Well, since most of what you quoted is in reply to this:
I hope you can see how I didn't immediately read homeless = bad from that, since it's neither mentioned nor implied.
Now in case you are referring just to the last bit that I wrote that is in reply to you; being homeless in Israel is a choice. The man obviously had the means to build a home, he almost certainly knew that what he was doing is illegal yet he chose to **** on the law and go ahead anyway. I have no sympathy for such, only for their children.
In Israel the situation is such that all who wish to work and are of working age can finance an apartment and food, which is most important. Education for children and health care will be taken care of by the state. To the best of my knowledge according to the facts that are shown in the article, it is his choice to live in a cave, or alternatively his explicit choices that brought him there.
It has not been explain, where is his family? where did he live before starting construction illegally, and why he can't go back there? why doesn't he have the ability to work and rent an apartment like tens of thousands of other families, etc.
As I said, I only feel sorry for his children who were forced to become background in this piece of propaganda.