Hilton Head Island Vacation Rentals

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Hilton Head Island vacation rentals

Oceanfront Breakers 137 Condo w/ Sunrise Views!

Oceanfront Breakers 137 Condo w/ Sunrise Views!
3.5 star property
South End
$382 nightly
The price is $420
Apr 15 - Apr 16
Total with taxes and fees
Oceanfront Breakers 137 Condo w/ Sunrise Views!

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
$347 nightly
The price is $382
Apr 21 - Apr 22
Total with taxes and fees
Disney's Hilton Head Island Resort

SeaClusion-Oceanview, Mini split AC, Beach Chairs

SeaClusion-Oceanview, Mini split AC, Beach Chairs
South End
9.6 out of 10, Exceptional, (63 reviews)
"Location cleanliness cozy the beach 3min walk its a great spot"
United States
kenneth
$236 nightly
The price is $259
Apr 12 - Apr 13
Total with taxes and fees
SeaClusion-Oceanview, Mini split AC, Beach Chairs

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, (84 reviews)
"Great location!"
United States
Jessica G.
$335 nightly
The price is $368
Apr 12 - Apr 13
Total with taxes and fees
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown

Reel Paradise-Beautiful escape! Bikes & Chairs

Reel Paradise-Beautiful escape! Bikes & Chairs
South End
9.8 out of 10, Exceptional, (93 reviews)
"Fantastic place, view, location and communication. 20/10. Highly recommend!"
United States
Andrew H.
$236 nightly
The price is $259
Apr 12 - Apr 13
Total with taxes and fees
Reel Paradise-Beautiful escape! Bikes & Chairs

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ
Mid Island
9.4 out of 10, Exceptional, (80 reviews)
"Beautiful home, pet friendly. Owner is super nice and accommodating. Home was used for my 50th birthday. Family came to visit from out of town. Everyone had a great time. House is located in a great area. Close to restaurants, grocery stores and beach. "
United States
Jessica R.
$774 nightly
The price is $816
Apr 12 - Apr 13
Total with taxes and fees
Luxe Family Gem-FREE Heated Pool~Walk to Beach~BBQ

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, (146 reviews)
"Property was clean, inviting, well apportioned and exactly as advertised. Close to beach and pool. Nice location. "
United States
Gene C.
$390 nightly
The price is $429
Apr 13 - Apr 14
Total with taxes and fees
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!

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.
$259 nightly
The price is $285
Apr 20 - Apr 21
Total with taxes and fees
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Beautiful Remodeled Seascape Villa-Pool, Beach, Coligny Plaza, Celebration Park!

Beautiful Remodeled Seascape Villa-Pool, Beach, Coligny Plaza, Celebration Park!
South End
8.6 out of 10, Excellent, (27 reviews)
"My family and I had a nice stay. "
United States
Jim M.
$363 nightly
The price is $399
Apr 14 - Apr 15
Total with taxes and fees
Beautiful Remodeled Seascape Villa-Pool, Beach, Coligny Plaza, Celebration Park!

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.
$442 nightly
The price is $461
Apr 20 - Apr 21
Total with taxes and fees
Old Town + Modern 4 BR + Fire Pit + EV Charger

'wright by the Beach': Hilton Head Condo w/ Perks

'wright by the Beach': Hilton Head Condo w/ Perks
3.0 star property
Mid Island
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay. We loved the ocean theme at the apartment. Very clean rooms. Kids enjoyed swimming in the indoor pool, parents enjoyed hot tub and sauna especially on rainy days. They have indoor and outdoor pools. We liked walking on the boardwalk to the beach. We highly recommend this place and would love to return there again. "
United States
Victor
$249 nightly
The price is $274
Apr 13 - Apr 14
Total with taxes and fees
'wright by the Beach': Hilton Head Condo w/ Perks

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 12 - Apr 13
Total with taxes and fees
Townhome with pool - short walk to Coligny beach, restaurants, shops & more!

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
$339 nightly
The price is $373
Apr 20 - Apr 21
Total with taxes and fees
Marriott's Harbour Club

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, (87 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 12 - Apr 13
Total with taxes and fees
Gated Community, Close to beach, heated pool, golf cart available to rent

SeaRenity! Beautiful Reno! King bed! w/Bikes

SeaRenity! Beautiful Reno! King bed! w/Bikes
South End
9.6 out of 10, Exceptional, (115 reviews)
"Had a wonderful stay, great little condo on the beach"
United States
Jamie S.
$260 nightly
The price is $286
Apr 14 - Apr 15
Total with taxes and fees
SeaRenity! Beautiful Reno! King bed! w/Bikes

Ocean Views at Villamare in Palmetto Dunes, Steps to the Beach!

Ocean Views at Villamare in Palmetto Dunes, Steps to the Beach!
Mid Island
10.0 out of 10, Exceptional, (68 reviews)
"Very clean and beautiful property. The views are wonderful and the entire community is worth visiting. "
United States
Victoria Q.
$486 nightly
The price is $535
Apr 14 - Apr 15
Total with taxes and fees
Ocean Views at Villamare in Palmetto Dunes, Steps to the Beach!

Luxury Penthouse near Beach, Tiki Hut, Coligny

Luxury Penthouse near Beach, Tiki Hut, Coligny
South End
10.0 out of 10, Exceptional, (110 reviews)
"5 stars in all areas! Great place to bring the family."
United States
Dani D.
$526 nightly
The price is $532
Apr 12 - Apr 13
Total with taxes and fees
Luxury Penthouse near Beach, Tiki Hut, Coligny

OCEAN VIEW - TOP FLOOR

OCEAN VIEW - TOP FLOOR
Mid Island
8.8 out of 10, Excellent, (107 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 13 - Apr 14
Total with taxes and fees
OCEAN VIEW - TOP FLOOR

Coastal Cove Villa

Coastal Cove Villa
South End
9.6 out of 10, Exceptional, (5 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.
$278 nightly
The price is $305
Apr 12 - Apr 13
Total with taxes and fees
Coastal Cove Villa

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 12 - Apr 13
Total with taxes and fees
Great Panoramic Views meet Beach Modern Chic !
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Hilton Head Island Hotel Reviews

Price trends for vacation rentals in Hilton Head Island

Less expensive
More expensive
This month
Next month
March
February
$296
$318
Month
Price
January
$332
February
$335
March
$275
April
$296
May
$318
June
$324
July
$332
August
$327
September
$302
October
$310
November
$300
December
$300
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 $316 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.