The world’s population is getting older these days. Frailty, a gerontologic health condition associated with ageing, has serious consequences. One crucial remedy for the elderly population is the development of ageing-in-place infrastructures. To better understand the market requirements for ageing housing units, the causes of downsizing and the governmental measures to ameliorate the situation, face-to-face in-depth individual and focus group interviews were conducted in this study. Elderly residents of two significant ageing-in-place institutions in Hong Kong, along with their caregivers, were interviewed. The method of methodological triangulation was used to combine interviews, records, and communication tools to increase the reliability and trustworthiness of the findings. The provision of facilities for the elderly has successfully established a pathway for creating and making housing spaces available to families who need larger homes, while the elderly typically downsize from larger homes and relieve their financial needs. It is also found that a digital divide exists; some respondents suggested that they do not know about computers and do not use smart facilities in their homes.