A wireless headset and multi-point pairing method for the same are disclosed. The wireless headset can be easily paired with multiple wireless-enabled devices. The method includes establishing a wireless connection to a first wireless device during a wireless connection mode, requesting a mode transition to a pairing mode during the wireless connection mode, making a mode transition from the wireless connection mode to the pairing mode without turning off the headset, performing a pairing procedure with a second wireless device during the pairing mode, and establishing a wireless connection to the second wireless device in addition to the first wireless device after the pairing procedure is completed.