Sorry I do not know the answer to your question, but have previously tried to find out information on DVB-T in Kenya from official web-sites, with little luck. The site
www.digital-kenya.go.ke/signal-availability-in-kenya states that it is available in Kajiado and Isinya 'and environs' - guess that is as close as you will get to Loitokitok. Dont know about transmitter on Ngong Hills, I think I am picking my Nairobi signal from Limuru, at least that is where the antenna points. Again, the web sites seem to keep the location and operation of the transmitters as an official secret! - there are apparently two companies operating transmiters, Pan-Africa Network (Kenya), a private concern and KBC through SIGNET. The Pan-Africa website is actually less helpful than the 'digital kenya' web site, a let down for the private sector. It has a table of where the signal is available by month, but somebody forgot to state what year the table referred to! Oh dear.
The other obvious thing to say, which I am sure you have thought about with reference to your friend in Loitokitok, is it will partially depend on how tall his aerial mast is going to be!