The role of new technologies in promoting longevity is a complex and relevant issue. Gerontechnology, a field of research that combines the knowledge of gerontology with technological advances, is central to supporting ageing because it aims to improve prevention and care. Scientific literature and the latest data suggest that, in Italy, the difference in access to and use of technologies between the older and young populations is quite marked. In order to ensure that these technologies are acceptable, accessible and inclusive, it is crucial to know and consider the barriers (cognitive, physical and sensory limitations) that hinder their use by the older population. This paper explores how the Human-Centred Design approach, in particular the questionnaire, focus group, design workshop, and systematic literature review, facilitated the identification of such limitations and needs of the older population, using this information to develop design strategies for innovative and accessible gerontechnologies. Considering also Goal 3 of the 2030 Agenda, the challenge for the coming years is to design inclusive and win–win technologies to promote active and healthy ageing.