It's a great question. I've been watching one RV-9A that was wrapped a few years ago. I see it every year parked at Oshkosh, so I have a chance to take a close look and see how the vinyl is holding up. What I have noticed is that there are a few wear areas, where paint would be rubbing through too -- places where a canopy skirt meets the fuse, etc. He's also had some grass and gravel damage to the vinyl on the wheel pants, but it's easily patched and invisible unless you're really looking for it. The color and overall finish is holding up very well, and I know from the parts of my own plane that I've already wrapped that repairs are trivial. This is not the old striping vinyl you're used to seeing on cars and airplanes -- completely different stuff.
We've got an RV-12 with an abysmally poor paint job. At some point I really would like to get the entire thing stripped, and if that happens it's getting a vinyl wrap. Most of it we could do ourselves. There's a guy who runs a sign shop not far from the airport who wraps trucks. He's willing to do the plane, and he's an ultralight flyer so knows at least the basics of what not to do to an airplane - plus we'd be there to assist, of course. He figures between $2K and $3K for a simple wrap job - a couple of colors, no fancy printing or complicated trim.