Hilton Head Island Vacation Rentals

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Check prices for these dates

In two weeks
May 8 - May 10
In two months
Jun 19 - Jun 21
In three months
Jul 17 - Jul 19
In four months
Aug 14 - Aug 16

Our top choices for Hilton Head Island vacation rentals

Interior

SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (64 reviews)
"Location cleanliness cozy the beach 3min walk its a great spot"
United States
kenneth
$246 nightly
The price is $271
Apr 22 - Apr 23
Total with taxes and fees
SeaClusion-Oceanview, Mini split AC, Beach Chairs
Snack bar

Disney's Hilton Head Island Resort

Disney's Hilton Head Island Resort
3.5 star property
Mid Island
9.6 out of 10, Exceptional, (128 reviews)
"While the rooms are overdue a refurbishment, this place is a wondeful resort. "
United States
Chad
$438 nightly
The price is $482
Apr 30 - May 1
Total with taxes and fees
Disney's Hilton Head Island Resort
On the beach

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, (56 reviews)
"Nice condo. Easy walk to beach."
United States
A. D.
$268 nightly
The price is $295
Apr 26 - Apr 27
Total with taxes and fees
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
House (3 Bedrooms) | Interior

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
3.0 star property
Edgefield
10.0 out of 10, Exceptional, (1 review)
"It was like home away frim home. "
United States
Willie
$468 nightly
The price is $514
May 14 - May 15
Total with taxes and fees
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
On the beach, sun loungers

Beachy chic, steps from the beach!

Beachy chic, steps from the beach!
Mid Island
9.4 out of 10, Exceptional, (58 reviews)
"The condo was clean and nicely decorated. The kitchen was well equipped. Great location - just a few minutes walk to the beach. "
United States
Ellen
$315 nightly
The price is $347
Apr 22 - Apr 23
Total with taxes and fees
Beachy chic, steps from the beach!
Property grounds

Beach Daze-Gorgeous new shower! Bikes Included

Beach Daze-Gorgeous new shower! Bikes Included
South End
9.6 out of 10, Exceptional, (18 reviews)
"Great road trip with my daughter! The place was perfect "
United States
Nicole H.
$254 nightly
The price is $279
Apr 22 - Apr 23
Total with taxes and fees
Beach Daze-Gorgeous new shower! Bikes Included
On the beach

Beauty at the Beach! Oceanview King bed free bikes

Beauty at the Beach! Oceanview King bed free bikes
South End
9.8 out of 10, Exceptional, (44 reviews)
"The host was very helpful! The place was very clean. "
United States
cindy p.
$285 nightly
The price is $314
Apr 22 - Apr 23
Total with taxes and fees
Beauty at the Beach! Oceanview King bed free bikes
Exterior

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, (136 reviews)
"Property was in a great location and everything was clean."
United States
Miranda
$299 nightly
The price is $329
Apr 26 - Apr 27
Total with taxes and fees
Heart of Historic Bluffton BEST LOCATION, Charming Cottage THIS IS THE ONE
On the beach

Subtropical Stunner-King bed & bikes! Central Air!

Subtropical Stunner-King bed & bikes! Central Air!
South End
9.8 out of 10, Exceptional, (57 reviews)
"Great place"
United States
Diane J.
$294 nightly
The price is $323
Apr 22 - Apr 23
Total with taxes and fees
Subtropical Stunner-King bed & bikes! Central Air!
On the beach

Beach Bliss, 2 Bedroom, Ocean View, Free new bikes/ Chairs!

Beach Bliss, 2 Bedroom, Ocean View, Free new bikes/ Chairs!
South End
9.8 out of 10, Exceptional, (143 reviews)
"Excellent and accommodating host! Well stocked and spacious condo. Excellent location for beach, shopping, etc. "
United States
Justin N.
$402 nightly
The price is $442
Apr 22 - Apr 23
Total with taxes and fees
Beach Bliss, 2 Bedroom, Ocean View, Free new bikes/ Chairs!
TV, books

Luxury Penthouse near Beach, Tiki Hut, Coligny

Luxury Penthouse near Beach, Tiki Hut, Coligny
South End
10.0 out of 10, Exceptional, (112 reviews)
"5 stars in all areas! Great place to bring the family."
United States
Dani D.
$504 nightly
The price is $508
Apr 22 - Apr 23
Total with taxes and fees
Luxury Penthouse near Beach, Tiki Hut, Coligny
Dining

Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.

Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.
South End
9.8 out of 10, Exceptional, (29 reviews)
"The host was so welcoming and responsive. The condo was perfect and had a chill vibe. Nearby golf at Sea Pines was exceptional. Perfectly situated for shopping, great food and the beach! "
United States
Dee B.
$474 nightly
The price is $521
Apr 22 - Apr 23
Total with taxes and fees
Gorgeous Getaway -3 pools, Tennis, Walk to Beach, Restaurants & Shopping.
On the beach

SeaRenity! Beautiful Reno! King bed! w/Bikes

SeaRenity! Beautiful Reno! King bed! w/Bikes
South End
9.6 out of 10, Exceptional, (116 reviews)
"Had a wonderful stay, great little condo on the beach"
United States
Jamie S.
SeaRenity! Beautiful Reno! King bed! w/Bikes
Apartment (1 Bedroom) | Interior

Oceanfront Hilton Head Island Condo w/ Pool!

Oceanfront Hilton Head Island Condo w/ Pool!
3.0 star property
South End
9.0 out of 10, Wonderful, (4 reviews)
"Nice!! Location great, easy instructions on entry access, nice side view of the ocean from the balcony, the host Meagan was so very nice and accommodating, very close to restaurants and stores, would love to stay here again, Thanks a million!!!! ;)"
United States
Beverly
$317 nightly
The price is $349
May 1 - May 2
Total with taxes and fees
Oceanfront Hilton Head Island Condo w/ Pool!
On the beach, sun loungers

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, (208 reviews)
"Great condo for weekend stay in HHI.Owners communicated for well and super accommodating for our stay. "
United States
Brad Z.
$360 nightly
The price is $396
Apr 22 - Apr 23
Total with taxes and fees
Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!
Exterior detail

2BR/2BA Minutes from Beach & Golf. VRBO's Avg Rate includes cleaning + fees

2BR/2BA Minutes from Beach & Golf. VRBO's Avg Rate includes cleaning + fees
Mid Island
9.8 out of 10, Exceptional, (115 reviews)
"This was a nice place to book! Close to activities, plenty of space, reasonable walk to beach. "
United States
Nikki L.
$382 nightly
The price is $420
Apr 22 - Apr 23
Total with taxes and fees
2BR/2BA Minutes from Beach & Golf. VRBO's Avg Rate includes cleaning + fees
Beach nearby

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, (28 reviews)
"Thank you so much for a wonderful stay!"
United States
Christy R.
$423 nightly
The price is $440
Apr 23 - Apr 24
Total with taxes and fees
Old Town + Modern 4 BR + Fire Pit + EV Charger
Sun loungers

OCEAN VIEW - TOP FLOOR

OCEAN VIEW - TOP FLOOR
Mid Island
8.8 out of 10, Excellent, (109 reviews)
"The place was very clean, the host was kind and helpful, and the ocean view was amazing from the balcony. Would definitely stay here again. "
United States
Jackson S.
$282 nightly
The price is $310
Apr 22 - Apr 23
Total with taxes and fees
OCEAN VIEW - TOP FLOOR
Smart TV, books

Townhome with pool - short walk to Coligny beach, restaurants, shops & more!

Townhome with pool - short walk to Coligny beach, restaurants, shops & more!
South End
10.0 out of 10, Exceptional, (28 reviews)
"We enjoyed our short trip to the beach! Beautiful place, incredible location, thoughtful hosts! Would stay again!"
United States
Kirsten C.
$455 nightly
The price is $500
Apr 22 - Apr 23
Total with taxes and fees
Townhome with pool - short walk to Coligny beach, restaurants, shops & more!
Interior

Low Country Living In Old Town Bluffton

Low Country Living In Old Town Bluffton
Bluffton
9.8 out of 10, Exceptional, (43 reviews)
"Great cottage and very close to amazing restaurants. "
United States
Annie R.
$343 nightly
The price is $377
Apr 22 - Apr 23
Total with taxes and fees
Low Country Living In Old Town Bluffton
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

Hilton Beachfront Resort & Spa Hilton Head Island

Hilton Beachfront Resort & Spa Hilton Head Island

10/10 Excellent
"The pool was comfortable, but the water was still a little cold. "
Wannelle 3-night trip
Posted 4 hours ago
Hilton Beachfront Resort & Spa Hilton Head Island

Price trends for vacation rentals in Hilton Head Island

Less expensive
More expensive
Next month
March
July
$305
Month
Price
January
$262
February
$294
March
$249
April
$290
May
$305
June
$323
July
$336
August
$320
September
$301
October
$306
November
$300
December
$301
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Hilton Head Island. Select dates and complete search for nightly totals inclusive of taxes and fees.

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 $289 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.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Hilton Head Island?

Yes, you can find vacation rentals in Hilton Head Island close to Coastal Discovery Museum, 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?

Beach. View. Suite. 1 br. 1 ba. Sleeps 5: Visitors give good reviews to this Hilton Head Island vacation home rental, which is located on the beach and has an outdoor pool, a balcony, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a garden. Other favorite homes for rent in Hilton Head Island are Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch and Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380.

How many vacation rentals are there in Hilton Head Island?

With 925 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 Coastal Discovery Museum and Coligny Theater, whereas Sea Pines Forest Preserve and Coligny Beach are a couple of picturesque spots to enjoy the outdoors. Other places in town to visit include Shipyard Golf Course and Coligny Plaza.

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.