Before a tooth erupts, the ameloblasts are lost, which means that the tooth enamel does not regenerate itself after tooth eruption. In the present study, we attempt to regenerate the tooth enamel artificially using a flexible hydroxyapatite (HAp) sheet. First, a HAp film was deposited on a soluble substrate by pulsed laser deposition (PLD) using an ArF excimer laser. Next, the HAp film was collected as a freestanding sheet by dissolving the substrate using a solvent. The HAp sheet was adhered to the extracted human teeth using a calcium phosphate solution. The variation of the crystal structure of the HAp sheet with time was investigated by X-ray diffraction analysis. Furthermore, the variation in the mechanical characteristics with time between the HAp sheet and dental enamel were evaluated using tensile and scratch tests. The results suggest that the HAp sheet became fused to the tooth enamel within approximately one week.