I have a bizarre obsession with packing light. I get giddily excited when I go on a trip and I have less luggage than anyone else. It definitely backfires sometimes (exhibit A would be me in Costa Rica on a college ecology trip, washing my clothes in various rivers and shivering because I didn't pack enough layers, but still slightly triumphant because I had the smallest bag of my group).
Luckily, Hawaii requires little in the way of packing (and I avoided the $15 checked bag fee).
Packing list (6 day trip)
4 casual cotton sundresses + 1 pool cover up
1 nice dress for fancy dinners
1 cream colored pashmina (goes with everything)
2 bathing suits
1 pair shorts (for hiking) + 1 pair capri yoga pants
3 tank tops
1 sports bra + 2 regular bras (nude + black)
12 pairs of underwear (there are some things you just don't want to run out of, especially when you are getting in and out of the pool and hiking, which means showering a couple times a day)
2 pairs sandals (my Rainbows for poolside + my new ruffly sandals for dress up)
1 pair running shoes
Plane outfit - trouser cut dark wash jeans + a tank top + a thin striped cardigan from J. Crew. Long beaded necklace that can be worn either as intended or as a pretty headband. Thin gold bangle. Ruffly white sandals.
The list looks quite long, but it's all very compact. Everything fit into a small gym bag, well under the size limit for carry on luggage, and I had a canvas tote to hold my books, wallet and toiletries.