In a venture between Epic Records and Koch Records, Kingston recorded and released the single “Beautiful Girls” in May 2007. The song peaked at the top of the Billboard Hot 100. “Beautiful Girls” was a success internationally, topping the charts in Australia, Canada, New Zealand, the Republic of Ireland, Spain and the United Kingdom. In the latter country, the song spent four weeks at the summit of the UK Singles Chart. In 2007, Kingston was the opening act for Gwen Stefani’s The Sweet Escape Tour and for select dates on Beyoncé’s The Beyoncé Experience Tour. In 2008, he was one of the opening acts for the Australian leg of Kelly Clarkson’s My December Tour. Since Sean was a Jamaican singer, he got his stage name from the capital of Jamaica called Kingston.

The album Tomorrow was released on September 22, 2009. Producers involved in the album included former Fugee Wyclef Jean; RedOne (of recent Lady Gaga fame); plus Sean’s original mentor, J. R. Rotem. “Fire Burning” and “Face Drop” were released as singles. Additionally, five promotional digital singles were released leading up to the album. Kingston co-wrote Jason Derulo’s “Whatcha Say”. He also found the R&B-reggae singer Iyaz on MySpace and signed him to J.R. Rotem’s record label. He also recorded the track “Miss Everything” for the UK girl-group Sugababes studio album Sweet 7 which was released March 15, 2010, in the UK. Kingston and DJ Khaled are being featured on Bow Wow’s new single “For My Hood”, from the movie, The Lottery Ticket. He had a performance in the O2 Arena where he was supported by Mumzy Stranger.

The album features T-Pain, Nicki Minaj, Kanye West, Flo Rida, Soulja Boy, Wyclef Jean, Cher Lloyd, Akon and Dr. Dre. The first single from the album is “Eenie Meenie” featuring Justin Bieber, released on March 23, 2010, which is also included on Bieber’s My World 2.0 album. The second single from the album is “Letting Go (Dutty Love)”, which features a verse from Nicki Minaj. It was released on iTunes August 3, while the third is “Dumb Love” and was released on iTunes September 8. Sean Kingston’s new song “She Moves” samples Irena Cara’s “What a Feeling” from the film Flashdance. A fourth single “Party All Night (Sleep All Day)” was released on December 21, 2010.

Kingston planned to release a mixtape with pop star Justin Bieber, called Our World. It featured about 12–14 songs and included their versions of songs like “Pretty Boy Swag”, Eagles hit single, “Lyin Eyes” and “Billionaire”. The mixtape was completed and Kingston showed his fans a preview on uStream on August 19, 2010, . However, the album was never released. Kingston also went on to perform on the first leg of Bieber’s tour. Kingston released his first mixtape, King of Kingz, on February 3, 2011, as a free download only. The mixtape includes guest appearances by Akon, Flo Rida, Soulja Boy, Justin Bieber, B.o.B and Tory Lanez. Kingston has announced that his new album will be called Back 2 Life. He also said in an interview with MTV that he would be completely re-doing the album and that the previous singles will not be on it. Kingston linked up with T.I. on the set of the video for “Back 2 Life”, the street single off his upcoming album of the same name. The two shot the video in Los Angeles with comedian Mike Epps. In November 2012, Kingston performed in the Dubai Caribbean Carnival at Downtown Dubai with Jason Derülo and Bow Wow. On April 13, 2013 iTunes put up the preorder of Back 2 Life, its cover art and track listing as well as a release date of September 10, 2013.

Kingston filmed a public service announcement with Do Something to encourage teens to become active in their communities by forming a Do Something club. In 2010, he appeared with one of his dogs in an ad for PETA, encouraging people not to chain their dogs outside.

In June 2010, Kingston was involved in a near-fatal jet-skiing accident off Miami, Florida. He was immediately rushed to the hospital. Kingston was cited by Miami police for “careless operation”, and required to pay a $180 fine. By 2018, he had begun to ride jet skis again.

In March 2013, Kingston announced plans for his upcoming fourth studio album while stating that he will be recording with Disney and pop star Zendaya. At the same time, he said that they’re both recording a song titled “Heart on Empty”, which Kingston described as “a soulful ballad that you all will be sure to remember.” In November, Kingston also guest-starred, along with Chance the Rapper, Debra Wilson, Erykah Badu, Mel B, Rochelle Jordan, David Alan Grier and Christopher “Kid” Reid, in the Bob Marley episode of Black Dynamite on Cartoon Network’s Adult Swim. In March 2015, Kingston posted on Instagram a picture with Swedish record producer RedOne, confirming that they were working on the album. In May 2015, Sean Kingston posted a snippet of the then-upcoming lead single from his fourth studio album. On September 14, 2015, Kingston premiered his first single in two years titled “Wait Up”, the lead single off his upcoming fourth studio album. Music videos were released for “One Away” and “All I Got” in January and March 2016, respectively. In March 2017 he announced the release of the “Made in Jamaica” mixtape, preceded by the single “Chance” that featured Vybz Kartel.

In 2018 he participated with Italian singer Giusy Ferreri on the vocal part of the single “Amore e capoeira”, by Italian record producers Takagi & Ketra.

In 2019 he released his single “Peace of Mind” with rapper Tory Lanez.

In June 2020 he announced the creation of the “Professional Rapper Boxing League” with Hip Hop Super Agent, Triple The Mogul.