Recently, there has been a growing interest in issues related to maintenance performance management, which is confirmed by a significant number of publications and reports devoted to these problems. However, theoretical and application studies indicate a lack of research on the systematic literature reviews and surveys of studies that would focus on the evolution of Industry 4.0 technologies used in the maintenance area in a cross-sectional manner. Therefore, the paper reviews the existing literature to present an up-to-date and content-relevant analysis in this field. The proposed methodology includes bibliometric performance analysis and a review of the systematic literature. First, the general bibliometric analysis was conducted based on the literature in Scopus and Web of Science databases. Later, the systematic search was performed using the Primo multi-search tool following Preferred Reporting Items for Systematic Reviews and Meta-Analyses (PRISMA) guidelines. The main inclusion criteria included the publication dates (studies published from 2012–2022), studies published in English, and studies found in the selected databases. In addition, the authors focused on research work within the scope of the Maintenance 4.0 study. Therefore, papers within the following research fields were selected: (a) augmented reality, (b) virtual reality, (c) system architecture, (d) data-driven decision, (e) Operator 4.0, and (f) cybersecurity. This resulted in the selection of the 214 most relevant papers in the investigated area. Finally, the selected articles in this review were categorized into five groups: (1) Data-driven decision-making in Maintenance 4.0, (2) Operator 4.0, (3) Virtual and Augmented reality in maintenance, 4) Maintenance system architecture, and 5) Cybersecurity in maintenance. The obtained results have led the authors to specify the main research problems and trends related to the analyzed area and to identify the main research gaps for future investigation from academic and engineering perspectives.