I think the hairline height looks perfect. youthfully low, yet not so low it looks silly.
As for the style, rather than going super short, what about a couple of inches of length for a scruffy type look.. i think that would look really great on you, and i can't imagine it would take much work to maintain

like this: http://www.celebs101.com/gallery/Ashton_...her_76.jpg

Just an idea.