Pregnancy health monitoring systems enable women to have access to remote quality care during pregnancy. The integration of wearable devices has had a positive impact on maternal health care monitoring technologies. Maternal health requires a comprehensive structure that permits pregnant women to be closely monitored in a continuous manner. As a result, the necessity to assess its usability grows. In order to identify what features and processes implemented in existing applications aid in overcoming the usability challenges of pregnancy-related apps, related studies involving pregnant health care monitoring systems, pregnancy-related apps, and their usability evaluation were found and examined in this literature review. From the literature reviewed, there are several usability issues that are frequently found in pregnancy health monitoring systems such as the lack of ability to provide better health outcomes and lack of improvement in health monitoring. The analysis showed that these issues stem from the lack of effectiveness and ultimately result in negative impacts on user experience. This was likewise the most prominent usability challenge found in the literature reviewed. Other usability challenges found include the lack of interest in the applications, having too much incomprehensible information, and apps being non-user-friendly. In addition, the study identified that IoT-based process flows are helpful in recording data and maintaining user engagement. With this, the study proposed the development of a pregnant health monitoring system based on IoT-based processes. A usability evaluation was planned for the proposed system to test and assess its usability.