What kind of debris do you think you'll be getting? Fine debris, like sand, dust, tiny leaves. Or larger debris, twigs, leaves, acorns, etc...
The pressure side cleaners seem to deal with larger debris pretty well, but aren't as good with finer stuff. (some can be fitted with a sand and silt bag for better fine particle cleaning).
Suction side ones great with fine debris (it goes into the filter) but not as good with larger stuff.
I've never used a robot, as I understand it, they robots are pretty good with both fine and larger debris, but have a more limited collection capacity than the other two. They can be fairly expensive to buy and maintain.
Since you are at a plumbing stage, do what you can to ensure your skimmer are in a down wind position or at least down wind to the prevailing wind direction. Mine aren't located so well, so they aren't as effective as they could be, which causes more debris to fall to the bottom.
For me, I do have the plumbing and pump to support a pressure side cleaner, however, most of my debris is tiny (dust, sand, small needles from a bunch of cedar trees etc...) In the end, a suction side cleaner made more sense, and does a great job for me. I have to run it about 2x a week.
One of the more clever setup's I've heard of was ChemGeek's. He has a PoolCleaner Pressure, but uses his variable speed pump and some automation, so he doesn't have to use a separate booster pump. Just throwing that in there as some more food for thought.
I hope that helps, without being to random.