Let me just throw this out there. Maybe think about a Dutch netless and a bargain/penny pincher tarp with a nice underquilt. This will allow you to not spend a bunch of money and try out some things before you get your next (upgraded) hammock. A good underquilt will work with all of the hammocks that have been mentioned. The experience gained from just messing around with the hammock and tarp will be invaluable in the long run.

On the other hand you could just buy what you think you want and then sell it for almost what you paid for it later if you decide to change things up...