This study empirically assesses the efficacy of integrated arts education in enhancing adolescent self-esteem. Focused on the “After-School Hip-Hop School” program supported by the Ministry of Culture, Sports, and Tourism and targeted at 12- to 24-year-olds residing in the metropolitan area, this research analyzes the structure and intent of the program and investigates its impact on the participants’ self-esteem. We employ both quantitative analysis using the STATA software and qualitative analysis based on Gestalt therapy to evaluate the effectiveness of the program and the transformation in participants. Pre- and post-program surveys that measure characteristics, program satisfaction, and self-esteem, along with observational records, audio recordings, and analysis of rap lyrics, confirmed that integrated arts education positively influences the enhancement of adolescents’ self-esteem. This research substantiates that hip-hop-based integrated arts education can contribute to improving adolescent self-esteem, thus playing a vital role in enhancing their creative response capabilities to cope with various contemporary societal challenges. Additionally, the study presents operational guidelines for practical application in educational settings and proposes new directions for music education using hip-hop, thereby highlighting its significance.