Stephanie Clark has always loved escaping the daily grind in Maryland to spend time with her family in St. Thomas, USVI. When her boyfriend Shawn Burman proposed while vacationing there, Stephanie decided that she never wanted to leave. With a desire to continue his education, Shawn didn't require much convincing to embrace Stephanie's dream to move to the Virgin Islands. Relying on her income while Shawn returns to his studies, Stephanie understands that their budget will be tight, so her desires are simple. However, if Shawn is hitting the books at home, he'd like to study in style. Real estate agent Rob Barringer knows that, in this pricey paradise, either Shawn will have to lower his island expectations or Stephanie is going to have to break the bank when House Hunters International sets sail for St. Thomas.