I have no reason to believe Kyrie ever had any ill feelings towards the city of Cleveland itself, but I certainly believe he wasn't too happy with the coach, the organization, and the teammates around him this year...hence all the reported grumblings. But I think David Blatt and the roster reshaping by Griffin go a long way to addressing these issues, so there's no long-term concern.
But at the end of the day, all of this was irrelevant regardless. Even at the height of the "Kyrie wants out" freak out, most of us thought he'd sign a max extension with us regardless, if we offered it. There was just too much money he would have left on the table to not accept it, especially for someone with Kyrie's injury history.