Leica are luxury items, pure and simple. They are built by hand by trained craftsmen, not factory workers. There is a guy inspecting every screw that holds together a Leica, sorting them between 'pass' and 'reject' piles while looking at them under a magnifying glass. True story. If you hold a Leica, feel the film wind, click the manual setting rings, you'll feel it.
I hate to make another car analogy in a thread full of sh!t car analogies, but it really is the Rolls Royce of the camera world. Hand built, no compromises.
DSLR's handle better, spit out more keeper photos, but you pay for it with their ubiquitous large black bulky ugliness. Shooting rangefinders I find is just a lot more satisfying. I only have fixed lens rangefinders, but I'm sure I'll own a Mamiya 7 or some Leica at some point.
That being said, there is no way I'd buy a digital Leica... spending 9K on a toy that will go obsolete? No thanks. A film Leica will never go obsolete, and that's how you should be shooting Leica. On film.