This study explores the creative and aesthetic transformations brought about by digitization in the structure of art and contemporary aesthetic thought, through an analysis of the new relationship between human and machine, and between image and imagination. Digitization represents an ontological and epistemological force that reshapes being, perception, and meaning. Creativity has become a generative and participatory process emerging from the interaction between human memory and algorithmic memory, transforming art into a dynamic space where the concepts of presence, time, and body are continuously redefined. The research is based on the hypothesis that digitization has radically altered the concept of beauty: the image has shifted from representation to generation, from imitation to autonomous creation within a symbolic system governed by data. Beauty has become a living perceptual event manifested through the ongoing interaction between human and machine, and the artist has evolved from a creator of the artwork to an organizer of aesthetic interactions. The findings show that digitization not only transforms the tools of creativity but also redefines art itself as an ontological process of existence, where the human and the artificial intersect, and beauty becomes an ongoing interactive act expressing a materialless being, a non-linear temporality, and a decentralized presence. Building on this perspective of the digital transformation of creative and aesthetic practice, the research is divided into three interrelated chapters, each focusing on a specific dimension of the digital art experience. Through the study of selected works by contemporary artists who embody these transformations, the research offers a comprehensive reading of the relationship between human, imagination, and technology in the digital creative space.