Hey there folks! Just did some web searching and have found that the best option for us is to travel TO HAWAII as a family on December 30th (arriving earlier in the day on December 30th). And then, for Dada and Rio to stay longer after Marina returns home for work. Here’s what the two itineraries would look like:
ちょっと色々調べるとやっぱりこのスケジュールは1番いいのかなと思った。大阪にいるライアン家は3人で12月30日の夜に一緒にホノルルまで乗って、麻理奈は先に帰る。ジョノと璃臣は一緒に1月9日に帰ってくる。実は、まりなはもう一日長く過ごしたかったら、別でANAのチケットを買って、プラス5万円ぐらいになる。辞めた方がいいでしょか?
1: Marina, Jono, Rio depart together to Honolulu
Marina returns alone to Osaka.
麻理奈の行き・帰りのスケジュール

2. Jono, Rio return to Osaka at a later date.
ジョノと璃臣の行き・帰りのスケジュール

Looks like these dates are a lot better for those coming from Alaska as well. I checked Alaska Air and I can see why Vinny liked the 28th for a departure. I think the one-way was $358 or so.
Okay ….. I know there’s a bit more planning to work out, but as far as I can tell this is totally feasible!