re: #1 psddluva4evah
Yup. You know, most airlines allow one carry-on plus a personal item, like a purse, camera bag or laptop bag, so you don’t need to stash the purse in the carry-on.
You’re going to Hawai’i, so you don’t need to pack a lot of bulky cool weather clothes.
Lay out what you want to bring on your bed. Pack half of that. Remember to reserve space for souvenirs, and in a pinch, you can send stuff via USPS or UPS.