I’d definitely leave the cupboards and if you changed hardware, added white subway backsplash and a modern pendant (and coordinate style in dining room), and painted peninsula white to tie in with appliances, the kitchen will be nicely updated. If you are planning to change counter sooner than later, I’d just use peel and stick tiles for now.
In regards home’s oak trim and cupboards/doorways, it would be a very big job just to paint as they also have to be stripped. Maybe see if new handles would make a difference.
Q