Robert Richard Titcomb, 49, a close friend of President Barack Obama, has been arrested by the Honolulu Police Department on a prostitution charge.
An undercover sting operation by the Hawaii police department on Monday led to the arrest of four men, includingTitcomb. He was later released after submitting $500 bail.
KITV reported that the police arrested the men in connection with a reverse prostitution sting involving a fake online escort website.
Titcomb's association with Obama started during the 1970s when both of them attended the Punahou School in Honolulu.
The two often play golf and basketball, go to the beach and dine together when the president returns home to Hawaii for vacation, the Associated Press reported.
The White House was not available for comment and Titcomb also did not respond publicly to the charges.