Title: Live Oak Island Vacation Packages 2026 from $289 | Expedia.com [Live Oak Island Travel Guide](https://expedia.com/Live-Oak-Island.dx553248635976197785)[Hotels in Live Oak Island](https://expedia.com/Live-Oak-Island-Hotels.d553248635976197785.Travel-Guide-Hotels)[Vacation Rentals in Live Oak Island](https://expedia.com/Live-Oak-Island-Vacation-Rentals.d553248635976197785.Travel-Guide-VacationRentals)[Flights to Live Oak Island](https://expedia.com/Cheap-Flights-To-Live-Oak-Island.d553248635976197785.Travel-Guide-Flights)[Car Rentals in Live Oak Island](https://expedia.com/Car-Rentals-In-Live-Oak-Island.d553248635976197785.Car-Rental-Guide) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_packages.jpeg?impolicy=fcrop&w=1200&h=300&q=medium) # Live Oak Island Vacations from $289 ## 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 Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Vacation Villas Resort $289 per person May 9 - May 15 found 1 hour ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Orlando (MCO) 8/10 Very Good! (1,820 reviews) Average resort but worth trying out. Reviewed on Mar 29, 2026 ![Palazzo Lakeside Hotel](https://images.trvl-media.com/lodging/1000000/20000/14800/14701/f253be82_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Palazzo Lakeside Hotel $372 per person Jun 11 - Jun 14 found 1 day ago Roundtrip flight included Boston (BOS) to Orlando (MCO) 8.2/10 Very Good! (5,182 reviews) I had a wonderful stay at Palazzo Hotel Orlando and would absolutely recommend it. From the moment I arrived, the staff was warm, welcoming, and attentive, making the check-in process smooth and stress-free. The rooms were clean, spacious, and well-maintained, with comfortable bedding that made it easy to relax after a long day out in Orlando. I also appreciated the quiet atmosphere—it felt like a peaceful escape while still being close to all the major attractions. The property itself was well-kept, and the amenities added to the overall experience. Whether you’re visiting for leisure or a quick getaway, this hotel offers great value for the price. Overall, a pleasant, comfortable stay with excellent service. I’d definitely come back again! Reviewed on Mar 29, 2026 ![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/62319b88_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Town Center Resort Save 100% on your flight $439 per person Jun 16 - Jun 23 found 1 day ago Roundtrip flight included Boston (BOS) to Orlando (MCO) 8/10 Very Good! (1,510 reviews) It was okay/good, but exactly what we paid for or maybe better. I was a little worried with how low the price was, but it ended up being very clean with comfy beds, pleasant atmosphere with onsite food options and activities. Not sure what consitutes the different levels of stars but I've stayed in worse 4 star hotels. Reviewed on Mar 28, 2026 ![Westgate Cocoa Beach Resort](https://images.trvl-media.com/lodging/1000000/860000/852400/852306/e2b1c912_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Cocoa Beach Resort $832 per person May 4 - May 9 found 8 hours ago Roundtrip flight included Boston (BOS) to Orlando (MCO) 8.6/10 Excellent! (525 reviews) Came down for spring break as a solo mom with two kids ages 9 and 7\. We originally booked the Beachside Hotel and upon checking we immediately checked out and got a last minute room at Westgate for 4 nights. The front desk crew was super welcoming to us (thanks Ro and Amy) and when we got to our super clean suite with big comfy beds we were so relieved! The next day the resort looked even better in the daylight. The beach spot is fantastic, you can rent chairs and umbrellas and boogie boards each day (but get there not too long after 9am they do sell out). My kids spent hours boogie boarding at the beach and it was never too crowded. We would bop back over to Westgate’s pool, lazy river, and splash pad and have lunch from the tiki bar (hi Mikayla!! Our awesome server all week). My only suggestions are that they provide more toiletries (body lotion and bigger or more bottles of shampoo & conditioner). I also had to call and press to get the room cleaned on day 2, that was a little unclear (housekeeping). They did provide plenty of fresh clean towels for bathrooms and pool when we would call down they would quickly come up and switch them out. I was bummed we couldn’t get a room with a view, the room we got faced the busy road, however, with the bathrooms tucked in the back of the room it was super quiet. I was very impressed with the cleanliness of the resort - both the rooms and common spaces and the pool and water play areas. We felt very safe and taken care of! Reviewed on Mar 27, 2026 ![Westgate Towers Resort](https://images.trvl-media.com/lodging/1000000/180000/170900/170878/0a149867_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Westgate Towers Resort Save 100% on your flight $395 per person Jun 16 - Jun 23 found 3 hours ago Roundtrip flight included Boston (BOS) to Orlando (MCO) 8.6/10 Excellent! (1,004 reviews) grounds were not kept well - service quick, efficient. comfortable room with enjoyable in room hot tub. Reviewed on Mar 28, 2026 Don't see what you're looking for? See all available trips from Columbus to Live Oak Island [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-29/2026-05-06/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=DAB&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ### Discover the most popular places to visit in Live Oak Island ![Skydive DeLand skydivers with parachutes open landing in Deland, Florida.](https://images.trvl-media.com/place/553248621532654446/7b4cff11-c6c3-46eb-ae7e-47ce484bf3a4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Skydive DeLand Catch an event at Skydive DeLand during your trip to DeLand. Wander around the parks or experience the area's live music. [](https://expedia.com/Skydive-DeLand-DeLand.d553248621532654446.Vacation-Attraction) #### Stetson University Enjoy the collegiate vibe when you visit Stetson University, during your travels in DeLand. Wander around the parks or experience the area's live music. [](https://expedia.com/Stetson-University-DeLand.d553248621532654420.Vacation-Attraction) #### Stetson Mansion You can browse the exhibits at Stetson Mansion, a museum with a story of its own, during your trip to West De Land. Wander around the parks or experience the area's live music. [](https://expedia.com/Stetson-Mansion-DeLand.d553248621532654409.Vacation-Attraction) ### What to do in Live Oak Island ![Zipline Adventure through Tuscawilla Park](https://mediaim.expedia.com/localexpert/1368622/0b2101d3-56d4-478d-b72e-a7e5077ddc8d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Zipline Adventure through Tuscawilla Park $59 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/zipline-adventure-through-tuscawilla-park.a1368622.activity-details) ![ St. Johns River Cruise - Blue Spring State Park ](https://mediaim.expedia.com/localexpert/47059022/c5a8cb3e-dc55-4044-b1d1-a3fab66768ec.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### St. Johns River Cruise - Blue Spring State Park $38 per adult [](https://expedia.com/things-to-do/st-johns-river-cruise-blue-spring-state-park.a47059022.activity-details) ![Orlando: Small Group Manatee Discovery Kayak Tour](https://mediaim.expedia.com/localexpert/44634788/62cfc3b6-4d56-43a8-be40-55afac851818.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Orlando: Small Group Manatee Discovery Kayak Tour $80 per adult **100%** of travellers recommend [](https://expedia.com/things-to-do/orlando-small-group-manatee-discovery-kayak-tour.a44634788.activity-details) [See all activities in Live Oak Island](https://expedia.com/things-to-do/search?rid=553248635976197785) ## Live Oak Island Hotel Deals ![Hilton Orlando/Altamonte Springs](https://images.trvl-media.com/lodging/1000000/10000/9600/9577/588f352f_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Hilton Orlando/Altamonte Springs 350 S Northlake Blvd Altamonte Springs FL Fully refundableReserve now, pay when you stay $124 nightly $141 total Apr 5 - Apr 6 Total with taxes and fees 9/10 Wonderful! (1,337 reviews) Shower dont drain well Reviewed on Mar 29, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=9577&PinnedHotelID=9577&HadPinnedHotel=true®ionId=553248635976197785) ![Lakeside Inn](https://images.trvl-media.com/lodging/1000000/10000/1600/1507/a78f89a2_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Lakeside Inn 100 N Alexander St Mount Dora FL Fully refundableReserve now, pay when you stay $170 nightly $188 total Apr 6 - Apr 7 Total with taxes and fees 8.8/10 Excellent! (1,207 reviews) Lunch and breakfast was excellent Lovely porch and dining room. Very peaceful setting for a relaxing stay. Reviewed on Mar 27, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F6%2F2026&endDate=4%2F7%2F2026&selected=1507&PinnedHotelID=1507&HadPinnedHotel=true®ionId=553248635976197785) ![La Quinta Inn & Suites by Wyndham Orlando Lake Mary](https://images.trvl-media.com/lodging/1000000/110000/104300/104252/7e38b0da_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### La Quinta Inn & Suites by Wyndham Orlando Lake Mary 1060 Greenwood Blvd Lake Mary FL Fully refundableReserve now, pay when you stay $89 nightly $102 total Mar 30 - Mar 31 Total with taxes and fees 8.4/10 Very Good! (2,065 reviews) Wonderful staff. Jim was a pleasure at the front desk. Prompt, quick check-in with full information on all policies, amenities, parking and services available. Breakfast was ready at 6:00 a.m. as promised, was hot, well prepared and lots of variety. Coffee is available 24/7\. Check-out was literally ... Reviewed on Mar 28, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F30%2F2026&endDate=3%2F31%2F2026&selected=104252&PinnedHotelID=104252&HadPinnedHotel=true®ionId=553248635976197785) [See all 958 properties in Live Oak Island](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F30%2F2026&endDate=3%2F31%2F2026®ionId=553248635976197785) 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 ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Kid Friendly Vacations [](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click) 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Savings not available on all packages.