I just finished restoring my 1995 Red (discontinued in 1997) 22.5 kettle. I didn't have much rust on the kettle, so I did not repaint that part. Instead, I used a professional sander/polisher with a polishing pad and some Megquar's fine cut polish. It came out nice.
The original finish on Weber Kettle's is porcelain, not paint, so I would try to avoid painting, if possible.
I took the wooden handles off, filled any cracks with wood glue, clamped them, and when the glue dried, sanded them and then used a deck stain on them.
The aluminum legs cleaned up with some metal polish. The steel triangle at the bottom got wire-brushed and painted silver.