What if a person is genuinely content with where they live? Maybe they do live in a tent or somewhere we don't normally think of as being a home, but why is that so awful? If you don't have enough money to afford rent, does that automatically mean you should only live where other people tell you to?

Those other people being folks that have a traditional place to live and have plenty of money as well?

Not to say that a person should be able to put a tent or tents just anywhere of course but at the end of the day there should be places where they can go. It seems to me that there are those who have solved their problem and just want to be left alone.

So rather harass them, focus on those that want to change their situation instead.

You also have the issue of there being some in the homeless population that aren't capable of maintaining a household. Sure, it may sound nice to give their own apartment or a room somewhere but who's going to maintain it if they cannot?

Now if you have proper facilities where their medical and other needs can be met then ok. But this isn't some monolithic group and can't be treated as such as a result.