Harrison,
I have hunted elephant three times. All of my elephant hunts were in Zimbabwe, two in the Omay and one on the Save. Each hunt I saw numerous (far in excess of 100) elephants.
My recommendation for rifle would be 416 Remington/Rigby-458 Win/Lott class rifle. 375 H&H will work OK, 404 Jeff is a great round. I hunt with a 470 Nitro Double.
Prices range from $15,000 up to $50,000 depending on area. A good trophy elephant hunt can be enjoyed in Zimbabwe for $25,000.00. A tuskless female can be hunted for $15,000 or less. This does not include airfare. The only issue with elephant trophy hunting in Zimbabwe, Mozambique, and Tanzania is the US does not currently allow for importation of ivory from these countries. Other countries allow for no ivory, some allow ivory to be imported from just about anywhere.
The hunts I have done were all for tuskless cows. It is a great experience. You are in close contact in the herds and it can become very exciting. There is also lots of tracking and failed stalks. I will hunt elephant again, no doubt. If the USF&W lifts the ivory import ban in Zimbabwe I will book a trophy elephant that day.