Sharpen your pruners before you start any pruning. Sharp pruners will make the job much easier if you have a lot of pruning to do. Clean cuts heal faster and do not allow diseases or bugs to invade.
Shear hollies that are in a formal arrangement or a hedge. Manual hedge trimmers do a good job, but power trimmers make the job go much faster. For a natural, informal appearance, use hand pruners to create an irregular outline to your shape. This allows some light in the interior of the plant to produce a fuller shape. Shearing restricts growth to the outside edge of the plant with little interior foliage.
Cut anywhere along the stem to whatever size and shape you desire. Hollies are easy shrubs to prune as there are no complicated rules about where or how to make the cut on the stem. New growth will emerge from wherever you cut. Start at the top and work your way around and down the plant.
Step back from your work frequently to judge if your shrub is symmetrical and the size and shape you want. Try to visualize the final shape as you cut away material to form that shape.