Hilton Head Island Vacation Rentals

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Our top choices for Hilton Head Island vacation rentals

Walk to Bars & Shops: Resort Condo in Hilton Head!

Walk to Bars & Shops: Resort Condo in Hilton Head!
3.5 star property
South End
Walk to Bars & Shops: Resort Condo in Hilton Head!

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
May 5 - May 6
Total with taxes and fees
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, (56 reviews)
"Nice condo. Easy walk to beach."
United States
A. D.
$274 nightly
The price is $302
Apr 20 - Apr 21
Total with taxes and fees
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

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, (147 reviews)
"Property was clean, inviting, well apportioned and exactly as advertised. Close to beach and pool. Nice location. "
United States
Gene C.
$382 nightly
The price is $420
Apr 19 - Apr 20
Total with taxes and fees
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, (28 reviews)
"Thank you so much for a wonderful stay!"
United States
Christy R.
$445 nightly
The price is $464
Apr 20 - Apr 21
Total with taxes and fees
Old Town + Modern 4 BR + Fire Pit + EV Charger

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
Apr 25 - Apr 26
Total with taxes and fees
Marriott's Harbour Club

2BD/2BATH Villa! Near Beach! HHR Building 3!

2BD/2BATH Villa! Near Beach! HHR Building 3!
Mid Island
9.4 out of 10, Exceptional, (11 reviews)
"Met all expectations "
United States
Bradley
$305 nightly
The price is $338
Apr 20 - Apr 21
Total with taxes and fees
2BD/2BATH Villa! Near Beach! HHR Building 3!

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
Apr 19 - Apr 20
Total with taxes and fees
Gated Community, Close to beach, heated pool, golf cart available to rent

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.
$499 nightly
The price is $549
Apr 20 - Apr 21
Total with taxes and fees
Oceanside Resort! King Master Suite, Sleeps 6, Walk to the Beach!

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

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!

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

Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private
Bluffton
8.8 out of 10, Excellent, (11 reviews)
"Perfect spot, beautifully appointed, comfortable and private. Perfect for traveling with pet"
United States
andrea R.
$216 nightly
The price is $218
Apr 21 - Apr 22
Total with taxes and fees
Sweet Nest Bluffton Cottage • Fenced in yard • Pet-Friendly • Gazebo • Private

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, (67 reviews)
"It was a nice place to stay at. There was a hiccup with the cleaning but the owner was very apologetic - made it right so all good. "
United States
Shelly N.
$501 nightly
The price is $551
Apr 21 - Apr 22
Total with taxes and fees
Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa

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.
$373 nightly
The price is $390
May 5 - May 6
Total with taxes and fees
Old Town + Walk to restaurant + EV Charger

Marriott's Grande Ocean

Marriott's Grande Ocean
3.5 star property
South End
9.4 out of 10, Exceptional, (173 reviews)
"Very clean room, warm pools, excellent location! "
United States
Sean
$607 nightly
The price is $668
Apr 30 - May 1
Total with taxes and fees
Marriott's Grande Ocean

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.
$292 nightly
The price is $321
Apr 19 - Apr 20
Total with taxes and fees
Great Panoramic Views meet Beach Modern Chic !

Come Enjoy this recently remodeled Villa

Come Enjoy this recently remodeled Villa
Mid Island
9.2 out of 10, Wonderful, (5 reviews)
"Everything is was excellent!!!"
United States
Cheryl S.
$299 nightly
The price is $316
Apr 19 - Apr 20
Total with taxes and fees
Come Enjoy this recently remodeled Villa

May 2-15 open 5 STARS Great ratings- Hidden Gem Great Lagoon/Golf/pool view

May 2-15 open 5 STARS Great ratings- Hidden Gem Great Lagoon/Golf/pool view
Mid Island
9.8 out of 10, Exceptional, (146 reviews)
"Really enjoyed the covered deck overlooking the lagoon, with the golf course also in view."
United States
Michael H.
$359 nightly
The price is $394
Apr 20 - Apr 21
Total with taxes and fees
May 2-15 open 5 STARS Great ratings- Hidden Gem Great Lagoon/Golf/pool view

Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️

Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️
Mid Island
10.0 out of 10, Exceptional, (13 reviews)
"Great location, easy walk to the beach, clean and extra thoughtful host! "
United States
Alysha H.
$270 nightly
The price is $297
Apr 20 - Apr 21
Total with taxes and fees
Ocean View! Steps to the beach! Remodeled HHBT Condo! 🏖️

FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!

FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!
Sea Pines
9.8 out of 10, Exceptional, (130 reviews)
"Great location, very quiet and private street. Extremely pet friendly. We had an issue with the furnace but the host quickly took immediate action on getting a repair man to fix it. Our suggestions would be to fix the screen door and blinds for the sliding door and state there’s a charcoal grill instead of a gas grill. "
United States
Patti V.
$486 nightly
The price is $535
Apr 25 - Apr 26
Total with taxes and fees
FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!
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

Price trends for vacation rentals in Hilton Head Island

Less expensive
More expensive
Next month
March
July
$304
Month
Price
January
$282
February
$290
March
$241
April
$283
May
$304
June
$322
July
$331
August
$310
September
$297
October
$302
November
$295
December
$296
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 $329 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 935 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 Heron Point by Pete Dye at Sea Pines Resort and Shipyard Golf Course.

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.