Oh, so jealous!! I think I could happily live there!
The problem with living on neighbor islands is medical care as we get older. We barely have enough good specialists on Oahu, where most of our population is centered and you don’t want to have to fly whenever you need to see a specialist. True, specialists do fly to the neighbor island but that tends to be like monthly or so, so if one has chronic health issues, nice to have nearby specialists.
I used to live on Big Island and still visit often (I have lots of friends and distant family there) - I’ve used Knutson & Associates in the past for condo rentals and was very happy with their service and the rentals - I see they have some homes on their listings - Kona Hawaii House Rentals | Knutson & Associates
As an alternative they have several condos at Keauhou Kona Surf & Racquet Club (where I stayed when I rented with them) - you might like 2 or 3 units which would give far more space, and lots of bathrooms for a large group - maybe pick one that has a great ocean view lanai and enjoy evening meals together there.
Sounds lovely. How difficult is it to get flights to Hawaii around the holidays?
Not difficult at all! Just very expensive