I think it is far more likely that the sheriff wanted to avoid the problems associated with having a hyper-elite-celebrity in his facility. Unless the Hilton parents contacted him privately and made an offer (which is possible), he probably wanted to avoid the headaches more than he wanted to fawn over one of the “beautiful people” and curry her favor.
Or maybe he wanted to avoid offending one of his contributors. He does seem to like those “gifts”.
I think you have it right. It has got to be an enormous extra taxpayer cost and effort to keep this brat locked up, to keep guards from sneaking in their digital cameras to get a money shot, to keep the news rats away from the front gates, to make sure the brat doesn’t do something stupid like cutting her wrists, etc. Sounds to me like the sheriff is one of the few sensible people involved in this mess, with the balls to do something sensible.
Good thing the judge handed him his hiney!