Windmill Harbor Vacations from $704

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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.
Hotel Tybee

Hotel Tybee

2.5 out of 5
South Beach
Save 100% on your flight
Price was $996, price is now $704 per person
$704
per person
Jun 7 - Jun 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
7.6/10 Good! (1,163 reviews)
We had a 4th floor room and had a complete ocean view. Everything was very nice. My only complaint was the shower water pressure was pretty low. Check in was great the manager gave us an upgrade and a lot of info for the area.Check out was easy, just a call and leave your keys in the room and you're on your way.

Reviewed on Mar 14, 2026

River Street Inn

River Street Inn

4 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $1,565, price is now $1,069 per person
$1,069
per person
May 5 - May 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Savannah (SAV)
9/10 Wonderful! (1,761 reviews)
Historic but updates and very clean!

Reviewed on Mar 20, 2026

Free Parking 2 Units in Walkable Historic District The Juliette by Avantstay

Free Parking 2 Units in Walkable Historic District The Juliette by Avantstay

3 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $2,275, price is now $1,593 per person
$1,593
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
No reviews
2 Units w/ Free Parking Walkable Historic District The Juliette by Avantstay

2 Units w/ Free Parking Walkable Historic District The Juliette by Avantstay

3 out of 5
Historic Downtown Savannah
Save 100% on your flight
Price was $2,408, price is now $1,714 per person
$1,714
per person
Apr 20 - Apr 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
No reviews
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 $1,038, price is now $750 per person
$750
per person
Jun 7 - Jun 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Savannah (SAV)
9.4/10 Exceptional! (1,511 reviews)
The hotel is extremely aesthetically pleasing. I didn’t look at many photos before booking so I was very surprised. The person that completed the interior design should receive an award. The rooms were clean, the staff was friendly, and the hotel is in a perfect location nearby countless restaurants and bars. This was my first trip to Savannah and I’ll definitely stay at this property when I visit again. Thank you for your hospitality.

Reviewed on Mar 17, 2026

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Discover the most popular places to visit in Windmill Harbor

Crystal ball in the dune.

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
HiltonHeadIsland_ColignyPlaza_6134196_0004

Coligny Plaza

You can browse for the perfect souvenirs at Coligny Plaza during your stay in Hilton Head Island. Wander the beautiful beaches and seaside in this family-friendly area.

Coligny Plaza
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

What to do in Windmill Harbor

Small Group Hilton Head Morning Dolphin and Donut Cruise

Small Group - 6 Passengers - Morning Dolphin and Donut Cruise

$55
per adult
Small Group - 6 Passengers - Morning Dolphin and Donut Cruise
Picture 10 for Activity Hilton Head Island: Disappearing Island and Dolphin Tour

Hilton Head Island: Disappearing Island and Dolphin Tour

$55
per adult
Hilton Head Island: Disappearing Island and Dolphin Tour
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

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
$272 nightly
The price is $299 total per night from Mar 26 to Mar 27
$299 total
Mar 26 - Mar 27
Total with taxes and fees
8.6/10 Excellent! (1,238 reviews)
Pool was barely useable due to them refusing to keep heater on so kids/families could swim

Reviewed on Mar 20, 2026

Sonesta Resort 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
$206 nightly
The price is $227 total per night from Mar 22 to Mar 23
$227 total
Mar 22 - Mar 23
Total with taxes and fees
8.8/10 Excellent! (1,093 reviews)
A wonderful one-night stay on our way up the East Coast.

Reviewed on Mar 20, 2026

Beach House Resort Hilton Head
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
$231 nightly
The price is $254 total per night from Mar 29 to Mar 30
$254 total
Mar 29 - Mar 30
Total with taxes and fees
8.4/10 Very Good! (1,421 reviews)
Great experience from check in to checkout. Staff was friendly and helpful. Loved this resort and will definitely stay there again.

Reviewed on Mar 20, 2026

Hilton Beachfront Resort & Spa Hilton Head Island
See all 13,718 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 $704 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.