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The Prince's activities as an investor came to prominence when he bought a large tranche of shares in Citicorp in the 1990s when that firm was in difficulties. He has also made large investments in AOL, Apple Computer, Worldcom, Motorola, News Corporation Ltd and other technology and media companies.

His real estate holdings have included large stakes in the Four Seasons hotel chain and the Plaza Hotel in New York; he sold half of his shares in the latter in August 2004 and invested it back in London's Savoy Hotel and Monaco's Monte Carlo Grand hotel. He holds a 10% stake worth $30 million in Euro Disney SCA, the organization which manages and maintains the Disneyland Resort Paris in Marne-la-Vallee, France.

In January 2005 he purchased the Savoy Hotel in London for an estimated GBP £250 million, and it will now be managed by Fairmont Hotels in which Prince Al-Waleed owns an estimated 16%. In January 2006 in partnership with the American real estate firm Colony Capital, Kingdom Holdings acquired Toronto, CA-based Fairmont Hotels for an estimated $3.9 billion.
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In 2002, Prince Al-Waleed donated $500,000 to the George Herbert Walker Bush Scholarship Fund, established by the Phillips Academy in Andover, Massachusetts, to honor former President George H. W. Bush.
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In July 2005, he donated $20 million to the Louvre Museum, the largest gift ever to the world's largest museum. It will help to fund the construction of a wing for the Louvre's vast collection of Islamic art.
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In December 2005, Prince Al-Waleed donated $20 million each to both Harvard University and Georgetown University. The donations will finance Islamic studies at both universities. The $20 million to Georgetown is its second largest donation in history and among the 25 largest for Harvard.
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He has also taken a notable pro-American stance, backed up by his $10 million financing of American study programmes at the American University in Cairo.