Hemant Singh received his Primary and Senior Secondary education from the Doon School and at completed his Bachelor's of Arts Degree from the Hindu College, Delhi University, in 1971.
He was the last titular Maharaj Rana of Dholpur from 1954–71, when all royal titles and privy purses were abolished by Republic of India.
On 17 November 1972, Hemant Singh married firstly - Vasundhara Raje (8 March 1953-), the third daughter of Maharaja of Gwalior, Shri Jivajirao Scindia and Vijaya Raje Scindia.
The couple separated the following year, having had one son- Dushyant Singh who is currently MP.
In 1973, Hemant Singh settled permanently at Panchsheel Marg in Delhi.