A school-based planning for technology enhanced learning (TEL) in both the traditional school curriculum and the development of the Twenty-first Century Knowledge is considered crucial for school education in Hong Kong. This study aimed to analyze the status quo and provide recommendations on the planning for TEL. Focus group discussion and case study were conducted to collect views of school practitioners on the need and areas of school-based planning for TEL. Results of the study showed that schools in Hong Kong recognized the importance of the Twenty-first Century Knowledge in school education, and asserted the adoption of TEL for delivering traditional curriculum and fostering the Twenty-first Century Knowledge. In this regard, three recommendations in response to the roles of IT on enhancing school education in the twenty-first century are made. They are the use of information technology for fostering independent inquiry learning, the promotion of self-regulated learning involving the use of digital resources, and the use of digital student learning records for encouraging assessment for learning.