This article compares modern Advaita (nonduality) Vedanta and Roman Catholic afterlife beliefs, with special attention to the dialogue of Swami Vivekananda, formal Roman Catholic teachings, and Edith Stein. It draws also on other commentators and includes some brief reference to other forms of Vedanta. It analyzes significant congruences, parallels, differences, and critical issues. The article begins with a focus on essential similarities and contrasts in theological anthropology, situates these within the spiritual ideals of modern Advaita Vedanta moksa and Catholic Christian redemption, and relates them to conceptions of heaven, purgatory, hell, and reincarnation, between the two traditions. It also draws into the dialogue a view of rebirth espoused in the modern Christian Hermeticism of Valentin Tomberg.