Windmill Harbor Vacations from $597
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Your Windmill Harbor Vacation
Say farewell to planning worries and hello to a Windmill Harbor vacation package. With your travel details organized before you go, you can focus on discovering this city, starting with Shelter Cove, which is great for cycling, shopping and golfing. You'll want to do a little exploring during your trip to Windmill Harbor. Make time for leading attractions such as Coligny Beach, Coligny Plaza and Palmetto Dunes Club. No matter your travel plans or the size of your budget, organizing a tailored Windmill Harbor vacation is a cinch with Expedia.
The Latest Windmill Harbor vacation packages
Price found within the past 48 hours. Click for updated prices.
Seawatch at Island Club
Mid Island
$1,187
per person
Oct 3 - Oct 10
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.2/10 Wonderful! (51 reviews)
Apartment was very clean! Quick walk to beach and pool. Very spacious. Would have been nice if they provided beach towels.
Reviewed on Aug 26, 2026
JW Marriott Savannah Plant Riverside District
Historic Downtown Savannah
$772
per person
Oct 9 - Oct 12
found 13 hours ago
Roundtrip flight included
Nashville (BNA) to Savannah (SAV)
9.4/10 Exceptional! (1,563 reviews)
Everything was wonderful ! This was my second visit and it was amazing both times ! I can’t wait to come back !
Reviewed on Aug 27, 2026
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See all available trips from Columbus to Windmill Harbor
View all tripsWhat to do in Windmill Harbor
Hilton Head Island: Disappearing Island and Dolphin Tour
$55
per adult
Hilton Head Island Dolphin Boat Cruise
$40
per adult
98% of travellers recommend
Morning Dolphin and Donut Cruise (Up to 6 Passengers)
$59
per adult
100% of travellers recommend
Windmill Harbor Hotel Deals
Sonesta Resort Hilton Head Island
130 Shipyard Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$288 nightly
$317 total
Sep 7 - Sep 8
Total with taxes and fees
8.8/10 Excellent! (1,476 reviews)
"The location and proximity to the beach was excellent. The beach also was not crowded at all. The pools were beautiful, clean, and excellent as well. Our room, however, didn't get cleaned the first day. There were stains on the sheets, pillow cases, and towels. There was a lot of hair and dirt in ..."
Reviewed on Aug 28, 2026
Holiday Inn Express Hilton Head Island by IHG
10 Tanglewood Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$118 nightly
$130 total
Sep 27 - Sep 28
Total with taxes and fees
8.4/10 Very Good! (764 reviews)
"Elevators and hallways were too hot. No showers or faucets to wash legs on the main level or outdoors."
Reviewed on Aug 28, 2026
Hilton Beachfront Resort & Spa Hilton Head Island
1 Hotel Circle Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$250 nightly
$275 total
Sep 7 - Sep 8
Total with taxes and fees
8.4/10 Very Good! (1,590 reviews)
"Rooms were nice and clean. Two pools bars and restaurants on resort. I really enjoyed my stay."
Reviewed on Aug 28, 2026
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 Windmill Harbor Vacation Packages
Windmill Harbor Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Savannah - Hilton Head Intl. Airport (SAV) |
Top Sights | Coligny Beach, Folly Field Beach Park and The Sandbox |
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Frequently asked questions
How much does a Windmill Harbor vacation package cost?
You can grab a vacation package to this popular destination from $597 on Expedia. But how much your vacation to Windmill Harbor costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Windmill Harbor?
October, November and December are the best times to look for cheap Windmill Harbor vacation packages. Choosing to travel in less busy periods means you'll typically find reduced prices on hotels and flights.
How many days is enough for Windmill Harbor?
The ideal duration for your Windmill Harbor vacation depends on what you'd like to do. Typically, a handful of days to a week will give you time to go to all the top attractions and explore some hidden spots along the way.
How to find the best Windmill Harbor package deals?
Use Expedia's filters to help you find some terrific Windmill Harbor package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Windmill Harbor package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Windmill Harbor vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still get the freedom to create a personalized Windmill Harbor vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Windmill Harbor?
If you have your Windmill Harbor travel dates finalized, book early to score some terrific deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Windmill Harbor?
- Pick your travel dates: What you plan to do in Windmill Harbor and your preferred season can help you decide when to get away.
- Set your budget: Factor in expenses such as flights, meals and transportation when calculating how much to set aside for your trip to Windmill Harbor. Then, pick a hotel that matches your budget, whether that's an economical stay or a more luxurious retreat.
- Use our trip planning tool to explore Windmill Harbor: Research every aspect of your trip to Windmill Harbor with this handy planner. Invite family or friends to collaborate on a group trip, search for hotels or things to do and make bookings.
- Decide how long to go away for: Now that you're up to speed on Windmill Harbor, you can work out the right length of your break. Put together a rough itinerary and allocate enough time to cover everything you want to see.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a tailored Windmill Harbor vacation package.
- Book activities and experiences ahead of time: Whether it's entrance to a major attraction or a day trip in nature, you won't have to worry about missing out on the best Windmill Harbor has to offer. Find all the fun things to do in Windmill Harbor with our dedicated activity guide.
Does Expedia offer Book Now, Pay Later Windmill Harbor vacation packages?
If you're like us, you love exploring new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Windmill Harbor vacation across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
