The photos, taken at different times, were shot at neighboring locations. In source 1, there is a tree where the road bends around the hill. In source 2, there is a big tree in the foreground. They are uncannily similar. If a photographer stood at the bend in source 1, he should produce a shot like source 2.
So where are these two places today?
The photos should be taken at the Gap area of Buona Vista Road because of the proximity to the sea. After looking through map photos of the Gap, here is the most likely candidate along South Buona Vista Road. Indeed the valley below the pineapple plantation looks like where part of the future Prince George Park Residence will be built.
With clue and camera-phone in hand, I took the 2nd shots under the punishing heat of the midday sun.
Unfortunately, for source 1, the high ground where the picture was taken is gone. There is no way to reproduce the 2nd shot accurately. I have to be contented finding the next best "high ground":
This explains why the angle at which the road appears from the corner of the first 2nd shot is off. If I were to stand at the position in the above photo, the 2nd shot will be more accurate.
Next, I tried searching for our friend the tree. It has been 100 years since the photos were taken. We can see striking changes, like over the years, part of the cliff in source 2 have been chipped away, so the bend is more gentle now.
Sadly, I couldn't find the tree. None of the trees resemble it. I think it is gone. But imagine if the tree survives, how would it look like?
By the way, anybody knows what tree is that?