Hi Jason,
This may be a biased reply since I have always sailed Prindles but the things I have noticed about Hobie 16 are:
1. Too much sail for hull dispacement. Will pitchpole in breezes above 15 knots if not properly trimmed (both weight and sail.
2. In lighter breezes with your weight flying hulls will be easy and fun.
3. Righting will be hard unless sail is orientated to the breeze to help.
4. Mast needs to be sealed prior to sailing to prevent it from filling up with water.
5. It will be a fast boat in flat water.
6. At the stanchions (those posts that attach the tramp to the hulls)make sure they are solid and don't wiggle.
7. Make sure the rudders lock down.
8. rudder gudgeons are tight.
9. No cracks at shroud chain plates

Good luck in finding your boat, if you find a Prindle 18 drop me a line as I am looking for a used one

Paul Nardone, Jr.