of the devices, her modeling career began and quickly flourished as she graced the covers and pages of over 25 different calendars and was featured in magazines such as Glamour, Muscle and Fitness, and FHM. Holly Weber was FHM's "date of the month" for December 2005, won the final two ever FHM Hometown Honey competitions and was crowned Miss FHM for the West in 2006.