Henry Roth lives in a Hawaiian paradise surrounded by an endless number of women with no commitments. That is until he meets Lucy Whitmore. Both Henry and Lucy enjoy each other's company and feel that the beginning of a serious relationship is underway. When Henry approaches Lucy the next day, he is confused when Lucy doesn't recognize him. It is here that Henry discovers Lucy actually suffers from short-term memory loss after a car crash and cannot remember each individual day. Henry doesn't let this deter him and is determined to make her fall in love with him again, every day.
The concept may have its flaws, but it still results in a reasonably good movie, despite Adam Sandler, who rarely comes across as natural, and Drew Barrymore, who also doesn't usually impress.