Windmill Harbor Vacation Packages

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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.
Thompson Savannah, by Hyatt

Thompson Savannah, by Hyatt

5 out of 5
Hitch Village - Fred Wessels Homes
Price was CA $1,571, price is now CA $1,263 per person
CA $1,263
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
9.4/10 Exceptional! (1,002 reviews)

JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

5 out of 5
Historic Downtown Savannah
Price was CA $2,408, price is now CA $1,843 per person
CA $1,843
per person
Jan 11 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Savannah (SAV)
9.4/10 Exceptional! (1,576 reviews)
Best place to stay in Savannah

Reviewed on Nov 8, 2026

River Street Inn

River Street Inn

4 out of 5
Historic Downtown Savannah
Price was CA $2,380, price is now CA $1,908 per person
CA $1,908
per person
Jan 11 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Savannah (SAV)
9.2/10 Wonderful! (2,260 reviews)

The Ann Savannah, Apartments By Marriott Bonvoy

The Ann Savannah, Apartments By Marriott Bonvoy

4 out of 5
Historic District - North
Price was CA $1,744, price is now CA $1,398 per person
CA $1,398
per person
Jan 11 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Savannah (SAV)
9.4/10 Exceptional! (277 reviews)
This place has everything especially for a small family. Very friendly and caring staff! Would 100% recommend staying at The Ann!

Reviewed on Nov 6, 2026

Hotel Bardo Savannah

Hotel Bardo Savannah

5 out of 5
Historic Downtown Savannah
Price was CA $1,674, price is now CA $1,350 per person
CA $1,350
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Savannah (SAV)
9.4/10 Exceptional! (605 reviews)

Ready to book your vacation to Windmill Harbor?

 

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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
The price is CA $207 per night from Nov 16 to Nov 17
CA $207
CA $287 total
Nov 16 - Nov 17
includes taxes & fees
Hilton Beachfront Resort & Spa Hilton Head Island
Palmera Inn and Suites

Palmera Inn and Suites

3 out of 5
12 Park Ln Hilton Head Island SC
Fully refundableReserve now, pay when you stay
The price is CA $99 per night from Dec 1 to Dec 2
CA $99
CA $143 total
Dec 1 - Dec 2
includes taxes & fees
9/10 Wonderful! (1,535 reviews)
"I was very surprised at the room when I walked through the door. I was not expecting it to be set up with everything a kitchen needs. The room was absolutely spotless and the staff was incredible. Thank you very much fornthe hospitality, I greatly appreciate it."

Reviewed on Nov 8, 2026

Palmera Inn and Suites
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
The price is CA $213 per night from Nov 29 to Nov 30
CA $213
CA $301 total
Nov 29 - Nov 30
includes taxes & fees
8.8/10 Excellent! (1,573 reviews)
"Parking staff was prompt and very helpful."

Reviewed on Nov 8, 2026

Sonesta Resort Hilton Head Island
See all 13,350 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Windmill Harbor

Hilton Head Island: Sunset Dolphin Cruise

Hilton Head Island: Sunset Dolphin Cruise

CA $71
per adult
98% of travellers recommend
Hilton Head Island: Sunset Dolphin Cruise
Hilton Head Island Dolphin Boat Cruise

Hilton Head Island Dolphin Boat Cruise

CA $57
per adult
98% of travellers recommend
Hilton Head Island Dolphin Boat Cruise
Hilton Head Island: Dolphin Watching Cruise with Donuts

Hilton Head Island: Dolphin Watching Cruise with Donuts

CA $83
per adult
Hilton Head Island: Dolphin Watching Cruise with Donuts
See all activities in Windmill Harbor

Frequently asked questions

How much does a Windmill Harbour vacation package cost?
You can pick up a vacation package to this destination from CA $1,263 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.