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America’s Costliest Places to Stay for that Romantic Getaway

Quick survey by cheaphotels shows where demand for a quick luxury vacation is spiking prices

You might say that a card and a small heart box of chocolates may not have been enough to do the trick this weekend that saw Valentine’s Day and Monday off for President’s Day converge in a sweet moment of good timing. To that end, if you chose to fly off to Lahaina and Wailea this weekend, both located on the island of Maui in Hawaii, you would have been enjoying the most expensive destinations in America for the Presidents’ Day weekend this year.

That’s according to a survey by, which compared hotel rates in destinations across America for February 14-17 – the dates for this year’s Presidents’ Day weekend. Only hotels rated 3 stars or more and located close to a beach or city center were considered.

In Lahaina, travelers spent some $527 per night for the most affordable double room, the survey revealed. Rates in Wailea were only slightly more affordable, with visitors looking at paying at least $499 per night.

Fort Myers Beach, a town on Estero Island located off the southwest Florida coast, came in as the third most expensive U.S. destinations over Presidents’ Day weekend, with rates of $494 for the least expensive double room.

Another Hawaiian destination, the beach town of Poipu, ranked fourth as the most expensive place to stay, with rates starting at $445. The ski resort of Vail also found itself among the ten priciest destinations, with the most affordable double rooms starting at $416.

The following table shows the 10 most expensive destinations in the United States this month, especially for this year’s Presidents’ Day weekend. The prices shown reflect the daily rate for each destination’s cheapest available double room.

1. Lahaina (Hawaii) $527

2. Wailea (Hawaii) $499

3. Fort Myers Beach (Florida) $494

4. Poipu (Hawaii) $445

5. Key West (Florida) $436

6. Sanibel Island (Florida) $429

7. Vail (Colorado) $416

8. Beaver Creek (Colorado) $413

9. Park City (Utah) $389

10. Breckenridge (Colorado) $363