On 9 August 2013, Engelaar joined A-League side Melbourne Heart from Dutch side PSV Eindhoven. In his preseason debut for the Heart, Engelaar suffered a fractured leg, which may rule him out of the upcoming season.
Orlando Engelaar made his international debut for the Netherlands in a friendly against South Korea on 2 June 2007, and was picked by coach Marco van Basten for the Dutch UEFA Euro 2008 squad. He played the full match in the Netherlands' 3–0 victory over Italy in their Group C match. Engelaar also featured in the Netherlands' second group match of the tournament, playing the first half in a 4–1 win over France. He played the full 90 minutes in the third group stage match against Romania, which resulted in a 2–0 victory for the Dutch side. In the lost quarter-final match against Russia (1–3), Engelaar was part of the starting XI. He was substituted for Ibrahim Afellay in the 61st minute.