Unlike Obama, who swore to close the controversial facility, Trump has pledged to fill it up again. "The president has confidence that those patriots, those American men and women, will continue to do their important work with enormous skill and expertise and patriotism to protect the country".
With Trump praising Russian President Vladimir Putin, as well as continually denying Russia's role in the cyberattacks during the 2016 election, Obama could publicly release information that directly ties Russia to the hacking of Democratic entities.
On 17 December, US media reported that the Pentagon was planning to transfer another 17 inmates in the coming weeks, but that would still leave 90 in the facility. But the transition hasn't been without incident. Obama has repatriated or resettled 179 prisoners over his eight years in office.
This is seen as a slap in the face to President Obama, as in many ways this was his defining achievement while in office. He has sworn to undo all of President Obama's signature policy measures, including the landmark Obamacare law, as well as environment-focused initiatives.
Many of those achievements, such as gains in the fight against climate change and the Affordable Care Act, are under attack from congressional Republicans and President-elect Donald Trump. Obama has released or transferred around 179.
The First Family was headed back to the White House on Monday morning.
Obama must also prepare to become a private citizen for the first time in two decades. The Obamas plan to stay in Washington, D.C. until Sasha, their younger daughter, graduates from high school.
The Obamas have long lamented how the presidency denied them freedom and privacy, with first lady Michelle Obama likening the White House to "a really nice prison".