I'd recomend against the H16, as it does not take kindly to heavier crew weights.

You can get the Solo~Right to allow you to right any of the boats you've mentioned without any other help.

I'd highly recomend the Prindle 18-2 you've mentioned. I've done a lot of sailing on these boats and they are very nice. However, you have to be more careful with the hulls as they are not built as tough as the Hobie 18. This only affects how you treat the boat on land and/or on the trailer.
Also, the P18-2 is a pretty complicated boat to sail. All the little adjustments may be a bit confusing at first, but as you get better you will be glad to have them.