The 20 Most Elaborate Celebrity Engagement Rings of All Time

American starlet Grace Kelly first met Prince Rainier III of Monaco in 1955 at the Cannes Film Festival in France. After instantly hitting it off and a year-long courtship, Prince Rainer proposed to the Golden Globes winner.

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Prince Rainer got down on one knee with a 10.47-carat, emerald-cut diamond ring by Cartier — which would now be worth an estimated $4.3 million. The two officially tied the knot in 1956, making international headlines with Grace’s new status as the Princess of Monaco.

In 1954, Hollywood sex symbol Marilyn Monroe married retired Yankee baseball player Joe DiMaggio after two years of dating. Keeping in tune with the spontaneous proposal, the couple decided to secretly elope at San Francisco City Hall but were accompanied by swarms of reporters and fans instead.

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Although Marilyn’s engagement ring was technically her wedding band, the simplistic jewelry is still one of the most famous rings in history. Joe gifted the actress a platinum eternity band surrounded by 35 baguette-cut diamonds. In 1999, the ring was sold for a whopping $772,500, despite having lost one diamond.

While it was certainly not her only marriage, Liz Taylor's tumultuous relationship with fellow Cleopatra costar Richard Burton is certainly her most famous, having been the subject of films, documentaries, and speculation. The two fell in love while filming the 1963 film in Rome.

Originally known as the Krupp Diamond, Richard gifted the 33.19-carat diamond to Liz four years into their first marriage — prompting it to be renamed the Taylor Diamond. The actor bought it for $307,000, and decades later, it was auctioned off for $8.8 million in 2011.

Lady Diana Spencer first met Prince Charles in 1977, when she was only 16-years-old. Three years later, the Prince of Wales proposed to Diana while the two were enjoying a private dinner in Buckingham Palace.

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The late Princess Diana's massive 12-carat oval Ceylon sapphire is surrounded by 14 solitaire diamonds and set in 18-karat white gold — a breathtaking piece of jewelry fit for royalty.

A decade after meeting at the University of St. Andrews, Catherine and Prince William were married on April 29, 2011, while 300 million people watched on TV.

William popped the question with his late mother's sapphire engagement ring during a romantic trip to Kenya. While it was originally valued at $37,000, and it is now reportedly worth $500,000.

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The former Friends star got engaged to actor Justin Theroux in 2012 after a whirlwind romance. The two tied the knot in 2015 in a private ceremony at their home in Bel Air. Three years later, Jennifer and Justin announced their separation.

Jaws dropped when Jen debuted this rock, which is a huge 8-carat diamond that she admits took a while to "get used to." In terms of its worth, the emerald-cut solitaire stone has an estimated value of $500,000.

Victoria Beckham — who will always be Posh Spice to her millions of fans — and her soccer star husband David Beckham make up one of the U.K.'s most famous couples.

Almost as famous as the couple's love are Victoria's engagement rings. That's right — there has been more than one. Fourteen, in fact. In particular, this pear-cut diamond on a platinum pave band made its debut in 2007, at a whopping 17 carats.

If there's one duo that has made a name for themselves on Twitter, it's supermodel Chrissy Teigen and musician John Legend. The two celebrated their union in Como, Italy, in September 2013.

After becoming husband and wife, Chrissy showed off stunning diamond wedding bands that nestle her cushion-cut diamond engagement ring. It's said John may have shelled out $150,000 to $200,000 for this centerpiece.

Even though fans were a little sad when America's sweetheart divorced her Cruel Intentions costar Ryan Phillippe in 2007, they were excited to see her start anew with talent agent Jim Toth, whom she married in 2011.

After less than year of dating, Jim proposed to Reese with what appears to be a 4-carat Ashoka-cut diamond. The rock has an estimated value of somewhere between $160,000 to $200,000, thanks to the rare stone used.

The actress married art consultant Will Kopelman in June 2012. Four years later, Drew and Will announced their plans to divorce, but were open about making the commitment to co-parent their two daughters, Olive and Frankie.

Drew's engagement ring featured a gorgeous radiant-cut 4-carat diamond with a diamond-covered band. When she wore it, she admitted it was "really fancy" for her "funky, eclectic" personality.