How to message an iPhone from Moutain Lion?

The problem is, my address book (Contacts) entries have mutilple phone numbers and email addresses. So when I just type a persons name in Messages, there is a list of phone numbers and email addresses and on the right it says "imessage." There are also some that say AIM instead. Alas, none of those labled imessage seem to work.
So how do I message an iphone? it should be easy.

What do you mean by "available?" Surely I can send a message any time I want and they will recieve it when their phone goes on line.
Yes, if the person has an iphone and they are out of range or something, the bubble will be white. You can still send.
You can only message people who have an itunes account though, as imessage actually uses the ID email address of the iTunes account (Apple is supposedly tying the email address to peoples phone numbers, but I don't think it is done yet). So people who don't have an iTunes account but have an iPhone, when you put in their name it will show as red instead of blue.
As to how to bring up the bubbles, I had forgotten but I just found an iphone user in my contacts that I have not sent a text too from Messages on the computer, and the blue bubbles just came up by themselves.

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    All
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    All
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    1. Move you itunes library from the old computer to the new one. To do this, you do NOT just copy it. This is as good a link to use as any to see how to do it, but search the internet and you can find instructions:
    http://reviews.cnet.com/8301-12519_7-10242259-49.html
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    3. Export your MS outlook calendar, contacts, notes, etc. to the new computer by saving each of these categories as a PST file (file>export>then choose the category and type of file)...and then copy these PST files to your new computer and import them into MS outlook.
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    http://osx.tribe.net/thread/08fd0e5e-f1d0-450b-8de5-9f7cb5bd278d
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