How to Get to Maui Free This Winter

It is getting to be that time of year again up here in the northern parts of the US where the weather is starting to cause us all to daydream about Maui or some other island where the sun is actually shining and you can’t see your breath whenever you go outside! Time to start planning a getaway to somewhere warm! Don’t get me wrong, I like snow and I enjoy building snow forts with my kids and having snowball fights but seriously, -5 tonight!? By the end of February I will be more than ready for a beach. I am contemplating cashing in some miles and points for a free trip to Maui or somewhere ever farther south for the end of February or the first week of March.

I’m sure I’m not the only one starting to think like this! Here is a simple churn that could land you with a free trip to Maui to escape the frigid cold. Although it might be a little late for this winter (unless you are a big spender and can hit the minimum spends fast!) but it is never to soon to be set up for next fall or winter!

Getting the free flights to Hawaii:

The US Airways Premier World MasterCard® – Requires 40,000 miles for round-trip from mainland to Hawaii, and US Airways is extremely flexible for routing on award travel as you can also use the miles for flights on United Airlines.


  • 40,000 bonus miles after 1st purchase
  • 5,000 fewer miles required for redemption’s for cardholders
  • 1 complimentary US Airways Club day pass – you can hang out in the lounge free if you have layover!
  • $89 annual fee NOT waived the 1st year


Citi AAdvantage World MasterCard – It takes 35k for a round-trip flight from anywhere in on the mainland to Hawaii.

Citi Aadvantage World MasterCard

  • 40,000 bonus miles after $3k spending in 1st 3 months
  • Free checked bag
  • Up to $125 statement credit
  • 10% rebate on mileage redemption’s (up to 10k back/year)
  • Annual Fee Waived 1st year


Getting the free hotels in Hawaii:

Starwood Preferred Guest® Credit Card 

  • 10,000 points after 1st purchase
  • 15,000 additional points after $5k spend in 1st 6 months
  • No annual fee the 1st year


Starwood Preferred Guest® Business Credit Card

  • 10,000 points after 1st purchase
  • 15,000 additional points after $5k spend in 1st 6 months
  • No annual fee the 1st year

Considering that pretty much anyone can apply for the business card as a sole proprietor (meaning it is just you and not incorporated) the business card w/ the personal card will net you 60,000 points (50k bonus + 10k for the spending) This could give you 6 nights in the beautiful Westin Maui Resort and Spa. As a category 5 this hotel is generally 12k per night + you get the 5th night free.

If you are a couple you could each just get 1 airline card and 1 SPG card and you are set!!

Ocean Tower View at The Westin Maui Resort in Kaanapali

Ocean Tower View at The Westin Maui Resort in Kaanapali

Want free nights w/ less spending requirements?

Chase Hyatt Visa

  • 2 free nights at any Hyatt property worldwide after $1,000 spend in first 3 months
  • Instant Platinum status
  • $75 annual fee NOT waived (but you may be able to get $100 statement credit by going to Hyatt, finding a hotel (anywhere), selecting book now, and you should get an ad for the card w/ a $100 statement credit (you don’t actually need to finish the booking process)

Grab one each for couples and you have 4 nights at the Grand Hyatt or you could be one of the first to check out the new Andaz Maui that is opening in Mid-2013!

Need ideas of what to do in Maui, just let me know!

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