Hilton Head Island Rentals
From $969 per night (USD)VRBO
Beautiful 3 bed oceanfront villa located on the 4th floor in Palmetto Dunes!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience an unforgettable stay at Windsor Court, where luxury meets comfort on the stunning shores of Hilton Head Isla ...
From $969 per night (USD)VRBO
From $349 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 $349 per night (USD)Expedia
From $675 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 $675 per night (USD)VRBO
From $1039 per night (USD)Expedia
Corner 3-bedroom Oceanfront Villa with Windsor Court amenities!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
New flooring throughout. Fully repainted. All new living and dining room furniture! Experience an unforgettable stay at ...
From $1039 per night (USD)Expedia
From $446 per night (USD)VRBO
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 $446 per night (USD)VRBO
From $1735 per night (USD)Expedia
Oceanfront, Pool, Views, Luxury, Elevator
- 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 $1735 per night (USD)Expedia
From $360 per night (USD)VRBO
435 Shorewood - Oceanfront Views, Heated Zero Entry Pool, Spa & Kiddy Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
10/30/2025 UPDATE**** Elevator will be replaced November 2026 and will take about 4 Weeks 435 Shorewood is a lovely 3 ...
From $360 per night (USD)VRBO
From $307 per night (USD)Expedia
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 $307 per night (USD)Expedia
From $2199 per night (USD)VRBO
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 renovated oversized pool/spa, expansive pool deck ...
From $2199 per night (USD)VRBO
From $337 per night (USD)Expedia
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 $337 per night (USD)Expedia
From $471 per night (USD)VRBO
1 Kingston Cove | 3 Bed w/Spacious Sun Room on Tranquil Lagoon | STR #028855
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
1 KINGSTON COVE Located in Shipyard Plantation this charming elevated 3 Bedroom home is just steps from the Pool and of ...
From $471 per night (USD)VRBO
From $305 per night (USD)Expedia
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 $305 per night (USD)Expedia
From $421 per night (USD)VRBO
Ocean One 217 - Newly Remodeled 2BR Oceanfront
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly Remodeled in January of 2026. This direct oceanfront condo comfortably sleeps a family of 6 with a King bed in the ...
From $421 per night (USD)VRBO
From $346 per night (USD)Expedia
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 $346 per night (USD)Expedia
From $288 per night (USD)VRBO
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 $288 per night (USD)VRBO
From $334 per night (USD)Expedia
Ocean One 323 - Oceanfront 3rd Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean One 323 – Oceanfront Views, Steps to the Beach & Walk to Coligny Plaza Wake up to breathtaking Atlantic Ocean vie ...
From $334 per night (USD)Expedia
From $739 per night (USD)VRBO
512 Barrington Court is on the 5th floor with exceptional ocean views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the beauty of Hilton Head Island with breathtaking ocean and beach views from the private balcony of one of our ...
From $739 per night (USD)VRBO
From $599 per night (USD)Expedia
8 Laughing Gull: BESTNEST by Beverly Serral *3rd Row Ocean*
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the 3BR/3BA BESTNEST at 8 Laughing Gull. Just three rows from the ocean, this spacious three-bedroom Sea Pine ...
From $599 per night (USD)Expedia
From $838 per night (USD)VRBO
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 $838 per night (USD)VRBO
From $738 per night (USD)Expedia
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 $738 per night (USD)Expedia
From $866 per night (USD)VRBO
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 $866 per night (USD)VRBO
From $752 per night (USD)Expedia
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 $752 per night (USD)Expedia
From $452 per night (USD)VRBO
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 $452 per night (USD)VRBO
From $341 per night (USD)Expedia
3304 SeaCrest-Direct Oceanfront Renovated Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Maintenance Project** -The baby pool in front of Building 3 is closed until further notice. All other onsite amenitie ...
From $341 per night (USD)Expedia
From $372 per night (USD)VRBO
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 $372 per night (USD)VRBO
From $223 per night (USD)Expedia
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 $223 per night (USD)Expedia
From $235 per night (USD)VRBO
*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 $235 per night (USD)VRBO
From $353 per night (USD)Expedia
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 $353 per night (USD)Expedia
From $493 per night (USD)VRBO
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 $493 per night (USD)VRBO
From $310 per night (USD)Expedia
223 Evian-Pool, Tennis a Quick Bike Ride to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
COMING SOON — A FRESH NEW LOOK FOR 223 EVIAN! Exciting improvements are coming to 223 Evian! This spacious 2-bedroom, 2 ...
From $310 per night (USD)Expedia
From $305 per night (USD)VRBO
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 $305 per night (USD)VRBO
From $1396 per night (USD)Expedia
Oceanfront, Pool, Elevator, Guest Favorite, Views
- 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 $1396 per night (USD)Expedia
From $607 per night (USD)VRBO
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 $607 per night (USD)VRBO
From $344 per night (USD)Expedia
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 $344 per night (USD)Expedia
From $394 per night (USD)VRBO
1504 SeaCrest - 5th Floor Oceanfront & Stunning Views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
**Maintenance Project** -The baby pool in front of Building 3 is closed until further notice. All other onsite amenitie ...
From $394 per night (USD)VRBO
From $464 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 $464 per night (USD)Expedia
From $1222 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 $1222 per night (USD)VRBO
From $473 per night (USD)Expedia
1403 S. Beach Villas- Steps to the Beach & South Beach Marina.
- Bedrooms:
- 4
- 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 $473 per night (USD)Expedia
From $715 per night (USD)VRBO
704 Schooner | Special Rate for June 2026 | Sound Views| STR Permit #026547
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
704 SCHOONER COURT This luxurious 3 story townhouse offers breathtaking views of Calibogue Sound and it's famous Sunset ...
From $715 per night (USD)VRBO
From $431 per night (USD)Expedia
308 Shorewood | 2 Bedroom Oceanfront Villa | Private Balcony | STR#029630
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
308 SHOREWOOD Ideal for beach lovers, this charming 3rd floor villa offers exceptional Oceanfront views and is within e ...
From $431 per night (USD)Expedia
From $1053 per night (USD)VRBO
5 Green Heron - 5th Row Ocean Home in Sea Pines
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Like finding the perfect shell, 5 Green Heron is a beautifully renovated, coastal-chic gem tucked inside Sea Pines Resor ...
From $1053 per night (USD)VRBO
From $493 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 $493 per night (USD)Expedia
From $1645 per night (USD)VRBO
27 Singleton, Oceanfront, Pool, Pool Table, Elevator, Free Golf, Views
- 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 $1645 per night (USD)VRBO
From $2789 per night (USD)Expedia
14 Collier Beach, Oceanfront, Pool, Elevator, Free Golf
- 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 $2789 per night (USD)Expedia
From $737 per night (USD)VRBO
508 Windsor Place-OCEANFRONT 5TH FLOOR PENTHOUSE!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
**Remodel Coming May 2027** Exciting updates are on the way! Guest will enjoy a remodeled oceanfront villa beginning May ...
From $737 per night (USD)VRBO
From $597 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. Welcome to The Moorings at Hilton Head Island, ideally located just inside the north gate and only s ...
From $597 per night (USD)Expedia
From $468 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 $468 per night (USD)VRBO
From $316 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 $316 per night (USD)Expedia
From $377 per night (USD)VRBO
Ocean One 219 - Oceanfront 2nd Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Oceanfront condo sleeps up to 8 people with a king bed in the master bedroom, two doubles in bedroom 2, two queens in be ...
From $377 per night (USD)VRBO
From $942 per night (USD)Expedia
3rd Row, Pool, Dogs OK, Easy Quick Walk To The Beach
- 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 $942 per night (USD)Expedia
From $336 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 $336 per night (USD)VRBO
From $314 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 $314 per night (USD)Expedia
From $344 per night (USD)VRBO
3204 SeaCrest - Direct Oceanfront -March/April Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
**Maintenance Project** -The baby pool in front of Building 3 is closed until further notice. All other onsite amenitie ...
From $344 per night (USD)VRBO
From $336 per night (USD)Expedia
1865 Beachside Tennis- Easy Access to Beach & Pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to seaside serenity at 1865 Beachside Tennis, a ground-floor villa nestled in the heart of Sea Pines Resort on Hi ...
From $336 per night (USD)Expedia
From $255 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 $255 per night (USD)VRBO
From $697 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 $697 per night (USD)Expedia
From $537 per night (USD)VRBO
3 Hollyberry Lane: BESTNEST by Beverly Serral
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the 3BR/2BA BESTNEST at 3 Hollyberry Lane. Completely renovated and stylishly furnished, this inviting three- ...
From $537 per night (USD)VRBO
From $1313 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 $1313 per night (USD)Expedia
From $710 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 $710 per night (USD)VRBO
From $431 per night (USD)Expedia
310 Shorewood | Oceanfront 2 Bdrm | On-site Pool & Hot Tub | Permit #070674
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
310 SHOREWOOD Ideal for beach lovers, this charming 3rd floor villa offers exceptional Oceanfront views and is within e ...
From $431 per night (USD)Expedia
From $754 per night (USD)VRBO
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 $754 per night (USD)VRBO
From $341 per night (USD)Expedia
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 $341 per night (USD)Expedia
From $381 per night (USD)VRBO
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 $381 per night (USD)VRBO
From $295 per night (USD)Expedia
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 $295 per night (USD)Expedia
From $430 per night (USD)VRBO
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 LVP oak-colore ...
From $430 per night (USD)VRBO
From $332 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 $332 per night (USD)Expedia
From $363 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 $363 per night (USD)VRBO
From $383 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 $383 per night (USD)Expedia
From $322 per night (USD)VRBO
2308 SeaCrest - Ocean Views with coastal chic decor!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
**Maintenance Project** -The baby pool in front of Building 3 is closed until further notice. All other onsite amenitie ...
From $322 per night (USD)VRBO
From $657 per night (USD)Expedia
PENTHOUSE 5 at SeaCrest - Oceanfront 4 Bedrooms & Beautiful!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Experience ultimate coastal living at SeaCrest Penthouse 5! This stunning, newly renovated 5th-floor oceanfront villa of ...
From $657 per night (USD)Expedia
From $453 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 $453 per night (USD)VRBO
From $672 per night (USD)Expedia
13 Moonshell, Close to Beach, Pool, Big Backyard, Free Golf, Dogs Welcome
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
13 Moonshell Rd, Hilton Head is a perfect retreat for a coastal escape. With its five bedrooms and three bathrooms, it o ...
From $672 per night (USD)Expedia
From $321 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 $321 per night (USD)VRBO
From $1431 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 $1431 per night (USD)Expedia
From $288 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 $288 per night (USD)VRBO
From $319 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 $319 per night (USD)Expedia
From $1138 per night (USD)VRBO
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 $1138 per night (USD)VRBO
From $299 per night (USD)Expedia
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 $299 per night (USD)Expedia
From $268 per night (USD)VRBO
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 $268 per night (USD)VRBO
From $380 per night (USD)Expedia
196 Colonnade Club | 3 Bedroom | Walk to Beach | Pool on Site | STR #026046
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
196 COLONNADE CLUB Situated on the second floor, this lovely 3 bedroom villa offers tranquil views of the Lagoon & Golf ...
From $380 per night (USD)Expedia
From $519 per night (USD)VRBO
509 Barrington Court is a gorgeous property with ocean and pool views.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the beauty of Hilton Head Island with breathtaking ocean and beach views from the private balcony of one of our ...
From $519 per night (USD)VRBO
From $221 per night (USD)Expedia
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 $221 per night (USD)Expedia
From $408 per night (USD)VRBO
1 bed/2 bath 5th floor bright and fresh oceanfront condo, amazing ocean view
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
Escape to paradise on your Hilton Head Island vacation! Nestled in the prestigious Hampton Place, in Palmetto Dunes Reso ...
From $408 per night (USD)VRBO
From $325 per night (USD)Expedia
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 $325 per night (USD)Expedia
From $355 per night (USD)VRBO
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 $355 per night (USD)VRBO
From $359 per night (USD)Expedia
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 $359 per night (USD)Expedia
From $434 per night (USD)VRBO
21 Windjammer-Private Pool, views of the 10th tee of Harbour Town Golf Links
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Overlooking the 10th tee of Harbour Town Golf Links, this beautifully decorated home features three bedrooms and 3.5 bat ...
From $434 per night (USD)VRBO
From $690 per night (USD)Expedia
Gorgeous two bedroom end unit villa in Palmetto Dunes on Hilton Head Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience an unforgettable stay at Windsor Court, where luxury meets comfort on the stunning shores of Hilton Head Isla ...
From $690 per night (USD)Expedia
From $438 per night (USD)VRBO
SeaPines, Pet friendly, Walk to the Beach Club, Awesome On-site Pool, Updated
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This beautiful three bedroom Lighthouse Road Villa is part of exclusive block 1, featuring the closest location to the B ...
From $438 per night (USD)VRBO
From $582 per night (USD)Expedia
1905 S Beach Club | Stunning 3 Bedroom | Sound Views | STR #025723
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
1905 SOUTH BEACH CLUB VILLA This delightful first floor villa offers fabulous views of the Ocean, Beach, Sound and Beac ...
From $582 per night (USD)Expedia
From $309 per night (USD)VRBO
806 Tennismaster - Beautiful golf course views! Minutes to the beach & tennis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
806 Tennismaster is an updated 3 bedroom, 3.5 townhouse in Shipyard Plantation. This gorgeous end unit has beautiful gol ...
From $309 per night (USD)VRBO
From $733 per night (USD)Expedia
Villa with panoramic ocean views! Top Floor! *Tennis/Pickleball included*
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience an unforgettable stay at Windsor Court, where luxury meets comfort on the stunning shores of Hilton Head Isla ...
From $733 per night (USD)Expedia
From $2599 per night (USD)VRBO
Oceanfront Five Bedroom Sea Pines Home with FREE Pool & Spa Heat Seasonally!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
28 Duck Hawk is a five bedroom, five and half bathroom home is located oceanfront in Sea Pines and can sleep up to ten g ...
From $2599 per night (USD)VRBO
From $263 per night (USD)Expedia
Courtside 97 - Wonderful Ground Floor Flat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Courtside 97 is a favorite among repeat guests with it's close proximity to the pool and short walk to the beach. This ...
From $263 per night (USD)Expedia
From $270 per night (USD)VRBO
332 Breakers: Newly Updated Breakers Villa. Sleeps 4, Beachfront, Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Proudly hosted by Island Rentals of Hilton Head. Discover your own piece of paradise at The Breakers, the ultimate desti ...
From $270 per night (USD)VRBO
From $411 per night (USD)Expedia
< 1 Mi to Beach: Family-Friendly Hilton Head Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in the desirable Sea Pines community, this Hilton Head vacation rental has everything you need for a relaxing st ...
From $411 per night (USD)Expedia
From $276 per night (USD)VRBO
Sunset Rentals | Ocean Breeze 39 | Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
39 Ocean Breeze is a bright and open 2 bedroom, 2.5 bathroom dog-friendly Forest Beach villa located a block away from t ...
From $276 per night (USD)VRBO
From $188 per night (USD)Expedia
Charming Hilton Head Home on Quiet Street
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This completely renovated 3-bedroom, 2.5-bath vacation rental is the perfect home-away-from-home for a month-long or sea ...
From $188 per night (USD)Expedia
From $496 per night (USD)VRBO
6 Cannon Row: Pet Friendly Home, Free Bikes, Private Pool, Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
6 Cannon Row, Sea Pines Private Home, New Private Pool Basic Features: • 2121 sq. ft. • 3 bed, 2 Bath • 2 Kings, 2 Twin ...
From $496 per night (USD)VRBO
From $408 per night (USD)Expedia
1 Deer Run: Newly Listed & Furnished Home, Dog Friendly, 4 BR, Bikes
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Proudly hosted by Island Rentals of Hilton Head, this spacious maritime forest retreat offers the perfect setting for an ...
From $408 per night (USD)Expedia