Monkeypox is a viral disease characterized by distinctive skin lesions and has been reported in many countries. The recent global outbreak has emphasized the urgent need for scalable, accessible, and accurate diagnostic solutions to support public health responses. In this study, we developed ITMAINN, an intelligent, AI-driven healthcare system specifically designed to detect Monkeypox from skin lesion images using advanced deep learning techniques. Our system consists of three main components. First, we trained and evaluated several pretrained models using transfer learning on publicly available skin lesion datasets to identify the most effective models. For binary classification (Monkeypox vs. non-Monkeypox), the Vision Transformer, MobileViT, Transformer-in-Transformer, and VGG16 achieved the highest performance, each with an accuracy and F1-score of 97.8%. For multiclass classification, which contains images of patients with Monkeypox and five other classes (chickenpox, measles, hand-foot-mouth disease, cowpox, and healthy), ResNetViT and ViT Hybrid models achieved 92% accuracy, with F1 scores of 92.24% and 92.19%, respectively. The best-performing and most lightweight model, MobileViT, was deployed within the mobile application. The second component is a cross-platform smartphone application that enables users to detect Monkeypox through image analysis, track symptoms, and receive recommendations for nearby healthcare centers based on their location. The third component is a real-time monitoring dashboard designed for health authorities to support them in tracking cases, analyzing symptom trends, guiding public health interventions, and taking proactive measures. This system is fundamental in developing responsive healthcare infrastructure within smart cities. Our solution, ITMAINN, is part of revolutionizing public health management.