
Baynard Cove Rentals
- From $655 per night (USD)
VRBO
Sea Pines | 18 Stoney Creek | Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
GOLF COURSE VIEWS | 4 BEDROOMS | WALK TO HARBOUR TOWN PROPERTY DESCRIPTION Step into the serenity of "A Slice of Heave ...
From $655 per night (USD)VRBO
- From $753 per night (USD)
Expedia
HILTON HEAD 6BR HOME ON HARBOUR TOWN GOLF WITH POOL NEAR BEACH AND DINING
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
Call all golf enthusiasts, if you have ever dreamed of being at the Heritage Golf Tournament, 18 Turnberry Lane puts yo ...
From $753 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Luxury Penthouse in the Heart of Harbour Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
**** 10% discount off any stay 7 days or longer. The discount will automatically be applied when you select 7 days or m ...
From $243 per night (USD)VRBO
- From $683 per night (USD)
Expedia
3 Min Walk to Beach, Spacious & Inviting, Private Pool & Spa
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the BESTNEST at 12 Wren Drive in Sea Pines. Here’s the skinny - just buzz us for more details! Our advertis ...
From $683 per night (USD)Expedia
- From $177 per night (USD)
VRBO
871 Ketch Court 1 BR/BA 1ST Floor/Walk-In Shower/Private Patio/Pool/Gas Grill
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
GPS Address 2 Lighthouse Lane #871 Ketch Court II Villas HHI, SC 29928 Once confirmed, We’ll email you the welcome guid ...
From $177 per night (USD)VRBO
- From $400 per night (USD)
Expedia
Overlooks Egret Island in Baynard Park. Pet friendly, pool and large lawn.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
OUR FOUR HOMES HAVE MONTHLY RATES FOR WINTER, DO INQUIRE. Located on quiet Baynard Park Road, across from the Heritage P ...
From $400 per night (USD)Expedia
- From $419 per night (USD)
VRBO
1 West Garrison- 3 Bedroom Home in Sea Pines and Only1/2 mile to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Discover the perfect family retreat at 1 West Garrison, nestled in a serene neighborhood within Sea Pines Resort. This s ...
From $419 per night (USD)VRBO
- From $1506 per night (USD)
Expedia
STUNNING, Updated 2nd Row Ocean Sea Pines Home with all of the Luxuries
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 13
Welcome to luxury! 19 Belted Kingfisher is a five bedroom, six and a half bathroom home that will absolutely take your b ...
From $1506 per night (USD)Expedia
- From $488 per night (USD)
VRBO
18 Audubon Pond - Beautiful Marsh Views, Private Pool and an EV Charger too!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
A spectacular retreat in Sea Pines with an open floor plan showcasing gorgeous views, abundant natural light, and 2 mast ...
From $488 per night (USD)VRBO
- From $503 per night (USD)
Expedia
FULL REMODEL COMPLETED JUNE 2025 - Beachfront Condo w/ STUNNING Sunset Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Beachside Tennis 1897 - COMPLETELY renovated beachfront condo! Be prepared to be WOWed as the renovations co ...
From $503 per night (USD)Expedia
- From $312 per night (USD)
VRBO
Walk to Harbour Town: Airy Treehouse w/ Bikes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Waking up to fresh seaside air makes this high-end treehouse ideal for a Hilton Head Island getaway! The 2-bedroom, 2-ba ...
From $312 per night (USD)VRBO
- From $146 per night (USD)
Expedia
Seaside Oasis: Updated Villa. Close To Beach, Salty Dog. And South Beach Marina
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our villa home is perfectly located within the heart of Sea Pines and less than 100 yards from a lovely stretch of pictu ...
From $146 per night (USD)Expedia
- From $326 per night (USD)
VRBO
Walk to Harbour Town! Villa Pool Just Steps Away, Coastal Chic
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the BESTNEST at 254 Stoney Creek Villas (19 Stoney Creek Road). Our advertised rates are our very best rates ...
From $326 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Newly Renovated! Water View 3 Bed/2 BA Villa @ South Beach & Salty Dog, Sleeps 8
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Newly renovated in January 2023 with new floors, kitchen, and expanded primary bathroom! You can't beat this location! ...
From $340 per night (USD)Expedia
- From $1842 per night (USD)
VRBO
45 S. Sea Pines - Luxury 7 Bedroom with Elevator
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
Newly Renovated 7-Bedroom Sea Pines Retreat with Pool, Lagoon Views & Elevated Luxury Discover serenity and sophisticat ...
From $1842 per night (USD)VRBO
- From $648 per night (USD)
Expedia
8 Heritage Road: A BESTNEST by Beverly Serral *Private Pool* and fenced yard
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the BESTNEST at 8 Heritage Road in Sea Pines. Completed renovated and super close to Harbour Town. • Super ...
From $648 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful Villa on Hilton Head Island
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful Villa nestled in Hilton Head Island’s Sea Pines Plantation and overlooking scenic Calibogue Sound. Walking dis ...
Click For PricingVRBO
- From $251 per night (USD)
VRBO
Relax By Pool: Harbour Town Resort Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Private Balcony | 1,024 Sq Ft | Walk to Dining & Shopping Your Hilton Head adventure begins as soon as you step into th ...
From $251 per night (USD)VRBO
- From $245 per night (USD)
VRBO
Stunning Direct Calibogue Sound Views From this Peninsula Sealoft on Deer Island
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Fabulous sunrises and sunsets over Calibogue Sound from the multi levle decks. Watch the yachts and ferry boats ply the ...
From $245 per night (USD)VRBO
- From $544 per night (USD)
Expedia
24 Land's End: Stunning 4 Bedroom Land's End Villa, Water Views, Near Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Ideal for two families or a girls' getaway, this charming retreat welcomes you with plenty of comfortable seating, a wel ...
From $544 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Lighthouse Tennis 2383 | Lagoon View, Pool Access!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ready to explore all the pleasures of Hilton Head Island? Then stay at Lighthouse Tennis 2383, a ground-floor villa that ...
From $229 per night (USD)VRBO
- From $606 per night (USD)
Expedia
1 Brown Pelican - Beautiful 2nd Row Ocean Home in Sea Pines
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
So close to the beach, you can practically hear the rhythm of the waves as you take in the soothing ocean views from the ...
From $606 per night (USD)Expedia
- From $988 per night (USD)
VRBO
BEACHIN IT Oceanfront! sleeps 20 Cart included with booking
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 20
Hi Thanks for viewing our listing; one of many properties professionally managed by JonBie Maisons on Daufuskie Island. ...
From $988 per night (USD)VRBO
- From $251 per night (USD)
Expedia
Sea Pines Lighthouse Villa.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
NOTE: Winter Special: 10% off any 30 day rental or more in January or February. Located in the heart of Harbour Town, ...
From $251 per night (USD)Expedia
- From $257 per night (USD)
VRBO
2285 Heritage: Free Bikes, Pool, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Experience Coastal Elegance in Heritage Villa Included Features: • 2 Bedrooms, 2 Bathrooms • 1 King, 2 Full Beds, Slee ...
From $257 per night (USD)VRBO
- From $288 per night (USD)
Expedia
2256 Heritage Villas- 2 Bd/ 2.5 Ba Townhouse with Lagoon View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
**Heritage 2256** This 2 bedroom townhouse is the perfect choice for guests who enjoy Golf, Tennis & all of the vari ...
From $288 per night (USD)Expedia
- From $440 per night (USD)
VRBO
Completely renovated Harbour Town villa, located right on the golf course
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 3 Bedroom Villa in Harbour To ...
From $440 per night (USD)VRBO
- From $929 per night (USD)
Expedia
Fully renovated Sea Pines home w/ private pool and deck surrounded by nature
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This Sea Pines home is nestle ...
From $929 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Pet-Friendly Villa w/ Views of the 9th Fairway at Atlantic Dunes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The villas at Plantation Club are professionally managed by Vacation Time of Hilton Head and offer the best booking expe ...
From $265 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Relax and Unwind in this Refreshed Harbour Town Golf Villa. On Site Pool and Spectacular Golf Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Twin Oaks 2 Bedroom - 2.5 Bath Gem is the ideal getaway spot for two couples or a family that want to enjoy the bea ...
From $221 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Dog Friendly! Community Pool, Walk to Harbour Town Shops & Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sweet Retreat! This spacious, dog-friendly villa is the ideal getaway spot for two couples or a family that ...
From $231 per night (USD)VRBO
- From $444 per night (USD)
Expedia
1402 South Beach Villa ~ Pet Friendly, Private 3BR Townhome
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
1402 South Beach Villa | Peaceful Setting in Sea Pines *3 Bedrooms | 3 Bathrooms | Bonus Room *Sleeps 8 *1 King, 1 Quee ...
From $444 per night (USD)Expedia
- From $206 per night (USD)
VRBO
823 Ketch Court - Sea Pines Townhouse in Harbourtown-Quick walk to the Marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This 2-bedroom, 2.5-bath Sea Pines villa is ideal for location and style! The main living level hosts the kitchen, dini ...
From $206 per night (USD)VRBO
- From $223 per night (USD)
Expedia
256 Stoney Creek, Walk to Harbour Town to watch the Pros at the Heritage!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-story Sea Pines villa is located steps away from the community pool, shopping, dining, and excitement of Harbour ...
From $223 per night (USD)Expedia
- From $254 per night (USD)
VRBO
Sunset Rentals | Bluff Villas 1720
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A cheerful, relaxing, picture perfect Sea Pines’ getaway is what you will get when you stay in this updated two bedroom, ...
From $254 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Sunset Rentals | Beachside Tns 1870
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This 2nd floor newly renovated two bedroom, two bathroom Beachside Tennis unit provides beautiful water views and is con ...
From $349 per night (USD)Expedia
- From $651 per night (USD)
VRBO
Perfect Sea Pines location with spectacular pool and spa!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to Tranquility by the Beach - a stunning 5-bedroom home located at 26 Baynard Cove Road in Sea Pines just steps ...
From $651 per night (USD)VRBO
- From $336 per night (USD)
Expedia
Sunset Rentals | Beachside Tns 1869
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
1869 Beachside Tennis is a 2nd floor, two bedroom, two bathroom villa located in the Beachside Tennis Villas complex in ...
From $336 per night (USD)Expedia
- From $441 per night (USD)
VRBO
Sunset Rentals | Baynard Park 6 | Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Located on the 13th Fairway of Harbour Town Golf Links in the historic Sea Pine Plantation, this 3 bedroom, 2.5 bathroom ...
From $441 per night (USD)VRBO
- From $415 per night (USD)
Expedia
Beautiful Ocean View Cottage. Golf cart included with booking. Firepit!
- 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 $415 per night (USD)Expedia
- From $399 per night (USD)
VRBO
3 Bdrm Waterfront Villa in Harbour Town- Relax to the sounds of the Calibogue
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
This gorgeous property has been listed on VRBO for several years and has 93 reviews with a five star rating. We are thr ...
From $399 per night (USD)VRBO
- From $455 per night (USD)
Expedia
14 Lands End Ct ~ Enjoy the Large Screened Porch Overlooking Braddock Cove!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
14 Lands End Court | Watch Boats Pass By from Your Private Deck *3 Bedrooms | 3 Full Bathrooms *Sleeps 6 *2 Kings, 2 Tw ...
From $455 per night (USD)Expedia
- From $710 per night (USD)
VRBO
63 South Sea Pines: A BESTNEST by Beverly Serral
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to the BESTNEST at 63 South Sea Pines Drive in Sea Pines- with FENCED POOL AREA! Here’s the skinny - just buzz ...
From $710 per night (USD)VRBO
- From $250 per night (USD)
Expedia
Charming & Spacious Getaway w/ a Furnished Balcony, Fast WiFi, & Full Kitchen
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Bluff Villas 1696 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $250 per night (USD)Expedia
- From $386 per night (USD)
VRBO
Dreamy Island Gem W/ Golf Course View, Private Patio, Fast WiFi & Shared Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Heritage Villas 2229 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $386 per night (USD)VRBO
- From $527 per night (USD)
Expedia
35 Lands End ~ Private Deck Overlooking Calibogue Sound
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
35 Lands End Road | Panoramic Views of the Calibogue Sound *4 Bedrooms | 4 Bathrooms *Sleeps 8 *2 Kings, 1 Queen, 2 Twi ...
From $527 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Outstanding Heritage Villa- Walk to Harbour Town-14 Day Cancellation-100+ 5Stars
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our beautiful, 2 bedroom, 2 1/2 bath villa centrally located within easy walking distance of everything Harbo ...
From $200 per night (USD)VRBO
- From $653 per night (USD)
Expedia
Sunset Rentals | Lands End 52
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
52 Lands End is situated perfectly on the point where Braddock cove meets the Calibogue Sound and Intracoastal Waterway. ...
From $653 per night (USD)Expedia
- From $1246 per night (USD)
VRBO
60 S Sea Pines Drive - 10/10 Rating - 6 bedrooms / 8 bath home in Sea Pines!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 15
Brand new home just minutes to the beach with 6 bedrooms and 8 bathrooms near South Beach/Salty Dog in Sea Pines. Enjoy ...
From $1246 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Complex pool/Disc 7 nights+/End Villa/WIFi/TVs in BR\n10/11-10/18 JUST OPENED,
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Discount for 7 or more nights. BEST POOL INSIDE SEA PINES IN 25 YARDS AWAY South Beach pool is closed for the next 12 ...
From $190 per night (USD)Expedia
- From $620 per night (USD)
VRBO
66 Heritage Road ~ Beautiful Home with Views of Harbour Town Golf Course!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
66 Heritage Road | Views of the Harbour Town Golf Course *3 Bedrooms | 3 Bathrooms | 1 Half Bath *Sleeps 10 *2 Kings, 2 ...
From $620 per night (USD)VRBO
- From $316 per night (USD)
Expedia
HOLIDAYS on #1 HARBOUR TOWN GOLF LINX-SEA PINES RESORT-2 King 1Q 1XLT-GAS GRILL
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
SUMMER 2026 accepting reservations. Send us a request, if dates are blocked. SNOWBIRDS 2026 reach out8642718750 Best to ...
From $316 per night (USD)Expedia
- From $545 per night (USD)
VRBO
44 Lands End ~ Largest Land's End Villa with Views of the Sound!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
44 Lands End Road | Fantastic Views of Braddock Cove! *4 Bedrooms | 4 Bathrooms *Sleeps 8 *3 Kings, 2 XL Twins *5 TVs | ...
From $545 per night (USD)VRBO
- From $1966 per night (USD)
Expedia
Oceanfront Six Bedroom Spacious Home w/ Private Pool - Located in Sea Pines!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 22
6 Black Duck is a beautiful six bedroom, five and half bathroom oceanfront home located in Sea Pines. With 6,465 square ...
From $1966 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Ocean Friends & Family Retreat- Cart included with booking & Access to Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hi Thanks for viewing our listing; one of many properties professionally managed by JonBie Maisons on Daufuskie Island. ...
From $405 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Fully Renovated Top-Floor Sea Pines Villa near Harbour Town in Lighthouse Tennis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
You won't believe the magnificent transformation of this luxury villa. Fully-stocked chef's kitchen with granite counter ...
From $231 per night (USD)Expedia
- Click For Pricing
VRBO
Daufuskie Seaside Escape Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Welcome to your beach getaway! - 2bdr/2bth oceanfront cottage with open floor plan - Master bedroom feature ...
Click For PricingVRBO
- From $403 per night (USD)
Expedia
Oceanfront Pet Friendly Cottage
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Escape to Sea Horse Cottage, an oceanfront gem! - Beautiful 2bdr/2bth standalone cottage - Open concept liv ...
From $403 per night (USD)Expedia
- From $565 per night (USD)
VRBO
Updated South Beach home, Beachfront w/ Pool On-Site - 5 Lands End ~ Sea Pines
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
5 Lands End ~ Sea Pines Lands End is one of the most beautiful settings in Sea Pines with Cape Cod-style duplex homes a ...
From $565 per night (USD)VRBO
- From $470 per night (USD)
Expedia
1883 Beachside Tennis ~ Corner Penthouse Villa with Panoramic Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachside Tennis Oceanfront Complex | Just Steps from the Beach! *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens ...
From $470 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Ocean, Luxury, Includes pool & amenities access
- 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 $377 per night (USD)VRBO
- From $933 per night (USD)
Expedia
Beautiful and FUN Five Bedroom Sea Pines Home with a Private Pool & Game Room
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to 3 Twin Pines Court! This fun and beautiful five bedroom, five bathroom home can sleep a group of up to 16 gu ...
From $933 per night (USD)Expedia
- Click For Pricing
VRBO
49 Lands End Road ~ Best Views of Harbour Town and Daufuskie from 4Br Villa!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Dolphin House *4 Bedrooms | 4 Bathrooms *Sleeps 8 *2 Kings, 4 twins *5 Smart TVs (Including 55” Smart TV ...
Click For PricingVRBO
- From $548 per night (USD)
Expedia
46 Lands End ~ Gorgeous Views of the Braddock Cove from Luxury 3BR Townhome!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
46 Lands End Road | Fantastic Views of Braddock Cove *3 Bedrooms | 3 Bathrooms *Sleeps 6 *2 Kings, 2 Twins *4 TVs | Wi- ...
From $548 per night (USD)Expedia
- From $459 per night (USD)
VRBO
1415 South Beach Villa - Townhome in Sea Pines with Views of Calibogue Sound
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
1415 South Beach Villa | Panoramic Views of the Calibogue Sound *4 Bedrooms | 3 Bathrooms *Sleeps 10 *2 Kings, 4 Twins, ...
From $459 per night (USD)VRBO
- From $374 per night (USD)
Expedia
Beautiful First Floor OceanView Villa! Pet Friendly! Steps from beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly updated! Pet friendly, High end, Fully appointed cottage or villa with beautiful beach location and view (inc. go ...
From $374 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Nautical condo with a balcony, & AC - close to pickleball and tennis courts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Bluff Villas 1716 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $242 per night (USD)VRBO
- From $276 per night (USD)
Expedia
BEAUTIFUL 3BR VILLA IN SEA PINES, STEPS TO BEACH & SOUTH BEACH MARINA
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Plan the family reunion at 1714 Bluff Villa, a beachy & bright 3rd floor villa just perfect for a family or group of 10! ...
From $276 per night (USD)Expedia
- From $717 per night (USD)
VRBO
1409 South Beach Villa: BESTNEST by Beverly Serral - 50 YDS to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the BESTNEST at 1409 South Beach Villas in Sea Pines (225 South Sea Pines Drive). Beautifully renovated and s ...
From $717 per night (USD)VRBO
- From $324 per night (USD)
Expedia
Pool View, Open Plan, Pet Friendly & No Carpeting!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the BESTNEST at 2414 Lighthouse Tennis Club in Sea Pines (street address is 79 Lighthouse Road). Our adverti ...
From $324 per night (USD)Expedia
- From $695 per night (USD)
VRBO
LUXURY POOL HOME WITH SPA & NATURE VIEWS NEAR HARBOUR TOWN HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Outdoor Paradise Near Harbour Town - Kids and adults will enjoy splashing in the new private pool. The pool area includ ...
From $695 per night (USD)VRBO
- From $655 per night (USD)
Expedia
Luxury 2-Bedroom Condo with Direct Sound Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Luxury two bedroom condo with stunning views of Calibogue Sound. Completely remodeled in 2021, 1913 South Beach Club is ...
From $655 per night (USD)Expedia
- From $205 per night (USD)
VRBO
BEAUTIFUL 1BR VILLA, STEPS TO SOUTH BEACH & MARINA HILTON HEAD
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Give yourself the relaxing beach vacation you deserve. Make 1653 Bluff Villas your vacation home away from home in this ...
From $205 per night (USD)VRBO
- From $396 per night (USD)
Expedia
Daufuskie Island Beachfront 2 Bedroom Cottage- POOL INCLUDED
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
*PLEASE NOTE- Daufuskie is a bridge-less island. To reach the island and stay in our condo you are required to take a fe ...
From $396 per night (USD)Expedia
- From $1521 per night (USD)
VRBO
48 S. Sea Pines Dr - Luxury Home in Sea Pines w/ Game Rm, Media Rm, Private Pool
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 23
48 South Sea Pines Drive was designed with inspiration from the coast and rich architecture of the Lowcountry creating t ...
From $1521 per night (USD)VRBO
- From $407 per night (USD)
Expedia
1887 Beachside Tennis ~ Large Wrap Around Balcony | Free Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachside Tennis Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens, ...
From $407 per night (USD)Expedia
- From $1113 per night (USD)
VRBO
29 South Beach Lane: A BESTNEST by Beverly Serral 4th Row Ocean, Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the BESTNEST at 29 South Beach Lane in Sea Pines. Here’s the skinny - just buzz us for more details! Our ad ...
From $1113 per night (USD)VRBO
- Click For Pricing
Expedia
Water Views, Dock Access: Hilton Head Resort Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the gated community of Sea Pines, this 2-bed, 2-bath + loft villa lets you enjoy Hilton Head Island's best! T ...
Click For PricingExpedia
- From $531 per night (USD)
VRBO
78 South Sea Pines Dr ~ Beautiful Home, Walk to the Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
78 South Sea Pines Drive | Short Walk to the Beach *4 Bedrooms | 3 Full Bathrooms *Sleeps 10 *3 Kings, 2 Full *5 SMART ...
From $531 per night (USD)VRBO
- From $794 per night (USD)
Expedia
Oceanfront, Sweeping Water Views/Sunsets, Pool, Luxury Sea Pines Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the BESTNEST/Luxe at 1880 Beachside Tennis Villas in Sea Pines (247 South Sea Pines Drive). 1880 Beachside ...
From $794 per night (USD)Expedia
- From $338 per night (USD)
VRBO
181 Twin Oaks -Overlooks the 10th fairway of the Harbour Town Golf Course
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This stunning 3 bedroom 3 bath villa overlooks the 10th fairway of the Harbour Town Golf Course with Calibogue Sound vie ...
From $338 per night (USD)VRBO
- From $344 per night (USD)
Expedia
Delightful getaway with golf course views, private pool, and high-speed WiFi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Mizzenmast Court 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $344 per night (USD)Expedia
- From $554 per night (USD)
VRBO
12 Heritage Court ~ Quiet Home with Private Pool | Lagoon Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
12 Heritage Court | Easy Bike Ride to the Beach & Harbour Town *4 Bedrooms | 5 Bathrooms *Sleeps 10 *3 Kings, 2 Queen ...
From $554 per night (USD)VRBO
- From $302 per night (USD)
Expedia
2407 Lighthouse Tennis - Pool & Tennis On Site! Bike to Beach! Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**Lighthouse Tennis 2407** This updated & lovely 2 Bedroom Villa is ideal for those vacationers looking to enjoy the ...
From $302 per night (USD)Expedia
- From $530 per night (USD)
VRBO
Beautiful Three Bedroom Townhome with Stunning Water Views ~ 7 Lands End Road
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to 7 Lands End Road - a beautiful three bedroom, three bathroom townhome located on the tip of the Island. This ...
From $530 per night (USD)VRBO
- From $355 per night (USD)
Expedia
The Captain's Choice - Unobstructed Ocean View - Best porch on Avenue of Oaks
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
2 bedroom, 2 baths, steps from the beach, sleeps 8 with inflatable queen mattress. Clear to ocean view in Melrose with a ...
From $355 per night (USD)Expedia
- From $352 per night (USD)
VRBO
1826 Beachside Tennis - Incredible views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2-bedroom, 2-bath end unit on the 2nd floor is a quiet retreat with incredible views. A wrap-around deck with comf ...
From $352 per night (USD)VRBO
- From $204 per night (USD)
Expedia
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)Expedia
- From $263 per night (USD)
VRBO
Walk to Pier & Golf: Heart of Harbour Town Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Wash your worries away with a trip to this calming Hilton Head Island escape, boasting 2 bedrooms, 2 baths, and plenty o ...
From $263 per night (USD)VRBO
- Click For Pricing
Expedia
2 BR at Marriott Heritage Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Seth Nock Licensed Broker, Selling Timeshares INC. 2 BR at Marriott Heritage Club Check-in: 7/23/2021 Check-Out: 7/30 ...
Click For PricingExpedia
- From $357 per night (USD)
VRBO
1421 South Beach Villa is a beachy 4 bedroom, 3 bath townhome
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This beachy 4 bedroom, 3 bath townhome is the perfect island villa. This lovely villa has quartz countertops and stainle ...
From $357 per night (USD)VRBO
- From $215 per night (USD)
Expedia
DISCOUNT rate oct- nov..PrvtHomeDeerIsl,2Bdrm2Bth,FreeWifi,HrbrTwn, pet fee
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to Kelsey's Treeloft . Vacation in a real tree loft and make it the best vacation ever.This unique private home ...
From $215 per night (USD)Expedia
- From $454 per night (USD)
VRBO
32 Old Military ~Private Pool in the Heart of Sea Pines! Close to Beach and Golf
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
32 Old Military | Updated Home with Private Pool in Sea Pines *3 Bedrooms | 2 Bathrooms *Sleeps 8 *King, Queen, 2 Twins ...
From $454 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Hilton Head beach and golf condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful 2 bedroom condo features its own private courtyard and a few steps from all the one and only Harbor Town ...
From $280 per night (USD)Expedia
- From $735 per night (USD)
VRBO
Luxury Beachfront Cottage in Daufuskie
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Welcome to the stunning Angel Oak Cottage. - Luxury 5 bedroom/5 bath beachfront property - Decorated by Atl ...
From $735 per night (USD)VRBO
- From $790 per night (USD)
Expedia
Sassafrass Cottage with Ocean Vista
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Summary: Welcome to Sassafrass Cottage, a stunning Coastal Collection property. - Decorated by Atlanta designers with ...
From $790 per night (USD)Expedia
- From $548 per night (USD)
VRBO
Beautifully Updated Three Bedroom Sea Pines Home ~ Short Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to 76 South Sea Pines Drive! This newly renovated three bedroom, two bathroom home can host a group of up to eig ...
From $548 per night (USD)VRBO
- From $411 per night (USD)
Expedia
Single Family Home, Land trans Round Trip! Melrose Pool Open!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Where the ocean breeze really DOES whisper through the Oaks, you'll find yourself unwinding and de-stressing before you' ...
From $411 per night (USD)Expedia
- From $390 per night (USD)
VRBO
New Property! Updated Luxury 3 BR Stoney Creek Bikes & Beach Gear included
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Updated Luxury 3 BR Stoney Creek that is one of the nicest condos on the island. 252 Stoney Creek is a totally remodeled ...
From $390 per night (USD)VRBO
- From $254 per night (USD)
Expedia
SeaPines, Lovely Updates, Single Level Living, Lagoon view, Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Take in the serene view of the beautiful lagoon adjacent to the Heron Point Golf Course. Or relax inside this spacious 2 ...
From $254 per night (USD)Expedia




































































































