If you are thinking of only softening(fillet) one end of a hole made in a cylinder. Then do as shown below:

a) First pick xy plane and draw a circle and use pad use mirrorextent option ..u will get a cylinder.
b) Pick yz plane and draw a circle and pick 'up to last' option. You should do pocket in only one direction....
c) Fillet at the edge of the hole.
d) Then again pick xy plane and again draw a circle of same dia. and pocket in the reverse direction.

I tried many procedures but found the above one work for me. I know there are experts in this forum who will guide us if there is any other better ways to do the same.