
Braddock Cove Rentals

- From $930 per night (USD)
VRBO
1 Painted Bunting-4th Row Ocean, Completely Renovated w\/ a private pool.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
This fourth row in the prestigious Sea Pines awaits your arrival! Located at the south end of Hilton Head Island, nestle ...
From $930 per night (USD)VRBO
- From $3376 per night (USD)
Expedia
7 Black Duck- Oceanfront, 9 Bedrooms, Large 30 ft x 18.ft Private Pool & Spa.
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 20
Experience luxury living like never before, stunning 9-bedroom, oceanfront home in the heart of Sea Pines. As soon as yo ...
From $3376 per night (USD)Expedia
- From $2664 per night (USD)
VRBO
Five Bedroom Oceanfront Sea Pines Home with Private Pool and Oceanfront Views
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to 16 Piping Plover! This five bedroom, four bathroom home is located direct oceanfront in Sea Pines and can sle ...
From $2664 per night (USD)VRBO
- From $358 per night (USD)
Expedia
COZY 1BR VILLA STEPS TO BEACH & SOUTH BEACH MARINA HILTON HEAD
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Plan a great island getaway for 2 in this lovely vacation home away from home just steps from the beach and a short walk ...
From $358 per night (USD)Expedia
- From $941 per night (USD)
VRBO
Hilton Ivory | 15th Hole of Harbourtown Golf Course | Private Pool + Hot Tub
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Enjoy views of the 15th hole from your private pool and hot tub at Hilton Ivory! This luxe retreat is the perfect home b ...
From $941 per night (USD)VRBO
- From $984 per night (USD)
Expedia
5 Beachside Dr ~ Walk to Ocean & South Beach Marina!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
5 Beachside | One Minute Walk to the Beach *4 Bedrooms | 4 Bathrooms *Sleeps 8 *3 Kings, 2 Twins *5 TVs | Alexa | Wi-F ...
From $984 per night (USD)Expedia
- From $691 per night (USD)
VRBO
Salty by Nature - close to the beach and everything Sea Pines has to offer!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Updated in 2023 with new flooring, architectural trim, doors and paint throughout the house, Salty by Nature has so much ...
From $691 per night (USD)VRBO
- From $2589 per night (USD)
Expedia
New Listing! Luxury Oceanfront Home in South Beach area of Sea Pines
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 18
8 Gadwall is a gorgeous, custom-built oceanfront home in Sea Pines. Located in the heart of South Beach, this luxury re ...
From $2589 per night (USD)Expedia
- From $920 per night (USD)
VRBO
Beautiful spacious home close to the beach!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 11
Heron Island Time is a spectacular home that was completely updated in early 2016. It provides the warmth and comfort o ...
From $920 per night (USD)VRBO
- From $907 per night (USD)
Expedia
Close to the beach, bike to Salty Dog, Harbour Town, Sea Pines Beach\/Golf Clubs
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Enjoy the open floor plan from the kitchen to the living area, great for entertaining and maximizing your vacation time ...
From $907 per night (USD)Expedia
- From $747 per night (USD)
VRBO
Close to the the beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This spectacular vacation home is located in the heart of the Sea Pines on Wagon Road. You will be near everything Sea ...
From $747 per night (USD)VRBO
- From $689 per night (USD)
Expedia
12 Baynard Cove - Dog Friendly, Coastal Chic Beach Home w\/ Very Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy this 4-bedroom home with a 5-star location in Sea Pines! You’re warmly welcomed in with an open-concept living are ...
From $689 per night (USD)Expedia
- From $742 per night (USD)
VRBO
BESTNEST by Beverly Serral 44 Heritage Rd, Sea Pines *Pet Friendly*
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the all BESTNEST at 44 Heritage Road, Sea Pines, located on the 11th tee box of the famed Harbour Town Links. ...
From $742 per night (USD)VRBO
- From $377 per night (USD)
Expedia
Sunset Rentals | Bluff Villas 1660
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
1660 Bluff Villas is a beautifully renovated 2 bedroom, 2 bathroom condo perfectly situated in South Beach Marina. This ...
From $377 per night (USD)Expedia
- From $1581 per night (USD)
VRBO
Home w Fairway Views Private Pool & Tub 6 BR 6.5 BA Bikes & Beach Gear Included
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 20
Harbourtown Golf Views front and back! This magnificent home offers the best of Sea Pines! Located with tee to green vie ...
From $1581 per night (USD)VRBO
- From $698 per night (USD)
Expedia
1923 S. Beach Club - 3 Bedroom Villa w\/ Views of the Pool & Sound!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
**South Beach Club 1923** Located on the 3rd floor, this newly decorated villa offers exceptional views of the Beach ...
From $698 per night (USD)Expedia
- From $391 per night (USD)
VRBO
3 Bedroom Villa with balcony water views, minutes away from the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This spacious 3-bedroom, 2-ba ...
From $391 per night (USD)VRBO
- From $1205 per night (USD)
Expedia
Designer 4 Story Beachfront, Community pool, Oceanviews, Firepit
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
LOCATION! LOCATION! LOCATION! Here at Beach House Boutique Vacation Rentals we believe in providing you with amenities ...
From $1205 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Sunset Rentals | Bluff Villas 1681
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
1681 Bluff Villas is new to the vacation rental market for the spring of 2023! This beautifully appointed 2 bedroom, 2 b ...
From $349 per night (USD)VRBO
- From $632 per night (USD)
Expedia
Luxury Sea Pines home- All Newly renovated, 7 min walk 2 beach. Bring your dog.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our Calm in the forest. Its time to relax and enjoy this brand newly renovated home on one of the more desira ...
From $632 per night (USD)Expedia
- From $856 per night (USD)
VRBO
Newly Renovated Sea Pines Home - Private Pool - 5 Minute Walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Welcome to 80 South Sea Pines Drive! This beautifully renovated four bedroom, three and a half bathroom home can sleep a ...
From $856 per night (USD)VRBO
- From $841 per night (USD)
Expedia
Private Pool ~ Cabana ~ 5 Deer Run Lane
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Step into paradise at Coconut Cabana, where lush tropical gardens, twinkling string lights, and a private heated pool se ...
From $841 per night (USD)Expedia
- From $1074 per night (USD)
VRBO
2 Min Walk to Beach, Fenced Yard and Heatable Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the BESTNEST at 1 Merganser Court in Sea Pines. Here’s the skinny - just buzz us for more details! Our adve ...
From $1074 per night (USD)VRBO
- From $1635 per night (USD)
Expedia
LUXURY 5BR HOME WITH POOL, HOT TUB, & BEACH ACCESS HILTON HEAD
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to "After Dune Delight". This 5-bedroom and 5-bath is a short 5 minute walk to the beach and it has been meticu ...
From $1635 per night (USD)Expedia
- From $479 per night (USD)
VRBO
Waterfront Four Bedroom Townhome ~ Stunning Views ~ Porch with Water View
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to 11 Braddock Cove Club - a beautiful four bedroom, four and half bathroom townhome located on the tip of the I ...
From $479 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Updated studio with water views, easy beach access, washer\/dryer & balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bluff Villas 1807 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $219 per night (USD)Expedia
- From $1022 per night (USD)
VRBO
Oceanfront, Luxe Villa, 2 BR\/2 BA, Pool, Supremely Stylish
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing, and Luxe property at 1872 Beachside Tennis Villas at So ...
From $1022 per night (USD)VRBO
- From $856 per night (USD)
Expedia
Oceanfront, 4 BR\/5 BA, EV Charging, Super Stylish
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the BESTNEST at 1465 Sound Villas in Sea Pines (253 South Sea Pines Drive), featuring serene views of the Cal ...
From $856 per night (USD)Expedia
- From $728 per night (USD)
VRBO
Beautifully updated villa, direct Sound views, beach access, walk to Salty Dog!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
1917 South Beach Club ~ Sea Pines 1917 South Beach Club is a beautiful 3rd floor condo in the South Beach area of Sea P ...
From $728 per night (USD)VRBO
- From $296 per night (USD)
Expedia
UPDATED STUDIO VILLA IN SEA PINES, WALK TO BEACH & SOUTH BEACH MARINA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to 1663 Bluff Villa, a recently updated studio villa located in Sea Pines! This cozy villa is perfect for a coup ...
From $296 per night (USD)Expedia
- From $1630 per night (USD)
VRBO
13 Green Wing Teal - Oceanfront and Views As Far as you can Sea!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
This 5-bedroom oceanfront Sea Pines home with views you could only dream about! Bring the family... schedule a friend's ...
From $1630 per night (USD)VRBO
- From $281 per night (USD)
Expedia
Bay-view condo with balcony, AC, & W\/D - walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bluff Villas 1734 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $281 per night (USD)Expedia
- From $950 per night (USD)
VRBO
SPACIOUS 4BR OCEANFRONT VILLA WITH BEACH, POOL & STUNNING VIEWS HILTON HEAD
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This exquisite villa boasts 4 bedrooms and 4 bathrooms and is situated in the center of South Beach. A secluded private ...
From $950 per night (USD)VRBO
- From $541 per night (USD)
Expedia
1467 Sound Villa ~ Enjoy Beautiful Views of Calibogue Sound
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 12
1467 Sound Villa | Sea Pines Villa *3 Bedrooms | 4 Bathrooms *Sleeps 12 *2 Kings, 3 Doubles, Queen Sleeper Sofa *4 Roku ...
From $541 per night (USD)Expedia
- From $1094 per night (USD)
VRBO
Marsh front luxury home in Sea Pines with a screen porch and private pool.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
**NEW TO ISLAND GETAWAY** Only a 5-7 minute walk to the beach, this is Sea Pines living at its finest! If you're in sea ...
From $1094 per night (USD)VRBO
- From $747 per night (USD)
Expedia
Gorgeous waterfront home with lagoon views & firepit - walk to South Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Whispering Palms Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $747 per night (USD)Expedia
- Click For Pricing
VRBO
Fantastic villa with patio & porch - steps to the beach, tennis, pickleball
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
South Beach Villas 1406 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingVRBO
- From $745 per night (USD)
Expedia
Gorgeous home with new pool in Sea Pines-Short walk to Harbourtown Golf Links
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
HILTON HEAD ISLAND. This beautifully decorated home, located in the heart of the Historic Sea Pines, and is situated wit ...
From $745 per night (USD)Expedia
- From $1257 per night (USD)
VRBO
8 Gull Point: BESTNEST\/Luxe by Beverly Serral, Private Pool, Stunning View
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the BESTNEST/Luxe at 8 Gull Point in Sea Pines. 8 Gull Point is a wonderfully comfortable home, and we have ...
From $1257 per night (USD)VRBO
- From $326 per night (USD)
Expedia
1613 Port II Villas is an exceptional property with water views, balconies!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Unit 1613 in Port II Villas on Hilton Head Island is a truly exceptional property offering an array of special features ...
From $326 per night (USD)Expedia
- From $326 per night (USD)
VRBO
1740 Bluff Villa @ Sea Pines | Pool | Tennis & Pickleball | 5-min to South Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
HOST & HOME presents… 1740 Bluff Villa. Your perfect getaway in the heart of South Beach Marina, Sea Pines. Stroll to th ...
From $326 per night (USD)VRBO
- From $613 per night (USD)
Expedia
Four Bedroom Sea Pines Home with a Private Pool * 5 Min Walk to Beach *
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 11
Welcome to 15 Wren Drive! This four bedroom, four and half bathroom home can sleep up to eleven guests and is located w ...
From $613 per night (USD)Expedia
- Click For Pricing
VRBO
Four Bedroom Beachfront Updated Townhome in Sea Pines - Close to South Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to 1411 South Beach Villa – the panoramic ocean views from this upscale villa sets the scene for a perfect vacat ...
Click For PricingVRBO
- From $1620 per night (USD)
Expedia
Private Pool\/Spa, Walk to the Beach & Close to Salty Dog, Pickleball & Shopping
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
13 Belted Kingfisher ~ Sea Pines Free Pool Heat in March 2024! Book a weekly rental between March 2-30, 2024 and recei ...
From $1620 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Snowbird-friendly studio condo near beach with tennis, pickleball, & water views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Bluff Villas 1799 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $219 per night (USD)VRBO
- From $331 per night (USD)
Expedia
Sea Pines | Bluff Villas 1662 | 2 Min Walk to Beach & Salty Dog | FREE Activites
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NEW LISTING! | WALK TO SOUTH BEACH MARINA | BEACH ACCESS PROPERTY DESCRIPTION Discover the ideal retreat in this vibra ...
From $331 per night (USD)Expedia
- From $1697 per night (USD)
VRBO
SPACIOUS 6BR HOME WITH POOL, GAME ROOM, 1-MIN TO BEACH HILTON HEAD
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
Welcome to your own personal island paradise! This stunning property is located just one street back from the ocean in t ...
From $1697 per night (USD)VRBO
- From $1292 per night (USD)
Expedia
3 Jessamine ~ Private Home in Sea Pines | Renovated in 2024!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
3 Jessamine Place | Short Bike Ride to the Beach *4 Bedrooms | 4.5 Bathrooms *Sleeps 10 *2 Kings, 2 Queens, 2 Twins w/ ...
From $1292 per night (USD)Expedia
- From $876 per night (USD)
VRBO
7 Cannon Row-Dog-Friendly, New Pool (25 ft x 10 ft) & 705 Yards to the beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
**Photos Coming Soon of New Additions!! Looking for the perfect getaway home for you and the family that is also Dog-fr ...
From $876 per night (USD)VRBO
- From $647 per night (USD)
Expedia
Sea Pines beach home with screened porch and sundeck. Walk to the Salty Dog!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
8 Lands End Court is located in one of the most beautiful settings on Hilton Head Island with Cape Cod-style duplex hom ...
From $647 per night (USD)Expedia
- From $421 per night (USD)
VRBO
Sea Pines | Bluff Villas 1689 | 2 Min Walk to Beach | 2 FREE BIKES
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
NEW LISTING! | 2 FREE BIKES | EASY BEACH ACCESS PROPERTY DESCRIPTION This residence is light, bright, and exudes a tra ...
From $421 per night (USD)VRBO
- From $812 per night (USD)
Expedia
2nd-floor home with screened balcony, on-site tennis, & pool - near beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Beachside 229 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $812 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Hilton Head Island Studio w\/ Patio: Walk to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Embark on an unforgettable beach getaway at this bright and airy vacation rental in Hilton Head Island, SC! Perfect for ...
From $279 per night (USD)VRBO
- From $262 per night (USD)
Expedia
Sunset Rentals | Bluff Villas 1768
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Lowcountry living at its' finest can be found at 1768 Bluff Villas. This beautifully updated and elegantly furnished 2 b ...
From $262 per night (USD)Expedia
- From $746 per night (USD)
VRBO
1424 South Beach Villa @ Sea Pines | Steps from Salty Dog & Marina | Pool,Tennis & Golf
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
HOST & HOME presents… 1424 South Beach Villa. Set off on an unforgettable island retreat at this serene villa, tucked aw ...
From $746 per night (USD)VRBO
- From $679 per night (USD)
Expedia
Free Activities & Beach Gear Credit
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
1 Deer Run Road | Short Distance to the Beach 7 Minute Walk | 3 Minute Bike Ride ***New For 2025 Season - LVP Floorin ...
From $679 per night (USD)Expedia
- From $870 per night (USD)
VRBO
30 Lands End ~ Peaceful Water Views | Free Activites
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
30 Lands End Road | Peaceful Water Views **Complete Renovation for 2024 Season** *4 Bedrooms | 4 Bathrooms *Sleeps 11 ...
From $870 per night (USD)VRBO
- From $838 per night (USD)
Expedia
Vicino al Mare | Spacious 4BR Home w\/ Pool & Spa | 0.5 Miles to Beach | 32 Baynard Cove Rd
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to Vicino al Mare – A Serene Coastal Escape Experience the perfect blend of comfort and coastal charm at Vicino ...
From $838 per night (USD)Expedia
- From $1830 per night (USD)
VRBO
South Beach Serenity by AvantStay | Private Pool + Beach Access
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
Welcome to South Beach Serenity, your luxurious beachfront haven on Hilton Head Island. This stunning retreat invites yo ...
From $1830 per night (USD)VRBO
- From $5853 per night (USD)
Expedia
Truly Exceptional, Sea Pines Luxury Oceanfront Home
- Bedrooms:
- 13
- Bathrooms:
- 7
- Sleeps:
- 20
24 Royal Tern ~ Sea Pines Brand New Listing! We are thrilled to welcome 24 Royal Tern to Destination Vacation! This ...
From $5853 per night (USD)Expedia
- From $333 per night (USD)
VRBO
Experience Coastal Elegance: Newly Renovated Villa in South Beach Marina
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This completely renovated (20 ...
From $333 per night (USD)VRBO
- From $3643 per night (USD)
Expedia
NEW Oceanfront estate, Sleeps16, Accepting Reservations now
- Bedrooms:
- 9
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing. Enjoy the ultimate in vacation rental accommodations ...
From $3643 per night (USD)Expedia
- From $311 per night (USD)
VRBO
1732 Bluff Villa @ Sea Pines | Scenic Views | Pool | 5-min to South Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
HOST & HOME presents…1732 Bluff Villas. Experience coastal living in the heart of Sea Pines' South Beach Marina. This ch ...
From $311 per night (USD)VRBO
- From $588 per night (USD)
Expedia
Beachfront, Sunsets, Walk to Pickleball! 1840 Beachside Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy breathtaking sunsets and panoramic ocean views that extend from the Atlantic Ocean to the Calibogue Sound in this ...
From $588 per night (USD)Expedia
- From $711 per night (USD)
VRBO
New on VRBO - Close to the Beach! Beautifully updated stunning home!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This spectacular vacation home is located in the heart of the Sea Pines on Cannon Row. You will be near everything Sea P ...
From $711 per night (USD)VRBO
- From $1151 per night (USD)
Expedia
6 Baynard Cove - Escape to this luxury 5-bedroom Sea Pines home!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Escape to this luxury 5-bedroom Sea Pines home nestled in a peaceful Sea Pines community! With a screened-in porch that ...
From $1151 per night (USD)Expedia
- From $842 per night (USD)
VRBO
1888 Beachside Tennis Villas: Sea Pines
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing, and the Luxe property at 1888 Beachside Tennis Villas a ...
From $842 per night (USD)VRBO
- From $455 per night (USD)
Expedia
184 Twin Oaks - A 3-bedroom villa with a stunning back deck golf course view!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
An adorable 3 bedroom/3 bath villa is perfect for your next getaway with the family or friends! You get the best of both ...
From $455 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Lovely Villa in Sea Pines, 2-Min Walk to Beach, Marina, Pool, Braddock Cove View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Location, location, vacation! Welcome to your dream getaway in Bluff Villas, where everything you love about Hilton Head ...
From $276 per night (USD)VRBO
- From $1438 per night (USD)
Expedia
23 South Beach Lane @ Sea Pines | Steps to Beach | Pool & Spa | Pickleball
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to 23 South Beach Lane! This 4th row oceanside retreat for up to 12 guests, is nestled in the heart of Sea Pines ...
From $1438 per night (USD)Expedia
- From $846 per night (USD)
VRBO
New on VRBO, Beautifully updated, close to the beach, come make family memories!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
We're delighted to add this spectacular vacation home to the portfolio of Sea Pines Vacation Homes by the JKS Abbott Gro ...
From $846 per night (USD)VRBO
- From $1080 per night (USD)
Expedia
10 Audubon Pond - A Sophisticated Beach Chic Home in Sea Pines!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
A Sophisticated Beach Chic Home in Sea Pines, this 5-bedroom home has multiple outdoor living spaces for all to enjoy wh ...
From $1080 per night (USD)Expedia
- From $499 per night (USD)
VRBO
14 Braddock Cove - A 3 Bedroom Coastal Chic Townhome in South Beach!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
A waterfront park-like setting is one you don't want to miss. With the South Beach Marina in the distance, enjoy the man ...
From $499 per night (USD)VRBO
- From $1112 per night (USD)
Expedia
*NEWLY BUILT HOME* 6 Bedrooms - Close to Beach - Sea Pines - Private Pool\/Spa
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 13
Welcome to 15 Bald Eagle Road West – an absolutely stunning, newly built beach home located in Sea Pines. With six bedr ...
From $1112 per night (USD)Expedia
- From $978 per night (USD)
VRBO
STUNNING HOME WITH POOL & SPA, STEPS TO BEACH HILTON HEAD
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Looking for a slice of island heaven? Welcome to 6 Cedar Waxwing in Sea Pines, a 4th row oceanfront home where the harde ...
From $978 per night (USD)VRBO
- From $318 per night (USD)
Expedia
MODERN TOP-FLOOR VILLA WITH BEACH ACCESS & SOUTH BEACH MARINA
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ready to swap the daily grind for sandy toes and ocean breezes? Say hello to 1669 Bluff Villa, where the beach is practi ...
From $318 per night (USD)Expedia
- From $1427 per night (USD)
VRBO
Completely Renovated, 4th Row Beach Home, Coveted Single Story and Private Pool
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Located in Sea Pines, 3 Royal Tern exudes upscale comfort and understated elegance. Completely renovated in 2024, this 4 ...
From $1427 per night (USD)VRBO
- From $1412 per night (USD)
Expedia
SummerWeeksAvailable!HeatedPool\/WalkToBeach\/1MileToSaltyDog\/LagoonSetting\/Office
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 11
Welcome to The Hamilton... Family home to JanesLodges! Make our Home your Home from November through April. When you res ...
From $1412 per night (USD)Expedia
- From $1614 per night (USD)
VRBO
New to rental market, luxurious Sea Pines getaway minutes from the beach!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
New to the rental market! Luxurious, newly renovated and professionally decorated with all new high end furnishings, Cla ...
From $1614 per night (USD)VRBO
- From $1052 per night (USD)
Expedia
4 South Beach Ln @ Sea Pines | Pool & Spa | Steps to Beach | Golf & Tennis
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
HOST & HOME presents… 4 South Beach Lane! Immerse yourself in a quintessential Hilton Head retreat. Nestled in the desir ...
From $1052 per night (USD)Expedia
- From $655 per night (USD)
VRBO
1831 Beachside Tennis ~ Wrap Around Balcony Overlooking Calibogue Sound
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachside Tennis Oceanfront Complex | Just Steps from the Beach! *2 Bedrooms | 2 Bathrooms *Sleeps 4 *1 King, 2 Queens ...
From $655 per night (USD)VRBO
- From $550 per night (USD)
Expedia
1894 Beachside Tennis - Gorgeous Beachfront Villa w\/ Pool On-Site
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous 3rd floor Beachside Tennis villa with dramatic views of Calibogue Sound! 1894 Beachside Tennis is a 2 bedroom, ...
From $550 per night (USD)Expedia
- From $867 per night (USD)
VRBO
Serene, Pet Friendly Sea Pines Villa Near Beach with Pool Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Lookout Lagoon – Your South Beach Villa Retreat Located at 226 S. Sea Pines Drive, Unit 1594, Lookout Lagoon ...
From $867 per night (USD)VRBO
- From $950 per night (USD)
Expedia
Sea Pines (8th Row) 5 Bed 3 Bath, New Pool+ Hot Tub+Steps to the Beach Path!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
* 5 Bedrooms * 3 Bathrooms * Private Pool With Hot Tub (one fee to heat both) * Steps To The Beach * Lagoon View * Shor ...
From $950 per night (USD)Expedia
- From $1129 per night (USD)
VRBO
58 Heritage Road - Harbour Town Golf Course Views & a Short Walk to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Experience the charm of Hilton Head Island at 58 Heritage Road, a stunning short-term rental home now available through ...
From $1129 per night (USD)VRBO
- From $500 per night (USD)
Expedia
SEA GLASS COTTAGE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
***NOTE: There is no bridge to Daufuskie Island. You will need ferry or water taxi reservations and grounds transport ...
From $500 per night (USD)Expedia
- From $857 per night (USD)
VRBO
Ideal house for families in Sea Pines with only a 5 minute walk to the beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Looking for the perfect retreat? Look no further. This beautiful, fifth row home in Sea Pines has everything you’re look ...
From $857 per night (USD)VRBO
- From $730 per night (USD)
Expedia
3 bedroom\/4.5 bathroom Sea Pines home with private pool, 5 min to the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
HILTON HEAD ISLAND. This wonderful 4th row home is located close to South Beach in Sea Pines. Twelve steps lead up to ...
From $730 per night (USD)Expedia
- From $834 per night (USD)
VRBO
Luxurious 4-bedroom retreat with Private Pool in Sea Pines
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 6 Gunnery is a spacious and i ...
From $834 per night (USD)VRBO
- From $642 per night (USD)
Expedia
9 Bald Eagle West - South Beach Sea Pines
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
9 Bald Eagle West | Short Walk or Bike Ride to the Beach and South Beach Marina This charming 3-bedroom, 3-bathroom vac ...
From $642 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Sea Pines Stunner
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Ideally located in the popular South Beach area of the Sea Pines Resort in Hilton Head Island, South Carolina, this one ...
From $275 per night (USD)VRBO
- From $843 per night (USD)
Expedia
Coastal 4 BDR for 8, Walk to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Whether you’re traveling with toddlers, teens, or grandparents, the coastal oasis of Hilton Head Island has som ...
From $843 per night (USD)Expedia
- From $981 per night (USD)
VRBO
1454 Sound Villas - Luxury Townhome on Calibogue Sound with Beachfront Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Sea Pines Soundfront! 1454 Sound Villa is a luxury townhome with direct access to beach and scenic views of Calibogue S ...
From $981 per night (USD)VRBO
- From $727 per night (USD)
Expedia
Heritage Woods charmer- close to the beach, South Beach, Beach Club, + 4 bikes
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
"Palm Breeze" is your home away from home! In 2025, the home has a new owner, and new property management team - Sea P ...
From $727 per night (USD)Expedia
- From $342 per night (USD)
VRBO
ELEGANT 2BR VILLA IN SEA PINES WITH LAGOON VIEWS & 5 MIN WALK TO BEACH
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 1590 Lagoon Villas, a stunning single-story 2-bedroom, 2-bath retreat in the heart of Hilton Head Island’s Se ...
From $342 per night (USD)VRBO
- From $1047 per night (USD)
Expedia
NEW! STUNNING HILTON HEAD HOME WITH POOL, LAGOON VIEWS, AND NEAR BEACHES\/GOLF
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
We're excited to announce that 89 Baynard Cove is under new management! To celebrate, the first three bookings get a 20% ...
From $1047 per night (USD)Expedia
- From $563 per night (USD)
VRBO
1754 Bluff Villas – Stunning Views & Coastal Elegance
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
1754 Bluff Villas – Stunning Views & Coastal Elegance PROPERTY DESCRIPTION Enjoy breathtaking panoramic views of Braddoc ...
From $563 per night (USD)VRBO
- From $765 per night (USD)
Expedia
Sensational Sea Pines South Beach 4 bed 2 ba Villa
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Summary: New to the HH Island Rentals family for 2025, this updated 4 bedroom 2 bath villa located in the heart of South ...
From $765 per night (USD)Expedia
- From $304 per night (USD)
VRBO
Bluff Villas 1704-Beautiful 2 BR Sea Pines villa
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Bluff Villas 1704 -Patio -Beach Boardwalk -2 minute walk to beach -Walk to restaurants Bluff Villas 1704 is a charmin ...
From $304 per night (USD)VRBO
- From $763 per night (USD)
Expedia
Oceanfront, 2nd Floor, Updated, Open Plan & Super Stylish
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the NEW BESTNEST at 1873 Beachside Tennis Villas in Sea Pines (247 South Sea Pines Drive). Beautifully renova ...
From $763 per night (USD)Expedia