Live Oak Island Vacation Packages

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Top Live Oak Island Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was CA $1,191, price is now CA $752 per person
CA $752
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (3,656 reviews)
This was a nice place to stay. Rooms were clean and staff was outstanding and went above and beyond to accommodate any request. I really appreciated all the staff and how hard they work. I would definitely stay here again. It's close to all shopping, amusement parks and plenty of dining options close by within walking distance.

Reviewed on Jun 23, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was CA $1,321, price is now CA $844 per person
CA $844
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very good! (6,626 reviews)
I loved the resort. The staff was great. They engaged were vert engaging. They truly took the time to listen attentively, and responded professionally. They went above and beyond my expectations to arrange for my accommodations. I would highly recommend this resort to families and seniors.

Reviewed on Jun 24, 2026

The Bear's Den Resort Orlando

The Bear's Den Resort Orlando

5 out of 5
Reunion
Price was CA $3,496, price is now CA $2,363 per person
CA $2,363
per person
Sep 6 - Sep 10
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
7.8/10 Good! (24 reviews)
Great place , I recommend it to everyone.

Reviewed on Jan 8, 2025

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was CA $1,743, price is now CA $1,189 per person
CA $1,189
per person
Aug 24 - Aug 30
found 23 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9.6/10 Exceptional! (1,131 reviews)
We choose to stay at the Delaney hotel everytime we come to Orlando. We love staying here. The hotel is very well-maintained and the staff is always pleasant. We will stay here again next year.

Reviewed on Jun 22, 2026

Lifetime of Vacations Resort

Lifetime of Vacations Resort

3 out of 5
Price was CA $1,418, price is now CA $1,011 per person
CA $1,011
per person
Sep 5 - Sep 12
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9.4/10 Exceptional! (170 reviews)
The staffs were super understanding and kind! Sweetest people ever!!

Reviewed on Jun 13, 2026

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Live Oak Island Hotel Deals

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
The price is CA $124 per night from Jun 28 to Jun 29
CA $124
CA $142 total
Jun 28 - Jun 29
includes taxes & fees
8.4/10 Very good! (2,059 reviews)
"very clean, great location"

Reviewed on Jun 24, 2026

La Quinta Inn & Suites by Wyndham Orlando Lake Mary
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
The price is CA $162 per night from Jul 6 to Jul 7
CA $162
CA $187 total
Jul 6 - Jul 7
includes taxes & fees
9/10 Wonderful! (1,479 reviews)
"Ok"

Reviewed on Jun 24, 2026

Hilton Orlando/Altamonte Springs
Embassy Suites by Hilton Orlando North

Embassy Suites by Hilton Orlando North

3.5 out of 5
225 Shorecrest Dr Altamonte Springs FL
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Jul 1 to Jul 2
CA $180
CA $208 total
Jul 1 - Jul 2
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"We appreciate the staff members who are working there. Breakfast is great and the rooms are very clean and our space was quiet."

Reviewed on Jun 23, 2026

Embassy Suites by Hilton Orlando North
See all 1,011 properties in Live Oak Island
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.
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Discover the most popular places to visit in Live Oak Island

Deland Country Club

Enjoy a round of golf in DeLand at Deland Country Club. Wander around the parks or experience the area's live music.

Deland Country Club

What to do in Live Oak Island

Daytona Beach: Luau with Polynesian Dinner and Live Show

Daytona Beach: Luau with Polynesian Dinner and Live Show

CA $73
per adult
94% of travellers recommend
Daytona Beach: Luau with Polynesian Dinner and Live Show
Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour

Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour

CA $165
per adult
100% of travellers recommend
Rock Springs 2-Hour Glass Bottom Guided Kayak Eco Tour
Zipline Adventure through Tuscawilla Park

Zipline Adventure through Tuscawilla Park

CA $82
per adult
100% of travellers recommend
Zipline Adventure through Tuscawilla Park
See all activities in Live Oak Island

Frequently asked questions

Can I cancel my flight booking to Live Oak Island due to COVID-19?
If you haven't booked yet, read the terms and conditions of your preferred airline. If you've already locked in your flight to Live Oak Island, make use of our Customer Service Portal. The information here will help you work out which COVID-19 policies are applicable to your reservation and provide advice on the next steps.
What's the best way to find cheap flights to Live Oak Island that have flexible change policies?
At Expedia, we've been channeling our inner yogi to deliver you the most flexible fares around. Just click on "No change fee" right underneath the "Flexible change policies" filter to find the best flights to Live Oak Island.
What are some of the general tips for travelers to Live Oak Island during the COVID-19 outbreak?
COVID-19 has changed how the world works in so many ways, including how and where we travel. The following tips will help you understand the new challenges and get you ready for your journey to Live Oak Island:
  • Before you book a flight, see if any travel bans or restrictions apply — in both your destination and origin. Stay informed with the latest updates by reviewing official government websites.
  • You must wear a face mask throughout your travel experience, including at security checkpoints. Be ready to adjust your mask to verify your identity when asked.
  • Rather than handing a TSA officer your boarding pass, place it directly on the reader yourself. After that, hold it up for inspection.
  • One liquid hand sanitizer container is now permitted in your carry-on bag. It must be no larger than 12 oz (350 ml), and you'll need to remove it from your bag for scanning.
  • Remove personal items from your pocket, such as your wallet, coins and keys, and put them in your carry-on instead of into bins. This will reduce handling during screening.
  • If you're planning to take food through the screening checkpoint, put it in a clear plastic bag and then into a screening bin. This lessens the likelihood that a TSA employee will need to handle your food container or carry-on bag for closer inspection.

Which airlines fly to Live Oak Island?
Delta offers flights into or near Live Oak Island, including 1472 that fly into Orlando Intl. Airport (MCO) each month. Pick your vacation dates and then secure your airfare early to score the best deal.
How can I find cheap tickets to Live Oak Island?
Book well ahead, fly to or from nearby airports, use miles or points — there are plenty of ways! One more is to make use of Expedia's "flexible dates" feature. Find your Live Oak Island flight, then check out the prices for nearby dates. In the last seven days, the best price for a flight to Live Oak Island was .
How much is a flight to Live Oak Island?
In the last seven days, return flights to Live Oak Island sold for as low as and reached a maximum of . For one-way fares departing from (), the lowest price during this time was just .
What are the most popular airports to fly into in Live Oak Island?
Live Oak Island's main point of entry is Orlando Intl. Airport (MCO). Get your next thrilling journey underway by securing a fare on one of the 13460 flights per month to this destination.
When is the cheapest time to fly to Live Oak Island?
Jet off on a Tuesday to raise your chances of getting the cheapest deal to Live Oak Island. Mondays are usually the next most affordable day to depart. Saturday is generally the priciest day to fly anywhere.
How much is a plane ticket to Live Oak Island?
In the last seven days, journeys to Live Oak Island ranged between and . Prices depend on a number of things, particularly the departure time, airline, cabin class and when you make your booking.
Which airlines with flights to Live Oak Island employ COVID-19 cleanliness policies?
As passengers start traveling once again, most commercial airlines have introduced social distancing and other preventive measures to help limit the spread of COVID-19. Here are some great examples:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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