Hylton lives on top of the mountain with Wendy. He still commutes to Johannesburg where he has many involvements as well as wonderful family and friends.

Hylton is a trustee of Kagiso Trust, which was established by Archbishop Desmond Tutu, Rev Beyers Naude, Prof Jakes Gerwel and other leaders during the height of mass mobilisation and popular participation in the struggle against apartheid for the purpose of channeling funds from the European Community's Special Programme for the Victims of Apartheid. Since 1986 Kagiso Trust has injected over R 1,3 billion of grant funds into various development projects in the fields of training, health, education, small business development and agriculture across the county. Over the past 14 years Kagiso Trust has pioneered the promotion of sustainable development and has become a leader in black economic empowerment ventures. Hylton was one of the founding directors of Kagiso Trust Investment Company and is a director of its listed subsidiary, Kagiso Media Limited.

In the educational arena Hylton is a director of Learning Channel. He founded, and is Chairman of, the Mindset Network (a non-profit section 21 company). Mindset broadcasts a range of television channels with print and Internet support delivering free schooling and health broadcast services to Africa.

Hylton is Executive Trustee of The Donald Gordon Foundation, a family foundation established in 1971 and today one of the largest private philanthropies in Africa and is a trustee of The Liberty Life Educational Foundation.

He is a director of The Synergos Institute, a US based non-profit which develops effective, sustainable and locally rooted solutions to poverty. He is a member of Council of the University of The Witwatersrand.

Hylton is a member of PriceWaterhouseCoopers' Corporate Social Responsibility Board and is a trustee, and judge, of the national Impumelelo Innovations Award Trust and a trustee of the Helen Suzman Foundation. He is also a trustee of The Nelson Mandela Children's Fund.

Hylton is Chairman of Classic FM South Africa which he founded in 1997. He recently resigned from the board of Liberty Holdings Limited having reached his ‘sell by date’ after countless years of service.