Every person on this earth living in any country must have the chance to live a long, healthy and happy life. Having said that the environments in which we live can sometimes not be conducive to the same. The socio-cultural and physical environment that we live in exposes us to various risks as well as access to services like health and social care. Technology and modernization have led to improvements in diet, health awareness, medical facilities, and life expectancy. The death rate has also decreased and hereby we are faced with an increasingly ageing population. The Elderly face social, emotional and financial problems which are peculiar to their age and situation in life. Their financial status is directly connected with their financial independence. However, their financial condition and their financial planning can make old age a tolerable and even enjoyable period of their lives. This is where health insurance comes to the rescue. By defraying the cost of expensive quality healthcare, health insurance can indeed contribute to a peaceful, risk-free and healthy life for our elderly adults. This research study is an effort to gauge the awareness levels and challenges faced by elderly citizens in subscribing to health insurance plans.