I've hunted out of all three kinds. I like them all, I've managed to take a nap in all three (with the proper harness/tied myself to the tree), so I think that means they are all pretty comfortable, depending on model.
My advice for ladder stands is to not try to set it up by yourself, you'll end up getting hurt. The bigger stands are more than a handful for two guys to put up, much less going it alone. You'll get real tired of pulling it around on a cart, they are bulky and not meant to be moved very much.
If you can leave a stand and not worry about it getting stolen, I'd use a hang-on, but if you are in the National Forest area, you'll need to find out if you put steps in the tree itself (not to mention the branch cutting thing0, or if you must use a strap-on climbing stick.
If leaving the stand isn't an option, you'll have to get a climber, but like you said, you'll have to look for the proper trees.
You might look on the websites and see what they have to offer. I know that I saw a portable ladder stand in a catalog. It was 12 feet I think, and the ladder broke down and everything folded up like a climber does. Only weighed about 30 lbs, much lighter than a regular ladder stand. It was North Starr Treestands. I just found the catalog (Natchez Shooters Supply). 14' tall, 24 lbs, costs $250. Even has a shooting rail for guns. I've been thinking about it, but haven't decided if I want to shell out $250 for a stand.