Trump has said he hopes to make a legacy-defining deal for the North to give up its nuclear weapons, though he has recently sought to minimize expectations, saying additional meetings may be necessary.
While Singapore has authoritarian leanings, it is still a thriving bastion of capitalism and wealth, and Kim will be performing his high-stakes diplomatic tight-rope walk in front of 3,000 global journalists, including a huge contingent from the ultra-aggressive South Korean press - sometimes referred to by Pyongyang as "reptile media" - two of whom were arrested by Singapore police investigating a report of trespassing at the residence of the North Korean ambassador.
Mr Trump has said he has a "good feeling" about Tuesday's much-anticipated summit.
If that feeling is not positive, Trump predicted: "I don't want to waste my time".
It is less than 24 hours until the historic summit in Singapore between the United States and North Korean leaders.
Trump himself seemed optimistic as well. Some analysts said a Kim commitment to specific negotiations on denuclearisation could well be enough for Tuesday's summit to be a success.
A third summit could then take place in Washington in September.
The North has presented Kim's sudden diplomatic overtures to the country's neighbours and the USA as a logical next step and completion of his plan to develop a credible nuclear deterrent in response to what Pyongyang says is a policy of "nuclear blackmail" by Washington.
Preliminary meetings have already begun.
Kim is welcomed by Singapore's Prime Minister Lee Hsien Loong during his visit to the Istana, the official residence of the prime minister, following the North Korean leader's arrival in Singapore. -North Korean leaders' meeting.
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He did him a favour and he was even willing to sign that socialist communique. The G-7 also includes Britain, Italy , France , Germany and Japan.
More than 2,500 journalists are in Singapore to cover the event.
Singapore has also shown generosity towards the two leaders by offering to foot the $15 million bill for the summit.
The two men are staying less than half a mile apart in central Singapore.
Still, some Singaporeans are getting into the swing of things. Trump and Kim lookalikes held a summit of their own at a local shopping mall, while one bistro is offering a libation known as the Trump-Kim "Bromance:" Beer, tequila, diet Coke and the Korean distilled rice liquor known as soju.
Mr Pompeo said Mr Trump was "fully prepared" for the talks, and was optimistic that the outcome would be "successful".
"It's hospitality that we would have offered them, and as Chairman Kim said yesterday, he would have liked to have come to Singapore anyway, with or without the summit", Dr. Balakrishnan told the BBC.
Soon after, Mr Kim declared that his country had achieved its mission of becoming a nuclear state, with missiles that could reach the US.
It is no easy task. The Korean War of the early 1950s ended with a ceasefire, not a treaty.
North Korea once enjoyed two sponsors, China and the Soviet Union.
"It's about attitude", Trump said.
"I think it would be very odd if Kim didn't feel at least a pang of concern in this regard", said Andrew O'Neil, dean of the Griffith Business School at Griffith University in Australia. "We'd start at least a dialogue", Trump told reporters as he departed the G-7 summit in Quebec, Canada.
Asked Saturday about his goals, he said: "Well, I think the minimum would be relationship. I look forward to meeting him and have a feeling that this one-time opportunity will not be wasted". Again accusing the longtime USA ally of unfair trade practices, Trump added: "Then Justin acts hurt when called out!"