
Singleton Beach Rentals

- From $1041 per night (USD)
VRBO
3 Night Harbour - Spring Special! 3rd Row Dream Getaway in Palmetto Dunes
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
Discover your dream getaway at 3 Night Harbour, a stunning home nestled in the desirable Palmetto Dunes community. This ...
From $1041 per night (USD)VRBO
- From $848 per night (USD)
Expedia
Beachwalk by AvantStay | Hilton Head Oasis Steps from Singleton Beach
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
Beachwalk is waiting to welcome you to the pristine beaches and world-class golf courses of Hilton Head. Located right o ...
From $848 per night (USD)Expedia
- From $139 per night (USD)
VRBO
Ocean Villa C231 - Beach FrontResort
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You cannot find a better location for your vacation getaway. This Ocean Front 1 Bedroom, Villa sleeps 4 and is just step ...
From $139 per night (USD)VRBO
- From $730 per night (USD)
Expedia
(17) BRAND NEW Home, Pool, Firepit, 5 min. Drive to Beach, EV charger
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come see why vacationers choose Hilton Head Island year after year! This newly built home at "The Marshes" on Hilton He ...
From $730 per night (USD)Expedia
- From $1021 per night (USD)
VRBO
3 Shore Crest, Chefs Kitchen, Free Golf, Game Room, Beach, Pool, Pickleball
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 18
3 Shore Crest Lane, Hilton Head Island. Luxury awaits in this custom-built 5-bedroom home in Burkes Beach, just a 5-minu ...
From $1021 per night (USD)VRBO
- From $335 per night (USD)
Expedia
Charming Lakefront Retreat in Palmetto Dunes!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled in the serene Palmetto Dunes Plantation, ‘Heron House’ offers a tranquil escape on a quiet cul-de-sac by the lak ...
From $335 per night (USD)Expedia
- From $172 per night (USD)
VRBO
HHR - Beach Villa (Heated Indoor Pool & Hot Tub)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the comforts of home in our 2 bed + 2 bath condo, while relaxing just steps from the beach. Hilton Head Resort has ...
From $172 per night (USD)VRBO
- From $751 per night (USD)
Expedia
35 Full Sweep, Great for Large Groups, Pool, Game Room, Free Golf, Pickleball Perks
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 20
35 Full Sweep, Hilton Head Island is a recently renovated 5-bedroom/5-bathroom home, located inside Palmetto Dunes Plant ...
From $751 per night (USD)Expedia
- From $554 per night (USD)
VRBO
Resort View - Tennis Villas G15 is brought to you by OSRP
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This beautiful two bedroom villa is located on the second floor with views of the lagoon. There is a fully equipped kitc ...
From $554 per night (USD)VRBO
- From $314 per night (USD)
Expedia
Steps to Beach: Ocean-View Hilton Head Villa!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Stay and play at this beachy 1-bedroom, 1-bath Hilton Head Island condo! Located in an oceanfront resort, this condo off ...
From $314 per night (USD)Expedia
- From $261 per night (USD)
VRBO
Beautiful 3 Bedroom Villa, a quick walk to the ocean! Quiet and roomy!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
This 3 bedroom, 2.5 bath townhouse is a short 4 minute walk to the beach. Bike or walk to Folly Field Beach Park on the ...
From $261 per night (USD)VRBO
- From $148 per night (USD)
Expedia
Beachy Beach Condo - Full Set of Resort Amenities
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Paradise! If you're looking for rest and relaxation as well as awesome amenities, you've come to the right pl ...
From $148 per night (USD)Expedia
- From $252 per night (USD)
VRBO
New Upgrades 3 BR 2.5 Bath A Stones throw from the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This quaint and casual beach inspired condo is a short walk to the beach and is pet friendly, it is tucked in a quiet wo ...
From $252 per night (USD)VRBO
- From $177 per night (USD)
Expedia
Newly Renovated Hilton Head Resort Beach Condo - 2 Bedroom - Private Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Private balcony, beautiful view, 2 bedroom, 2 bathroom, with a Queen size foldout couch. Living room has a large 4k Sams ...
From $177 per night (USD)Expedia
- From $692 per night (USD)
VRBO
89 Singleton Beach- Villa La Spiaggia, 5 bd home with Private Spa, Water Views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to Villa La Spiaggia, located at 89 Singleton Beach in Hilton Head! This stunning rental property boasts ocean v ...
From $692 per night (USD)VRBO
- From $234 per night (USD)
Expedia
Dog & Snowbird-Friendly Gem - AC, WiFi & Boat Parking, Walk to Folly Field Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Moonshell 3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desire ...
From $234 per night (USD)Expedia
- From $191 per night (USD)
VRBO
Oceanfront Access - Beach & Tennis Resort - Beach Acc. - 300 Yd 2Sand - TV C9
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Island Beach and Tennis Resort: 40 Folly Field Beach, SC Location. Best place to be on the Island for Beac ...
From $191 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Chic and cozy .…C314, well-stocked private balcony — Snowbirds message 4 deals
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
We would love for you to come and stay in our condo where you can relax and enjoy yourself! Once you unlock the door yo ...
From $206 per night (USD)Expedia
- From $233 per night (USD)
VRBO
Stunning Ocean View from top floor Admirals Row 402
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
TOP NOTCH VIEW & UP-SCALE VILLA. The resort has 4 private beach boardwalks that deliver you to one of the top 10 beaches ...
From $233 per night (USD)VRBO
- From $2457 per night (USD)
Expedia
True coastal luxury! 2 pools and more await you at this 2nd row beach home!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 15
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. Fabulous two-story second row ...
From $2457 per night (USD)Expedia
- From $330 per night (USD)
VRBO
Sunset Rentals | Bradley Circle 9 | Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Please Note: There is ongoing construction taking place next door throughout 2025. Occasional noise disturbance during d ...
From $330 per night (USD)VRBO
- From $550 per night (USD)
Expedia
Sunset Rentals | Crabline 39 | Dog Friendly
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Bring your family, your pet, some friends, and still find plenty of room for rest and relaxation in this 3,100 square fo ...
From $550 per night (USD)Expedia
- Click For Pricing
VRBO
SUNSET GETAWAY, Mins from Beach, SLEEPS 10, Spring Break Specials!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Curious about what makes the South so charming and charismatic? Experience the perfect low-country getaway at our lovely ...
Click For PricingVRBO
- From $528 per night (USD)
Expedia
Sunset Rentals | Crabline 49 | Dog Friendly
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
This 5 bedroom, 5.5 bath, single-family Singleton Beach home will be an island oasis that you won't want to leave! This ...
From $528 per night (USD)Expedia
- From $2309 per night (USD)
VRBO
Sunset Rentals | Mooring Buoy 179
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 16
This fabulous 7 bedrooms, 6.5 bath Palmetto Dunes home sits on an 11-mile long lagoon and offers tranquil views, spaciou ...
From $2309 per night (USD)VRBO
- From $166 per night (USD)
Expedia
Adorably furnished and updated Ocean Villa condo, with wonderful 200+ Reviews!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Updated condo ready for your awesome vacation, be sure to check out our amazing guest reviews! 1 bedroom, 1 bath, 540 sq ...
From $166 per night (USD)Expedia
- From $204 per night (USD)
VRBO
Oceanfront - Admiral's Row 106 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This lovely one bedroom villa is located Oceanfront in Admiral's Row. The master bedroom is furnished with a Queen size ...
From $204 per night (USD)VRBO
- From $162 per night (USD)
Expedia
Villa del Sol: 3-7 nights or more stays short walk to the Beach Oceanside Resort
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
3-7 night or more stays welcome in this 2 bedroom 2 bath top floor condo in oceanside resort. Fully furnished and equipp ...
From $162 per night (USD)Expedia
- From $676 per night (USD)
VRBO
184 Mooring Buoy ~ Enjoy Peaceful Golf Course Views & Short Walk to the Beach |
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
184 Mooring Buoy | Golf Course Views | Short Walk to the Beach ***Newly Renovated for 2025 - New Photos Coming Soon! * ...
From $676 per night (USD)VRBO
- Click For Pricing
Expedia
Beachfront 2 bedroom 2 bathroom
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Property is on the beach. This has 2 rooms and 2 bathrooms. 2 outdoor pools and a kiddie pool. There is a health club ...
Click For PricingExpedia
- From $735 per night (USD)
VRBO
Beautiful 3rd Row Mooring Buoy House w/ Direct Beach Path Access. Quiet location
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Final rates and great deals for rest of summer! Next opening 8.24-8.30, 5-6 night stay for that week. Hint ** Bo ...
From $735 per night (USD)VRBO
- From $211 per night (USD)
Expedia
Steps to Pool & Beach: Family Condo in Hilton Head
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your dream vacation is soon to be a reality at the well-preserved coastal oasis of Hilton Head Island! This 2-bedroom, 2 ...
From $211 per night (USD)Expedia
- From $171 per night (USD)
VRBO
Front Row Location 200 steps to Beach & Pool - 1st Floor - Gorgeous - #1 OV C129
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Hilton Head Island Beach and Tennis Resort along Folly Field Beach. A Premier Property. Ocean Villa Unit #C129 Resort h ...
From $171 per night (USD)VRBO
- From $494 per night (USD)
Expedia
Sunset Rentals | Mooring Buoy 175
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
175 Mooring Buoy is a tucked-away vacation home with a private pool and ping pong table in Palmetto Dunes Resort. Enter ...
From $494 per night (USD)Expedia
- From $706 per night (USD)
VRBO
Sunset Rentals | Corine Lane 13
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 19
High-end style at a moderate price in Singleton Beach, Hilton Head! This luxurious Singleton Beach home will fit all you ...
From $706 per night (USD)VRBO
- From $634 per night (USD)
Expedia
Sunset Rentals | Full Sweep 60
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Did you know the perfect vacation home really does exist and it's on Hilton Head Island?! Full Sweep 60 is a luxury 4 be ...
From $634 per night (USD)Expedia
- From $747 per night (USD)
VRBO
STUNNING LAGOON & GOLF VIEWS! Close to Beach! Spacious suites all with views!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
4300 Sq.ft. 5 BED, 6 BATH SLEEPS 14 Unwind and relax at BELLA VISTA! This professionally decorated custom home is in a ...
From $747 per night (USD)VRBO
- From $1482 per night (USD)
Expedia
Luxury Family Home w/ Pool&Spa, Screened Porch, Close to Beach
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
-Private Pool & Spa -Fitness Room -Large Screened Porch -Outdoor Dining -Elevator -Kid-Friendly -No Pets Allowed - Enjoy ...
From $1482 per night (USD)Expedia
- From $203 per night (USD)
VRBO
Pool, Sauna & Beach Access: Hilton Head Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Explore Hilton Head Island in style by booking a condo with sought-after resort amenities and access to a beach that’s p ...
From $203 per night (USD)VRBO
- From $378 per night (USD)
Expedia
Inviting Island Oasis W/ Spacious Deck, Hot Tub, & Second Row To Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Sea Front Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $378 per night (USD)Expedia
- From $387 per night (USD)
VRBO
Spacious Home - Private Pool & Big Deck with Gas Grill, Free WiFi
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Mooring Buoy Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $387 per night (USD)VRBO
- From $266 per night (USD)
Expedia
HHI Beach & Tennis #AR416, 2BR 2BA, top 4th fl, Oceanfront condo, 6 max.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
$1000+ to $400+ off, if book today ! Wonderful 9.9! Since 1994, Book this nice vacation home with spectacular angled oce ...
From $266 per night (USD)Expedia
- From $184 per night (USD)
VRBO
Spacious, Updated Villa – Perfect for Family Beach Vacations, Two King Beds!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your Hilton Head home away from home! This bright and beautifully updated 3-bedroom, 2.5-bath villa is the id ...
From $184 per night (USD)VRBO
- From $155 per night (USD)
Expedia
Oceanview Condo - overlooking pool and 100 yards to beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Nestled in the middle of semi-tropical Hilton Head Island lies Hilton Head Beach and Tennis Resort. Our Condominium on ...
From $155 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Pet Friendly Folly Field Beach Stones Throw Villa 3 bed 2 & one half bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: This pet friendly rental comes with the HH Island Rentals Advantage. Four beach chairs, a beach cart, four beac ...
From $342 per night (USD)VRBO
- From $290 per night (USD)
Expedia
Steps from the ocean
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Steps to the beach and pool from this outstanding and popular location in the resort. Updated in a chic and modern beach ...
From $290 per night (USD)Expedia
- From $623 per night (USD)
VRBO
37 Bradley Beach; Largest Pool & Deck on the block! Great rates & reviews!
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
This seaside retreat is the perfect vacation rental for a large group or families vacationing together! This beautiful ...
From $623 per night (USD)VRBO
- From $235 per night (USD)
Expedia
oceanfront, 2nd floor corner condo well stocked & super clean
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
WE WOULD LOVE FOR YOU TO COME AND STAY WITH US! **We have been renting condos here at Hilton Head Island Beach & Tenni ...
From $235 per night (USD)Expedia
- From $195 per night (USD)
VRBO
Refreshed beach front property. 2 BD-2 BA, Sleeps 5-6.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Newly renovated. Bring your family to relax and enjoy the beach with peace of mind. Tastefully decorated with tile flo ...
From $195 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Beautiful villa steps from the beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Family friendly. Cozy and comfortable. Queen bed in primary bedroom. Bunk beds accommodate kids or extra guests. Beach t ...
From $178 per night (USD)Expedia
- From $526 per night (USD)
VRBO
Cozy Ranch with Private Heated Pool, Hot Tub, King Bed, Prime Location, Clean
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
<p>You'll find a boat, bicycles, and more on site at this family-friendly vacation home. Jump into your car and make sho ...
From $526 per night (USD)VRBO
- From $194 per night (USD)
Expedia
Beach Elegant 4U - 1st Flr. King Bed - Beach Tennis Resort - Beach Access - A119
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hilton Head Island Beach and Tennis Resort located along Folly Field Beach, Hilton Head Island, SC. Resort has direct Be ...
From $194 per night (USD)Expedia
- From $503 per night (USD)
VRBO
Pickleball Paradise-Peek of the Ocean-Steps to Beach-Lagoon-Oceanside Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This Admiral’s Row villa is just a quick walk to the beach. It is ready for family vacations or a couple wanting to rela ...
From $503 per night (USD)VRBO
- From $1292 per night (USD)
Expedia
6 Bedroom Beach House with Heated Pool 2 Blocks to Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 16
Make Vacation Memories! This 4-year-old beach home that sleeps 16 and has a private heated pool (no extra charge for he ...
From $1292 per night (USD)Expedia
- Click For Pricing
VRBO
Sunset Rentals | Sandcastle Plaza 2B
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
2B Sandcastle Plaza offers a unique and luxurious vacation rental experience. This massive 2 bedroom, 2.5 bathroom dog-f ...
Click For PricingVRBO
- From $175 per night (USD)
Expedia
Oceanfront, 3rd-floor condo with corner balcony, pool & beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sea Cloisters 311 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $175 per night (USD)Expedia
- From $186 per night (USD)
VRBO
#BEACHES ARE OPEN-VILLA W/ POOL, BEACHFRONT RESORT
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Our two bedroom, two bath Villa is a first floor unit and a three minute walk to the sandy shores of Hilton Head Island. ...
From $186 per night (USD)VRBO
- From $999 per night (USD)
Expedia
Marriott's SurfWatch® (2BR)
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Your sizable villa is perfect for unwinding with separate bedrooms and baths, living and dining areas, and a private bal ...
From $999 per night (USD)Expedia
- From $999 per night (USD)
VRBO
Marriott's SurfWatch® (3BR)
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Your sizable villa is perfect for unwinding with separate bedrooms and baths, living and dining areas and private balcon ...
From $999 per night (USD)VRBO
- From $320 per night (USD)
Expedia
5 min walk to the beach - 1st Fl Condo - Sleep 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hilton Head Beach & Tennis Resort along Folly Field Road. Ocean Villa #A109 is a first-floor end unit conveniently locat ...
From $320 per night (USD)Expedia
- From $470 per night (USD)
VRBO
Sunset Rentals | Off Shore 16
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
16 Off Shore in Palmetto Dunes is new to Sunset's vacation rental market in the fall of 2023. This single level lowcount ...
From $470 per night (USD)VRBO
- From $192 per night (USD)
Expedia
1st-floor snowbird friendly condo near beach w/ pool, tennis, and pickleball
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
HH Beach & Tennis 144AR Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $192 per night (USD)Expedia
- From $1490 per night (USD)
VRBO
11 East Wind ~ Ocean Front Stunner!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
11 East Wind | Direct Oceanfront Home *4 Bedrooms | 4.5 Bathrooms *Sleeps 12 *3 Kings, 2 Queens, Queen Murphy Bed *6 TV ...
From $1490 per night (USD)VRBO
- From $230 per night (USD)
VRBO
On the beach! 4 min walk to feel the sand between your toes! Fall discounts! ☀️🏖️
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Admiral's Row 340 at Hilton Head Beach and Tennis Resort! Our oceanview villa features 2 bedrooms and 2 bathr ...
From $230 per night (USD)VRBO
- From $150 per night (USD)
VRBO
1/2 Mi to Folly Field Beach: Condo w/ 2 Pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
With all the comforts of home and the perks of a resort-like community, this 2-bed, 2-bath Hilton Head Island vacation r ...
From $150 per night (USD)VRBO
- From $340 per night (USD)
Expedia
2113 Hilton Head @ Singleton Beach | Beachfront Resort | Tons of Amenities
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Dive into family fun at our charming abode located in Hilton Head Resort! Enjoy a wealth of resort amenities, including ...
From $340 per night (USD)Expedia
- From $496 per night (USD)
VRBO
Lovely single level Palmetto Dunes home with a pool and lagoon views!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This lovely single level Palmetto Dunes home has undergone some recent updates in summer 2024! Upon entry you are imme ...
From $496 per night (USD)VRBO
- From $1001 per night (USD)
Expedia
3 Urchin Manor @ Singleton Beach | Oceanview Home | Pool & Spa | 3-min to Beach
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 18
Escape to luxury at 3 Urchin Manor, your ultimate vacation destination for extended family and friends. Just .1 mile fro ...
From $1001 per night (USD)Expedia
- From $276 per night (USD)
VRBO
Beachside Private Resort with indoor pool, outdoor poolside bar, gym and sauna
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the beauty of Hilton Head Island from this 3-bedroom condo. This lovely property features 1 king bed and 2 quee ...
From $276 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Resort View - Ocean Villas B137 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This beautifully renovated villa is located in Ocean Villa B on the first floor. The bedroom is furnished with a queen b ...
From $178 per night (USD)Expedia
- From $168 per night (USD)
VRBO
Ocean View - Ocean Villas C348 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This upscale condo is located in Ocean Villas C - on the 3rd floor close to the elevator. It has been completely renova ...
From $168 per night (USD)VRBO
- From $177 per night (USD)
Expedia
Resort View - Ocean Villas C219 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This bright, airy condo is located on the second floor of Ocean Villas C building. There is a queen bed in the master be ...
From $177 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Gorgeous 1bd, 1bth Oceanview Villa in the Hilton Head Beach and Tennis Resort!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 31
The space First floor, end unit Villa that is only a 60 second walk to the beach and beachfront pool. The Villa is espec ...
From $169 per night (USD)VRBO
- From $167 per night (USD)
Expedia
Tennis Villa F20 - Close to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy your family Vacation in this top floor roomy 2-bedroom 2 bath Villa overlooking the tennis courts at Hilton Head B ...
From $167 per night (USD)Expedia
- From $158 per night (USD)
VRBO
Hilton Head Hangout – 2 BDR Resort Condo by Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Hilton Head Island is as known for its stunning beaches, world-class golf courses, and lush flora as it is for ...
From $158 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Island Sunrise HHI Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to Island Sunrise Condo on Hilton Head Island! 6 Minute walk to the beach on private boardwalk. Our charming re ...
From $198 per night (USD)Expedia
- From $153 per night (USD)
VRBO
Sunny Shores Retreat – HH Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Summary: Come for the sun and stay for the memories! You’ll find plenty of opportunity to make lasting ones here at Sunn ...
From $153 per night (USD)VRBO
- From $148 per night (USD)
Expedia
Resort Bungalow – Private Boardwalk to the Ocean!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Come experience the coastal beauty of Hilton Head Island, a natural paradise nestled along the idyllic shores o ...
From $148 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Beachy Vibe – 2 BDR In Desirable HHI Resort!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Escape to Beachy Vibes, where every moment feels like a seaside celebration! The Space: This bright and inviti ...
From $169 per night (USD)VRBO
- From $351 per night (USD)
Expedia
Beautiful Hilton Head Island Oasis – Resort 2 BDR!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Hilton Head Island is truly a vacation experience like none other, where southern charm meets coastal beauty cr ...
From $351 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Top-floor villa with beautiful ocean views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Top-floor villa with beautiful views of the Atlantic Ocean from balcony, Enjoy Sunrises with your cup of coffee! Close t ...
From $145 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Newly renovated beachfront condo with pool, tennis, restaurants, gym, & balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
HH Beach & Tennis 415AR Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $230 per night (USD)Expedia
- From $664 per night (USD)
VRBO
Two Unit Duplex-2m Beach Walk
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Unique rental opportunity for 1 big or two small families. Rent the upper and lower unit at a discount. The property fea ...
From $664 per night (USD)VRBO
- From $901 per night (USD)
Expedia
Private Pool, Elevator, Steps to Beach, WATER FRONT
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 22
Please Note: Due to damage from a recent thunderstorm, the elevator in this home is currently out of order. Repairs are ...
From $901 per night (USD)Expedia
- From $726 per night (USD)
VRBO
101 Sandcastle Court | Dog Friendly | Free Heated Pool | 3 Blocks to the Beach | Elevator
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
Welcome to Sunny Sandcastles HHI! Welcome to 101 Sandcastle Court, a luxurious home crafted to exceed your every expect ...
From $726 per night (USD)VRBO
- From $1188 per night (USD)
Expedia
Spectacular home located on the Robert Trent Jones Golf Course
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
HILTON HEAD ISLAND RENTAL. This spectacular Hilton Head Island home is located on the Robert Trent Jones Golf Course in ...
From $1188 per night (USD)Expedia
- From $150 per night (USD)
VRBO
Walk to Folly Field Beach: Condo w/ 2 Pools!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Furnished Balcony | Community Tennis Courts | Restaurants & Bars On-Site Located mere steps from the pristine beaches o ...
From $150 per night (USD)VRBO
- From $222 per night (USD)
Expedia
A145 Villa @ Hilton Head Beach & Tennis Resort | Oceanfront | Amenities Galore!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Escape to paradise at Hilton Head Beach & Tennis Resort, A145 Villa by HOST & HOME! This cozy condo offers all the comf ...
From $222 per night (USD)Expedia
- From $372 per night (USD)
VRBO
Modern Pet Friendly Beach House in Palmetto Dunes
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Your search for the perfect vacation home on Hilton Head Island has ended! Welcome to 48 Full Sweep, located mid Island ...
From $372 per night (USD)VRBO
- From $201 per night (USD)
Expedia
Resort View - Admiral’s Row 126 is brought to you by OSRP
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
his beautiful fully renovated two-bedroom, two-bathroom villa is located on the first floor in Admiral's Row B building. ...
From $201 per night (USD)Expedia
- From $979 per night (USD)
VRBO
Large Second Row Home in the Heart of Palmetto Dunes on Hilton Head Island!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
You'll be glad you chose this spacious and beautiful second-row home in Hilton Head Island's prestigious Palmetto Dunes ...
From $979 per night (USD)VRBO
- From $207 per night (USD)
Expedia
1st floor Beachfront HHBT Condo!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Cozy Beachside overlooks the ocean at the premier Hilton Head Beach and Tennis gated community. This condo is convenient ...
From $207 per night (USD)Expedia
- From $167 per night (USD)
VRBO
Resort View - Ocean Villas C313 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
This cozy condo is located on the third floor of Ocean Villas C building. There is a queen bed in the master bedroom, a ...
From $167 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Luxury Lagoon Condo - 3rd Floor Tennis Villa @ HHBT!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to paradise in Carolina Breeze. This newly remodeled 2-bedroom/2-bath rental is located mid-island in the prestig ...
From $226 per night (USD)Expedia
- From $916 per night (USD)
VRBO
25 Sandcastle @ Folly Field Beach | Pool & Games | Lagoon Views | Pet-Friendly | Sleeps 22
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 22
Welcome to 25 Sandcastle Court by Host & Home! Located in Hilton Head's Sandcastles By the Sea community, this 3,500 sqf ...
From $916 per night (USD)VRBO
- From $188 per night (USD)
Expedia
Resort Condo for 6 w/Tons of Amenities, Near Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Summary: Known for its world-class golf courses, miles of scenic bike trails, and luxurious resorts, Hilton Head offers ...
From $188 per night (USD)Expedia
- Click For Pricing
VRBO
73 Sandcastle Court, Pool, Elevator, Walk to the Beach, New Build
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 18
***NEW TO VRBO - NEW CONSTRUCTION!! *** Discover the perfect getaway in this stunning 6-bedroom, 5-bathroom custom home ...
Click For PricingVRBO
- From $252 per night (USD)
Expedia
Beach Getaway Oceanfront Exceptional View Many Amenities Included on Property!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Hilton Head Island is waiting for you at this exceptional Third floor 2-bedroom villa. Located in the Admirals Row bu ...
From $252 per night (USD)Expedia
- From $155 per night (USD)
VRBO
Steps to the Beach! Oceanfront Resort.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Get ready to relax in this fabulous 1 bedroom, 1 bathroom, 1st floor ocean villa in Hilton Head Island. Our property fea ...
From $155 per night (USD)VRBO
- From $169 per night (USD)
Expedia
Direct Ocean View Condo with balcony, pools, tennis, pickleball
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
HH Beach & Tennis 302AR Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $169 per night (USD)Expedia