If you’d instead not like to charge your iem or would like better sound fidelity for similar price, see Best IEM (Earbuds) and Portable Headphones for 2016, or for over-the-ear Best Gaming Headphones, Soundcard, Speakers for 201
Best Wireless Bluetooth IEM
Plantronics BackBeat Go 410 $130 [Amazon] (better than Monster iSport Immersion, Motorola S11-Flex HD, Samsung Level U)
Don’t get: Bone-conduction headphone such as AfterShokz Trekz Air – comfortable but bad quality sound
Best True Wireless Bluetooth IEM
RHA TrueConnect $170 [Amazon] The Bluetooth 5.0 will sweep the floor with the Airpods that are Bluetooth 4.0 (until the nextgen Airpods are released in 2019). RHA tends to be super comfortable with an insane warranty (3 years).
Best Wireless Bluetooth Over-the-ear Headphones
I would recommend the above IEM (earbuds), and not bluetooth over-the-ear headphones, as again wired is always better quality, and people tend to spend more on over-the-ear headphones (so should be kept safely at home so they won’t break, while IEM for on-the-go).
Best Wireless Headphones. Period.
Audio-Technica ATH-WS99BT with mic $220 [Amazon]
Sources: Head-fi.org Huge Comparison
If you travel a lot and absolutely need noise-cancelling (ones above have better sound quality):
Bose QuietComfort 35 (QC35) $350 [Amazon] – slightly better design (controls), comfort, and noise cancelling than the Sony below. Better value than the $440 Bang & Olufson BeoPlay H8 and $400 Sennheiser PXC550, however battery is integrated and not user replaceable. Parrot Zik 2.0 has bad battery, Sony MDR-ZX770BN has bad build quality, Beats Studio Wireless is not the best value
Secondarily: Sony H.ear On Wireless NC MDR-100ABN $350 [Amazon] – built in mic (slightly better sound quality over Bose QC35). Slightly more stylish than the QC35, more color options.
Best Lightning Cable IEM and Headphones
To be developed as they are released.