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Planning Trip to Hawaii: Need Advice

Now some are suggesting to do a stay over in our lay over city (e.g. LA, SF, etc.) How would we book that? I've always booked flights straight through and just sat at the airport for whatever the layover time was (at most a few hours) but never did the stay over a night or 2 and fly out again. Seems like it would more expensive to do it that way but I don't know.

I've checked on flights to get an idea of how long it would take and ballpark pricing during the times we would go. From WAS area airports, we are looking at total travel time of about 12 hours with short layovers of about 1.5 hours in connecting cities. IMO, I wouldn't go through the hassle of trying to break up a flight into multiple days and would just build in some recoup days when we get to Hawaii.
I believe airlines will let you build a layover of up to 24 hours between connecting flights without a price penalty.

I understand if an overnight layover is not something you consider to be a good use of your time - I'm probably in that boat too. I'd rather spend any additional time at the resort, and just tough it out for a long day of flying.
 
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