1. Sunscreen wipes
2. lotion bar
3. shampoo bars (or you can use the resort shampoo for a week)
4. bring your own hair conditioner in a travel size bottle
5. solid perfume (if you carry any)
6. the tiniest travel size mascaras, lip glosses and lip stick you can find (I usually find some on ebay, just before a trip)
7. mineral makeup (you can find tiny 3 gram jars that screw together to put it in). I usually carry a primer, foundation, two blushes, top coat, maybe six eye shadows, two eyeliner powders, and maybe a highlighter. I put them in those little three gram jars and screw them together to make two columns of makeup, each maybe 1"x1"x4" and my makeup takes up almost no room. Those columns, a travel size lipstick, a lip balm, eyelash curler, a small 2" flat glass dish for swirling, and a few travel size makeup brushes easily fit into a Vera Bradley Kiss and Makeup bag.
8. Use packing folders and packing cubes to put clothes into. I can fold 9 days worth of clothes into one 18" packing folder which then fits perfectly into one side of my Heys spinner carry on. Just pack shorts/capris and tanks/tshirts in the thinnest material you can find.
9. I use a Vera Bradley trip kit or slim cube packing cube and roll up my underwear as tight as possible. Place them in the trip kit or slim cube, then roll up a thin nightgown tightly and put on top. Those bags/cubes will stretch. Then I roll my bras up tight and place them in another slim packing cube cube. Pack a swim suit and coverup in a small packing cube.
10. In another small packing cube, place a razor, small brush, lotion bar, sunscreen wipes, solid deodorant, Body Glide, and any other odds and ends.
11. Put camera and phone chargers in a small makeup size bag.
12. You can buy small 5 gram jars that screw together to make a column about 1 1/2"x 1 1/2"x3". Put your favorite moisturizer, eye cream, and night cream in three of them and screw them together to make a small column.
13. In 3-1-1 bag have just that tiny mascara, travel size lip glosses and lip stick, that column of moisturizer/eye cream/night cream, and a small bottle of hair conditioner.
The trip kit, slim packing cube, two small packing cubes, small bag with chargers, and a pair of comfortable flip flops will easily fit on the other side of the carry on with a little room to spare. In your personal item, put your paperwork in a small divider, sunglasses in sunglass case, makeup bag, cellphone, camera, small park bag, a few snacks, etc. Wear your biggest shoes. Limit shoe wear to the pair you wear and a pair of very comfortable flip flops that you pack.