I'm much less worried about human piloted craft. It's very difficult to program complex decision making and discernment. The astronauts present in the first landers will have been intensively trained in how to avoid catastrophe and will likely be able to come up with solutions on the fly if unanticipated things happen. Still dangerous, but hopefully less so.
It will be much easier to land completely automatically once we have landing pads, radar tracking, and other infrastructure present on the surface. It's just hard to land a robot on an airless moon with a bunch of rocks and hills and shit everywhere.