This paper reports how interaction between family members and caregivers as perceived by family members could be improved via context-aware, imperceptible internet of things (IoT)-based solutions. The study focused on investigating experiences of the family members and the communication between caretakers in sheltered accommodation. Interviews including both open and closed questions revealed that there is high need for improving the communication, adding to the sparse earlier knowledge. The study revealed that the family members were willing to adopt an application to improve the communication that currently was experienced as too limited and vague. The results provide a fruitful base for further actions to improve communication between family members and professional caretakers.