we bring a twin( not a double high one) air mattress as we have 2 teens and they are NOT going to share a bed. We usually put it on DS carryon, a tightly rolled twin fits easily in there. We have a battery powered pump, inflates the bed in about 2 minutes. We bring our own sheets in a color as wihtite ones can get mixed up in hotel linens too easily. During the day just prop the bed up against the wall to allow floor space. If you prefer, you can request a roll-a-way at HRH but it is at a charge of $25 per night. You could send it ahead to HRH, double check to seeif there is a fee to receive packages, I know a lot of resorts are charging $20 per package, so add that to the shipping charge, you may actually be better off paying an extra $25 to the airline if you check an extra bag. You can also check for sales/deals on a twin, like at Target, Walmart..friends of ours left there mattress there instead of paying to ship it back...seems wasteful to me, but to each his own!