
Hilton Head Island Rentals

- From $102 per night (USD)
VRBO
Marriott Sunset Pointe - 2BD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Immerse yourself in comfort at our villa resorts Picturesque Shelter Cove Harbour on Hilton Head Island is where you wil ...
From $102 per night (USD)VRBO
- From $100 per night (USD)
VRBO
Marriott Harbour Point - 2BD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Immerse yourself in comfort at our villa resorts Picturesque Shelter Cove Harbour on Hilton Head Island is where you wil ...
From $100 per night (USD)VRBO
- From $292 per night (USD)
VRBO
7626 Huntington - Short walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This amazing 2-bedroom, 2-bath villa located in beautiful Palmetto Dunes, is just minutes from the beach. Beautiful hard ...
From $292 per night (USD)VRBO
- From $452 per night (USD)
Expedia
Available for stay in Jan to mid March 2025. Monthly at a reduced rate.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 9
We have a direct walkway and pedestrian bridge, across to the beach, easily made in 5 minutes. Of our three Live Oak ho ...
From $452 per night (USD)Expedia
- From $632 per night (USD)
VRBO
Large Updated Three-Bedroom Condominium on the Oceanfront!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This large three-bedroom Hampton Place condominium sits oceanfront and has been wonderfully updated. Indulge in the ult ...
From $632 per night (USD)VRBO
- From $496 per night (USD)
Expedia
Beautiful renovated home in the heart of Sea Pines with Private Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautifully renovated 3- ...
From $496 per night (USD)Expedia
- From $157 per night (USD)
VRBO
Fantastic Upgrades - 1st Floor Perfection - Beach Access to Sand & Pool - C145
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Hilton Head Island Beach and Tennis Resort along Folly Field Beach. Beachfront/side Full Amenity Resort!!!! - It has eve ...
From $157 per night (USD)VRBO
- From $1180 per night (USD)
Expedia
Sunset Rentals | South Sea Pines Drive 97
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This 4 bedroom, 4 bathroom home is located just outside of South Beach in beautiful Sea Pines Plantation. With stunning ...
From $1180 per night (USD)Expedia
- From $188 per night (USD)
VRBO
3003 Seascape: Spectacular updated 1BR Villa. Short walk to beach. Free Bikes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
3003 Seascape, Clean, Elegant, Near the Beach 1 Bedroom, 1 Bath Beach Oriented Villa, 2nd Floor Unit Bedding: King Bed ...
From $188 per night (USD)VRBO
- From $161 per night (USD)
Expedia
Private Beach Access: Hilton Head Island Condo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Your Hilton Head Island escape awaits when you book a stay at this 1-bed, 1-bath vacation rental. Take a short walk down ...
From $161 per night (USD)Expedia
- From $263 per night (USD)
VRBO
Sunset Rentals | Forest Beach Villa 203
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
203 Forest Beach Villa is a completely renovated 2 bedroom, 2 bathroom condo with island views. This 2nd floor vacation ...
From $263 per night (USD)VRBO
- From $315 per night (USD)
VRBO
NEW LISTING***Southern Charm Villa *** Beautifully Updated
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to your beautifully renovated Queens Grant Villa, just steps to the pool and a quick walk to the beach. Your Tur ...
From $315 per night (USD)VRBO
- From $174 per night (USD)
VRBO
Relax and Unwind at this Oceanfront Resort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Enjoy this lovely condo in the Hilton Head Island Beach and Tennis Resort. Your condo is just steps from the surf and s ...
From $174 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Spectacular Views of the 9th Fairway at Atlantic Dunes!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The villas at Plantation Club are professionally managed by Vacation Time of Hilton Head and offer the best booking expe ...
From $349 per night (USD)Expedia
- From $233 per night (USD)
VRBO
Beautiful Ocean Palms Villa with Fabulous Westin amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Secluded upstairs luxury villa located in Port Royal's Ocean Palms community. Villa has a spacious floor plan with two b ...
From $233 per night (USD)VRBO
- From $444 per night (USD)
Expedia
7 min walk to beach, wtr views, dock, bikes, kayaks,
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
This Palmetto Dunes upscale vacation home will provide you with everything you need. So no need to bring beach chairs, ...
From $444 per night (USD)Expedia
- From $217 per night (USD)
VRBO
Gone Coastal! 2 from oceanfront! Central air!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Newly updated top-floor villa with panoramic west-facing ocean views — just one unit back from oceanfront! Relax to the ...
From $217 per night (USD)VRBO
- From $219 per night (USD)
Expedia
Renovated condo near the beach with inviting balcony & pool views
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 6
St Andrews Common 1975 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $219 per night (USD)Expedia
- From $305 per night (USD)
VRBO
Beach Happy!-Nice ocean view Hilton Head Villa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Top-floor villa with private east-facing ocean views and afternoon shade! Cozy and affordable, featuring a queen bed wit ...
From $305 per night (USD)VRBO
- From $629 per night (USD)
Expedia
3408 Windsor Ct South ~Expansive Oceanfront Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Windsor Court South Oceanfront Complex | Just Steps from the Beach ***The hot tub is currently closed for repairs, at t ...
From $629 per night (USD)Expedia
- From $667 per night (USD)
VRBO
3205 Seacrest - Forest Beach - 3 Bed 3 Bath Oceanfront - Hilton Head Rentals
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This professionally decorated end unit villa boasts 3 bedrooms and 3 baths and stunning ocean views. The oceanfront liv ...
From $667 per night (USD)VRBO
- Click For Pricing
Expedia
Marriott's Grande Ocean, 2BR, Sleeps 8, Full Kitchen Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Marriott's Grande Ocean villas come with all the luxuries and room you'll need to stretch out and make the most of your ...
Click For PricingExpedia
- From $235 per night (USD)
VRBO
Stylish, Renovated Coastal Haven on Hilton Head!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautifully decorated condo on one of the most tranquil, serene, and natural beaches on on the island! Be prepared to t ...
From $235 per night (USD)VRBO
- Click For Pricing
Expedia
Courtside 52 - Ground Floor Flat - Short Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Guest staying in Courtside #52 will feel right at home at the beach. King Bed in the Master, the Guest BR has two double ...
Click For PricingExpedia
- From $697 per night (USD)
VRBO
15 Duck Hawk-4th Row Ocean! A low country home that exudes charm & comfort.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
This 4-bed, 5.5-bath Sea Pines beach home is an absolute treasure. Nestled in the pines and only a few steps from the sa ...
From $697 per night (USD)VRBO
- From $795 per night (USD)
Expedia
Elegant Hilton Head Sea Pines Vacation Rental House with Private Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Su Casa - Vacation Rentals by Five Star Properties Favorite Features: -Stainless Steel Appliances -Private Pool -Firepl ...
From $795 per night (USD)Expedia
- From $389 per night (USD)
VRBO
3421 Villamare ~ Enjoy Ocean Views from 4th Floor 2BR Palmetto Dunes Villa!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Villamare Oceanfront Complex | Just Steps from the Beach! *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Doubles *4th F ...
From $389 per night (USD)VRBO
- From $814 per night (USD)
Expedia
Gorgeous Vacation House with Private Pool Near Beach!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Bella Luce - Vacation Rentals by Five Star Properties Favorite Features: -Private Pool -Mini Putt-Putt Course -Fireplac ...
From $814 per night (USD)Expedia
- From $387 per night (USD)
VRBO
Direct Oceanfront 2 BR Updated Luxury condo Bikes & Beach Gear Included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wonderful updated luxury two bedroom/two bath condo with great ocean views. Walk right out from the deck to the ocean. ...
From $387 per night (USD)VRBO
- From $697 per night (USD)
Expedia
2-bedroom villa just 11 minutes walk to Port Royal Golf Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Nestled in the heart of Mid Island on Hilton Head Island, this charming 2-bedroom villa offers the perfect escape for yo ...
From $697 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Feelin Tip'Sea-Oceanview Retreat Steps to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Enjoy a relaxing beach retreat in this recently updated oceanview villa, located in an oceanfront complex just steps fro ...
From $188 per night (USD)VRBO
- Click For Pricing
Expedia
The Homes - Hilton Head
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This resort's intimate setting is perfect for tranquil and lazy days where your most difficult decision might be selecti ...
Click For PricingExpedia
- From $183 per night (USD)
VRBO
Walk to Pool & Beach: Hilton Head Island Condo!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up to sunshine at this 2-bedroom, 2-bath vacation rental located in the coveted Hilton Head Island Beach & Tennis R ...
From $183 per night (USD)VRBO
- From $921 per night (USD)
Expedia
4 Catboat, 2nd Row, Private Pool, Pet Friendly, Free Golf
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 18
4 Catboat, Hilton Head Island is an open-concept floor plan with spacious bedrooms, each boasting its own bathroom, and ...
From $921 per night (USD)Expedia
- From $346 per night (USD)
VRBO
Updated Luxury Remodeled Ocean view Villa Bikes & Beach Gear included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We offer our guests a completely remodeled luxury villa with a modern floor plan featuring a Gourmet Kitchen, Living Are ...
From $346 per night (USD)VRBO
- From $467 per night (USD)
Expedia
Short walk to beach, pool in full sun, golf view, bright open home, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
OUR FOUR HOMES HAVE MONTHLY WINTER RATES Our large pool gets full sun from early morning throughout the day, and overloo ...
From $467 per night (USD)Expedia
- From $130 per night (USD)
VRBO
Spacious condo w/ shared pool and golf on-site Near the ocean
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
St Andrews Common 1867 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $130 per night (USD)VRBO
- From $713 per night (USD)
Expedia
Coligny/Beach! Pool, Hot Tub/Sleeps 18
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 18
Perfect location helps make a perfect vacation! Great property (established in 2021) for all your vacation needs in Hil ...
From $713 per night (USD)Expedia
- From $606 per night (USD)
VRBO
1934 S. Beach Club - Panoramic ocean and sound views await you.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This penthouse South Beach Club villa has stunning views of the Calibogue Sound and Daufuskie Island. Enjoy extraordinar ...
From $606 per night (USD)VRBO
- From $365 per night (USD)
Expedia
Updated & Gorgeous End Unit with Spectacular Views of Pool & Sound. South Beach Oasis Awaits you!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Sea Forever! Located less than 50 yards away from the beach, this bright & airy end unit villa within the Be ...
From $365 per night (USD)Expedia
- From $314 per night (USD)
VRBO
VILLAMARE 3220 BEACHFRONT-MODERN new Re-Model views of OCEAN, POOL, & Courtyard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Villamare Oceanfront Resort - Centrally located in PALMETTO DUNES This unit, #3220, is **OWNER MANAGED and MAINTAINED** ...
From $314 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful quiet condo, w/lazy river pool and golfing privileges
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Kayaking in the bay, serene views of the sunset from our large dock or your private balcony. Leisurely floating down th ...
Click For PricingExpedia
- From $269 per night (USD)
VRBO
Seapines, Walk to the Beach Club, Pet friendly, Two free bikes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
You and your family will absolutely love the quiet neighborhood of Wildwood Spa. With its own on site pool, tennis court ...
From $269 per night (USD)VRBO
- From $536 per night (USD)
Expedia
202 Ocean One - Oceanfront Complex - Quick Walk to Shops & Dining!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
202 Ocean One - South Forest Beach - Resort View in a fantastic Oceanfront Complex professionally managed by Luxury Rent ...
From $536 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Center of Sea Pines; View of Lagoon; Walkable to Harbour Town/Beach Club/Market
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Are you having a tough time figuring out the right condo to pick in Sea Pines? Look no more. My wife and I scoured the ...
From $261 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Many New Updates Make this Large Three Bedroom Villa Perfect!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Updates abound in this large three bedroom and three bathroom villa located on the George Fazio Golf Course! Updates in ...
From $353 per night (USD)Expedia
- From $356 per night (USD)
VRBO
302 North Shore Place ~ Directly Across from Beach and Next to Coligny Plaza!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
302 North Shore Place *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Doubles *3 TVs | DVD | Alexa | Wi-Fi *4 Beach To ...
From $356 per night (USD)VRBO
- From $878 per night (USD)
Expedia
Renovated Four Bedroom Sea Pines Home with Private Pool - 2nd Row Ocean
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to 14 Spotted Sandpiper! This renovated four bedroom, three bathroom home is located second row ocean in Sea Pi ...
From $878 per night (USD)Expedia
- Click For Pricing
VRBO
One Bedroom Luxury Condo, Hilton Head Island, South Carolina (1896607)
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
One Bedroom Luxury Condo, Hilton Head Island, South Carolina Master Bedroom – 1 King Bed, Common Room – 1 Sofa Sleeper, ...
Click For PricingVRBO
- From $189 per night (USD)
Expedia
Island Club ocean view 2bdrm/2ba condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Our ocean-view condo has a king bed in the master and two full size beds in the second bedroom. There are large screen L ...
From $189 per night (USD)Expedia
- From $394 per night (USD)
VRBO
15 Pelican - 7th Row (180 yards/3 minute walk) to the Ocean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this beautiful ranch-style beach house, perfect for your next getaway! Complete with a backyard oasis, includ ...
From $394 per night (USD)VRBO
- Click For Pricing
Expedia
GORGEOUS Updated Five Bedroom Sea Pines Home with a Pool & HT Links Golf View
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to 55 Heritage Road! This newly built five bedroom, five and half bathroom Sea Pines home is absolutely beautifu ...
Click For PricingExpedia
- From $850 per night (USD)
VRBO
28 Plantation: Luxurious 7 Bedroom Sea Pines Home, Private Pool, Guest House
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 14
This incredible Sea Pines home has had extensive updates for 2025! Main Features: • 5 Bedroom Main House, 2 Bedroom at ...
From $850 per night (USD)VRBO
- From $498 per night (USD)
Expedia
1425 South Beach: Ocean View Villa. 4 Bedrooms, Free Bikes, Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
If your ideal getaway involves sun, sand, and the soothing sounds of the ocean, then 1425 South Beach Villas is the perf ...
From $498 per night (USD)Expedia
- From $353 per night (USD)
VRBO
108 North Shore Place ~ Perfect Beach Location and Short Walk to Coligny Plaza!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
108 North Shore Place | North Forest Beach *2 Bedrooms | 2 Full Bathrooms *Sleeps 6-8 *1 King, 2 Double Beds, 1 Sleepe ...
From $353 per night (USD)VRBO
- From $243 per night (USD)
Expedia
188 Evian Luxury Getaway in Shipyard Plantation.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A luxury villa in Shipyard Plantation. With a gorgeous lagoon and golf view. This first floor villa includes double mast ...
From $243 per night (USD)Expedia
- Click For Pricing
VRBO
Gorgeous condo at Waterside by Spinnaker Resorts
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
One king bedroom condo features an open concept living and dining area. With a private en-suite bathroom, well-appointed ...
Click For PricingVRBO
- From $595 per night (USD)
Expedia
Relaxing 3-Bedroom Hilton Head Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Prepare to relax in this spacious and upscale Three-Bedroom Condo, located in the popular coastal Hilton Head Island in ...
From $595 per night (USD)Expedia
- From $197 per night (USD)
VRBO
174 Colonnade Club - Shipyard - 2 Bed 2 Bath Sleeps 5 - Hilton Head Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This villa is a beautifully renovated and welcoming 2 bedroom, 2 bath, second floor, bright, end unit with lagoon and po ...
From $197 per night (USD)VRBO
- From $394 per night (USD)
Expedia
Renovated Corner Villa with Ocean and Pool Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Windsor II Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Twins, Queen S ...
From $394 per night (USD)Expedia
- From $164 per night (USD)
VRBO
2 Bedroom Comfort - Oceanfront Access Resort - King Bed - Beach & Tennis - D12
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Island Beach and Tennis Resort along Folly Field Rd. Resort has direct Beach Access. No need to get in a ca ...
From $164 per night (USD)VRBO
- From $369 per night (USD)
Expedia
2108 SeaCrest ~ Steps to the Beach, Shops and Resaurants! Two Oceanfront Pools!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 8 *King, 2 Doubles, ...
From $369 per night (USD)Expedia
- From $210 per night (USD)
VRBO
Family-Friendly Villa with Deck, Pool, & Hot Tub - Beach Nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Colonnade Club 204 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $210 per night (USD)VRBO
- From $191 per night (USD)
Expedia
Stunning Condo in Plantation Club with Views of the Golf Course and On-site Amenities!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Vista Verde - Vacation Rentals by Five Star Properties “Vista Verde”….Green sprawling views abound as soon as you take ...
From $191 per night (USD)Expedia
- From $488 per night (USD)
VRBO
10 Swing About ~ Enjoy Peaceful Golf Course Views and Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
10 Swing About | Private Vacation Home in Palmetto Dunes *3 Bedrooms | 3.5 Bathrooms *Sleeps 10 *King, Queen, 2 Doubl ...
From $488 per night (USD)VRBO
- From $346 per night (USD)
Expedia
BEAUTIFUL VILLA WITH POOL, WALK TO SOUTH FOREST BEACH HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
When you think of Hilton Head Island, you think of white, sandy beaches, beautiful ocean views, the pleasant sound of wa ...
From $346 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Beautifully Decorated, 1st Fl. Retreat! Steps to the beach. Spa On Port Royal
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 1st floor unit boasts 2 bedrooms, 2 full baths and a fully enclosed patio overlooking the tennis court. The master ...
From $145 per night (USD)VRBO
- Click For Pricing
Expedia
Beach Luxury Villa w/ Free Golf & Tennis plus Westin Resort Amenities!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy daily golf for two people on one of two Port Royal Golf Courses.....Barony and Robber's Row. Each player only pays ...
Click For PricingExpedia
- From $140 per night (USD)
VRBO
Ocean Villa B241 - Great Ocean Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Brand new beautiful renovation with quartz counters, new cabinets, designer tile surround tub, awesome ocean views. Eve ...
From $140 per night (USD)VRBO
- From $568 per night (USD)
Expedia
16 Troon ~ Complete Renovation | Right on Golf Course | Walk to Beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
16 Troon | Just 5 Minutes to the Beach and Golf Course Views *3 Bedrooms | 3 Full Bathrooms *Sleeps 10 *2 Kings, Queen ...
From $568 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Beautiful Oceanview Retreat! Steps from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Charming Oceanside Villa with Stunning Ocean Views - Steps from the Beach and Coligny Plaza Welcome to this beautifully ...
From $192 per night (USD)VRBO
- From $290 per night (USD)
Expedia
Shorewood 421 - Oceanside Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Shorewood 421 has all of the essentials and more, kitchen is fully equipped, there are flat screen TV's and wireless int ...
From $290 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Beach-Themed Condo w/ Free WiFi, Central A/C, Shared Pool, & Tennis Courts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Resort 2120 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $176 per night (USD)VRBO
- From $295 per night (USD)
Expedia
403 Barrington Arms - Perfect Beach Getaway - Fido Friendly
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
This charming 1-bedroom, 1.5-bath villa is the perfect beach getaway. The view from the balcony overlooks the pool and o ...
From $295 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Brigantine Quarters, Shipyard Plantation, Hilton Head 2 bed/2 bath condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you have never experienced the Brigantine Quarters then we encourage you to do so. It is a beautiful gated community ...
From $188 per night (USD)VRBO
- From $557 per night (USD)
Expedia
Sunset Rentals | Schooner Court 740
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Unparalleled views and luxurious accommodations await at 740 Schooner Court. This beautifully renovated and meticulously ...
From $557 per night (USD)Expedia
- Click For Pricing
VRBO
2br 1.5ba Hilton Head Island Condo 7 nights May 22-29
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Renting out my timeshare on beautiful Hilton Head Island. A stones-throw from the ocean, shopping, restaurants, pubs, an ...
Click For PricingVRBO
- From $720 per night (USD)
Expedia
1 Roadrunner - 4th Row (45-yard walk) to the Ocean, Private Pool & Spa
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 13
This amazing 4th-row (45-yard walk) to the beach house with an elevator is in a beautiful North Forest Beach neighborhoo ...
From $720 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful Townhouse in Hilton Head
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful off the track of the busy, yet right in the heart of Hilton Head. Paradise for golfers or beach goers. Large l ...
Click For PricingVRBO
- From $356 per night (USD)
VRBO
*March Discount! - Marriott Monarch at Sea Pines - 2-bedroom villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom 2 bathroom garden view Villa in the Camellia building. A quiet corner of the property and short walk to the be ...
From $356 per night (USD)VRBO
- From $715 per night (USD)
VRBO
STUNNING HOME, STEPS FROM PRIVATE BEACH WITH SCREENED PORCH HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your charming beach getaway in Sea Pines Resort, Hilton Head Island! This three-bedroom, three-bathroom home ...
From $715 per night (USD)VRBO
- From $158 per night (USD)
Expedia
Updated poolside villa, short walk to beach and Coligny Plaza
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Park your car and bring your bathing suit and sandles. This two bedroom two and half bath second floor poolside villa is ...
From $158 per night (USD)Expedia
- From $334 per night (USD)
VRBO
2 Bed/2 Bath Villa Centrally Located Near Coligny Beach, Rooftop Pool and Spa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Enjoy this updated beach villa featuring new appliances and furniture. There is a fully equipped kitchen with breakfast ...
From $334 per night (USD)VRBO
- From $369 per night (USD)
Expedia
Two Bedroom Oceanfront Condominium in Barrington Court!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
You'll enjoy this lovely two bedroom oceanfront condominium in Barrington Court! The kitchen is nicely kept with upda ...
From $369 per night (USD)Expedia
- From $606 per night (USD)
VRBO
Oceanfront home on quiet street with tons of space and private pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This renovated oceanfront hom ...
From $606 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Lagoon View Resort Villa - Walk to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Experience the perfect beach vacation at our cozy lagoon and saltwater marsh view villa. You can sit on the balcony with ...
From $194 per night (USD)Expedia
- From $607 per night (USD)
VRBO
40 Bradley Beach, Private Pool, Easy Walk to Beach, Free Golf
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
40 Bradley Beach is an excellent choice for families and groups looking for a well appointment and conveniently located ...
From $607 per night (USD)VRBO
- Click For Pricing
Expedia
Waterside - 2BR/2BA - Multiple Outdoor pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on Hilton Head Island, Waterside is just 2 blocks from the Beach and Atlantic Ocean and features 2 outdoor pools ...
Click For PricingExpedia
- From $611 per night (USD)
VRBO
Renovated spacious home with private pool & large furnished backyard
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Full Sweep 66 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $611 per night (USD)VRBO
- From $188 per night (USD)
Expedia
Relaxing Evian condo w/ patio, pool, tennis, pickleball, beach, golf, Dogs ok
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Evian 172 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $188 per night (USD)Expedia
- Click For Pricing
VRBO
Golf Lovers! 3 Bedroom Condo ~ Enjoy golf privileges!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the beauty of the of a stunning sunset from the dock! Relax on a private dock in the marina and experience what n ...
Click For PricingVRBO
- From $171 per night (USD)
Expedia
Dog-friendly villa w/ lagoon views & an updated interior - near beach & pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Racquet Club Villas 2327 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $171 per night (USD)Expedia
- From $899 per night (USD)
VRBO
2 Min.Walk to Beach!3 Primary Suites, new deck/private pool/Ping Pong
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 13
---Come See Why We Fell In Love With 1 Night Harbour-- * 6 Bedrooms with newly remodeled and updated ensuite bathrooms ...
From $899 per night (USD)VRBO
- From $134 per night (USD)
Expedia
Cozy upgraded condo 10 minutes from the Beach !
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
- 885 sq ft condo on the 2nd floor (top floor) - Private balcony with electrical barbecue - Tucked into an area rich wit ...
From $134 per night (USD)Expedia
- From $219 per night (USD)
VRBO
Ocean view condo w/ shared pool - steps to beach Near shopping, golf & more
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Captains Walk 448 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $219 per night (USD)VRBO
- From $1304 per night (USD)
Expedia
12 Collier Beach, Oceanfront, Pool, Great for Large Groups, Free Golf, Pickleball
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
12 Collier Beach Rd in Hilton Head is indeed a wonderful oceanfront home, perfect for a vacation getaway. With its conve ...
From $1304 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Dog Friendly | Walk to Beach | Golf Views | FREE Activities Daily | Sea Pines
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
DOG FRIENDLY | COMPLIMENTARY ACTIVITIES PROPERTY DESCRIPTION Indulge in the charm of this three-bedroom townhome, spanni ...
From $320 per night (USD)VRBO
- From $808 per night (USD)
Expedia
TROPICAL OASIS, HEATED POOL, ELEVATOR, KIDS ROOM, AIRHOCKEY, PINGPONG
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 22
Come escape to the beautiful Hilton Head Island and enjoy a stay at Sandcastles by the Sea! We are just a short 3 block ...
From $808 per night (USD)Expedia
- From $728 per night (USD)
VRBO
Bright, newly-remodeled, dog-friendly beach house w/ a private pool & hot tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Lookout 1 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $728 per night (USD)VRBO
- From $216 per night (USD)
Expedia
Updated Stylish Courtside Villa, 1 1/2 Blocks to Beach, Two Pools, Balcony, Tennis, Coligny Area
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**2023-Villa Updates: replaced king mattress Snowbirds Welcome! Call for details & special rates. Enjoy the newl ...
From $216 per night (USD)Expedia