Howell, portrayed by veteran character actorJim Backus, is so wealthy that he took hundreds of thousands of dollars in cash and several changes of clothing with him for what was intended to be only a three-hour boat tour in Hawaii, one of the sillier premises of the show. Speaking with a Locust Valley lockjaw accent, Howell is a stereotypical member of the New England Yankee elite — a resident of Newport, Rhode Island, a graduate of Harvard University and a Republican. He is a member of the Union League Club where he has a "window seat." His wife, Lovey, portrayed by Natalie Schafer, is conscious of social strata, yet seems to be a good-hearted woman with a deep sense of noblesse oblige, allowing her to interact with the other passengers and crew, though they are all her social inferiors. One of the implied humorous points of the show is that Thurston continually fails to realize that all of the Howells' money is essentially useless to them on the island. On the other hand, the other castaways apparently tolerate the fact that he refuses to do any work. One exception is when an egocentric Hollywood producer (played by Phil Silvers) "visited" the island and the Howells had to wait on him as butler and maid in order to be rescued. One of the most unusual aspects of his character is that, even though he is married, he sleeps with a teddy bear that he calls "Teddy". The Howells, as was common practice on American sitcoms of the mid-1960s, slept in twin beds. Thurston Howell, III had a based character in the television sitcom "Dusty's Trail" which was also based on Gilligan's Island.
Howell was included on Forbes Magazine's 2006 list of the 15 richest fictional characters. Just how much money he had was never specified, but he was shown as owning several large corporations. When asked what happened to him during the Great Depression, his wife says that he was a billionaire, lost most of his money and "became just a millionaire." Among his assets were a diamond mine, a coconut plantation, a railroad, an oil well, and 40,000 acres (16,000 ha) in Colorado—which included all of downtown Denver—that he bequeathed to his fellow castaways in his will. He also owned the Hatchet-Cuckoo Oil Company in Dust Bowl, Oklahoma. He tried to shove this supposedly worthless oil company on Gilligan. When he hears that an imposter is going to sell off his companies for cash, he is so enraged that he tries to swim back to the mainland three times, intent on killing the man, only to be stopped by Gilligan, the Skipper and his wife. In the last of three spin-off movies of the original series (The Harlem Globetrotters on Gilligan's Island) Backus only made a cameo appearance due to illness.