Thanks for the quick replies!
I'll definitely start looking into business hotels in the area, especially if they're cheaper! Since I'll only be there to sleep and get ready in the mornings I'd rather go with whatever is cheapest (and of course clean). Any suggestions for a specific place?
And sweetokyo, it's easier to fly into Osaka because that's where I'm starting my tour from.
I'll eventually end up in Tokyo by the end of it and will fly out from there. I only need hotels in Tokyo because I'll be with a tour group before I end up in Tokyo so everything will be taken care of up until then.
As for the flights, I was also thinking they might go down after the holidays but at the same time, as godwine mentioned, I'm worried that may be the best it's going to get and I don't want to miss out. Decisions decisions XD