I have a pineapple plant in a regular sized pot. I do want to move it into a larger one when it gets bigger. I have not had any fruit from it as of yet, It's still quite small compared to how big they should be, but as long as you plant it properly, give it the right soil, provide it with water and LOTS of sunlight, it should grow. That's all I've done with mine and its flourishing!
I think I'm definitely going to try it. Right now, we're focusing more on our basil plants. We have so many different kinds. We're having to cut it constantly and are giving it out to friends and family. It's delicious! But, I want to do something more challenging and special, which is why I was considering a pineapple plant.