
Hilton Head Island Rentals

- From $326 per night (USD)
VRBO
481 Captains Walk - 2 Bedroom 5th Floor Oceanfront Villa in Palmetto Dunes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Captains Walk 481** The Captains Walk villas offer sensational Oceanfront views, a Private Oceanfront Balcony plus ...
From $326 per night (USD)VRBO
- From $307 per night (USD)
Expedia
539 Shorewood - Charming 2 Bedroom Villa with Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Shorewood 539** This nicely appointed villa offers beautiful views of the Atlantic Ocean. Walk easily to Coligny P ...
From $307 per night (USD)Expedia
- From $429 per night (USD)
VRBO
257 Stoney Creek - Fresh & Fun Pet Friendly Harbour Town Townhouse!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3 bedroom townhouse in the heart of Harbour Town! The fabulous farm style dining table seats up to 8 people, a ...
From $429 per night (USD)VRBO
- From $383 per night (USD)
Expedia
412 Captains Walk- OCEANFRONT AND BEAUTIFUL!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This oceanfront villa looks out across a private boardwalk through the Palmetto trees to the soothing Atlantic Ocean. Lo ...
From $383 per night (USD)Expedia
- From $274 per night (USD)
VRBO
2 bedroom/3 bathroom townhouse style villa in Palmetto Dunes with lagoon view
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Fantastic location with the best of both worlds! Beach villa overlooking the 18th fairway and green of the Robert Trent ...
From $274 per night (USD)VRBO
- From $636 per night (USD)
Expedia
Oceanfront Luxury at 3001 Turtle Lane Club – The Ultimate Sea Pines Escape
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to 3001 Turtle Lane Club! Located on the "Gold Coast" of Sea Pines, this villa is a premier oceanfront vacation ...
From $636 per night (USD)Expedia
- From $921 per night (USD)
VRBO
Beautiful 3 bed oceanfront villa located on the 4th floor in Palmetto Dunes!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED 9/15-4/10/26 AND IS SUBJECT TO CHANGE. SCAFFOLDING WILL BE U ...
From $921 per night (USD)VRBO
- From $258 per night (USD)
Expedia
Ocean One 124 - Beautiful 1st Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
New Flooring and Freshly Painted in January 2022. Stay beachside and enjoy many benefits of an oceanfront complex withou ...
From $258 per night (USD)Expedia
- From $383 per night (USD)
VRBO
3 Bedroom/3.5 Bathroom Two-story Villa Near the Ocean with Screened in Porch!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
HILTON HEAD ISLAND. Gorgeous 2, 3, and 4 bedroom two-story villas are attractively decorated and have open floor plans, ...
From $383 per night (USD)VRBO
- From $842 per night (USD)
Expedia
Corner 3-bedroom Oceanfront Villa with Windsor Court amenities!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED 9/15-4/10/26 AND IS SUBJECT TO CHANGE. SCAFFOLDING WILL BE U ...
From $842 per night (USD)Expedia
- From $1444 per night (USD)
VRBO
Beautiful 3rd Row Ocean Sea Pines Home with seasonal FREE pool & spa heat!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 17
7 Piping Plover is a spacious and updated five bedroom, five bathroom (plus three half bathrooms) Sea Pines home that ca ...
From $1444 per night (USD)VRBO
- From $286 per night (USD)
Expedia
3528 Villamare - Oceanview and Amazing - 5th Floor Villa.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This fabulous 5th floor, 2-bedroom, 2-bath Villamare villa is located in Palmetto Dunes. Relax and enjoy listening to t ...
From $286 per night (USD)Expedia
- From $1669 per night (USD)
VRBO
31 Singleton Oceanfront, Views, Luxury Finishes, Free Golf, Pool, Pickleball Perks
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 20
31 Singleton Beach Place in Hilton Head Island, South Carolina epitomizes luxury living at its finest. With over 5,500 s ...
From $1669 per night (USD)VRBO
- From $332 per night (USD)
Expedia
435 Shorewood - Oceanfront Views, Heated Zero Entry Pool, Spa & Kiddy Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
435 Shorewood is a lovely 3 bedroom, 3 bath 4th floor villa offering spectacular direct oceanfront views and a large pri ...
From $332 per night (USD)Expedia
- From $456 per night (USD)
VRBO
Ocean Club 40 - Rooftop Deck!! Ocean Front
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
With an over 660 square ft. rooftop deck plus a deck off of the living room area, guests staying in Ocean 40 enjoy outst ...
From $456 per night (USD)VRBO
- From $1970 per night (USD)
Expedia
Stunning Sea Pines OCEANFRONT Home - 2023 Newly Renovated Large Pool & Spa
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 18
Welcome to 22 Sandhill Crane! The ultimate oceanfront experience: 2023 NEWLY RENOVATED oversized pool/spa, expansive poo ...
From $1970 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Ocean One 503 - Oceanfront 5th Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With decks off the living room and master bedroom, guests staying in Ocean One 503 enjoy panoramic views of the oceanfro ...
From $250 per night (USD)VRBO
- From $313 per night (USD)
Expedia
1 Kingston Cove - 3 Bedroom Home with Spacious Sun Room on Tranquil Lagoon
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**Kingston Cove 1** Located in Shipyard Plantation this charming elevated 3 Bedroom home is just steps from the Pool ...
From $313 per night (USD)Expedia
- From $311 per night (USD)
VRBO
Beachy Getaway w/ Balcony on Hilton Head Island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With 2 bedrooms, 2 bathrooms, a fully equipped kitchen, and quick access to the beach, this Hilton Head vacation rental ...
From $311 per night (USD)VRBO
- From $364 per night (USD)
Expedia
Ocean One 217 - South Forest Beach - 2 bedroom Oceanfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This oceanfront condo comfortably sleeps a family of 6 with a king bed in the master bedroom, a queen and two twins in b ...
From $364 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Ocean One 307 - Oceanfront 3rd Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 3rd floor oceanfront condo sleeps up to 6 people with a king bed in the master bedroom, two twins in bedroom 2, and ...
From $248 per night (USD)VRBO
- From $266 per night (USD)
Expedia
204 Shipmaster - Spectacular fairway views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Lovely fairway views from this 3 bedroom, 3 bath townhouse. The private patio off the living room and the upstairs decks ...
From $266 per night (USD)Expedia
- From $239 per night (USD)
VRBO
Ocean One 323 - Oceanfront 3rd Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With decks off the living room and master bedroom, guests staying in Ocean One 323 enjoy panoramic views of the Atlantic ...
From $239 per night (USD)VRBO
- From $391 per night (USD)
Expedia
512 Barrington Court is on the 5th floor with exceptional ocean views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*BARRINGTON COURT PAINTING PROJECT TENTATIVELY SCHEDULED FOR NOVEMBER 2025 TO MARCH 1, 2026. Work will include stucco re ...
From $391 per night (USD)Expedia
- From $490 per night (USD)
VRBO
8 Laughing Gull: BESTNEST by Beverly Serral *3rd Row Ocean*
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the BESTNEST at 8 Laughing Gull in Sea Pines. Here’s the skinny - just buzz us for more details! Our advert ...
From $490 per night (USD)VRBO
- From $867 per night (USD)
Expedia
77A Dune-Awesome Ocean Views, Pool, Spa, Pool Table, Elevator & Much More
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
A custom-built 2nd-row (70 feet/1 minute walk) ocean home just as gorgeous as its ocean views! The seaside escape is loc ...
From $867 per night (USD)Expedia
- From $770 per night (USD)
VRBO
7 Barrier Beach Cove-360 yards to beach. Tennis/Pickleball/Soccer nearby
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
This southern-charm-inspired island retreat blends coastal elegance with incredible outdoor living. Just a five-minute s ...
From $770 per night (USD)VRBO
- From $676 per night (USD)
Expedia
4th floor oceanfront, end unit in Palmetto Dunes! Ocean views from each room!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
HILTON HEAD ISLAND. WINDSOR II These beautifully furnished 1, 2, 3, and 4-bedroom villas feature full kitchens, spacious ...
From $676 per night (USD)Expedia
- From $659 per night (USD)
VRBO
5 Juniper- 3rd Row Ocean - Perfect blend of relaxation and entertainment!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
A sea-breeze-swept home in South Forest Beach. Experience the perfect blend of relaxation and entertainment at 5 Juniper ...
From $659 per night (USD)VRBO
- From $423 per night (USD)
Expedia
48 Kingston Road -Private Pool, Lagoon View & 5 Minute Bike Ride to the ocean
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Charming and spacious, this secluded 3-bed, 3-bath home overlooks a lush lagoon. The private *heated pool, surrounded by ...
From $423 per night (USD)Expedia
- From $349 per night (USD)
VRBO
3304 SeaCrest-Direct Oceanfront Renovated Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***ROOF CONSTRUCTION PROJECT - September 2025 through April 2026 *** What to expect: Obstructed views due to scaffold ...
From $349 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Shorewood 207- 3 Bedroom Ocean Front
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Shorewood 207 is a comfortable, spacious 3 bedroom Direct Ocean Front Condo. This 3 bedroom condo has 3 full baths incl ...
From $276 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Breakers 110 - 1st Floor Ocean Front Condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This is a spectacular 1 bedroom Ocean Front Condo. The unit is equipped with all the comforts of home. 2 Flat Screen T ...
From $160 per night (USD)VRBO
- From $181 per night (USD)
Expedia
*Fully Renovated* Ocean View from Top Floor Villa, Pool View, Free Wi-Fi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Brand new Condo for 2023!!! Our Condo has been completely renovated to enhance the experience of our guests that stay w ...
From $181 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Beachwalk 210 -Must See!! Beautiful 3 bedroom Shipyard Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Beachwalk 210 is well decorated and renovated with everything you will need while on vacation. The main living room has ...
From $232 per night (USD)VRBO
- From $837 per night (USD)
Expedia
534 Shorewood -Oceanfront! Kiddy Pool, Spa & Zero Entry Heated Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This beautifully decorated 3 bedroom, 3 bath top floor villa offers spectacular pool to ocean views! The kitchen is ful ...
From $837 per night (USD)Expedia
- From $227 per night (USD)
VRBO
223 Evian-Pool, Tennis a Quick Bike Ride to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This villa, located in the heart of Shipyard Plantation and bordering a golf course, is a very comfortable and a spaciou ...
From $227 per night (USD)VRBO
- From $210 per night (USD)
Expedia
Shorewood 333 -Renovated Oceanview 3rd Floor Condo with Stunning Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Shorewood is hands down one of our most requested locations for repeat guests. The gorgeous property boasts great views ...
From $210 per night (USD)Expedia
- From $1505 per night (USD)
VRBO
21 Singleton Beach, Oceanfront, Pool, Pickleball, Elevator, Free Golf
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 18
21 Singleton Beach Place is a luxurious 7-bedroom, 7.5-bathroom oceanfront home is truly a paradise for families or grou ...
From $1505 per night (USD)VRBO
- From $437 per night (USD)
Expedia
2 Bed/2 Bath Villa North Shore Place Near Coligny Beach, Rooftop Pool and Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
HILTON HEAD ISLAND. North Shore Place is THE spot for vacationers who are looking to be in the center of activity in Hil ...
From $437 per night (USD)Expedia
- From $307 per night (USD)
VRBO
7634 Huntington-Canal views, heated pool & spa. Quick walk to Ocean.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
3 bedroom, 3.5 bath villa with gorgeous lagoon views and just a 3-5-minute walk to the beach! This villa is in the hear ...
From $307 per night (USD)VRBO
- From $325 per night (USD)
Expedia
1504 SeaCrest - 5th Floor Oceanfront & Stunning Views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
***ROOF CONSTRUCTION PROJECT - September 2025 through April 2026 *** What to expect: Obstructed views due to scaffold ...
From $325 per night (USD)Expedia
- From $826 per night (USD)
VRBO
162 Mooring Buoy - Palms & Perfection, 2nd Row Ocean w/ LARGE 46' x 20' Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to a 2nd row Palmetto Dunes home that delivers outdoor living by the beach like no other! Once you see the pool ...
From $826 per night (USD)VRBO
- From $469 per night (USD)
Expedia
6 Cassina-Dog-Friendly, 3rd Row Ocean, Pool/Spa & Steps to the Beach.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
**Key West Coastal Elegance | 3rd Row Ocean | Private Heated Pool & Spa | Dog-Friendly** Welcome to your dream Hilton He ...
From $469 per night (USD)Expedia
- From $1130 per night (USD)
VRBO
18 Ibis Street- Book now, amazing ocean views.
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 20
Welcome home to modern luxury and stunning ocean views from almost every room in this North Forest Beach beauty. Sunligh ...
From $1130 per night (USD)VRBO
- From $351 per night (USD)
Expedia
1403 S. Beach Villas- Steps to the Beach & South Beach Marina.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This townhouse is conveniently located in the heart of South Beach! Just steps to the beach and South Beach Marina Villa ...
From $351 per night (USD)Expedia
- From $554 per night (USD)
VRBO
704 Schooner-4 Bd Overlooking Calibogue Sound! Pool Membership!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
**Schooner Court 704** This luxurious 3 story townhouse offers breathtaking views of Calibogue Sound and it's famous ...
From $554 per night (USD)VRBO
- From $322 per night (USD)
Expedia
308 Shorewood - 2 Bedroom Oceanfront Villa with Private Oceanfront Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Shorewood 308** Ideal for beach lovers, this charming 3rd floor villa offers exceptional Oceanfront views and is w ...
From $322 per night (USD)Expedia
- From $1247 per night (USD)
VRBO
5 Green Heron - 5th Row Ocean.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Like finding the perfect shell, this beautifully renovated, coastal-chic home is a hidden gem in Sea Pines Resort. The u ...
From $1247 per night (USD)VRBO
- From $467 per night (USD)
Expedia
Ocean One 101- Gorgeous Ocean Front 4 Bedroom Condo with 3 Walk In Showers.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Ocean One is a premier property located in Hilton Head's Famous South Forest Beach. It is gorgeous and will blow you awa ...
From $467 per night (USD)Expedia
- From $1414 per night (USD)
VRBO
27 Singleton, Oceanfront, Pool, Pool Table, Elevator, Free Golf, Views, Pickleball Perks
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 18
27 Singleton Beach, Hilton Head Island is a direct oceanfront home that accommodates up to 18 guests and boasts an open ...
From $1414 per night (USD)VRBO
- From $3407 per night (USD)
Expedia
14 Collier Beach, Oceanfront, Pool, Elevator, Free Golf, Pickleball
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
14 Collier Beach, Hilton Head Island is a stunning oceanfront estate that offers a state-of-the-art chef's kitchen, an o ...
From $3407 per night (USD)Expedia
- From $501 per night (USD)
VRBO
508 Windsor Place-OCEANFRONT 5TH FLOOR PENTHOUSE!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Wow is all you can say when you enter this 5th-floor oceanfront 3 bedroom, 3 bath villa. Located in the heart of the Pal ...
From $501 per night (USD)VRBO
- From $358 per night (USD)
Expedia
Pet Friendly! 2 Bedroom/2 Bathroom Villa, 100-yard Walk to the Beach Sleeps 6
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
HILTON HEAD ISLAND. The Moorings is located just inside the north gate and a few steps away from the beach and the popul ...
From $358 per night (USD)Expedia
- From $451 per night (USD)
VRBO
1423 S. Beach Villa - Catch A Glimpse of Calibogue Sound & Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This delightfully decorated 2-story, 4 bedroom, 3 bath townhome with views of the Calibogue Sound from your Carolina roo ...
From $451 per night (USD)VRBO
- From $203 per night (USD)
Expedia
Greens Villa #108 - 2 bedrooms Near Ocean
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Greens 108 is 2 Bedroom/2.5 Bathroom spacious updated townhouse. I King in the bedroom, two twins in guest bedroom, ...
From $203 per night (USD)Expedia
- From $293 per night (USD)
VRBO
Ocean One 219 - Oceanfront 2nd Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Oceanfront VIP condo sleeps up to 8 people with a king bed in the master bedroom, two doubles in bedroom 2, two queens i ...
From $293 per night (USD)VRBO
- From $779 per night (USD)
Expedia
4 Sandy Beach, 3rd Row, Pool, Beach, Dogs OK, Free Golf
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
4 Sandy Beach Trail, Hilton Head Island is a Burke's Beach luxurious third-row vacation home offers an unparalleled retr ...
From $779 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Ocean One 415 - Oceanfront 4th Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
With decks off the living room and master bedroom, guests staying in Ocean One 415 enjoy spectacular views of the ocean ...
From $305 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Hilton Head Beach Villa 13 - Oceanside Updated 3 Bedroom Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stay ocean-side and enjoy many benefits of an oceanfront complex. Guests staying in Beach Villa 13 enjoy a landscaped co ...
From $227 per night (USD)Expedia
- From $376 per night (USD)
VRBO
3204 SeaCrest - Direct Oceanfront -March/April Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
***ROOF CONSTRUCTION PROJECT - September 2025 through April 2026 *** What to expect: Obstructed views due to scaffoldi ...
From $376 per night (USD)VRBO
- From $287 per night (USD)
Expedia
1865 Beachside Tennis- Easy Access to Beach & Pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
HIGHLIGHTS • Sea Pines, Oceanfront Community • Calibogue Sound views • 1st Floor • Free Wireless Internet • 3 TVs NEARB ...
From $287 per night (USD)Expedia
- From $219 per night (USD)
VRBO
15-16 Moorings - Beautiful 2 Bedroom Palmetto Dunes Villa!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
This cozy 2nd-floor 2-bedroom, 3-bath villa is located in Palmetto Dunes. Just a minute's walk from the gorgeous Atlanti ...
From $219 per night (USD)VRBO
- From $463 per night (USD)
Expedia
3 bed/3 bath multi-level villa on South Forest Beach, steps from the ocean
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This airy, ocean oriented, three bedroom townhouse is the perfect oasis for your next vacation. There is a split level e ...
From $463 per night (USD)Expedia
- From $433 per night (USD)
VRBO
3 Hollyberry Lane: BESTNEST by Beverly Serral
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the completely renovated BESTNEST at 3 Hollyberry Lane in Sea Pines. Here’s the skinny - just buzz us for mor ...
From $433 per night (USD)VRBO
- From $1991 per night (USD)
Expedia
31A Dune Lane - This DIRECT oceanfront home will take your breath away!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
This beachfront estate is part of our signature Lowcountry Manor Collection! Whether walking through the grand entrance ...
From $1991 per night (USD)Expedia
- From $677 per night (USD)
VRBO
106 Oceanwood Trace - 2nd Row Ocean View, Dog Friendly Beachside Oasis.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Listen to the rhythm of the waves and alternate seamlessly from work to play at Seaside Oaks, a newly redesigned 2nd row ...
From $677 per night (USD)VRBO
- From $330 per night (USD)
Expedia
310 Shorewood- Direct Oceanfront 2 Bedroom with Fabulous Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
**Shorewood 310** Ideal for beach lovers, this charming 3rd floor villa offers exceptional Oceanfront views and is w ...
From $330 per night (USD)Expedia
- Click For Pricing
VRBO
320 Breakers -1 Bedroom Villa with Spectacular Ocean Views, Pool & Baby Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
* BEACH RE-NOURISHMENT * * The Town of Hilton Head will be conducting a beach re-nourishment project during the 2025/202 ...
Click For PricingVRBO
- From $777 per night (USD)
Expedia
130 Dune Lane -2nd Row Ocean just steps (35 to be exact) to the beach.
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 13
Bright and yellow-colored like the island sun shining down on it, this 2nd-row ocean home is the perfect beach retreat f ...
From $777 per night (USD)Expedia
- From $304 per night (USD)
VRBO
Shorewood 205 - Great Oceanfront Views Updated 2nd Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 205 enjoy panoramic views o ...
From $304 per night (USD)VRBO
- From $277 per night (USD)
Expedia
189 Beachwalk - Located in Shipyard Plantation and a quick walk to the ocean.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This lovely 3 bedroom, 3.5 bath Beach Walk villa is a perfect island getaway within the gated community of Shipyard, a p ...
From $277 per night (USD)Expedia
- From $302 per night (USD)
VRBO
1210 Villamare - 2- Bedroom Villa with Beautiful Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A fabulous 2nd floor 2-bedroom, 2-bath villa in Palmetto Dunes. Only steps from the beach, you will have no problem rela ...
From $302 per night (USD)VRBO
- From $428 per night (USD)
Expedia
52 Gloucester-The Perfect Pool and 8 minute bike ride to Shipyard Beach Club
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
A new and inspirational take on a traditional ranch-style Shipyard Plantation home. Uniquely updated with refinished ant ...
From $428 per night (USD)Expedia
- From $1895 per night (USD)
VRBO
12 Snowy Egret-4th Row Ocean, Large Pool & Lush setting.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
Welcome home to outdoor island living and indoor open space at its best. This 4th-row Sea Pines home has an expansive de ...
From $1895 per night (USD)VRBO
- From $542 per night (USD)
Expedia
Ocean One 521 - Updated - Oceanfront 5th Floor Spectacular Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Brand New Kitchen Remodel. Gorgeous New Wood Flooring. One of the best rentals at Ocean One! With decks off the living ...
From $542 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Ocean One 321 - Oceanfront Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This 3rd floor oceanfront condo sleeps 8-10 people comfortably with a king bed in the master bedroom, two queens in bedr ...
From $320 per night (USD)VRBO
- From $376 per night (USD)
Expedia
Updated luxury golf condo in Shipyard at the Greens! Bikes & Beach Gear included
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Updated kitchen and updated bathrooms in this end unit townhome. Wrap around deck with golf views from almost every room ...
From $376 per night (USD)Expedia
- From $722 per night (USD)
VRBO
40 Shell Ring Road: BESTNEST by Beverly Serral, Sea Pines- PET-FRIENDLY!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the BESTNEST at 40 Shell Ring Road in Sea Pines. Here’s the skinny: just buzz us for more details: Our adver ...
From $722 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Ocean One 413 - Oceanfront 4th Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
With decks off the living room and two bedrooms, guests staying in Ocean One 413 enjoy panoramic views of the Atlantic O ...
From $299 per night (USD)Expedia
- From $312 per night (USD)
VRBO
2308 SeaCrest majestic Ocean Views with coastal chic decor!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
***ROOF CONSTRUCTION PROJECT - September 2025 through April 2026 *** What to expect: Obstructed views due to scaffold ...
From $312 per night (USD)VRBO
- From $705 per night (USD)
Expedia
PENTHOUSE 5 at SeaCrest - Oceanfront 4 Bedrooms & Beautiful!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
***ROOF CONSTRUCTION PROJECT - September 2025 through April 2026 *** What to expect: Obstructed views due to scaffold ...
From $705 per night (USD)Expedia
- From $381 per night (USD)
VRBO
206 Shorewood - Direct Oceanfront & Beautiful Oceanfront Community Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This elegant 3-bedroom oceanfront villa is simply stunning! The views will take your breath away. Located on the 2nd flo ...
From $381 per night (USD)VRBO
- From $630 per night (USD)
Expedia
13 Moonshell, Close to Beach, Pool, Big Backyard, Free Golf, Pickleball
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
13 Moonshell Rd, Hilton Head is a perfect retreat for a coastal escape. With its five bedrooms and three bathrooms, it o ...
From $630 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Shorewood 103 - Oceanfront 1st Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The beach is steps away from an oceanfront ground floor condo in South Forest Beach. With a private patio accessible by ...
From $235 per night (USD)VRBO
- From $1667 per night (USD)
Expedia
33 Dune Lane- Oceanfront & Beautiful!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 17
Indoor and outdoor island living at its oceanfront best, so it’s no wonder this seaside sanctuary is part of our signatu ...
From $1667 per night (USD)Expedia
- From $278 per night (USD)
VRBO
4102 Windsor Court-Oceanviews and Coastal Inspired
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful oceanfront 2 bedroom, 2 bath villa has stunning views of the Atlantic Ocean! This oceanfront villa is t ...
From $278 per night (USD)VRBO
- From $286 per night (USD)
Expedia
215 Barrington - 2nd floor OCEANFRONT villa in Palmetto Dunes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Enjoy a fabulous vacation in this luxurious Barrington Court! This 2-bedroom, 2-bath oceanfront villa is located on the ...
From $286 per night (USD)Expedia
- From $623 per night (USD)
VRBO
Beautiful Oceanfront Turtle Lane Villa in Sea Pines with Multiple Pools!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Turtle Lane Club 202 is a beautifully updated and appointed three bedroom, three bathroom direct oceanfront villa locate ...
From $623 per night (USD)VRBO
- From $1010 per night (USD)
Expedia
3rd Row 4 Bedroom/4.5 Bathroom Home in Palmetto Dunes Minutes from the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
HILTON HEAD ISLAND. Welcome to 2 Long Boat, a spacious, four-bedroom, four-and-one-half bath, nearly 4,000 square foot, ...
From $1010 per night (USD)Expedia
- From $264 per night (USD)
VRBO
3121 Villamare - 2 bedroom, 2 bath w/ courtyard views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
A delightful 2-bedroom 2-bath villa surrounded by lagoons and paved walkways winding through lush gardens. Enjoy the oce ...
From $264 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Surf Court 53 - Perfect Couples Retreat - 2 Bed 2 1/2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Court is an ocean-oriented complex, 1 block to the beach. Surf Court 53 is a 2 story townhouse, one flight above s ...
From $173 per night (USD)Expedia
- From $313 per night (USD)
VRBO
196 Colonnade Club - 3 Bedroom -Easy Walk to Beach with Pool on Site
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**Colonnade Club 196** **IMPORTANT NOTICE APRIL 1, 2021 THIS COMPLEX NO LONGER PET FRIENDLY TO GUESTS Situated on th ...
From $313 per night (USD)VRBO
- From $323 per night (USD)
Expedia
509 Barrington Court is a gorgeous property with ocean and pool views.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
*BARRINGTON COURT PAINTING PROJECT TENTATIVELY SCHEDULED FOR NOVEMBER 2025 TO MARCH 1, 2026. Work will include stucco re ...
From $323 per night (USD)Expedia
- From $176 per night (USD)
VRBO
116 Breakers-Oceanfront with Pool & Kiddy Pool. Steps to Dining & Shopping
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This charming oceanfront 1-bedroom villa offers the perfect retreat for couples or small family getaways. Recently renov ...
From $176 per night (USD)VRBO
- From $293 per night (USD)
Expedia
1 bed/2 bath 5th floor bright and fresh oceanfront condo, amazing ocean view
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED September - April 2026 AND IS SUBJECT TO CHANGE. SCAFFOLDING ...
From $293 per night (USD)Expedia
- From $218 per night (USD)
VRBO
Surf Court 60 - 3 Story South Forest Beach Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
COMPLETELY RENOVATED IN FALL OF 2022!!! Surf Court 60 is a three-story townhouse with a street level entry and first fl ...
From $218 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Shorewood 234-Freshly Updated in 2025 3BR Oceanview Near Shops & Restaurants
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Freshly updated in February 2025, the home now features: Fully renovated bathrooms in all three bedrooms Stylish new lu ...
From $285 per night (USD)Expedia
- From $322 per night (USD)
VRBO
309 Shorewood - Stunning Oceanfront Villa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
309 is a 2-bedroom, 2-bath 3rd-floor villa offering spectacular direct oceanfront views! Enjoy relaxing on your private ...
From $322 per night (USD)VRBO
- From $416 per night (USD)
Expedia
21 Windjammer-Private Pool, views of the 10th tee of Harbour Town Golf Links
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beginning on May 5, 2025, two weeks after the finish of this year’s RBC Heritage, the world-famous, Pete Dye-designed Ha ...
From $416 per night (USD)Expedia