But North Korea now deems itself "a nuclear state", and insists the U.S. must end its "nuclear threats and blackmail" as a precondition for denuclearization, according to a statement last month from First Vice Minister of Foreign Affairs Kim Kye Gwan.
Kim's sister gained notoriety during the Winter Olympics in Pyeongchang, South Korea in February, where she met with South Korean President Moon Jae-in.
Regardless, Trump seemed determined to keep his meeting with Kim low-key, dangling the possibility of a future summit in the US if things go well this week.
-North Korea summit in Singapore.
Special Operations Command (SOC) police officers patrol Orchard Road on June 10 ahead of the Trump-Kim summit in Singapore.
Trump and Kim may well end up branding tomorrow's summit a success.
Ahead of his much-anticipated meeting with Kim, the US President sounded optimistic and said the meeting would be a "one-time shot" at peace.
G7 photo duel between image-conscious world leaders
In a trade war , Trump told reporters that the United States has nothing to lose. Italy's new Prime Minister Giuseppe Conte also backed Trump's call.
"I think the North will denuclearise ... because it knows it has no other alternatives", he said.
On Monday, U.S. Secretary of State Mike Pompeo suggested U.S. sanctions and other worldwide pressure will continue until North Korea takes steps toward denuclearization.
Olivia Enos of the US -based Heritage Foundation is urging Trump to not ignore rights concerns.
Still, the sense of anticipation was great in Singapore, with people lining spotless streets holding cellphones high as Trump headed to meet Singapore's Prime Minister Lee Hsien Loong. It brings the president more in line with veteran diplomats who have dealt with North Korea and know firsthand the difficulty of extracting verifiable concessions, and it helps ensure that - whatever happens on Tuesday - the president can tout it as a win.
Pompeo, who has traveled twice to Pyongyang to meet with Kim, told reporters Monday that North Korea has conveyed a willingness to denuclearize.
In a statement Monday, British Prime Minister Theresa May said: "I want to pay a particular tribute to Prime Minister Trudeau for his leadership and skillful chairing". "And he has that opportunity, and he won't have that opportunity again", Trump said.
Mr. Trump's top economic adviser, Lawrence Kudlow, said Mr. Trudeau's press conference had been a "betrayal" because Mr. Trump couldn't afford to show any weakness before his meeting with North Korea. But on the eve of the summit, he altered his schedule, opting to return at about 8 p.m. on Tuesday after a full day of meetings with Kim - nearly 15 hours earlier than previously anticipated.