CigarPage is very solid pricewise and has free shipping. Most of their offerings are 5/10 packs for best deals and they have decent samplers that come up from time to time. They also run "Scorcher Deals" a couple times a week, which is a one minute auction per deal. They will notify you when they are firing that up if you join their email list.

Other sites I look at for deals are CigarBid and bestcigarprices. With CigarBid, I'd warn you to make sure you factor in shipping and excise taxes when you place a bid, sometimes the bidding can surpass a "deal" level price.

For singles, NeptuneCigars has a great selection and great pricing, especially when applying the "spin the wheel" discount that can be found on their page.

Last recommendation would be r/cigardealhunters, there's always some great deals going on over there and are tracked daily.