It's not actually that hard to understand, but it isn't intuitive to newcomers and it's not taught in highschool geometry.
Suppose I have a flat but stretchable sheet of rubber. I draw a circle on that sheet, and pit a dot at the center. If I ask you what the radius of the circle is, well, you can answer that pretty easily and unambiguously.
But what if I hold the circle down on my table top, grap the spot at the center, and stretch it up? Now what's the radius of the circle? Is it the distance from the circle to the spot I've stretched up, or is it the circumference divided by 2 pi? Either definition is sensible, but they are no longer the same, so one must be careful to specify which it is one is talking about.
In the case of black holes, something a little similar happens in terms of the distortion of space in and around a black hole, though there are additional complications which we don't need to get into here. But the basic idea remains the same: we need to specify what it is we mean by radius since we're not in Euclidean space, and since we can't probe what's happening inside the black hole, a definition based on the surface area is an eminently sensible (though not the only possible) choice.