I live on Maui. I shipped my Model 3 here. I used
Matson for the shipping and was very pleased with the service. Check their web site for prices. There are different levels of service, and it depends on where you ship from. From Florida you'd have to get your car to the west coast. There are car transport companies that will do that too. Lots of options. Closed container or out in the open, etc. From Spokane I drove my car to Seattle. I think the car shipping from Seattle was around $1,500 for premium service. Don't remember for sure.
I've been told there's a Tesla Ranger (do they still call them that?) here on Maui. I've never had occasion to need service since coming here.
<knock on wood!> I imagine that Tesla would pay shipping for warranty repairs, not for out-of-warranty repairs, if shipping to Oahu were needed. I think it's between $200 and $300 to ship a car between Maui and Oahu.
I'm not aware of ferry service between the islands. Except Maui to Lana'i. The distances are too great. Hawaiian Airlines (and maybe others?) offer inter-island flights. Not sure if this will work: Hopefully
this link will open a page to Google Earth showing Maui, Oahu, and surrounding islands. In addition to the distance, the channels between Maui and Moloka'i and between Moloka'i and Oahu are extremely rough. It would not be a happy ferry ride.
Not related to Tesla but something to be aware of: Maui does not have the same level of medical service as you generally have on the mainland. Complicated procedures might require going (or being airlifted) to Oahu. Also note that everything is a lot more expensive here, since it all has to be shipped 2,500 miles. If you enjoy paddling it's paradise. There are several outrigger canoe clubs, and a lot of people use paddle boards, kayaks, and one- and two-man outrigger canoes. A few people paddle surf skis. Of course there are also all sorts of other water activities, but what's the point if you're not paddling?
