The Real World: Hawaii is the eighth season of MTV's reality television series The Real World, which focuses on a group of diverse strangers living together for several months in a different city each season, as cameras follow their lives and interpersonal relationships. First airing in 1999, the cast lived in a modern beach house in Honolulu, Hawaii. This was the second of five seasons to be filmed outside of the continental United States (The Real World: London in 1995, The Real World: Paris in 2003, The Real World: Sydney in 2007, and The Real World: Cancun in 2009), the only season not named after a city, and the first season set in the United States to be filmed outside of the mainland United States. It is notable for the cast's concerns over castmate Ruthie Alcaide's excessive drinking, resulting in her leaving he house to enter an alcohol treatment program, which is cited as one of the series' memorable moments by Time magazine.

The cast resided in a 4,095-square-foot (380.4 m²), single story, three bedroom, four bathroom house at 3169 Diamond Head Road in Diamond Head, Hawaii. The property's two-story guest house housed the Control Room and production offices during the filming. At the time of the filming of the series, the Diamond Head House rented for $10,000.00 USD a month, and was listed for sale for $7,500,000 in 2006. By March 2008, both houses were torn down, and new building permits were issued in February 2008.

William "Bill" Maher, Jr. ( /ˈmɑːr/; born January 20, 1956) is an American stand-up comedian, television host, political commentator, author, and actor. Before his current role as the host of HBO's Real Time with Bill Maher, Maher hosted a similar late-night talk show called Politically Incorrect originally on Comedy Central and later on ABC.

Maher is known for his political satire and sociopolitical commentary, which targets a wide swath of topics including religion, politics, bureaucracies of many kinds, political correctness, the mass media, greed among people and persons in positions of high political and social power, and the lack of intellectual curiosity in the electorate. He supports the legalization of marijuana and same-sex marriage, and serves on the board of PETA. He is also a critic of religion and is an advisory board member of Project Reason, a foundation to promote scientific knowledge and secular values within society. In 2005, Maher ranked at number 38 on Comedy Central's 100 greatest stand-up comedians of all time. Bill Maher received a Hollywood Walk of Fame star on September 14, 2010.