I used PVC to sleeve the garboard drain hole in my old Sailfish as well. Worked great! I know there area also places that sell fiberglass socks that you can slip over a piece of waxed tube/pipe and use to laminate your own sleeves.
I've seen others lay wet-out glass on the inside of the hole, stick a balloon in there and then inflate to hold it in place as it cures.
Anothing thing I can tell you is that this is NOT the proper way to install scuppers in a brand new transom... :-|
The "professional" shop that installed these bored through a new inner skin and removed part of the new core because they didn't have the proper length scupper. It was then delivered to the owner with the bare wood exposed and the owner had to have the shop come out to at least coat the wood w/ resin. Lazy, sloppy work. I am currently replacing the thru-hulls in this rig and part of that process involves building up the cutout to full thickness.
Once these plugs are bonded in, there will be a few layers of glass over them to tie them into the existing structure. The holes will then be redrilled and the core will get painted with several coats of epoxy to protect the wood before the new SS scuppers are bedded in 5200.