Pakeezah guitar medley

These three songs (Thaade rahiyo, Mausam hai ashikana and Chalo dildaar chalo) from the movie Pakeezah are my all time favourites. However, I can not sing them well as they need some notes outside the range of my singing. Not to mention the way the melody ascends and descends. I am singing in key D, A (may be played in the key Bb) and C. All music composers (Ghulam Mohammed and Naushad), writers (Kaifi Azmi, Kamal Amrohi and Majrooh Sultanpuri) and singers (Lata Mangeshkar and Mohammed Rafi) are at their best. I have the highest regard for all of them. I am attempting to map out how such rhythms and melody can be supported by a single western instrument, guitar. Please excuse me for not being able to hold/reach very low octave notes and struggling to reach high notes.