
Hilton Head Island Rentals
- From $735 per night (USD)
VRBO
Spacious 5 bed Cottage with Private Pool and Hot Tub, 5 min walk to beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 18
This 5th-row ocean, custom-built escape is the epitome of southern island charm. The sweeping front porch with rocking c ...
From $735 per night (USD)VRBO
- From $410 per night (USD)
Expedia
1417 S. Beach Villa-Beachfront views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Incredible BEACHFRONT views from this 4 bedroom, 4 bath South Beach townhouse! The kitchen, with granite countertops an ...
From $410 per night (USD)Expedia
- From $400 per night (USD)
VRBO
Lovely pet friendly property with ocean views, located Palmetto Dunes.
- 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 $400 per night (USD)VRBO
- From $304 per night (USD)
Expedia
Ocean One 511 - Oceanfront 5th Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
With decks off the living room and master bedroom, guests staying in Ocean One 511 enjoy panoramic views of the ocean an ...
From $304 per night (USD)Expedia
- From $1042 per night (USD)
VRBO
16 Collier Beach -The Perfect Oceanfront Retreat!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
16 Collier Beach Road This exquisite 3 story Oceanfront Home offers the ultimate Vacation Retreat with Panoramic Ocean ...
From $1042 per night (USD)VRBO
- From $242 per night (USD)
Expedia
3102 Island Club - 1st Floor walk out to the ocean. OCEANVIEW Villa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
You will love the ultra-convenience of this ground-floor 2-bedroom, 2-bath villa in the family-friendly community Island ...
From $242 per night (USD)Expedia
- From $654 per night (USD)
VRBO
7 Quail-Dog-Friendly, 2nd Row Ocean w/ Pool & Hot Tub, 35 steps to the beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Lounge by the pool and let the sea breeze wash over you in this 2nd-row ocean (less than 35 steps to the beach) dog-frie ...
From $654 per night (USD)VRBO
- From $278 per night (USD)
Expedia
913 Cutter Ct- Short Stays All Summer - Steps to Harbour Town and Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
913 Cutter Court is a 1-bedroom, 1-bath villa located in the heart of Harbour Town. In addition to its premium location, ...
From $278 per night (USD)Expedia
- From $291 per night (USD)
VRBO
34 Muirfield. Quick walk to all Harbour Town has to offer
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located on the 2nd fairway of the famous Harbour Town Golf Links, this 3-bed, 3-bath Muirfield townhouse is perfect for ...
From $291 per night (USD)VRBO
- From $1042 per night (USD)
Expedia
161 Mooring Buoy - Private Pool & 3 minute walk (133 yards) to the beach!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 17
A coastal cottage by the sea in Palmetto Dunes. Put your bare feet up and enjoy relaxing lagoon views from this third-ro ...
From $1042 per night (USD)Expedia
- From $221 per night (USD)
VRBO
Shorewood 332 - Oceanview 3rd Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With a balcony accessible by the living room and master bedroom, guests staying in Shorewood 332 enjoy a great view of t ...
From $221 per night (USD)VRBO
- From $179 per night (USD)
Expedia
Breakers 139 - Remodeled Ocean Front Condo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This comfortable 1 bedroom condo sleeps up to 4 people. The bedroom features a queen-sized bed and the living has a slee ...
From $179 per night (USD)Expedia
- From $552 per night (USD)
VRBO
3506 Windsor Court S. - Updated Penthouse Oceanfront Villa - Enjoy Ocean Breezes on the Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
3506 Windsor Court South in Palmetto Dunes Completely Remodeled Top of the Line Penthouse Oceanfront Villa Professionall ...
From $552 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Courtside 115 - Forest Beach 1st Floor Flat- Updated!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Recently updated!!! Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townho ...
From $173 per night (USD)Expedia
- From $664 per night (USD)
VRBO
3 bedroom/3 bathroom Oceanfront Villa with Amazing Condo Complex Amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED September - April 2026 AND IS SUBJECT TO CHANGE. SCAFFOLDING ...
From $664 per night (USD)VRBO
- From $1357 per night (USD)
Expedia
5 Roadrunner-Direct OCEANFRONT w/ Elevator, Pool & Spa. Amazing Ocean Views.
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 20
So close to the ocean, you can hear the constant rhythm of the waves as they roll in. Located in North Forest Beach, thi ...
From $1357 per night (USD)Expedia
- From $371 per night (USD)
VRBO
Villamare Beachfront 2-bedroom condo minutes from Palmetto Dunes Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to the stunning beachfront 2-bedroom condo in the heart of Hilton Head Island's Mid Island neighborhood. As you s ...
From $371 per night (USD)VRBO
- From $1120 per night (USD)
Expedia
12 Whelk, Steps to the Beach, Private Pool, Ocean View, Free Golf, Pickleball
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to 12 Whelk Street, Hilton Head Island's premier vacation destination, where beachside luxury meets unmatched co ...
From $1120 per night (USD)Expedia
- From $406 per night (USD)
VRBO
Luxurious oceanfront villa with resort accommodations in Palmetto Dunes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
*VILLAMARE PAINTING PROJECT TENTATIVELY SCHEDULED FOR SEPT 15, 2025 TO MARCH 30, 2026. Work will include stucco repair, ...
From $406 per night (USD)VRBO
- From $1270 per night (USD)
Expedia
18 Sand Dollar, Oceanfront, Pool, Hot Tub, Free Golf, Elevator, Pickleball
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 20
18 Sand Dollar, Hilton Head Island. Your search for the perfect vacation rental ends here! With 7 bedrooms, 7 bathrooms, ...
From $1270 per night (USD)Expedia
- From $799 per night (USD)
VRBO
3 Sutherland, Pool, Beach, Palmetto Dunes, Free Golf, Pickleball Perks
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
3 Sutherland, Hilton Head Island. This updated 6-bedroom house, nestled within the prestigious private community of Palm ...
From $799 per night (USD)VRBO
- From $227 per night (USD)
Expedia
Refreshed, Coastal & Casual Inland Harbour Gem - On Site Pool & Tennis - Walk to Harbour Town.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ready for a fresh start, peaceful downtime or a relaxing getaway in the serene & endless beauty of Sea Pines Resort on H ...
From $227 per night (USD)Expedia
- From $584 per night (USD)
VRBO
2 Sea Spray - Steps to the Beach... & Summer Weeks Waiting For You!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this luxurious 2nd-row ocean home in the highly sought-after North Forest Beach area, just steps from the pri ...
From $584 per night (USD)VRBO
- From $223 per night (USD)
Expedia
Shorewood 338 - Ocean View - 2 bedroom 3rd Floor Spacious Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Shorewood is a five story elevator building located in South Forest Beach. Among the amenities offered throughout Hilton ...
From $223 per night (USD)Expedia
- From $459 per night (USD)
VRBO
10 Baynard Cove-5 Minute walk to the beach with Private Pool & Spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover an island gem nestled among sprawling live oaks and palm trees in the heart of Sea Pines. You’re warmly welcome ...
From $459 per night (USD)VRBO
- From $991 per night (USD)
Expedia
Premium DOG FRIENDLY 4th Row Ocean Sea Pines Home with a Private Pool & Spa
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
23 Ruddy Turnstone is a beautiful home packed full of history. This five bedroom, five and half bathroom home is your l ...
From $991 per night (USD)Expedia
- From $543 per night (USD)
VRBO
Ocean One 502 - Beachside 5th Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. 5th floor ocean-side ...
From $543 per night (USD)VRBO
- From $429 per night (USD)
Expedia
5 Wildwood Road: BESTNEST by Beverly Serral
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the BESTNEST at 5 Wildwood Road in Sea Pines. Here’s the skinny - just buzz us for more details: Our advert ...
From $429 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Forest Beach Area - 3 Bedroom Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Charming 3 bedroom Townhouse. Renovated in 2024 with New Kitchen, Flooring, and Walk In Shower on 1st Level. This hidde ...
From $220 per night (USD)VRBO
- From $368 per night (USD)
Expedia
238 Shorewood- 2nd Floor Landscape View steps to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A wonderful 2-bedroom, 2-bath condo with beautiful landscaped courtyard views from the private balcony. Shorewood's prim ...
From $368 per night (USD)Expedia
- From $676 per night (USD)
VRBO
3 bedroom/3 bathroom 2nd floor oceanfront condo with lots of amenities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED September - April 2026 AND IS SUBJECT TO CHANGE. SCAFFOLDING ...
From $676 per night (USD)VRBO
- From $386 per night (USD)
Expedia
457 Captains Walk- Just walk out your living area to the beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
457 Captains Walk is a gorgeous 3 bedroom, 3 bath villa with stunning ocean views. Located on the first floor, this corn ...
From $386 per night (USD)Expedia
- Click For Pricing
VRBO
109 Breakers - Cozy 1 Bedroom Villa with a spectacular Oceanfront Views!
- 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 $350 per night (USD)
Expedia
510 Shorewood - Oceanfront, 5th Floor with Fabulous views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This wonderfully decorated villa will give you phenomenal views of the Atlantic Ocean! It is located on the 5th floor of ...
From $350 per night (USD)Expedia
- From $162 per night (USD)
VRBO
Courtside 1 - Forest Beach Ground Floor Spacious Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Courtside 1 is a 2 bedroom/2 bath condo all one level with no steps. Courtside 1 has been remodeled with granite counte ...
From $162 per night (USD)VRBO
- From $235 per night (USD)
Expedia
2 bedroom villa located in Harbourtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ideal vacation villa for families, golfers, and the avid beach goers! Heritage Villas is located in the desirable, gated ...
From $235 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Ocean Club 49 - Oceanfront Renovated 1st Floor Flat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Oceanfront condo sleeps up to 6 people with a king in the master bedroom, Queen and Twin in 2nd bedroom, and a living ro ...
From $254 per night (USD)VRBO
- From $228 per night (USD)
Expedia
2407 SeaCrest- Oceanviews, Indoor/Outdoor Pool & Spa, Fitness and More.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
***ROOF CONSTRUCTION PROJECT - September 2025 through April 2026 *** What to expect: Obstructed views due to scaffold ...
From $228 per night (USD)Expedia
- From $292 per night (USD)
VRBO
7817 Centre Court has lovely wooded and lagoon views in Palmetto Dunes.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
HILTON HEAD ISLAND RENTAL. This cozy Palmetto Dunes villa is a first floor unit with peaceful wooded and lagoon views. ...
From $292 per night (USD)VRBO
- From $285 per night (USD)
Expedia
178 Greens- Short Walk to the Pool and Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Relax and enjoy this laid back 3 bedroom, 3 bath Shipyard villa overlooking the 7th fairway of the Galleon Golf Course. ...
From $285 per night (USD)Expedia
- From $1039 per night (USD)
VRBO
6 Collier Beach, Oceanfront, Large Pool, Elevator, Free Golf
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 23
This beautiful oceanfront 6-bedroom/ 6.75-bathroom home is everything you have been looking for! With 2 living areas the ...
From $1039 per night (USD)VRBO
- From $439 per night (USD)
Expedia
2 bedroom/2 bathroom 4th Floor Oceanfront Villa, Sleeps 6, Gets lots of light
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED September - April 2026 AND IS SUBJECT TO CHANGE. SCAFFOLDING ...
From $439 per night (USD)Expedia
- From $845 per night (USD)
VRBO
1468 Sound Villas- Coastal Chic and Calibogue Sound Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy the picturesque views of the Calibogue Sound and Daufuskie Island as well as dolphins swimming by right in front o ...
From $845 per night (USD)VRBO
- From $211 per night (USD)
Expedia
Ocean One 120 - Beachside Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Ocean One 120 remodeled the kitchen, with new cabinets, granite counters, and Black Stainless top of the line appliances ...
From $211 per night (USD)Expedia
- From $315 per night (USD)
VRBO
114 Abbington - Relaxation at its best and steps to the beach.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
You will love the open floorplan of this 3-bed, 3-bath end unit in Palmetto Dunes! The soaring cathedral ceilings in the ...
From $315 per night (USD)VRBO
- From $186 per night (USD)
Expedia
102 Breakers - Totally Renovated 2025! Beautiful Oceanside Villa!
- 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 ...
From $186 per night (USD)Expedia
- From $846 per night (USD)
VRBO
2 Quail-Bring Fido to the Beach, 5th row(35 yards)ocean, Elevator, Pool & Spa
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 17
Welcome to your own private Sandcastle, a luxurious, custom-built home in the desirable North Forest Beach area of Hilto ...
From $846 per night (USD)VRBO
- From $212 per night (USD)
Expedia
217 Breakers- Direct Oceanfront with Pool & Kiddy Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**Beachfront Bliss Awaits at This Charming 1-Bedroom Villa** Park the car, kick back, and forget about life for a while ...
From $212 per night (USD)Expedia
- From $417 per night (USD)
VRBO
Relaxing beach retreat with panoramic views of the beautiful dunes and ocean!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED 9/15-4/10/26 AND IS SUBJECT TO CHANGE. SCAFFOLDING WILL BE U ...
From $417 per night (USD)VRBO
- From $1439 per night (USD)
Expedia
Private Pool, Marsh View, Super Stylish Classic BESTNEST at 11 Black Tern
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to the BESTNEST at 11 Black Tern in Sea Pines. Here’s the skinny - just buzz us for more details: Our advertise ...
From $1439 per night (USD)Expedia
- From $290 per night (USD)
VRBO
69 Shell Ring - Nestled in A Quiet Sea Pines Community offering Pool & Tennis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The open floor plan concept is ideal for entertaining the entire family. 69 Shell Ring is a 3-bed, 3.5-custom built home ...
From $290 per night (USD)VRBO
- From $1460 per night (USD)
Expedia
6 Terra Bella, Oceanfront, Elevator, Private Pool, Roof Top Patio, Free Golf
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 20
6 Terra Bella Trace, Hilton Head Island is nestled between the salt marsh and the Atlantic Ocean, 6 Terra Bella Trace is ...
From $1460 per night (USD)Expedia
- From $782 per night (USD)
VRBO
Sea Crest 2509 - Beautiful 5th Floor Condo with Breathtaking Ocean Views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Stay in an exceptional 5th floor oceanside condo centrally located on North Forest Beach. Ideal for a large family (slee ...
From $782 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Shorewood 430 - Stunning Oceanview 4th Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With an oversized balcony accessible to by the living room, guests staying in Shorewood 430 enjoy a great view of the At ...
From $250 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Ocean One 107 - Oceanfront 1st Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean One 107 is highly coveted and in a great location! Bottom floor unit allows easy access to the beach, oceanfront p ...
From $269 per night (USD)VRBO
- From $490 per night (USD)
Expedia
1464 Sound Villa - Gorgeous views of the Calibogue Sound!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
This gorgeous 5 bedroom, 4 bath town home is located in the popular South Beach area of Sea Pines Resort and has lovely ...
From $490 per night (USD)Expedia
- From $224 per night (USD)
VRBO
143 Greens - Quick walk to pool, tennis and beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spectacular fairway views from this 2-bedroom, 2.5-bath townhouse, with a private deck. Beautifully decorated and showca ...
From $224 per night (USD)VRBO
- From $2492 per night (USD)
Expedia
5 S. Beach Lagoon-Oceanfront Southern Charm, Pool, Play Area & Screened Porch
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Island tradition is clearly on display here along with the breathtaking ocean views in this timeless oceanfront home in ...
From $2492 per night (USD)Expedia
- From $1105 per night (USD)
VRBO
10 Curlew OCEANFRONT, 5 Bedroom w/ Private Heated Pool, Spa & Outdoor Kitchen
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Oceanfront opulence blends with coastal chic in this seaside home. With stone flooring throughout the first floor and qu ...
From $1105 per night (USD)VRBO
- From $216 per night (USD)
Expedia
263 Stoney Creek- Quick walk to the RBC Heritage - 2025 Availability!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
263 Stoney Creek is a 2-bedroom, 2.5-bath townhouse in the heart of Harbour Town. The first floor hosts the kitchen, din ...
From $216 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Ocean One 319 - Oceanfront 3rd Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
With decks off the living room and two bedrooms, guests staying in Ocean One 319 enjoy panoramic views of the Atlantic O ...
From $319 per night (USD)VRBO
- From $553 per night (USD)
Expedia
1 Curlew- Private Pool & 5th Row Ocean - Less than 75 yards to the beach.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to this statement island home in Hilton Head's highly sought-after North Forest Beach area. From the moment you ...
From $553 per night (USD)Expedia
- From $365 per night (USD)
VRBO
1 Bedroom/2 Bathroom 3rd Floor Oceanfront End Unit Condo with Amazing Views!!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 2
**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED September - April 2026 AND IS SUBJECT TO CHANGE. SCAFFOLDING ...
From $365 per night (USD)VRBO
- From $1396 per night (USD)
Expedia
29 Singleton Beach, Oceanfront, Pool, Pool Table, Free Golf, Pickleball
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 18
29 Singleton Beach, Hilton Head Island is a modern home ideal for large groups, families with kids, or couples seeking a ...
From $1396 per night (USD)Expedia
- From $230 per night (USD)
VRBO
Beachwalk 174 - Shipyard 3BR/3.5 BA Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beachwalk 174 has wireless internet, a recently updated bathrooms. One of the 3 baths has a walk-in shower. Lovely dec ...
From $230 per night (USD)VRBO
- From $326 per night (USD)
Expedia
1203 SeaCrest- Awesome Ocean Views of grounds, pool and beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***ROOF CONSTRUCTION PROJECT - September 2025 through April 2026 *** What to expect: Obstructed views due to scaffold ...
From $326 per night (USD)Expedia
- From $1478 per night (USD)
VRBO
31B Dune Lane - Coastal Chic Oceanfront 6-Bedroom Home!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 19
A home as awe-inspiring as its ocean views! This custom built, beachside retreat was designed with your next dream famil ...
From $1478 per night (USD)VRBO
- From $628 per night (USD)
Expedia
44 Mooring Buoy- 3rd Row (176 yard walk) to Ocean, Fido Friendly & Large Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
You can practically feel the sand between your toes! This Palmetto Dunes island beauty is at the end of the beach path, ...
From $628 per night (USD)Expedia
- From $764 per night (USD)
VRBO
9 Wren Drive/South Beach: BESTNEST by Beverly Serral *True Walk to Beach*
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to the BESTNEST at 9 Wren Drive in Sea Pines. Here’s the skinny - just buzz us for more details! Our advertise ...
From $764 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Racquet Club Villas 2321- Charming Sea Pines 1 bedroom plus Bonus Loft!!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Racquet Club 2321 is a cozy villa in the Harbour Town area of Sea Pines. This villa is a spacious 1 bedroom condo with ...
From $180 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Ocean One 209 - Completely Renovated - Spectacular Oceanfront Gem!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New kitchen, baths, flooring, furnishings, you name it. With decks off the living room and master bedroom, guests stayin ...
From $266 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Ocean One 211 - Oceanfront 2nd Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This 3 bedroom oceanfront condo sleeps 8 people comfortably with a king bed in the master bedroom, queen bed in bedroom ...
From $267 per night (USD)Expedia
- From $476 per night (USD)
VRBO
3 Beachside-HEATED POOL. 50 yards to the beach. Tennis and Pickleball nearby
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Upgrade your island getaway with this upgraded Sea Pines beauty. New additions include an elevator, top-of-the-line stai ...
From $476 per night (USD)VRBO
- From $301 per night (USD)
Expedia
Ocean One 402 - Beachside 4th Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Oce ...
From $301 per night (USD)Expedia
- From $399 per night (USD)
VRBO
3 Scaup-Fido Friendly, 202 Yard walk to the Beach, Private HEATED Pool & Spa.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This charming 3-bed, 3-bath dog-friendly vacation home is in the South Beach area of Sea Pines. *Heated private pool, sp ...
From $399 per night (USD)VRBO
- From $822 per night (USD)
Expedia
12 Surf Scoter - Charming 4 Bedroom 4th Row Home with Pool & Spa!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
**Surf Scoter 12** This charming 4th Row Ocean Home appeals to Sea Pines Beach Lovers of all ages. The Great Room f ...
From $822 per night (USD)Expedia
- From $627 per night (USD)
VRBO
3501 SeaCrest - Oceanfront 5th Floor Penthouse. WOW views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
***ROOF CONSTRUCTION PROJECT - September 2025 through April 2026 *** What to expect: Obstructed views due to scaffold ...
From $627 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Surf Court 70 - Forest Beach Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Surf Court 70 is a two-story townhouse with a street level entry and first floor. King bed in the primary bedroom, doubl ...
From $165 per night (USD)Expedia
- From $320 per night (USD)
VRBO
3 bedroom/3 bathroom 2nd floor Shipyard villa with community tennis and pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
HILTON HEAD ISLAND. Golfmaster is conveniently located in Shipyard Plantation. Overlooking the golf course these villas ...
From $320 per night (USD)VRBO
- From $229 per night (USD)
Expedia
105 Beachwalk – Pet-Friendly Comfort Just Steps from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 105 Beachwalk, a beautifully updated, pet-friendly villa in the heart of Shipyard Plantation—just a 5-minute ...
From $229 per night (USD)Expedia
- From $273 per night (USD)
VRBO
14 Beach Arbor: First Floor 2 Bedroom Villa. Pool, Walk to Beach Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Step into a bright and lively Hilton Head Island villa, offering a delightful atmosphere for your getaway. With fresh up ...
From $273 per night (USD)VRBO
- From $428 per night (USD)
Expedia
Resort View - Ocean Villas A115 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This spacious one-bedroom villa is conveniently located on the first floor of Ocean Villa Building A. This Villa is full ...
From $428 per night (USD)Expedia
- From $454 per night (USD)
VRBO
Ocean View - Ocean Villas A343 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beautiful one bedroom villa is located on the third floor of Ocean Villa A bldg. There is a fully equipped kitchen, ...
From $454 per night (USD)VRBO
- From $441 per night (USD)
Expedia
Ocean View - Ocean Villas A322 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This unit is located on the third floor. This beautifully decorated one-bedroom villa has all the comforts of home. The ...
From $441 per night (USD)Expedia
- From $441 per night (USD)
VRBO
Ocean View - Ocean Villas C256 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
This beautiful one-bedroom villa has been recently updated and sleeps up to 5 people. The living room area includes a sl ...
From $441 per night (USD)VRBO
- From $435 per night (USD)
Expedia
Resort View - Ocean Villas C155 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This beautiful one bedroom, one bathroom villa is located on the first floor of Ocean Villa Building. C. There is a full ...
From $435 per night (USD)Expedia
- From $441 per night (USD)
VRBO
Ocean View - Ocean Villas B318 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This beautifully decorated one-bedroom villa is located on the third floor of Ocean Villa B building. The master bedroom ...
From $441 per night (USD)VRBO
- From $457 per night (USD)
Expedia
Ocean View - Ocean Villas B313 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This lovely one bedroom, one-bathroom villa is located on the third floor. There is a fully equipped kitchenette, dining ...
From $457 per night (USD)Expedia
- From $454 per night (USD)
VRBO
Ocean View - Ocean Villas B215 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This spacious one bedroom one bath villa is located on the second floor of Ocean Villa Building B. This villa has a full ...
From $454 per night (USD)VRBO
- From $472 per night (USD)
Expedia
Resort View - Ocean Villas A148 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This beautiful one bedroom one-bathroom villa is located on the first floor of Ocean Villa A building. There is a fully ...
From $472 per night (USD)Expedia
- From $459 per night (USD)
VRBO
Ocean View - Ocean Villas B220 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This lovely one-bedroom villa is located on the second floor. The nicely decorated master bedroom is furnished with a qu ...
From $459 per night (USD)VRBO
- From $441 per night (USD)
Expedia
Resort View - Ocean Villas A240 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This beautiful upgraded one-bedroom villa is in the Ocean Villas. There is a fully equipped kitchen, dining area/living ...
From $441 per night (USD)Expedia
- From $428 per night (USD)
VRBO
Ocean View - Ocean Villas B250 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This spacious one bedroom, one bath villa is located on the second floor of Ocean Villa B building. This villa has a ful ...
From $428 per night (USD)VRBO
- From $276 per night (USD)
Expedia
Ocean View - Ocean Villas C130 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This spacious one bedroom, one bath villa is located on the first floor of Ocean Villa Building C. This villa has a full ...
From $276 per night (USD)Expedia
- From $466 per night (USD)
VRBO
Ocean View - Ocean Villas C131 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This one bedroom, one-bathroom villa is located on the first floor. There is a fully equipped kitchenette, dining area. ...
From $466 per night (USD)VRBO
- From $459 per night (USD)
Expedia
Ocean View - Ocean Villas B221 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This spacious one bedroom, one bath villa is located on the second floor of Ocean Villa building B. This villa has a ful ...
From $459 per night (USD)Expedia
- From $523 per night (USD)
VRBO
Ocean View - Admiral’s Row 420 is brought to you by OSRP
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Two Bedroom Ocean View - Ruby Level- AR420 This beautifully decorated two-bedroom villa is furnished with a queen size b ...
From $523 per night (USD)VRBO
- From $498 per night (USD)
Expedia
Resort View - Admiral’s Row 139 is brought to you by OSRP
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautifully furnished two-bedroom condominium has recently installed new wood flooring, a new dining set with 6 cus ...
From $498 per night (USD)Expedia
- From $336 per night (USD)
VRBO
Ocean Front - Ocean Villas B232 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This lovely one bedroom, one-bathroom villa is located on the second floor. There is a fully equipped kitchenette, dinin ...
From $336 per night (USD)VRBO
- From $491 per night (USD)
Expedia
Ocean View - Admiral's Row 222 is brought to you by OSRP
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This two-bedroom two bath villa is located on the second floor of Admirals Row bldg. B. The master bedroom is furnished ...
From $491 per night (USD)Expedia




































































































