In My Collaboration with JULIA ROBINSON it is said
Hilbert foresaw the possibility of negative solutions to some mathematical problems
What evidence is there that Hilbert knew (around the time when he set the problems) or suspected that some decision problems (like resolution of Diophantine equations) can be impossible?
See Hilbert's famous 1900 lecture:
http://aleph0.clarku.edu/~djoyce/hilbert/problems.html
I don't think it gets more explicit than that.
That being said, I think he believed that his own problems (the Tenth problem, the Entscheidungsproblem...) can be solved - at least, I have never seen evidence to the contrary (not that I know much about these things...)