I don't know what goes through the mind of wealthy people for them to do what they do but I'll never know until I'm wealthy too one day and see what they see. From assumptions I'll say they're just flexing their wealth and showing off to their counterpart who is wealthy, just as we showoff between ourselves so do the wealthy too. I heard there are clubs only people that own yatch can attend and this will motivate any wealthy person that wants to attend to party or join the club to buy a yatch and same thing might be for a private jet or island club. Some of them are just trying to avoiding losing their money so they put it in landed property that they can always sell later for money. Others might just be wasteful spending as they didn't plan for their money or they just have too much to hold.
My advice would be to go with fewer assets and not liability, there are properties that we'll own and they become a liability to us. Anything that takes money from us are liability and if a property keep taking money through maintenance other charges then they're a liability but if we own few properties and they're very productive then we're good. Personally I have always believed in productivity over quantity.