These are all my opinions of course, and for road bikes:

Best floor pump...Giant Control Tower Pro Floor Pump.
Best medium size on bike pump...Topeak Road Morph G (with PSI gauge, or no G if you don't care about the gauge)
Best mini on bike pump...draw between Topeak Racerocket HP or Lezyne Road Drive
Best CO2 pump...Genuine Innovations Air Chuck Elite (though I I don't see a need for these unless racing)
Best hybrid pump (C02 and pump in one) Lezyne Pressure Drive CFH (again I have no use for CO2)

I own the Topeak RaceRocket HP and the Lezyne Road Drive, quite frankly there is so little difference between the two their both great. However none of the pumps will get to the 160 psi claimed limit but who needs to go that high anyways?! I found the Lezyne to get past 90 to 130 psi easier then the Topeak did, but only slightly easier. If you go on the web you can read the reviews of both models and their pretty much equally liked with a slight edge toward the Lezyne. These are on two of my road bikes; after using both for awhile I decided to get a second Lezyne for another bike.

However the easiest pump to use that can be carried on the bike is the Topeak Road Morph pump, I also have one of these. This pump will hit 130 psi with faster then either the Topeak or Lezyne and get there with less physical stress, but the pump is quite ungainly looking. It has a fold out foot peg and a fold out L handle that makes pumping similar to floor pump in ease. I have the Morph G, the gauge is not dead accurate, it's about 3 psi off on mine, but it's good enough for me. This is my touring bike pump.

The Giant Control Tower Pro floor pump is a tad expensive but it's the last floor pump you'll ever have to buy, even if you dent up the outside it will still work just like new because it's a double steel housing. Look it up and read about it, it's great.