Indeed, this will be the first time a North Korean leader meets a serving USA president.
Kim's full delegation has not yet been confirmed, but other prominent North Korean officials seen in photos included foreign minister Ri Yong Ho and Kim Chang Son - the man who has been in Singapore in recent weeks negotiating logistical details for the summit.
Authorities imposed tight security around the summit venue and related luxury hotels - including installing extra pot plants outside Kim's expected accommodation to obstruct reporters' views.
In the historic meeting between Kim and South Korean President Moon Jae-in at the Demilitarised Zone (DMZ) on April 27, the North Korean leader was seen heading back to the northern side of the border for lunch session and was accompanied by 12 running bodyguards beside Kim's black limousine auto.
At the hotel lobby, grim-faced North Korean security guards warned other hotel guests not to take pictures as Kim walked to his Mercedes Benz limousine.
May 26: Kim and Moon meet at a border village in an effort to revive the summit with Trump.
A US official says Monday that the leaders will meet for up to two hours before an expanded bilateral meeting with their respective advisers. And then the statement was released on Saturday night, only to have Mr. Trump disavow it. Mrs.
Trump and other top USA officials have promised a "bright future" for the North if it quickly relinquishes its nuclear weapons - including economic inducements and a security agreement.
"I think within the first minute I'll know" if North Korea is serious about a deal, said the president, who then touted his dealmaking abilities.
Trump, who is staying in a separate hotel, the Shangri-La, is due to meet Lee on Monday.
"We're meeting with the chairman on June 12 and I think it's probably going to be a very successful - ultimately a successful process", Trump said.
A triumvirate of forces is bringing the meeting to fruition, said Scott Snyder, senior fellow for Korea Studies and director of the Program on U.S. -Korea Policy at the Council on Foreign Relations. The president said at a press briefing in Quebec that his relationships with the other highly industrialized nations in the G-7 are all very strong despite disagreements over recent US tariffs.
Another possibility from the summit is a deal to end the Korean War, which North Korea has long demanded, presumably, in part, to get USA troops off the Korean Peninsula and, eventually, pave the way for a North Korean-led unified Korea.
White House aides described Trump in the days after receiving the initial Kim invitation as being obsessed by visions of winning the Nobel Peace Prize and of using the skills he laid out in his book "The Art of the Deal" to put his mark on the global order.
"It's still a wait and see, because you don't know if it'll be a success or failure", he said. Kim is obviously acutely aware that Libya's Muammar Gaddafi agreed to give up his nuclear program in return for the rescinding of sanctions but was deposed and ignominiously killed a few years later during the post-Arab Spring turmoil.
Kim's chief of staff was spotted in Beijing last week after wrapping up talks with US officials in Singapore which had included security discussions.
It will probably require some form of action by the U.S. to give the North Korean regime the confidence to do without nuclear weapons.
Trump initially touted the potential for a grand bargain with North Korea to rid itself of a nuclear missile programme that has advanced rapidly to threaten the United States, insisting he would swiftly achieve what previous USA administrations have failed to do.
Since the 1950-53 Korean War, leaders of the DPRK and the United States have never met previously - or even spoken on the telephone.
When asked about eventual normalization of ties, he said: "That is something I would hope to do that when everything is complete".