Wife and I had the opportunity to spend a few days on island, most of it in Grand Case, but we also toured most of the resorts. Some thoughts:

I had seen plenty of pictures prior to traveling, but I was still surprised by how widespread the damage is. You really can't wrap your mind around it until you see it.
My perspective was shock at the damage, while most locals were proud of the progress they have made on clean up and excited for renewal and improvement. It took me a while to come around, but I eventually joined that viewpoint.
Most of the major hotels on the french side are in very bad shape, but there seems to be enough going on over on the dutch side to entice the airlines to slowly ramp up service. Getting hotel rooms open on island will be critical to increasing air traffic.
Grand Case Blvd is a mess...for now. The debris is gone, but they are seizing the opportunity to bury the overhead wires, so there are trenches everywhere. Should be a huge improvement when done.Still very walkable but a bit dusty.
Few restaurants are open in Grand Case, but the ones that are seem to be doing a decent business for May. Almost everything on the Ocean side sits idle waiting for money or decisions.
Petite Hotel and Esplande are in good shape with no apparent major damage. They should be up and running quickly.
GCBC has announced an October 1 opening, and they are on plan to do it, but they have their work cut out for them. They are using this as an opportunity for a major upgrade the Sunset Cafe and much of the grounds. Lots and lots of work going on there.
Actually, lots of hammering and power tools running everywhere, six days a week.
The airport (SXM) is compact, but quite efficient. I'm sure the low volume helps, but for a temporary situation, this seems well thought out.

Overall, a sobering, emotional, but encouraging visit. We will be back in October (when the GCBC is open) and are eager to see the progress.