Windmill Harbor Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Windmill Harbor Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Seawatch at Island Club
Mid Island
CA $1,979
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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
Royal Dunes Resort
Mid Island
CA $1,730
per person
Nov 21 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
9.4/10 Exceptional! (191 reviews)
The space was perfect for 4 adults and 2 children. The bedding was uncomfortable and could use an upgrade along with the living room furniture and the patio furniture. The amenities were nice and for the price I would give it 5 stars if they upgraded the furniture and bedding.
Reviewed on Aug 30, 2026
Ready to book your vacation to Windmill Harbor?
Windmill Harbor Hotel Deals
Hilton Beachfront Resort & Spa Hilton Head Island
1 Hotel Circle Hilton Head Island SC
Fully refundableReserve now, pay when you stay
CA $295
CA $383 total
Sep 7 - Sep 8
includes taxes & fees
8.4/10 Very good! (1,594 reviews)
"Wonderful stay!"
Reviewed on Aug 31, 2026
Sonesta Resort Hilton Head Island
130 Shipyard Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
CA $341
CA $441 total
Sep 27 - Sep 28
includes taxes & fees
8.8/10 Excellent! (1,482 reviews)
"Beautiful but cold temps inside"
Reviewed on Aug 31, 2026
Beach House Resort Hilton Head
1 South Forest Beach Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
CA $223
CA $306 total
Sep 1 - Sep 2
includes taxes & fees
8.6/10 Excellent! (1,466 reviews)
"room #229 never wasn't cleaned, just changing the towels, no sink and no toilet were cleaned and never was vacuumed the floor. sand and little pieces of paper were on the floor when we just arrived. But the resort and food and entertainment were just perfect.Beautiful pool and the beach view was ..."
Reviewed on Aug 31, 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.
What to do in Windmill Harbor
Hilton Head Island: Disappearing Island and Dolphin Tour
CA $76
per adult
Hilton Head Island: Sunset Dolphin Watching Cruise
CA $64
per adult
Hilton Head Island: Dolphin Cruise & Nature Tour
CA $62
per adult
80% of travellers recommend
Frequently asked questions
How much does a Windmill Harbour vacation package cost?
You can pick up a vacation package to this destination from CA $1,272 on Expedia. However, how much your vacation to Windmill Harbour costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Windmill Harbour?
January, February and November are great times to search for cheap Windmill Harbour vacation packages. Travelling in quieter months means you can usually find lower prices on flights and hotels.
How many days is enough for Windmill Harbour?
Windmill Harbour vacations come in many shapes and sizes, but to really get a feel for this place, we reckon 2 days is about right. In this timeframe, you can visit headline attractions like Coligny Plaza and Shelter Cove Harbour as well as lesser-known spots. Don't forget to visit neighbourhoods such as South Forest Beach and Folly Field either. If you're clever with your time, you can even schedule a day trip outside of Windmill Harbour too.
How to find the best Windmill Harbour package deals?
Use Expedia's filters to find some tempting Windmill Harbour package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or search for Windmill Harbour package deals in the low 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 Harbour vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Windmill Harbour vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Windmill Harbour?
If you've got your Windmill Harbour vacation dates confirmed, book early to bag some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are ideal for quick escapes.
How to plan a trip to Windmill Harbour?
- Pick the ideal time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to go to Windmill Harbour.
- Set your budget: Factor in expenses like food, flights and transportation when calculating how much to set aside for your trip to Windmill Harbour. Then, choose a hotel that suits your budget, whether that's a low-cost stay or a high-end retreat.
- Set the duration of your trip: Start by making a list of all the sights and activities you'd like to get to in Windmill Harbour. Then, estimate how long you'll need at each, including any travel time.
- Combine your airfare and accommodations: After you've nailed down your trip dates and duration, book the ideal Windmill Harbour vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
