Well, first you have to figure out the arguement of N/A versus Boost.
N/a has a definite factor of reliability, but $/hp is much higher N/A. Your gonna make 500whp turbo'd for the same price it'll take you to make 250whp N/A. Reliability is relative in my opinion. I've built cars in business for 8 years now, and everything I build is reliable, to an extent. Any time your abusing components, things break, it's just a fact, but overall reliability comes down to how well it's installed, tuned, and whether the components used are junk or not.
I've built every combination you propose in the past for myself personally. I've also built quite a few cars for customers of various combinations obviously. I've personally had a GSR hatch, an H22a/LSD tranny EG hatch, a turbo'd H22 EK coupe, and now I currently have a DelSol with an LS/vtec and a GT30R.
Looking back on the experiences of the cars prior, H's are out in my opinion. H's have great torque, and great transient response, but the increased front end weight is apparent, and axle bind/breakage isn't uncommon. H's also present an issue just due to their sleeves, etc. Size in the engine bay is another downside that presents problems. H's also have inherently weak synchro's in the tranny.
The B's are great for boost...there's no way around it. Lots of tranny combo's, lots of aftermarket support, and strong stock sleeves. B's make big power, it's no secret, and it's the way to go. H's can be boosted...that's not what I'm saying, but in terms of cash and feasibility B's are better.
So, how to sum this up though? My verdict is, if your gonna go boost, go with a Bseries for the reasons I've stated. You have more room, less weight, good tranny options, plenty of power potential, etc.
If you go N/A, go H2B. The H2B combination completely takes a large part of the Hswap problem out of the picture. No axle bind, no weak synchro's, less weight up front, with all the power girth of the H22. H22 torque is awesome in a light chassis...it simply never got old. I'd pull on traffic just touching the pedal...it was probably the closest to driving an N/A V8 car a Honda could get.
So, now the final choice is, how fast do you go for the money, and how reliable are the two above stated options.
Well, the Bseries is gonna make more power boosted, and create an inevitably faster car....it's just the way it is. The Bseries is gonna cost less as well. With a budget of 4000-5000 bucks doing most of your own work you can make 400+whp and run 11's.
The H2B is gonna be more expensive, but my bet on reliability goes here. The H2B adapter alone is 1000 bucks, but H22 longblocks are cheap. It takes some components, some wiring, some fitting, and some fab. So getting it all to come together takes a little more. N/A, the H2B is fast. I'm currently building an H2D EF using the Bisimoto adapter and it's gonna be fun.
Both setups run similar budgets, but the Bseries will make more power, while the H2B will be a torque monster and be reliable.
Now...if you did H2B turbo with double the budget...hmmmmm