Windmill Harbor Vacations from $589

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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.
Royal Dunes Resort

Royal Dunes Resort

3.5 out of 5
Mid Island
Save 100% on your flight
Price was $890, price is now $589 per person
$589
per person
Aug 16 - Aug 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.4/10 Exceptional! (185 reviews)
There is a food truck event on Tuesdays, bike rental delivery and so much more. The front desk staff were amazing and the place was nice and cozy for my little family. I would definitely recommend for others and would also stay again.

Reviewed on Apr 15, 2026

Ocean View at Island Club

Ocean View at Island Club

3 out of 5
Mid Island
Save 100% on your flight
Price was $1,189, price is now $801 per person
$801
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
8.8/10 Excellent! (13 reviews)
Front desk customer service was awful. The worst

Reviewed on May 12, 2026

JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $922, price is now $637 per person
$637
per person
Jul 19 - Jul 23
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.4/10 Exceptional! (1,570 reviews)
Not your average hotel, it's a renovated power plant. Nicely decorated and clean.

Reviewed on May 25, 2026

Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,140, price is now $797 per person
$797
per person
Aug 15 - Aug 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.4/10 Exceptional! (461 reviews)
Everything at the Bardo was excellent. The staff, accommodations, and amenities were all great. We will be back

Reviewed on May 26, 2026

South Beach Serenity by Avantstay Private Pool + Beach Access

South Beach Serenity by Avantstay Private Pool + Beach Access

3 out of 5
Sea Pines
Save 100% on your flight
Price was $7,148, price is now $5,015 per person
$5,015
per person
Jul 14 - Jul 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Savannah (SAV)
No reviews
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Discover the most popular places to visit in Windmill Harbor

Coligny Beach

Coligny Beach

If a restful vacation is part of your travel plans, Coligny Beach might be the perfect place to seek out during your trip to Hilton Head Island. Wander the seaside and forest while you're in the area.

Coligny Beach
Shelter Cove Marina, Hilton Head Island, Shutterstock ID 1233599833, Purchase Order: SP-1891 Wave 0, Client/Licensee: Hotels.com

Shelter Cove Harbour

Explore the waterfront of Shelter Cove Harbour and enjoy other activities such as golfing in Hilton Head Island. Wander the beautiful beaches and seaside in this family-friendly area.

Shelter Cove Harbour
Leuchtturm Hilton Head Island

Harbour Town Lighthouse

You can find out about the history of Hilton Head Island when you stop by Harbour Town Lighthouse. Wander the beautiful beaches and seaside in this family-friendly area.

Harbour Town Lighthouse

What to do in Windmill Harbor

Hilton Head Dolphin Tour with Stop at Disappearing Island

Hilton Head Dolphin Tour with Stop at Disappearing Island

$55
per adult
100% of travellers recommend
Hilton Head Dolphin Tour with Stop at Disappearing Island
Small Group Hilton Head Morning Dolphin and Donut Cruise

Morning Dolphin and Donut Cruise (Up to 6 Passengers)

$55
per adult
Morning Dolphin and Donut Cruise (Up to 6 Passengers)
Hilton Head Island Dolphin Boat Cruise

Hilton Head Island Dolphin Boat Cruise

$40
per adult
98% of travellers recommend
Hilton Head Island Dolphin Boat Cruise
See all activities in Windmill Harbor

Windmill Harbor Hotel Deals

Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

4.5 out of 5
1 Hotel Circle Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$323 nightly
The price is $355 total per night from Jun 2 to Jun 3
$355 total
Jun 2 - Jun 3
Total with taxes and fees
8.4/10 Very Good! (1,512 reviews)
"The location was great! Close to beach, restaurants and stores. The smell of strong mildew by the South Tower elevators was atrocious."

Reviewed on May 26, 2026

Hilton Beachfront Resort & Spa Hilton Head Island
Beach House Resort Hilton Head

Beach House Resort Hilton Head

4 out of 5
1 South Forest Beach Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$300 nightly
The price is $330 total per night from May 27 to May 28
$330 total
May 27 - May 28
Total with taxes and fees
8.8/10 Excellent! (1,247 reviews)
"This was my 2nd visit to the beach house, we had no hot water both trips due to boiler room issues, also the television would not work, and all ice machines were out of order."

Reviewed on May 26, 2026

Beach House Resort Hilton Head
Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

4 out of 5
130 Shipyard Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
$442 nightly
The price is $486 total per night from Jun 8 to Jun 9
$486 total
Jun 8 - Jun 9
Total with taxes and fees
8.8/10 Excellent! (1,346 reviews)
"Price point for a “resort” was high for the property unless you are a pet lover. Room was ok but sofa smelled a bit like dog. Expedia price was high for a parking lot view. Beach service was great but I believe that was provided by a third party. So called remodel is a dated remodel for sure."

Reviewed on May 26, 2026

Sonesta Resort Hilton Head Island
See all 13,428 properties in Windmill Harbor
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 $589 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?

  1. Pick your travel dates: What you plan to do in Windmill Harbor and your preferred season can help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.
  5. 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.
  6. 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.