Upon his arrival, President Trump first met with the Prime Minister of Singapore, who is hosting the summit.
Trump's high-risk meeting with Kim is scheduled for 9 a.m. Tuesday, or 8 p.m. Economic adviser Larry Kudlow told CBS News in Washington that "Kim must not see American weakness".
"Just the opposite. That it leads to a brighter and better future for the North Korean people".
The White House announced Monday that Trump will leave Singapore earlier than originally planned, saying negotiations with North Korea have moved "more quickly than expected".
But after a flurry of diplomatic overtures eased tension in recent months, the two leaders are now headed for a history-making handshake that USA officials hope could eventually lead to dismantling of a North Korean nuclear programme that threatens the United States.More news: Fed raises interest rates and predicts faster pace of future increases
"This is not the fault of either Trump or Kim, but rather a reflection that intractable, decades-long strategic challenges rarely-if ever-get resolved in single encounters", Haas writes.
Trump, after meeting recently with a North Korean envoy at the White House, said the summit will likely be part of "a process".
"It's the case in each of those two countries there are only two people that can make decisions of this magnitude and those two people are going to be sitting in the room together tomorrow", said Pompeo. United States officials have already established a contingency plan for a two-day summit should the two leaders agree to an immediate second-round of talks.
They will then have a working lunch, according to a schedule of the meeting released by the White House. Trump is expected to be joined by Trump was to be joined by Pompeo, chief of staff John Kelly, national security adviser John Bolton and U.S. Ambassador to the Philippines Sung Kim, along with a few others, the AP reports.
Trump and some of his top aides met with Singaporean Prime Minister Lee Hsien Loong for lunch Monday, during which the Singaporeans presented the US President with an early birthday cake - Trump turns 72 on June 14.
Alluding to the North's concerns that giving up its nuclear weapons could surrender its primary deterrent to forced regime change, Secretary of State Mike Pompeo told reporters that the US was prepared to take action to provide North Korea with "sufficient certainty" that denuclearization "is not something that ends badly for them".More news: Raccoon scales St. Paul office tower, internet goes wild
Kim would exchange "wide-ranging and profound views" on issues including "building a permanent and durable peace-keeping mechanism on the Korean peninsula" and "realising the denuclearisation of the Korean peninsula", it added.
"I'm very optimistic we will have a successful outcome with the two leaders", he said.
North Korean and U.S. negotiators also met in Singapore for final preparations on the eve of the unprecedented summit. Both leaders would offer "clear, specific, unequivocal statements" outlining a dismantlement of North Korean weapons, an inventory and removal of all nuclear fuel and an opening up to United Nations nuclear inspectors.
But some say it's unlikely a specific statement will come out of the meeting.
Kim Jong-un grinned for a photo with Singapore's finance minister Vivian Balakrishnan and education minister Ong Ye Kung atop the famous Gardens by the Bay landmark in the Asian city. Traffic was held up in the steamy midday sun and scores of bystanders were penned in by police when Trump went to meet Lee.
"I think the minimum would be a relationship. You would start at least a dialogue, because, you know, as a deal person, I have done very well with deals". But North Korea is demanding security guarantees from the United States as a precondition for denuclearization. But many say this is highly unlikely, given how hard it has been for Mr Kim to build his programme and given that the weapons are seen as the major guarantee to his holding onto unchecked power.More news: U.S. offers Kim 'unique' guarantees ahead of talks