Sol Republic Shadow Earbuds
With headphones, the old adage about getting what you pay for is usually true, but these wireless earbuds are a pleasant surprise at this price point. Insert them properly and they sport remarkably deep bass and are comfortable to wear, with no issues from the flexible band that goes around your neck. $119, solrepublic.com
Killer Feature: They're water-resistant, so you can rock out while you sweat.