Resort hopping is not for everyone, but we love it. For us it's not a hassle because we don't move in when we are on vacation. We have a seperate bag for dirty clothes so that's not a problem. As for getting to the resorts, we are going to be doing something anyway, so we go to a park and then, at the end of the day, when we are ready, we go to the new resort to check in. The only thing we have to do differently is to carry a day bag with things we might need while our room is getting ready.
I agree that I don't think the majority of people do it. For some people it would be a hassle. Just as some people don't like the All Stars and some people (like my son) don't like the Grand Floridian (he says it's too fancy). I enjoy the different resorts for what each has to offer too much to limit myself to just one on a trip. And, I like the idea of walking out of my room and being close to where I want to spend the day at. Trying to decide on just one would be too difficult a choice (my dream vacation would be a week at each, starting with the All Stars and working my way up to the Grand Floridian).
I would suggest that if anyone has an inkling to try it, to do it once to see if you like it. I wouldn't suggest that you do 4 resorts in 7 nights like we are this year, but 1 hop would let them know if they like it or not. If you know you won't like it, then don't try. Hey, it's your vacation. A time to relax the way that fits you best. Enjoy.