Carotid sinus syncope is a rarely encountered syndrome in patients with head and neck cancer. The mechanism of carotid sinus syncope is considered mainly due to the compression of the carotid sinus or invasion of the glossopharyngeal nerve by a space-occupying lesion. When the excitation of carotid sinus reflex is activated, it can manifest as hypotension, bradycardia, dizziness, and syncope. Because carotid sinus syncope is infrequently associated with head and neck malignancy, it is difficult to be recognized and diagnosed. Moreover, the treatment is also challenging. We presented a case of a 54-year-old male with a right buccal squamous cell carcinoma. He suffered from repeated carotid sinus syncope 6 months after the cancer excision. Cancer recurrence was subsequently confirmed. The purpose of this case report was to illustrate the dilemma we encountered. Moreover, we also discussed the feasible treatments of carotid sinus syncope in patients with head and neck cancer.