I think a bit different than most people when it comes to things like this. For most things I tend to be more proactive than reactive. For example, I check my serpentine belt every few months and if it has cracks I have it replaced. Yes, it could last for many months, maybe even years, but I prefer to replace it and then not worry about getting stranded someplace late at night in the middle of nowhere.
The same thing applies to other things as well. Another example, when our water heater started to leak a little bit, I replaced it. It may have lasted for a long time, but I don’t like to take chances. When it breaks we have no hot water, and until it gets replaced the wife is on my case.
Anyway, getting back to the AC unit, I think if it were me I would replace the oldest one but I would do some checking around and getting estimates before doing anything. See, right now you have the opportunity to do this. When it breaks down you will want to get it fixed as soon as possible, even though you have other units to fall back on.
I realize you guys/gals want to make things last as long as possible, and I don’t necessarily disagree with that way of thinking. But I also think that sometimes we shoot ourselves in the foot when we wait until something dies before doing something about it.