I like Emersons well enough. But, I really have to recommend
http://www.bondscigarshoppe.com/. Shore Drive just across VA Bch city line in Norfolk.
Good selection, friendly staff, nice lounge and, maybe most important to me, they cater to military. May look expensive at first glance, but their sticker prices include VA tobacco tax and most stores don't.
Not far from there, west on Little Creek, perhaps about a mile is the Smoke Shack which at first appears to be little more than a head shop/cig store. But in the back is a walk-in humi which is always very well stocked and has probably the best prices in Norfolk/VA Bch. No lounge and the staff out front isn't going to be much help selecting fine cigars, but the owner, or whoever buys the cigars does a great job considering the nature of the shop and what we usually see in these.
Haven't been to area in about six months, but I'll head to both next time I'm in town.
Also, I've found the area to be one of the most cigar-friendly places I've been to. Never had a problem in any bar, especially sports bars. Never had a problem on the beaches either, but haven't spent much time down at the main beach strip in VB.
-dave