I like 'em but that's only because I enjoy making them. I don't really bother with the world map level stuff, when I see a world map I generally assume someone is putting more interest in their world building then players and should write a book rather than a rp, but that's just me. I have seen some great RPs using world maps and obviously nation roleplay's sit outside that. 

I will make local region or dungeon or village layout maps because I like a player to see a cool thing and go 'whats over there?' or have a visual representation of a physical impact they've made on the game world. But that feeling can be achieved through writing too. Also, some of these habits I picked up because one of my favourite people to play with has Aphantasia, and stuff like that helps. But you also have to ask yourself - is what I'm doing adding quality to my game? Is my time better spent elsewhere? Good writing created together will always be more atmospheric and emotional then a picture.

In the roleplaying game' title I am admittedly more gamer then roleplayer. I am not a strong writer and my preference to world building lies towards gamist or simulationist mechanics though, self admittedly.

In terms of software, I love Wonderdraft best. Using incarnate ATM because I'm on tablet. Hexographer for hex maps but that's more TRPGs. I name by landmarks usually. It's simplistic but does what it says on the tin. Naming can tell an important story about your history though. If the dwarven city has an elvish namemaybe it's because there was a war 1000 years ago ect. So it's another way to get into to the players.