Modern cars seem to be moving towards all controls on a touch screen somewhere. I suppose this allows for more frequent updates, but in my experience it just leads to more bugs and more painful factory updates. Not to mention using a touchscreen to adjust the temperature while driving is incredibly dangerous compared to a dial you can feel for without taking your eyes off the road.
There are annoying devices which have a very small number of tactile buttons, and overload them with multiple functions. Monitors, watches, and clocks tend to be especially bad, because the user interface is not used much. So you get some tiny unlabeled buttons, and have to consult the manual to find out when you need a short press, a long press, a press and hold, a two button press, or a paper clip.
Another class of annoying devices is point of sale systems. Some say they're ready for your card but really aren't - the store's system and the credit card terminal are not sufficiently aware of each other's state. Some have a RFID sensor, but it's not clear where the sensor is. Or when it's listening. Some are just really slow. Probably because they're doing too much in a busy "cloud". However, POS systems do work better today. I haven't had a transaction totally fail to be completed in several years.