Hilton Head Island Vacation Rentals

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Our top choices for Hilton Head Island vacation rentals

Pool Time & Island Vibes! Hilton Head Getaway

Pool Time & Island Vibes! Hilton Head Getaway
3.0 star property
Mid Island
The price is CA $169
CA $591 total
includes taxes & fees
Jun 4 - Jun 5
Pool Time & Island Vibes! Hilton Head Getaway

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
Disney's Hilton Head Island Resort

Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Tranquility by the Beach 1st Fl Sleeps 6,King Bed
Mid Island
9.4 out of 10, Exceptional, (58 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is CA $215
CA $492 total
includes taxes & fees
Jun 30 - Jul 1
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

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, (93 reviews)
"Great place and a very convenient location!"
United States
Anonymous traveller
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
Old Town Bluffton
9.4 out of 10, Exceptional, (140 reviews)
"Nice house right in the middle of old town"
United States
Rick C.
The price is CA $206
CA $440 total
includes taxes & fees
Jun 7 - Jun 8
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE

Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (24 reviews)
"This is a great spot right in old town Bluffton... walking distance to lots of great shops and restaurants. Host is very communicative. Highly recommend!"
United States
Rick P.
The price is CA $219
CA $549 total
includes taxes & fees
Jun 8 - Jun 9
Old Town + Walk to restaurant + EV Charger

C & N Lodging, Bluffton, SC

C & N Lodging, Bluffton, SC
Bluffton
9.6 out of 10, Exceptional, (7 reviews)
"We had a great stay. Communication was awesome and the place was great. You couldn't ask for a better location for Bluffton. Garage apartment and was taken care of really well. If older be aware there are stairs which is no problem but may not suit everyone. Thanks Clynise for being an awesome host."
United States
Randy
The price is CA $174
CA $321 total
includes taxes & fees
Jun 7 - Jun 8
C & N Lodging, Bluffton, SC

Great views of the New River close to Savannah and Hilton Head.

Great views of the New River close to Savannah and Hilton Head.
Hardeeville
9.6 out of 10, Exceptional, (84 reviews)
"We enjoyed our stay "
United States
Edward N.
The price is CA $358
CA $594 total
includes taxes & fees
Jun 5 - Jun 6
Great views of the New River close to Savannah and Hilton Head.

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
Bluffton
9.0 out of 10, Wonderful, (12 reviews)
"Perfect spot, beautifully appointed, comfortable and private. Perfect for traveling with pet"
United States
andrea R.
The price is CA $215
CA $349 total
includes taxes & fees
Jun 29 - Jun 30
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

Marriott's Harbour Club

Marriott's Harbour Club
3.5 star property
Sea Pines
9.0 out of 10, Wonderful, (63 reviews)
"We are vacation club owner and we extended our stay with Hotels.com Harbor Club is our favorite property on HHI. "
United States
Mark
The price is CA $635
CA $699 total
includes taxes & fees
Jun 14 - Jun 15
Marriott's Harbour Club

Walk to Beach: Hilton Head Condo w/ Pool Access

Walk to Beach: Hilton Head Condo w/ Pool Access
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (5 reviews)
"Very clean and easy access to the beach "
United States
LUMINITA
The price is CA $144
CA $535 total
includes taxes & fees
Jun 16 - Jun 17
Walk to Beach: Hilton Head Condo w/ Pool Access

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
South End
9.6 out of 10, Exceptional, (153 reviews)
"Great location, unit was smaller than we expected it worked fine for 2 nights -right on beach perfect check in and hosts "
United States
Elizabeth
The price is CA $345
CA $591 total
includes taxes & fees
Jun 8 - Jun 9
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view

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, (84 reviews)
"Great location; carriage house was very nice! Offered everything we needed, very comfortable. Would definitely stay here again; highly recommend! "
United States
Anita
The price is CA $156
CA $386 total
includes taxes & fees
Jun 4 - Jun 5
Carriage House within 5 minute walk of Old Town Bluffton

Elegance at the beach -Ocean View Villa, Gorgeous!

Elegance at the beach -Ocean View Villa, Gorgeous!
South End
10.0 out of 10, Exceptional, (113 reviews)
"Our stay was perfect!"
United States
Cathy R.
The price is CA $123
CA $373 total
includes taxes & fees
Jun 9 - Jun 10
Elegance at the beach -Ocean View Villa, Gorgeous!

Great Panoramic Views meet Beach Modern Chic !

Great Panoramic Views meet Beach Modern Chic !
Mid Island
8.8 out of 10, Excellent, (59 reviews)
"The condo was absolutely perfect. Newly renovated and beautiful. We hope to stay there again! The only downside was the broken elevator in the building, but we made it work!"
United States
Marissa
The price is CA $293
CA $560 total
includes taxes & fees
Jun 4 - Jun 5
Great Panoramic Views meet Beach Modern Chic !

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, (150 reviews)
"Property was clean, inviting, well apportioned and exactly as advertised. Close to beach and pool. Nice location. "
United States
Gene C.
The price is CA $280
CA $657 total
includes taxes & fees
Jun 5 - Jun 6
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

Old Town + Modern 4 BR + Fire Pit + EV Charger

Old Town + Modern 4 BR + Fire Pit + EV Charger
Old Town Bluffton
9.4 out of 10, Exceptional, (29 reviews)
"Great house. Close to all the restaurants would come back again. "
United States
Marty H.
The price is CA $270
CA $692 total
includes taxes & fees
Jun 7 - Jun 8
Old Town + Modern 4 BR + Fire Pit + EV Charger

Charming third-floor condo- private balcony, shared pool, and steps to Coligny Plaza and the beach

Charming third-floor condo- private balcony, shared pool, and steps to Coligny Plaza and the beach
South End
9.0 out of 10, Wonderful, (24 reviews)
"Everything was good i always stay in these condos and they never disappoint."
United States
Nick B.
The price is CA $120
CA $471 total
includes taxes & fees
Jun 4 - Jun 5
Charming third-floor condo- private balcony, shared pool, and steps to Coligny Plaza and the beach

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (45 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
The price is CA $311
CA $527 total
includes taxes & fees
Jun 25 - Jun 26
Low Country Living In Old Town Bluffton

Fully Renovated! Coastal Elegance &Tranquil Beach

Fully Renovated! Coastal Elegance &Tranquil Beach
Mid Island
10.0 out of 10, Exceptional, (50 reviews)
"Clean, comfortable, adorably decorated"
United States
Anonymous traveller
The price is CA $299
CA $695 total
includes taxes & fees
Jun 4 - Jun 5
Fully Renovated! Coastal Elegance &Tranquil Beach
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 Hilton Head Island Hotel Reviews

Find out more about Hilton Head Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Hilton Head Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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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?

Beautiful 2nd Row Home, Steps to the Beach, Close to Coligny Private Pool Hot Tub: Visitors give good reviews to this Hilton Head Island vacation home rental, which is located near the beach and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a hot tub. Other favorite homes for rent in Hilton Head Island are Great Beach House-2 min. Walk to Beach, Private Splash Pool, Gas Grill, 5 min. Walk to Coligny Plaza and Hilton Ivory | 15th Hole of Harbourtown Golf Course | Private Pool + Hot Tub.

How many vacation rentals are there in Hilton Head Island?

With 999 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 Coligny Theater and Arts Center of Coastal Carolina, whereas Coligny Beach and Sea Pines Forest Preserve 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.