
Baynard Cove Rentals
- From $849 per night (USD)
VRBO
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)VRBO
- From $207 per night (USD)
Expedia
2375 Lighthouse: Experience Spacious Luxury Villa, Pool Views, Free Bikes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Included Amenities: • 4 Backpack Beach Chairs • 2 Adult Bicycles from South Beach Cycles • 1 Complimentary Sea Pines Car ...
From $207 per night (USD)Expedia
- From $220 per night (USD)
VRBO
157 HARBOURWOOD,VIEW 9TH TEE HARBOUR TOWN COURSE,NO STAIRS,IMMACULATE,PRIVATE!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
ALL INQUIRIES AND CORRESPONDENCE WILL BE ANSWERED PROMPTLY BY JANET JEZEK, THE OWNER OF THE VILLA. PLEASE READ SOME OF ...
From $220 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 $332 per night (USD)
VRBO
918 Cutter Court: BESTNEST by Beverly Serral * In Unit Washer/Dryer!*
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the BESTNEST at 918 Cutter Court Villas. Here’s the skinny - just buzz us for more details! Our advertised ...
From $332 per night (USD)VRBO
- From $374 per night (USD)
Expedia
Outstanding location on 6th Green of Harbour Town Golf Course
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
3 Bedroom 2 Bath home located on the 6th green of the prestigious Harbour Town Golf Course, home of the RBC Heritage Cla ...
From $374 per night (USD)Expedia
- From $161 per night (USD)
VRBO
Snowbird-Friendly Condo with Golf View, Patio, Shared Pool/Tennis, A/C, WiFi
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Racquet Club Villas 2361 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $161 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Stoney Creek 295- 2 Bedroom 2 1/2 bath condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This spacious condo has a King in the master bedroom, 2 Double beds in the second bedroom and a sleeper sofa. It is a sh ...
From $208 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 $185 per night (USD)
Expedia
807 Clipper Court/2BR/2.5BA/THSE/Sofa Bed/Smart TV's/WIFI/Pool/Grill
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
GPS Address 135 Lighthouse Road Hilton Head Island, SC #807 Clipper Court Bathrooms were remodeled, new windows and ...
From $185 per night (USD)Expedia
- From $323 per night (USD)
VRBO
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)VRBO
- From $188 per night (USD)
Expedia
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)Expedia
- From $496 per night (USD)
VRBO
1043 Caravel Court-Penthouse Overlooking Harbour Town! Pool Membership!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
*** Caravel Court 1043 *** This tastefully decorated, 2 story, 4th & 5th floor Penthouse offers breathtaking views of ...
From $496 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 $627 per night (USD)
VRBO
17 Lands End ~ Watch the Dolphins from your Deck in 4Br Sea Pines Condo!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
17 Lands End Road | Watch Dolphins from Your Deck! *4 Bedrooms | 3 Full Bathrooms *Sleeps 8 *1 King, 2 Queens, 2 Twins ...
From $627 per night (USD)VRBO
- From $318 per night (USD)
Expedia
3 Minute Drive to Beach at this 1 Bedroom Harbour Town Condo with Lagoon Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Racquet Club Villa 2330 is a one bedroom condo located just a short walk from Harbour Town in Sea Pines, HILTON HEAD ISL ...
From $318 per night (USD)Expedia
- From $385 per night (USD)
VRBO
1848 Beachside Tennis ~ 1st Floor Renovated Villa with Direct Walkout to Beach!
- 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 $385 per night (USD)VRBO
- From $502 per night (USD)
Expedia
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)Expedia
- From $339 per night (USD)
VRBO
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)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 $331 per night (USD)
VRBO
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)VRBO
- From $239 per night (USD)
Expedia
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)Expedia
- From $659 per night (USD)
VRBO
2 Gadwall ~ Perfect 3rd Row Vacation Home with Private Pool & Hot Tub!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
2 Gadwall | 3rd Row From the Ocean *5 Bedrooms | 4 Bathrooms *Sleeps 16 *3 Kings, 2 Twins, 4 Sets of Bunk Beds, Sleeper ...
From $659 per night (USD)VRBO
- From $2805 per night (USD)
Expedia
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)Expedia
- From $416 per night (USD)
VRBO
1918 South Beach Club ~ 3rd Floor Sea Pines Villa with Direct Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
1918 South Beach Club | Incredible Water Views *3 Bedrooms | 2.5 Bathrooms *Sleeps 6 *1 King, 1 Queen, 2 Twins *4 TVs ...
From $416 per night (USD)VRBO
- From $455 per night (USD)
Expedia
32 Lands End - Gorgeous Views of Braddock Cove, Walk to South Beach Marina
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
32 Lands End Road | Updated Villa with Fabulous Water Views *3 Bedrooms | 2 Bathrooms *Sleeps 6 *2 Kings, 2 Extra Long ...
From $455 per night (USD)Expedia
- From $553 per night (USD)
VRBO
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)VRBO
- From $561 per night (USD)
Expedia
4 Audubon Pond ~ Pet Friendly Home with Free Tennis & Screened Porch!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
4 Audubon Pond | Short Bike Ride to the Beach *4 Bedrooms | 4 Bathrooms *Sleeps 10 *1 King, 1 Queen, 4 Twins, Queen Sle ...
From $561 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 $540 per night (USD)
VRBO
48 Heritage Road ~ Newly Renovated Sea Pines Home, Close to Harbour Town & Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
48 Heritage Road | Private Pool & Hot Tub *3 Bedrooms | 2.5 Bathrooms *Sleeps 9 *1 King, 1 Queen, 3 Twins, Queen Sleepe ...
From $540 per night (USD)VRBO
- Click For Pricing
Expedia
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 $394 per night (USD)
VRBO
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)VRBO
- From $396 per night (USD)
Expedia
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)Expedia
- From $586 per night (USD)
VRBO
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)VRBO
- From $990 per night (USD)
Expedia
43 Lands End - Can't Beat the Views from this Sunset Beach Cottage in Sea Pines!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Sunset Beach Cottage at 43 Lands End Road Stunning Beachfront Villa with Outstanding Views, Sunsets & Dolphins! *4 Bed ...
From $990 per night (USD)Expedia
- From $487 per night (USD)
VRBO
24 Baynard Cove - Single Level, 4BR Home with FREE Spa Heat April - October!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
24 Baynard Cove | Short Bike Ride to the Beach *4 Bedrooms | 4 Bathrooms *Sleeps 8 *1 King, 2 Queens, 2 Twins *Short B ...
From $487 per night (USD)VRBO
- From $510 per night (USD)
Expedia
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)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 $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
- From $334 per night (USD)
VRBO
Newly updated villa with pool access & stunning views of the Calibogue Sound!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 2 bedroom, 2-bath Beachs ...
From $334 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 $295 per night (USD)
Expedia
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)Expedia
- From $225 per night (USD)
VRBO
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)VRBO
- From $191 per night (USD)
Expedia
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)Expedia
- From $485 per night (USD)
VRBO
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)VRBO
- From $196 per night (USD)
Expedia
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)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 $467 per night (USD)
Expedia
Updated and fresh Harbour Town villa, only minutes from shopping and dining!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This 2-story Sea Pines villa ...
From $467 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 $719 per night (USD)
Expedia
67 Plantation Dr - Golf Paradise
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
67 Plantation Dr - A True Golfer's Paradise Key Features - 3,670 sq ft of living space - 6 bedrooms, 4.5 bathrooms – sl ...
From $719 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 $538 per night (USD)
VRBO
13 Wren ~ Sea Pines Home | 7 Minute Walk to Beach & Marina!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
13 Wren Drive | Short Walk or Bike Ride to the Beach *3 Bedrooms | 2 Full Bathrooms *Sleeps 8 *2 Kings, 2 Twins, King S ...
From $538 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 $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 $444 per night (USD)
VRBO
32 Windjammer Court - Harbor Town Golf Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This four-bedroom, three-bathroom home is located on the 16th fairway of the Harbor Town Golf Course in Sea Pines with v ...
From $444 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 $521 per night (USD)
Expedia
4 E Garrison Place ~ Centrally Located in Sea Pines on Quiet Cul-de-sac!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
4 East Garrison Place | Short Walk or Bike Ride to the Beach *4 Bedrooms | 4.5 Bathrooms *Sleeps 8 *2 King, 2 Queens *5 ...
From $521 per night (USD)Expedia
- From $778 per night (USD)
VRBO
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)VRBO
- From $178 per night (USD)
VRBO
Villa w/ Golf Course Views, Walk to Harbour Town!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Located within the Racquet Club Villas in The Sea Pines Resort, this exceptional vacation rental condo is the perfect pl ...
From $178 per night (USD)VRBO
- From $733 per night (USD)
VRBO
4 Lands End Court - Beautiful Views of Braddock Cove!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
4 Lands End Court | Fantastic Views of Braddock Cove *3 Bedrooms | 3 Bathrooms *Sleeps 6 *2 Kings, 2 Twins *4 TVs | Wi ...
From $733 per night (USD)VRBO
- Click For Pricing
Expedia
This gorgeous transitional house has a front view look of the marsh.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This 3 bedroom, 2 bath house has a nice and airy feel with a pool overlooking the marsh. It has 4 flatscreen TV's with a ...
Click For PricingExpedia
- 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 $484 per night (USD)
Expedia
DOG FRIENDLY, Three Bedroom Near Ocean Sea Pines Home with a Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
71 Heritage Road is a cute three bedroom, three bathroom home that can sleep up to eleven guests total. This home is ce ...
From $484 per night (USD)Expedia
- 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
- Click For Pricing
VRBO
37 Heritage Road ~Beautiful Home with Views of Harbour Town Golf Links!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
37 Heritage Road | Sea Pines Premier Rental Experience *4 Bedrooms | 4 En-Suite Bathrooms | 1 Half Bath *Sleeps 10 *1 K ...
Click For PricingVRBO
- 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
- Click For Pricing
VRBO
Charming Condo with Pool, On-site Tennis & Great Location near Harbour Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Lighthouse Tennis 2412 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
Click For PricingVRBO
- From $495 per night (USD)
Expedia
Spacious Sea Pines home - professionally decorated - Private Pool/Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Beautifully decorated, this light and airy four-bedroom home, with soaring ceilings and a wall of windows, welcomes the ...
From $495 per night (USD)Expedia
- From $551 per night (USD)
VRBO
Beautifully Updated Home! Water Views and Walking Distance to the Salty Dog!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
6 Lands End Court ~ Sea Pines Lands End is one of the most beautiful settings on Hilton Head Island with Cape Cod-style ...
From $551 per night (USD)VRBO
- From $493 per night (USD)
Expedia
77 Plantation Dr - Walk to Harbour Town or Bike ride to Beach.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
A Sea Pines sanctuary with an incredible view of the 15th hole of the world-famous Harbour Town Golf Course–home of the ...
From $493 per night (USD)Expedia
- From $420 per night (USD)
VRBO
47 S. Beach Ln 4 Bed, 5th Row Ocean, Easy Walk to the Beach & Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
**South Beach Lane 47** This charming home is situated in South Beach & is just 4 houses from the beach! The Master ...
From $420 per night (USD)VRBO
- From $639 per night (USD)
Expedia
16 Painted Bunting - Oceanfront Home with Private Pool & Spa.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This enchanting seaside escape is a few sandy steps to the beach from its large private backyard with a pool and spa. It ...
From $639 per night (USD)Expedia
- From $391 per night (USD)
VRBO
17 Beachside-Fido Friendly, Heated Community Pool & 100 yrds to ocean
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The street name says it all! This dog-friendly, warm, and cozy cottage is a short sandy walk (100 yards) to the beach an ...
From $391 per night (USD)VRBO
- From $276 per night (USD)
Expedia
17 Mizzenmast Ct - Amazing Views of 18th Fairway of Harbour Town Golf Links
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Beginning on May 5, 2025, two weeks after the finish of this year’s RBC Heritage, the world-famous, Pete Dye-designed Ha ...
From $276 per night (USD)Expedia
- From $686 per night (USD)
VRBO
Gorgeous Updated Home with Private Pool Close to Beach - Sleeps 13!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Ohh, hello there gorgeous home! If you are looking for an updated beautiful beach home, then 2 Wren Drive is the private ...
From $686 per night (USD)VRBO
- From $338 per night (USD)
Expedia
1909 S. Beach Club - Stunning Sunset Views over Calibogue Sound
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located on the 2nd floor, 1909 South Beach Club has stunning views of the Calibogue Sound. This 3 bedroom, 2,5 bath vill ...
From $338 per night (USD)Expedia
- From $279 per night (USD)
VRBO
1607 Port Villas - Gorgeous views of Braddock Cove
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Whether you are looking for a romantic getaway or some family time, this villa is great for both! The view is incredible ...
From $279 per night (USD)VRBO
- From $769 per night (USD)
Expedia
3rd Row Ocean - Dog Friendly Sea Pines Home w/ FREE Pool Heat Seasonally!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to 1 Gadwall - a private home in the South Beach area of Sea Pines! Relax in this five bedroom, five bathroom ho ...
From $769 per night (USD)Expedia
- From $1283 per night (USD)
VRBO
70 S. Sea Pines-Beautiful Views of Braddock Cove & Quick Walk to the Beach.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 17
The coastal cottage is chic with breathtaking Braddock Cove views! Stress will drift away with the tides at this Sea Pin ...
From $1283 per night (USD)VRBO
- From $429 per night (USD)
Expedia
257 Stoney Creek - Fresh & Fun Pet Friendly Harbour Town Townhouse!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful 3 bedroom townhouse in the heart of Harbour Town! The fabulous farm style dining table seats up to 8 people, a ...
From $429 per night (USD)Expedia
- From $351 per night (USD)
VRBO
1403 S. Beach Villas- Steps to the Beach & South Beach Marina.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This townhouse is conveniently located in the heart of South Beach! Just steps to the beach and South Beach Marina Villa ...
From $351 per night (USD)VRBO
- From $554 per night (USD)
Expedia
704 Schooner-4 Bd Overlooking Calibogue Sound! Pool Membership!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
**Schooner Court 704** This luxurious 3 story townhouse offers breathtaking views of Calibogue Sound and it's famous ...
From $554 per night (USD)Expedia
- From $451 per night (USD)
VRBO
1423 S. Beach Villa - Catch A Glimpse of Calibogue Sound & Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This delightfully decorated 2-story, 4 bedroom, 3 bath townhome with views of the Calibogue Sound from your Carolina roo ...
From $451 per night (USD)VRBO
- From $287 per night (USD)
Expedia
1865 Beachside Tennis- Easy Access to Beach & Pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
HIGHLIGHTS • Sea Pines, Oceanfront Community • Calibogue Sound views • 1st Floor • Free Wireless Internet • 3 TVs NEARB ...
From $287 per night (USD)Expedia




































































































