Natalee Ann Holloway (born October 21, 1986) disappeared (missing person) on May 30, 2005, during a high school graduation trip to Aruba, a Caribbean country (Constituent country) within the Kingdom of the Netherlands. An American student from Mountain Brook, Alabama, Holloway graduated from Mountain Brook High School on May 24, 2005, shortly before the trip. Her disappearance caused a media sensation (sensationalism) in the United States.

Holloway was scheduled to fly home later on May 30, but failed to appear for her flight. She was last seen by her classmates outside Carlosn Charlies, a Caribbean chain restaurant and nightclub in Oranjestad (Oranjestad, Aruba), in a car with locals Joran van der Sloot and brothers Deepak and Satish Kalpoe. When questioned, the three men said they dropped her off at her hotel and denied knowing what became of Holloway. Upon further investigation by authorities, Van der Sloot was arrested twice on suspicion of involvement in her disappearance and the Kalpoes were each arrested three times. Due to lack of evidence the three men were released without charge after each arrest.

With the help of hundreds of volunteers, Aruban investigators conducted an extensive search for Holloway. Special Agents from the FBI (Federal Bureau of Investigation), fifty Dutch soldiers (Netherlands Army) and three specially equipped Dutch Air Force (Royal Netherlands Air Force) F-16 aircraft participated in the search. In addition to the ground search, divers examined the ocean floor for evidence of Holloways body. The searches were unsuccessful, and according to Aruban authorities she is most likely dead. On December 18, 2007, Aruban prosecutors announced that the case would be closed without any charges sought against the former suspects. The Aruban prosecutors office reopened the case on February 1, 2008, after receiving video footage of Joran van der Sloot, under the influence of marijuana, making statements that Holloway died on the morning of May 30, 2005, and that he disposed of her body. Van der Sloot later denied that what he said was true, and subsequently gave Greta Van Susteren an interview (the contents of which he later retracted) in which he stated that he sold Holloway into sexual slavery.

Holloways family has criticized Aruban investigators throughout the search for a perceived lack of progress in finding her. The family also called for a boycott of Aruba, which gained Alabama Governor Bob Rileys support but failed to gain widespread backing.