Are these three phrases talking about the same thing? 1) Eske se sa n fè n ap peye? 2) Se sa w fè w ap peye 3) M ap mande sa m fè m ap peye?

Yes, they are.
...about paying for one's fault/failing.
...different point of view it seems.
Sounds like Job or David (from the Bible)
Haitian Creole ↔ English Reference, Look up Haitian Creole and English Words