As you're probably aware with PRICELINE getting free parking/wifi is hit and miss. My experience with San Diego is that many of the nicer hotels in downtown charge for parking. While hotels in Coronado, such as Hotel Del Coronado, may offer free parking they also carry a huge pricetag. I think your best strategy is to determine if you really need wifi/parking because those two together could cost $30-40/night (such as at the Hyatt) and factor in those costs into your bid. Then just follow the strategy outlined above and see what you can get for $100, which in turn could end up costing you $130-140 after you pay for parking and wifi. There is also some free/cheap street parking and lots near DT San Diego (especially near the Marina) if you get a hotel that charges a lot for parking. I would also check out HOTWIRE as you have a better chance of figuring out the exact hotel you'll be receiving which means you can figure out the exact cost to you before actually paying for it (as there is no cancellation). HOTWIRE I find also has more zones for the areas you want to stay in (Downtown, North Convention, South Convention) whereas PRICELINE has only one. As for your other question of resorts there are some places in San Diego that I think would qualify: private beach, spa, tennis courts, etc. The Hilton is one of them and is located in, I believe, the Mission Bay area.