Yeah, it's probably just the pump, or you might not be putting the head over the valve all the way, but more likely the pump if you've tried many times. Average road pressure is of course extremely high. The compressor at the shop that I work at on a good day can only hit 90, and then I need to do the rest by hand.

If your looking for a pump that can do it though, I would look to the trek floor pumps or somthing from topeak. If you have the money though, go for a silica. They have the best build quality, and can usually reach the highest pressure, but of course, you get what you pay for.