Vacation almost all on points. Plane and hotel covered. Suggestions for car rental? Not many Enterprise/Hertz points. Ik it's not the best transfer rate, but I have plenty of Chase points.

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Corporate rates and paying cash is usually the best option. You could look at using the chase travel website to book cars using chase points at 1.5 cents/point. Definitely better point values out there, but if you’re committed to using all points...

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IBM Hertz code + renting from an off airport location. Usually can get a car for <$60 for Friday- Monday.

Look for a corporate rate or coupon code and consider paying cash or a combination of cash and points.

I’m doing the same thing. 2 week vacation to Hawaii with wife and 2 kids all on hotel and airline points

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