
Hilton Head Island Rentals

- From $334 per night (USD)
VRBO
Resort Condo with Al Fresco Dining, Shared Pool, Hot Tub & Beach Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Shorewood 422 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $334 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Oceanfront Villa with unobstructed ocean views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to the Turtle's Nest! This direct oceanfront 3rd floor condo has spectacular ocean views from your private balc ...
From $214 per night (USD)Expedia
- From $327 per night (USD)
VRBO
4 Hollyberry - Dog Friendly. Great Community Amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Cute, bright, and cozy, this 3-bed, 2-bath dog-friendly home is architecturally designed to make you realize upon steppi ...
From $327 per night (USD)VRBO
- From $997 per night (USD)
Expedia
16 Bittern-3rd Row (85 yards) to the Ocean, Lowcountry home w/ private pool.
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 19
This fantastic 7-bedroom, 7.5-bath beach house has lovely inside and outside living spaces. The garage has a game room, ...
From $997 per night (USD)Expedia
- From $209 per night (USD)
VRBO
Luxury Direct Ocean Front View Condo! Also see #4608714- next door.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
See our reviews! Photos are current and accurate. If you are looking for a direct ocean front luxury condo...you've foun ...
From $209 per night (USD)VRBO
- From $495 per night (USD)
Expedia
Spacious Sea Pines home - professionally decorated - Private Pool/Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Beautifully decorated, this light and airy four-bedroom home, with soaring ceilings and a wall of windows, welcomes the ...
From $495 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Stunning, coastal chic two bedroom, two bathroom villa in Palmetto Dunes!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Stunning coastal chic two bedroom two bathroom villa! Come and relax in this newly renovated and decorated 1st floor vil ...
From $268 per night (USD)VRBO
- From $274 per night (USD)
Expedia
Updated Luxury 3 BR 3.5 BA Vacation Condo Bikes & Beach Gear included
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Wonderful luxury 3 bedroom and three and a half bath condo with brand new kitchen and all new stainless steel appliances ...
From $274 per night (USD)Expedia
- From $443 per night (USD)
VRBO
Single level Sea Pines home with a hot tub, just a short walk to the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Single-level home with 3 bedr ...
From $443 per night (USD)VRBO
- From $277 per night (USD)
Expedia
SeaPines, Stunning, Pet friendly, Golf view, Walk to SeaPines Beach Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Do not miss staying in this beautifully renovated Lighthouse Road Villa featuring a unique upstairs loft area with a sle ...
From $277 per night (USD)Expedia
- From $431 per night (USD)
VRBO
2409 SeaCrest ~ 4th Floor Ocean Views | Walk to Downtown!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Sea Crest Resort Oceanfront Complex | Just Steps from the Beach **Roof Construction Project (Sept 2 – Nov 3, 2025 | Tim ...
From $431 per night (USD)VRBO
- From $222 per night (USD)
Expedia
Sunset Rentals | Hilton Head Resorts 3315
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Look no further for your next beach getaway! This 2 bedroom, 2 bathroom condo has been completely renovated from top to ...
From $222 per night (USD)Expedia
- From $430 per night (USD)
VRBO
COASTAL VILLA WITH GOLF VIEWS, POOL & BEACH ACCESS, PET FRIENDLY HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Chic coastal decor gives this lovely end-unit villa a great vacation home away from home feel where you are conveniently ...
From $430 per night (USD)VRBO
- From $461 per night (USD)
Expedia
Sea Pines! Total renovation completed in 2022! Just a bike ride from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
The Blue Crab Cottage at 74 Forest Drive is a wonderful open floor plan with 3 bedrooms, 2 1/2 baths, a Carolina room, a ...
From $461 per night (USD)Expedia
- From $367 per night (USD)
VRBO
LUXURY HOME WITH HOT TUB, FIRE PIT & ACCESS TO SEAPINES AMENITIES HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy a taste of luxury in this beautifully updated private home centrally located in the Greenwood Forest section of Se ...
From $367 per night (USD)VRBO
- From $251 per night (USD)
Expedia
OCT4-DEC2026 AVAIL:OCEANVIEW 3RDFL,2B/2B,50yd toBEACH,POOLS, tiledshowerELEVATOR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
VILLAS for rent860-944-9356( 3RD Floor) near each other. LOVELY Oceanview...50 yd walk to the beach. ENJOY magnificent ...
From $251 per night (USD)Expedia
- From $239 per night (USD)
VRBO
New Listing!! Updated 2 BR Shelter Cove Bikes & Beach Gear included
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Updated nice condo in Shelter Cove with two bedrooms and two baths. What a great location to walk to all the amenities i ...
From $239 per night (USD)VRBO
- From $1836 per night (USD)
Expedia
33 Sandpiper- Oceanfront, The NEW Daisy. LARGE Private Pool & Fire Pit
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 22
This North Forest Beach 6 bedroom, 6 bath, 2 half-bath oceanfront oasis offers a beautiful lawn with private beach acce ...
From $1836 per night (USD)Expedia
- From $707 per night (USD)
VRBO
109 South Forest Beach - Steps away from your toes in the sand!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
This 6-bedroom, 3rd-row beach beauty will make your vacation dreams come true! The beautiful floors, large kitchen, and ...
From $707 per night (USD)VRBO
- From $272 per night (USD)
Expedia
Time to plan your Summer and Fall 2024 Palmetto Dunes Experience!
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Whether you are looking for a beach vacation with the family, a golf outing with friends, fishing or other unique low co ...
From $272 per night (USD)Expedia
- From $248 per night (USD)
VRBO
Great Lagoon, Tennis+pool View Townhome W/10min Walk To Golf+Beach+Harbour Town
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Well maintained, open and airy townhome in Spicebush with great, relaxing views of the lagoon, pool, tennis court - grea ...
From $248 per night (USD)VRBO
- Click For Pricing
Expedia
Ocean Palms Villa w/ Westin Resort amenities & Free Golf & Tennis. 1st floor
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Ocean Palms Villa 107 is a first floor end villa overlooking a beautifully landscaped pool area. This spacious, 2 bedroo ...
Click For PricingExpedia
- From $148 per night (USD)
VRBO
Pool Deck Access & Walk to Beach: Hilton Head Unit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Kick back, relax, and enjoy the Hilton Head Island lifestyle at this vacation rental in the Fiddler’s Cove community. Lo ...
From $148 per night (USD)VRBO
- From $625 per night (USD)
Expedia
14 Green Heron ~ Spacious 4th Row Ocean Home in Sea Pines with Large Pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
14 Green Heron | Two Minute Walk to the Beach *4 Bedrooms | 4 Full Bathrooms | 1 Half Bathroom *Sleeps 12 *2 Kings, 1 ...
From $625 per night (USD)Expedia
- From $539 per night (USD)
VRBO
13 Myrtle - Beautiful 4br Private Home Just a 5 Minute Walk to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
13 Myrtle Lane | Short Bike Ride to the Beach ***Recent Renovations to the Kitchen and Sun Deck*** *4 Bedrooms | 4 Ful ...
From $539 per night (USD)VRBO
- From $515 per night (USD)
Expedia
Ocean One 507- Ocean Front 2 Story Penthouse - Spectacular Views
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Ocean One 507's views of the Atlantic Ocean from this 2 story oceanfront penthouse is unmatched. This rare find of a fou ...
From $515 per night (USD)Expedia
- From $240 per night (USD)
VRBO
Beachfront Resort- 1st flr 2 BR pool spa kiddie pool plus Direct beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
1106 Island Club is a slightly elevated 1st floor flat. The living room provides ample seating and an additional 55" fl ...
From $240 per night (USD)VRBO
- From $551 per night (USD)
Expedia
Beautifully Updated Home! Water Views and Walking Distance to the Salty Dog!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
6 Lands End Court ~ Sea Pines Lands End is one of the most beautiful settings on Hilton Head Island with Cape Cod-style ...
From $551 per night (USD)Expedia
- From $521 per night (USD)
VRBO
Sunset Rentals | Kingston 29
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Calm, cool, and relaxed is how you feel entering Kingston Road 29, a 4 bedroom, 4 bath, Hilton Head Shipyard home rental ...
From $521 per night (USD)VRBO
- From $395 per night (USD)
Expedia
2213 Windsor II ~ Oceanfront Complex | Just steps from the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Windsor II Oceanfront Complex | Just steps from the Beach! *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Doubles *3 TV ...
From $395 per night (USD)Expedia
- From $275 per night (USD)
VRBO
507 North Shore Place | Across from Beach & Coligny
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
SNOWBIRD FRIENDLY PROPERTY DESCRIPTION Perched on the 5th floor of the North Shore Place complex, this meticulously de ...
From $275 per night (USD)VRBO
- From $360 per night (USD)
Expedia
630 Queens Grant ~ Coastal Chic Villa, Centrally Located to Beach, Golf & Tennis
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
630 Queen's Grant | Palmetto Dunes Vacation Villa Close to Beach, Tennis & Golf *2 Bedrooms | 2 Bathrooms *Sleeps 7 *1 ...
From $360 per night (USD)Expedia
- From $114 per night (USD)
VRBO
200 Steps to the Huge Oceanside Pool and Only a Few More to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Are you looking to get away to the beautiful beaches and golf courses of Hilton Head Island? Look at Hilton Head Beach a ...
From $114 per night (USD)VRBO
- From $158 per night (USD)
Expedia
Rustic villa walk to the beach-indoor and outdoor pools/hot tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
At the Rustic Anchor, you will be treated with comfort and style, and the latest in technology. Our unit underwent an in ...
From $158 per night (USD)Expedia
- From $722 per night (USD)
VRBO
6 High Rigger-2nd Row (20 yards) to the Ocean, Fully Renovated Home w/Pool.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Modern flair and style meet beachside chic 2nd-row ocean home. The flowing and open floor plan, designer furnishings, tw ...
From $722 per night (USD)VRBO
- From $530 per night (USD)
Expedia
Hilton Head Luxury Condo: Coligny Beach, Dining, Family, Golf - Sleeps 10
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Beautifully Renovated and Spacious 3-Floor Luxury Unit Condo. Great for beach, tennis, and golf lovers! This Hilton Hea ...
From $530 per night (USD)Expedia
- From $626 per night (USD)
VRBO
49 Off Shore, Near Ocean, Pool & Hot Tub, Dog Friendly, Free Golf
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
49 Off Shore Drive, located in the Palmetto Dunes Oceanfront Community, offers a wonderful vacation experience with its ...
From $626 per night (USD)VRBO
- From $775 per night (USD)
Expedia
3 Galleon-2nd row (25 yards)to the ocean. Beautiful home w/ Private Pool
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 17
This 2nd-row ocean home in Palmetto Dunes turns your dream vacation into reality. There’s more of everything you love he ...
From $775 per night (USD)Expedia
- From $264 per night (USD)
VRBO
2 BR/2 BA Beachwalk quiet condo steps to the beach/pet friendly/pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: You will enjoy this pet friendly 2 Bedroom, 2 Bath condo located on Hilton Head Island in Shipyard. This condo ...
From $264 per night (USD)VRBO
- From $2501 per night (USD)
Expedia
11 Flotilla- Direct Oceanfront w/ Elevator
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Ocean views are everywhere you look from this seaside home in Palmetto Dunes. The lower level, with a convenient wet bar ...
From $2501 per night (USD)Expedia
- From $177 per night (USD)
VRBO
Updated condo with patio, shared pool, and WiFi - walk to Folly Field Beach Park
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stones Throw 43 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $177 per night (USD)VRBO
- From $285 per night (USD)
Expedia
340 Breakers: Stunning Oceanfront Penthouse. End Unit. Free Bikes
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Hilton Head's premiere 1-bedroom direct oceanfront villa, where luxury meets coastal charm in this fully reno ...
From $285 per night (USD)Expedia
- From $484 per night (USD)
VRBO
DOG FRIENDLY, Three Bedroom Near Ocean Sea Pines Home with a Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
71 Heritage Road is a cute three bedroom, three bathroom home that can sleep up to eleven guests total. This home is ce ...
From $484 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Sea Pines | Bluff Villas 1686 | Walk to Beach & Salty Dog
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
PROPERTY DESCRIPTION Immerse yourself in the essence of Sea Pines Resort with this captivating two-bedroom, two-bathroo ...
From $265 per night (USD)Expedia
- From $236 per night (USD)
VRBO
Beautifully Updated One Bedroom Villa Great for a Couples Getaway!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This wonderfully updated one-bedroom St. Andrews Villa would be perfect for a couple's getaway! The kitchen features ...
From $236 per night (USD)VRBO
- From $318 per night (USD)
Expedia
3 Minute Drive to Beach at this 1 Bedroom Harbour Town Condo with Lagoon Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Racquet Club Villa 2330 is a one bedroom condo located just a short walk from Harbour Town in Sea Pines, HILTON HEAD ISL ...
From $318 per night (USD)Expedia
- From $286 per night (USD)
VRBO
BEAUTIFUL OCEAN/BEACH VIEWS-Villamare Bldg 3-100% Renovated-Guaranteed CLEAN!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
JUST 2 STACKS BACK FROM THE OCEAN!! Villamare - Palmetto Dunes Welcome to the quiet side of the complex! Enjoy beautiful ...
From $286 per night (USD)VRBO
- From $385 per night (USD)
Expedia
1848 Beachside Tennis ~ 1st Floor Renovated Villa with Direct Walkout to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beachside Tennis Oceanfront Complex | Just Steps from the Beach! *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Queens ...
From $385 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Townhouse Tennis 18 - Spacious 3 bedroom Townhouse w/ On-site Tennis
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Townhouse Tennis #18 has new owners and have made several updates throughout the home. You will feel right at home on t ...
From $207 per night (USD)VRBO
- From $182 per night (USD)
Expedia
Beautiful updated Hilton Head Condo - Just a Short Walk to Coligny Beach
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Pack your bags for a relaxing vacation at this incredible first floor Beach Arbor 2 bed 3 bath Villa! It is just steps a ...
From $182 per night (USD)Expedia
- From $303 per night (USD)
VRBO
2219 Villamare - 2 Bedroom Oceanfront Condo Complex
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Villamare! 2219 Villamare is a two-bedroom, two-bath villa, located in an oceanfront complex with peeks of th ...
From $303 per night (USD)VRBO
- From $442 per night (USD)
Expedia
407 Shorewood - Direct Ocean Front, 4th Floor Villa, Short Walk to Coligny Plaza
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Shorewood Oceanfront Complex | Oceanfront Views *3 Bedrooms | 3 Bathrooms *Sleeps 8 *2 Kings, 2 Twins, Queen Sleeper So ...
From $442 per night (USD)Expedia
- From $212 per night (USD)
VRBO
Shipyard Cottage - Private Beach & Golf! Pet Friendly! Free beach chairs,towels.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This modern 2 bed 2.5 bath cottage features access to great community amenities including private beach access and the S ...
From $212 per night (USD)VRBO
- From $353 per night (USD)
Expedia
406 Barrington Arms | All New Furnishings | Breathtaking 4th Floor Ocean Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Barrington Arms Oceanfront Complex | Just Steps from the Beach! ***Complete Remodel for 2023 Season*** *1 Bedroom | 1 ...
From $353 per night (USD)Expedia
- From $575 per night (USD)
VRBO
18 Wagon Rd ~ Short Bike Ride to the RBC Heritage Golf Tournament
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
18 Wagon Road | A Short 6 Minute Walk to the Beach *3 Bedrooms | 3.5 Bathrooms *Sleeps 10 *2 Kings, 2 Queens, Queen Sle ...
From $575 per night (USD)VRBO
- Click For Pricing
Expedia
Perfect Snowbird Rental Lovely Condo across the street from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We are specifically looking to rent for 3-4 months this Winter/early Spring season. Condo is located on lovely South Fo ...
Click For PricingExpedia
- From $465 per night (USD)
VRBO
Sea Cloisters on Hilton Head, Upper Floor Condo with Fabulous Ocean Views!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Imagine awakening to views of the sun glimmering off the surface of the ocean or feeling a cool ocean breeze just outsid ...
From $465 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Steps from beach. No price increase, low fees. Also #2320603 w panoramic view.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Our condo name "Beach Time" comes from our experience that time slows down when you are relaxing on the beach and in the ...
From $226 per night (USD)Expedia
- From $1604 per night (USD)
VRBO
Six Bedroom Direct Oceanfront Home in Sea Pines with a Private Pool & Spa!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
Welcome to 16 East Beach Lagoon - an oceanfront Sea Pines Home! This six bedroom, five and half bedroom home is located ...
From $1604 per night (USD)VRBO
- From $477 per night (USD)
Expedia
205 Barrington, Oceanfront, Pool, Free Golf, Pickleball
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This condo has been taken back to the studs for a TOTAL renovation including: raised & smoothed ceilings, new flooring, ...
From $477 per night (USD)Expedia
- From $926 per night (USD)
VRBO
3rd Row Ocean - Beautiful Five Bedroom Palmetto Dunes Home w/ a Private Pool!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
48 Mooring Buoy is just steps away from the ocean! This beautiful updated five bedroom, five bathroom Palmetto Dunes hom ...
From $926 per night (USD)VRBO
- From $1306 per night (USD)
Expedia
Oceanfront, Pool+Hot Tub, Game Room, Views | Steps to Beach | Lido by AvantStay
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 16
Welcome to Lido, an AvantStay home. Here you’ll find everything you’re looking for, plus more. Bright, expansive livin ...
From $1306 per night (USD)Expedia
- From $802 per night (USD)
VRBO
Amazing 3 bedroom 4th floor end unit with ocean views-Gorgeous Decor!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Experience an unforgettable stay at Windsor Court, where luxury meets comfort on the stunning shores of Hilton Head Isla ...
From $802 per night (USD)VRBO
- From $2288 per night (USD)
Expedia
45 Canvasback-3rd Row Ocean, only 2 Summer wks Available in 2025 (7/5-19)
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Timeless island style captured perfectly is this custom-built stunner in Sea Pines Resort. Modern design and amenities ...
From $2288 per night (USD)Expedia
- From $1270 per night (USD)
VRBO
19 Mallard-4-Minute Walk to the Beach, Pool & Spa, 6 Bedrooms, Sleeps 14
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 14
Escape to an island oasis with just a one-block stroll to the soft sands of North Forest Beach on lovely Hilton Head Isl ...
From $1270 per night (USD)VRBO
- From $397 per night (USD)
Expedia
2212 SeaCrest - 2nd Floor, 3 bedroom, Oceanviews and more. Beautiful!!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 9
***ROOF CONSTRUCTION PROJECT - September 2025 through April 2026 *** What to expect: Obstructed views due to scaffoldi ...
From $397 per night (USD)Expedia
- From $493 per night (USD)
VRBO
77 Plantation Dr - Walk to Harbour Town or Bike ride to Beach.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
A Sea Pines sanctuary with an incredible view of the 15th hole of the world-famous Harbour Town Golf Course–home of the ...
From $493 per night (USD)VRBO
- From $291 per night (USD)
Expedia
312 Barrington Court- 3rd Floor Oceanfront!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a fabulous vacation in luxurious Barrington Court! This 2-bedroom, 2-bath oceanfront villa has an open floor plan ...
From $291 per night (USD)Expedia
- From $223 per night (USD)
VRBO
313 Breakers- 3rd Floor Oceanfront & Fully Renovated
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Discover the perfect blend of comfort, convenience, and coastal charm in this beautifully renovated 1-bedroom, 1-bathroo ...
From $223 per night (USD)VRBO
- From $417 per night (USD)
Expedia
35 Bradley Beach-Bring Fido! 5 minute walk to Beach, 2 Min Drive to Dog Park.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Relax in your very private pool or dine al fresco on the poolside patio. The main living space is open and airy and host ...
From $417 per night (USD)Expedia
- From $173 per night (USD)
VRBO
Surf Court 15 - Beautiful Townhouse - 1 block to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Surf Court 15 is a large spacious townhouse with a second floor entry. This property is is 1 block to the Atlantic Ocea ...
From $173 per night (USD)VRBO
- From $420 per night (USD)
Expedia
47 S. Beach Ln 4 Bed, 5th Row Ocean, Easy Walk to the Beach & Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
**South Beach Lane 47** This charming home is situated in South Beach & is just 4 houses from the beach! The Master ...
From $420 per night (USD)Expedia
- From $806 per night (USD)
VRBO
3B Hickory Lane-CUSTOM built house! 200 Yards till your feet are in the sand
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 15
This island beauty is straight out of the pages of Coastal Living magazine! The beach lifestyle thoughtfully inspires th ...
From $806 per night (USD)VRBO
- From $639 per night (USD)
Expedia
16 Painted Bunting - Oceanfront Home with Private Pool & Spa.
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
This enchanting seaside escape is a few sandy steps to the beach from its large private backyard with a pool and spa. It ...
From $639 per night (USD)Expedia
- From $391 per night (USD)
VRBO
17 Beachside-Fido Friendly, Heated Community Pool & 100 yrds to ocean
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The street name says it all! This dog-friendly, warm, and cozy cottage is a short sandy walk (100 yards) to the beach an ...
From $391 per night (USD)VRBO
- From $502 per night (USD)
Expedia
3 Heron - Great Family/Friend Compound - 363 Yard walk to the Beach
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Nestled in the desirable North Forest Beach, this ultra-contemporary home exudes modern elegance, blending sleek designs ...
From $502 per night (USD)Expedia
- From $276 per night (USD)
VRBO
17 Mizzenmast Ct - Amazing Views of 18th Fairway of Harbour Town Golf Links
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Beginning on May 5, 2025, two weeks after the finish of this year’s RBC Heritage, the world-famous, Pete Dye-designed Ha ...
From $276 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Gorgeous oceanside villa located on the first floor - Short walk to the beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
HILTON HEAD ISLAND. Wendover Dunes is a beautiful oceanside villa complex that is just a short walk to the beach. Locate ...
From $346 per night (USD)Expedia
- From $385 per night (USD)
VRBO
339 Shorewood - Charming 2 Bedroom Villa
- 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 $385 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Courtside 110 - Large 3 BR Townhouse - Short Walk To Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Courtside 110 is a 3 story townhouse with 3 bedrooms and 3 1/2 baths, one flight above street level. The top floor is a ...
From $224 per night (USD)Expedia
- From $608 per night (USD)
VRBO
5 Henry, Close to Beach, Pool, Pet Friendly, Free Golf, Seasonal Beach Shuttle
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
5 Henry Lane, Hilton Head Island is a home nestled in Singleton Beach, this stunning 4-bedroom, 4.5-bathroom home offers ...
From $608 per night (USD)VRBO
- From $237 per night (USD)
Expedia
Surf Court 62 - Forest Beach 1st Floor Flat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Surf Court 62 is a ground floor apartment with no steps to navigate. This property is 1.5 blocks to the Atlantic and als ...
From $237 per night (USD)Expedia
- From $506 per night (USD)
VRBO
5 Heron- Great Family Retreat. 363 Yard walk to the Beach!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
This striking North Forest Beach property is a true blend of modern, ultra-contemporary design with an island-inspired a ...
From $506 per night (USD)VRBO
- From $229 per night (USD)
Expedia
Shorewood 437 - Freshly Updated Ocean & Pool View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
New for 2023 - Freshly painted throughout, New Living room furniture along with a 65 inch smart TV, New lighting, New ki ...
From $229 per night (USD)Expedia
- From $406 per night (USD)
VRBO
3402 SeaCrest - Direct 180 Degrees OCEANFRONT views! Heated Pool March/April
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
***ROOF CONSTRUCTION PROJECT - September 2025 through April 2026 *** What to expect: Obstructed views due to scaffold ...
From $406 per night (USD)VRBO
- From $243 per night (USD)
Expedia
2301 SeaCrest- Awesome Beach Location! Steps to the Ocean,Shopping & Dining.
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
***ROOF CONSTRUCTION PROJECT - September 2025 through April 2026 *** What to expect: Obstructed views due to scaffold ...
From $243 per night (USD)Expedia
- From $475 per night (USD)
VRBO
8 Turtle Lane Club - Few Steps to the pool & beach!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This 3-bed, 3-bath villa will not let you down! Upon entering, you'll notice the gorgeous furnishings highlighted by the ...
From $475 per night (USD)VRBO
- From $432 per night (USD)
Expedia
37 Shell Ring: BESTNEST by Beverly Serral
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to the BESTNEST at 37 Shell Ring Road in Sea Pines- redecorated and super stylish! Our advertised rates are o ...
From $432 per night (USD)Expedia
- From $223 per night (USD)
VRBO
Ocean One 504 -Must See!! Updated Beachside 5th Floor Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This unit does not face the ocean, but is just steps to the beach. Guests staying in Ocean One 504 enjoy a landscape vie ...
From $223 per night (USD)VRBO
- From $686 per night (USD)
Expedia
Gorgeous Updated Home with Private Pool Close to Beach - Sleeps 13!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Ohh, hello there gorgeous home! If you are looking for an updated beautiful beach home, then 2 Wren Drive is the private ...
From $686 per night (USD)Expedia
- From $316 per night (USD)
VRBO
222 Shorewood-Oceanfront Complex, Landscape View & Fully Renovated.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully renovated 3 bedroom, 3 bathroom townhouse style villa in South Forest Beach. Renovations throughout include ...
From $316 per night (USD)VRBO
- From $1024 per night (USD)
Expedia
131 Dune Lane - Stunning OCEANFRONT Views! Private/Direct Beach Access
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
This 6 bedroom plus loft (queen bedding in loft) home with private *heated pool offers classic Hilton Head charm and stu ...
From $1024 per night (USD)Expedia
- From $338 per night (USD)
VRBO
1909 S. Beach Club - Stunning Sunset Views over Calibogue Sound
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located on the 2nd floor, 1909 South Beach Club has stunning views of the Calibogue Sound. This 3 bedroom, 2,5 bath vill ...
From $338 per night (USD)VRBO
- From $736 per night (USD)
Expedia
9 Driftwood-Dog-Friendly, Oceanfront Home w/ Large 20 ft x 50 ft Pool.
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
This southern island charmer is an oceanfront dog-friendly home and the perfect location for family vacations. An open f ...
From $736 per night (USD)Expedia
- From $279 per night (USD)
VRBO
1607 Port Villas - Gorgeous views of Braddock Cove
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Whether you are looking for a romantic getaway or some family time, this villa is great for both! The view is incredible ...
From $279 per night (USD)VRBO
- From $769 per night (USD)
Expedia
3rd Row Ocean - Dog Friendly Sea Pines Home w/ FREE Pool Heat Seasonally!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Welcome to 1 Gadwall - a private home in the South Beach area of Sea Pines! Relax in this five bedroom, five bathroom ho ...
From $769 per night (USD)Expedia
- From $319 per night (USD)
VRBO
Ocean One 411 - Stunning Ocean Views from 4th Floor
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Ocean One 411 is an oceanfront VIP condo that sleeps up to 8 people comfortably. Two outdoor balconies provide panoramic ...
From $319 per night (USD)VRBO
- From $499 per night (USD)
Expedia
128 Dune Ln-2nd row (20 yards) to the ocean with ocean glimpses. Private Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
128 Dune is just steps away from the glimmering Atlantic Ocean! This 3 bedroom, 3.5 bath home with a private *heated poo ...
From $499 per night (USD)Expedia
- From $885 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 $885 per night (USD)VRBO
- From $1283 per night (USD)
Expedia
70 S. Sea Pines-Beautiful Views of Braddock Cove & Quick Walk to the Beach.
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 17
The coastal cottage is chic with breathtaking Braddock Cove views! Stress will drift away with the tides at this Sea Pin ...
From $1283 per night (USD)Expedia