Baynard Cove Rentals
From $270 per night (USD)VRBO
Renovated Harbourtown Villa with Lagoon View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Our ground floor Racquet Club Villa has a king in the master and 2 double beds in the guest room. We have televisions a ...
From $270 per night (USD)VRBO
From $193 per night (USD)VRBO
Lighthouse Tennis 2395 | Pet Friendly, Lagoon View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
2395 Lighthouse Tennis Villa in Sea Pines Plantation is a delightful 2 bedroom, 2 bath villa close to Harbour Town! This ...
From $193 per night (USD)VRBO
From $416 per night (USD)VRBO
21 Windjammer-Private Pool, views of the 10th tee of Harbour Town Golf Links
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beginning on May 5, 2025, two weeks after the finish of this year’s RBC Heritage, the world-famous, Pete Dye-designed Ha ...
From $416 per night (USD)VRBO
From $497 per night (USD)Expedia
1905 S. Beach Club -Updated in 2021.... Outstanding Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**South Beach Club 1905** Undergoing major renovations for 2026 season! New pictures will be posted as soon as reno ...
From $497 per night (USD)Expedia
From $313 per night (USD)VRBO
< 1 Mi to Beach: Family-Friendly Hilton Head Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Nestled in the desirable Sea Pines community, this Hilton Head vacation rental has everything you need for a relaxing st ...
From $313 per night (USD)VRBO
From $295 per night (USD)VRBO
Fully Updated, End Unit Villa between Beach Club & Harbour Town w/ Community Pool & Tennis Courts
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Book this tranquil & serene vacation home now! Conveniently located in the heart of Sea Pines Plantation, Calm Villa Se ...
From $295 per night (USD)VRBO
From $502 per night (USD)VRBO
6 Cannon Row: Pet Friendly Home, Free Bikes, Private Pool, Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
6 Cannon Row, Sea Pines Private Home, New Private Pool Basic Features: • 2121 sq. ft. • 3 bed, 2 Bath • 2 Kings, 2 Twin ...
From $502 per night (USD)VRBO
From $339 per night (USD)Expedia
1 Deer Run: Newly Listed & Furnished Home, Dog Friendly, 4 BR, Bikes
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This spacious and inviting maritime forest home offers everything you need for an unforgettable Hilton Head Island escap ...
From $339 per night (USD)Expedia
From $567 per night (USD)VRBO
2 Master Suites, On The Harbour Town Golf Course, Large Shady Yard, Perfect Family Home!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Searching for an incredibly relaxing vacation home where you can make memories of a lifetime with your family or friends ...
From $567 per night (USD)VRBO
From $349 per night (USD)Expedia
2311 Racquet Club: 3BR 2 BA Villa. Community Pool and Clay Tennis, Free Bikes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Experience the charm of this recently renovated 3-bedroom, 2-bath Racquet Club Villa in the heart of Harbour Town. Newly ...
From $349 per night (USD)Expedia
From $547 per night (USD)VRBO
11 Deer Run: Beautiful home in Sea Pines with private pool. Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Property Highlights: • 3 Bedrooms, 2 Baths, Sleeps up to 8 • 2 King Beds, 2 Bunk Beds • Private Pool • 4 Beach Chairs • ...
From $547 per night (USD)VRBO
From $344 per night (USD)Expedia
26 Gunnery Lane: Free Bikes, Dog Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Key Features: • 3 Bedrooms, 3.5 Bathrooms, plus loft • Sleeping Arrangements: 2 Kings, 1 Queen • Gas Grill for outdoor ...
From $344 per night (USD)Expedia
From $201 per night (USD)VRBO
Only a 2 Minute Walk to Salty Dog, Pool, Marina & Beach! Perfect South Beach Vacation Getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 1697 The Bluffs! This recently updated Bluffs Villa is located in the heart of South Beach Marina Village at ...
From $201 per night (USD)VRBO
From $331 per night (USD)Expedia
Treetop Cottage in the Heart of Harbourtown with views of Calibogue Cay!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This treetop cottage is unique property has spectacular views of The Calibogue Cay and is just a short walk to Harbourto ...
From $331 per night (USD)Expedia
From $239 per night (USD)VRBO
Sunset Rentals | Lighthouse Tennis 2413
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy staying at one of the best locations in Sea Pines when you vacation at the beautifully updated 2413 Sea Pines rent ...
From $239 per night (USD)VRBO
From $391 per night (USD)Expedia
Oceanfront Cottage on Daufuskie Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: Welcome to your oceanfront cottage! - 2 bedrooms with private bathrooms and a half-bath for convenience - S ...
From $391 per night (USD)Expedia
From $2805 per night (USD)VRBO
14 South Beach Lane ~ Spacious 6Br Sea Pines Home, 3 Minute Walk to the Beach!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 20
14 South Beach Lane | Luxurious Home 6th Row from the Beach *6 Bedrooms | 5 Bathrooms *Sleeps 20 *3 Kings, 2 Doubles, 2 ...
From $2805 per night (USD)VRBO
From $169 per night (USD)VRBO
Gorgeous 1 Bedroom Villa in the Bluff Villas, Sea Pines.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Newly renovated condo with all the comforts of home. Walk to beach and South Beach attractions. Bike rental and tennis ...
From $169 per night (USD)VRBO
From $781 per night (USD)VRBO
Sea Pines Home with Sparkling Heated Pool-Hole #2 Harbour Town Golf Links-Grill
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
If you envision you and all your family having lots of fun on Hilton Head Island, then this is the house for you. Very b ...
From $781 per night (USD)VRBO
From $311 per night (USD)VRBO
Sea Pines Treehouse steps to Harbour Town on Deer Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A stay in a Sea Loft is a one of a kind experience...... you will enjoy the peace and quiet of a nature preserve with go ...
From $311 per night (USD)VRBO
From $358 per night (USD)VRBO
Coastal charmer with cove-front balcony & trolley - walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bluff Villas 1817 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $358 per night (USD)VRBO
From $161 per night (USD)Expedia
Updated Harbour Town Hideaway with Pool & Balcony | Walk to Shops & Golf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Racquet Club Villas 2346 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $161 per night (USD)Expedia
From $183 per night (USD)VRBO
Newly updated Sea Pines retreat on golf course - Pool, Tennis/Pickleball Courts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Racquet Club Villas 2348 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $183 per night (USD)VRBO
From $308 per night (USD)Expedia
1874 Beachside Tennis- Calibogue Sound views from every room.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Breathtaking views from every room of this lovely 3rd-floor 2-bedroom, 2-bath beachfront villa. Ideal location at the so ...
From $308 per night (USD)Expedia
From $473 per night (USD)VRBO
6 Portside- HEATED Community Pool. Fantastic views of South Beach Marina
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Relax and let every day slip away with the tide as you take in peaceful views of Braddock Cove from this lovely coastal ...
From $473 per night (USD)VRBO
From $912 per night (USD)Expedia
1457 Sound Villas-Calibogue Sound/Beachfront Views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Stunning remodel and stunning views, it just doesn’t get much better than this! Enjoy amazing views of Daufuskie Island ...
From $912 per night (USD)Expedia
From $264 per night (USD)VRBO
1833 Beachside Tennis - Views of the Calibogue Sound!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This charming 2-bedroom, 2-bath sound-front villa in Sea Pines will delight your family! The view from this 3rd-floor vi ...
From $264 per night (USD)VRBO
From $310 per night (USD)Expedia
1851 Beachside Tennis - Gorgeous Vies of Calibogue Sound!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous Views of Calibogue Sound from every room! This 2-bedroom, the 2-bath beachfront villa is just fabulous! Located ...
From $310 per night (USD)Expedia
From $397 per night (USD)VRBO
233 Beachside Home- Large 4 Bedroom Homes with Heated Community Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy roomy comfort and cozy coastal bliss in this just-updated stunner. Step into the spacious living area with soaring ...
From $397 per night (USD)VRBO
From $1309 per night (USD)Expedia
2nd Row Sea Pines Home w/ FREE Pool & Spa Heat Seasonally - Steps to Beach!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 18
Welcome to 11 Painted Bunting Road! This six bedroom, seven and half bathroom home is incredibly spacious and offers al ...
From $1309 per night (USD)Expedia
From $236 per night (USD)VRBO
258 Stoney Creek. Lovely 3 Bedroom Townhouse in Harbour Town
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This lovely 3 bedroom, 3 bath townhouse is located in the heart of Harbour Town. Decorated in bright, whimsical colors t ...
From $236 per night (USD)VRBO
From $432 per night (USD)Expedia
4 Merganser Court -Dog-Friendly, Private Pool, & Quick Walk to Beach/Marina
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This tastefully renovated 3-bedroom, 3-bath dog-friendly home has a private heated pool and is a 5-minute walk to the be ...
From $432 per night (USD)Expedia
From $682 per night (USD)VRBO
231 Beachside Homes-3 min walk to the beach (352 yards) or South Beach Marina
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Sunny South Beach stunner! The spacious chef's kitchen boasts incredibly beautiful granite countertops, top-end stainles ...
From $682 per night (USD)VRBO
From $410 per night (USD)Expedia
1417 S. Beach Villa-Beachfront views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Incredible BEACHFRONT views from this 4 bedroom, 4 bath South Beach townhouse! The kitchen, with granite countertops an ...
From $410 per night (USD)Expedia
From $291 per night (USD)VRBO
34 Muirfield. Quick walk to all Harbour Town has to offer
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Located on the 2nd fairway of the famous Harbour Town Golf Links, this 3-bed, 3-bath Muirfield townhouse is perfect for ...
From $291 per night (USD)VRBO
From $227 per night (USD)Expedia
Refreshed, Coastal & Casual Inland Harbour Gem - On Site Pool & Tennis - Walk to Harbour Town.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ready for a fresh start, peaceful downtime or a relaxing getaway in the serene & endless beauty of Sea Pines Resort on H ...
From $227 per night (USD)Expedia
From $459 per night (USD)VRBO
10 Baynard Cove-5 Minute walk to the beach with Private Pool & Spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Discover an island gem nestled among sprawling live oaks and palm trees in the heart of Sea Pines. You’re warmly welcome ...
From $459 per night (USD)VRBO
From $845 per night (USD)Expedia
1468 Sound Villas- Coastal Chic and Calibogue Sound Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Enjoy the picturesque views of the Calibogue Sound and Daufuskie Island as well as dolphins swimming by right in front o ...
From $845 per night (USD)Expedia
From $1439 per night (USD)VRBO
Private Pool, Marsh View, Super Stylish Classic BESTNEST at 11 Black Tern
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to the BESTNEST at 11 Black Tern in Sea Pines. Here’s the skinny - just buzz us for more details: Our advertise ...
From $1439 per night (USD)VRBO
From $490 per night (USD)Expedia
1464 Sound Villa - Gorgeous views of the Calibogue Sound!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
This gorgeous 5 bedroom, 4 bath town home is located in the popular South Beach area of Sea Pines Resort and has lovely ...
From $490 per night (USD)Expedia
From $216 per night (USD)VRBO
263 Stoney Creek- Quick walk to the RBC Heritage - 2025 Availability!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
263 Stoney Creek is a 2-bedroom, 2.5-bath townhouse in the heart of Harbour Town. The first floor hosts the kitchen, din ...
From $216 per night (USD)VRBO
From $764 per night (USD)Expedia
9 Wren Drive/South Beach: BESTNEST by Beverly Serral *True Walk to Beach*
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to the BESTNEST at 9 Wren Drive in Sea Pines. Here’s the skinny - just buzz us for more details! Our advertise ...
From $764 per night (USD)Expedia
From $180 per night (USD)VRBO
Racquet Club Villas 2321- Charming Sea Pines 1 bedroom plus Bonus Loft!!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
Racquet Club 2321 is a cozy villa in the Harbour Town area of Sea Pines. This villa is a spacious 1 bedroom condo with ...
From $180 per night (USD)VRBO
From $476 per night (USD)Expedia
3 Beachside-HEATED POOL. 50 yards to the beach. Tennis and Pickleball nearby
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Upgrade your island getaway with this upgraded Sea Pines beauty. New additions include an elevator, top-of-the-line stai ...
From $476 per night (USD)Expedia
From $399 per night (USD)VRBO
3 Scaup-Fido Friendly, 202 Yard walk to the Beach, Private HEATED Pool & Spa.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This charming 3-bed, 3-bath dog-friendly vacation home is in the South Beach area of Sea Pines. *Heated private pool, sp ...
From $399 per night (USD)VRBO
From $262 per night (USD)Expedia
898 Ketch Court-Steps to Harbourtown, pool & dining, Shopping & Activities
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
898 Ketch Court is a beautiful 3 bedroom, 3.5 bath townhouse located in the heart of world-famous Harbour Town. Decorate ...
From $262 per night (USD)Expedia
From $693 per night (USD)VRBO
South Beach: Steps to BEACH! Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Great family vacation home. One of the best locations in Sea Pines: only a 3-minute walk to the beach; very close to th ...
From $693 per night (USD)VRBO
From $489 per night (USD)Expedia
20 Baynard Cove ~ Short Walk to RBC Heritage Golf Tournament
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
20 Baynard Cove | Short 8 Minute Walk to the Beach *3 Bedrooms | Sleeps 10 *3 Full Bathrooms | 1 Half Bath *1 King, 1 Q ...
From $489 per night (USD)Expedia
From $347 per night (USD)VRBO
Harbour Cove-Remodeled Luxury Steps from the Lighthouse in Harbour Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Harbour Cove! Harbour Cove, an exquisitely decorated gem in the heart of Harbour Town at Sea Pines Plantatio ...
From $347 per night (USD)VRBO
From $402 per night (USD)Expedia
Deluxe Oceanview Penthouse, Pool, Fitness Center & Transport From Dock Included!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful, modern villa is nestled in the quiet Melrose Resort community on Daufuskie Island. During your stay in ...
From $402 per night (USD)Expedia
From $246 per night (USD)VRBO
SeaLoft in the woods, close to the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This hip, quiet, newly remodeled and tastefully furnished sealoft is surrounded by tidal marsh and abundant wildlife. Co ...
From $246 per night (USD)VRBO
From $553 per night (USD)Expedia
42 Lands End Road ~ Spacious 4Br with Incredible Views from Private Deck!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
42 Lands End Road | Fantastic Views of Braddock Cove! *4 Bedrooms | 4 Bathrooms *Sleeps 8 *2 Kings, 4 Twins *5 TVs (55" ...
From $553 per night (USD)Expedia
From $478 per night (USD)VRBO
1414 South Beach Villa ~ Direct Walkout to Beach from 4Br Villa in Sea Pines!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
1414 South Beach Villa | Great Views of the Calibogue Sound *4 Bedrooms | 3 Bathrooms *Sleeps 8 *3 Kings, 2 Twins *5 TV ...
From $478 per night (USD)VRBO
From $582 per night (USD)Expedia
68 Heritage Road ~ Stunning Lagoon & Harbour Town Golf Views! 2 Master Suites!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
68 Heritage Road | Views of the Harbour Town Golf Course *4 Bedrooms | 4 Bathrooms | 1 Half Bath *Sleeps 10 *3 Kings, ...
From $582 per night (USD)Expedia
From $758 per night (USD)VRBO
28 Stoney Creek ~ Stunning New Build in Sea Pines | Walk to Harbour Town!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
28 Stoney Creek Road | Bella Vista *5 Bedrooms | 4.5 Bathrooms *Sleeps 14 *4 Kings, 4 Full (bunks), 1 Full Sleeper Sofa ...
From $758 per night (USD)VRBO
From $352 per night (USD)Expedia
Spectacular Oceanview Condo w/ Community Pool Near South Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Point of View - Vacation Rentals by Five Star Properties Favorite Features: - Beautiful Ocean Views - Community Pool - ...
From $352 per night (USD)Expedia
From $293 per night (USD)VRBO
Waterfront Condo in Harbour Town ~ 1019 Caravel Court!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
With stunning harbor views from your own private brick patio, this condo puts you in the heart of Harbour Town. Enjoy s ...
From $293 per night (USD)VRBO
From $251 per night (USD)Expedia
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)Expedia
From $385 per night (USD)VRBO
Awesome location for golf, tennis, pickleball and the beach!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
For a relaxing vacation, or golf, tennis, pickleball or beach getaway, with family and friends, there is no better place ...
From $385 per night (USD)VRBO
Click For PricingExpedia
Sea Pines home overlooking the Harbour Town golf course, surrounded by lagoon
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. "Fairway Palms" is a low-coun ...
Click For PricingExpedia
From $341 per night (USD)VRBO
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)VRBO
From $340 per night (USD)Expedia
FANTASTIC Villa on #2 Green of Famed Harbour Town Golf Links!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our 2 bedroom/2.5 bathroom villa located in Gleneagle Green, a charming development in the heart of Sea Pines ...
From $340 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 $263 per night (USD)Expedia
Harbour Town! This is a great location for your HHI stay!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great location- right in the middle of Harbour Town! Shops and restaurants all around you; harbor and baots right there! ...
From $263 per night (USD)Expedia
From $2184 per night (USD)VRBO
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)VRBO
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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 PricingExpedia
From $204 per night (USD)VRBO
Lagoon View/Ground Floor/Near Harbour Town - Racquet Club Villas
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This villa is on the ground floor with a spectacular lagoon view. You'll be minutes from the Harbour Town Golf Course, h ...
From $204 per night (USD)VRBO
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 $524 per night (USD)VRBO
143 Harbourwood - 2 Bedroom Harbour Town Villa in Sea Pines with 1st Green view. Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedrooms | 2 Bathrooms | Sleeps 6 | Dog Friendly Wifi | Gas Grill | Golf Course View | 1 Mile from Harbour Town 10 Min ...
From $524 per night (USD)VRBO
From $492 per night (USD)Expedia
Just Upgraded! Harbour Town 3BR/3BA - Pool Access - Book Now
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Bring the whole family with lots of room for fun. Enjoy it all when luxury Sea Pines living meets premiere location! Thi ...
From $492 per night (USD)Expedia
From $248 per night (USD)VRBO
Lovely townhome with balcony, tennis & W/D - steps to golf & beach trolley
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ketch Court 821 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $248 per night (USD)VRBO
From $382 per night (USD)Expedia
Community Pool & Tennis Courts; Ground Floor Villa w/ Wooded Lagoon View; Easy Harbourtown Access!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to 2331 Racquet Club! Located just a 5 minute walk away from the shops, restaurants & marina of Harbourtown, th ...
From $382 per night (USD)Expedia
From $444 per night (USD)VRBO
Sea Pines ISLAND SONG VILLA @ INLAND HARBOUR-Pool, Tennis, Pickleball, Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
** BOOK your spring and summer vacation now! Bookings are coming in early this year! Island Song Villa is a SPACIOUS, to ...
From $444 per night (USD)VRBO
From $607 per night (USD)Expedia
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)Expedia
From $358 per night (USD)VRBO
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)VRBO
From $225 per night (USD)Expedia
2386 Lighthouse Tennis - 2 Bedroom near Harbour Town and Sea Pines Center
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Warm relaxing views await you at 2386 Lighthouse Tennis. As you walk in to this second-floor upper villa you are greete ...
From $225 per night (USD)Expedia
From $269 per night (USD)VRBO
Third floor Sea Pines villa overlooking the lagoon, minutes from Harbour Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 3rd-floor villa is recen ...
From $269 per night (USD)VRBO
From $418 per night (USD)Expedia
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)Expedia
From $295 per night (USD)VRBO
Ocean Views Treehouse Walkable to Harbour Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Immerse yourself in ocean sunset, marsh and wooded views in this classy coastal chic 3 bedroom, 2.5 bath home with wrap ...
From $295 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 $196 per night (USD)VRBO
New Inventory! Updated Kitchens and Baths 2 BR Bikes & Beach Gear included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wonderful 2 BR luxury condo with updated kitchen and baths. Great views from the second floor flat with deck overlooking ...
From $196 per night (USD)VRBO
From $463 per night (USD)Expedia
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)Expedia
From $349 per night (USD)VRBO
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)VRBO
From $417 per night (USD)Expedia
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)Expedia
From $873 per night (USD)VRBO
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)VRBO
From $419 per night (USD)VRBO
Premium 3 BR Harbour Town Villa - Walk to Yacht Basin
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Hilton Head is one of America's premier vacation destinations. Hilton Head's temperate climate is ideal for year-round ...
From $419 per night (USD)VRBO
From $210 per night (USD)VRBO
2354 Racquet Club: Spacious Pet Friendly Villa, Free Bikes, Pool, Tennis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to "Light on Time" This unit features: • 1 Bed, 1 Bath • 1 King Bed, 1 Queen Sleeper Sofa • Washer & Dryer • B ...
From $210 per night (USD)VRBO
From $707 per night (USD)Expedia
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)Expedia
From $401 per night (USD)VRBO
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)VRBO
From $390 per night (USD)Expedia
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)Expedia
From $358 per night (USD)VRBO
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)VRBO
From $830 per night (USD)Expedia
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)Expedia
From $476 per night (USD)VRBO
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)VRBO
From $778 per night (USD)Expedia
Custom Built GORGEOUS 5 Bedroom Sea Pines Home w/ Private Pool + Screen Porch
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to 20 Stoney Creek! This custom-built home was completed in 2018 and is absolutely stunning! It has five bedro ...
From $778 per night (USD)Expedia