Val Kilmer 'cried every day for six months' after split from actress he loved with his 'whole heart'

Val Kilmer shared in his 2020 memoir titled ‘I’m Your Huckleberry: A Memoir’ that moving on from Daryl Hannah was the hardest for him
UPDATED APR 2, 2025
Val Kilmer once revealed that he cried 'every single day for half a year' after his breakup from a Hollywood actress (Jason LaVeris/FilmMagic)
Val Kilmer once revealed that he cried 'every single day for half a year' after his breakup from a Hollywood actress (Jason LaVeris/FilmMagic)

LOS ANGELES, CALIFORNIA: Val Kilmer had dated some of the most notable stars of Hollywood, yet there was one girlfriend whom he probably loved more than anyone else. 

The ‘Top Gun’ star died on Tuesday, April 1, 2025, aged 65, after suffering from pneumonia. While the actor was single for the last two decades till his death, he once had a great love in the form of actress Daryl Hannah, from whom it was difficult for him to move on. 

Val Kilmer and Daryl Hannah arrive at the premiere of
Val Kilmer and Daryl Hannah arrive at the premiere of
'Wonderland' (Frank Trapper/Corbis via Getty Images)

Apart from the ‘Steel Magnolias’ actress, the ‘Heat’ actor dated some of the hottest women in Hollywood, including Angelina Jolie, Cindy Crawford, and Cher. Yet, the actor shared in his 2020 memoir titled ‘I’m Your Huckleberry: A Memoir’ that moving on from the now 64-year-old Daryl was the hardest for him.

Val Kilmer cried ‘every single day for half a year’ after his breakup from Daryl Hannah

Val Kilmer and Daryl Hannah dated in 2001, after meeting first on the set of the film ‘In God We Trust’, People reported.

During the same time, they were also working together in their 2002 movie ‘Hard Cash’ and put up a cozy display during the ‘Wonderland’ premiere in Hollywood, as per The Mirror

They, however, separated after a year or two of dating. Despite the short duration of their romance, the late actor revealed in his memoir that he had the hardest time forgetting her. 

In his memoir, he wrote, "Lord knows I've suffered heartache. But Daryl was by far the most painful of all."

Daryl Hannah & Val Kilmer during
Daryl Hannah and Val Kilmer during 'Wonderland' premiere at the Chinese Theatre in Hollywood, California (Gregg DeGuire/WireImage)

He also took a swipe at Daryl’s husband Neil Young whom she married in 2018, and wrote, "Neil Young, I always loved you, but I'm afraid I hate you now."

As reported by The Sun, the actor went on to mourn his lost love, and admitted that he "knew" he would love her with his "whole heart forever and that love has lost none of its strength".

"I am still in love with Daryl,” confessed the actor, before revealing, “When we broke up, I cried every single day for half a year."

Val Kilmer reflected on his dating life in his memoir

Val Kilmer was previously married to actress Joanne Whalley from 1988 to 1996, and they welcomed two children together—daughter Mercedes, 33, and son Jack, 29.

Apart from talking about Daryl Hannah in his book, Kilmer also opened up about his relationships with Cher, Crawford, among others. 

American actors Cher and Val Kilmer arrive at the 56th Academy Awards, where Cher is nominated for Best Supporting Actress in Silkwood. (Photo by Bill Nation/Sygma via Getty Images)
Cher and Val Kilmer arrive at the 56th Academy Awards (Bill Nation/Sygma via Getty Images)

He credited Cher—whom he dated in the 1980s—with helping him pass through some of his darkest days. He gushed about the songstress in his memoir, “Once Cher works her way inside your head and heart, she never leaves. For her true friends, her steadfast love and loyalty never die."

About Cindy Crawford, he wrote, “I thought I could have died from her love, not because it was difficult but because its delight was simply too much to bear,” according to the New York Post. 

Cindy Crawford and Val Kilmer take a walk on Kuznetski Street April 13, 1996. Kuznetski Street one of the more fashionable streets of Moscow . (photo by Sacha Orlov)
Cindy Crawford and Val Kilmer take a walk on Kuznetski Street on April 13, 1996 (Georges De Keerle/Getty Images and Sacha Orlov)

In his book, he explained the reason behind his fondness for woman, writing, “I’ve always found women infinitely more interesting than men,” before adding, “Perhaps that’s why we’ve always gotten along. We are big oafy elephants … and they are butterflies,” per Men's Journal.

Kilmer, who previously successfully battled throat cancer in 2014, also wrote in his 2020 memoir, "I have been healed of cancer for over four years now, and there has never been any reoccurrence. I am so grateful."

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