The reason Madara was hit each time was because of the fact that he knew he would regenerate, or to make a point, if Madara couldn't regenerate he wouldn't make those mistakes because he can't regenerate,
With all of Naruto's skills vs 5 Kages, it would be tough to call,
Danzo: as far as I can tell, moukton can only hold negative Bjuu chakra, hence why Kyuubi was so effected by it, but if his a Naruto's chakra become the new version I doubt it would make any difference, for the Sharingan arm, every time Danso activates Inzangi he can find his general location with sennin mode, so Danzo is pretty much ****ed unless he makes eye contact with him, which is pretty unlikely considering his experience with Sharingan and his speed,
Mei: wouldn't stand a chance with his speed, upgraded strength and overall durability, her techniques just aren't suited to Naruto's type of fighting,
Onoki

I think) would have to be quick enough to catch him with his techniques, which is highly unlikely considering he wouldent know which one Naruto really is with his clones,
Gaara: his defence is quick enough to defend against that many enemies, especially considering Maruto has defeated Gaara twice now with out any power ups,
A: would put up the only real challenge, but considering he couldn't catch naruto in Kyuubi mode he would last the longest out of all of them but would eventually be worn town by the tenachious onslaught of clones and speed,
Overall Naruto wins, with his regenaration, speed, strength, clones and just overall chakra ability, Naruto wins but wouldn't come out unscathed, this is my general opinion, and quite accurate if I do say so myself, but each t there own I guess.