For the condo association, it's a California nonprofit so we just need to file a statement of information annually. We get a postcard reminding us to do this. We have to file taxes, but if you have an accountant, they should ask you to do this (since typically they get paid for completing your return). Our attorney (specialist condo law attorney) also has been really helpful.
For the holding company, we also need to file an SI, but it's an LLC so a lot more lightweight (e.g. no annual report). You just do it when you have to, I think once every two years (don't quote me on this). No annual report. There's also no share ledger. We just have an operating agreement spelling out peoples' ownership. So, statement of info (California) and two tax returns annually (federal and state). When we get to quarterly the accountants will help.
In general I think the common answer to this is to get help from an accountant and attorney. My accountant charges about 500-700 for a full set of returns, which isn't bad. If you can't afford that, just buy liability insurance and do business under your own name (schedule C) rather than having the bother of a full corporation. I would never go the delaware C route unless it was pretty clear I was going to fundraise...not worth the hassle.