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Live Oak Island Vacations from $322

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The Latest Live Oak Island Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Restaurant
    Oct 6 - Oct 11

    Westgate Towers Resort + Flight

    Kissimmee
    5 nights
    3.5 star property
    8.6/10 - Excellent (1,002 reviews)
    Roundtrip • New York (EWR) - Orlando (MCO)
    EWR - MCO • Nonstop MCO - EWR • Nonstop
    Save 100% on your flight
    $642
    $322
    per traveler
    found 1 day ago
    Westgate Towers Resort
  • Terrace/patio
    Sep 9 - Sep 14

    Westgate Palace Hotel / Universal / I-Drive + Flight

    International Drive District
    5 nights
    4.0 star property
    9.0/10 - Wonderful (1,304 reviews)
    "Comfortable, clean, and conveniently located. Friendly and helpful staff."
    Reviewed July 31, 2026
    Roundtrip • New York (EWR) - Orlando (MCO)
    EWR - MCO • Nonstop MCO - EWR • Nonstop
    $1,010
    $453
    per traveler
    found 1 day ago
    Westgate Palace Hotel / Universal / I-Drive
  • Aerial view
    Oct 6 - Oct 11

    Westgate Vacation Villas Resort + Flight

    Kissimmee
    5 nights
    4.0 star property
    8.2/10 - Very Good (2,024 reviews)
    "The hotel is not bad had a good vacation there, but there's some stuff they should update like"
    Reviewed August 3, 2026
    Roundtrip • New York (EWR) - Orlando (MCO)
    EWR - MCO • Nonstop MCO - EWR • Nonstop
    Save 100% on your flight
    $632
    $322
    per traveler
    found 1 day ago
    Westgate Vacation Villas Resort
  • Outdoor pool
    Sep 9 - Sep 14

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

    International Drive District
    5 nights
    3.0 star property
    7.8/10 - Good (564 reviews)
    Roundtrip • New York (EWR) - Orlando (MCO)
    EWR - MCO • Nonstop MCO - EWR • Nonstop
    Save 100% on your flight
    $696
    $395
    per traveler
    found 1 day ago
    Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
  • Reception
    Sep 3 - Sep 9

    Seasons Florida Resort + Flight

    Kissimmee
    6 nights
    2.0 star property
    9.0/10 - Wonderful (3,774 reviews)
    Roundtrip • New York (EWR) - Orlando (MCO)
    EWR - MCO • Nonstop MCO - EWR • Nonstop
    Save 100% on your flight
    $579
    $332
    per traveler
    found 1 day ago
    Seasons Florida Resort

Live Oak Island Hotel Deals

Exterior

Holiday Inn Express & Suites Orange City - Deltona by IHG

Holiday Inn Express & Suites Orange City - Deltona by IHG
2.5 star property
5.8 mi from Live Oak Island
9.2 out of 10, Wonderful, (1,003 reviews)
"Coffee was great, breakfast fine, place clean"
$88 nightly
The price is $99
Aug 23 - Aug 24
Total with taxes and fees
Holiday Inn Express & Suites Orange City - Deltona by IHG
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
See all properties in Live Oak Island
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.