What is this crazy looking instrument? The pineapple ukulele was founded in Hawaii by the Kamaka family in about 1916. You will notice a different tone with the pineapple, it's more mellow compared to the "twang" of the classic shaped ukulele.
Pineapple ukes are mostly made in soprano size, so you get this mix of the usual soprano sound but with a mellow edge to it. I think all serious ukulele players should have a pineapple ukulele in their collection and to be honest, most do!
As a first time though, I would stick with the classic ukulele shape.