
Singleton Beach Rentals

- From $490 per night (USD)
VRBO
Relax beachfront w pool view! - First floor & family friendly! Sun & Sea HHI
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Our Sun & Sea HHI beachfront condo is a relaxing and well designed place for families seeking a fun & memorable beach va ...
From $490 per night (USD)VRBO
- From $417 per night (USD)
Expedia
Beautiful Home, Close to Beach, Lagoon, Fantastic Pool!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Experience Hilton Head Island in luxury and comfort when you stay in this beautiful, 3 bedroom & 3.5 bath, Palmetto Dune ...
From $417 per night (USD)Expedia
- From $284 per night (USD)
VRBO
Lovely 2 BR Condo ~ access to resort amenities ~ short walk to beach~RestAshored
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
You'll have a great time at this comfortable 2 bedroom condo located at the Hilton Head Resort, where you can take advan ...
From $284 per night (USD)VRBO
- From $346 per night (USD)
Expedia
Panoramic sea views in Admirals Row
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Vision this - dolphins playing in the ocean with shrimp boats in the distance. Feel the gentle breezes as you hear the s ...
From $346 per night (USD)Expedia
- Click For Pricing
VRBO
2 BR Garden View at Marriott's SurfWatch
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Seth Nock Licensed Broker, Selling Timeshares INC. 2 BR Garden View at Marriott's SurfWatch Weeks Available: Check-in ...
Click For PricingVRBO
- Click For Pricing
Expedia
Beach Access & Full Amenity Resort - Sun, Sand, Pool - King Bed - C306 SNOWBIRD
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Hilton Head Island Beach and Tennis Resort along Folly Field Beach. 3rd Floor unit with King Bed Location: Ocean Villa ...
Click For PricingExpedia
- From $400 per night (USD)
VRBO
OCEAN VIEW - TOP FLOOR
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
TOP FLOOR AND FULL OCEAN VIEW This is one of the best two bedroom sunrise beach views on the entire island! The private ...
From $400 per night (USD)VRBO
- From $987 per night (USD)
Expedia
NEW CUSTOM HOME, POOL, HOT TUB, WOOD FIREPIT, PING PONG, ELEVATOR, WALK TO BEACH
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 17
Come escape to the beautiful Hilton Head Island and enjoy a stay at Sandcastles by the Sea! We are just a short 3 block ...
From $987 per night (USD)Expedia
- From $1023 per night (USD)
VRBO
JUST ADDED HOTTUB, Heated Pool, Elevator, Arcade Games, Walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 22
Come escape to the beautiful Hilton Head Island and enjoy a stay at Sandcastles by the Sea! We are just a short 3 block ...
From $1023 per night (USD)VRBO
- From $870 per night (USD)
Expedia
Luxurious, Pet Friendly 4-Bedroom Home with Lagoon View in Folly Field Beach, Hilton Head Island
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
SNOWBIRD FRIENDLY | PET FRIENDLY | FREE POOL HEAT This home has easy access by a short walk or bike ride to the Folly ...
From $870 per night (USD)Expedia
- From $277 per night (USD)
VRBO
Dog-Friendly Condo w\/ Fast WiFi, a Patio, & Shared Pool - Walk to the Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 7
Stones Throw 30 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $277 per night (USD)VRBO
- From $353 per night (USD)
Expedia
Hilton Head Island - Exclusive Oceanfront Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Exclusive Oceanfront Condominium - flush on the water. Listen to the ocean even with your doors closed. Ground-level ...
From $353 per night (USD)Expedia
- From $194 per night (USD)
VRBO
Fully Renovated for 2023!! Steps To The Beach And Pool! Great Location
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Fully Renovated will be finished by the end of February (check back for new pictures soon!) Non-Smoking villa features a ...
From $194 per night (USD)VRBO
- From $155 per night (USD)
Expedia
Indoor and outdoor heated pools, hot tub, sauna, steam room.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
January Lower rates FOR GOLFERS TENNIS MASTER bedroom and bath Guest bedroom and hallway bath Condo sleeps 6. Just step ...
From $155 per night (USD)Expedia
- From $428 per night (USD)
VRBO
711 Barrington Park - 2 Minute Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Barrington Park Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Doubles *43" Smart ...
From $428 per night (USD)VRBO
- From $1571 per night (USD)
Expedia
Lowcountry meets Nantucket at this Fabulous 2nd row Ocean Home!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This fantastic 2nd row of the ...
From $1571 per night (USD)Expedia
- From $876 per night (USD)
VRBO
MAY SALE—Book 6 get 7 Nights—PRIVATE POOL-SINGLETON BEACH-CLOSE TO SHOPS
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
BEAUTIFUL PRIVATE SEA SIDE COMMUNITY. GOLF CART RIDES TWO BEACHES - SINGLETON BEACH AND CHAPLIN PARK BEACH (Golf cart av ...
From $876 per night (USD)VRBO
- From $1030 per night (USD)
Expedia
2nd Row Ocean ~ 5 Bedroom Palmetto Dunes Home ~ Sleeps 14 ~ Private Pool
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to 2 Man O War! This beautiful home is located second row ocean in Palmetto Dunes. With five bedrooms, five and ...
From $1030 per night (USD)Expedia
- From $397 per night (USD)
VRBO
Direct Ocean Front View Condo! A225. Also see HA#9437951🏖next door!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
See our reviews! Pictures are current and accurate! If you are looking for a luxury condo... you have found it! Direct o ...
From $397 per night (USD)VRBO
- From $501 per night (USD)
Expedia
Ocean Front - Ocean Villas A327 is brought to you by OSRP
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
If you are looking for the perfect oceanfront panoramic view look no further, once you enter this unit you will be stunn ...
From $501 per night (USD)Expedia
- From $301 per night (USD)
VRBO
Scenic boardwalk to private beach. Renovated modern condo. Your Happy Place!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
2 bed/2 bath condo includes full kitchen with S.S. appliances, dining area, hardwoods throughout & balcony overlooking t ...
From $301 per night (USD)VRBO
- From $279 per night (USD)
Expedia
Cozy condo with pools, hot tub, tennis, gym & beach access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hilton Head Resort 2111 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $279 per night (USD)Expedia
- From $170 per night (USD)
VRBO
* Special Place to Relax & Unwind! Near Beautiful Beach *
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the beautiful warm weather and gentle ocean breezes from the deck of this third floor, newly remodeled, well maint ...
From $170 per night (USD)VRBO
- From $1056 per night (USD)
Expedia
Bright, Fenced Pool overlooking the lagoon, Elevator, Kids Room,
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 22
Enjoy a stay at this Sandcastles by the Sea home with a private pool and patio perfectly positioned facing the lagoon ca ...
From $1056 per night (USD)Expedia
- From $168 per night (USD)
VRBO
Family Oriented - 2 Bdm 2 Bth, TV's, WiFi, Balcony, Poolside, Club House, Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We are new to the rental market and we offer a very nice, clean and comfortable 2brm/2bth Villa in Fiddler's Cove. For f ...
From $168 per night (USD)VRBO
- From $948 per night (USD)
Expedia
DESIGNER LUXURY DECOR, HEATEDSALTWATER POOL, HUGE WALK-IN SHOWER, PINGPONG, ELEVATOR, WALK TO BEACH
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Come escape to the beautiful Hilton Head Island and enjoy a stay at Sandcastles by the Sea! We are just a short 3 block ...
From $948 per night (USD)Expedia
- From $1232 per night (USD)
VRBO
4 Surfwatch Way, Pet Friendly, Large Pool, Close To Beach, Free Golf
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 18
4 Surf Watch Way is a magnificent 6-bedroom, 5.5-bathroom, pet friendly home accommodating up to 16 guests and making it ...
From $1232 per night (USD)VRBO
- From $189 per night (USD)
Expedia
Sand Dollar Paradise
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Bright and sunny south facing condo in building closest to the beach! Perfect get-away for a family of up to 6. This 3rd ...
From $189 per night (USD)Expedia
- From $252 per night (USD)
VRBO
Admiral's Row 309 - Beautiful Beachfront Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Make it a vacation to remember at this spacious 2 bedroom 2 bath ocean front villa in one of the top Hilton Head locatio ...
From $252 per night (USD)VRBO
- From $946 per night (USD)
Expedia
Lagoon Views | HeatedPool| Kids Room| Beach Equipment |Short walk to the Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 18
PET FRIENDLY Come escape to the beautiful Hilton Head Island and enjoy a stay at Sandcastles by the Sea! We are just a ...
From $946 per night (USD)Expedia
- From $1026 per night (USD)
VRBO
Entertaining Beach Home, Plunge Pool, Game Room, Lagoon
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
****FREE POOL HEAT IS INCLUDED WITH THIS RENTAL**** Come escape to beautiful Hilton Head Island and enjoy a stay at Sand ...
From $1026 per night (USD)VRBO
- From $833 per night (USD)
Expedia
Beautifully updated Burkes Beach home with elevator and private pool
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautifully updated 5-be ...
From $833 per night (USD)Expedia
- From $219 per night (USD)
VRBO
2BD\/2BATH Villa! Near Beach! HHR Building 4!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 6
Enjoy sunny Hilton Head Island in this 2 bed, 2 bath unit with a fully equipped kitchen! Just a short walk to the beach ...
From $219 per night (USD)VRBO
- From $246 per night (USD)
Expedia
Hilton Head Beach and Tennis A142 | Near Pool!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
You’ll tap into the best Hilton Head Island has to offer when you vacation at Hilton Head Beach and Tennis A142. Featuri ...
From $246 per night (USD)Expedia
- From $747 per night (USD)
VRBO
32 Corine, Easy Beach Access, Seasonal Beach Shuttle, Pool, Free Golf
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
32 Corrine Lane is a beautifully decorated 6-bedroom, 6-bath open concept home that is truly a luxurious retreat for fam ...
From $747 per night (USD)VRBO
- From $288 per night (USD)
Expedia
Beach & Pool Access: Hilton Head Condo w\/ Balcony
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Capture the essence of Hilton Head Island at this coastal condo nestled in the upscale Hilton Head Beach and Tennis Reso ...
From $288 per night (USD)Expedia
- From $260 per night (USD)
VRBO
After Dune Delight-King Bed Mbr, 5 minute walk to beach, 2br\/2ba near everything
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Top floor right around the corner from the elevator and laundry room in building 3, which has an indoor pool, hot tub, r ...
From $260 per night (USD)VRBO
- From $948 per night (USD)
Expedia
Great for Entertaining, Private Pool, Grill, Firepit, Kids Room, Arcade Game,Cornhole, Walk 2 Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 18
Come escape to the beautiful Hilton Head Island and enjoy a stay at Sandcastles by the Sea! We are just a short 3 block ...
From $948 per night (USD)Expedia
- From $552 per night (USD)
VRBO
Folly Field Family Villa | Walk to Beach, Complex Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
-Walk to Beach -Walk right outside to complex pool -2 Free Adult Bikes (Valid 3-21 night stays) -Pet Friendly Welcome ...
From $552 per night (USD)VRBO
- Click For Pricing
Expedia
Marriott Surfwatch - 3 Bedroom Luxury Villa at Christmas!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Located on the popular shores of Hilton Head Island, Marriott's SurfWatch is a masterpiece of seaside style along South ...
Click For PricingExpedia
- From $476 per night (USD)
VRBO
Resort View - Tennis Villas G01 is brought to you by OSRP
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This is a lovely two bedroom two bathroom villa located in Bldg. G on the first floor. The master bedroom is furnished w ...
From $476 per night (USD)VRBO
- Click For Pricing
Expedia
Marriott's Surf Watch - Luxury 3 BR Villa in the heart of Hilton Head Island
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
This resort excels at providing impressive accommodations inside and a variety of outdoor recreation. Enjoy your spaciou ...
Click For PricingExpedia
- From $231 per night (USD)
VRBO
Get Ready for Spring Break at the Beach!! Enjoy Some Fun in the Sun! Book TODAY!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the beach vibe at our villa! Stay within walking distance to the sand and surf in the family friendly resort of H ...
From $231 per night (USD)VRBO
- From $2490 per night (USD)
Expedia
8 Longboat ~ Multi Level, 5BR Ocean Front Home with Two Master Suites!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
8 Long Boat | Oceanfront Home! *5 Bedrooms | 4 Bathrooms | 2 Half Baths *Sleeps 12 *2 Kings, 1 Queen, 4 Twins, Full sl ...
From $2490 per night (USD)Expedia
- From $895 per night (USD)
VRBO
159 Mooring Buoy ~ Luxury 5Br Home, 3 Minute Walk to Palmetto Dunes Beach
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
159 Mooring Buoy | Spacious and Updated Vacation Home *5 Bedrooms | 4.5 Bathrooms *Sleeps 14 *2 Kings, 3 Queens, 2 Twin ...
From $895 per night (USD)VRBO
- From $396 per night (USD)
Expedia
Coastal Comfort 4U - Fantastic Location - Beach, Sand & Pool - Weekly 10% Disc
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 5
Hilton Head Island Beach and Tennis Resort along Folly Field Beach. 2nd Floor End Unit. Right by stairs and only elev ...
From $396 per night (USD)Expedia
- From $241 per night (USD)
VRBO
Pristine Beach Condo w\/ Shared Pools, Free WiFi, and Central AC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hilton Head Resort 2104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $241 per night (USD)VRBO
- From $1867 per night (USD)
Expedia
MINUTES TO BEACH GORGEOUS LARGE POOL ON ROBERT TRENT JONES GOLF COURSE
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 23
If you want a fully updated home with lots of space, amazing views, large pool, close to the beach then look no further. ...
From $1867 per night (USD)Expedia
- From $242 per night (USD)
VRBO
Bright, super clean first floor end unit nestled on a private paradise.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We love being a VRBO premier host, and you're sure to love our villa at the Hilton Head Island Beach & Tennis Resort - a ...
From $242 per night (USD)VRBO
- From $1214 per night (USD)
Expedia
Beach Home New Kitchen 2 Minutes to the Beach! Bikes & Beach Gear included
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Wonderful Palmetto Dunes beach home with private pool. New Gourmet Kitchen!! ONLY 2 Minutes to the beach!! Great locatio ...
From $1214 per night (USD)Expedia
- From $953 per night (USD)
VRBO
Nicely Appointed Home with Lagoon Views!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Updates abound in this large home with private saltwater pool situated on Palmetto Dunes' 11-mile lagoon system! As you ...
From $953 per night (USD)VRBO
- From $496 per night (USD)
Expedia
Renovated KING BED Oceanview 1BR Top Floor Villa
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
NEW-OCEANVIEW-KING BED- 3RD FLOOR—HILTON HEAD BEACH & TENNIS RESORT (Building "C") We are so happy to welcome you to Bl ...
From $496 per night (USD)Expedia
- From $286 per night (USD)
VRBO
Updated villa minutes walk to the beach. Seasonal heated outdoor pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Resort is a gated community with a 24 hour guardhouse. It is mid island next to Palmetto Dunes. One outdoor ...
From $286 per night (USD)VRBO
- From $743 per night (USD)
Expedia
Waterfront View Perfect for Fun Loving Families!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 8
There are not many places like this home that are less then a 10 minute walk to the beach that have a pool, and on a lak ...
From $743 per night (USD)Expedia
- From $874 per night (USD)
VRBO
167 Mooring Buoy - Comfortable Home - Great Rate - 3 Min Walk to Beach!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Enjoy 167 Mooring Buoy a very comfortable 3rd Row from the Beach home in Palmetto Dunes professionally managed by Luxury ...
From $874 per night (USD)VRBO
- From $294 per night (USD)
Expedia
Fiddler's Cove 10G | Private Balcony, Resort Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Where you stay is just as important as where you go when it comes to vacations, and if you’re visiting Hilton Head Islan ...
From $294 per night (USD)Expedia
- From $765 per night (USD)
VRBO
26 Sea Lane ~ Beautiful 4Br Home on the Lagoon in Palmetto Dunes!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
26 Sea Lane | Beautifully Decorated Home on the Lagoon *4 Bedrooms | 3 Bathrooms | 1 Half Bath *Sleeps 10 *2 Kings, 1 Q ...
From $765 per night (USD)VRBO
- From $229 per night (USD)
Expedia
OCEAN VIEWS- Ocean Villa B338 with an Awesome view of the Ocean
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Wonderful ocean view from balcony and living room. Relax in your very own paradise in this updated cozy 1-bedroom, 1-ba ...
From $229 per night (USD)Expedia
- From $340 per night (USD)
VRBO
Ocean Front Admirals Row 208 Unobstructed Views Steps from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Wonderfully updated 1 bedroom 1 bath oceanfront end unit villa with extra windows. New for 2025! **New sofa coming in M ...
From $340 per night (USD)VRBO
- From $1129 per night (USD)
Expedia
4 Shore Crest Ln-352 Yards to the Beach, Screened Porch, Pool & Ping Pong
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 19
This gorgeous home is just a short walk to the beach from a quiet seaside community in Burkes Beach. The lower floor ho ...
From $1129 per night (USD)Expedia
- Click For Pricing
VRBO
Hilton Head Island Marriott Villa by the sea
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
We rarely rent out our 2-BR, 2-BA Garden view villa because we love going there so much ourselves. But we going to be to ...
Click For PricingVRBO
- From $432 per night (USD)
Expedia
Ocean View Condo - Perfect location! 2 BR 2 BA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Head off to South Carolina for a one-of-a-kind beach getaway at our 2-bedroom, 2-bathroom condo in Hilton Head Island at ...
From $432 per night (USD)Expedia
- Click For Pricing
VRBO
Steps to Sand: Hilton Head Island Condo w\/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Craving vitamin D? We thought you might be! Get your fill of sunshine on Hilton Head Island with a getaway at this 2-bed ...
Click For PricingVRBO
- From $1410 per night (USD)
Expedia
Pet friendly, 2nd row beach home with private pool and gorgeous new updates
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 4 Junket sits 2nd row in Palm ...
From $1410 per night (USD)Expedia
- From $377 per night (USD)
VRBO
Oceanfront with easy beach access, large pool, and tiki bar\/restaurant!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Bright & Breezy villa in oceanfront resort! Enjoy all that Hilton Head Island has to offer. Updated villa with extensi ...
From $377 per night (USD)VRBO
- From $1506 per night (USD)
Expedia
9 Sandy Beach, Close to Beach, Pool, Elevator, Game Room, Free Golf
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 21
9 Sandy Beach Trail, Hilton Head Island. Welcome to your custom-built vacation home! This stunning property features an ...
From $1506 per night (USD)Expedia
- From $1112 per night (USD)
VRBO
4 Urchin Manor ~ Fantastic Multi Family Home with Pool and Pet Friendly!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 20
4 Urchin Manor | Third Row Fabulous Vacation Home in Bradley Beach *5 Bedrooms plus Den with Sleeper Sofa | 6 Bathrooms ...
From $1112 per night (USD)VRBO
- From $975 per night (USD)
Expedia
Sea Cloisters Family Villa w\/ Ocean Views, Complex Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
-Building Construction from Sep 2024 - May 2025, subject to change -Private Balcony w/ Panoramic Ocean Views -Complex Po ...
From $975 per night (USD)Expedia
- From $984 per night (USD)
VRBO
SPACIOUS 4BR HOME WITH POOL, SPA & GOLF COURSE VIEWS HILTON HEAD
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Can you see yourself stargazing from the multi-tiered deck of this spectacular Palmetto Dunes retreat? This Hilton Head ...
From $984 per night (USD)VRBO
- From $182 per night (USD)
Expedia
Beautiful renovated condo minutes from the beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the perfect vacation at our beautiful, newly updated beach condo. If you are looking for a relaxing get away with ...
From $182 per night (USD)Expedia
- From $335 per night (USD)
VRBO
Pools + Sundeck: Beachfront Hilton Head Condo!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Set out on a beachy retreat and stay at this 3-bedroom, 2-bathroom vacation rental condo nestled in The Hilton Head Reso ...
From $335 per night (USD)VRBO
- From $916 per night (USD)
Expedia
1 Shore Crest, Large Pool, Ping Pong, Beach, Free Golf
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 13
1 Shore Crest Lane, Hilton Head Island is a beautiful home built in 2022 and offers 5 bedrooms & 5 bathrooms, a large po ...
From $916 per night (USD)Expedia
- Click For Pricing
VRBO
Marriott's SurfWatch - 2 Bedroom\/2 Bath - Garden View - Full Resort Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the luxuries of the South Carolina Lowcountry. Amid rolling sand dunes and panoramic views of the Atlantic, this s ...
Click For PricingVRBO
- From $297 per night (USD)
Expedia
Hilton Head Resort Condo w\/ Resort Amenities
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Plan your island escape to this cozy 1-bedroom, 1-bath vacation rental in the Hilton Head Island Beach & Tennis Resort! ...
From $297 per night (USD)Expedia
- From $273 per night (USD)
VRBO
2bdr\/2bath, heated indoor pool, walk to beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our villa features 2 bedrooms & 2 bathrooms and sleeps up to 6 people. We are conveniently located in Hilton Head Resort ...
From $273 per night (USD)VRBO
- From $428 per night (USD)
Expedia
AMAZING OCEAN VIEW with PRIVATE BEACH ACCESS !!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
READY TO GET AWAY? Private beach access! Paradise awaits! Watch the moonlight dance on the ocean waves while ...
From $428 per night (USD)Expedia
- From $947 per night (USD)
VRBO
Screened Heated Pool\/Spa\/Elevator\/Fenced yard- Golf Cart available for rent-51
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 22
House can sleep up to 24 comfortably depending on sleeping arrangements. Come visit Hilton Head Island with all it has t ...
From $947 per night (USD)VRBO
- From $330 per night (USD)
Expedia
Beach Access Villa with Indoor & Outdoor Pools - Private Balcony - Updated
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to your new favorite getaway! This 3 bedroom 2 bath villa with resort amenities is the perfect place to sit back ...
From $330 per night (USD)Expedia
- From $301 per night (USD)
VRBO
Ocean Views & 3 Pools: Hilton Head Resort Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Your next Palmetto State escape begins at this vacation rental in the Hilton Head Resort. This recently remodeled villa ...
From $301 per night (USD)VRBO
- From $281 per night (USD)
Expedia
Hilton Head Condo: Beach Supplies, Walk to Shore!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Head off to the sugar-white beaches of Hilton Head Island! This 2-bedroom, 2-bath vacation rental in the Fiddler's Cove ...
From $281 per night (USD)Expedia
- From $487 per night (USD)
VRBO
Balcony overlooks BEAUTIFUL OCEAN VIEW, just steps away from sand!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
This property is just steps away from the beach with a BEAUTIFUL OCEAN VIEW. Entire unit has been updated, to include a ...
From $487 per night (USD)VRBO
- From $432 per night (USD)
Expedia
Beachy chic, steps from the beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Chic villa in oceanfront resort! Enjoy all that Hilton Head Island has to offer. Relax in our updated villa with numer ...
From $432 per night (USD)Expedia
- From $2624 per night (USD)
VRBO
3 Singleton, Oceanfront, Private Pool, Elevator, Free Golf
- Bedrooms:
- 8
- Bathrooms:
- 7
- Sleeps:
- 26
This remarkable oceanfront estate showcases 7 bedrooms and 7.5 bathrooms, exuding unmatched beauty and luxury. 3 Singlet ...
From $2624 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Beautiful Condo in ocean front resort!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Completely renovated and upgraded unit in the Hilton Head Beach and Tennis resort. King size bed, upgraded shower, slee ...
From $218 per night (USD)Expedia
- From $173 per night (USD)
VRBO
Indoor and outdoor pools, oceanside restaurant, weekly\/monthly discount.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nicely remodeled 2 bedroom villa. New flooring, furniture and freshly painted. Hilton Head Resort offers 2 outdoor pools ...
From $173 per night (USD)VRBO
- From $236 per night (USD)
Expedia
COMPLETELY UPDATED 2 BED 2 BATH VILLA, WALK TO BEACH, MULTIPLE POOLS & HOT TUB
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Updated villa with soft paint colors and cozy, beachy décor located in exclusive Hilton Head Resort. Nestled between Fol ...
From $236 per night (USD)Expedia
- From $300 per night (USD)
VRBO
Hilton Head Get Away only steps from the beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
20% off Sept 4-Oct 31 2024 This Newly Remodeled 2 Bedroom Unit has been remodeled with All Stainless Appliances and 3 LE ...
From $300 per night (USD)VRBO
- From $206 per night (USD)
Expedia
Ocean Villa B314 - Relaxing Top Floor Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Third floor top-floor villa with beautiful views of the Atlantic Ocean from balcony, Enjoy Sunrise from your Balcony! Cl ...
From $206 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Ocean Villa C232 - Perfect Vacation
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy Morning Sun rises from your balcony! If you are looking for an ocean front villa and a true beach get away at one ...
From $198 per night (USD)VRBO
- From $1040 per night (USD)
Expedia
Tranquil, Private Pool, Elevator, Kids Room with Foosball and Arcade Game, Ping Pong, Walk 2 Beach
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 22
SNOWBIRD FRIENDLY Come escape to the beautiful Hilton Head Island and enjoy a stay at Sandcastles by the Sea! We are ju ...
From $1040 per night (USD)Expedia
- From $459 per night (USD)
VRBO
OCEANFRONT CONDO! Looking for a spring or summer get-away, you found it!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
COMFY SOFA AND CHAIR AWAITS YOU TO LOUNGE IN THE LIVING AREA OVERLOOKING THE OCEAN! HURRY IT’S TIME TO BOOK YOUR SPRING ...
From $459 per night (USD)VRBO
- From $277 per night (USD)
Expedia
Beach View, Pool & Tennis: Hilton Head Island Unit
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Escape to the scenic shores of Hilton Head Island at this 1-bedroom, 1-bath vacation rental in the Hilton Head Beach & T ...
From $277 per night (USD)Expedia
- From $966 per night (USD)
VRBO
16 Singleton Shores, Ocean Views, Pool, Elevator, Free Golf
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
16 Singleton Shores Manor, Hilton Head Island. Enjoy marsh and ocean views from every level of this home. Step into the ...
From $966 per night (USD)VRBO
- From $394 per night (USD)
Expedia
3 min walk to Folly Field Beach Modern & Fun 1bdrm
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a stylish experience at this brand new 1st floor unit at Hilton Head Beach and Tennis Club. The space This is a gr ...
From $394 per night (USD)Expedia
- From $212 per night (USD)
VRBO
Your Home at the Beach- Fiddlers Cove - Folly Field 2 BR \/2 BA 2
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
***Short walk to Beach private Fiddlers Cove access point*** A top floor 2 bedroom 2 bath end unit condo. UPDATED & in g ...
From $212 per night (USD)VRBO
- From $776 per night (USD)
Expedia
40 Crabline Court: Walk to beach, Seasonal Beach Shuttle, & Private Pool
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 16
This beautiful Charleston style 3100 sq. foot home is situated on a palm tree lined paving stone cul-de-sac within the p ...
From $776 per night (USD)Expedia
- From $494 per night (USD)
VRBO
Resort View - Tennis Villas F09 is brought to you by OSRP
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Two-Bedroom - Tennis Villa - Resort View - Villa F bldg. You are sure to have all the comforts of home from the fully eq ...
From $494 per night (USD)VRBO
- From $265 per night (USD)
Expedia
Ocean View, Pool, Tennis, Pickleball, Seasonal Music
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This is it! Clean, bright and welcoming in Hilton Head Beach and Tennis Ocean Villas, the island's most amenity-rich bea ...
From $265 per night (USD)Expedia
- From $289 per night (USD)
VRBO
Half-Mi to Folly Field Beach: Hilton Head Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Soak up the South Carolina sun at this gorgeous 2-bed, 2-bath condo in Hilton Head. Located in the charming Fiddler's Co ...
From $289 per night (USD)VRBO
- From $1642 per night (USD)
Expedia
79 Mooring Buoy- Beautiful home & Only a 3 Minute(180 yard)Walk to the Beach!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
This spectacular seaside retreat exudes low country charm. From grand front doors, that open to an expansive, well-appoi ...
From $1642 per night (USD)Expedia