Not many women have the face shape, features and ears to actually look prettier in such a "boyish" haircut, than in the typically longer hair styles for women. So I personally find it especially appealing and attractive when someone pulls it off so stunningly. It makes it a really special look to me. There are not even many models and actresses, who are obviously known for their physical attractiveness, that look better with very short hair than with the longer styles they've worn.
Those that stand out to me are Linda Evangelista, Halle Berry, Natalie Portman, Kiera Knightly and Charlize Theron.