The debris fell on top of a car parked outside the hotelThe Singapore Civil Defence Force (SCDF) received a call at about 2:55 pm regarding people being injured at Hilton Singapore.
Mr Peter Webster, Hilton regional general manager, said a doorman heard a sound at around 2.50pm.
A black vehicle bearing a Malaysian licence plate took most of the impact from the fall. It then dispatched one ambulance and a fire engine to the hotel.
"They had scratches, but looked fine and were sent to the hospital as a precaution", said Mr Webster. During the inspection, only guests were allowed through the entrance, according to a hotel representative.
In a statement, SCDF said a total of four people were conveyed to Tan Tock Seng Hospital as a result of the incident.
They were departing, and he was checking a location on Google maps when the ceiling collapsed. However, two people - one a passerby who was taking a shortcut via the hotel and another, a hotel worker - were hit by the falling parts.
Hilton will cover the damage to both vehicles, he said.
"We have the building checked on a regular basis", said Mr Webster.
Reports are coming in from social media that the roof of the Hilton Hotel along Orchard Road collapsed this afternoon following heavy rain.
Inspectors from the Building and Construction Authority (BCA) were investigating at the scene.
The hotel is to fix the collapsed ceiling and recommend "rectification measures", the statement said.
At around 5.30pm, contractors arrived to free the vehicles from the debris. By about 6pm, both cars had left the driveway.
The roof collapse at the Hilton is the latest in a string of incidents on Orchard Road this month.
On Saturday (Dec 12), a power outage at the Orchard Central shopping mall forced some shops to close early
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