Title: Live Oak Island Vacation Packages 2026 from $314 | 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 $314 ## 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 Save 100% on your flight $314 per person May 3 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Orlando (MCO) 8/10 Very Good! (1,820 reviews) Housekeeping apparently costs $180 USD unless you're there for over 14 days to then qualify for house keeping on day 15 free of charge. Our pool towels were missing from our room and the playpen we requested for our baby was broken. The pools were filled with debris (understandable seeing as there is a lot of foliage around the pools) but no maintence people clean it out throughout the day. The arcade is EXPENSIVE. The games are 20+ tickets each. The coffee stand closes in the (very) early afternoon. Front desk staff doesn't communicate well. This place nickel and dimes you for everything. The elevator had a communication failure and was beeping the entire stay. If you're looking for a family fun property like this, stay at The Grove down the road. It's better, cheaper, more updated rooms and the waterpark is included in your stay unlike this resort. Reviewed on Mar 20, 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 $354 per person Jun 10 - Jun 13 found 1 day ago Roundtrip flight included Boston (BOS) to Orlando (MCO) 8.2/10 Very Good! (5,182 reviews) I had an almost perfect stay at this hotel. The rooms were spotless, the beds felt like sleeping on a well-trained cloud, and the staff managed that rare balance of being both genuinely friendly and impressively competent (no small feat). The front desk sailor uniforms were not needed as they stood out with their exceptional service alone. That said, there’s one tiny thing keeping it from total legend status: the bar situation. Or rather, the lack of a proper one. There’s nowhere to casually sip something delightful while hanging out with your friends. A cozy, lively bar would elevate this place from “fantastic” to “I will never shut up about it.” Still, if your idea of a great stay involves comfort, style, and people who clearly know what they’re doing, this hotel absolutely delivers. Just plan your celebratory nightcap elsewhere. Reviewed on Mar 20, 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 $329 per person May 3 - May 9 found 1 day ago Roundtrip flight included Boston (BOS) to Orlando (MCO) 8.6/10 Excellent! (1,004 reviews) It was very nice, enjoyed our stay. Nice and clean. Reviewed on Mar 19, 2026 ![Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive](https://images.trvl-media.com/lodging/1000000/900000/897700/897604/w3837h2573x3y0-0a2a5f86_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive International Drive District Save 100% on your flight $529 per person May 13 - May 20 found 1 day ago Roundtrip flight included Boston (BOS) to Orlando (MCO) 7.8/10 Good! (381 reviews) Very clean. Smell Good. Good rooms Reviewed on Mar 20, 2026 ![Margaritaville Cottages Orlando by Vstays with H2O Waterpark](https://images.trvl-media.com/lodging/36000000/35110000/35109100/35109061/f3a6676e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Margaritaville Cottages Orlando by Vstays with H2O Waterpark Save 100% on your flight $921 per person May 25 - May 31 found 1 day ago Roundtrip flight included Boston (BOS) to Orlando (MCO) 9.2/10 Wonderful! (1,008 reviews) It was fabulous. A clean, safe, gorgeous resort. Very large, so a lot of walking. The walks from cottages to the pools, etc., were always enjoyable. There is so much to do! Many restaurants and activities, including a massive, family waterpark within walking distance. It is like a small city! There is a Walmart within a 5 minute drive. The cottage’s amenities were excellent. This resort caters to all ages. If you want an adult only experience, this is not it. The resort is family-friendly. Hundreds of sun loungers located around 3 large, but separately gated pools. Many private cabanas for rent. That said, very important info to know: do not call the resort front desk for anything. You need to call the Vstays desk (the number on your Expedia reservation) which has someone at it 24/7\. The two desks are literally ten feet apart, but it was very clear that they are 2 separate entities. The main resort desk will not help you or direct you to the Vstays desk, which was odd. The lobby is immense and the Vstays desk is tucked in a corner. The people at the Vstays desk were extremely helpful and accommodating! Would return in a heartbeat. A note to Expedia: although you sent our reservation information, you did not forward the very helpful information that the resort sent to you. We received it the day we returned home. It would have been helpful, but we figured it all out. Reviewed on Mar 21, 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/2026-04-22/2026-04-29/?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) #### Spec Martin Municipal Stadium Catch an event at Spec Martin Municipal Stadium during your trip to DeLand. Wander around the parks or experience the area's live music. [](https://expedia.com/Spec-Martin-Municipal-Stadium-Downtown-DeLand-Historic-District.d553248621532654417.Vacation-Attraction) ### What to do in Live Oak Island ![Daytona Beach: Luau with Polynesian Dinner and Live Show](https://mediaim.expedia.com/localexpert/46971264/4970f090-e10a-43a7-b0c8-78ff30de3125.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Daytona Beach: Luau with Polynesian Dinner and Live Show $53 per adult **92%** of travellers recommend [](https://expedia.com/things-to-do/daytona-beach-luau-with-polynesian-dinner-and-live-show.a46971264.activity-details) ![Pony rides for the littlest cowboys and cowgirls!](https://mediaim.expedia.com/localexpert/50908594/132c528f-484a-4b8f-904b-152583d9ade9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Barn Day for Little Cowboys and Cowgirls $5 per adult [](https://expedia.com/things-to-do/barn-day-for-little-cowboys-and-cowgirls.a50908594.activity-details) ![Courses are not too easy, but not too hard, just right for recreational fun.](https://mediaim.expedia.com/localexpert/1368622/0c488d42-3541-4627-83c6-663d213c4133.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) [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 $140 total Apr 2 - Apr 3 Total with taxes and fees 9/10 Wonderful! (1,314 reviews) Beautiful, the room nice and big very cozy! Staff was nice great view. Definitely recommend Reviewed on Mar 21, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F2%2F2026&endDate=4%2F3%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 $209 nightly $231 total Apr 9 - Apr 10 Total with taxes and fees 8.8/10 Excellent! (1,203 reviews) very pleasant stay/very good food in the dining room Reviewed on Mar 21, 2026 [](https://expedia.com/Hotel-Search?startDate=4%2F9%2F2026&endDate=4%2F10%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! (2,047 reviews) Quiet safe feeling area. Clean, nice room Reviewed on Mar 22, 2026 [](https://expedia.com/Hotel-Search?startDate=3%2F30%2F2026&endDate=3%2F31%2F2026&selected=104252&PinnedHotelID=104252&HadPinnedHotel=true®ionId=553248635976197785) [See all 951 properties in Live Oak Island](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F23%2F2026&endDate=3%2F24%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. 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