Mayorga Robustos with some age on them!! Many moons ago I ran a blind taste contest here and there were all types of cigars entered - Cuban, high-end, mid-range, and a few low-end. The stick that won was a $2 Mayorga maduro with some age.
JR Genuine Pre-Embargo Counterfeit Cubans epicures. $82 for 50
I second the Flor de Olivas vote. I've had two boxes of the Grand Cameron beli ($45 for 25) and a box of the 10th anniversay torp (out of your price rage by a bit - $2.59/stick).
I third the La Vieja Habanas vote. Not to mention, it comes in what still might be the coolest looking box to date

I particularly like the Cedar Chateau No.2
El Rey Del Mundo Cafe Au Lait (very small cigars) $24 for 24
Bolivar Fuerte Petit Bolivar EMS (very small cigar) $24 for 24
And a very recent addition.....I will tentatively vote for the new JR Alt ELs. I've have 4 of them in the past week (3 of the Hoyo Epicure No. 2 and 1 Monte Edmundo). I have 10 Hoyo Epi No. 2, 10 RyJ Hermosa, 5 Monte C, and 5 Monte Edmundos. I will post more as I have more. These are $26-29 for 20.
Cheers,
Dixie