Triggered by the increase of the elderly population, various aspects of health monitoring are being investigated by researchers worldwide. The earlier approaches in health monitoring were based on devices attached to the patient’s body involving the use of wires that impose restrictions on patients and introducing discomfort, besides affecting device operation. Although some of these devices are still used nowadays, wireless technologies are being intensively investigated with the aim of providing an effective and efficient health monitoring solution, towards improving the well-being of the elderly. They represent the new emerging solution to promote the health both in home and clinical environments, and are also predicted to proliferate in the next years. This paper discusses the recent advances, design challenges, practical limitations, and solutions of recent advances in health monitoring using wireless technologies, presenting also an example of contactless health monitoring system.