Well Cremola, I got back from my very hot hols yesterday, and my packing was absolutely rubbish, so I can give you lots of 'Don't's'..... It was our first hotel holiday in four years, after merrily camping up to now, and I failed utterly on the hotness and the eveningness of it all, after all, camping evenings equate to a fleece and a pair of socks to stop the midges!
So, I would have taken more strappy tops for the evening, I would have taken a maxi dress or eight, I would have taken a bigger bag for the evening, as I seemed to have everybody's things squashed into a tiny shoulder bag. I wouldn't have taken any heels as the distances you had to shlep around this hotel were ridiculous. I would have had more than one 'throw over your cossie to get to the bar' dress, as that all got a bit samey....
My dd would have taken more bikinis as her's disintegrated with all the chemicals in the pool.....
So more stuff needed if I am ever to venture hotel side again, or revert to camping, where each of us take a Tesco Bag for Life full and we cube pack them in the car 
Also, I don't get expensive handbags.... when I'm feeling a little crap, I read the ' I only have £1000 to spend, should it be a Mulberry Ripple or a Blah Snakes Bottom?' threads. It cheers me up no end......