
Baynard Cove Rentals
- From $1675 per night (USD)
VRBO
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 $1675 per night (USD)VRBO
- From $1729 per night (USD)
Expedia
Heritage House-Sea Pines-Private Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
NEW LISTING Centrally located between the Atlantic Ocean beach, Harbour Town, and South Beach Marina and about a 4-minu ...
From $1729 per night (USD)Expedia
- Click For Pricing
VRBO
CHARMING STUDIO WITH QUEEN MURPHY BED, WALK TO BEACH & SALTY DOG
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The sweet sunshine and salty air of Hilton Head Island are calling you to Bluff Villa Bliss! This charming studio has p ...
Click For PricingVRBO
- From $307 per night (USD)
Expedia
Marriott's Harbour Club
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
<p>While you're here, you can enjoy all the comforts of home and more, including a heated pool and a refrigerator, as we ...
From $307 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Top Rated Villa - Limited Availability in 2024 -- Book Now!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Anyone who has vacationed at Hilton Head Island knows it is a special place. Within Hilton Head, we think Sea Pines is ...
From $174 per night (USD)VRBO
- From $183 per night (USD)
Expedia
Spectacular Studio in the Heart of Harbour Town overlooking Harbour & Lighthouse. Dine, Shop, Relax.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
With its breathtaking views of the Harbour Town Yacht Basin and Lighthouse, Ketch Studio is the ideal getaway retreat in ...
From $183 per night (USD)Expedia
- From $410 per night (USD)
VRBO
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 $410 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Sunset Rentals | Bluff Villas 1660
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
1660 Bluff Villas is a beautifully renovated 2 bedroom, 2 bathroom condo perfectly situated in South Beach Marina. This ...
From $247 per night (USD)Expedia
- From $217 per night (USD)
VRBO
SPACIOUS VILLA WITH OCEAN VIEWS, NEAR SHOPS & BEACH IN HARBOUR TOWN HILTON HEAD
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
When you think of Hilton Head Island, you think of white sandy beaches, beautiful ocean views, the pleasant sound of wav ...
From $217 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Spacious Condo in the heart of Harbor Town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Your perfect vacation begins when you walk out the door of this newly renovated condo into the Harbour Town marina with ...
From $214 per night (USD)Expedia
- From $224 per night (USD)
VRBO
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 $224 per night (USD)VRBO
- From $568 per night (USD)
Expedia
Harbour Town Villa in Picturesque Sea Pines
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Luxurious and newly renovated 4 Bedroom 4 Bathroom Villa located in the heart of sought after Harbour Town. This home f ...
From $568 per night (USD)Expedia
- From $516 per night (USD)
VRBO
Hilton Ivory | 15th Hole of Harbourtown Golf Course | Private Pool + Hot Tub
- Bedrooms:
- 4
- 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 $516 per night (USD)VRBO
- From $519 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 *MAX Occupancy of 8 Guests *3 Kings, 2 Twins *5 TV ...
From $519 per night (USD)Expedia
- Click For Pricing
VRBO
Hilton Head Island 5/5/-5/12 Free Golf!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
About this space Stay at Marriott's Heritage Club to relax, create your next memorable experience and enjoy all that Hil ...
Click For PricingVRBO
- From $456 per night (USD)
Expedia
Spectacular Ocean Views Oceanfront Cottage Golf cart included with booking
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Thanks for viewing our listing; one of many properties professionally managed by JonBie Maisons on Daufuskie Island. ...
From $456 per night (USD)Expedia
- From $759 per night (USD)
VRBO
Home w Fairway Views Private Pool & Tub 6 BR 6.5 BA Bikes & Beach Gear Included
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 20
Harbourtown Golf Views front and back! This magnificent home offers the best of Sea Pines! Located with tee to green vie ...
From $759 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Charming condo near beach & Harbour Town with full kitchen, balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cutter Court 923 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $267 per night (USD)Expedia
- From $438 per night (USD)
VRBO
Oceanfront Dream on Daufuskie: 6BR Beachfront Home
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Summary: Looking for the ultimate island getaway? Look no further than our stunning oceanfront house on Daufuskie Island ...
From $438 per night (USD)VRBO
- From $207 per night (USD)
VRBO
Marriott's Harbour Club | Two-Bedroom Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Discover Marriott's Harbour Club in Hilton Head, nestled in the heart of Sea Pines Resort. Experience a charmin ...
From $207 per night (USD)VRBO
- From $207 per night (USD)
VRBO
Marriott's Harbour Club | Two-Bedroom Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Discover Marriott's Harbour Club in Hilton Head, nestled in the heart of Sea Pines Resort. Experience a charmin ...
From $207 per night (USD)VRBO
- From $207 per night (USD)
VRBO
Marriott's Harbour Club | Two-Bedroom Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Discover Marriott's Harbour Club in Hilton Head, nestled in the heart of Sea Pines Resort. Experience a charmin ...
From $207 per night (USD)VRBO
- From $207 per night (USD)
VRBO
Marriott's Harbour Club | Two-Bedroom Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Discover Marriott's Harbour Club in Hilton Head, nestled in the heart of Sea Pines Resort. Experience a charmin ...
From $207 per night (USD)VRBO
- From $649 per night (USD)
VRBO
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 $649 per night (USD)VRBO
- From $204 per night (USD)
VRBO
Sunset Rentals- 1687 Bluff Villas
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Searching for the perfect couple's getaway spot? Look no further than 1687 Bluff Villas! This beautifully renovated stud ...
From $204 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Family Getaway, Walk to Beach, South Beach, Luxury
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 BD, 3BTH Spacious villa perfect for a family getaway Large back deck perfect for grilling out Close proximity to South ...
From $297 per night (USD)Expedia
- From $546 per night (USD)
VRBO
1080 Lighthouse I at The Sea Pines Resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
In the heart of Harbour Town and on the first level of Lighthouse I, this incredible vacation residence offers breathtak ...
From $546 per night (USD)VRBO
- From $271 per night (USD)
Expedia
2882 - Serene Sea Pines Views + Luxe Bath + Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to this spacious 2-bedroom villa in Sea Pines, perfect for up to 8 guests! Featuring a twin suite off the living ...
From $271 per night (USD)Expedia
- From $263 per night (USD)
VRBO
2889 - Two-Story Villa | Golf Views | Sea Pines
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to this spacious 2-bedroom villa in Sea Pines, perfect for up to 8 guests! Featuring a twin suite off the living ...
From $263 per night (USD)VRBO
- From $211 per night (USD)
Expedia
Tranquil 2BR Retreat with Scenic Lagoon Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a short stroll to shopping, dining, and the iconic lighthouse, or indulge in nearby water sports, golf, tennis, an ...
From $211 per night (USD)Expedia
- From $256 per night (USD)
VRBO
Spacious 3BR Retreat in Harbour Town | Sleeps 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
882 Ketch is located in the heart of Harbour Town, within the famous Sea Pines Resort. With fine dining, water sports, a ...
From $256 per night (USD)VRBO
- From $271 per night (USD)
Expedia
2899 - Updated Sea Pines Villa | Pool | Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to this spacious 2-bedroom villa in Sea Pines, perfect for up to 8 guests! Featuring a twin suite off the living ...
From $271 per night (USD)Expedia
- From $271 per night (USD)
VRBO
2874 - Walk to Dining! Pool, Hot Tub, 2BR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to this spacious 2-bedroom villa in Sea Pines, perfect for up to 8 guests! Featuring a twin suite off the living ...
From $271 per night (USD)VRBO
- From $263 per night (USD)
Expedia
2875 - 2BR | 2BA Villa, Sleeps 8, Pool + Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to this spacious 2-bedroom villa in Sea Pines, perfect for up to 8 guests! Featuring a twin suite off the living ...
From $263 per night (USD)Expedia
- From $263 per night (USD)
VRBO
2902 - Swallowtail Sleeps 8. Sea Pines Villa, Heated Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to this spacious 2-bedroom villa in Sea Pines, perfect for up to 8 guests! Featuring a twin suite off the living ...
From $263 per night (USD)VRBO
- From $247 per night (USD)
Expedia
2905 - Scenic Villa | Pool | Sea Pines | Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to this spacious 2-bedroom villa in Sea Pines, perfect for up to 8 guests! Featuring a twin suite off the living ...
From $247 per night (USD)Expedia
- From $276 per night (USD)
VRBO
2883 - Luxury Villa | Views + Pool | Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to this spacious 2-bedroom villa in Sea Pines, perfect for up to 8 guests! Featuring a twin suite off the living ...
From $276 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Marsh Oasis Stunning Family 4 BR Sea Pines w Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Discover luxury and serenity at this Joe Hall-designed courtyard house in Sea Pines, a certified butterfly sanc ...
From $310 per night (USD)Expedia
- From $616 per night (USD)
VRBO
**NEW LISTING** Five Bedroom Sea Pines Home - Close to Beach - Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to 41 Old Military Road! This five bedroom, three bathroom home can host a group of up to ten guests! 41 Old Mi ...
From $616 per night (USD)VRBO
- From $354 per night (USD)
VRBO
Tranquil Deer Island treehouse in Sea Pines Resort with beach bikes and chairs
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this seaside treehouse, nestled within Sea Pines Resort on Hilton Head Island. With floor-to-ceiling windows a ...
From $354 per night (USD)VRBO
- From $927 per night (USD)
VRBO
41 Saint Andrews @ Sea Pines | Golf Course Views | Private Pool | Pet-Friendly
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
Discover 41 Saint Andrews Place by HOST & HOME, a stunning retreat nestled in the prestigious Sea Pines community. Overl ...
From $927 per night (USD)VRBO
- Click For Pricing
Expedia
1906 South Beach Club - Just a Few Steps from Pool Days and Beach Waves!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
HIGHLIGHTS • Beachfront Community • Views of the Atlantic Ocean and Calibogue Sound • Free Wireless Internet • 4 TV's N ...
Click For PricingExpedia
- From $272 per night (USD)
VRBO
Marriott's Heritage Club 2 Bedroom Villa
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled within Hilton Head Island's Sea Pines Resort, Marriott's Heritage Club has a great tradition of treating guests ...
From $272 per night (USD)VRBO
- From $227 per night (USD)
VRBO
Marriott's Harbour Club 2 Bedroom Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Stunning waterfront resort on Hilton Head's Sea Pines overlooking Calibogue Sound. Steps from championship golf, tennis, ...
From $227 per night (USD)VRBO
- From $803 per night (USD)
VRBO
Fully Renovated Sea Pines Home with Private Pool and a Spacious Backyard
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Sleeps 8 | 3 bedrooms | 2.5 bathrooms Private Pool | Great Outdoor Space | Newly Updated Bathrooms & Kitchen Less Than A ...
From $803 per night (USD)VRBO
- From $192 per night (USD)
Expedia
New Listing Updated Luxury 2 BR Racquet Club near Harbourtown Bikes Included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wonderful two bedroom two bath condo in Sea Pines Resort at Racquet Club villas. The condo has been updated with a new k ...
From $192 per night (USD)Expedia
- From $270 per night (USD)
VRBO
2402 Lighthouse Tennis at The Sea Pines Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
2402 Lighthouse Tennis is a beautifully remodeled one-bedroom, one-bathroom villa located within The Sea Pines Resort on ...
From $270 per night (USD)VRBO
- From $345 per night (USD)
VRBO
883 Ketch Court at The Sea Pines Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Found on the third floor of Ketch Court II, this villa is a wonderful vacation locale in the heart of Harbour Town. A s ...
From $345 per night (USD)VRBO
- From $476 per night (USD)
VRBO
Marriott Vacation Club Harbor 2-bed room villa in Sea Pines.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Harbor Club is nestled in Sea Pines on Hilton Head Island. This delightful villa offers 2 bedrooms and 2 bathrooms. On ...
From $476 per night (USD)VRBO
- From $275 per night (USD)
Expedia
WATERFRONT VILLA W/ DOCK, NEAR SALTY DOG, BEACH & PICKLEBALL COURTS
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Live your best Sea Pines life when you choose Pedal & Paddle as your South Beach retreat! Waterfront with its own dock, ...
From $275 per night (USD)Expedia
- From $372 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 $372 per night (USD)VRBO
- From $1113 per night (USD)
Expedia
New to rental market, luxurious Sea Pines getaway minutes from the beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
New to the rental market! Luxurious, newly renovated and professionally decorated with all new high end furnishings, Cla ...
From $1113 per night (USD)Expedia
- From $526 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 $526 per night (USD)VRBO
- From $340 per night (USD)
Expedia
14 Braddock Cove - A 3 Bedroom Coastal Chic Townhome in South Beach!
- Bedrooms:
- 3
- 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 $340 per night (USD)Expedia
- From $428 per night (USD)
VRBO
891 Ketch Court @ Harbour Town, Sea Pines | Walk to Marina & Golf Links | Pet-Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Embrace the charm of Ketch Court 891, a cozy, pet-friendly villa situated in the heart of Harbour Town at Sea Pines. Thi ...
From $428 per night (USD)VRBO
- From $634 per night (USD)
Expedia
Free Activities & Beach Gear Credit
- Bedrooms:
- 3
- 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 $634 per night (USD)Expedia
- From $583 per night (USD)
VRBO
2nd-floor home with screened balcony, on-site tennis, & pool - near beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Beachside 229 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $583 per night (USD)VRBO
- From $1678 per night (USD)
Expedia
Top RBC Heritage location! 3BR 3BR villa located on #1 Green of Harbourtown GC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This lovely 3 bedroom/3 bathroom townhouse villa located on the Harbour Town Golf Course is the perfect choice for guest ...
From $1678 per night (USD)Expedia
- From $489 per night (USD)
VRBO
JonBie Daufuskie Sea Witch. Golf cart included with booking.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hi Thanks for viewing our listing; one of many properties professionally managed by JonBie Maisons on Daufuskie Island. ...
From $489 per night (USD)VRBO
- From $161 per night (USD)
VRBO
Marriott Harbour Club - 2BD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy waterfront vacations at Hilton Head`s Sea Pines. Overlooking scenic Calibogue Sound on the southern end of Hilton ...
From $161 per night (USD)VRBO
- From $137 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 $137 per night (USD)VRBO
- From $268 per night (USD)
Expedia
SeaPines-2nd Fairway of the Links, Beautifully Renovated, Bikes, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2534 Gleneagle Green is centrally located in the center of Sea Pines Resort. Take in the exquisite view of the 2nd Fair ...
From $268 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Sunset Rentals | Racquet Club 2358 | Dog-Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
2358 Racquet Club is a beautifully renovated and spacious 1 bedroom, 1 bathroom 2nd level flat. This dog-friendly villa ...
From $227 per night (USD)VRBO
- From $514 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 $514 per night (USD)Expedia
- From $352 per night (USD)
VRBO
Muirfield/ Golf Links View / Pool access / Walk to HARBOUR TOWN / 4 Bikes / Pet
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
* Harbour Town Golf Links announced it will close for six months in 2025 for a restoration of the Pete Dye-designed layo ...
From $352 per night (USD)VRBO
- From $551 per night (USD)
Expedia
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 ...
From $551 per night (USD)Expedia
- Click For Pricing
VRBO
NEW Oceanfront estate, Sleeps16, Accepting Reservations now
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to BESTNEST/Luxe: An Elevated Experience in Vacationing. Enjoy the ultimate in vacation rental accommodations ...
Click For PricingVRBO
- From $274 per night (USD)
Expedia
Unique, Secluded Family Treehouse | Private Decks, Marsh Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
-Deer Island Community -Unique Treehouse! -5 Min Walk to Shops, Restaurants in Harbour Town -2 Free Adult Bikes (Valid f ...
From $274 per night (USD)Expedia
- From $788 per night (USD)
VRBO
Designer Beachfront with Oceanviews, Community pool, Firepit patio, Walking distance to SouthBeach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Located in the heart of South Beach within the Sea Pines Resort, this Beach House Boutique property offers sweeping view ...
From $788 per night (USD)VRBO
- From $621 per night (USD)
Expedia
1 Painted Bunting-4th Row Ocean, Completely Renovated w/ a private pool.
- Bedrooms:
- 4
- 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 $621 per night (USD)Expedia
- From $1849 per night (USD)
VRBO
7 Black Duck- Oceanfront, 9 Bedrooms, Large 30 ft x 18.ft Private Pool & Spa.
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 20
Experience luxury living like never before in this stunning 9-bedroom oceanfront home nestled in the heart of Sea Pines. ...
From $1849 per night (USD)VRBO
- From $247 per night (USD)
Expedia
Nautical touches abound at this renovated waterfront condo with pool & tennis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Inland Harbour 2431 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $247 per night (USD)Expedia
- From $596 per night (USD)
VRBO
Dreamy island oasis with private pool, grill & fast WiFi - beach access nearby
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Gunnery 10 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $596 per night (USD)VRBO
- From $299 per night (USD)
Expedia
Penthouse 3 bed villa overlooking the World famous Harbour Town Yacht Basin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Penthouse 3-bed villa overloo ...
From $299 per night (USD)Expedia
- From $713 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 $713 per night (USD)VRBO
- From $187 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 $187 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Bay-view condo with balcony, AC, & W/D - walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bluff Villas 1734 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $195 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Heart Of Harbour Town - Pool View 4Bd4Ba
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Welcome to our stunning 4-bedroom, 4-bathroom townhouse in the heart of Harbour Town, nestled within the exclus ...
From $283 per night (USD)Expedia
- From $408 per night (USD)
VRBO
Waterfront Four Bedroom Townhome ~ Stunning Views ~ Porch with Water View
- Bedrooms:
- 4
- Bathrooms:
- 4
- 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 $408 per night (USD)VRBO
- From $273 per night (USD)
Expedia
2nd floor two bed villa- walk to shops, dining & playground in Harbourtown
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nicely decorated second floor two bedroom villa in the heart of Sea Pines. Located in the popular Harbour Town section ...
From $273 per night (USD)Expedia
- From $418 per night (USD)
VRBO
Pet Friendly ~ Marsh Views ~ Private Pool w/ Free Pool Heat ~ 25 Stoney Creek Rd
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Marsh View – A Spacious Pet-Friendly Retreat with Stunning Marsh Views 📍 25 Stoney Creek Road, Hilton Head Island Welc ...
From $418 per night (USD)VRBO
- From $861 per night (USD)
Expedia
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 $861 per night (USD)Expedia
- From $602 per night (USD)
VRBO
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 $602 per night (USD)VRBO
- From $266 per night (USD)
Expedia
Twin Oaks 207 | Condo in Hilton Head
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Twin Oaks 207 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $266 per night (USD)Expedia
- From $198 per night (USD)
VRBO
2359 Racquet Club: Charming and relaxing 1 Bedroom, Free Bikes, Pool, Tennis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come stay in this charming Racquet Club Villa in the center of everything in Sea Pines. • 1 Bed \ 1 Bath • 1 King Bed, ...
From $198 per night (USD)VRBO
- From $589 per night (USD)
Expedia
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 $589 per night (USD)Expedia
- From $486 per night (USD)
VRBO
Fall Winter Escape: Value for Golf/Tennis/Pickleball Family Getaways best Locale
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
This charming, 5 bedroom, 4.5 bathroom three story home is located in the most lovely area of Harbour Town. It sits bet ...
From $486 per night (USD)VRBO
- From $466 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 $466 per night (USD)Expedia
- From $727 per night (USD)
VRBO
Newly renovated Harbourtown villa with community pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 2538 Gleneagle Green is a pet ...
From $727 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- Click For Pricing
VRBO
Gorgeous home with new pool in Sea Pines-Short walk to Harbourtown Golf Links
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
HILTON HEAD ISLAND. This beautifully decorated home, located in the heart of the Historic Sea Pines, and is situated wit ...
Click For PricingVRBO
- From $692 per night (USD)
Expedia
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 $692 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Sea Pines-Harbour Town, Incredible Golf View, Free Bikes, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the amazing golf view from the peaceful balcony of this second floor Racquet Club Villa in Sea Pines. Beautiful ne ...
From $261 per night (USD)VRBO
- From $1410 per night (USD)
Expedia
Private Pool/Spa, Walk to the Beach & Close to Salty Dog, Pickleball & Shopping
- Bedrooms:
- 5
- 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 $1410 per night (USD)Expedia
- From $204 per night (USD)
VRBO
Harbour Town Golf Links 11th Tee Ranch with South Beach Marina Pool Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Classy coastal chic touches throughout this 3 Bedroom, 2.5 Bath classic ranch are complemented by floor to ceiling wind ...
From $204 per night (USD)VRBO
- From $301 per night (USD)
Expedia
Updated Luxury 3 BR Free Harbourtown Pool Usage w Beach Gear & Bike Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Spectacular updated luxury vacation condo right in the middle of Harbourtown with the world famous Harbourtown Golf Link ...
From $301 per night (USD)Expedia
- From $246 per night (USD)
VRBO
Spectacular 3 BR 3.5 BA townhome Cutter Court Beach Gear & Bike Rentals Included
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Spectacular updated luxury townhome in Harbourtown right across from the Harbourtown Golf Links. Wonderful updates with ...
From $246 per night (USD)VRBO
- From $401 per night (USD)
Expedia
Stunning Sea Pines Treetop Oasis Deck & Grill with short walk to Harbourtown
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stunning Sea Pines Treetop Oasis | Deck & Grill | Short walk to Harbour Town This 1BR treetop oasis in Sea Pines sits am ...
From $401 per night (USD)Expedia
- From $147 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 $147 per night (USD)VRBO
- From $275 per night (USD)
Expedia
2319 Racquet Club @ Sea Pines | Steps to Beach | Pool & Lagoon Views | Golf | Tennis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
HOST & HOME presents… 2319 Racquet Club. Your slice of paradise awaits with tranquil lagoon views and the charm of Sea P ...
From $275 per night (USD)Expedia




































































































