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Best Bluetooth headsets compatible with iPad
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The Best Answer
Bluetooth earpieces won't pair with iPad, only stereo Bluetooth headsets. I use these Motorola S9 bluetooth headsets with my iPad. The mic won't work, but they're great for music. They're very durable, have great sound quality, and the battery life lasts nearly 5 hours. I love the fact that I can listen to music on my iPad and receive phone calls without stopping the music. The sound quality for music is great and the phone reception is very good up to about 10 feet. The unit fits comfortably and securely, even when I'm running, but isn't so comfy for just kicking back. They're not perfect, but right now, they're the best stereo bluetooth headsets on the market.
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I only like stereo bluetooth headsets so I decided on these Plantronics BackBeat headsets. They paired right away with my iPad and also comes with an adapter so it will work with your iPod too. The range is excellent, I can walk 20 feet to my mailbox and still listen to music. A great pair of bluetooth headsets!
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The reason why some headsets work and others don't is because the HFP (hands free profile) on the iPad's Bluetooth stack is not enabled. That means that any Bluetooth headsets that have a mic are designed for cell phones and will only support the output (headphones), and no input (mic). That means you'll still be able to use them for music, but not anything apps that use the microphone, including Skype. If you want to use a bluetooth headset with a mic on your iPad you'll need a bluetooth headset with a 2.5mm bluetooth adapter that plugs into the headphone jack such as this Jabra FreeSpeak Bluetooth Headset for non-Bluetooth phones. It works up to 30 feet and the sound quality is as clear as a land line phone:
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My Cerulean iSkin Bluetooth Headsets pair fine with my iPad. They have a clear sound and have controls on the sides for changing the tracks.

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I have the Jawbone ICON which worked with my iPad after I updated it to the A2DP software. I can now listen to music, videos etc. The only problem is that when I turn off the Jawbone to recharge it, then turn it on again later, it doesn't connect automatically, so I have to pair it up manually every time.
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I got the mic on my Jabra STONE working on my iPad, but the audio still played through the iPad's speakers rather than through the headsets.
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I use these Rocketfish bluetooth stereo headphones that I got at Best Buy. They work great with both my ipad and ipod and always pairs automatically within seconds. There's no microphone on these, just music.
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I love my Plantronics BackBeat 903+ bluetooth headsets. I use it with my iPad for playing music only (no mic). I love the functionality and the aesthetics of these headsets. I have used these bluetooth headsets with both an iPhone and an iPad at the same time. The device is smart enough to switch to phone calls on the phone and music/apps on the iPad.
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