a girl who is obviously from a rich family, yet insists on sporting a look that makes her seem like she lives on the street. Upon further examination, her clothes are revealed to be designer rags.
Girl 1: Oh, Jesus did you see Olivia? She looks like trash.
Girl 2: Yeah, but it's all Prada and Burberry (and all that shit)
Girl 1 : She's a rich hobo?
Girl 2: Are you fucking kidding me? She's the definition of Rich Hobo!
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A person who can look rich and homeless at the same time. For example, Snoop Dogg and Post Malone.
Snoop Dogg and Post Malone look like Rich Hobos