iPhone 5 - This is a quality phone. It is quite pricey but its worth the money. It's really good as it is a 3G phone, this literally means that when you are outside and not connected to a WiFi connection you can go on the internet. On the iPhone you can go on the app market and download games, you can also go on iTunes and download music of it.
TOSHIBA Satellite P845t-101 14'' Touchscreen Laptop - This is a great laptop. It is easy to use as it is a touchscreen. It would be easy to navigate your way around it, and you could use it for anything. You could open a word document and write in it. The great thing as well is that it is a windows 8. I have also recommended this printer for you. HP Deskjet 2510 All-in-one Printer
Apple iPad 2 Wi-Fi + 3G 16 GB - Black - This is a really good tablet that you could use for anything. You could use it for games, for music, you can take pictures, go on the internet. You can do everything on it. Its amazing how it only weighs 612g, the screen is also quite big. When you are outside of the house you will be able to on the internet as it is 3G.
Apple iPod Touch 16 GB - This is good for many things. You can listen to music, go on the app market, take pictures, and talk to people. Its really good for music as the sound quality is excellent. The good thing is that you can download music off iTunes. Its really good.
For £500 he could buy a GPS or a smartphone because it is very simple to use. All you have to do is click on it and type in the address and it takes you straight there. The good thing about a satnav is that you can pick which route you want to take, it will simply tell you, the way with most traffic, quickest way, longest way and more. Here is a good example to use, TomTom GO LIVE 825M Sat Nav, it only costs £159.99. Here is a picture :