From a design standpoint, you should plan for 800x600, the lowest common denominator, IF your target audience is likely to be using that resolution or a multiple of it. Even larger monitors set at 1280x1024 will scale properly. (On a personal note, I figure the wide screen people are on their own as far as web design. They bought the thing, they can deal with the empty space! ;) )
As for images being scaled, it doesn't necessarily work that way. Some browsers, such as IE, will auto-resize images to fit the screen IF that option is turned on. Not all browsers do that. So, you need to use graphic sizes that are going to fit into your design at the lowest common denominator resolution you plan for. In addition, larger sized graphics CAN mean larger file sizes, so you have to take total download time into account too when designing your pages.
And, of course, there are tricks you can use to fool people into thinking they're looking at an image that scales but they're really looking at CSS and pieces of images. :D
When all is said and done, your page should look good no matter what screen is used to view it, so LOTS and LOTS of testing is in order before you release it.