This special edition is dedicated to the complex relationship between creativity, learning, and technology. In the present editorial, we consider this complexity in light of the papers included in this special issue, by summarizing their main ideas and connecting them to bigger questions surrounding the impact of technology on creativity and learning. Some of the questions raised in this editorial and issue include: What is the connection between creativity, learning, and school achievement? How do creative collaborations unfold, offline and online? What is the impact of virtual environments on creative expression? How can we account for malevolent uses of creativity online? How does the use of technology impact different forms of creative potential? In addressing these questions, we propose a balanced and reflective account of technology-enabled creative learning in the 21st century.