
Hilton Head Island Rentals

- From $273 per night (USD)
VRBO
July\/August\/Sept still avail!! 2-bed villa in Hilton Head Island walk to beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this delightful villa in picturesque Hilton Head Island. With WiFi and AC included, guests can relax in the c ...
From $273 per night (USD)VRBO
- From $746 per night (USD)
Expedia
Ocean side-- Mariott's Barony Beach Club--Chairmans Club Resort Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to this awesome resort in picturesque Hilton Head Island. This 2-bedroom retreat offers a king bed and a queen be ...
From $746 per night (USD)Expedia
- From $318 per night (USD)
VRBO
Beautifully Updated Villa: Steps to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Your Perfect Getaway at Seascape Villas! Professionally managed by Vacation Time of Hilton Head, our villas ...
From $318 per night (USD)VRBO
- From $798 per night (USD)
Expedia
Ocean side--Mariott's Grande Ocean--Chairmans Club Resort Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Consider this condo your home away from home while you visit Hilton Head Island. This nice property features 2 bedrooms ...
From $798 per night (USD)Expedia
- From $435 per night (USD)
VRBO
22 Windjammer Court - Spring Specials - 3 bedroom Townhome near Harbour Town!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
**Lighthouse Lane Infrastructure Improvement Project [May 2025 - June 2025]** • Due to the significant infrastructure c ...
From $435 per night (USD)VRBO
- From $469 per night (USD)
Expedia
Sunset Rentals | Queens Grant 731
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
New to the Hilton Head vacation rental market in the fall of 2024, 731 Queens Grant is a fully renovated and newly furni ...
From $469 per night (USD)Expedia
- From $479 per night (USD)
VRBO
Renovated pet-friendly villa steps from pool and tennis courts
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Sleeps 7 | 2 Bedrooms | 2 Bathrooms Pet-friendly! (Dogs only) | Steps from community pool & tennis/pickleball courts 4-m ...
From $479 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Wonderful Townhome with pool, tennis and quick walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Ocean Gate Villas #5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $285 per night (USD)Expedia
- From $189 per night (USD)
VRBO
Cozy condo with balcony & pool- close to beach, short walk to Coligny Plaza
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sea Side Villas I 212 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $189 per night (USD)VRBO
- From $517 per night (USD)
Expedia
255 Turnberry Village - 2 Bedroom Condo with Loft, Dog Friendly, on Fazio Course
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Green Turtle, your ideal retreat in the Palmetto Dunes Resort on Hilton Head Island! This charming, tow ...
From $517 per night (USD)Expedia
- From $1003 per night (USD)
VRBO
41 Turtle Lane Club - Sea Pines Townhome, Walk to the Beach!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Turtle Lane Club in Sea Pines | Oceanfront Complex Near the Sea Pines Beach Club *3 Bedrooms | 4 Bathrooms *Sleeps 10 * ...
From $1003 per night (USD)VRBO
- From $342 per night (USD)
Expedia
Gorgeous 1bd, 1bth Oceanview Villa in the Hilton Head Beach and Tennis Resort!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 31
The space First floor, end unit Villa that is only a 60 second walk to the beach and beachfront pool. The Villa is espec ...
From $342 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Tennis Villa F20 - Close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy your family Vacation in this top floor roomy 2-bedroom 2 bath Villa overlooking the tennis courts at Hilton Head B ...
From $242 per night (USD)VRBO
- From $792 per night (USD)
Expedia
Two Unit Duplex-2m Beach Walk
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Unique rental opportunity for 1 big or two small families. Rent the upper and lower unit at a discount. The property fea ...
From $792 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Forest Beach Villa – 2 BDR for 6
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: This fully renovated and gorgeously appointed 2 bedroom, 3 bath villa is located in the highly sought after Sou ...
From $345 per night (USD)VRBO
- Click For Pricing
Expedia
Seaside Bliss Retreat – Coastal Condo for 6
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Nestled within the secluded Spa on Port Royal Sound resort community, Seaside Bliss Escape offers a tranquil re ...
Click For PricingExpedia
- Click For Pricing
VRBO
Vitamin Sea Retreat – A Dream! Highly Walkable!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: As you arrive at and drive through the winding roads of Hilton Head, you'll be greeted by a picturesque landsca ...
Click For PricingVRBO
- From $261 per night (USD)
Expedia
BEAUTIFUL UPDATED VILLA WTH LAGOON VIEWS, STEPS TO BEACH, HILTON HEAD
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ready for your next vacation? Picture yourself lounging at this newly renovated Hilton Head condo, where the hardest dec ...
From $261 per night (USD)Expedia
- From $1119 per night (USD)
VRBO
Hilton Head Island Beach House in Sea Pines Resort
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 7
Escape to paradise at 1 Pyxie Lane in Sea Pines Resort! This charming home boasts sleeping accommodations for 7 guests a ...
From $1119 per night (USD)VRBO
- From $481 per night (USD)
Expedia
Sunset Rentals | Continental Club 1
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy luxury accomodations while being just steps from the beach at 1 Continental Club! This fully renovated 3 bedroom, ...
From $481 per night (USD)Expedia
- From $610 per night (USD)
VRBO
2B\/2B villa Marriott Surfwatch oceanfront resort - RBC Classic & Spring Break
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This stunning 2-bedroom villa in Marriott’s oceanfront resort Surfwatch is perfect for your escape. **Marriott has chang ...
From $610 per night (USD)VRBO
- From $413 per night (USD)
Expedia
Charming Lagoon-View Townhouse Only A Few Steps from the Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This charming two-bedroom, tw ...
From $413 per night (USD)Expedia
- From $633 per night (USD)
VRBO
Beautiful villa w\/ nature views & screened porch only minutes from the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 8110 Wendover Dunes is a stun ...
From $633 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Lagoon Views | Private Deck | Pet Friendly | NH57
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
57 Night Heron 3BDS, 2BTHS Pet friendly, secluded family home Newly renovated interior with comfortable furnishings Peac ...
From $500 per night (USD)Expedia
- From $597 per night (USD)
VRBO
Walk to Beach: Unique Sea Pines Getaway!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 4
Pet Friendly w/ Fee | Deck w/ Lake Views | Private Bike & Pedestrian Gate | Walk to Pool, Tennis & Pickleball Get the m ...
From $597 per night (USD)VRBO
- From $358 per night (USD)
Expedia
Cozy island getaway for your home away from home!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to the Water Oak villas, located in beautiful Palmetto Dunes of Hilton Head Island, SC, on the Robert Trent Jone ...
From $358 per night (USD)Expedia
- From $359 per night (USD)
VRBO
1 Mi to Beach: Townhome w\/ Porch in Hilton Head!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Coastal Chic | BBQ Ready | Community Pool | Natural Surroundings Perched on the 4th hole at Shipyard Golf Club, this st ...
From $359 per night (USD)VRBO
- From $285 per night (USD)
Expedia
Coastal Confessions: Relaxed 2BR Villa at The Spa, Hilton Head – Pools, Beach, & More!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Coastal Confessions! You are moments away from your island getaway! Welcome to Coastal Confessions, your se ...
From $285 per night (USD)Expedia
- From $3335 per night (USD)
VRBO
11 East Wind ~ Ocean Front Stunner!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
11 East Wind | Direct Oceanfront Home *4 Bedrooms | 4.5 Bathrooms *Sleeps 12 *3 Kings, 2 Queens, Queen Murphy Bed *6 TV ...
From $3335 per night (USD)VRBO
- From $275 per night (USD)
Expedia
This condominium is a 2 bedroom(s), 2 bathrooms, located in Hilton Head Island, SC.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the Beachwalker at the Spa on Port Royal Sound, your coastal getaway on the scenic and natural north end of H ...
From $275 per night (USD)Expedia
- From $296 per night (USD)
VRBO
The Islander- Luxurious property 2 Bedroom, 2 Bath with Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This is a private 2 bedroom, 2 bathroom condominium tucked behind the gates of a private community with a security guard ...
From $296 per night (USD)VRBO
- From $173 per night (USD)
VRBO
Cozy beachfront Hilton Head condo
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Your beachfront villa on Hilton Head Island offers stunning ocean views and is steps from the beach. Enjoy modern amenit ...
From $173 per night (USD)VRBO
- From $587 per night (USD)
VRBO
1894 Beachside Tennis - Gorgeous Beachfront Villa w\/ Pool On-Site
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous 3rd floor Beachside Tennis villa with dramatic views of Calibogue Sound! 1894 Beachside Tennis is a 2 bedroom, ...
From $587 per night (USD)VRBO
- From $471 per night (USD)
Expedia
SEA PINES | LAGOON VIEW | DOG FRIENDLY
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
SEA PINES | LAGOON VIEW | COMPLEMENTARY ACTIVITIES PROPERTY DESCRIPTION Welcome to 2448 Inland Harbour, a beautifully u ...
From $471 per night (USD)Expedia
- From $312 per night (USD)
VRBO
On the beach and the warm weather is here! 2 pools, 4 min walk to the beach. 😎☀️
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Admiral's Row 340 at Hilton Head Beach and Tennis Resort! Our oceanview villa features 2 bedrooms and 2 bathr ...
From $312 per night (USD)VRBO
- From $370 per night (USD)
Expedia
Three bedroom Shipyard villa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The views from this lovely three-bedroom three bath, second floor condo are the first thing you will notice when you wal ...
From $370 per night (USD)Expedia
- From $807 per night (USD)
VRBO
208 Barrington Arms | OCEAN FRONT | Palmetto Dunes | FREE Activities | Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
OCEAN FRONT | PALMETTO DUNES | COMPLEMENTARY ACTIVITIES PROPERTY DESCRIPTION Welcome to 208 Barrington Arms in Palmett ...
From $807 per night (USD)VRBO
- From $368 per night (USD)
Expedia
Sea Pines-Gorgeous 2 Bd in Cutter, Free Pool, Bikes, Gym, Heart of Harbour Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a delightful villa that is both a golf lover's and family friendly dream. This tastefully and completely renov ...
From $368 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Condo in South Beach steps to Sea Pines Forest Preserve
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hilton Head Island's South Beach is home to this inviting condo that showcases the charm of coastal living. Just a short ...
From $243 per night (USD)VRBO
- From $475 per night (USD)
Expedia
Beach | Complex Pool | Palmetto Dunes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Queens Grant 649 Located in Family Friendly Palmetto Dunes Resort Cozy villa perfect for a relaxing getaway Spacious bed ...
From $475 per night (USD)Expedia
- From $1344 per night (USD)
VRBO
1 Mi to Beach: Family-Friendly Hilton Head Retreat
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Elevator | Game Room | EV Charger | Furnished Outdoor Space | Private Pool (Depth 4') Make lasting memories with your l ...
From $1344 per night (USD)VRBO
- From $341 per night (USD)
Expedia
1st-floor snowbird friendly condo near beach w\/ pool, tennis, and pickleball
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
HH Beach & Tennis 144AR Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $341 per night (USD)Expedia
- From $354 per night (USD)
VRBO
Splendid condo with tennis court, washer\/dryer, pool, full kitchen, & patio
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Greens 153 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $354 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Inside The Shipyard gated community near Coligny Beach, Sleeps 6: 2BR\/2BA, Bikes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Carolina Club is a tranquil getaway surrounded by lush azaleas and magnolias. Backing onto the Shipyard’s Galleon Golf C ...
From $330 per night (USD)Expedia
- From $550 per night (USD)
VRBO
Pet friendly villa 4 minutes to beach and golf course!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Sleeps 7 | 3 Bedrooms | 3.5 Bathrooms Pet Friendly! (Dogs Only) | Private patio with outdoor seating Community pool | Se ...
From $550 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Hilton Head Hangout – 2 BDR Resort Condo by Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: Hilton Head Island is as known for its stunning beaches, world-class golf courses, and lush flora as it is for ...
From $230 per night (USD)Expedia
- From $1161 per night (USD)
VRBO
Spectacular home located on the Robert Trent Jones Golf Course
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
HILTON HEAD ISLAND RENTAL. This spectacular Hilton Head Island home is located on the Robert Trent Jones Golf Course in ...
From $1161 per night (USD)VRBO
- From $297 per night (USD)
Expedia
Renovated Springwood Villa, South Forest Beach, Community Pool, Close to Coligny Beach & Park
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Springwood Villa #114 - Your Perfect Hilton Head Getaway Escape to this charming 2-bedroom, 2.5-bath villa nestled in t ...
From $297 per night (USD)Expedia
- From $664 per night (USD)
VRBO
2-bedroom resort in superb Hilton Head Island with AC, fitness room, WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Consider this resort your home away from home while you visit Hilton Head Island. With 2 welcoming bedrooms and 2 fabulo ...
From $664 per night (USD)VRBO
- From $414 per night (USD)
Expedia
Quiet Carolina Club Townhouse overlooking the golf course in Shipyard Plantation
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
The Carolina Club by Spinnaker is located within the tranquil community of Shipyard Plantation, amid blooming azaleas an ...
From $414 per night (USD)Expedia
- From $375 per night (USD)
VRBO
3-bdrm New Remodel Golf Course Shipyard Plantation, Hilton Head Island, Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly Remodeled Upscale Golf Course House! 3 Bedrooms + Sunroom, 2 Baths, (Sleeps 6-8). Enjoy Shipyard's Sand Dollar Cot ...
From $375 per night (USD)VRBO
- From $466 per night (USD)
Expedia
Peaceful villa with large deck and lagoon views, close to Harbour Town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Calibogue Club 2617 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $466 per night (USD)Expedia
- From $452 per night (USD)
VRBO
Experience luxury at 619 Queens Grant, a 2-bedroom villa great for families and pets.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sleeps 8 | 2 Bedrooms | 2 Bathrooms Beach Towels Included | Pet Friendly (Dogs Only!) Community Pool | Community Tennis ...
From $452 per night (USD)VRBO
- From $488 per night (USD)
Expedia
47 Ocean Club @ Forest Beach | Walk to Coligny | Pool & Patio | Seconds to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to 47 Ocean Club Villas by HOST & HOME—a tranquil oceanfront escape in South Forest Beach. This ground-floor con ...
From $488 per night (USD)Expedia
- From $647 per night (USD)
VRBO
NEW LISTING: Newly Renovated 2024 - 4 Bedroom Palmetto Dunes Near Ocean Villa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to 121 Abbington Villa – located a very short walk away from the beautiful beaches of Palmetto Dunes! This four ...
From $647 per night (USD)VRBO
- From $310 per night (USD)
Expedia
Walk to Folly Field Beach: Condo w\/ 2 Pools!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Furnished Balcony | Community Tennis Courts | Restaurants & Bars On-Site Located mere steps from the pristine beaches o ...
From $310 per night (USD)Expedia
- From $358 per night (USD)
VRBO
Charming 3-bedroom cottage in lovely Hilton Head Island with WiFi, fitness room
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Your cozy getaway awaits in Hilton Head Island at this lovely cottage. With 3 bedrooms including 2 king beds and 1 twin ...
From $358 per night (USD)VRBO
- From $461 per night (USD)
Expedia
Oceanside Villa! Heated Pool, Hot Tub and Fitness Center
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to your dream coastal getaway at this charming second-floor condo in Hilton Head. Enjoy a wealth of top-notch ame ...
From $461 per night (USD)Expedia
- From $461 per night (USD)
VRBO
ACROSS FROM BEACH | FREE GOLF | CLOSE TO COLIGNY | DOG FRIENDLY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
ACROSS FROM BEACH | FREE GOLF | CLOSE TO COLIGNY | DOG FRIENDLY PROPERTY DESCRIPTION Dog-Friendly Townhouse in South Fo ...
From $461 per night (USD)VRBO
- From $700 per night (USD)
Expedia
UPDATED HOME WITH NEAR BEACH GOLF AND DINING HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Discover your tranquil island retreat at 45 Oak Court, a charming and beautifully updated home in the heart of Sea Pines ...
From $700 per night (USD)Expedia
- From $646 per night (USD)
VRBO
First Floor Stunner!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to this beautifully updated 2 bedroom, 2 bathroom vacation rental on Hilton Head Island, where comfort, style, an ...
From $646 per night (USD)VRBO
- From $413 per night (USD)
Expedia
4205 Island Club - Folly Field - 2 Bed 2 Bath Sleeps 5 - Hilton Head Rentals
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 Bedroom, 2 Bath Ocean Villa is situated on the 2nd floor of the Neptune Building within the Oceanfront Island Clu ...
From $413 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Sunset Rentals | Treetops 7302 | Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
7302 Treetops is new to the vacation rental market for 2025! This beautifully renovated, newly furnished 2 bedroom, 2 ba ...
From $335 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Beach & Pool Access: Tranquil Hilton Head Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Tennis Court Access | Furnished Balcony | 5 Mi to Shelter Cove Get the most out of your next coastal Carolina retreat w ...
From $351 per night (USD)Expedia
- From $514 per night (USD)
VRBO
Ocean Course - PET FRIENDLY! Weekly & Monthly Rates January - March 2025!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
This beautifully updated and furnished villa with lagoon and golf views offers island vacationing at its best! Hardwood ...
From $514 per night (USD)VRBO
- From $806 per night (USD)
Expedia
1303 Villamare - Ocean Front 3rd Floor Villa in Palmetto Dunes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Villamare Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 8 *1 King, 2 Queens, Queen S ...
From $806 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Condo w\/ Pool 2BR Close to beach Free WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Fully renovated 2nd-floor condo in Hilton Head Island (HHI) -Less than a mile to the beach, Coligny Beach Park, and Harb ...
From $283 per night (USD)VRBO
- From $313 per night (USD)
Expedia
A145 Villa @ Hilton Head Beach & Tennis Resort | Oceanfront | Amenities Galore!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to paradise at Hilton Head Beach & Tennis Resort, A145 Villa by HOST & HOME! This cozy condo offers all the comf ...
From $313 per night (USD)Expedia
- From $461 per night (USD)
VRBO
Modern Pet Friendly Beach House in Palmetto Dunes
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Your search for the perfect vacation home on Hilton Head Island has ended! Welcome to 48 Full Sweep, located mid Island ...
From $461 per night (USD)VRBO
- From $501 per night (USD)
Expedia
Resort View - Admiral’s Row 126 is brought to you by OSRP
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
his beautiful fully renovated two-bedroom, two-bathroom villa is located on the first floor in Admiral's Row B building. ...
From $501 per night (USD)Expedia
- From $637 per night (USD)
VRBO
315 Barrington Court is a beautifully appointed villa with ocean views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Discover the beauty of Hilton Head Island with breathtaking ocean and beach views from the private balcony of one of our ...
From $637 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Beachfront Condo! Weekly & Nightly Rates Until March 31st!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy Beachside overlooks the ocean at the premier Hilton Head Beach and Tennis gated community. This condo is convenient ...
From $230 per night (USD)Expedia
- From $243 per night (USD)
VRBO
Luxury Villa in Ocean Palms includes Westin Hotel amenities, golf and pickleball
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Ocean Palms Resort Villa is a 2 bed/2 bath 2nd floor end unit and is a within a short walk to the beach or 2 Minute ...
From $243 per night (USD)VRBO
- From $781 per night (USD)
Expedia
Near Golf Course: Hilton Head Home w\/ Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Gated Community | Beach Parking Pass | Private Pool | Furnished Patio w/ Gas Grill Ease into vacation mode and the coas ...
From $781 per night (USD)Expedia
- From $435 per night (USD)
VRBO
Resort View - Ocean Villas C313 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This cozy condo is located on the third floor of Ocean Villas C building. There is a queen bed in the master bedroom, a ...
From $435 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Just steps from the beach! Weekly & Monthly Rates from January to March 2025!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Come join us at this comfortable beach retreat condo located at Hilton Head Beach & Tennis Resort. This is the perfect p ...
From $231 per night (USD)Expedia
- From $253 per night (USD)
VRBO
Luxury Lagoon Condo - Weekly & Nightly Rates Until March 31st!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to paradise in Carolina Breeze. This newly remodeled 2-bedroom/2-bath rental is located mid-island in the prestig ...
From $253 per night (USD)VRBO
- From $541 per night (USD)
Expedia
Spacious 3-bedroom townhouse retreat in Hilton Head Island, perfect for families and friends
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Sleeps 6 |3 Bedrooms | 3 Bathrooms Golf Course and Lagoon View | Community pool | Beach Towels Included Save even more ...
From $541 per night (USD)Expedia
- From $848 per night (USD)
VRBO
Oceanfront 4-bedroom house in phenomenal Hilton Head Island
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to this fabulous house in Hilton Head Island. This charming property boasts panoramic views, built in pool, beac ...
From $848 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Courtside Villas - Overlooking Pool, Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Summary: From world-class amenities to a lush tropical landscape, Hilton Head is known as a haven for relaxation, advent ...
From $325 per night (USD)Expedia
- From $728 per night (USD)
VRBO
1454 Sound Villas - Luxury Townhome on Calibogue Sound with Beachfront Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Sea Pines Soundfront! 1454 Sound Villa is a luxury townhome with direct access to beach and scenic views of Calibogue S ...
From $728 per night (USD)VRBO
- From $781 per night (USD)
Expedia
New on VRBO-updates throughout, New Guest discount, 4 bikes, close to everything
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
"Palm Breeze" is your home away from home! In 2025, the home has a new owner, and new property management team - Sea P ...
From $781 per night (USD)Expedia
- From $292 per night (USD)
VRBO
2BR\/2BA-Ground Floor-Coligny-Celebration Park-Beaches -Sea Pines Back Entrance
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
A dreamer's paradise: this hidden, Hilton Head Island jewel is just steps away from the beach, Celebration Park, Coligny ...
From $292 per night (USD)VRBO
- From $1307 per night (USD)
Expedia
25 Sandcastle @ Folly Field Beach | Pool & Games | Lagoon Views | Pet-Friendly | Sleeps 22
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 22
Welcome to 25 Sandcastle Court by Host & Home! Located in Hilton Head's Sandcastles By the Sea community, this 3,500 sqf ...
From $1307 per night (USD)Expedia
- From $504 per night (USD)
VRBO
265 Turnberry @ Palmetto Dunes | Golf View Escape | Walk to Beach | Pool, Golf & Tennis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Welcome to 265 Turnberry Villa by Host & Home —your ideal getaway in the heart of Palmetto Dunes. This beautifully appoi ...
From $504 per night (USD)VRBO
- From $530 per night (USD)
Expedia
Wonderfully Updated Two Bedroom Condominium!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Many updates throughout this beautiful two bedroom and two bathroom condominium make it a go-to choice for your next fam ...
From $530 per night (USD)Expedia
- From $639 per night (USD)
VRBO
459 Captains Walk ~ Ocean Front Villa with Direct Walkout Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Captain's Walk Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 7 *1 King, 1 Queen, 1 T ...
From $639 per night (USD)VRBO
- From $416 per night (USD)
Expedia
Sea Pines\/Harbour Town\/Hilton Head\nUpdated 2-bedroom villa with Bikes!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Consider this beautiful newly renovated villa that sleeps 4-6 guest your home away from home while you visit Hilton Head ...
From $416 per night (USD)Expedia
- From $733 per night (USD)
VRBO
Renovated Beach Home w\/ Private Pool, Short Walk to Beach
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome to "Pelican's Nest" in N. Forest Beach! This beautiful ranch-style home (no stairs!) features an open and update ...
From $733 per night (USD)VRBO
- Click For Pricing
Expedia
Cozy 3 BR, 3 Bath condo with golf, tennis and Westin Resort amenities included.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Consider this 2 floor condo your home away from home while you visit Hilton Head Island. With 3 bedrooms - BR 1 and BR 2 ...
Click For PricingExpedia
- From $1035 per night (USD)
VRBO
Coastal 4 BDR for 8, Walk to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Whether you’re traveling with toddlers, teens, or grandparents, the coastal oasis of Hilton Head Island has som ...
From $1035 per night (USD)VRBO
- From $519 per night (USD)
Expedia
Escape to 4 Indigo Lane, a beautiful 3 bedroom home in Sea Pines
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sleeps 8 | 3 Bedrooms | 2 Bathrooms Spacious patio | Beach towels provided Save even more when you book 4 Indigo Lane a ...
From $519 per night (USD)Expedia
- From $1928 per night (USD)
VRBO
Large Second Row Home in the Heart of Palmetto Dunes on Hilton Head Island!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 14
You'll be glad you chose this spacious and beautiful second-row home in Hilton Head Island's prestigious Palmetto Dunes ...
From $1928 per night (USD)VRBO
- From $282 per night (USD)
Expedia
7477 Anchorage: 2 Bed, 2 Bath, Steps to Marina, Free Bikes, Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
• 4 Free Adult Bicycles • 4 Free Beach Chairs • 2 Bedrooms • 2 Bathrooms • 1 King Bed, 1 Queen Bed, 1 Queen Sleeper Sofa ...
From $282 per night (USD)Expedia
- From $394 per night (USD)
VRBO
Ocean Front Condo w\/ Private Water Front Balcony
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Never let the ocean views out of sight or from the comfort of your sun lit living room or your private waterfront balcon ...
From $394 per night (USD)VRBO
- From $575 per night (USD)
Expedia
Luxury Home in Desirable Sea Pines! Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Palm Paradise is nestled on a serene cul-de-sac in Lawton Woods, a charming neighborhood within Sea Pines on Hi ...
From $575 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Resort Condo for 6 w\/Tons of Amenities, Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Known for its world-class golf courses, miles of scenic bike trails, and luxurious resorts, Hilton Head offers ...
From $269 per night (USD)VRBO
- From $811 per night (USD)
Expedia
73 Sandcastle Court, Pool, Elevator, Walk to the Beach, New Build
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
***NEW TO VRBO - NEW CONSTRUCTION!! *** Discover the perfect getaway in this stunning 6-bedroom, 5-bathroom custom home ...
From $811 per night (USD)Expedia
- From $447 per night (USD)
VRBO
BEAUTIFUL 3BR TOWNHOME WITH POOL, TENNIS, & WALK TO BEACH ON HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to 7009 Ocean Breeze, your family’s next favorite vacation retreat on Hilton Head Island. This beautifully renov ...
From $447 per night (USD)VRBO
- From $449 per night (USD)
Expedia
Golfer's Dream or a 4th of July Family Celebration: June 29-July 6, 2025
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Hilton Head ISLAND LINKS VILLA: Celebrate the Fourth of July! Sleeps 8: 3BR 2BA, 1K, 3Q, Q sofa bed; Full Kitchen; Washe ...
From $449 per night (USD)Expedia