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Hawaii 🌴 in $420s-$450s RT

Yeah, sure, you could say it's because the island is almost twice the size of the others combined—but we know that's not the whole story.

In reality, Hawai‘i packs a stronger tropical punch than the mai tai you'll be sipping as you lounge on the sand after a morning hike across ancient lava fields. With whales breaching just offshore and seals snoozing on black-sand beaches, you’ll have no shortage of wildlife sightings. And that’s just while gazing out to sea!

Turn around, and you’ll find lush jungles teeming with colourful native birds and plants you won’t spot anywhere else in the world.

Oh, and if a laid-back vibe is more your style, Hawai‘i’s sister island, Maui juuust might be what you’ve been looking for :-)

Taking off ✈️

Tip Published: Jun 13, 2025

Round trips to Kahului (OGG):

  • Boston (BOS) - $445
  • Orlando (MCO) - $445
  • Tampa (TPA) - $449
  • Washington DC (IAD) - $445
  • Washington DC (DCA) - $449
Round trips to Kailua-Kona (KOA):

  • Atlanta (ATL) - $423
  • Boston (BOS) - $449
  • New York (JFK) - $459
  • Orlando (MCO) - $453
  • Tampa (TPA) - $453
  • Washington DC (DCA) - $449
  • Washington DC (IAD) - $449
Flight Details

Travel Dates

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Airline

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Standard Fare

$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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