Despite the increasing global demand for assistive technologies (AT), many individuals still face significant obstacles in accessing appropriate devices and services. This study investigates the experiences of people with disabilities and older adults in The Hague, the Netherlands, regarding access to and use of AT. Using a cross-sectional survey (n = 192), we examined satisfaction, perceived effectiveness, and barriers in obtaining AT. Results show that while most users perceive AT as beneficial for their daily functioning and quality of life, substantial challenges persist. These include bureaucratic application procedures, limited empathy and coordination among professionals, and unclear or insufficient reimbursement. Notably, 55% of participants reported having paid for at least one device themselves. Logistic regression analyses revealed that higher income, cohabitation, and having communication or mobility limitations were positively associated with greater satisfaction and perceived effectiveness, whereas cognitive problems were negatively associated. The findings suggest that socioeconomic and demographic factors strongly influence AT outcomes. To ensure equitable access, we recommend simplifying provision procedures, improving interprofessional collaboration, and involving users more directly in system design and decision-making. A more inclusive, user-centered approach is essential to enhance the accessibility and impact of assistive technologies.