if you are just resharpening, harder, more wear resistant steels are easier to sharpen than softer less wear resistant steels, particularly stainless. Softer stainless steels form a bur very easily that can be hard to get rid of and require sharpening more often and usually more extensive sharpening. Harder steels usually just need a few passes on a good hard stone and they are back in business.
If you are resetting an edge that is damaged or changing it to a sharper angle, than wear resistant steels will be harder to work with.