I don't think it's a case of not thinking about the hassle factor, just about different priorities. We live different lives, in different houses, and a decent cordless vac is expensive and does have it's limitations. Some people won't view it as something they think is worthwhile. Fair enough.
Just like sometimes I'd rather like a good cordless SDS, but they are expensive, and really, I'd not use one that often, so I put up with extensions leads up the ladder etc.
I can stand our Miele cylinder on the main stairs, but I don't suppose an upright would.