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Best Black Friday and Cyber Monday Travel Deals in 2021

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If I could drop everything and go to Hawaii, I’d take advantage of hotels on Oahu, Maui, Kauai, or the Big Island that are cheaper than usual right now.

A view of the pool and hotel rooms facing it at the Surfjack Hotel & Swim Club in Hawaii.

The pool at the Surfjack Hotel & Swim Club is emblazoned with the words, “Wish you were here.”

Surfjack Hotel & Swim Club


All through the pandemic, I dreamt of escaping to Hawaii. And while I spotted a few good flight deals here and there, Hawaiian hotels are often pricey. There are a number of good Hawaii hotel deals this season, however.

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The luxe Hyatt Regency Maui is giving guests 10% off if they book by December 21, 2021, for travel through April 30, 2022. Find out more here.

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Rooms at the Surfjack Hotel & Swim Club in Waikiki are 20% off if you book by November 29, 2021, for travel between December 1, 2021, and December 23, 2021, or between January 2, 2022, and December 23, 2022. As part of the deal, the hotel is waiving amenity fees and off-site self-parking is free. Find out more here, and use the code “CYBER2021” to book.

If you book a three-night stay at Ko’a Kea Hotel & Resort on Kauai between November 26 and 29, you’ll get 22% off rooms, a $100 resort credit, and a $100 spa credit. The resort will also make a $10 donation to the Surfrider Foundation per reservation. Find out more here.

And if you stay at least seven nights at any Outrigger hotel in Hawaii, you can get 50% off bookings made by December 5. This includes properties along Waikiki Beach on Oahu, a resort in Kona on the Big Island, and more. Find out more here.

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