When I wore combat boots with my kilt I usually just wore regular socks that would leave a few inches exposed above the boot. I thought it looked better, but with wearing work/hiking boots (or just over the ankle type) I wear hose pulled up and folded over as one normally would.

However, I only have two pair of regular hose to wear (and one pair that I reserve for dressier occasions), so I can't just wear my kilt all of the time or else risk wearing out my hose.