Yes usually if you keep the switch on on the device, you can control it remotely from Kasa. But here's the thing, does your Keurig actually turn on when power is on? For example, we can turn on the power on a TV but we still need to press the button on a remote to actually turn it on. So if you connect the TV to the smart plug, it will just power on/off the TV, you still need to press the button on the remote control.

Yup, it’s the switch. Can’t do it. The button has to be pressed to turn it on. Your TV would do the same thing. If a device has a single button that provides both on and off capability, you can’t use a module, There are some exceptions. My dehumidifier can deal with power failures, so I can use a module to turn it back on.