Windmill Harbor Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*
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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.
JW Marriott Savannah Plant Riverside District

JW Marriott Savannah Plant Riverside District

Historic Downtown Savannah
CA $1,677
per person
Dec 16 - Dec 21
found 11 hours ago
Roundtrip flight included
Calgary (YYC) to Savannah (SAV)
9.4/10 Exceptional! (1,565 reviews)
Stay here when visiting the area. Great access to everything in walking distance. The property is beautiful. Nice shops, great food & nightlife.

Reviewed on Oct 16, 2026

Seawatch at Island Club

Seawatch at Island Club

Mid Island
CA $1,786
per person
Dec 19 - Dec 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Savannah (SAV)
9.4/10 Exceptional! (55 reviews)
The unit was not the unit I thought we chose. The unit was old, in disrepair and smelled weird. The furniture was uncomfortable and the coffee maker did not work. I definitely would not bookmtheee again.

Reviewed on Oct 13, 2026

Hotel Bardo Savannah

Hotel Bardo Savannah

Historic Downtown Savannah
CA $2,669
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Savannah (SAV)
9.4/10 Exceptional! (588 reviews)
Perry Lane Hotel, A Luxury Collection Hotel, Savannah

Perry Lane Hotel, A Luxury Collection Hotel, Savannah

Historic Downtown Savannah
CA $1,699
per person
Dec 16 - Dec 21
found 11 hours ago
Roundtrip flight included
Calgary (YYC) to Savannah (SAV)
9.4/10 Exceptional! (1,008 reviews)
The Perry Lane is a beautiful hotel that sits away from loud high traffic areas. It is within walking distance to the river and other Savannah attractions. The staff is friendly, attentive, and accommodating. They are always ready with a smile and kind words. The ammenties which include a rooftop bar that looks over the city and faces the river, the coffee shop, and restaurant are easy to access and provide a variety of delicious eats and beverages. There is also a beautiful rooftop pool. The lobby area of the hotel has a plush sitting room with a fireplace. The rooms are spacious and well appointed. Overall, the hotel is an excellent place to stay.

Reviewed on Oct 16, 2026

Foley House Inn

Foley House Inn

Historic Downtown Savannah
CA $2,406
per person
Dec 24 - Dec 31
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Savannah (SAV)
9.4/10 Exceptional! (533 reviews)

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Windmill Harbor Hotel Deals

Sonesta Resort Hilton Head Island

Sonesta Resort Hilton Head Island

130 Shipyard Drive Hilton Head Island SC
Fully refundableReserve now, pay when you stay
CA $237
CA $328 total
Nov 1 - Nov 2
includes taxes & fees
8.8/10 Excellent! (1,554 reviews)
"Everything was great except for the bathroom. No hooks to hang towels except for a ladder on the wall 10 feet away from the shower. If you forget to hang a towel on the shower then walking across bathroom floor is slippery and causes risk of falling. Also, almost no counter space to put ..."

Reviewed on Oct 16, 2026

Sonesta Resort Hilton Head Island
Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

1 Hotel Circle Hilton Head Island SC
Fully refundableReserve now, pay when you stay
CA $243
CA $327 total
Oct 30 - Oct 31
includes taxes & fees
Hilton Beachfront Resort & Spa Hilton Head Island
Holiday Inn Express Hilton Head Island by IHG

Holiday Inn Express Hilton Head Island by IHG

10 Tanglewood Drive Hilton Head Island SC
Fully refundable
CA $169
CA $186 total
Nov 16 - Nov 17
includes taxes & fees
8.2/10 Very good! (850 reviews)
"Great breakfast! Really nice pool! Location is wonderful!"

Reviewed on Oct 15, 2026

Holiday Inn Express Hilton Head Island by IHG
See all 13,362 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.

What to do in Windmill Harbor

Picture 10 for Activity Hilton Head Island: Disappearing Island and Dolphin Tour

Hilton Head Island: Disappearing Island and Dolphin Tour

CA $76
per adult
Hilton Head Island: Disappearing Island and Dolphin Tour
Hilton Head Island: Sunset Dolphin Watching Cruise

Hilton Head Island: Sunset Dolphin Watching Cruise

CA $64
per adult
Hilton Head Island: Sunset Dolphin Watching Cruise
Hilton Head: Guided Kayak Sunrise or Sunset Tour

Hilton Head: Guided Kayak Sunrise or Sunset Tour

CA $56
per adult
Hilton Head: Guided Kayak Sunrise or Sunset Tour
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 $1,677 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.