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Windmill Harbor Vacation Rentals

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Our top choices for Windmill Harbor vacation rentals

1. Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Marriott's Harbour Point and Sunset Pointe at Shelter Cove
3.5 star property
Mid Island
9.2 out of 10, Wonderful, (156 reviews)
"Very nice place to stay "
United States
Alejandro
$287 nightly
The price is $316
Sep 14 - Sep 15
Total with taxes and fees
Marriott's Harbour Point and Sunset Pointe at Shelter Cove

2. Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (131 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
$282 nightly
The price is $310
Sep 9 - Sep 10
Total with taxes and fees
Disney's Hilton Head Island Resort

3. Marriott's Heritage Club

Marriott's Heritage Club
3.5 star property
Sea Pines
9.4 out of 10, Exceptional, (71 reviews)
"Great Villa! Very roomy and excellent location close to everything!"
United States
Christine
$311 nightly
The price is $342
Sep 18 - Sep 19
Total with taxes and fees
Marriott's Heritage Club

4. Ocean Palms Villas at Port Royal Resort

Ocean Palms Villas at Port Royal Resort
3.5 star property
Mid Island
8.6 out of 10, Excellent, (98 reviews)
"It was perfect for our needs. Check-in was super easy!"
United States
Melanie
$484 nightly
The price is $515
Sep 13 - Sep 14
Total with taxes and fees
Ocean Palms Villas at Port Royal Resort

5. Carriage House within 5 minute walk of Old Town Bluffton

Carriage House within 5 minute walk of Old Town Bluffton
Old Town Bluffton
10.0 out of 10, Exceptional, (92 reviews)
"Very clean, and very convenient location. Host was great and communicated perfectly. We will definitely stay again."
United States
Derek
$253 nightly
The price is $278
Sep 19 - Sep 20
Total with taxes and fees
Carriage House within 5 minute walk of Old Town Bluffton

6. Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
Old Town Bluffton
9.8 out of 10, Exceptional, (96 reviews)
"Excellent location, very clean, will definitely repeat"
United States
Sean m.
$427 nightly
The price is $444
Sep 8 - Sep 9
Total with taxes and fees
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

7. EXCEPTIONAL Large and Private Villa in Palmetto Dunes Resort!! 10/10 Reviews!!!

EXCEPTIONAL Large and Private Villa in Palmetto Dunes Resort!! 10/10 Reviews!!!
Mid Island
10.0 out of 10, Exceptional, (285 reviews)
"Great host and great property! Stan does a great job and is very quick to respond."
United States
Phil W.
$396 nightly
The price is $436
Sep 19 - Sep 20
Total with taxes and fees
EXCEPTIONAL Large and Private Villa in Palmetto Dunes Resort!! 10/10 Reviews!!!

8. 8/27- 9/4 open 5 STARS Great ratings- Hidden Gem Great Lagoon/Golf/pool view

8/27- 9/4 open 5 STARS Great ratings- Hidden Gem Great Lagoon/Golf/pool view
Mid Island
9.8 out of 10, Exceptional, (160 reviews)
"Great location with nice view of the lagoon and golf course. We were in for a wedding so we didn’t get to take advantage of all the amenities during our short stay, but we would definitely book again. Close to so much, very convenient."
United States
Tim S.
$353 nightly
The price is $388
Sep 18 - Sep 19
Total with taxes and fees
8/27- 9/4 open 5 STARS Great ratings- Hidden Gem Great Lagoon/Golf/pool view

9. Ocean View Condo - Perfect location! 2 BR 2 BA

Ocean View Condo - Perfect location! 2 BR 2 BA
Mid Island
9.8 out of 10, Exceptional, (103 reviews)
"Perfect little getaway and great location! "
United States
Anonymous traveler
$345 nightly
The price is $380
Sep 9 - Sep 10
Total with taxes and fees
Ocean View Condo - Perfect location! 2 BR 2 BA

10. Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!

Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!
South End
9.8 out of 10, Exceptional, (161 reviews)
"The hosts were very accommodating, along with providing great insights into great places to visit and eat at on the island!"
United States
John P.
Serene Tides & Relaxing Sunny Days Retreat-Coligny+ Bikes-#233!

11. Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (252 reviews)
"Family orientated hotel with great pools, walk on beach access, wonderful BBQ options for self catering. Rooms are large and family orientated. Fab stay! "
Australia
Pauline
$463 nightly
The price is $509
Sep 13 - Sep 14
Total with taxes and fees
Marriott's Barony Beach Club

12. Palmetto Dunes Golf Getaway: Pool + Beach Access!

Palmetto Dunes Golf Getaway: Pool + Beach Access!
4.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"Communication with owner is excellent and villa is located in great location "
United States
minoshka
$362 nightly
The price is $398
Sep 7 - Sep 8
Total with taxes and fees
Palmetto Dunes Golf Getaway: Pool + Beach Access!

13. Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa

Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa
Sea Pines
9.4 out of 10, Exceptional, (72 reviews)
"Great place to stay especially for the Heritage Golf Tournament, walking distance is perfect."
United States
J. S.
$512 nightly
The price is $563
Sep 7 - Sep 8
Total with taxes and fees
Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa

14. Lagoon View Resort Villa - Walk to the Beach!

Lagoon View Resort Villa - Walk to the Beach!
Mid Island
9.4 out of 10, Exceptional, (51 reviews)
"We completely enjoyed our visit. The condo was clean and in a great location. The owners communicated easily."
United States
meredith l.
$342 nightly
The price is $376
Sep 7 - Sep 8
Total with taxes and fees
Lagoon View Resort Villa - Walk to the Beach!

15. Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!

Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!
Mid Island
10.0 out of 10, Exceptional, (220 reviews)
"Communication with the host for the place/property was on point!"
United States
drew f.
$366 nightly
The price is $403
Sep 8 - Sep 9
Total with taxes and fees
Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!

16. Direct Ocean Front First Floor 1BR/1Bath Condo

Direct Ocean Front First Floor 1BR/1Bath Condo
South End
9.2 out of 10, Wonderful, (81 reviews)
"Great location directly facing the beach. We always love Seaside Villas."
United States
Jeffery T.
$349 nightly
The price is $384
Oct 1 - Oct 2
Total with taxes and fees
Direct Ocean Front First Floor 1BR/1Bath Condo

17. True Oceanfront & Across from Coligny! Walk Everywhere!

True Oceanfront & Across from Coligny! Walk Everywhere!
South End
9.8 out of 10, Exceptional, (141 reviews)
"Great location! Everything went as expected. Thank you!"
United States
Jennifer S.
$408 nightly
The price is $449
Sep 12 - Sep 13
Total with taxes and fees
True Oceanfront & Across from Coligny! Walk Everywhere!

18. Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Mid Island
10.0 out of 10, Exceptional, (156 reviews)
"Place was amazing! Highly recommend for anyone wanting to come down to HH for the weekend "
United States
Alexander A.
$385 nightly
The price is $424
Sep 7 - Sep 8
Total with taxes and fees
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

19. Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Sea Pines
10.0 out of 10, Exceptional, (109 reviews)
"This was our second time staying here and it was great both times! Great location in Sea Pines as well."
United States
Matthew I.
$335 nightly
The price is $369
Sep 13 - Sep 14
Total with taxes and fees
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

20. At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.

At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
Mid Island
10.0 out of 10, Exceptional, (154 reviews)
"Cozy condo that was perfect for our stay."
United States
Shawn K.
$266 nightly
The price is $293
Sep 13 - Sep 14
Total with taxes and fees
At beach. No price increase! Also #5406326 renovated, #2320603 panoramic view.
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.
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Top Windmill Harbor Hotel Reviews

Find out more about Windmill Harbor

Everything you need to know about Windmill Harbor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windmill Harbor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windmill Harbor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windmill Harbor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windmill Harbor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windmill Harbor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $238 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windmill Harbor rentals

At Expedia, we put the best Windmill Harbor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windmill Harbor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windmill Harbor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windmill Harbor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Windmill Harbor?

Yes, we offer vacation rentals close to the most popular attractions in Windmill Harbor, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals that Windmill Harbor has to offer?

Desoto Beach Terraces: This vacation home rental near Windmill Harbor is located on the beach and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a terrace and an arcade game room.

What can I see and do in Windmill Harbor?

While exploring the area, visit family-friendly sights like Coastal Discovery Museum, or get outside and enjoy nature at Sea Pines Forest Preserve. In the larger area, you’ll find Marine Corps Recruit Depot Parris Island and Hilton Head Zipline.

What are vacation rentals like in Windmill Harbor?

Vacation rentals are private accommodations you can book for several days or more in Windmill Harbor. Vacation rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for family trips or small group gatherings.