A display apparatus and a displaying method of contents, the display apparatus including a content output unit which outputs contents, a display unit which displays predetermined space information, a user interface (UI) generating unit which generates UI information, a user input unit, and a control unit which classifies the contents into a group which corresponds to a position on the displayed predetermined space information based on predetermined position information of the contents in response to a request to search for contents, being input through the user input unit, controls the UI generating unit to generate a first UI indicating the group, and controls the display unit to display the generated first UI at the corresponding position of the group on the displayed predetermined space information.