
South Beach Rentals

- From $708 per night (USD)
VRBO
Jaw-dropping Vacation House with Luxurious Private Pool, Golf Views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Fairway to Heaven - Vacation Rentals by Five Star Properties Favorite Features: -Private Pool and Spa -Game room in tra ...
From $708 per night (USD)VRBO
- From $1555 per night (USD)
Expedia
Sea Pines Vacation House with Private Pool, 1 Min Walk to Beach, Club House
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
'Seaside Treasure', located in Sea Pines, is a beautiful private home only four rows back from the beach! With it's con ...
From $1555 per night (USD)Expedia
- From $433 per night (USD)
VRBO
TOP FLOOR OCEAN FRONT, AMAZING OCEAN VIEWS WITH GREAT REVIEWS!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
OCEANFRONT BEACH LIVING at its best! Enjoy the spectacular penthouse views from 414 Ocean Dunes and listen to the sound ...
From $433 per night (USD)VRBO
- From $1148 per night (USD)
Expedia
Pup Friendly Ocean Front Home with Pool & Beach Deck!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
South Forest Beach | Oceanfront Home *6 Bedrooms | 6 Full Bathrooms *Sleeps 14 *3 Kings, 1 Queen, 2 Twins, 2 Sets of B ...
From $1148 per night (USD)Expedia
- From $1060 per night (USD)
VRBO
5 Atlantic Pointe, Beautiful Ocean View Home on Hole #15 of Atlantic Dunes GC
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
This home has been completely remodeled and has all new Restrooms and showers, kitchen and is decorated in a way to help ...
From $1060 per night (USD)VRBO
- From $455 per night (USD)
Expedia
6 N Live Oak Bright Open Home, Golf Views, Short walk to Beach, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
OUR FOUR HOMES HAVE MONTHLY WINTER RATES Walk to the Beach! We are only 4 minutes to the beach path. 6 North Live Oak is ...
From $455 per night (USD)Expedia
- From $536 per night (USD)
VRBO
1899 Beachside Tennis - Elegant Top Floor Beachfront Villa w/ Pool On-Site
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The water views from this elegant 5th floor Beachside Tennis villa set the scene for a perfect vacation. 1899 Beachside ...
From $536 per night (USD)VRBO
- From $1169 per night (USD)
Expedia
5 Cedar Waxwing - 4th Row Renovated Home in Sea Pines w/ Private Pool & Spa
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 20
Located just 4th row from the sandy Atlantic Ocean beach and directly on the paved beach path, 5 Cedar Waxwing is a beau ...
From $1169 per night (USD)Expedia
- From $2085 per night (USD)
VRBO
6 Sea Oak - Oceanfront luxury, historic southern architecture in S. Forest Beach
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
We are thrilled to offer 6 Sea Oak Lane for your next Hilton Head vacation! Designed with the architecture of a Souther ...
From $2085 per night (USD)VRBO
- From $1613 per night (USD)
Expedia
26 Surf Scoter - 2nd Row Luxury Home in Sea Pines w/ Private Pool & Spa
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
We are thrilled to offer 26 Surf Scoter in Sea Pines for your next Hilton Head vacation! Located 2nd Row Oceanside on t ...
From $1613 per night (USD)Expedia
- From $314 per night (USD)
VRBO
Cozy Hilton Head townhome with shared pools within a short distance of beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Turtle Lane 4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $314 per night (USD)VRBO
- From $377 per night (USD)
Expedia
Ocean view luxury Cart included with booking and access to amenities provided
- 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)Expedia
- From $444 per night (USD)
VRBO
6 Pender - Peaceful Serenity, Sea Pines Private Home with Pool/Spa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your next vacation home, a wonderful retreat located in Lawton Woods. As you step through the front door, y ...
From $444 per night (USD)VRBO
- From $250 per night (USD)
Expedia
SeaPines, Beautifully updated, Walk to beach, Two free bikes, Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a relaxing Sea Pines vacation while staying at this beautifully decorated, ground level villa with an open floor p ...
From $250 per night (USD)Expedia
- From $458 per night (USD)
VRBO
Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! 2023 Remodel!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
*Freshly remodeled bathrooms (including walk in master bathroom shower) and new flooring 11/2023! Instead of dealing wit ...
From $458 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Beautiful 5 Star condo in tropical oasis- Perfect location! S Forest Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Forest Gardens on HH Island, a truly beautiful vacation paradise tucked away along the South Carolina Coast l ...
From $165 per night (USD)Expedia
- From $304 per night (USD)
VRBO
UPDATED VILLA WITH POOL, BBQ, BEACH ACCESS & WALKABLE LOCATION HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Our guests tell us 26 Ocean Club is something to rave about and they are delighted with the fantastic location, too! Th ...
From $304 per night (USD)VRBO
- From $135 per night (USD)
Expedia
Seaside Villa 207 - Ocean Front with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Beautifully updated and wonderful ocean views from your balcony of this 1 bedroom 1 bath condo with all of the amenities ...
From $135 per night (USD)Expedia
- From $563 per night (USD)
VRBO
Sunny & bright home near the beach w/ private pool & furnished deck
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Sandhill Crane 3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $563 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Updated, waterfront condo with amazing lagoon & golf views from the sunroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fairway Lane 102 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $245 per night (USD)Expedia
- From $251 per night (USD)
VRBO
Stunning Sea Pines getaway close to the beach & golf - newly renovated
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Plantation Club 486 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $251 per night (USD)VRBO
- From $271 per night (USD)
Expedia
Beachfront condo with large furnished balcony, pool & beautiful views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Beachside Tennis 1893 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $271 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Second-Floor Villa Near the Beach w/Balcony Views of the Pool & Lagoon
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Xanadu D8 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $270 per night (USD)VRBO
- Click For Pricing
Expedia
Renovated spring 2019, villa with shared outdoor pool - just 400' from ocean
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Turtle Lane 31 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
Click For PricingExpedia
- From $623 per night (USD)
VRBO
Fully Renovated Sea Pines Home w/ Private Pool Six Rows from the Water - Dogs OK
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Oyster Catcher 4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $623 per night (USD)VRBO
- From $151 per night (USD)
Expedia
Open condo with pool, tennis, wooded balcony & central AC - close to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean Breeze 23 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $151 per night (USD)Expedia
- From $995 per night (USD)
VRBO
Sea Pines Home w/ Private Pool, Family-Friendly Spaces - Near Beach & Golf
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
North Sea Pines Drive 44 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $995 per night (USD)VRBO
- From $284 per night (USD)
Expedia
SeaPines, Lovely Updates, On site pool, Free Tennis and Fitness Center, Pets OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located in central SeaPines, this villa offers a perfect home for a comfortable, relaxing vacation and still be close to ...
From $284 per night (USD)Expedia
- From $504 per night (USD)
VRBO
38 Battery Road - 3Br Home on Quiet Cul-de-sac in Heart of Sea Pines
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
38 Battery Road | Sea Pines Home *3 Bedrooms | 3 Bathrooms *Sleeps 8 *2 Kings, 2 Sets of Twin Bunk Beds *4 TVs | DVD | ...
From $504 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Direct Oceanfront Luxury,Miles ofOceanView,King bed,Walk-inShower.20%Off Sept.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Three days or more 20% discount for September. I will edit your quote. Seven days VRBO will apply the discount automati ...
From $196 per night (USD)Expedia
- From $442 per night (USD)
VRBO
3 Sweet Gum Court ~Pup Friendly Sea Pines Home, Short Bike Ride to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
3 Sweet Gum Court | Pet Friendly Sea Pines Vacation Home **Updates for 2024 Season Include New Flooring Throughout, New ...
From $442 per night (USD)VRBO
- Click For Pricing
Expedia
Marriott's Monarch Oceanfront in Sea Pines, 2 Bedrooms, View, Garden View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a luxurious stay for a fraction of the cost. Upon arrival, guests will check-in at the resort’s front desk using t ...
Click For PricingExpedia
- Click For Pricing
VRBO
Luxury 5 BR Sea Pines Home 4th Row Private Pool Hot Tub Beach & Bike Gear
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
New Home at 1 Cedar Waxwing in Sea Pines!! Rare Friday to Friday Check in!! Spectacular Brand New Luxury Home in Sea Pin ...
Click For PricingVRBO
- From $273 per night (USD)
Expedia
Incredible Oceanfront View with Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spectacular Oceanfront Views at Ocean Dunes 405 Discover breathtaking ocean views from Ocean Dunes 405, a beautifully a ...
From $273 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful Hilton head Island townhouse vacation rental Next to Salty Dog
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the sought out South Beach area of Sea Pines Resort, the Port Villas sit against the backdrop of Braddock Cov ...
Click For PricingVRBO
- From $1060 per night (USD)
Expedia
\"Driftwood\" in S. Forest Beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
3 Sea Oak Lane ~ S. Forest Beach 2nd Row Oceanside Beach Cottage! We are thrilled to welcome 3 Sea Oak Lane, affection ...
From $1060 per night (USD)Expedia
- From $498 per night (USD)
VRBO
Look no further than 78 Baynard Cove - Walk to watch the Pros at Heritage!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This elegant Sea Pines home exudes low country charm. The entrance welcomes you to relax in this gorgeous, open floor p ...
From $498 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Recently Renovated Gem – Short Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
The Villas at Tree Tops are professionally managed by Vacation Time of Hilton Head and offer the best booking experience ...
From $296 per night (USD)Expedia
- From $2508 per night (USD)
VRBO
9 Dogwood - Oceanfront Beach Retreat with a Private Pool
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
This oceanfront home is the perfect island retreat. Whether relaxing inside or out, fantastic ocean vistas surround you. ...
From $2508 per night (USD)VRBO
- From $548 per night (USD)
Expedia
Sunset Rentals | Indigo Lane 5
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Look no further for your new favorite Hilton Head Sea Pines vacation spot! 5 Indigo Lane provides a renovated, bohemian- ...
From $548 per night (USD)Expedia
- From $151 per night (USD)
VRBO
DIRECT OCEANFRONT with Million Dollar Views Top Floor/end unit
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Oceanfront top floor unit that was completely remodeled in May of 2016. This is an end unit and very private. Watch the ...
From $151 per night (USD)VRBO
- From $306 per night (USD)
Expedia
Spacious Getaway Featuring Shared Pool & Tennis Court + Free WiFi, AC, W/D
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beach Lagoon Villa 309 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $306 per night (USD)Expedia
- From $369 per night (USD)
VRBO
Spacious home with private pool & central AC - walk to beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Baynard Cove 16 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $369 per night (USD)VRBO
- From $886 per night (USD)
Expedia
Two-story home with pool, balcony, deck, grill, & central AC - snowbirds welcome
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 20
Piping Plover 12 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $886 per night (USD)Expedia
- From $406 per night (USD)
VRBO
Beautifully decorated, walk to the beach, Sleeps 8, pet friendly, bikes included
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Recently and freshly updated, this beautiful 3-bedroom, 3-bathroom home is perfectly situated in the heart of Sea Pines ...
From $406 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Beachside Retreat - Gated Condo w/ Pool, Tennis, Pickleball; Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our home away from home. We want to ensure that our guests enjoy all the comforts of home plus some more. Whe ...
From $226 per night (USD)Expedia
- From $424 per night (USD)
VRBO
Forest Gardens CLEAN 2 Bedroom Gorgeous Condo Walk to Beach, Stylish & Comfy!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Gorgeous CLEAN 2nd story 2 bedroom condo with private deck, steps from the beautiful Forest Gardens pool, large master w ...
From $424 per night (USD)VRBO
- From $1123 per night (USD)
Expedia
4th Row Ocean Sea Pines Home - Dog Friendly - Steps to Beach - Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to 14 Canvasback Road! This five bedroom, four bathroom home is located fourth row ocean in Sea Pines can sleep ...
From $1123 per night (USD)Expedia
- From $628 per night (USD)
VRBO
Four Bedroom Sea Pines Home - View of Harbourtown Golf Links - Dog Friendly!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to 36 Harleston Green! This four bedroom, four and half bathroom home can sleep up to twelve guests. It is loc ...
From $628 per night (USD)VRBO
- From $151 per night (USD)
Expedia
Idyllic island getaway with pool, private patio, pond views, & easy beach access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Seascape Villas 3201 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $151 per night (USD)Expedia
- From $991 per night (USD)
VRBO
6 Piping Plover-A true smart home with media room! 146 Yard walk to the Beach
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 17
This spectacular Sea Pines treasure is just steps away from the beach and nestled among the pines. Words fall short of d ...
From $991 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Walk to Beach Club, Luxury Golf View Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to the BESTNEST at 527 Plantation Club Villas (22 Lighthouse Road). Here’s the skinny - just buzz us for more d ...
From $315 per night (USD)Expedia
- From $151 per night (USD)
VRBO
Lovely villa with central AC, and easy beach access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Bluff Villas 1733 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $151 per night (USD)VRBO
- From $435 per night (USD)
Expedia
11 Wildwood ~ Pet Friendly 3BR with Screened Porch; Short Bike Ride to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
11 Wildwood | Short Bike Ride to the Beach *3 Bedrooms | 2 Bathrooms *Sleeps 8 *1 King, 4 Twins, Sleeper Sofa *4 TVs | ...
From $435 per night (USD)Expedia
- From $177 per night (USD)
VRBO
Second-Floor Condo with WiFi, Pool, Golf Course Views - Near the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Plantation Club 431 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $177 per night (USD)VRBO
- From $566 per night (USD)
Expedia
2 Cassina Lane ~ 3BR Pup Friendly Home in South Forest Beach, Fully Fenced Yard!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
2 Cassina Lane | Pup Friendly South Forest Beach Home *3 Bedrooms | 3 Full Bathrooms *Sleeps 7-8 *2 Kings, Bunk Bed wi ...
From $566 per night (USD)Expedia
- From $317 per night (USD)
VRBO
New Listing Updated Great Golf Views 3 BR Condo Bikes & Beach Gear included
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
New Listing!! Updated Kitchen and Baths on the Sea Pines Golf Condo near Harbourtown. Wonderful golf views and walk to H ...
From $317 per night (USD)VRBO
- From $216 per night (USD)
Expedia
Completely Remodeled Spacious Condo with Indoor and Outdoor pools
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Completely remodeled spacious condo with open floor plan, Tastefully decorated. Located at Oceanwalk, across the street ...
From $216 per night (USD)Expedia
- From $278 per night (USD)
VRBO
SeaPines, On Site Pool, Pets Welcome, 2 free bikes, Free Fitness Pass
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Overlooking the beautiful Atlantic Dunes Golf Course, this two story, 2 bedroom villa offers everything you need for you ...
From $278 per night (USD)VRBO
- From $199 per night (USD)
VRBO
Close to Beach & Coligny Plaza: Hilton Head Condo!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Located on beautiful Hilton Head Island, this 2 bedroom, 1.5 bath condo boasts an elegant beachy charm, a private, furni ...
From $199 per night (USD)VRBO
- Click For Pricing
VRBO
Oceanfront 2BD/2BA Marriott Monarch in Sea Pines
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax and unwind at the Marriott Monarch Oceanfront Resort in Sea Pines on Hilton Head Island. We offer weekly reservati ...
Click For PricingVRBO
- From $189 per night (USD)
Expedia
Cozy bungalow offers privacy, shared pool, and beach access via dedicated trail
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Night Heron 35 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $189 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Recently Updated Resort Villa with WiFi & Pool - Quick Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Night Heron 18 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $220 per night (USD)VRBO
- From $268 per night (USD)
Expedia
SeaPines, On site pool, 2 free bikes, Walk to the Beach Club
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
SeaPines is a very special place and 488 Plantation Club has a great central location---very close to the on site pool a ...
From $268 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Dog-Friendly Condo with WiFi, Pool, & Tennis - Short Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Ocean Breeze 96 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $217 per night (USD)VRBO
- From $1285 per night (USD)
Expedia
Perfect Home for the Heritage Golf Tournament- Right on the Course, Private Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 13
35 Heritage Road | Located on Harbour Town Golf Links *5 Bedrooms | 5 Bathrooms | 2 Half Baths *Sleeps 13 *2 Kings, 1 Q ...
From $1285 per night (USD)Expedia
- From $327 per night (USD)
VRBO
4 Hollyberry - Dog Friendly. Great Community Amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cute, bright, and cozy, this 3-bed, 2-bath dog-friendly home is architecturally designed to make you realize upon steppi ...
From $327 per night (USD)VRBO
- From $504 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 $504 per night (USD)Expedia
- From $446 per night (USD)
VRBO
Single level Sea Pines home with a hot tub, just a short walk to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Single-level home with 3 bedr ...
From $446 per night (USD)VRBO
- From $282 per night (USD)
Expedia
SeaPines, Stunning, Pet friendly, Golf view, Walk to SeaPines Beach Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Do not miss staying in this beautifully renovated Lighthouse Road Villa featuring a unique upstairs loft area with a sle ...
From $282 per night (USD)Expedia
- From $434 per night (USD)
VRBO
Sea Pines! Total renovation completed in 2022! Just a bike ride from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Blue Crab Cottage at 74 Forest Drive is a wonderful open floor plan with 3 bedrooms, 2 1/2 baths, a Carolina room, a ...
From $434 per night (USD)VRBO
- From $382 per night (USD)
Expedia
LUXURY HOME WITH HOT TUB, FIRE PIT & ACCESS TO SEAPINES AMENITIES HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a taste of luxury in this beautifully updated private home centrally located in the Greenwood Forest section of Se ...
From $382 per night (USD)Expedia
- From $680 per night (USD)
VRBO
109 South Forest Beach - Steps away from your toes in the sand!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
This 6-bedroom, 3rd-row beach beauty will make your vacation dreams come true! The beautiful floors, large kitchen, and ...
From $680 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Great Lagoon, Tennis+pool View Townhome W/10min Walk To Golf+Beach+Harbour Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Well maintained, open and airy townhome in Spicebush with great, relaxing views of the lagoon, pool, tennis court - grea ...
From $248 per night (USD)Expedia
- From $647 per night (USD)
VRBO
14 Green Heron ~ Spacious 4th Row Ocean Home in Sea Pines with Large Pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
14 Green Heron | Two Minute Walk to the Beach *4 Bedrooms | 4 Full Bathrooms | 1 Half Bathroom *Sleeps 12 *2 Kings, 1 ...
From $647 per night (USD)VRBO
- From $549 per night (USD)
Expedia
13 Myrtle - Beautiful 4br Private Home Just a 5 Minute Walk to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
13 Myrtle Lane | Short Bike Ride to the Beach ***Recent Renovations to the Kitchen and Sun Deck*** *4 Bedrooms | 4 Ful ...
From $549 per night (USD)Expedia
- From $541 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 $541 per night (USD)VRBO
- From $530 per night (USD)
Expedia
Hilton Head Luxury Condo: Coligny Beach, Dining, Family, Golf - Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Beautifully Renovated and Spacious 3-Floor Luxury Unit Condo. Great for beach, tennis, and golf lovers! This Hilton Hea ...
From $530 per night (USD)Expedia
- From $473 per night (USD)
VRBO
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 $473 per night (USD)VRBO
- From $263 per night (USD)
Expedia
Sea Pines | Bluff Villas 1686 | Walk to Beach & Salty Dog
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
PROPERTY DESCRIPTION Immerse yourself in the essence of Sea Pines Resort with this captivating two-bedroom, two-bathroo ...
From $263 per night (USD)Expedia
- From $384 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 $384 per night (USD)VRBO
- From $893 per night (USD)
Expedia
18 Wagon Rd ~ Short Bike Ride to the RBC Heritage Golf Tournament
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
18 Wagon Road | A Short 6 Minute Walk to the Beach *3 Bedrooms | 3.5 Bathrooms *Sleeps 10 *2 Kings, 2 Queens, Queen Sle ...
From $893 per night (USD)Expedia
- Click For Pricing
VRBO
Perfect Snowbird Rental Lovely Condo across the street from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We are specifically looking to rent for 3-4 months this Winter/early Spring season. Condo is located on lovely South Fo ...
Click For PricingVRBO
- From $1721 per night (USD)
Expedia
Six Bedroom Direct Oceanfront Home in Sea Pines with a Private Pool & Spa!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
Welcome to 16 East Beach Lagoon - an oceanfront Sea Pines Home! This six bedroom, five and half bedroom home is located ...
From $1721 per night (USD)Expedia
- From $2288 per night (USD)
VRBO
45 Canvasback-3rd Row Ocean, only 2 Summer wks Available in 2025 (7/5-19)
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Timeless island style captured perfectly is this custom-built stunner in Sea Pines Resort. Modern design and amenities ...
From $2288 per night (USD)VRBO
- From $483 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 $483 per night (USD)Expedia
- From $185 per night (USD)
VRBO
Surf Court 15 - Beautiful Townhouse - 1 block to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Surf Court 15 is a large spacious townhouse with a second floor entry. This property is is 1 block to the Atlantic Ocea ...
From $185 per night (USD)VRBO
- From $438 per night (USD)
Expedia
47 S. Beach Ln 4 Bed, 5th Row Ocean, Easy Walk to the Beach & Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
* BEACH RE-NOURISHMENT * * The Town of Hilton Head will be conducting a beach re-nourishment project during the 2025/202 ...
From $438 per night (USD)Expedia
- From $833 per night (USD)
VRBO
3B Hickory Lane-CUSTOM built house! 200 Yards till your feet are in the sand
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
This island beauty is straight out of the pages of Coastal Living magazine! The beach lifestyle thoughtfully inspires th ...
From $833 per night (USD)VRBO
- From $655 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 $655 per night (USD)Expedia
- From $407 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 $407 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Courtside 110 - Large 3 BR Townhouse - Short Walk To Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Courtside 110 is a 3 story townhouse with 3 bedrooms and 3 1/2 baths, one flight above street level. The top floor is a ...
From $224 per night (USD)Expedia
- From $244 per night (USD)
VRBO
Surf Court 62 - Forest Beach 1st Floor Flat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Surf Court 62 is a ground floor apartment with no steps to navigate. This property is 1.5 blocks to the Atlantic and als ...
From $244 per night (USD)VRBO
- From $485 per night (USD)
Expedia
8 Turtle Lane Club - Few Steps to the pool & beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This 3-bed, 3-bath villa will not let you down! Upon entering, you'll notice the gorgeous furnishings highlighted by the ...
From $485 per night (USD)Expedia
- From $690 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 $690 per night (USD)VRBO
- From $336 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 $336 per night (USD)Expedia
- From $298 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 $298 per night (USD)VRBO
- From $808 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 $808 per night (USD)Expedia
- From $1419 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 $1419 per night (USD)VRBO
- From $648 per night (USD)
Expedia
Oceanfront Luxury at 3001 Turtle Lane Club – The Ultimate Sea Pines Escape
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to 3001 Turtle Lane Club! Located on the "Gold Coast" of Sea Pines, this villa is a premier oceanfront vacation ...
From $648 per night (USD)Expedia