Boggy Cut Rentals
From $207 per night (USD)VRBO
Oceanside Oasis - Breathtaking Views and Coastal Comfort!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Enjoy the best of Hilton Head Island in this ideally located condo, just a short walk from the popular Coligny Beach. Yo ...
From $207 per night (USD)VRBO
From $334 per night (USD)Expedia
Shipyard Golf View Villa | Walk to Beach, Pool & Coligny
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Charming Evian Villa in Shipyard 2 Bedrooms | 2 Bathrooms | Sleeps 8 | Golf Views Welcome to117 Evian Villa, your perf ...
From $334 per night (USD)Expedia
From $239 per night (USD)VRBO
Unobstructed Oceanfront 1 bedroom condo with King size bed!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the The Sandpiper! This direct oceanfront 2nd floor condo has spectacular ocean views from your private balc ...
From $239 per night (USD)VRBO
From $266 per night (USD)Expedia
Surf Court 22 - Forest Beach Townhouse With Ground Floor Entry
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Surf Court 22 is a two-story townhouse with ground level entry. King bed in the primary bedroom, 2 double beds in bedro ...
From $266 per night (USD)Expedia
From $266 per night (USD)VRBO
First Floor Two Bedroom Two Bath Condo - 1 Block to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This charming "two sided" unit provides a spacious vacation experience with plenty of space and privacy between each sid ...
From $266 per night (USD)VRBO
From $183 per night (USD)Expedia
Lovely 2-bedroom Condo on Hilton Head Island inside Shipyard Plantation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your Hilton Head Island adventure begins at this 2-bedroom condo that accompdates up to six. This villa has 1 king bed, ...
From $183 per night (USD)Expedia
From $325 per night (USD)VRBO
Newly Remodeled, great location in Hilton Head Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy this beautifully and completely renovated two bedroom/2 bath condo in a great location, very close to Coligny Plaz ...
From $325 per night (USD)VRBO
From $256 per night (USD)Expedia
Springwood 67 - Two Bedroom Two Bath Single Story Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Springwood 67 is a first floor villa located a short walk or bike ride to the beach. Easy access to pool and no-stairs m ...
From $256 per night (USD)Expedia
From $821 per night (USD)VRBO
Double Master Suite Luxury 4 BR Sea Pines Home, Bikes & Beach Gear included
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Wonderful luxury Sea Pines four bedroom home with private pool and spectacular views of the live oaks wrapping around th ...
From $821 per night (USD)VRBO
From $380 per night (USD)Expedia
Pet Friendly Beach Villa 3 Bed 3 Bath walk to the beach, pools, tennis and more!16 OB
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: STR Permit #021577 - This gorgeous villa in the heart of Hilton Head is your home away from home. Come and rel ...
From $380 per night (USD)Expedia
From $331 per night (USD)VRBO
EZ Beach Access - 2 Bed 2 and one half Bath 23 Coligny Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Summary: Welcome to this stylish and convenient 2-bedroom, 2.5-bath villa perfectly located in the heart of Hilton Head ...
From $331 per night (USD)VRBO
From $379 per night (USD)Expedia
Beach Living - 3 Bed 2 Bath Seascape Villa - Just steps to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: STR Permit #027248 - Welcome to Beach Living, a completely updated 3-bedroom, 2-bath villa that blends modern ...
From $379 per night (USD)Expedia
From $377 per night (USD)VRBO
Pet Friendly 3 Bed 3 Bath #3 Ocean Breeze Villa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to your Hilton Head Island getaway—a beautifully updated, pet-friendly 3-bedroom, 3-bath villa perfect ...
From $377 per night (USD)VRBO
From $378 per night (USD)Expedia
Coastal Villa w/ Screened-in Porch & Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Welcome to your Hilton Head getaway—just an 8-10-minute walk to the beach! This bright and spacious 3-bedroom, ...
From $378 per night (USD)Expedia
From $288 per night (USD)VRBO
2 bed Brigantine Quarters-walk to the beach and Coligny.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Brigantine Quarters, located within Shipyard Plantation is one of the most picturesque plantations on Hilton Head Island ...
From $288 per night (USD)VRBO
From $294 per night (USD)VRBO
Steps to the Beach, Dining, Shopping and Coligny Circle. Wi-Fi, Parking, Pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Location Location Location !!!! Newly remodeled villa located directly across the street from the beach. This private f ...
From $294 per night (USD)VRBO
From $216 per night (USD)VRBO
Coligny Condo -Overlooks Pool, Walk to Beach, Shopping Entertainment and Dining!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Coligny Villas ! Ground floor villa located blocks from the beach. Spacious 2 bedroom 1.5 bathroom with plen ...
From $216 per night (USD)VRBO
From $351 per night (USD)Expedia
Oceanfront condo with elevator and gated entrance!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sleeps 6 | 2 Bedrooms | 2 Bathroom Ocean Views | Beachfront Complex | Zero-entry pool Gated entrance | Elevator | Beach ...
From $351 per night (USD)Expedia
From $243 per night (USD)VRBO
Pickleball/Tennis, Pool, Cozy Villa, Fast WIFI, 5 Minute Walk to the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your idyllic getaway on Hilton Head Island! This charming 1-bedroom rental is steps from the beach! With acce ...
From $243 per night (USD)VRBO
From $1006 per night (USD)Expedia
400 Steps to beach: Pool Hot Tub Sauna Mini Putt Putt Pool Table Arcade Games
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to your dream beach getaway! Just 400 steps from the shore, this luxurious home offers everything you need for t ...
From $1006 per night (USD)Expedia
From $280 per night (USD)VRBO
Walk to Beach & Coligny -Indoor / Outdoor Pool / Hot Tub / Tennis Pickleball!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We invite your family to experience the best of Hilton Head in our completely remodeled luxury property. The condo is ...
From $280 per night (USD)VRBO
From $320 per night (USD)Expedia
Stunning Oceanfront property, Just Steps to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your ideal home base for a Hilton Head getaway, whether it’s your first or your next! Nestled in an unbeatabl ...
From $320 per night (USD)Expedia
From $329 per night (USD)VRBO
Elevated 1st floor-2 BR w/ balcony- pool tennis pickleball easy beach access.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
114 Forest Beach Villa offers spacious 2 bedroom, 2 bathroom condo with island views. This elevated 1st-floor is uniquel ...
From $329 per night (USD)VRBO
From $344 per night (USD)Expedia
Serene Lagoon Views, Beach, Hilton Head!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: NEW! Your ideal Hilton Head Getaway awaits at 403 Golfmaster! Escape to this beautifully renovated 1,500 sq ft ...
From $344 per night (USD)Expedia
From $899 per night (USD)VRBO
Upscale Coastal Ranch ~ Private Pool & Spa ~ 13 Planters Wood Ct ~ Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Cardinal's Cradle – A Newly Renovated Luxe Retreat 13 Planters Wood Court | Sleeps 10 | Private Pool & Spa | ...
From $899 per night (USD)VRBO
From $406 per night (USD)Expedia
Pet friendly villa 4 minutes to beach and golf course!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Sleeps 7 | 3 Bedrooms | 3.5 Bathrooms Pet Friendly! (Dogs Only) | Private patio with outdoor seating Community pool | Se ...
From $406 per night (USD)Expedia
From $841 per night (USD)VRBO
39 Oak Court: Sea Pines Luxury! 5 BR, 5.5 BA Private Pool & Spa, Bikes
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the Sea Pines Escape at 39 Oak Court—an upscale 5-bedroom, 5.5 bathroom retreat in Hilton Head Island's exclu ...
From $841 per night (USD)VRBO
From $338 per night (USD)Expedia
Heated Pool 2BR 2BA Walk-In Shower Sofa Bed Sleeps 7 WiFi Porch Pool Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
The pool and hot tub on the fourth floor are open year round, but the pool does not have a heater. You will have access ...
From $338 per night (USD)Expedia
From $263 per night (USD)VRBO
2BR Beach Villa for 6, Walk to Beach & Trails!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: ✔️ Steps to beach access and Sea Pines leisure trails ✔️ Peaceful garden-view balcony for coffee and sunset s ...
From $263 per night (USD)VRBO
From $400 per night (USD)Expedia
Recently Renovated Sea Pines Gem, Community Pool, Short Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Escape to the peaceful sanctuary of Night Heron, a hidden gem tucked near the Sea Pines Nature Preserve and within easy ...
From $400 per night (USD)Expedia
From $205 per night (USD)VRBO
Modern TreeTops 5404 3 Pools/Tennis Courts/2 Beach Bikes/Wagon
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Walkable to South Forest Beach, Coligny Village and Celebration Park! Coming to Hilton Head to play golf on one of our t ...
From $205 per night (USD)VRBO
From $221 per night (USD)Expedia
11 Ocean Gate: 2BR, 2.5BA Community Pool, Short Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Proudly hosted by Island Rentals of Hilton Head, this beautiful villa is tucked away in the charming Ocean Gate communit ...
From $221 per night (USD)Expedia
From $214 per night (USD)VRBO
2-bed 2 bath villa in Hilton Head Island walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this delightful villa in picturesque Hilton Head Island. With WiFi and AC included, guests can relax in the c ...
From $214 per night (USD)VRBO
From $390 per night (USD)Expedia
Renovated pet-friendly villa steps from pool and tennis courts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Sleeps 7 | 2 Bedrooms | 2 Bathrooms Pet-friendly! (Dogs only) | Steps from community pool & tennis/pickleball courts 4-m ...
From $390 per night (USD)Expedia
From $370 per night (USD)VRBO
517 Plantation Club Villas: Sea Pines
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to the BESTNEST at 517 Plantation Club Villas. Here's the skinny - just buzz us for more details! Our advertised ...
From $370 per night (USD)VRBO
From $463 per night (USD)Expedia
Enjoy 4th Floor Ocean Views & Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
1403 Sea Crest | Beachside Resort *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens *3 TV's Including 55" in Living ...
From $463 per night (USD)Expedia
From $1285 per night (USD)VRBO
Hilton Head Island Beach House in Sea Pines Resort
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 9
Escape to paradise at 1 Pyxie Lane, nestled in the heart of Sea Pines Resort. This inviting coastal retreat comfortably ...
From $1285 per night (USD)VRBO
From $376 per night (USD)Expedia
Sunset Rentals | Continental Club 1
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy luxury accomodations while being just steps from the beach at 1 Continental Club! This fully renovated 3 bedroom, ...
From $376 per night (USD)Expedia
From $252 per night (USD)VRBO
Fresh & Modern Villa by the Sea Beach Club Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to Hilton Head Beach Club Villa #40. Your Home Away from Home! This 2BR 1.5BA comfortably sleeps 4 wi ...
From $252 per night (USD)VRBO
From $295 per night (USD)Expedia
Cozy Villa Near Beach Pool & Tennis on Hilton Head
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: 14C Xanadu Villa — Recently renovated 1-bedroom villa in Hilton Head's Forest Beach. Enjoy the community pool ...
From $295 per night (USD)Expedia
From $427 per night (USD)VRBO
Sea Pines Family Cottage • Loft for Kids + PS4 • Quick Bike Ride to Beach + Lighthouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Charming Lagoon Home in Sea Pines 3 Bedrooms | 2 Bathrooms | Sleeps 6 | Pet Friendly Welcome to your newly remodeled o ...
From $427 per night (USD)VRBO
From $225 per night (USD)Expedia
South Beach Condo Tennis & Golf
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Hilton Head Island's South Beach is home to this inviting condo that showcases the charm of coastal living. Just a short ...
From $225 per night (USD)Expedia
From $301 per night (USD)VRBO
Townhome on Golf Course in Shipyard Plantation
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Community Pool | Natural Surroundings | On Brigantine Fairway Perched on the 4th hole at Shipyard Golf Club, this stunn ...
From $301 per night (USD)VRBO
From $632 per night (USD)Expedia
Peaceful Retreat Near Beach & Golf on Hilton Head
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: 45 Oak Court — Welcome to 45 Oak Court, your cozy Sea Pines retreat! This one-level home features a beautiful ...
From $632 per night (USD)Expedia
From $305 per night (USD)VRBO
Sunset Rentals | Treetops 7302 | Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
7302 Treetops is new to the vacation rental market for 2025! This beautifully renovated, newly furnished 2 bedroom, 2 ba ...
From $305 per night (USD)VRBO
From $320 per night (USD)Expedia
Oceanside Villa! Heated Pool, Hot Tub and Fitness Center
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to your dream coastal getaway at this charming second-floor condo in Hilton Head. Enjoy a wealth of top-notch ame ...
From $320 per night (USD)Expedia
From $754 per night (USD)VRBO
Two Fawns at Sea Pines-4+BR-Group Friendly-New Heated Pool & Spa,Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
HH STR Permit #076992 Welcome to The Two Fawns at Sea Pines VRBO launch with new salt water spa/pool. For a limited ti ...
From $754 per night (USD)VRBO
From $342 per night (USD)Expedia
Sunset Rentals | Evergreen 14 | Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
14 Evergreen is a lovely single level Sea Pines Vacation rental home, dog-friendly located just inside the main gate of ...
From $342 per night (USD)Expedia
From $350 per night (USD)VRBO
Coastal Family Villa | 3BR Near Coligny Plaza, Shops & Tennis Center
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Discover the perfect Hilton Head escape at 36 Springwood Villa. This modern 3BR retreat is just a 10-minute wa ...
From $350 per night (USD)VRBO
From $286 per night (USD)Expedia
48 Hilton Head Cabanas: Steps to the Beach, 2 Bed, 2.5 Bath, Sleeps 6 Dogs OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Proudly hosted by Island Rentals of Hilton Head, this villa combines modern upgrades with beachside charm along South Fo ...
From $286 per night (USD)Expedia
From $296 per night (USD)VRBO
Steps to Coligny Plaza & Beach | Coastal Villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Summary: Welcome to 16 Coligny Villas, a stylish three-story townhome in the heart of Hilton Head Island, just steps fr ...
From $296 per night (USD)VRBO
From $252 per night (USD)Expedia
Spacious Townhouse Near Beach, Golf, Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Enjoy a relaxing stay in this welcoming home located within a short walk to all the shops restaurants, Beach, ...
From $252 per night (USD)Expedia
From $3521 per night (USD)VRBO
Beautiful 6BR Oceanfront Home in Sea Pines with Private Beach Path, Pool and Spa
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
An architectural gem, 36 Ruddy Turnstone is a beautifully designed oceanfront home in the world-class Sea Pines communi ...
From $3521 per night (USD)VRBO
From $824 per night (USD)Expedia
Vacation Paradise - Private Pool, Fire Pit & BBQ
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: This 5-bedroom home is in a prime location& has EVERYTHING you need for an amazing vacation in Hilton Head Is ...
From $824 per night (USD)Expedia
From $559 per night (USD)VRBO
Seascape Spacious 3 bedroom w/2 Pool walk to Beach, Celebration Park & Coligny!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy coastal comfort with our 3-bedroom, 2-bathroom villa in Seascape Villas, nestled in the heart of South Forest Beac ...
From $559 per night (USD)VRBO
From $906 per night (USD)Expedia
50 Dune Lane – NFB Oceanside Retreat- Private Pool, Steps from the Beach
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 18
Welcome to 50 Dune Lane, your ideal Hilton Head Island vacation destination! This expansive oceanside home features 7 be ...
From $906 per night (USD)Expedia
From $318 per night (USD)VRBO
Steps to Sand! Retreat w/ 2 Pools in Hilton Head
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
1 Mi to Coligny Plaza Shopping Center | Furnished Balcony | Beach Supplies | Remote Work Friendly Trade the daily grind ...
From $318 per night (USD)VRBO
From $280 per night (USD)Expedia
309 Breakers: Oceanfront End Unit Villa, 1BD/1BA. Hosts 6.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Proudly hosted by Island Rentals of Hilton Head, this beautifully remodeled oceanfront villa in the heart of North Fores ...
From $280 per night (USD)Expedia
From $220 per night (USD)VRBO
Spacious 2BR Condo w/ Pool Access in Hilton Head
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Relax in comfort at this 2-bedroom condo at Players Club Resort, located in the heart of Hilton Head Island. Perfect for ...
From $220 per night (USD)VRBO
From $281 per night (USD)Expedia
2BR Villa in Hilton Head | Pool Access & More!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unwind in comfort at this 2-bedroom, 2-bath villa at Players Club Resort on Hilton Head Island. Perfect for families or ...
From $281 per night (USD)Expedia
From $219 per night (USD)VRBO
Spacious 2BR Loft Villa w/ Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience modern comfort in this stylish 2-bedroom loft villa at Players Club Resort in Hilton Head Island. Perfect for ...
From $219 per night (USD)VRBO
From $234 per night (USD)Expedia
2BR Loft Villa w/ Jetted Tub + Resort Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a relaxing stay in this 2-bedroom loft villa at Players Club Resort, Hilton Head Island. This family-friendly retr ...
From $234 per night (USD)Expedia
From $751 per night (USD)VRBO
Sea Pines Haven | Private Pool | Harbour Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Located in the heart of Sea Pines, this inviting Hilton Head Island home offers easy access to Harbour Town, L ...
From $751 per night (USD)VRBO
From $378 per night (USD)Expedia
Island Vibes Villa, Spacious 3BR, 3 balconies, Enhanced Wi-Fi, near Coligny
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the spectacular views while relaxing and sipping on your favorite drink! Island Vibes Villa A17 is a corner unit l ...
From $378 per night (USD)Expedia
From $687 per night (USD)VRBO
Outdoor Oasis w/ Private Pool, Hot Tub, Pool Deck & Outdoor Atrium; Dog Friendly, Sea Pines Retreat
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to Blue Mermaid! This cheerful, spacious & comfortable Hilton Head vacation rental home has been designed for r ...
From $687 per night (USD)VRBO
From $712 per night (USD)Expedia
New Listing! Luxury Updated 4 BR 3 BA Golf View Near the Beach Pool Sea Pines
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Luxury 4 BR home near the golf course and the beach with gorgeous triple fairway views all the way to the Sea Pines Plan ...
From $712 per night (USD)Expedia
From $375 per night (USD)VRBO
Resort with 2 bedrooms, 2 Bathrooms, Kitchen Dining Room in Hilton Head Island.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discover the beauty of Hilton Head Island from this 2-bedroom resort. Guests enjoy a pleasant stay in spacious rooms wit ...
From $375 per night (USD)VRBO
From $437 per night (USD)Expedia
Hilton Ocean Oak resort located on Hilton Head, SC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hilton Head Island is waiting for you at this 2-bedroom resort. Inside, guests find a brilliant space featuring one Bedr ...
From $437 per night (USD)Expedia
From $336 per night (USD)VRBO
Ocean Oriented Oasis! Indoor Heated Pool! Pickleball! Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Ocean Walk 106! Perfect for families and groups traveling together, Ocean Walk 106 combines two neighboring ...
From $336 per night (USD)VRBO
From $420 per night (USD)Expedia
Sea Pines hut, 5-min walk to beach, dog friendly!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ocean, serene, luxury! Awaken your senses in this cottage surrounded by natural beauty of pines, pond, and blue herons. ...
From $420 per night (USD)Expedia
From $1403 per night (USD)VRBO
Bayberry Family Beach House 5 BR 4 BA Pool Walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
Summary: New to the HH Island Rentals family for 2026, this outstanding 5 bedroom 4 and 1/2 bath home in S Forest Beach ...
From $1403 per night (USD)VRBO
From $456 per night (USD)Expedia
Private Deck + Fire Table + Games | Sea Pines | Wildwood Hideaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Tucked into the quiet Greenwood Forest neighborhood of Sea Pines, Wildwood Hideaway is a single-story Lowcountry retreat ...
From $456 per night (USD)Expedia
From $282 per night (USD)VRBO
Oceanfront Villa-Beachfront Heated Pool-Walk to Coligny Plaza-South Forest Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to **this beautiful Ocean Dunes Villa #111**! It is a beautifully renovated 1-bedroom, 1-bath condo that featur ...
From $282 per night (USD)VRBO
From $272 per night (USD)Expedia
Poolside Villa, Walk to Beach - Coligny Hotspots Close
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VILLA LULU — The Perfect Beach Getaway Location, Location, Location Close to the beach, close to shopping, close to di ...
From $272 per night (USD)Expedia
From $664 per night (USD)VRBO
28 Ruddy Turnstone - Coastal Retreat Near the Beach with Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to 28 Ruddy Turnstone, a charming Sea Pines getaway tucked beneath the shade of majestic Lowcountry trees and ju ...
From $664 per night (USD)VRBO
From $477 per night (USD)Expedia
Prime Location Dream Home Outdoor Oasis & Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Summary: Welcome to Egret Street 4! NEW LISTING SPECIAL PRICING 2026 Enjoy a relaxing stay just one block from the bea ...
From $477 per night (USD)Expedia
From $901 per night (USD)VRBO
Very popular Hilton Ocean Oak Resort. 2BR/2B,great location. Come for New Years!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
1200 sq. ft. Two bedrooms and 2 large bathrooms with walk-in showers, Master bath has a tub also. Master BR with King be ...
From $901 per night (USD)VRBO
From $359 per night (USD)Expedia
New to Rental Market in 2026 Spacious 3 BR/ 3BA Villa in Shipyard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
New to the Rental Market – May 2026! Welcome to Golfmaster B1, a spacious 3-bedroom, 3-bath villa located inside the ga ...
From $359 per night (USD)Expedia
From $321 per night (USD)VRBO
Ocean One 220 - Second Floor Beachside Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New to our rental program in 2026 - Ocean One 220 offers first class accommodations along with the newly renovated ocean ...
From $321 per night (USD)VRBO
From $284 per night (USD)Expedia
Sunny Surf Villa | Beach Across the Street
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: Across the street from the beach! Spacious two-story villa with a balcony overlooking the pond. Bike paths en ...
From $284 per night (USD)Expedia
From $275 per night (USD)VRBO
7 Ocean Gate Villas: 2 Bedroom South Forest Beach Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Proudly hosted by Island Rentals of Hilton Head, this cheery South Forest Beach villa offers a bright, airy retreat fill ...
From $275 per night (USD)VRBO
From $219 per night (USD)Expedia
Coastal Retreat Steps from Coligny Beach, Dining, Shops, and Celebration Park!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Perfectly situated in the heart of Hilton Head Island, this inviting two-bedroom retreat offers the ultimate walkable be ...
From $219 per night (USD)Expedia
From $553 per night (USD)VRBO
Family Getaway, Newly Renovated Sea Pines Oasis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Golf Course Retreat in the Heart of Sea Pines 3 Bedrooms | 2.5 Bathrooms | Sleeps 6 | Golf Course View | One-Level Home ...
From $553 per night (USD)VRBO
From $151 per night (USD)Expedia
Beachfront Condo at Coligny | Pool View + Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Summary: Oceanfront Coligny Beach condo with direct beach access and unbeatable location at Coligny Plaza. This bright ...
From $151 per night (USD)Expedia
From $638 per night (USD)VRBO
Hidden Sea Pines Gem | Pool, Spa, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Tucked beneath moss-draped oaks in the heart of Sea Pines, 57 Lawton Road is a serene Lowcountry retreat with ...
From $638 per night (USD)VRBO
From $334 per night (USD)Expedia
Courtside 67 - Your Perfect Hilton Head Island Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Courtside 67, a beautifully updated two-bedroom, two-bath condo in the heart of Hilton Head Island. Whether y ...
From $334 per night (USD)Expedia
From $869 per night (USD)VRBO
4BR Coastal Elegance Chef’s Kitchen Steps to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Willoughby House is a newly built luxury coastal retreat just a 3-minute walk from the beach. This spacious 4- ...
From $869 per night (USD)VRBO
From $315 per night (USD)Expedia
Lagoon View Villa - Steps to the Beach - 2BR 2BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: STR Permit #066792 - Welcome to your peaceful 2-bedroom, 2.5-bath villa perfectly located in South Forest Beac ...
From $315 per night (USD)Expedia
From $313 per night (USD)VRBO
Tranquility Base - Steps to the Beach - 2BR 2BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: STR Permit# 072290 - Welcome to Tranquility Base at Seascape Villas, where comfort meets coastal charm. This u ...
From $313 per night (USD)VRBO
From $298 per night (USD)Expedia
Sunset Rentals | Breakers 305
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
305 Breakers is a beautifully updated and outfitted 3rd floor condo located in North Forest Beach! With its prime locati ...
From $298 per night (USD)Expedia
From $598 per night (USD)VRBO
Quiet Sea Pines Home: Screened Porch + Beach Gear
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Tucked on a quiet street just inside the Greenwood gate, this updated 3-bedroom home is the calm side of Sea P ...
From $598 per night (USD)VRBO
From $268 per night (USD)Expedia
61 Ocean Breeze: Pet Friendly Villa. 3 Beds. 3 Baths. Free Bikes.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Proudly hosted by Island Rentals of Hilton Head, this pet-friendly three-bedroom, three-bathroom villa offers the perfec ...
From $268 per night (USD)Expedia
From $794 per night (USD)VRBO
10 Myrtle Lane: 4 BR, 3 BA House in Hilton Head, Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
10 Myrtle Lane - New to Island Getaway New pool added for 2027 season! This unique property in South Forest Beach is s ...
From $794 per night (USD)VRBO
From $604 per night (USD)Expedia
Ocean One 213 - Second Floor Oceanfront 3BR Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
With decks off of the living room and 2 bedrooms, guests staying in Ocean One Unit 213 enjoy a view of the Atlantic Ocea ...
From $604 per night (USD)Expedia
From $675 per night (USD)VRBO
Spacious 1 BR | Sea Crest Surf And Racquet Club
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Please Do Not Forget to Check for important information about Additional Fees that may be collected at the Resort. Th ...
From $675 per night (USD)VRBO
From $783 per night (USD)VRBO
Spacious 2 BR | Sea Crest Surf And Racquet Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Please Do Not Forget to Check for important information about Additional Fees that may be collected at the Resort. Th ...
From $783 per night (USD)VRBO
From $271 per night (USD)VRBO
Walkout 2-bedroom villa very close to the beach and huge community pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover white sandy beaches, fantastic golfing options, and gorgeous greenery at this charming, Hilton Head Island vill ...
From $271 per night (USD)VRBO
From $349 per night (USD)VRBO
Walkout 2-bedroom dog friendly villa very close to the beach!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover white sandy beaches, fantastic golfing options, and gorgeous greenery at this charming, Hilton Head Island vill ...
From $349 per night (USD)VRBO
From $410 per night (USD)VRBO
Hilton Head Family Townhome, Steps to Beach + Pool, 3BR Coastal Escape
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Escape to 3 Tides beach house on Hilton Head Island! This beautifully updated 3-bedroom, 2-bath vacation condo is just a ...
From $410 per night (USD)VRBO
From $285 per night (USD)VRBO
Coligny Beach Oasis - 1 block to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Our family-friendly beachside oasis is 1 block to the beach with 2-bedrooms & 2.5-baths. Perfect for families seeking co ...
From $285 per night (USD)VRBO