
Hilton Head Island Rentals

- From $810 per night (USD)
VRBO
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 $810 per night (USD)VRBO
- From $860 per night (USD)
Expedia
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 $860 per night (USD)Expedia
- From $487 per night (USD)
VRBO
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 $487 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
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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 $256 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 $256 per night (USD)VRBO
- From $387 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 $387 per night (USD)Expedia
- From $175 per night (USD)
VRBO
2 Bedroom Comfort - Oceanfront Resort - SNOWBIRD - 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 $175 per night (USD)VRBO
- From $224 per night (USD)
Expedia
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 $224 per night (USD)Expedia
- From $368 per night (USD)
VRBO
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 **Roof Construction Project (Sept 2 – Nov 3, 2025 | Ti ...
From $368 per night (USD)VRBO
- From $172 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 $172 per night (USD)Expedia
- From $496 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 $496 per night (USD)VRBO
- From $347 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 $347 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
- From $190 per night (USD)
Expedia
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 $190 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $140 per night (USD)
Expedia
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)Expedia
- From $606 per night (USD)
VRBO
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, 1 Quee ...
From $606 per night (USD)VRBO
- From $315 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 $315 per night (USD)Expedia
- From $185 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 $185 per night (USD)VRBO
- From $306 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 $306 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 $570 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 $570 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 $721 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 $721 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 $355 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 $355 per night (USD)VRBO
- From $624 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 $624 per night (USD)VRBO
- From $358 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 $358 per night (USD)Expedia
- From $198 per night (USD)
VRBO
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 $198 per night (USD)VRBO
- From $300 per night (USD)
Expedia
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 $300 per night (USD)Expedia
- From $341 per night (USD)
VRBO
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 $341 per night (USD)VRBO
- From $559 per night (USD)
Expedia
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 $559 per night (USD)Expedia
- From $621 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 $621 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 $626 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 $626 per night (USD)VRBO
- From $199 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 $199 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 $185 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 $185 per night (USD)Expedia
- From $902 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 $902 per night (USD)VRBO
- From $124 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 $124 per night (USD)Expedia
- From $251 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 $251 per night (USD)VRBO
- From $1282 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 $1282 per night (USD)Expedia
- From $303 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 $303 per night (USD)VRBO
- From $727 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 $727 per night (USD)Expedia
- From $741 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 $741 per night (USD)VRBO
- From $201 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 $201 per night (USD)Expedia
- From $472 per night (USD)
VRBO
Relax & Recharge: 5 BR Beach Retreat for the Whole Crew, 7 min walk to beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
“Dune it Right" in Palmetto Dunes! Why pack more than you need! We have bikes, beach chairs, beach cart, beach towels, ...
From $472 per night (USD)VRBO
- From $302 per night (USD)
Expedia
Family-friendly villa w/ golf course view and seasonally-heated complex pool
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 16
Water Oak 15 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $302 per night (USD)Expedia
- From $244 per night (USD)
VRBO
Ocean Views + Pool Access: Hilton Head Getaway
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Escape to Hilton Head Island with this oceanfront 1-bed, 1-bath vacation rental located just steps from Coligny Beach Pa ...
From $244 per night (USD)VRBO
- From $275 per night (USD)
Expedia
Villa overlooking the lagoon with grill, pool & tennis - walk to the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Shipmaster 1902 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $275 per night (USD)Expedia
- From $345 per night (USD)
VRBO
Newly remodeled dog-friendly island sanctuary with pool, deck, & lagoon view
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Golfmaster 501 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $345 per night (USD)VRBO
- From $296 per night (USD)
Expedia
Dreamy condo on the beach w/ balcony view, shared pool, & charming decor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hampton Place 6407 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $296 per night (USD)Expedia
- From $600 per night (USD)
VRBO
Unbeatable views from private pool with pool spa - near shopping & beaches
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Wren Drive 18 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $600 per night (USD)VRBO
- From $1052 per night (USD)
Expedia
18 Haul Away ~ Beautiful Six Bedroom Near Ocean Palmetto Dunes Home with Pool
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 17
18 Haul Away is a gorgeous home in Palmetto Dunes that has views of the lagoon from the back of the home and the golf co ...
From $1052 per night (USD)Expedia
- From $733 per night (USD)
VRBO
HEATED POOL , SUNNY PATIO, PING PONG, FOOSBALL, SHORT WALK TO BEACH
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 24
SNOWBIRD FRIENDLY Come escape to the beautiful Hilton Head Island and enjoy a stay at Sandcastles by the Sea! We are jus ...
From $733 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Island getaway by the ocean w/ balcony view & shared pool - beach access
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Windsor Court North 4504 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $221 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Island condo w/ beach access and balcony view - close to golf
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Villamare 2319 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $245 per night (USD)VRBO
- From $174 per night (USD)
Expedia
Remodeled Villa with Breathtaking Oceanfront Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Newly Remodeled Seaside Villa 224 - Spectacular Oceanfront Views and Modern Comfort Experience the ultimate beach getaw ...
From $174 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Ground level condo with pool, golf & Sea Pines Beach Club access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Plantation Club 464 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $198 per night (USD)VRBO
- From $1044 per night (USD)
Expedia
3 Burns Court - Short Stays Available ALL Summer - Short Walk to the Sand!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
This beautifully appointed 5-bedroom, 4.5-bathroom home comfortably accommodates up to ten guests and offers the ideal b ...
From $1044 per night (USD)Expedia
- From $1880 per night (USD)
VRBO
Charming oceanfront home with brand new renovations and private pool & spa
- Bedrooms:
- 8
- Bathrooms:
- 8
- Sleeps:
- 20
Welcome to The Sandbox! Newly renovated and outlined with elegance in every detail, this 3-story oceanfront home is trul ...
From $1880 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Lovely 2 bedroom, 2.5 bath condo, close to pool and beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Wendover Dunes villas are located in the Leamington area in the southern most part of Palmetto Dunes Resort. Each build ...
From $380 per night (USD)Expedia
- From $172 per night (USD)
VRBO
Stunning views of the Ocean and Heated Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This one bedroom villa has a full kitchen, combined living room dining room area and separate bedroom with a queen sized ...
From $172 per night (USD)VRBO
- From $353 per night (USD)
Expedia
6104 Hampton Place ~ Private Balcony Overlooking Pool and Ocean! Steps to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
One Bedroom Coastal Chic Villa | Just Steps from the Beach **WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED ...
From $353 per night (USD)Expedia
- From $360 per night (USD)
VRBO
Beautiful Pet-Friendly House in Sea Pines with Community Pool, Amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Greenwood Getaway- Vacation Rentals by Five Star Properties Favorite Features - Community Pool - Community Tennis Court ...
From $360 per night (USD)VRBO
- From $380 per night (USD)
Expedia
Ranch-style home with private pool with spa & golf course view - dog-friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Tupelo Road 28 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $380 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Harbour Town hideaway w/scenic balcony/water views - steps from the lighthouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Schooner Court 705 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $193 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Lagoon and Golf Course Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This Hilton Head Island rental overlooks both the lagoon and golf course fairways, with wonderful views. Welcome to this ...
From $214 per night (USD)Expedia
- From $796 per night (USD)
VRBO
17 Green Heron - 3rd Row (93 yard walk) to the Ocean and a Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
This 4-bed, 4-bath seaside retreat is nestled in the beautiful pines and palms of Sea Pines Plantation. The double islan ...
From $796 per night (USD)VRBO
- From $426 per night (USD)
Expedia
Two Bedroom Coastal Getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy the morning sunrise or take in the view of the pool and beautiful landscaped gardens from your private balcony. ...
From $426 per night (USD)Expedia
- From $516 per night (USD)
VRBO
3 Bedroom Ranch Style Home located on 13th hole of Robert Trent Jones Course!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Welcome to Golfer’s Paradise! 5 Lookout is a beautiful 3 bedroom/ 3 bath ranch style home located on the 13th fairway of ...
From $516 per night (USD)VRBO
- From $318 per night (USD)
Expedia
Easy Access Home in Sea Pines Resort Bike to the Beach & Shopping
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Deer Run Lane 48 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $318 per night (USD)Expedia
- From $845 per night (USD)
VRBO
Modern home on 7th fairway with private pool & porch - near shopping & beaches
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Yard Arm 2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $845 per night (USD)VRBO
- From $246 per night (USD)
Expedia
Welcome to Eleventh Heaven!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This charming two-bedroom, two-bath villa in Hilton Head Island features amazing views of the Eleventh Hole on the Georg ...
From $246 per night (USD)Expedia
- From $480 per night (USD)
VRBO
Family-Friendly Home w/Private Pool, Screened Porch, Free WiFi, Gas Grill, & W/D
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Gloucester 36 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $480 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Newly-renovated condo w/ lagoon views, shared pool, & tennis courts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Evian 232 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $268 per night (USD)Expedia
- From $151 per night (USD)
VRBO
Unique condo w/ bay view, balcony & spiral staircase - great location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Harbourside 7123 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $151 per night (USD)VRBO
- From $574 per night (USD)
Expedia
Spacious Home with Gourmet Kitchen, Private Pool, & WiFi - Steps from the Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Sea Oak Lane 5 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $574 per night (USD)Expedia
- Click For Pricing
VRBO
Stylish Home w/ Private Deck, Shared Pool, and access to Dining and Shopping
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Queens Grant 621 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
Click For PricingVRBO
- From $258 per night (USD)
Expedia
10 Night Heron - 1 Bedroom Villa with Sunny on site Pool. Easy Walk to Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
**Night Heron Villa 10** The Night Heron Villas are ideal for a couple or a small family looking for a quiet, seclud ...
From $258 per night (USD)Expedia
- From $920 per night (USD)
VRBO
Spacious Condo with WiFi, Wet Bar, & Water Views - Walk to South Beach Marina
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Sound Villas 1458 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $920 per night (USD)VRBO
- From $358 per night (USD)
Expedia
Fabulous ocean view from every room in this top floor villa in Palmetto Dunes
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED 9/15-4/10/26 AND IS SUBJECT TO CHANGE. SCAFFOLDING WILL BE U ...
From $358 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Harbour Town villa with courtyard view & pool - close to shops & restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stoney Creek 299 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $169 per night (USD)VRBO
- From $133 per night (USD)
VRBO
Walk to Folly Field Beach: Condo in Hilton Head!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Capture the essence of the South Carolina coast at this Hilton Head Island condo! This 1-bedroom, 1-bath vacation rental ...
From $133 per night (USD)VRBO
- From $210 per night (USD)
VRBO
Coastal condo on the beach w/ panoramic views, beach access & a shared pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Hampton Place 5501 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $210 per night (USD)VRBO
- From $344 per night (USD)
Expedia
Spacious Home - four rows from the ocean with private deck
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Laughing Gull 4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $344 per night (USD)Expedia
- From $321 per night (USD)
VRBO
Recently Built House! Pets Stay Free! Close to Amenities
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
You'll feel right at home in our new house. The front door opens up to an open concept layout that includes the well sto ...
From $321 per night (USD)VRBO
- From $466 per night (USD)
Expedia
Oceanfront condo with pools, hot tubs, WiFi, washer/dryer, & central A/C
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Seacrest 1101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $466 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Saint Andrews Common 1657 | Pet Friendly, Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hilton Head Island will undergo beach renourishment from September 2025 through May 2026 to help preserve the shoreline. ...
From $248 per night (USD)VRBO
- From $1058 per night (USD)
Expedia
20 Horvaths, Oceanfront, Pets OK, Great Location, Free Golf, Pickleball
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
20 Horvath, Hilton Head Island is a renovated oceanfront retreat, nestled in the desirable Burkes Beach Area, offers bre ...
From $1058 per night (USD)Expedia
- From $494 per night (USD)
VRBO
150 Jacana (Formerly 10 Jacana) Steps to the Beach, Pet Friendly
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
150 Jacana (Formerly 10 Jacana) A short, convenient 3 minute walk to the best beach on the island, this great beachside ...
From $494 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Ocean front condo with amazing ocean views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Ocean front condo with amazing view of the ocean and beach from balcony. You are just steps to the beach. In addition, y ...
From $269 per night (USD)Expedia
- From $237 per night (USD)
VRBO
7304 Treetops: South Forest Beach Villa. Free Bikes, Near Beach, Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
• Nicely updated 3 Bedroom Villa • Tennis, Pool, Internet • 4 Free Adult Bicycles from South Beach Cycles provided. • Lo ...
From $237 per night (USD)VRBO
- From $1724 per night (USD)
Expedia
Direct OCEANFRONT Updated Six Bedroom Sea Pines Home w/ Private Pool & Spa!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 19
Welcome to 24 Sandhill Crane – a stunning oceanfront six bedroom, six and half bathroom home that can host a group of up ...
From $1724 per night (USD)Expedia
- From $220 per night (USD)
VRBO
Surf Court Unit #1-Remodeled villa across the street from the ocean
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Villa located across the street from the ocean with remodeled kitchen including all new kitchen appliances and cabinets, ...
From $220 per night (USD)VRBO
- From $711 per night (USD)
Expedia
Heated Pool with Swim up Bar Short bike to beach Sea Pines Location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
☀️ Welcome to Your "Salty" Slice of Paradise in Sea Pines! 🌴 Step into island luxury at this beautifully updated 4-bedr ...
From $711 per night (USD)Expedia
- From $771 per night (USD)
VRBO
LUXURY POOL HOME W/ LAGOON VIEWS! STEPS TO BEACH, BIKE TRAILS, GOLF HILTON HEAD
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy the comfort and convenience of Palmetto Dunes Resort when you book a stay for two or ten at 101 Mooring Buoy. Thi ...
From $771 per night (USD)VRBO
- From $144 per night (USD)
Expedia
Updated Condo W/ Fast WiFi, Shared Pool, Balcony & Central AC - Walk to Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Sea Side Villas II 149 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $144 per night (USD)Expedia