
Braddock Cove Rentals
- From $251 per night (USD)
VRBO
Sunlight filled villa overlooking the Calibogue Sound, steps from South Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Lots of natural light shines ...
From $251 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Luxury Ranch Home, Hot Tub, Arcade, Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Our Sea Pines home was just completely renovated in 2020, and newly furnished in 2021! Everything is new! The house com ...
From $341 per night (USD)Expedia
- From $312 per night (USD)
VRBO
1877 Beachside Tennis offers incredible ocean views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautifully decorated 2-bedroom, 2-bathroom Beachside Tennis villa has something for everyone. It is conveniently l ...
From $312 per night (USD)VRBO
- From $394 per night (USD)
Expedia
1890 Beachside Tennis ~ Enjoy Free Tennis and Water Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachside Tennis Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens ...
From $394 per night (USD)Expedia
- From $396 per night (USD)
VRBO
1900 Beachside Tennis ~ Penthouse with Panoramic Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachside Tennis Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens * ...
From $396 per night (USD)VRBO
- From $586 per night (USD)
Expedia
17 Old Military~ Walking Distance to RBC Heritage, Private Pool, Close to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
17 Old Military | Short Walk or Bike Ride to the Beach *4 Bedrooms | 3 Bathrooms *Sleeps 8 *2 Kings, 1 Queen, 2 Twins * ...
From $586 per night (USD)Expedia
- From $510 per night (USD)
VRBO
Oceanfront, 4th Floor, Updated, Open Plan & Super Stylish
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the BESTNEST at 1879 Beachside Tennis Villas in Sea Pines (247 South Sea Pines Drive). Beautifully renovated ...
From $510 per night (USD)VRBO
- From $2184 per night (USD)
Expedia
10 Bald Eagle - 3rd row (108 yard walk) to the Ocean. Endless Summer Awaits!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 20
This 7-bedroom coastal beauty is just minutes away from the ocean and the perfect spot for your next island getaway! Thi ...
From $2184 per night (USD)Expedia
- Click For Pricing
VRBO
Perfect Location in Sea Pines!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Location is everything! Fantastic 3 bedroom, 2 bath family beach cottage ideally located on bike path just a 5 minute bi ...
Click For PricingVRBO
- From $579 per night (USD)
VRBO
Oceanfront Duplex in Lands End with Magnificent Beach View
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Come vacation in wonderful Lands End! This family friendly community within Sea Pines is privately gated and perfect ...
From $579 per night (USD)VRBO
- From $607 per night (USD)
VRBO
1 Baynard Park - Sea Pines, Lagoon Views, Elegant and Modern!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Located in the heart of Sea Pines Plantation, Hilton Head Elegance awaits you at 1 Baynard Park. Mere steps from the 1 ...
From $607 per night (USD)VRBO
- From $358 per night (USD)
Expedia
12 Deer Run - Private beach retreat in the heart of Sea Pines!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Your very own private retreat in the heart of Sea Pines! This 3-bed, 3-bath single-level home offers an open concept wit ...
From $358 per night (USD)Expedia
- From $418 per night (USD)
VRBO
8 Deer Run Lane - Sea Pines Beach and Golf
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Rent this home Nov, Dec, Jan for 4 weeks and pay for 3-1 Free Week! Total Renovation for this private and modern 3 Bedro ...
From $418 per night (USD)VRBO
- From $225 per night (USD)
Expedia
1615 Port Villa - Stunning Views of Braddock Cove and steps to the marina!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This villa has an open concept living space as you enter the kitchen which has an adjoining washer and dryer and half ba ...
From $225 per night (USD)Expedia
- From $191 per night (USD)
VRBO
1582 Lagoon Villas- 3b/3b neat South Beach Marina, Pickleball
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Key Features - 1,400 sq ft - (2) Parking Spots - Beautiful Lagoon Escape - Washer/Dryer on-site - Steps from Oceanfront ...
From $191 per night (USD)VRBO
- From $485 per night (USD)
Expedia
9 Lands End Rd-Pretty view, Pool Onsite, Easy Walk to water & S. Beach Marina
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
If you like looking at Coastal Living magazine, you’re going to love staying here! This waterfront treasure boasts truly ...
From $485 per night (USD)Expedia
- From $463 per night (USD)
VRBO
1842 Beachside Tennis - Sea Pines - 2 Bed 2 Bath Sleeps 6 Hilton Head Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This villa is a spacious 2 bedroom, 2 bathroom unit located on the fourth floor, providing stunning views of the Beach, ...
From $463 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Water Views | 2 Min Walk to Beach | FREE Beach Chairs
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
FREE BEACH CHAIRS | ACROSS FROM THE BEACH Coastal Comfort with Braddock Cove Views – Updated Bluff Villa in Sea Pines P ...
From $349 per night (USD)Expedia
- From $417 per night (USD)
VRBO
11 Lands End Rd -Stunning home, with a beautiful view.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Stunning home located on the sound! This is a 3-bed, 3-bath waterfront home. 11 Lands End's light, bright, and airy deco ...
From $417 per night (USD)VRBO
- From $873 per night (USD)
Expedia
11 Gunnery Lane: BESTNEST by Beverly Serral Vacation Rental w/ Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the BESTNEST at 11 Gunnery Lane in Sea Pines. A guest favorite with loads of natural light and spaces for eve ...
From $873 per night (USD)Expedia
- From $707 per night (USD)
VRBO
Nicely Renovated BEAUTIFUL Dog Friendly Sea Pines Home w/ a Private Pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
3 Belted Kingfisher is a beautiful Sea Pines home with a private pool just steps away from the beach. This stunning fou ...
From $707 per night (USD)VRBO
- From $401 per night (USD)
Expedia
1839 Beachside Tennis ~ Panoramic Water Views from Sea Pines Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachside Tennis Oceanfront Complex | Just Steps from the Beach! *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens ...
From $401 per night (USD)Expedia
- From $390 per night (USD)
VRBO
1898 Beachside Tennis ~ 4th Floor Villa with Fantastic Water Views & Free Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachside Tennis Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens * ...
From $390 per night (USD)VRBO
- From $358 per night (USD)
Expedia
1834 Beachside Tennis ~ Villa with Expanded Balcony, Water Views & Free Tennis!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachside Tennis Oceanfront Complex | Just Steps from the Beach! *2 Bedroom | 2 Bathroom *Sleeps 4 *1 King. 2 Twins *2 ...
From $358 per night (USD)Expedia
- From $830 per night (USD)
VRBO
57 Heritage Road - Harbour Town Jewel - vacation home with private pool
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 20
Contemporary and highly livable with an open floor plan, conveniently located near the beach, golf courses, Harbour Town ...
From $830 per night (USD)VRBO
- From $476 per night (USD)
Expedia
Outdoor Cabana ~ Firepit ~ Private Pool & Spa ~ Pet Friendly ~ 72 Baynard Cove Road
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
\Welcome to Kahuna Cove – A Luxury Outdoor Oasis in Sea Pines 72 Baynard Cove Road | Hilton Head Island Escape to Kahun ...
From $476 per night (USD)Expedia
- From $390 per night (USD)
VRBO
1882 Beachside Tennis - Renovated 5th Floor Villa with Views of Calibogue Sound!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachside Tennis Oceanfront Complex | Just Steps from the Beach! *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens ...
From $390 per night (USD)VRBO
- From $463 per night (USD)
Expedia
1401 South Beach Villa ~ Townhome in Sea Pines | Steps to Beach and Marina!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
1401 South Beach Villa | Peaceful Setting *4 Bedrooms | 3 Bathrooms *Sleeps 8 *2 Kings, 1 Queen, 2 Twins, Sleeper Sofa ...
From $463 per night (USD)Expedia
- From $357 per night (USD)
VRBO
1421 South Beach Villa is a beachy 4 bedroom, 3 bath townhome
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This beachy 4 bedroom, 3 bath townhome is the perfect island villa. This lovely villa has quartz countertops and stainle ...
From $357 per night (USD)VRBO
- From $787 per night (USD)
Expedia
BESTNEST by Beverly Serral: 74 Baynard Cove Road *Private Pool*
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to the BESTNEST at 74 Baynard Cove Road in Sea Pines, where coastal charm meets vintage chic in a renovated stun ...
From $787 per night (USD)Expedia
- From $548 per night (USD)
VRBO
Beautifully Updated Three Bedroom Sea Pines Home ~ Short Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to 76 South Sea Pines Drive! This newly renovated three bedroom, two bathroom home can host a group of up to eig ...
From $548 per night (USD)VRBO
- From $947 per night (USD)
VRBO
Luxury Oasis - Forever Marsh Views w Pool & 6 min walk to beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
The "Reunion House" will show you Sea Pines is more than just pine trees! You will want to reserve annually once you sta ...
From $947 per night (USD)VRBO
- From $465 per night (USD)
VRBO
26 Red Oak Road -Beautiful secluded pool home in the heart of sea pines
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Home is located on the 11th fairway of the Harbor Town golf course with long views of the 15th fairway and green from th ...
From $465 per night (USD)VRBO
- From $344 per night (USD)
Expedia
Delightful getaway with golf course views, private pool, and high-speed WiFi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Mizzenmast Court 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $344 per night (USD)Expedia
- From $694 per night (USD)
VRBO
Direct Beach Path & Pool Near The Salty Dog Cafe
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: 4th Row Ocean Home with Private Pool in the Fabulous Sea Pines Resort Direct Beach Access The Space: Welcome t ...
From $694 per night (USD)VRBO
- From $849 per night (USD)
Expedia
UPDATED Four Bedroom Sea Pines Home Close to the Beach w/ a Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to 13 Bald Eagle West! This beautifully renovated four bedroom, three and a half bathroom home is located close ...
From $849 per night (USD)Expedia
- From $962 per night (USD)
VRBO
2nd row beach home with multiple living spaces along with private pool & spa
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautiful home is only s ...
From $962 per night (USD)VRBO
- From $535 per night (USD)
Expedia
1 Black Duck- 50 Yards(2 minute walk) to the Ocean, PRIVATE POOL.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Sea Pines Sanctuary has it all on the second row from the beach. The second floor is an open, sunlit space with a living ...
From $535 per night (USD)Expedia
- From $985 per night (USD)
VRBO
Amazing Sea Pines Multi Family Home with Private Backyard Oasis - Veranda, Pool & Lagoon
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 13
Looking for the ultimate family-friendly, Sea Pines Resort beach house with a private pool (heatable for an additional f ...
From $985 per night (USD)VRBO
- From $825 per night (USD)
Expedia
Great beach location. 3rd Row, 4 Bd/4 Bath, New Pool, New Renovation
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Completed renovation of entire house in 2013, 9 marsh wren is steps to the beach (3 minute walk!) with all the modern am ...
From $825 per night (USD)Expedia
- From $502 per night (USD)
VRBO
Beautiful Lands End Townhome with Spectacular Water Views & Close to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to 23 Lands End Road – a stunning three bedroom townhome located on the tip of the Island with breathtaking view ...
From $502 per night (USD)VRBO
- From $323 per night (USD)
Expedia
1895 Beachside Tennis - 3rd floor corner unit with phenomenal views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Situated on one of the most beautiful beaches in Sea Pines, this attractive 2 bedroom, 2 bath beachfront villa offers br ...
From $323 per night (USD)Expedia
- From $188 per night (USD)
VRBO
1685 Bluff Villas / Walk to Beach / Walk to Salty Dog / 2nd Row Ocean
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Great condo, great location! Views off the deck to Calibogue Sound and sunsets. Walk out the door to the beach or to th ...
From $188 per night (USD)VRBO
- From $1065 per night (USD)
Expedia
11 Bald Eagle Rd~ Beautiful 2nd Row Ocean 6 Bedroom Sea Pines Home with Pool
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 17
Welcome to 11 Bald Eagle Road!! This six bedroom, five and a half bathroom home can easily accommodate a group of up to ...
From $1065 per night (USD)Expedia
- From $205 per night (USD)
VRBO
BEAUTIFUL 1BR VILLA, STEPS TO SOUTH BEACH & MARINA HILTON HEAD
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Give yourself the relaxing beach vacation you deserve. Make 1653 Bluff Villas your vacation home away from home in this ...
From $205 per night (USD)VRBO
- From $1521 per night (USD)
Expedia
48 S. Sea Pines Dr - Luxury Home in Sea Pines w/ Game Rm, Media Rm, Private Pool
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 23
48 South Sea Pines Drive was designed with inspiration from the coast and rich architecture of the Lowcountry creating t ...
From $1521 per night (USD)Expedia
- From $407 per night (USD)
VRBO
1887 Beachside Tennis ~ Large Wrap Around Balcony | Free Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachside Tennis Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens, ...
From $407 per night (USD)VRBO
- From $1113 per night (USD)
Expedia
29 South Beach Lane: A BESTNEST by Beverly Serral 4th Row Ocean, Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the BESTNEST at 29 South Beach Lane in Sea Pines. Here’s the skinny - just buzz us for more details! Our ad ...
From $1113 per night (USD)Expedia
- From $531 per night (USD)
VRBO
78 South Sea Pines Dr ~ Beautiful Home, Walk to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
78 South Sea Pines Drive | Short Walk to the Beach *4 Bedrooms | 3 Full Bathrooms *Sleeps 10 *3 Kings, 2 Full *5 SMART ...
From $531 per night (USD)VRBO
- From $554 per night (USD)
Expedia
12 Heritage Court ~ Quiet Home with Private Pool | Lagoon Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
12 Heritage Court | Easy Bike Ride to the Beach & Harbour Town *4 Bedrooms | 5 Bathrooms *Sleeps 10 *3 Kings, 2 Queen ...
From $554 per night (USD)Expedia
- From $616 per night (USD)
VRBO
7 Bald Eagle-3 Row Ocean (75 yards) to the Beach & 40 ft x 10 ft Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
You will love this remarkable home in 3rd row on the beach, walking to the best beach in all of Sea Pines! The fenced pr ...
From $616 per night (USD)VRBO
- From $530 per night (USD)
Expedia
Beautiful Three Bedroom Townhome with Stunning Water Views ~ 7 Lands End Road
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to 7 Lands End Road - a beautiful three bedroom, three bathroom townhome located on the tip of the Island. This ...
From $530 per night (USD)Expedia
- From $352 per night (USD)
VRBO
1826 Beachside Tennis - Incredible views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom, 2-bath end unit on the 2nd floor is a quiet retreat with incredible views. A wrap-around deck with comf ...
From $352 per night (USD)VRBO
- From $565 per night (USD)
Expedia
Updated South Beach home, Beachfront w/ Pool On-Site - 5 Lands End ~ Sea Pines
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
5 Lands End ~ Sea Pines Lands End is one of the most beautiful settings in Sea Pines with Cape Cod-style duplex homes a ...
From $565 per night (USD)Expedia
- From $767 per night (USD)
VRBO
13 Wagon Rd. Vacation paradise! Close to the beach! Water view!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
This gorgeous house on the lagoon and less than 5 minutes walk to the beach is your vacation getaway. 5 bedrooms, 7 bath ...
From $767 per night (USD)VRBO
- From $470 per night (USD)
Expedia
1883 Beachside Tennis ~ Corner Penthouse Villa with Panoramic Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachside Tennis Oceanfront Complex | Just Steps from the Beach! *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens ...
From $470 per night (USD)Expedia
- Click For Pricing
VRBO
49 Lands End Road ~ Best Views of Harbour Town and Daufuskie from 4Br Villa!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Dolphin House *4 Bedrooms | 4 Bathrooms *Sleeps 8 *2 Kings, 4 twins *5 Smart TVs (Including 55” Smart TV ...
Click For PricingVRBO
- From $459 per night (USD)
Expedia
1415 South Beach Villa - Townhome in Sea Pines with Views of Calibogue Sound
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
1415 South Beach Villa | Panoramic Views of the Calibogue Sound *4 Bedrooms | 3 Bathrooms *Sleeps 10 *2 Kings, 4 Twins, ...
From $459 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Nautical condo with a balcony, & AC - close to pickleball and tennis courts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Bluff Villas 1716 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $242 per night (USD)VRBO
- From $1696 per night (USD)
Expedia
17 Grey Widgeon - Brand New Direct Ocean Front Luxury Home!
- Bedrooms:
- 9
- Bathrooms:
- 7
- Sleeps:
- 22
17 Grey Widgeon | Brand New Direct Ocean Front Home *7 Bedrooms + Private Study with Sleeper | 9 Bathrooms *Sleeps 22 * ...
From $1696 per night (USD)Expedia
- From $917 per night (USD)
VRBO
Beautifully Renovated Sea Pines Home with a Pool ~ 5 Minute Walk to Beach!!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to 47 South Sea Pines Drive - a beautiful newly built, award winning home! This four bedroom, four and a half ba ...
From $917 per night (USD)VRBO
- From $717 per night (USD)
Expedia
1409 South Beach Villa: BESTNEST by Beverly Serral - 50 YDS to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the BESTNEST at 1409 South Beach Villas in Sea Pines (225 South Sea Pines Drive). Beautifully renovated and s ...
From $717 per night (USD)Expedia
- From $500 per night (USD)
VRBO
2 Beachside Home - Just steps away from the beach! Heated Community Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
This 4-bedroom, 4-bath home is so close to the ocean you can hear the waves crashing! A short flip-flop walk to the ocea ...
From $500 per night (USD)VRBO
- From $655 per night (USD)
Expedia
Luxury 2-Bedroom Condo with Direct Sound Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Luxury two bedroom condo with stunning views of Calibogue Sound. Completely remodeled in 2021, 1913 South Beach Club is ...
From $655 per night (USD)Expedia
- From $1159 per night (USD)
VRBO
3rd Row Ocean ~ Five Bedroom Sea Pines Home ~ Private Pool & Spa ~ Sleeps 20
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to 7 Painted Bunting Road! This five bedroom, five and half bathroom home can sleep up to twenty guests. It is ...
From $1159 per night (USD)VRBO
- From $236 per night (USD)
Expedia
1715 Bluff Villa ~ Cozy 1Br Villa with 3rd Floor Views of Calibogue Sound
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1715 Bluff Villa | Just Steps to the Beach and South Beach Marina *1 Bedroom | 1 Bathroom *Sleeps 4 *1 King, Queen Sle ...
From $236 per night (USD)Expedia
- From $336 per night (USD)
VRBO
PET-FRIENDLY VILLA W/ WATER VIEWS, DOCK & TENNIS NEAR SALTY DOG
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Perhaps you'll be writing a review like this after your stay at 1616 Port Villa - "We absolutely loved our unit at Port ...
From $336 per night (USD)VRBO
- From $394 per night (USD)
Expedia
1581 Lagoon Villa ~ Beautiful Coastal Getaway in South Beach Marina Area!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Lagoon Villas | Just Steps from the South Beach Marina Village! *3 Bedrooms | 2 Bathrooms *Sleeps 6 *2 Kings, 2 Twins, ...
From $394 per night (USD)Expedia
- From $292 per night (USD)
VRBO
RENOVATED VILLA WITH BRADDOCK COVE VIEWS & HARBOUR TOWN POOL ACCESS HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Lowcountry style and Braddock Cove views from 1753 Bluff Villa make this recently renovated first-floor villa a popu ...
From $292 per night (USD)VRBO
- From $569 per night (USD)
Expedia
Luxury Soundfront Villa just steps from Beach and Salty Dog Cafe!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located waterfront and across the street from South Beach Marina and the Salty Dog Cafe, 1907 South Beach Club is the pe ...
From $569 per night (USD)Expedia
- From $275 per night (USD)
VRBO
RENOVATED 2BR VILLA, STEPS TO SOUTH BEACH & MARINA HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy your beach getaway in this beautifully renovated villa that comfortably accommodates 6. This is your perfect vaca ...
From $275 per night (USD)VRBO
- From $329 per night (USD)
Expedia
WATERFRONT VIEWS! BEAUTIFUL HILTON HEAD ISLAND VILLA NEAR BEACH & FISHING
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Check out this amazing review before reading the description and you'll see why everyone wants to book 1618 Port Villa! ...
From $329 per night (USD)Expedia
- From $263 per night (USD)
VRBO
LUXURY WATERFRONT VILLA W/ DOCK, TENNIS & WALK TO BEACH HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wake up to the rhythm of the tides and the calls of coastal birds in a villa that sits directly on Braddock Cove - a rar ...
From $263 per night (USD)VRBO
- From $240 per night (USD)
Expedia
BEAUTIFUL 2BR VILLA, STEPS TO SOUTH BEACH & MARINA HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
"Immaculate and modern. Comfortable beds, beautiful baths, wonderfully relaxing furniture in front of the living room TV ...
From $240 per night (USD)Expedia
- From $211 per night (USD)
VRBO
BEAUTIFUL 1BR VILLA WITH CALIBOGUE SOUND VIEWS, STEPS TO BEACH & MARINA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
"Perfect!!" "Will for sure stay again!" "This property is way better than the photos! The location was perfect. We wer ...
From $211 per night (USD)VRBO
- From $1542 per night (USD)
Expedia
Ultimate Oceanfront Updated Home - Beautiful & Spacious with a Private Pool
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 18
Welcome to 6 Brown Pelican! This beautiful seven bedroom, six bathroom oceanfront Sea Pines home has all that you want i ...
From $1542 per night (USD)Expedia
- From $604 per night (USD)
VRBO
Newly updated home w/ multiple living spaces offers pool, lagoon & golf views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This pet-friendly Sea Pines h ...
From $604 per night (USD)VRBO
- From $312 per night (USD)
Expedia
1407 South Beach Villa - Just steps away from the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This beach-chic townhouse is conveniently located in the heart of South Beach! Just steps to the beach and South Beach M ...
From $312 per night (USD)Expedia
- From $377 per night (USD)
VRBO
1830 Beachside Tennis - Stunning Views of Calibogue Sound from 2nd Floor Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beachside Tennis Oceanfront Complex | Just Steps from the Beach! *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens, ...
From $377 per night (USD)VRBO
- From $1289 per night (USD)
Expedia
12 Royal Tern - 2nd Row (70 yard walk) to the Ocean and Large Private Pool
- Bedrooms:
- 9
- Bathrooms:
- 9
- Sleeps:
- 25
A "Royal Dream" on Royal Tern in Sea Pines is appropriately named as it is one of the select few in our signature Lowcou ...
From $1289 per night (USD)Expedia
- From $142 per night (USD)
VRBO
Coastal Sea Pines Escape: Walk to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Leave your worries at bay and venture to the shore at this sunny vacation rental. With ample options for seaside fun at ...
From $142 per night (USD)VRBO
- From $1028 per night (USD)
Expedia
4th Row beach home with screened porch & private pool, steps from the beach!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This breath-taking 4th-row ho ...
From $1028 per night (USD)Expedia
- From $309 per night (USD)
VRBO
1592 Lagoon Villas sleeps 6 and is a 2-minute walk to South Beach Marina and the Salty Dog Café!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sleeps 6 | 2 bedrooms | 2 bathrooms 2-minute walk to South Beach Marina and the Salty Dog Café Fully Renovated | Lagoon ...
From $309 per night (USD)VRBO
- From $1411 per night (USD)
Expedia
BESTNEST by Beverly Serral: 2 Green Wing Teal Road *Private Pool*
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to the BESTNEST at 2 Green Wing Teal in Sea Pines, just steps from the beach! • Super spacious, 5 BR/6.5 BA h ...
From $1411 per night (USD)Expedia
- From $523 per night (USD)
VRBO
5th Row, Sea Pines-South Beach, Private Pool, Private Path to Beach, 4 EnSuites
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
2 Cedar Wax Wing is a Sea Pines Hilton Head 4 bedroom with private baths home near the South Beach area. This single lev ...
From $523 per night (USD)VRBO
- From $1435 per night (USD)
Expedia
2nd Row Ocean Home w/ a Private Pool & Spa - Steps to Beach - Sea Pines Home!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 24
14 Grey Widgeon is the perfect vacation rental home that can sleep up to 24 guests! This six bedroom, seven bathroom ho ...
From $1435 per night (USD)Expedia
- From $1325 per night (USD)
VRBO
5 Bed Sea Pines- Sleeps 17- Steps to Beach Access - Screened Pool, EV Charger
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 17
This 5 bedroom vacation home is located in the Sea Pines Resort, just 3/4 mile from the famous Salty Dog Café (a 5 minut ...
From $1325 per night (USD)VRBO
- From $548 per night (USD)
Expedia
Four Bedroom Sea Pines Home with Private Pool ~ 5 Minute Walk to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
10 Wren Drive is a newly renovated four bedroom, three bathroom home that can sleep up to twelve guests. Located just a ...
From $548 per night (USD)Expedia
- From $2006 per night (USD)
VRBO
A private island sanctuary in Sea Pines
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 22
Located on Gull Island in Sea Pines, this one -of- kind Low Country Manor Home offers 10,000 square feet of incredible l ...
From $2006 per night (USD)VRBO
- From $579 per night (USD)
Expedia
STUNNING 4BR HOME IN SEA PINES WITH POOL, DOCK & CLOSE TO BEACH
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Make your island vacation dreams come true at 17 Baynard Cove, beautifully sited on one of the most exclusive roads in a ...
From $579 per night (USD)Expedia
- From $475 per night (USD)
VRBO
10 Min Walk to Beach; Private, Heatable Pool in Secluded Backyard; Fabulous Kids' Bunk Room!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Love the beach but want privacy & serenity too and a private pool for your kids to splash & play? Welcome to Sailors Co ...
From $475 per night (USD)VRBO
- From $1126 per night (USD)
Expedia
Dog-friendly ocean view oasis with pool, epic views, & 3-tier outdoor living
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
Ocean Dream Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $1126 per night (USD)Expedia
- From $753 per night (USD)
VRBO
HILTON HEAD 6BR HOME ON HARBOUR TOWN GOLF WITH POOL NEAR BEACH AND DINING
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
Call all golf enthusiasts, if you have ever dreamed of being at the Heritage Golf Tournament, 18 Turnberry Lane puts yo ...
From $753 per night (USD)VRBO
- From $419 per night (USD)
Expedia
1 West Garrison- 3 Bedroom Home in Sea Pines and Only1/2 mile to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Discover the perfect family retreat at 1 West Garrison, nestled in a serene neighborhood within Sea Pines Resort. This s ...
From $419 per night (USD)Expedia
- From $683 per night (USD)
VRBO
3 Min Walk to Beach, Spacious & Inviting, Private Pool & Spa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the BESTNEST at 12 Wren Drive in Sea Pines. Here’s the skinny - just buzz us for more details! Our advertis ...
From $683 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Overlooks Egret Island in Baynard Park. Pet friendly, pool and large lawn.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
OUR FOUR HOMES HAVE MONTHLY RATES FOR WINTER, DO INQUIRE. Located on quiet Baynard Park Road, across from the Heritage P ...
From $400 per night (USD)Expedia
- From $1254 per night (USD)
VRBO
Pristine 4th row beach home with gorgeous updates and private pool & spa!
- Bedrooms:
- 7
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This charming Sea Pines home ...
From $1254 per night (USD)VRBO
- From $1506 per night (USD)
Expedia
STUNNING, Updated 2nd Row Ocean Sea Pines Home with all of the Luxuries
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 13
Welcome to luxury! 19 Belted Kingfisher is a five bedroom, six and a half bathroom home that will absolutely take your b ...
From $1506 per night (USD)Expedia
- From $488 per night (USD)
VRBO
18 Audubon Pond - Beautiful Marsh Views, Private Pool and an EV Charger too!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
A spectacular retreat in Sea Pines with an open floor plan showcasing gorgeous views, abundant natural light, and 2 mast ...
From $488 per night (USD)VRBO
- From $503 per night (USD)
Expedia
FULL REMODEL COMPLETED JUNE 2025 - Beachfront Condo w/ STUNNING Sunset Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Beachside Tennis 1897 - COMPLETELY renovated beachfront condo! Be prepared to be WOWed as the renovations co ...
From $503 per night (USD)Expedia




































































































