
Hilton Head Island Rentals

- From $402 per night (USD)
VRBO
Private 3\/bd 2\/Ba home, Quiet, stroll 500' to the semi private beach...🐬
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
🏝 Only 500 ft. from the best semi private beach & fresh air on Hilton Head Island and a 5 minute bike ride to town. ...
From $402 per night (USD)VRBO
- From $791 per night (USD)
Expedia
21 Shell Ring: BESTNEST by Beverly Serral Vacation Rentals
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the BESTNEST at 21 Shell Ring Road in Sea Pines. Here’s the skinny - just buzz us for more details: Our adve ...
From $791 per night (USD)Expedia
- From $490 per night (USD)
VRBO
5th Fl Ocean\/Beach Views 1BR\/2BA Sleeps 4\/New King Mattress\/Sofa Bed\/Jacuzzi Tub
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
The property had several upgrades during January 2025 which included new windows, sliding doors, window treatments, new ...
From $490 per night (USD)VRBO
- From $308 per night (USD)
Expedia
Stunning Ocean View! Just Steps from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Welcome to Seaside 363 Discover your perfect beach getaway at Seaside 363, expertly managed by Vacation Time of Hilton ...
From $308 per night (USD)Expedia
- From $283 per night (USD)
VRBO
Dog-friendly home with private pool, WiFi, W\/D & central AC - snowbird-friendly
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Crabline Court 31 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $283 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Coastal Condo with Pool, Hot Tub, Tennis, Fast WiFi, AC, & W\/D - Near the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fiddlers Cove 12G Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $241 per night (USD)Expedia
- From $204 per night (USD)
VRBO
Great Little Villa at Great Beach Front Resort with lots of amentities!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Recently remodeled decor at one of Hilton Head's most popular oceanfront resorts. Fully equipped kitchen with plates, ...
From $204 per night (USD)VRBO
- From $447 per night (USD)
Expedia
Ocean Views; Community Pool, Hot Tub, Grilling Area & Boardwalk to Beach; All Rooms on One Level.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
You can have it all for your Hilton Head Island beach getaway at Green Sea Turtle! Located within the Windsor Place II ...
From $447 per night (USD)Expedia
- Click For Pricing
VRBO
Shipyard Stand Alone Cottage
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Our cottage is a 1700 square foot stand alone house in Shipyard Plantation. It ahs 3 bedrooms and 3 full bathrooms (2 ki ...
Click For PricingVRBO
- From $1172 per night (USD)
Expedia
4 Scaup Court: A BESTNEST by Beverly Serral
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the BESTNEST at 4 Scaup Court in Sea Pines. Here’s the skinny - just buzz us for more details! Our advertis ...
From $1172 per night (USD)Expedia
- From $814 per night (USD)
VRBO
19 Dove St - Large Pool, Short Walk to Beach!
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 16
19 Dove has everything you need when you come to play! Fully remodeled in 2024. Welcome to this stunning vacation home, ...
From $814 per night (USD)VRBO
- From $536 per night (USD)
Expedia
5 Cannon Row: Pet Friendly, close to the beach. Free Bikes, Beach Chairs
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Location, Location! This dog friendly home is only a seven minute walk to the beach and designed from the ground up to g ...
From $536 per night (USD)Expedia
- From $799 per night (USD)
VRBO
Sunset Rentals | Canvasback 4
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
4 Canvasback is a 3-bedroom, 3-bathroom Sea Pines home located on the beach path, just a 5-minute walk from the Atlantic ...
From $799 per night (USD)VRBO
- From $724 per night (USD)
Expedia
Newly updated villa with pool access & stunning views of the Calibogue Sound!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This Sea Pines villa is outfi ...
From $724 per night (USD)Expedia
- From $351 per night (USD)
VRBO
Walk to Beach: Hilton Head Condo w\/ Balcony
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Get ready for a dream vacation on Hilton Head Island! This 2-bed, 2-bath vacation rental is nestled in the heart of para ...
From $351 per night (USD)VRBO
- From $583 per night (USD)
Expedia
Steps to Sand: Hilton Head Retreat w\/ Pool Access!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Look no further for your Hilton Head haven than this 4-bedroom, 4.5-bath vacation rental, complete with a beautiful, ful ...
From $583 per night (USD)Expedia
- From $222 per night (USD)
VRBO
Summer is booking fast! Please book soon. New paint and upgrades!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Great place located right on the ocean just steps away from the beach. Enjoy the view from our balcony overlooking the A ...
From $222 per night (USD)VRBO
- From $248 per night (USD)
Expedia
Quiet Top Floor Condo w\/ Ocean View \/ Sleeps up to 6 \/ has own washer and dryer
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 7
Home Sweet Home is the best way to describe this beautiful, Admiral's Row 2 Bedroom/2 Bath Villa. Everything has been th ...
From $248 per night (USD)Expedia
- From $599 per night (USD)
VRBO
Sea Pines | Bluff Villas 1762 | Water Views | FREE Activites
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
FREE BEACH CHAIRS | WATER VIEWS | 2 MIN WALK TO BEACH PROPERTY DESCRIPTION Delight in the panoramic views of Braddock ...
From $599 per night (USD)VRBO
- From $636 per night (USD)
Expedia
New Property! Wonderful Updated Luxury Sea Pines 4 BR Bike & Beach Gear Credit
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Pack your flip flops and swimsuits but leave your stress and worries behind. When you stay at Dewberry Beach House at Se ...
From $636 per night (USD)Expedia
- From $691 per night (USD)
VRBO
LUXURY VILLA WITH OCEAN VIEWS, POOL & BEACH ACCESS AT SEACREST HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
SEACREST CONSTRUCTION NOTICE: Please be aware that exterior renovations and lagoon repairs are currently underway at Sea ...
From $691 per night (USD)VRBO
- From $286 per night (USD)
Expedia
Beautifully Appointed and Newly Renovated Ocean-front Villa - Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This newly renovated luxury 1 bedroom 1 bath villa is well appointed with a beautiful straight-on ocean and pool view wi ...
From $286 per night (USD)Expedia
- From $258 per night (USD)
VRBO
3 Min Walk to Beach & Marina-Free Bikes\/Pool\/Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Best Location in Sea Pines in Bluff Villas, South Beach next to Marina and Salty Dog Cafe - Renovated including fully ti ...
From $258 per night (USD)VRBO
- From $437 per night (USD)
Expedia
1106 Tennismaster 3 Bedroom Townhouse Walking Distance to Beach! Pool on Site
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
**Tennismaster 1106** This charming updated Townhouse offers a short walk to the Beach & features 3 Bedrooms & 3 1/2 ...
From $437 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Port O'Call, Hilton Head, SC - 2BR, 2Bath, Sleeps 6; 7\/16 - 7\/23; steps to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Surrounded by gardens with ponds and fountains, this sophisticated resort with direct beach access is set on a secluded ...
From $285 per night (USD)VRBO
- From $486 per night (USD)
Expedia
Great Ocean views, Oceanfront Heated Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Carolina Beach Club 429. This beautifully remodeled 4th-floor oceanside villa features new flooring, furnish ...
From $486 per night (USD)Expedia
- From $504 per night (USD)
VRBO
Oceanfront condo with WiFi, pool, hot tub & beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Island Club 6501 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $504 per night (USD)VRBO
- From $2530 per night (USD)
Expedia
Secluded Sea Pines retreat with private pool, pool spa, & 3rd row beach access
- Bedrooms:
- 6
- Bathrooms:
- 9
- Sleeps:
- 20
Royal Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $2530 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Comfortable condo w\/ shared pool, short walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Queens Grant 565 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $272 per night (USD)VRBO
- From $995 per night (USD)
Expedia
Stunning oceanfront villa with WiFi, pool & hot tub, private balcony
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Windsor Court South 3108 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $995 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Lagoon waterfront villa with pools, hot tub, & gym - walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 5
Island Club 135 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $275 per night (USD)VRBO
- From $255 per night (USD)
Expedia
Vibrant townhouse with WiFi & pool - short drive to the beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Stoney Creek 261 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $255 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Charming Villa with Ocean Views, Pool, & Hot Tub - Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Island Club 3204 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $285 per night (USD)VRBO
- From $511 per night (USD)
Expedia
Oceanfront Condo with Ocean View, Shared Pool\/Hot Tub, and Nearby Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Island Club 5201 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $511 per night (USD)Expedia
- From $686 per night (USD)
VRBO
Oceanfront villa with partial ocean views, shared pool & beach access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Captains Walk 440 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $686 per night (USD)VRBO
- From $730 per night (USD)
Expedia
Oceanfront Villa with Shared Pool, Hot Tub, Ocean Views, and More - Beach Nearby
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Island Club 5501 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $730 per night (USD)Expedia
- From $227 per night (USD)
VRBO
Elegant Condo with Pool & Hot Tub, Lagoon View & Private Patio
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Club 127 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $227 per night (USD)VRBO
- From $283 per night (USD)
Expedia
Stunning and bright condo in The Sea Pines Plantation with golf course views
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 6
Plantation Club 545 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $283 per night (USD)Expedia
- From $385 per night (USD)
VRBO
Oceanfront Villa with Ocean Views, Shared Pool\/Hot Tub, and More - Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Club 5403 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $385 per night (USD)VRBO
- From $469 per night (USD)
Expedia
Charming house with fantastic golf course views - dogs welcome
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Sea Retreat Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $469 per night (USD)Expedia
- From $259 per night (USD)
VRBO
Roomy Villa with WiFi, Pool, & Hot Tub - Steps from the Ocean
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Club 125 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $259 per night (USD)VRBO
- From $288 per night (USD)
Expedia
Condo with shared pool\/hot tub and tennis court, free WiFi, walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Club 119 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $288 per night (USD)Expedia
- From $411 per night (USD)
VRBO
Bright Condo with Full Kitchen, Shared Pools, Hot Tub, Beach Access, and More
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Club 6202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $411 per night (USD)VRBO
- From $494 per night (USD)
Expedia
Upgraded condo on waterfront with pool, hot tub, & tennis access - near beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Island Club 5202 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $494 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Spacious Condo with Beach Access, Shared Pool, Hot Tub, Ocean Views, and More
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Island Club 3304 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $279 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Family-Friendly Condo with Shared Pools, Hot Tub & Private Resort Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Island Club 6204 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $316 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Villa with Private Beach Access, Pool, Hot Tub, Free WiFi, & Private W\/D
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Island Club 146 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $330 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Oceanview condo with pool, hot tub & full kitchen - close to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Club 3303 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $280 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Family-Friendly Villa with Shared Pools and Hot Tub - Nearby Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Club 6102 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $310 per night (USD)VRBO
- From $480 per night (USD)
Expedia
Modern coastal villa with balcony, ocean views & shared pool - stroll to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Captains Walk 437 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $480 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Calming Condo Getaway with Shared Pool, Hot Tub, and Tennis Courts
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Island Club 3105 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $214 per night (USD)VRBO
- Click For Pricing
Expedia
Spacious Beach Retreat with Private Pool, Gourmet Kitchen & Golf Course Views
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 14
Carolina Breeze Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
Click For PricingExpedia
- From $390 per night (USD)
VRBO
Waterfront Condo with Ocean Views, Shared Pool, Hot Tub, and Covered Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Hampton Place 6504 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $390 per night (USD)VRBO
- From $257 per night (USD)
Expedia
Sunlit Sea Escape with Al Fresco Dining, Loft, Grill, Shared Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Greens 152 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $257 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Family-Friendly Townhome with Lagoon View, Shared Pool, Hot Tub & Tennis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Island Club 108 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $258 per night (USD)VRBO
- From $421 per night (USD)
Expedia
Beach Getaway with WiFi, Pools, Hot Tub, & Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Island Club 1401 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $421 per night (USD)Expedia
- From $651 per night (USD)
VRBO
Serene Oceanfront Villa with WiFi, Pool, Hot Tub, & Fitness Center
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Island Club 2201 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $651 per night (USD)VRBO
- From $259 per night (USD)
Expedia
Charming condo with shared pool and tennis - walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fiddlers Cove 22J Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $259 per night (USD)Expedia
- From $258 per night (USD)
VRBO
Comfortable villa with pool, hot tub, lagoon view & nearby beach access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Island Club 116 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $258 per night (USD)VRBO
- From $637 per night (USD)
Expedia
Oceanside Sea Pines Home! ...3min walk to the Beach! Private Pool\/Heated Spa!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
ALL NEW BEACH EQUIPMENT FOR 2024!! Available Saturday to Saturday in weekly increments; a minimum 7 days (off season sch ...
From $637 per night (USD)Expedia
- From $291 per night (USD)
VRBO
Gorgeous oceanfront condo with new kitchen & bathroom, pool view, steps to beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean Dunes 208 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $291 per night (USD)VRBO
- From $689 per night (USD)
Expedia
Amazing pools, hot tub, and oceanfront views are waiting for you at Villamare
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Villamare 3425 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $689 per night (USD)Expedia
- From $639 per night (USD)
VRBO
Waterfront Getaway with Pools, Hot Tub, and Views of the Atlantic Ocean
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Island Club 2402 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $639 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Oceanfront villa with great views, alfresco dining, shared pool & beach access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Captains Walk 426 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $330 per night (USD)Expedia
- From $294 per night (USD)
VRBO
Oceanfront Condo with Shared Pool, Hot Tub, Beach Access & Playground
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Club 1101 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $294 per night (USD)VRBO
- From $448 per night (USD)
Expedia
Quiet Waterfront Condo with WiFi - Pools & Hot Tub On-Site
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Island Club 2502 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $448 per night (USD)Expedia
- From $2022 per night (USD)
VRBO
Stunning Oceanfront Hideaway with Private Pool, Deck, and Yard - Dogs Welcome
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Paradise Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $2022 per night (USD)VRBO
- From $657 per night (USD)
Expedia
North Forest Beach home with large deck, three houses from the beach
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Alexander Beach House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter y ...
From $657 per night (USD)Expedia
- From $602 per night (USD)
VRBO
Dog-friendly gem with pool, game room & golf course views - walk to beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Eagle Watch Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $602 per night (USD)VRBO
- From $870 per night (USD)
Expedia
Charming Waterfront Getaway with Seasonal Pool & Hot Tub, Tennis, Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Island Club 2501 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $870 per night (USD)Expedia
- From $1202 per night (USD)
VRBO
Spacious family home with WiFi, private pool & spa, outdoor kitchen
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 18
Summer House Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $1202 per night (USD)VRBO
- From $1180 per night (USD)
Expedia
Stunning beach condo with two ocean-view balconies, shared pool & hot tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Windsor Court South 3508 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ente ...
From $1180 per night (USD)Expedia
- From $640 per night (USD)
VRBO
Beautifully renovated Sea Pines home with private hot tub & large outdoor space
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Tupelo Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $640 per night (USD)VRBO
- From $308 per night (USD)
VRBO
Luxury Villa at Shorewood Villas Unit 210
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Ideal for beach lovers, this charming 2nd floor villa has been totally renovated with all new furnishings in 2021 and of ...
From $308 per night (USD)VRBO
- From $270 per night (USD)
VRBO
47 Ocean Breeze: Pet Friendly 2 BR Villa Next to Pool, Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The following amenities are provided with this rental: • 4 New Adult Aluminum Bikes From South Beach Cycles • 4 Beach C ...
From $270 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Renovated Home with Private Hot Tub, Fire Pit, Community Pool, Tennis Court & Playground
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Heritage Fans: Walk to Golf Course & Bleachers in Less Than 10 Minutes on Path Adjacent to Tennis Court! Come Sail Away ...
From $351 per night (USD)Expedia
- From $414 per night (USD)
VRBO
2104 SeaCrest ~ Steps to the Beach | Pool Bar | Walk to Downtown!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 8 *1 King, 2 Queens, ...
From $414 per night (USD)VRBO
- From $591 per night (USD)
Expedia
HGTV Top Pick! Gorgeous 5 Star Coastal Cottage, Private Pool & Patio, Walk to Beach & Coligny Plaza!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
***Featured by HGTV in top ten "Wow Worthy Vaction Homes" on Hilton Head Island!*** Snowbirds Welcome! Call for detai ...
From $591 per night (USD)Expedia
- From $328 per night (USD)
VRBO
Comfortable Condo with Shared Pool, Hot Tub, and Ocean Views - Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Island Club 3502 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $328 per night (USD)VRBO
- From $375 per night (USD)
Expedia
Oceanfront villa with WiFi, full kitchen, pool, & hot tub - beach nearby
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Island Club 1203 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $375 per night (USD)Expedia
- From $313 per night (USD)
VRBO
Shipmaster - Spacious 3BR, 3 Bath with Golf-View\/Tennis\/Pool\/BEACH LOCKER
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
Located in Shipyard Plantation, 1001 Shipmaster is a bright 3 bedroom, 3 bath end unit townhome that has recently been c ...
From $313 per night (USD)VRBO
- From $524 per night (USD)
Expedia
Cozy Condo with Ocean Views, Shared Pools, Hot Tub, Beach Access & Tennis
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Island Club 6401 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $524 per night (USD)Expedia
- From $934 per night (USD)
VRBO
Dog-friendly house with private pool and screened-in deck - Walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 13
Moonshell 31 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $934 per night (USD)VRBO
- From $315 per night (USD)
Expedia
Classic Ranch-Style with Private Pool & Spa, Near the Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Shangri La Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $315 per night (USD)Expedia
- From $445 per night (USD)
VRBO
Cozy dog-friendly home with free WiFi & private pool for a relaxing stay
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Flagg Grove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $445 per night (USD)VRBO
- From $317 per night (USD)
Expedia
Spacious Villa with Shared Pool, Hot tub & Lagoon Views - Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Island Club 113 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $317 per night (USD)Expedia
- From $236 per night (USD)
VRBO
New Owners, New Tv’s, new Furnishings, 5th floor condo. Ocean Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Seacrest 1503 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $236 per night (USD)VRBO
- From $272 per night (USD)
Expedia
Oceanview Condo with WiFi, Hot Tub, Pools, Full Kitchen, & Nearby Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Island Club 6304 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $272 per night (USD)Expedia
- From $475 per night (USD)
VRBO
Waterfront Vacation Home with Pool & Huge Deck - Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Lands End 39 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $475 per night (USD)VRBO
- From $1059 per night (USD)
Expedia
Waterfront, Ocean View Condo with Tennis, Pools, Hot Tub, and Beaches
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Island Club 2504 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1059 per night (USD)Expedia
- From $613 per night (USD)
VRBO
Dog-friendly house with private pool & large backyard - walk to beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Boardwalk Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $613 per night (USD)VRBO
- From $320 per night (USD)
Expedia
Quiet Hilton Head Getaway with WiFi, Pool, Hot Tub, & Ocean View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Island Club 1404 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $320 per night (USD)Expedia
- From $557 per night (USD)
VRBO
A Relaxing Getaway with Shared Pools and Hot Tub in an Oceanfront Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Club 5302 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $557 per night (USD)VRBO
- From $257 per night (USD)
Expedia
Multi-Level Townhouse with Pool, Hot Tub, & Tennis - Walk to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Island Club 145 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $257 per night (USD)Expedia
- From $288 per night (USD)
VRBO
Family-Friendly Condo with WiFi, Pool, Hot Tub, & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Island Club 4304 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $288 per night (USD)VRBO
- From $261 per night (USD)
Expedia
Homey Condo with Lagoon View from Balcony - Hot Tub, Pool, & Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Club 122 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $261 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Quiet Hideaway with Pools, Hot Tub, Tennis & Easy Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Island Club 136 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $238 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Coastal Retreat with Patio, Shared Pools, Tennis & Playground - Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fiddlers Cove 17C Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $235 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Renovated Villa Steps from the Atlantic Ocean with exceptional pool in complex !
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
This South Forest beach Area villa has it all. Two story villa located steps away from Ocean. Family oriented with two ...
From $245 per night (USD)VRBO
- From $500 per night (USD)
Expedia
Professionally decorated townhome with multiple balconies, pool, & washer\/dryer
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
Harbour Town Club Villas 1253 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $500 per night (USD)Expedia