I ran across this treasure recently. This Rabbi is creating a list of israeli songs with guitar chords. Its simple and beautiful. http://yutopia.yucs.org/chords/fulllist.php While its by no means exhaustive, they have a ton of songs (over 250 as of this post) and it seems to be growing. Enjoy.
My favorite site for news in Hebrew is Walla. The Hebrew site is at: http://www.walla.co.il/ . They have pretty good radio stations too – if you want to listen to music in Hebrew but make your selections from an English menu go here: http://radio.walla.co.il/ts.cgi?tsscript=index.english&fg=1
This site is a terrific news site for Israel, they offer an English version and a Hebrew version. http://www.ynetnews.com/ and http://www.ynet.co.il/ Its great practice to read the Hebrew version, and then flip over to the English when you don’t understand something. The company has a great product too called the Megaphone run by Collactive at this address: http://my.ynet.co.il/collative/ The idea behind the Megaphone is that you get desktop delivery of hot news, and a way to proactively respond to legislators, etc. about the news. Its a really powerful community tool.