Windmill Harbor Holidays

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    Better together
    Save up to S$134 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Windmill Harbor

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 S$414 per night from 9 Jul to 10 Jul
S$414
9 Jul - 10 Jul
includes taxes & fees
8.4/10 Very Good! (1,308 reviews)
"Loved idea of a pool & bar with beach within walking. Some bar staff were helpful & personable, while others were not, a couple groups standing together talking therefore not very attentive to their customers. I would recommend better security, we just walked in any door from the outside without ..."

Reviewed on 30 Jun, 2025

Hilton Beachfront Resort & Spa 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
The price is S$384 per night from 3 Aug to 4 Aug
S$384
3 Aug - 4 Aug
includes taxes & fees
8.8/10 Excellent! (665 reviews)
"great location"

Reviewed on 2 Jul, 2025

Beach House Resort Hilton Head
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 S$479 per night from 6 Jul to 7 Jul
S$479
6 Jul - 7 Jul
includes taxes & fees
8.4/10 Very Good! (1,013 reviews)
"This was the 2nd time that I stayed here and it was awesome."

Reviewed on 1 Jul, 2025

Sonesta Resort Hilton Head Island
See all 13,783 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.

Frequently asked questions

How much does a Windmill Harbour holiday package cost?
You can grab a holiday package to this popular destination on Expedia. But how much your holiday to Windmill Harbour costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Windmill Harbour?
You can generally find lower rates and greater availability in January, February and November. Check out our cheap Windmill Harbour holiday packages and you could score some great off-season discounts.
How many days is enough for Windmill Harbour?
With a well-organised travel plan, you can easily hit the top Windmill Harbour sights in a handful of days. But if you prefer to explore off the beaten track or go on day tours, consider booking your Windmill Harbour holiday for longer.
How to find the best Windmill Harbour package deals?
Use Expedia's filters to help you find some terrific Windmill Harbour 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 Harbour 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 holiday package as early as possible.
Is it cheaper to book a Windmill Harbour holiday as a package?
Expedia holiday 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 personalised Windmill Harbour holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday package to Windmill Harbour?
If you have your Windmill Harbour 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 Harbour?

  1. Choose when to get away: Check your schedule and get your bags packed. Your favourite season and the activities on offer will also help you decide when to visit Windmill Harbour.
  2. Set a budget: Factor in costs such as flights, food and transportation when working out how much to put aside for your trip to Windmill Harbour. Then, select a property that matches your budget, whether that's an economical option or a high-end retreat.
  3. Decide your trip length: Consider how long you'd like to spend discovering Windmill Harbour. Plan your days so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Windmill Harbour holiday package.

Popular places to visit

Palmetto Dunes Tennis & Pickleball Center

You can take time to visit Palmetto Dunes Tennis & Pickleball Center during your travels to Hilton Head Island.

Palmetto Dunes Tennis & Pickleball Center

What to do in Windmill Harbor

Hilton Head Island: Round-Trip Daufuskie Island Ferry

Hilton Head Island: Round-Trip Daufuskie Island Ferry

S$54
per adult
80% of travellers recommend
Hilton Head Island: Round-Trip Daufuskie Island Ferry
Hilton Head Island Dolphin Boat Cruise

Hilton Head Island Dolphin Boat Cruise

S$51
per adult
92% of travellers recommend
Hilton Head Island Dolphin Boat Cruise
Hilton Head Island: Pirate Cruise on the Black Dagger

Hilton Head Island: Pirate Cruise on the Black Dagger

S$54
per adult
90% of travellers recommend
Hilton Head Island: Pirate Cruise on the Black Dagger
See all activities in Windmill Harbor

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.