Hello Secretum,
This does sound like a great idea, and something that is needed in society. There is such a stigma associated with being homeless.
I have never been homeless, but have worked with people that were homeless. My husbands son is homeless by choice actually.

Also, a lot of homeless people are drug addicts and/or alcoholics. From my experiences with this type of group, I have found that they usually do not wish to give up their drugs or alcohol, and most are users.
At one time I operated a motel, and at times would take pity upon them if they came to me on a very cold night. I would allow them a free night in a room. Usually what happened in that situation is that their problems tended to follow them even in such a short time frame.
I wish you much success on your endeavor!!