Live Oak Island Cheap Vacations

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    Save up to CA $4,200 when you book a flight and hotel together*
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Top Cheap vacation packages in Live Oak Island

Price found within the past 48 hours. Click for updated prices.
  • Dec 18 - Dec 23

    Westgate Vacation Villas Resort + Flight

    Kissimmee
    5 nights
    4.0 star property
    8.2/10 - Very good (2,136 reviews)
    "Good place"
    Reviewed November 9, 2026
    Roundtrip • Hamilton (YHM) - Orlando (MCO)
    YHM - MCO • Nonstop MCO - YHM • Nonstop
    CA $1,457
    CA $906
    per traveller
    found 2 days ago
    Westgate Vacation Villas Resort
  • Dec 18 - Dec 23

    Margaritaville Cottages Orlando by Vstays with H2O Waterpark + Flight

    Kissimmee
    5 nights
    4.0 star property
    9.2/10 - Wonderful (1,000 reviews)
    Roundtrip • Hamilton (YHM) - Orlando (MCO)
    YHM - MCO • Nonstop MCO - YHM • Nonstop
    CA $2,439
    CA $1,380
    per traveller
    found 2 days ago
    Margaritaville Cottages Orlando by Vstays with H2O Waterpark
  • Jan 24 - Jan 28

    Westgate Cocoa Beach Resort + Flight

    Cocoa Beach
    4 nights
    4.0 star property
    8.6/10 - Excellent (579 reviews)
    "nice property close to the ocean no views from room. Staff was friendly except for beach chair and umbrella guyHe would not permit us to use paid for equipment given to us by another resident."
    Reviewed November 10, 2026
    Roundtrip • Toronto (YYZ) - Orlando (MCO)
    YYZ - MCO • Nonstop MCO - YYZ • Nonstop
    Save 100% on your flight
    CA $1,639
    CA $946
    per traveller
    found 2 days ago
    Westgate Cocoa Beach Resort
  • Dec 18 - Dec 23

    The Delaney Hotel + Flight

    South Orange
    5 nights
    3.5 star property
    9.6/10 - Exceptional (1,250 reviews)
    "The staff was friendly and accommodating and the rooms were very nice."
    Reviewed November 11, 2026
    Roundtrip • Hamilton (YHM) - Orlando (MCO)
    YHM - MCO • 1 stop MCO - YHM • 1 stop
    CA $1,833
    CA $1,151
    per traveller
    found 22 hours ago
    The Delaney Hotel
  • Jan 25 - Jan 30

    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive + Flight

    International Drive District
    5 nights
    3.0 star property
    7.8/10 - Good (641 reviews)
    "They were very obnoxious about us moving our car as we were checking in and unloading. The main hotel where the pictures were taken was nice but we were put in the back building that was run down and old."
    Reviewed November 10, 2026
    Roundtrip • Halifax (YHZ) - Orlando (MCO)
    YHZ - MCO • Nonstop MCO - YHZ • 1 stop
    Save 100% on your flight
    CA $1,500
    CA $944
    per traveller
    found 1 day ago
    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Frequently Asked Questions

How much does a Live Oak Island vacation package cost?

We make it easy to travel somewhere new, with Live Oak Island packages starting from as low as CA $906. You'll have the flexibility to combine your favorite hotels, airlines and car rental. For the ultimate escape, why not add a couple of tours and activities to your itinerary?

How do I get a cheap travel package to Live Oak Island?

Our Live Oak Island vacation packages mean plenty of savings for the savvy traveler. For the best deal, simply combine your flights, hotels and extras (including tours) into a handy package. But impressive bargains are only the start of your next amazing adventure. When you book with Expedia, and you'll have over 550 air carriers and 1,000,000 properties across the globe to pick from. No matter your budget or style, there's a package here just for you.

How far in advance should I book my Live Oak Island vacation?

While prices change from time to time, we generally recommend booking your flight as soon as possible. Many international fares can be compared on Expedia up to 12 months in advance. If circumstances have left you booking late, you might still be lucky. Cheaper tickets to Live Oak Island sometimes occur just weeks before departure.

What does an Expedia Live Oak Island travel package include?

It all comes down to what kind of escape you're contemplating. Live Oak Island vacation deals can include flights, car rentals and hotels. You can mix and match to create the bundle that suits you. You can also add on experiences and activities after you've booked to land even bigger discounts.

What should I know before booking a Live Oak Island travel package?

When you book your flights, hotels and car rentals together, you'll land fantastic discounts. Whether you're organizing an outdoor getaway in a chalet or want to stay in a ritzy city hotel, Expedia will help make it happen.

Can I choose my airline with a Live Oak Island Expedia vacation package?

You can. We have more than 550 partner airlines around the world, so go with the carrier that suits your travel preferences.

If I'm not able to travel, can I cancel my Live Oak Island vacation package?

You can. We understand that even the best-laid plans can fail, so we're happy to help if you need to make changes to your Live Oak Island vacation package. You may be able to cancel or amend your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Look up our Customer Service Portal for further information. Also, check your itinerary for the nitty-gritty on change fees.