In Hong Kong, the Hakka settlements are the home of indigenous people who have been involved in agriculture and fishing for over 200 years, which has a special place in Hong Kong's history. However, these settlements are gradually being abandoned as ghost towns due to rapid urbanisation, where the city is progressively constructing high-density habitats to accommodate the exponentially increased population since the 1950s. This challenges designers to rethink means of preserving urban cultural heritage, while engaging in continuous urban regeneration processes. This study investigates workflows to detect historical building styles in one of the most densely-populated cities in the world -Hong Kong -that further deployed in human-computer interfaces in the virtual reality (VR) environment as a collaborative and suggestive design decision-making tool and co-design engagement tool for style infilling on urban regeneration to maintain urban culture inheritance. The workflow aims to discuss the preservation of historical buildings in the context of urban regeneration, urban cultural inheritance through digital archiving, bottom-up community engagement and education in urban design. This study discusses the impact of emerging technologies on the making of communities in human-centric discourse, rethinking social power and the right to the city in participatory mechanisms.