Question

What are the two holiest cities in islam? Select all that apply

Answer 1

Mecca and Medina.

The holiest shrine in Islam, the Kaaba, is located in Mecca, surrounded by the Sacred Mosque (Al-Masjid Al-Ḥarām).  Mecca was the birthplace of Mohammad and the Sacred Mosque and shrine there are the direction toward which Muslims turn when doing their daily prayers.  It is also the place to which they make pilgrimage as one of the five pillars of the faith.

Medina is where Mohammad built a following for the Islamic faith after learning there was a plot in Mecca to assassinate him.  He later went back to Mecca with an army of 1500 converts to Islam and took control of his home city without bloodshed.  A holy mosque is located in Medina also, called The Prophet's Mosque (al-Masjid an-Nabawi).  It is where Mohammad is buried.

Answer 2

The holiest place in Islam is Mecca - this is where the Prophet Muhammad was born and all Muslims are required to make a pilgrimage there once in their life. 

Muhammad's tomb is in Medina and this is the second holy site of Islam - so the answer is Mecca and Medina. 

however, Jerusalem is also a holy site in Islam, as it was a place where previous prophets were - so the question should ask for three holy cites.