I personally don't see why Hidan has an advantage over Itachi that any other ninja of the same skill level wouldn't have. Itachi really doesnt have to be that close to an enemy to do some serious damage and should be able to fight the battle from a distance. Hidan is pretty much defenseless against Tsukiyomi. Hidan's technique works by physically torturing the opponent. Even if Itachi gets trapped in Hidan's technique, he can still use Tsukiyomi before Hidan does any real damage and thoroughly shatter his mind without even physically touching him.

You might have a point with Sasori though. He could potentially give Itachi one hell of a time.

Also, I think that Hiashi referred to the Hyuuga clan as Konoha's top family because the Uchihas were pretty much wiped out. A lone Uchiha like Sasuke really doesnt count as a "family".