D. S. Senanayake married in 1910 Molly Dunuwila the daughter of R. R. Dunuwila, then Secretary of the Colombo Municipal Council and Grace Jayatilaka, daughter of Frederick Jayatilaka of the Ceylon Civil Service and District Judge of Kalutara. They had two sons, Dudley Shelton Senanayake (19 June 1911 – 13 April 1973) and Robert Parakrama Senanayake (8 April 1913 – 26 April 1986). His eldest son, Dudley Shelton Senanayake, succeeded him as Prime Minister in 1952, followed by another relative, Sir John Kotelawala (1897–1980) in 1953, but this nine-year family dynasty was ended by a landslide victory for Solomon West Ridgeway Dias Bandaranaike in 1956, campaigning under the "Sinhala Only" slogan. Dudley Senanayake regained the Prime Ministership in 1960, and served again from 1965 to 1970. Rukman Senanayake, one of his grandsons, is a former cabinet minister, former chairman of the UNP, current member of parliament, and Assistant Leader of the UNP.