Hilton Head Island Vacation Rentals

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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
The price is ¥27,069
¥66,521 total
includes taxes & fees
Apr 15 - Apr 16
Oceanfront Breakers 137 Condo w/ Sunrise Views!

Family-friendly 2BR Home w/ Sofa Bed Hilton Head

Family-friendly 2BR Home w/ Sofa Bed Hilton Head
2.0 star property
Mid Island
The price is ¥34,753
¥66,476 total
includes taxes & fees
Mar 29 - Mar 30
Family-friendly 2BR Home w/ Sofa Bed 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
Disney's Hilton Head Island Resort

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.
The price is ¥24,932
¥65,387 total
includes taxes & fees
Mar 29 - Mar 30
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)
"The home and the amenities were perfect for our needs. Would highly recommend."
United States
Sean F.
The price is ¥90,041
¥160,011 total
includes taxes & fees
Apr 21 - Apr 22
Old Town + Modern 4 BR + Fire Pit + EV Charger

Close to beach, heated pool, free golf cart included

Close to beach, heated pool, free golf cart included
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.
The price is ¥96,563
¥220,797 total
includes taxes & fees
Mar 29 - Mar 30
Close to beach, heated pool, free golf cart included

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, (55 reviews)
"Relaxing and comfortable stay"
United States
cheryl j.
The price is ¥16,583
¥45,123 total
includes taxes & fees
Apr 20 - Apr 21
Tranquility by the Beach 1st Fl Sleeps 6,King Bed

Coastal Nest - Oceanviews! Near Coligny

Coastal Nest - Oceanviews! Near Coligny
South End
9.0 out of 10, Wonderful, (10 reviews)
"Had a great time- the place is exactly as advertised and the owner was extremely helpful and available if we had any questions. Loved our stay!"
United States
Christy T.
Coastal Nest - Oceanviews! Near Coligny

Elegance at the beach -Ocean View Villa, Gorgeous!

Elegance at the beach -Ocean View Villa, Gorgeous!
South End
10.0 out of 10, Exceptional, (108 reviews)
"Our stay was perfect!"
United States
Cathy R.
The price is ¥19,400
¥49,376 total
includes taxes & fees
Mar 26 - Mar 27
Elegance at the beach -Ocean View Villa, Gorgeous!

Beachy chic, steps from the beach!

Beachy chic, steps from the beach!
Mid Island
9.4 out of 10, Exceptional, (56 reviews)
"Had a great time. Location was great about a 2 minute walk to beach. Condo was great"
United States
Anonymous traveler
The price is ¥16,527
¥52,832 total
includes taxes & fees
Mar 26 - Mar 27
Beachy chic, steps from the beach!

'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
The price is ¥11,556
¥44,133 total
includes taxes & fees
Apr 13 - Apr 14
'wright by the Beach': Hilton Head Condo w/ Perks

Marriott's Barony Beach Club

Marriott's Barony Beach Club
3.5 star property
Mid Island
9.4 out of 10, Exceptional, (248 reviews)
"Beautiful property "
United States
Charlotte
The price is ¥77,282
¥85,009 total
includes taxes & fees
Mar 31 - Apr 1
Marriott's Barony Beach Club

Direct Ocean Front First Floor 1BR/1Bath Condo

Direct Ocean Front First Floor 1BR/1Bath Condo
South End
9.2 out of 10, Wonderful, (64 reviews)
"Great location!"
United States
Patricia D.
The price is ¥24,220
¥61,120 total
includes taxes & fees
Mar 26 - Mar 27
Direct Ocean Front First Floor 1BR/1Bath Condo

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.
The price is ¥33,837
¥82,321 total
includes taxes & fees
Mar 26 - Mar 27
Newly Updated, Near Harbour Town 1st Floor 2 Bedroom 2Bath Villa

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, (103 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.
The price is ¥18,949
¥55,670 total
includes taxes & fees
Mar 26 - Mar 27
Oceanfront with easy beach access, large pool, and tiki bar/restaurant!

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.
The price is ¥32,056
¥79,144 total
includes taxes & fees
Mar 29 - Mar 30
Townhome with pool - short walk to Coligny beach, restaurants, shops & more!

Free Heated Pool, 3 Blocks to Beach, Elevator, Hot Tub, Kids Room, 3D Theater, EV Charger

Free Heated Pool, 3 Blocks to Beach, Elevator, Hot Tub, Kids Room, 3D Theater, EV Charger
Mid Island
10.0 out of 10, Exceptional, (58 reviews)
"It was the perfect place to hang out and location for our soccer games "
United States
Kevin B.
The price is ¥184,736
¥362,105 total
includes taxes & fees
Mar 30 - Mar 31
Free Heated Pool, 3 Blocks to Beach, Elevator, Hot Tub, Kids Room, 3D Theater, EV Charger

Cozy 2-bedroom villa close to Coligny!

Cozy 2-bedroom villa close to Coligny!
South End
10.0 out of 10, Exceptional, (4 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.
The price is ¥19,852
¥54,305 total
includes taxes & fees
Mar 30 - Mar 31
Cozy 2-bedroom villa close to Coligny!

Subtropical Stunner-King bed & bikes! Central Air!

Subtropical Stunner-King bed & bikes! Central Air!
South End
9.8 out of 10, Exceptional, (55 reviews)
"Great place"
United States
Diane J.
The price is ¥20,603
¥50,001 total
includes taxes & fees
Mar 26 - Mar 27
Subtropical Stunner-King bed & bikes! Central Air!

Barefoot Bungalow! Ocean View Couple’s Retreat

Barefoot Bungalow! Ocean View Couple’s Retreat
South End
10.0 out of 10, Exceptional, (191 reviews)
"Wonderful stay. Clean and comfortable. Kendall was responsive and helpful. The beach is beautiful. Thank you!"
United States
Sarah R.
The price is ¥22,107
¥51,829 total
includes taxes & fees
Mar 26 - Mar 27
Barefoot Bungalow! Ocean View Couple’s Retreat
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

Search for holiday rentals in Hilton Head Island on Expedia! You can easily find your home rentals, villas, holiday apartments in Hilton Head Island using one of the methods below:

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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 Coastal Discovery Museum, or you can select a secluded option if you're looking for a relaxing stay. Visitors like the popular beaches 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 Awesome Ocean View! Coligny Area! Updated and CLEAN 1 Bedroom! #380 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 1018 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 Arts Center of Coastal Carolina, 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.