
Hilton Head Island Rentals

- From $231 per night (USD)
VRBO
Seas the Day - all-suite getaway with pools, tennis, steps to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fiddlers Cove 21H Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $231 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Newly Renovated Villa at The Spa on Port Royal Sound - Private Quiet Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spa on Port Royal Sound 3121 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $267 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Beautiful 2 bd condo in Tropical Oasis-Steps to beach/Coligny & Celebration Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to Forest Gardens on HH Island, a truly beautiful vacation paradise tucked away along the South Carolina Coast l ...
From $192 per night (USD)VRBO
- From $258 per night (USD)
Expedia
2BR Resort condo with free rounds of Golf & Tennis , beach access pool view
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wonderful Condo in Shipyard plantation with 4 rounds of Golf each day at one of three courses and 1 hour of tennis at th ...
From $258 per night (USD)Expedia
- From $167 per night (USD)
VRBO
Oceanside Seascape Villa with lagoon views & 2 pools - easy walk to beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seascape Villas 3043 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $167 per night (USD)VRBO
- From $318 per night (USD)
Expedia
Shipyard Plantation Villa at The Greens - Tennis, Golf, Pools & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Greens 170 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $318 per night (USD)Expedia
- From $628 per night (USD)
VRBO
Sandcastle by the Sea - brand-new, private pool, elevator & 3 blocks to beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 18
Sandcastle 97 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $628 per night (USD)VRBO
- From $151 per night (USD)
Expedia
Ocean-View Condo | Tennis, 3 Pools, Beach Shuttle | Near Golf & Dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Resort 1403 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $151 per night (USD)Expedia
- From $464 per night (USD)
VRBO
Walk to the beach Top-floor penthouse with 4 balconies & pool
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
Village House 403 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $464 per night (USD)VRBO
- From $195 per night (USD)
Expedia
Ocean-View Condo at The Spa on Port Royal Sound Pools & Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spa on Port Royal Sound 1218 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $195 per night (USD)Expedia
- From $146 per night (USD)
VRBO
Villa with saltwater pool, golf, firepit, hot tub, & private beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Windward Village 109 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $146 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Palmetto Dunes Condo | Pool by the Golf Course | Bike to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Turnberry Village 241 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $165 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Queens Grant Condo in Palmetto Dunes | Fenced Patio, Grill | Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Queens Grant 524 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $160 per night (USD)VRBO
- From $524 per night (USD)
Expedia
Luxurious all-suite home with a private pool and hot tub in a backyard paradise
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 14
Audubon Pond 22 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $524 per night (USD)Expedia
- From $361 per night (USD)
VRBO
Coastal charmer with cove-front balcony & trolley - walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Bluff Villas 1817 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $361 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Secluded getaway: private hot tub & deck - less than a mile to Shipyard Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Kingston Cove 14 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $208 per night (USD)Expedia
- From $177 per night (USD)
VRBO
Courtside Villas Retreat w/pools & tennis courts - near beach & Coligny fun
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Courtside 83 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $177 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Penthouse living at Shelter Cove Marina with balcony, harbor view, pool & tennis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Harbourside Penthouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $248 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Updated Island Escape w/ Dual Suites - Golf, Tennis, Beach Club, Near Dining
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The Cottages 39 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $169 per night (USD)VRBO
- From $378 per night (USD)
Expedia
All-Suite Shipyard Plantation Home with Decks, Fairway Views & Gas Grill
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Kingston Dunes 83 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $378 per night (USD)Expedia
- From $182 per night (USD)
VRBO
Gated Getaway w/ 2 Pools, Hot Tub & 10 Clay Tennis Courts, 350 Yards to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fiddlers Cove 20H Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $182 per night (USD)VRBO
- From $284 per night (USD)
Expedia
Relaxing Evian Condo | Enjoy pool, golf, & tennis | Quick walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Evian 115 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $284 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Updated Harbour Town Hideaway with Pool & Balcony | Walk to Shops & Golf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Racquet Club Villas 2346 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $159 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Coastal Condo at Port Royal Sound | Balcony, Pools & Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spa on Port Royal Sound 2221 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $178 per night (USD)Expedia
- From $369 per night (USD)
VRBO
Sunny Ocean Club Condo | Pool & Private Beach Access | Steps to Shore
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean Club 35 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $369 per night (USD)VRBO
- From $147 per night (USD)
Expedia
Beachy Bliss | 300 Yards to Folly Field Beach | Pool, Spa, Racquetball
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fiddlers Cove 4B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $147 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Top-Floor Corner Villa with Pools, Tennis & Gym at Hilton Head Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Hilton Head Resort 4401 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $196 per night (USD)VRBO
- From $229 per night (USD)
Expedia
2403 SeaCrest-4th Floor/ Ocean Views & Newly Updated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
***ROOF CONSTRUCTION PROJECT - September 2025 through May 2026 *** What to expect: Obstructed views due to scaffoldin ...
From $229 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Beachwalk at Shipyard | Pool, Golf & Tennis Center | Stroll 5 Minutes to Sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachwalk 206 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $250 per night (USD)VRBO
- From $166 per night (USD)
Expedia
Newly updated Sea Pines retreat on golf course - Pool, Tennis/Pickleball Courts
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Racquet Club Villas 2348 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $166 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Newly Updated Surf Court Villas Condo w/ Big Pool - 1 Block to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Surf Court 46 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $214 per night (USD)VRBO
- From $191 per night (USD)
Expedia
Charming Coastal Villa w/ Pools, Hot Tub, Gym & Private Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hilton Head Resort 4230 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $191 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Total renovation June 2024, views, pool, hot tub & beach club pick up
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Anchorage 7473 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $226 per night (USD)VRBO
- From $161 per night (USD)
Expedia
Stylish Island Retreat w/ Pool: Near Beach, Dining, Shops & Golf
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Forest Gardens 8 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $161 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Golf-course view condo with central AC, free WiFi & shared pool - walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Greens 125 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $198 per night (USD)VRBO
- From $137 per night (USD)
Expedia
Hilton Head Cabanas condo with patio & on-site pool - walk to beach & Coligny
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Cabanas 29 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $137 per night (USD)Expedia
- From $152 per night (USD)
VRBO
Redesigned Ground-Floor Villa with Pools, Hot Tub & Tennis | Steps to Sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fiddlers Cove 11C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $152 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Chic Fiddler's Cove Condo: 2 Pools, Hot Tub & Tennis - 300 Yards to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Fiddlers Cove 4J Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $196 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Beautiful half-acre estate with private hot tub and passes to the shared pool.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Magnolia Crescent 3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $500 per night (USD)VRBO
- From $239 per night (USD)
Expedia
Updated beachside condo at Ocean One with 2 balconies & pool, grill, & courtyard
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean One 220 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $239 per night (USD)Expedia
- From $180 per night (USD)
VRBO
The Spa on Port Royal Sound | All-Suite Layout, 3 Pools & Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Spa on Port Royal Sound 3108 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $180 per night (USD)VRBO
- From $310 per night (USD)
Expedia
1874 Beachside Tennis- Calibogue Sound views from every room.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Breathtaking views from every room of this lovely 3rd-floor 2-bedroom, 2-bath beachfront villa. Ideal location at the so ...
From $310 per night (USD)Expedia
- From $136 per night (USD)
VRBO
2-bedroom beachside condo with balcony, pools, & WiFi - near golf & beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Resort 2417 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $136 per night (USD)VRBO
- From $488 per night (USD)
Expedia
Lovely & spacious 4th Floor Oceanfront Villa! Great Palmetto Dunes Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED 9/15-4/10/26 AND IS SUBJECT TO CHANGE. SCAFFOLDING WILL BE U ...
From $488 per night (USD)Expedia
- From $422 per night (USD)
VRBO
2415 SeaCrest-WOW Views! You can't beat these oceanviews.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
***ROOF CONSTRUCTION PROJECT - September 2025 through May 2026 *** What to expect: Obstructed views due to scaffoldin ...
From $422 per night (USD)VRBO
- From $193 per night (USD)
Expedia
219 Breakers - 1 Bedroom Pool & Ocean View Villa on the 2nd Floor
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
* BEACH RE-NOURISHMENT * * The Town of Hilton Head will be conducting a beach re-nourishment project during the 2025/202 ...
From $193 per night (USD)Expedia
- From $156 per night (USD)
VRBO
Springwood 44 - 2 BR/2.5 Bath Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This spacious 2 bedroom 2 & 1/2 bath Newly Renovated upstairs townhouse is a short distance to the beach, and across the ...
From $156 per night (USD)VRBO
- From $1853 per night (USD)
Expedia
5 Robin Street-3rd Row (225 feet) to the Ocean, Screened Porch & Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Remodeled in a beach-chic cottage style, this island hideaway sets a new standard for island living! Get outside, and st ...
From $1853 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Courtside 117 - Recently Updated South Forest Beach Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
"As soon as you drive up to 117 Courtside, you will be greeted with a warm Hilton Head Welcome! After vacationing at Cou ...
From $207 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Beachwalk 125 - 3 Bedroom Renovated Townhouse
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Under new ownership summer 2020 with renovations and updates. New appliances, freshly painted, newly rebuilt decks and n ...
From $230 per night (USD)Expedia
- From $173 per night (USD)
VRBO
Courtside 53 - Recently Renovated 2 Story Townhouse in Forest Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Courtside 53 is a recently renovated (April 2025) upstairs townhouse. This unit offers Wi-Fi along with 3 Flat Screen TV ...
From $173 per night (USD)VRBO
- From $616 per night (USD)
Expedia
Great Palmetto Dunes location overlooking the pool & has amazing ocean views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED 9/15-4/10/26 AND IS SUBJECT TO CHANGE. SCAFFOLDING WILL BE U ...
From $616 per night (USD)Expedia
- From $186 per night (USD)
VRBO
Southside 1st floor A building, Steps from beach & pool…clean & comfy
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our first floor condo is just a short walk to the pool or beach. It is an ideal location for families with small kids ...
From $186 per night (USD)VRBO
- From $284 per night (USD)
Expedia
1305 SeaCrest -3rd Floor OCEANVIEW
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
***ROOF CONSTRUCTION PROJECT - September 2025 through May 2026 *** What to expect: Obstructed views due to scaffoldin ...
From $284 per night (USD)Expedia
- From $381 per night (USD)
VRBO
1106 SeaCrest-Oceanviews, walk to dining, shopping & activities.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
***ROOF CONSTRUCTION PROJECT - September 2025 through May 2026 *** What to expect: Obstructed views due to scaffoldin ...
From $381 per night (USD)VRBO
- From $240 per night (USD)
Expedia
Sea Crest 2110 - North Forest Beach - Oceanside 1st Floor Condo -
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Crest is an Ocean Front resort with all the amenities you could ask for. On-site gym, seasonal outdoor bar, hot tub ...
From $240 per night (USD)Expedia
- From $174 per night (USD)
VRBO
Surf Court 7 - Forest Beach Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Surf Court is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Surf Court 7 ...
From $174 per night (USD)VRBO
- From $347 per night (USD)
Expedia
212 Shorewood - Amazing Oceanfront Views with Large Patio.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This beautiful spacious 3-bedroom oceanfront villa is simply stunning, and the view will take your breath away! Located ...
From $347 per night (USD)Expedia
- From $173 per night (USD)
VRBO
Courtside 10 - Ground Floor - Updated - Short Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Courtside 10 has been remodeled in 2018 with all new furniture, new flooring, new appliances, new bedding and decor, new ...
From $173 per night (USD)VRBO
- From $598 per night (USD)
Expedia
1 Kingfisher- Dog Friendly & 5th Row Ocean , Private Pool & Hot Tub
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 11
A North Forest Beach Sandcastle is suitable for an island king and queen and the rest of their family. The ocean is only ...
From $598 per night (USD)Expedia
- From $480 per night (USD)
VRBO
33 Water Oak - Charming 3 bedroom home with Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
* BEACH RE-NOURISHMENT * * The Town of Hilton Head will be conducting a beach re-nourishment project during the 2025/202 ...
From $480 per night (USD)VRBO
- From $165 per night (USD)
Expedia
Courtside 43 - Forest Beach 1st Floor Flat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Courtside is an ocean-oriented complex with first-floor apartments, two-story and three-story townhouses. Courtside 43 i ...
From $165 per night (USD)Expedia
- From $226 per night (USD)
VRBO
73 The Moorings - Quick Walk to the Beach and Dunes House.
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
First floor, 2-bed, and 3-bath villa; and only a minute walk from the Atlantic Ocean. This villa features an open livin ...
From $226 per night (USD)VRBO
- From $606 per night (USD)
Expedia
37 St. George - 5 minute walk to the beach!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
WOW, this home has tranquil lagoon views, making it a perfect choice for relaxation and comfort! This Palmetto Dunes hom ...
From $606 per night (USD)Expedia
- From $716 per night (USD)
VRBO
5A Hickory Ln-175 Yards to the Beach!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 18
It’s all fun, sun, and games at this 5th-row ocean island treasure. It’s nestled on a secluded cul-de-sac among swaying ...
From $716 per night (USD)VRBO
- From $418 per night (USD)
Expedia
15 Bittern St - Cozy Beach Home with Cottage & Pool 4 Houses to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
* BEACH RE-NOURISHMENT * * The Town of Hilton Head will be conducting a beach re-nourishment project during the 2025/202 ...
From $418 per night (USD)Expedia
- From $308 per night (USD)
VRBO
Ocean One 106 - Beach-side 1st Floor Condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Stay beachside and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Ocea ...
From $308 per night (USD)VRBO
- From $327 per night (USD)
Expedia
407 Ocean One - 2 Bedroom Oceanfront Villa w/OCF Balcony & Oceanfront Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
* BEACH RE-NOURISHMENT * * The Town of Hilton Head will be conducting a beach re-nourishment project during the 2025/202 ...
From $327 per night (USD)Expedia
- From $494 per night (USD)
VRBO
5 Piping Plover-Dog- Friendly, 4th Row(100 yards) Ocean w/ Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This dog-friendly 4th row from the coastal ocean cottage has everything. It has stunning tile floors throughout, granite ...
From $494 per night (USD)VRBO
- From $254 per night (USD)
Expedia
3221 Villamare - 2nd Floor Courtyard View Villa 2 bedroom, 2 bath.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
A 2nd floor 2-bedroom, 2-bath Villamare villa surrounded by lagoons and paved walkways winding through lush gardens. Th ...
From $254 per night (USD)Expedia
- From $235 per night (USD)
VRBO
6304 Hampton Place- Oceanfront Views, Pool, Spa & So Much More!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This lovely rental is a 1-bed, 2-bath villa in Palmetto Dunes. Beautifully decorated to include tile flooring and granit ...
From $235 per night (USD)VRBO
- From $1296 per night (USD)
Expedia
21 Horvath, Oceanfront, Pool, Elevator, Free Golf, Pickleball, Elevator
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 22
21 Horvath, Hilton Head Island. This stunning oceanfront home offers 5000 square feet of luxury living space, featuring ...
From $1296 per night (USD)Expedia
- From $385 per night (USD)
VRBO
Shorewood 312 - 3 bedroom Beautiful Ocean Front
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
The owners of Shorewood 312 have thought of everything to make your stay incredible and unforgettable! Take the elevato ...
From $385 per night (USD)VRBO
- From $1792 per night (USD)
Expedia
19 Singleton Beach, Oceanfront, Private Pool, Elevator, Free Golf, Pickleball
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
19 Singleton Beach Place, Hilton Head Island, is a 6 bedroom, 6.5 bathroom oceanfront home with a private pool and board ...
From $1792 per night (USD)Expedia
- From $270 per night (USD)
VRBO
2 bedroom/2 bathroom Townhouse Amazing Lagoon View Inverness Village Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
HILTON HEAD ISLAND. With these accommodations you can enjoy free on-site tennis. Select from expansive 2 and 3-bedroom, ...
From $270 per night (USD)VRBO
- From $173 per night (USD)
Expedia
Courtside 94 - Updated Ground Floor 2 bedroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Courtside 94 has been remodeled with all the modern amenities. New bathrooms, flooring and all new furniture. The kitch ...
From $173 per night (USD)Expedia
- From $748 per night (USD)
VRBO
104 Oceanwood - Beautiful Oceanfront 4 Bedroom home w/ Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Visions of swaying palm trees and rolling waves won’t just be dancing in your head, they’ll be on a full breathtaking di ...
From $748 per night (USD)VRBO
- From $720 per night (USD)
Expedia
44 Bradley Beach, Close to Beach, Large Pool, Free Golf
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
44 Bradley Beach is a 6 Bedroom, 4.5 Bathroom family vacation home that sleeps 15 and has a large 16' x 32' pool, and fe ...
From $720 per night (USD)Expedia
- From $444 per night (USD)
VRBO
6 Portside- HEATED Community Pool. Fantastic views of South Beach Marina
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Relax and let every day slip away with the tide as you take in peaceful views of Braddock Cove from this lovely coastal ...
From $444 per night (USD)VRBO
- From $454 per night (USD)
Expedia
22 Hollyberry: A BESTNEST by Beverly Serral
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the guest favorite BESTNEST at 22 Hollyberry Lane in Sea Pines. Here’s the skinny, just buzz us for more deta ...
From $454 per night (USD)Expedia
- From $754 per night (USD)
VRBO
1457 Sound Villas-Calibogue Sound/Beachfront Views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Stunning remodel and stunning views, it just doesn’t get much better than this! Enjoy amazing views of Daufuskie Island ...
From $754 per night (USD)VRBO
- From $258 per night (USD)
Expedia
1833 Beachside Tennis - Views of the Calibogue Sound!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This charming 2-bedroom, 2-bath sound-front villa in Sea Pines will delight your family! The view from this 3rd-floor vi ...
From $258 per night (USD)Expedia
- From $907 per night (USD)
VRBO
52 N. Forest Beach-5th row(176 yard walk) to ocean w/ elevator & much more!
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
Light. Bright. Open. And Airy. This is beach chic at its best. This thoughtfully appointed seven-bedroom (all with priva ...
From $907 per night (USD)VRBO
- From $317 per night (USD)
Expedia
1502 Villamare - Oceanfront & Pool Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This oceanfront 5th floor 2-bedroom, 2-bath Villamare villa offers fabulous ocean views. You will have no problem relaxi ...
From $317 per night (USD)Expedia
- From $178 per night (USD)
VRBO
Surf Court 16 - \"Salty Air Retreat\" 1st Floor Flat 1 Block From the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Salty Air Retreat – Relaxing 2BR Villa Steps from the Beach! Welcome to the Salty Air Retreat at Surf Court 16 — your id ...
From $178 per night (USD)VRBO
- From $776 per night (USD)
Expedia
8 Brigantine- 2nd Row (40 yard walk) to the Beach with Private Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Wide open indoor and outdoor island living in this 2nd-row ocean Palmetto Dunes home! The entry reveals an open and well ...
From $776 per night (USD)Expedia
- From $331 per night (USD)
VRBO
3202 SeaCrest- Direct Oceanfront & Fully Renovated, Heated Pool March/April
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
***ROOF CONSTRUCTION PROJECT - September 2025 through May 2026 *** What to expect: Obstructed views due to scaffoldin ...
From $331 per night (USD)VRBO
- From $204 per night (USD)
Expedia
Shorewood 130 - Beautiful Oceanside 2BR/2BA End Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay ocean-side and enjoy many benefits of an oceanfront complex without paying oceanfront prices. Guests staying in Sho ...
From $204 per night (USD)Expedia
- From $188 per night (USD)
VRBO
Lake Forest 3304 - Sea Pines One Level Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Lake Forest is a quiet community adjacent to the 600 acre Sea Pines Forest Preserve which features two large lakes and a ...
From $188 per night (USD)VRBO
- From $1589 per night (USD)
Expedia
4 Collier Beach, Oceanfront, Pool, Elevator, Free Golf, Pickleball Perks
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 18
4 Collier Beach Road, Hilton Head Island, is an oceanfront house with 6 bedrooms and 6.5 bathrooms, comfortably accommod ...
From $1589 per night (USD)Expedia
- From $230 per night (USD)
VRBO
227 Evian - Beautiful Villa 2 bedroom, 2 bath in Shipyard Plantation.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This lovely 2nd-level villa is located in the heart of the beautiful Shipyard Plantation. A bright open kitchen, luxur ...
From $230 per night (USD)VRBO
- From $760 per night (USD)
Expedia
31 Mallard Rd-2nd Row(140 steps) to the Ocean, Private Pool & Spa
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 17
It is the perfect blend of Southern charm and coastal chic. This impressive second-row ocean home in the North Forest Be ...
From $760 per night (USD)Expedia
- From $1041 per night (USD)
VRBO
This superbly appointed four-bedroom villa overlooks the beautiful beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
**WINDOW AND DOOR REPLACEMENT PROJECT TENTATIVELY SCHEDULED 9/15-4/10/26 AND IS SUBJECT TO CHANGE. SCAFFOLDING WILL BE U ...
From $1041 per night (USD)VRBO
- From $558 per night (USD)
Expedia
412 Shorewood, Oceanfront, Zero Entry Pool & Spa, Free Golf
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
412 Shorewood Villas is a 3-bedroom/3-bathroom oceanfront villa and an absolute gem for vacationing couples and familie ...
From $558 per night (USD)Expedia
- From $384 per night (USD)
VRBO
64 Night Heron - 3 Bedroom Home, Pool On Site, Easy Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
* BEACH RE-NOURISHMENT * * The Town of Hilton Head will be conducting a beach re-nourishment project during the 2025/202 ...
From $384 per night (USD)VRBO
- From $315 per night (USD)
Expedia
116 Abbington - 3 minute walk to beach & beautiful lagoon views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
This gorgeous 3 bedroom, 3 bath villa in Palmetto Dunes has fabulous lagoon views! The kitchen has all stainless steel a ...
From $315 per night (USD)Expedia
- Click For Pricing
VRBO
Fourth floor Oceanfront Villa with private balconies in Palmetto Dunes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
HILTON HEAD ISLAND. This oceanfront complex offers the ultimate in resort vacation accommodations. Villamare features a ...
Click For PricingVRBO
- From $871 per night (USD)
Expedia
14 Singleton Shores, OceanView, Pool, Elevator, Free Golf, Pickleball
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Experience breathtaking views at 14 Singleton Shores Manor, where every level offers stunning marsh and ocean views. Ste ...
From $871 per night (USD)Expedia
- From $860 per night (USD)
VRBO
3 Surfwatch Way, Pool, Hot Tub, Close To Beach, Free Golf, Pool, Pickleball Perks
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 17
3 Surf Watch Way, Hilton Head is a 4,450 square foot home, located just steps from Burke's Beach, boasts an open concept ...
From $860 per night (USD)VRBO
- From $346 per night (USD)
Expedia
203 Shorewood - 2 Bedroom Oceanfront Villa with Private Oceanfront Balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
* BEACH RE-NOURISHMENT * * The Town of Hilton Head will be conducting a beach re-nourishment project during the 2025/202 ...
From $346 per night (USD)Expedia