Hilton Head Island Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Hilton Head Island vacation rentals

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
$476 nightly
The price is $523
May 14 - May 15
Total with taxes and fees
Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!
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)
"Relaxing and comfortable stay"
United States
cheryl j.
$267 nightly
The price is $293
May 7 - May 8
Total with taxes and fees
Tranquility by the Beach 1st Fl Sleeps 6,King Bed
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, (130 reviews)
"The room and property were incredible! Already booking my next stay"
United States
Melissa
$347 nightly
The price is $382
May 10 - May 11
Total with taxes and fees
Disney's Hilton Head Island Resort
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.
$412 nightly
The price is $427
May 7 - May 8
Total with taxes and fees
Old Town + Modern 4 BR + Fire Pit + EV Charger
Smart TV, books

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, (89 reviews)
"Great location!"
United States
Jessica G.
$348 nightly
The price is $382
May 5 - May 6
Total with taxes and fees
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
Dining

Bluffton Retreat, Pet Friendly

Bluffton Retreat, Pet Friendly
Bluffton
9.8 out of 10, Exceptional, (26 reviews)
"Host was very responsive to our needs."
United States
Margie S.
$333 nightly
The price is $366
May 4 - May 5
Total with taxes and fees
Bluffton Retreat, Pet Friendly
On the beach, sun loungers

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, (148 reviews)
"Property was clean, inviting, well apportioned and exactly as advertised. Close to beach and pool. Nice location. "
United States
Gene C.
$398 nightly
The price is $437
May 10 - May 11
Total with taxes and fees
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
Exterior

Oceanfront & Across from Coligny-Walk Everywhere!

Oceanfront & Across from Coligny-Walk Everywhere!
South End
9.8 out of 10, Exceptional, (133 reviews)
"We had a really nice stay! Great location "
United States
Stefanie
$371 nightly
The price is $408
May 4 - May 5
Total with taxes and fees
Oceanfront & Across from Coligny-Walk Everywhere!
Fridge, microwave, oven, stovetop

Gated Community, Close to beach, heated pool, golf cart available to rent

Gated Community, Close to beach, heated pool, golf cart available to rent
Mid Island
9.8 out of 10, Exceptional, (88 reviews)
"We loved staying here, the beach is close, the pool was heated and great for a kid."
United States
Geoffrey Y.
$1,200 nightly
The price is $1,320
May 5 - May 6
Total with taxes and fees
Gated Community, Close to beach, heated pool, golf cart available to rent
Terrace/patio

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. Great host. Would definitely book again. "
United States
Janice G.
$318 nightly
The price is $350
May 11 - May 12
Total with taxes and fees
Free Bikes, Parking & WiFi, Perfect couple's getaway villa with ocean view
Apartment (2 Bedrooms) | Interior

Serene Hilton Head Island Condo w/ Community Pool!

Serene Hilton Head Island Condo w/ Community Pool!
4.0 star property
South End
$395 nightly
The price is $434
May 15 - May 16
Total with taxes and fees
Serene Hilton Head Island Condo w/ Community Pool!
Beach

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, (92 reviews)
"Great place and a very convenient location!"
United States
Anonymous traveler
$430 nightly
The price is $448
May 11 - May 12
Total with taxes and fees
Luxe Condo in Old Town Bluffton + Elevator + Walkable to everything!
On the beach, sun loungers

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Mid Island
10.0 out of 10, Exceptional, (58 reviews)
"Very clean, well appointed, close to everything. Overall a great property!"
United States
Jenna B.
$501 nightly
The price is $551
May 4 - May 5
Total with taxes and fees
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!
Interior

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.
$343 nightly
The price is $377
May 13 - May 14
Total with taxes and fees
Low Country Living In Old Town Bluffton
Beach nearby

Old Town + Walk to restaurant + EV Charger

Old Town + Walk to restaurant + EV Charger
Old Town Bluffton
9.8 out of 10, Exceptional, (23 reviews)
"Great location"
United States
Linda T.
$338 nightly
The price is $352
May 4 - May 5
Total with taxes and fees
Old Town + Walk to restaurant + EV Charger
TV, DVD player

Great Panoramic Views meet Beach Modern Chic !

Great Panoramic Views meet Beach Modern Chic !
Mid Island
8.8 out of 10, Excellent, (58 reviews)
"Great family vacation & good location. "
United States
Brandi K.
$325 nightly
The price is $357
May 4 - May 5
Total with taxes and fees
Great Panoramic Views meet Beach Modern Chic !
View from property

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
$387 nightly
The price is $426
May 12 - May 13
Total with taxes and fees
Marriott's Harbour Club
Sun loungers

Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

Oceanfront with easy beach access, large pool, and tiki bar/restaurant!
Mid Island
9.6 out of 10, Exceptional, (105 reviews)
"It was very clean and had a good view. The owner was prompt on communication and helping with every question I had. "
United States
Macey B.
$327 nightly
The price is $359
May 6 - May 7
Total with taxes and fees
Oceanfront with easy beach access, large pool, and tiki bar/restaurant!
Interior

Coastal Cove Villa

Coastal Cove Villa
South End
9.8 out of 10, Exceptional, (6 reviews)
"Great central location for our trip, plenty of sleeping options (family of 5) and very clean. Host was excellent to coordinate with and check-in was a breeze!"
United States
Brian J.
$295 nightly
The price is $325
May 5 - May 6
Total with taxes and fees
Coastal Cove Villa
Sun loungers

OCEAN VIEW - TOP FLOOR

OCEAN VIEW - TOP FLOOR
Mid Island
8.8 out of 10, Excellent, (111 reviews)
"Property is a bit aged but condo was well stocked and maintained. Friendly staff and nice private ish beach. "
United States
Brian
$298 nightly
The price is $327
May 4 - May 5
Total with taxes and fees
OCEAN VIEW - TOP FLOOR
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
"Very nice and clean resort"
Mark 2-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
This month
Next month
February
July
$322
$329
Month
Price
January
$280
February
$278
March
$298
April
$306
May
$322
June
$329
July
$334
August
$322
September
$306
October
$304
November
$312
December
$305
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 Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown and Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch.

How many vacation rentals are there in Hilton Head Island?

With 944 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.