Aloha and welcome aboard!
Its good to have you here. Its only simpler and easier if you pick a boat that is easier to take care of with simpler rigging
and less electronics
and electrical gear
So I agree with what folks have said about it being as simple and easy as you want it to be.
You can do a great deal of cruising on a low budget
if you are not in the "keep up with the Jones's" mode and can get along with refrigeration
, air conditioning
and all the latest communication equipment
point of view is that 32-36 sloop
is the simplest, easiest and cheapest if you can't get along with something smaller. I was almost convinced that I needed a cutter
until I started assembling all the extra components required to make it work
its best. Fiberglass hull
and small diesel engine
to a minumum.
Good luck in whatever you chose.