I would not know their appetite. But, I don't believe your he'e pūloa, he'e mākoko will fit in that. Although slender, at two feet it will be able to make quite a mess, and have very little room. IMO -Sorry :(
Perhaps someone may have more info on that species here.
Another way to get a cephalopod, and my favorite option, is to collect your own. Collecting a cephalopod can be both fun, educational and challenging. Before you head to the great outdoors, be sure to check the local fishing regulations for your area. A fishing licence is almost always needed and in some areas cephalopods can not be collected. Divers (especially those that dive at night), fishermen, and professors of invertebrate biology are likely to know if cephalopods are in your area. Some species are nocturnal and/or are active at dawn and dusk so you may have to be up in the wee hours to find them. Some species, like E. scolopes, can be collected in very shallow water while other species are easier to collect while snorkeling or diving. I typically use a dive net, the kind that has clear plastic sides around an aluminum frame and screening at the bottom. I also use a tickle stick. My partner's job is to keep a light on the critter and try not to drown herself by inhaling water while laughing at my efforts... Unfortunately, there aren't any 'true' cuttlefish (those with a cuttlebone) like Sepia spp. off of North America. There are some close relatives like E. scolopes and Rossia spp. though.