Live Oak Island Beach Vacations

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Top Beach 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 1 day 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 1 day 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 1 day 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 (1,248 reviews)
    Roundtrip • Hamilton (YHM) - Orlando (MCO)
    YHM - MCO • 1 stop MCO - YHM • 1 stop
    CA $1,833
    CA $1,151
    per traveller
    found 21 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

Find the best beach vacations in Live Oak Island

What are some benefits when booking beach vacations in Live Oak Island?

When you travel to the beach in Live Oak Island, soft sands and inviting waters, warm sun and gentle breezes will help you relax. This applies to the whole family, as kids and adults can find something fun to do, so family beach vacations are the quintessential family trip.

How can I book the best beach vacations in Live Oak Island?

To find the best beach vacation, you'll need to book the right accommodations for your family. What the best is depends on what you want from your Live Oak Island trip. Fortunately, you can use various filters combined with the beach filter to sort for what you want. Additionally, you'll need to consider the time of year you visit.

Can I book cheap beach vacations in Live Oak Island?

There are quite a few things you can do to get cheap beach vacations in Live Oak Island. Prices range from CA $906, and if you want to keep yours on the lower side, you may want to consider just how close to the beach you are. If you don't mind a bit of a walk, further away is typically cheaper. Additionally booking something with a kitchen can help you save by avoiding dining out.

Can I book beach packages?

Yes, and you'll find quite a few beach packages available in Live Oak Island. These package deals let you save by booking your accommodation and your flight together with savings of up to 37.

Why should I book family beach vacations?

When you're travelling with the family to Live Oak Island, booking your vacation by the beach is one of the best ways to keep everyone happy. There's a reason why some of the most memorable family trips for kids are family beach vacations. You'll be just steps away from the water, and you can often enjoy stunning views of the shore from your room.

How can I find a beachfront vacation in Live Oak Island?

It's easy to find a beachfront vacation accommodation in Live Oak Island using the search filter. You can filter for waterfront properties specifically that will only show you results that have beautiful views of the shoreline.

How can I book last-minute beach vacations?

Travelling at the last minute doesn't mean you're out of luck to have a dream beach vacation. Last-minute beach vacations may even offer a nice discount as the owners of hotels or other accommodations try to fill their remaining vacancies. All you have to do is input your travel dates and Live Oak Island as your destination and see what's available.

Can I find all-inclusive beach vacations ?

Yes, all you have to do to find all-inclusive beach vacations in Live Oak Island is to use the search filter. It will automatically restrict your results to all-inclusive deals that allow you to plan the entire trip in advance.

Can I book a beach trip that's fully refundable?

Any fully refundable booking can bring peace of mind, and we're happy to offer this feature in several packages and locations throughout DeLand. All you have to do to find them is check the policies section on each accommodation page. Of course, you can filter for fully-refundable results specifically, too.

Why should I book beach vacations with Expedia?

When you book with Expedia, you'll find a one-stop shop for all your planning needs. You can book your flight and accommodation at the same place and potentially get a discount for booking these together. You can also take advantage of the Expedia Rewards program. Becoming a member is free, and when you do, you'll earn points with every booking will add discounts on subsequent trips.