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Hawaii, last minute family trip - newbie never been there

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My wife's father just passed away after a long illness and we had to cancel a family trip to the Caribbean. We know this is last minute but we are considering going to Hawaii instead of the Caribbean for 10 days. We are thinking about going the last week this coming January for 10 to 12 days from San Francisco, where my son lives. My wife and I are in the our late 50's and our 2 children are 32 and 30. I know nothing about Hawaii, what the weather will be (rain or not), where to stay (condo or hotel or resort). Should we just do one Island or 2? Do we need to rent a car? As for our budget we like to travel nice/in luxury, 4 or 5 stars.

Any advice, leads on accommodations, things to do or itineraries would be extremely appreciated.

Thank you,
Don

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