No reason to avoid Point Pleasant. Ironically enough we looked at purchasing this exact condo years ago. It's a nice spot with great views. There are on site amenities and Margaritaville is right next door. There used to be a path from Point Pleasant to Margaritaville but not sure if it is still there post-Irma. Margaritaville is on a beautiful beach (My honeymoon spot when it was the Renaissance Grand 20 years ago!) and I imagine would be a good bar/vacation vibe.
The only downside is that PP in general is on a hillside and there is alot of uphill walking although that particular condo is closer to the amenities so it would be more about dragging luggage than lots of back and forth.
It's close Redhook, which as I said, I think getting to STT is your best way of doing this stress-free and maximizing time. I think you would be happy there. I would stay there and I am picky.