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Hawaii 🏄 in $240s-$360s RT

As fun as a jet-setting summer can be, pro travelers know to embrace the shoulder, that precious middle ground between peak tourist months and the off-season.

In Hawaii, that's September-November. These dates get you the best of both worlds: cheap hotels, warm weather (but not too warm!), and wayyyyy fewer visitors crowding up the beaches. If you're lucky, you can even catch the beginning of whale watching season.

Oh, and here's a tip for the surfers among you—Later dates mean bigger waves :-)

Taking off ✈️

Tip Published: May 21, 2025

Round trips from Austin (AUS):

  • Honolulu (HNL) - $361
  • Kahului (OGG) - $331
  • Kailua-Kona (KOA) - $321
  • Kauai (LIH) - $361
Round trips from Dallas (DFW):

  • Honolulu (HNL) - $343
  • Kahului (OGG) - $343
  • Kailua-Kona (KOA) - $343
Round trips from Denver (DEN):

  • Honolulu (HNL) - $272
  • Kahului (OGG) - $272
  • Kailua-Kona (KOA) - $259
  • Kauai (LIH) - $272
Round trips from Houston (IAH):

  • Honolulu (HNL) - $361
  • Kahului (OGG) - $361
  • Kailua-Kona (KOA) - $361
Round trips from Las Vegas (LAS):

  • Honolulu (HNL) - $329
  • Kailua-Kona (KOA) - $289
Round trips from Phoenix (PHX):

  • Honolulu (HNL) - $342 (non-stop)
  • Kahului (OGG) - $257
  • Kauai (LIH) - $289
Round trips from Los Angeles (LAX):

  • Honolulu (HNL) - $246 (non-stop)
Flight Details

Travel Dates

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Airline

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Standard Fare

$500-$750

Bags & Fees

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Flight Notes

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How to Book

    This is a Premium deal for Jack's Flight Club members only. For step by step instructions on how to book it you'll need to login or upgrade to Premium membership.

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