Hilton Head Island Vacation Rentals from $95: Search Short-Term Rentals

Q: What are some of the best vacation rentals that Hilton Head Island has to offer?

New Four BR Luxury Vacation Home on Hilton Head : Visitors give good reviews to this Hilton Head Island vacation home rental, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a microwave, so you can cook with friends or family. Other favorite homes for rent in Hilton Head Island are Palmetto Dunes, pool, hot tub, walk to beach, dog friendly, bikes, sleeps 15 and Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380 .

A coastal town with a lighthouse, marina, and golf course.

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Our top choices for Hilton Head Island vacation rentals

A covered outdoor seating area with a view of the sunset over a body of water.

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

Mid Island

Gary T

$87 nightly

Nov 30 - Dec 1

Total with taxes and fees

A hotel entrance with a grand staircase, a covered walkway, and a brick-paved area.

2. Marriott's Harbour Club

Sea Pines

Mark

$103 nightly

Dec 11 - Dec 12

Total with taxes and fees

A beachside resort with a swimming pool, lounge chairs, and a small building, likely a lifeguard station.

3. Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

Mid Island

Dora D.

$288 nightly

Nov 18 - Nov 19

Total with taxes and fees

A sandy beach with tall grasses in the foreground and a clear blue sky.

4. Oceanfront Hilton Head Island Condo w/ Pool!

South End

Beverly

$273 nightly

Nov 15 - Nov 16

Total with taxes and fees

A bedroom with a large bed, a nightstand with a lamp, a dresser, and a window with curtains.

5. Cute Condo close to Coligny Beach

South End

Matilda F.

$154 nightly

Nov 15 - Nov 16

Total with taxes and fees

6. Seas the Day! Beach & Sun, with Bikes & Chairs

South End

Robert

$236 nightly

Nov 14 - Nov 15

Total with taxes and fees

7. Feelin Tip'Sea-Oceanview Retreat Steps to Beach

South End

Sherri P.

$236 nightly

Nov 14 - Nov 15

Total with taxes and fees

A deck with sun loungers overlooking a natural landscape.

8. Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

South End

Victor A.

$260 nightly

Nov 15 - Nov 16

Total with taxes and fees

9. Coastal Nest - Oceanviews! Near Coligny

South End

Ellie

10. Shore To Please! Oceanview couples retreat w/bikes

South End

Christopher R.

An aerial view of a resort with multiple buildings, a central swimming pool, and a beach in the background.

11. Marriott's Grande Ocean

South End

Robert Alan

$216 nightly

Nov 30 - Dec 1

Total with taxes and fees

A spacious living area with a high ceiling, large windows, and a central seating arrangement.

12. Marriott's Heritage Club

Sea Pines

Christine

$130 nightly

Dec 14 - Dec 15

Total with taxes and fees

13. Castaways King Villa on Beach, Free Bikes!

South End

Kathleen

$245 nightly

Nov 14 - Nov 15

Total with taxes and fees

A multi-story building with balconies, surrounded by various tropical plants and a clear view of the ocean.

14. Beach Daze-Gorgeous new shower! Bikes Included

South End

Kathleen

$239 nightly

Nov 14 - Nov 15

Total with taxes and fees

15. Flip Flop Paradise-Steps to the Sand! Free Bikes

South End

Teena G.

$239 nightly

Nov 14 - Nov 15

Total with taxes and fees

A living room with a dining area, a sofa, a coffee table, and a TV.

16. Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse

Sea Pines

Matt K.

$276 nightly

Nov 15 - Nov 16

Total with taxes and fees

17. OceanEscape – Steps to the Beach

South End

Renee A.

$236 nightly

Nov 14 - Nov 15

Total with taxes and fees

A balcony with a table set for dining, overlooking a beach and a parking area with a car.

18. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

South End

Will K.

$265 nightly

Nov 15 - Nov 16

Total with taxes and fees

A wooden boardwalk leading to a beach with palm trees on either side.

19. Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach

Mid Island

Sara J.

$275 nightly

Nov 14 - Nov 15

Total with taxes and fees

A balcony with a view of the ocean, palm trees, and a building with large windows.

20. Elegance at the beach -Ocean View Villa, Gorgeous!

South End

Allison A.

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Top Hilton Head Island Hotel Reviews

A modern cafe with exposed ductwork, a brick wall, and large windows.

Drury Plaza Hotel Savannah Pooler

Pooler

10/10 Excellent

Vicki

A pool area with lounge chairs and umbrellas, surrounded by palm trees.

Hilton Grand Vacations Club Ocean Oak Resort Hilton Head

South End

10/10 Excellent

Gregory

A covered outdoor area with a pool, lounge chairs, and a sofa.

Marriott's SurfWatch

Mid Island

10/10 Excellent

Anonymous traveler

A view through large windows of a landscaped garden with a circular stone feature, surrounded by potted plants.

Montage Palmetto Bluff

Palmetto Bluff

10/10 Excellent

We visited Montage bluffton couple of days ago. We cannot describe how delighted we were from the moment we reached the hotel till we left. We were greeted at the gate and were given a cd to tell us more about bluffton history on our way to the hotel grounds. Once we reached the hotel a wonderful team greeted us. The receptionist gave my 2 year old stuffed animals that she loved. The room was nice with a spacious bathroom, consideration to little details was obvious, like umbrellas, bath...

al qudah family

A waterfront restaurant with outdoor seating and a view of the water.

Disney's Hilton Head Island Resort

Mid Island

10/10 Excellent

A modern kitchen with a built-in island, a flat-screen TV, and a coffee station.

Best Western Sea Island Inn

Historic District

10/10 Excellent

Brooke

A balcony with ornate metal railings and hanging flower baskets.

The Marshall House, Historic Inns of Savannah

Historic Downtown Savannah

10/10 Excellent

This property has preserved as much of its history as possible. The rooms are cozy with all the necessary amenities like individual thermostat, tv, and refrigerator. Bath robes are available in the closet. There is entertainment each night. We listened to a pianist and guitarist as well as a historian. The complimentary wine and cheese flowed throughout the 1.5 hours each night. There are receptionists and valet attendants at your request. The breakfast was simple and served to you by their...

Janet

A cozy hotel lobby with a Christmas tree, seating area, and a chandelier.

East Bay Inn, Historic Inns of Savannah Collection

Historic Downtown Savannah

10/10 Excellent

Stephen

Marriott's Grande Ocean

South End

10/10 Excellent

It is so nice to have a full kitchen and grills right outside, especially when you have a child with several food allergies (gluten, soy, milk and corn). And there's also a whole food close by which is great for us. The hotel staff is very friendly and accommodating. My parents were home with my 5 year old son when he locked then out of the master bedroom and the second bathroom. I called the front desk and they sent Nate (maintenance engineer) right over who opened the doors for them. He was...

Cristina

An indoor swimming pool with clear glass ceilings, multiple lounge chairs, and a view of the outdoors.

Marriott's Barony Beach Club

Mid Island

10/10 Excellent

lisa

Marriott's Heritage Club

Sea Pines

10/10 Excellent

Anonymous traveler

A Holiday Inn Express hotel with a covered entrance, columns, and a well-lit facade.

Holiday Inn Express Bluffton at Hilton Head Area by IHG

Bluffton

10/10 Excellent

Bill

A wooden boardwalk leading to a beach with a bicycle parked on it.

Marriott's Monarch at Sea Pines

Sea Pines

10/10 Excellent

Phil

Marriott's Harbour Point and Sunset Pointe at Shelter Cove

Mid Island

10/10 Excellent

Me and my family live about 2 1/2 hours away from HHI, so we come to this beautiful island several times a year. We've stayed at many different hotels during our past visits. I MUST say that this hotel was by far the nicest we've every stayed in. The cleanliness was just unbelievable. The Location was prefect. Our room faced the river and marsh, the seen was amazing. My wife didn't won't to leave. I would recommend this hotel to everyone no matter your age or family size.

Robert

A modern bar area with a long counter, multiple stools, and overhead lighting.

Staybridge Suites Savannah Historic District by IHG

Historic Downtown Savannah

10/10 Excellent

Amy

Find out more about Hilton Head Island

Everything you need to know about Hilton Head Island 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 Hilton Head Island 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 Hilton Head Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hilton Head Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hilton Head Island. 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 Hilton Head Island 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 $95 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 Hilton Head Island rentals

At Expedia, we put the best Hilton Head Island 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 Hilton Head Island 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 Hilton Head Island 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 Hilton Head Island. 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

Are there vacation rentals in Hilton Head Island?

Yes, you can find vacation rentals in Hilton Head Island close to The Sandbox, or you can select a secluded option if you're looking for a relaxing stay. Visitors like the scenic seaside and waterfront in Hilton Head Island. Make sure you have time to check out the golf courses while you're in the area.

What are some of the best vacation rentals that Hilton Head Island has to offer?

New Four BR Luxury Vacation Home on Hilton Head: Visitors give good reviews to this Hilton Head Island vacation home rental, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a microwave, so you can cook with friends or family. Other favorite homes for rent in Hilton Head Island are Palmetto Dunes, pool, hot tub, walk to beach, dog friendly, bikes, sleeps 15 and Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380.

How many vacation rentals are there in Hilton Head Island?

With 986 Expedia vacation rentals, you're sure to find just the right place for your Hilton Head Island stay.

What’s there to see and do in Hilton Head Island?

Cultural attractions include Arts Center of Coastal Carolina and Coastal Discovery Museum, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Marine Corps Recruit Depot Parris Island and River Street are other popular places to visit in the area.

What’s a vacation rental in Hilton Head Island like?

A vacation rental is a private property where you can stay for a few weeks or just a few days in Hilton Head Island. Vacation rentals provide amenities like WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for small groups.

Hilton Head Island Vacation Rentals

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Our top choices for Hilton Head Island vacation rentals

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

2. Marriott's Harbour Club

3. Steps to the beach! Newly Remodeled! New furniture STR Permit #: 072116

4. Oceanfront Hilton Head Island Condo w/ Pool!

5. Cute Condo close to Coligny Beach

6. Seas the Day! Beach & Sun, with Bikes & Chairs

7. Feelin Tip'Sea-Oceanview Retreat Steps to Beach

8. Family Beachfront Retreat: Walk to Coligny Plaza with Side Ocean Views

9. Coastal Nest - Oceanviews! Near Coligny

10. Shore To Please! Oceanview couples retreat w/bikes

11. Marriott's Grande Ocean

12. Marriott's Heritage Club

13. Castaways King Villa on Beach, Free Bikes!

14. Beach Daze-Gorgeous new shower! Bikes Included

15. Flip Flop Paradise-Steps to the Sand! Free Bikes

16. Harbour Town Gem: Serene Lagoon Views & Steps to the Lighthouse

17. OceanEscape – Steps to the Beach

18. Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380

19. Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach

20. Elegance at the beach -Ocean View Villa, Gorgeous!

Find vacation rentals that suit your style

Top Hilton Head Island Hotel Reviews

Drury Plaza Hotel Savannah Pooler

10/10 Excellent

Find out more about Hilton Head Island

Everything you need to know about Hilton Head Island vacation rentals

Hilton Head Island vacation rentals: An excellent choice for every season

How to find incredible deals on Hilton Head Island rentals

Frequently Asked Questions

Are there vacation rentals in Hilton Head Island?

What are some of the best vacation rentals that Hilton Head Island has to offer?

How many vacation rentals are there in Hilton Head Island?

What’s there to see and do in Hilton Head Island?

What’s a vacation rental in Hilton Head Island like?

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