Live Oak Island Vacations from $364

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Live Oak Island vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
Westgate Palace Hotel / Universal / I-Drive
Westgate Town Center Resort
Westgate Vacation Villas Resort
Westgate Cocoa Beach Resort
Don't see what you're looking for?
See all available trips from Columbus to Live Oak Island
View all trips

Discover the most popular places to visit in Live Oak Island

What to do in Live Oak Island

Live Oak Island Hotel Deals

Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs

4 out of 5
350 S Northlake Blvd Altamonte Springs FL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $147 total per night from May 3 to May 4
$147 total
May 3 - May 4
Total with taxes and fees
Hilton Orlando/Altamonte Springs
Lakeside Inn

Lakeside Inn

3 out of 5
100 N Alexander St Mount Dora FL
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $178 total per night from Apr 28 to Apr 29
$178 total
Apr 28 - Apr 29
Total with taxes and fees
8.8/10 Excellent! (1,212 reviews)
The stay at the Inn was peaceful and quaint. The staff was very helpful in suggesting places to visit and eat (other than at the Inn, which had nice dining facilities). Heads up though - there isn’t an elevator, so luggage has to be carried up one flight of stairs.

Reviewed on Apr 14, 2026

Lakeside Inn
La Quinta Inn & Suites by Wyndham Orlando Lake Mary

La Quinta Inn & Suites by Wyndham Orlando Lake Mary

3 out of 5
1060 Greenwood Blvd Lake Mary FL
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Apr 19 to Apr 20
$102 total
Apr 19 - Apr 20
Total with taxes and fees
8.4/10 Very Good! (2,066 reviews)
Bad breakfast variety

Reviewed on Apr 17, 2026

La Quinta Inn & Suites by Wyndham Orlando Lake Mary
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.

Find the Best Live Oak Island Vacation Packages

Live Oak Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)

More vacations you might like

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.