Windmill Harbor Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
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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.
Top Windmill Harbor Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The DeSoto
Historic Downtown Savannah
CA $1,215
per person
Nov 25 - Nov 29
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Savannah (SAV)
8.8/10 Excellent! (3,117 reviews)
The location was excellent. When we checked in there was a problem with my credit card, but they kept swiping causing a fraud alert. Fun. No coffee in the room and limited serve hours downstairs at the coffee shop. Some friendly staff, but seriously
Reviewed on Sep 18, 2026
River Street Inn
Historic Downtown Savannah
CA $1,626
per person
Nov 25 - Nov 29
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Savannah (SAV)
9.2/10 Wonderful! (2,169 reviews)
Th location as excellent and the view was amazing. The only issue was they wouldn't valet park my C8 Corvette because of liability issues. I had to park across the street in a parking garage on the 6th floor and the elevator was down. My wife and I had to carry luggage down 6 flights of stairs, then across the street to the hotel. Besides all that, we really enjoyed it and we will be returning.
Reviewed on Sep 18, 2026
Municipal Grand
Historic Downtown Savannah
CA $1,572
per person
Nov 25 - Nov 29
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Savannah (SAV)
9.8/10 Exceptional! (185 reviews)
Fantastic boutique hotel. Absolutely love the mid century modern architecture and vibe. Especially when they retained so much of the original 1961 period pieces.
Reviewed on Sep 17, 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 $297
CA $385 total
Oct 5 - Oct 6
includes taxes & fees
Beach House Resort Hilton Head
1 South Forest Beach Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
CA $264
CA $352 total
Sep 30 - Oct 1
includes taxes & fees
Palmera Inn and Suites
12 Park Ln Hilton Head Island SC
Fully refundableReserve now, pay when you stay
CA $115
CA $160 total
Sep 28 - Sep 29
includes taxes & fees
9/10 Wonderful! (1,469 reviews)
"We, 5 people, stayed at a room with two queen size.beds and a pull out sofa bed. The room was clean, but the 2 queen size beds made a creaking sound whenever we changed our body position during the sleep. The breakfast was good with reasonable choices."
Reviewed on Sep 19, 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: Sunset Dolphin Watching Cruise
CA $64
per adult
Hilton Head: Guided Kayak Sunrise or Sunset Tour
CA $55
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 $1,215 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.
