In Augmented Reality (AR) based remote collaboration, a remote user can draw a 2D annotation that emphasizes an object of interest to guide a local user accomplishing a task. This annotation is typically performed only once and then sticks to the selected object in the local user's view, independent of his or her camera movement. In this paper, we present an algorithm to segment the selected object, including its occluded surfaces, such that the 2D selection can be appropriately interpreted in 3D and rendered as a useful AR annotation even when the local user moves and significantly changes the viewpoint.