
Singleton Beach Rentals

- From $154 per night (USD)
VRBO
Bright and Cheery 2 Bedroom Villa - Completely Updated
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Unit 3116 Hilton Head Resort * Two Bedrooms * Two Full Bathrooms * Sleeps 6 Comfortably * Master Bedroom With King Bed ...
From $154 per night (USD)VRBO
- From $147 per night (USD)
Expedia
OCEAN VIEW-2BD-2BA ADMIRALS ROW #334 Two new smart tvs and high Adirondak chairs
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fantastic 2 bedroom/ 2 bath Admirals Row with an ocean view. Our villa is only 100 yards to the beach. Our gated commun ...
From $147 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Family-Friendly Condo with Great Location
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom, 2 bath condo is located in the Hilton Head Beach and Tennis Resort (Admirals Row building B). The maste ...
From $232 per night (USD)VRBO
- From $143 per night (USD)
VRBO
Relax in the comfort of your own condo and view Hilton Head's Beautiful Beaches!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
You are 150 feet from the pool and 200 feet to one of the best beaches on the East Coast! Our Condo was remodeled in 201 ...
From $143 per night (USD)VRBO
- From $102 per night (USD)
VRBO
Great amenities, CLEAN, Convenient!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
You will appreciate our vinyl plank and porcelain tile floors, white wainscoting and the amenities awaiting you when yo ...
From $102 per night (USD)VRBO
- From $716 per night (USD)
Expedia
Pet Friendly, Lagoon, Saltwater Pool w/FREE POOL HEAT & waterfall, ELEVATOR, FIREPIT TABLE
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
NOW PET FRIENDLY!! Come escape to the beautiful Hilton Head Island and enjoy a stay at Sandcastles by the Sea! W ...
From $716 per night (USD)Expedia
- From $716 per night (USD)
VRBO
Coastal | Private Pool w Free Pool Heat| Ping Pong | Foosball | Walk to Beach | Golf Cart Friendly
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
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 $716 per night (USD)VRBO
- From $749 per night (USD)
Expedia
BOUTIQUE HOME, SALTWATER POOL, CRIB & BABY GEAR, HUGE KIDS RETREAT
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 24
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 $749 per night (USD)Expedia
- From $153 per night (USD)
VRBO
Experience Luxury at the Beach! Oceanside Resort! Huge Oceanside Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Come visit the Beach! Beautiful Oceanside Resort! Lots of amenities and beautiful beach and pool! Flingo Beach Destin ...
From $153 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Relax beachfront w pool view! - First floor & family friendly! Sun & Sea HHI
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our Sun & Sea HHI beachfront condo is a relaxing and well designed place for families seeking a fun & memorable beach va ...
From $220 per night (USD)Expedia
- From $355 per night (USD)
VRBO
Enjoy a walk to the beach from this renovated, pet friendly end-unit villa.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled among the trees, this private, pet friendly and peaceful villa is the ideal place for you to kick back and relax ...
From $355 per night (USD)VRBO
- From $186 per night (USD)
Expedia
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 $186 per night (USD)Expedia
- From $152 per night (USD)
VRBO
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 $152 per night (USD)VRBO
- From $364 per night (USD)
Expedia
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 $364 per night (USD)Expedia
- From $1229 per night (USD)
VRBO
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 $1229 per night (USD)VRBO
- From $648 per night (USD)
Expedia
SPACIOUS HOUSE. 5 BR, 4 BATH, PRIVATE POOL-SINGLETON BEACH-CLOSE TO SHOPS
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
BEAUTIFUL PRIVATE SEA SIDE COMMUNITY. GOLF CART RIDES TWO BEACHES - SINGLETON BEACH AND CHAPLIN PARK BEACH (Golf cart av ...
From $648 per night (USD)Expedia
- From $354 per night (USD)
VRBO
Beautiful Home, Close to Beach, Lagoon, Fantastic Pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Experience Hilton Head Island in luxury and comfort when you stay in this beautiful, 3 bedroom & 3.5 bath, Palmetto Dune ...
From $354 per night (USD)VRBO
- From $223 per night (USD)
Expedia
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 $223 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Panoramic sea views in Admirals Row
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $245 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $927 per night (USD)
VRBO
Garden View - 2 Bedroom - Marriott's SurfWatch - Full Resort Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct ...
From $927 per night (USD)VRBO
- From $3213 per night (USD)
Expedia
Courtyard View - 2 Bedroom - Marriott's SurfWatch - Full Resort Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct ...
From $3213 per night (USD)Expedia
- From $1679 per night (USD)
VRBO
Courtyard View - 3 Bedroom - Marriott's SurfWatch - Full Resort Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct ...
From $1679 per night (USD)VRBO
- From $2224 per night (USD)
Expedia
Garden View - 3 Bedroom - Marriott's SurfWatch - Full Resort Access
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct ...
From $2224 per night (USD)Expedia
- From $135 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 $135 per night (USD)VRBO
- From $765 per night (USD)
Expedia
NEW CUSTOM HOME, POOL, HOT TUB, WOOD FIREPIT, PING PONG, ELEVATOR, WALK TO BEACH
- Bedrooms:
- 4
- 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 $765 per night (USD)Expedia
- From $755 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 $755 per night (USD)VRBO
- From $639 per night (USD)
Expedia
Luxurious, Pet Friendly 4-Bedroom Home with Lagoon View in Folly Field Beach, Hilton Head Island
- Bedrooms:
- 4
- 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 $639 per night (USD)Expedia
- From $205 per night (USD)
VRBO
Dog-Friendly Condo w/ Fast WiFi, a Patio, & Shared Pool - Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Stones Throw 30 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $205 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 $937 per night (USD)
VRBO
2nd Row Ocean ~ 5 Bedroom Palmetto Dunes Home ~ Sleeps 14 ~ Private Pool
- Bedrooms:
- 5
- 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 $937 per night (USD)VRBO
- From $207 per night (USD)
Expedia
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 $207 per night (USD)Expedia
- From $208 per night (USD)
VRBO
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 $208 per night (USD)VRBO
- From $270 per night (USD)
Expedia
Scenic boardwalk to private beach. Renovated modern condo. Your Happy Place!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
2 bed/2 bath condo includes full kitchen with S.S. appliances, dining area, hardwoods throughout & balcony overlooking t ...
From $270 per night (USD)Expedia
- From $170 per night (USD)
VRBO
Cozy condo with pools, hot tub, tennis, gym & beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Resort 2111 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $170 per night (USD)VRBO
- From $408 per night (USD)
Expedia
Very Nice Ranch-Style Home Located on 11-Mile Lagoon!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You will be impressed by this newly renovated home within Palmetto Dunes Resort! The Kitchen features Granite counter ...
From $408 per night (USD)Expedia
- From $143 per night (USD)
VRBO
* Special Place to Relax & Unwind! Near Beautiful Beach *
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the beautiful warm weather and gentle ocean breezes from the deck of this third floor, newly remodeled, well maint ...
From $143 per night (USD)VRBO
- From $731 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 $731 per night (USD)Expedia
- From $134 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 $134 per night (USD)VRBO
- From $702 per night (USD)
Expedia
DESIGNER LUXURY DECOR, HEATEDSALTWATER POOL, HUGE WALK-IN SHOWER, PINGPONG, ELEVATOR, WALK TO BEACH
- Bedrooms:
- 3
- 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 $702 per night (USD)Expedia
- From $925 per night (USD)
VRBO
4 Surfwatch Way, Pet Friendly, Large Pool, Close To Beach, Free Golf
- Bedrooms:
- 5
- 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 $925 per night (USD)VRBO
- From $119 per night (USD)
Expedia
Sand Dollar Paradise
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $119 per night (USD)Expedia
- From $612 per night (USD)
VRBO
No Expense Spared - This Home is Perfect!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
From the moment you enter this fantastic home, you will be treated to what you would want in an amazing vacation propert ...
From $612 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Admiral's Row 309 - Beautiful Beachfront Sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $190 per night (USD)Expedia
- From $537 per night (USD)
VRBO
30 Corrine Lane - Close To The Beach (Sleeps 21 In Beds)
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 21
The Property is Located at 30 Corine Lane In The Singleton By The Beach Community Mid Island On Hilton Head Elegant Sea ...
From $537 per night (USD)VRBO
- From $716 per night (USD)
Expedia
Pet Friendly| HeatedPool| Kids Room| Beach Equipment |Short walk to the Beach
- Bedrooms:
- 4
- 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 $716 per night (USD)Expedia
- From $683 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 $683 per night (USD)VRBO
- From $329 per night (USD)
Expedia
Peek of the ocean King size bed just Steps from the Beach
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
One bedroom first floor villa with peek of the ocean just a few steps away from the beach that sleeps 6 comfortably. If ...
From $329 per night (USD)Expedia
- From $571 per night (USD)
VRBO
Beautifully updated Burkes Beach home with elevator and private pool
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 15
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. This beautifully updated 5-be ...
From $571 per night (USD)VRBO
- From $133 per night (USD)
Expedia
2BD/2BATH Villa! Near Beach! HHR Building 4!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $133 per night (USD)Expedia
- From $145 per night (USD)
VRBO
Hilton Head Beach and Tennis A142 | Near Pool!
- Bedrooms:
- 1
- Bathrooms:
- 1
- 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 $145 per night (USD)VRBO
- From $731 per night (USD)
Expedia
32 Corine, Pickleball, 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 $731 per night (USD)Expedia
- From $169 per night (USD)
VRBO
Beach & Pool Access: Hilton Head Family Escape!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Bike Rental On-Site | Poolside Bar | Private Balcony Live it up in Hilton Head Island at this coastal condo in the upsc ...
From $169 per night (USD)VRBO
- From $167 per night (USD)
Expedia
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 $167 per night (USD)Expedia
- From $603 per night (USD)
VRBO
48 Crabline - Coastal Boho Beach House With Private Pool Near The Beach And Park
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
5 Bedrooms 5 1/2 Baths Private Pool Covered Lanai Several Porches Peak-a-boo Views of Broad Creek Approximately 800 yar ...
From $603 per night (USD)VRBO
- From $694 per night (USD)
Expedia
Great for Entertaining, Private Pool, Grill, Firepit, Kids Room, Arcade Game,Cornhole, Walk 2 Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
**Experience Luxury at Sandcastles by the Sea - Your 5-Star Retreat in Hilton Head Island!** Escape to the stunning Hil ...
From $694 per night (USD)Expedia
- From $313 per night (USD)
VRBO
Folly Field Family Villa | Walk to Beach, Complex Pool, BBQ
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
-Walk to Beach -Walk right outside to complex pool (April 1-October 31) -2 Free Adult Bikes (Valid for stays from 3-21 n ...
From $313 per night (USD)VRBO
- From $549 per night (USD)
Expedia
Beautiful Home with Private Pool and Many Updates!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 11
This lovely home is a wonderful gathering place for a large family or group of friends. Located a short 10 minute walk f ...
From $549 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $175 per night (USD)
Expedia
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 $175 per night (USD)Expedia
- Click For Pricing
VRBO
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 PricingVRBO
- From $214 per night (USD)
Expedia
Time to Book for Your Fall Getaway!! Save 15% on Last Minute Bookings!
- 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 $214 per night (USD)Expedia
- From $983 per night (USD)
VRBO
8 Longboat ~ Multi Level, 5BR Ocean Front Home with Two Master Suites!
- Bedrooms:
- 5
- 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 $983 per night (USD)VRBO
- From $902 per night (USD)
Expedia
159 Mooring Buoy ~ Luxury 5Br Home, 3 Minute Walk to Palmetto Dunes Beach
- Bedrooms:
- 4
- 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 $902 per night (USD)Expedia
- From $112 per night (USD)
VRBO
Coastal Comfort 4U - Fantastic Location - Beach, Sand & Pool - Weekly 10% Disc
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Hilton Head Island Beach and Tennis Resort along Folly Field Beach. 2nd Floor End Unit. Right by stairs and only elev ...
From $112 per night (USD)VRBO
- From $145 per night (USD)
Expedia
Pristine Beach Condo w/ Shared Pools, Free WiFi, and Central AC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Resort 2104 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $145 per night (USD)Expedia
- From $132 per night (USD)
VRBO
2BD/2BATH Villa! Near Beach! HHR Building 1!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $132 per night (USD)VRBO
- From $1216 per night (USD)
Expedia
PALMETTO DUNES MINS TO BEACH LG POOL ON ROBERT TRENT JONES GLF CRSE SLEEPS 23
- Bedrooms:
- 6
- 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 $1216 per night (USD)Expedia
- From $220 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 $220 per night (USD)VRBO
- From $536 per night (USD)
Expedia
Beach Home New Kitchen 2 Minutes to the Beach! Bikes & Beach Gear included
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Wonderful Palmetto Dunes beach home with private pool. New Gourmet Kitchen!! ONLY 2 Minutes to the beach!! Great locatio ...
From $536 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Ocean Front Complex - Condo Has Balcony With Lagoon View - Free WiFi - 3 Pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Unit 2422 Hilton Head Resort Fourth Floor Building Two Recent improvements include completely remodeled bathrooms and a ...
From $160 per night (USD)VRBO
- From $538 per night (USD)
Expedia
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 $538 per night (USD)Expedia
- From $200 per night (USD)
VRBO
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 $200 per night (USD)VRBO
- From $268 per night (USD)
VRBO
Ocean Overlook - The Ultimate Vacation Experience!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
LUXURIOUS DIRECT OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSE ...
From $268 per night (USD)VRBO
- From $212 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 $212 per night (USD)VRBO
- From $235 per night (USD)
Expedia
Wlk2beach House For 10 Kbed games pets grill games 4TVs Fr WiFi 1GB, free park
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Walk2beachCharming single-family house located just 500 yards from the beach. STAY A WEEK OR LONGER TO PAY LESS. RENT O ...
From $235 per night (USD)Expedia
- From $660 per night (USD)
VRBO
Waterfront View Perfect for Fun Loving Families!
- Bedrooms:
- 2
- 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 $660 per night (USD)VRBO
- From $877 per night (USD)
Expedia
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 $877 per night (USD)Expedia
- From $176 per night (USD)
VRBO
Fiddler's Cove 10G | Private Balcony, Resort Pool!
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 $176 per night (USD)VRBO
- From $173 per night (USD)
Expedia
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 $173 per night (USD)Expedia
- From $1273 per night (USD)
VRBO
9 Sandy Beach, Close to Beach, Pool, Elevator, Game Room, Free Golf
- Bedrooms:
- 8
- Bathrooms:
- 6
- Sleeps:
- 21
9 Sandy Beach Trail, Hilton Head Island. Welcome to your custom-built vacation home! This stunning property features an ...
From $1273 per night (USD)VRBO
- From $478 per night (USD)
Expedia
Newly Remodeled 4th and 5th Floor Villa in Shelter Cove
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Our, three-bedroom newly remodeled penthouse villa is “THE” place to be on Hilton Head Island. We are situated on the to ...
From $478 per night (USD)Expedia
- From $591 per night (USD)
VRBO
26 Sea Lane ~ Beautiful 4Br Home on the Lagoon in Palmetto Dunes!
- Bedrooms:
- 3
- 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 $591 per night (USD)VRBO
- From $198 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 $198 per night (USD)Expedia
- From $219 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 $219 per night (USD)VRBO
- From $891 per night (USD)
Expedia
4 Shore Crest Ln-352 Yards to the Beach, Screened Porch, Pool & Ping Pong
- Bedrooms:
- 6
- 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 $891 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 $146 per night (USD)
Expedia
Family Paradise- 2bdrm/2 bath condo, indoor pool, spa, outdoor pools, & tennis.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome, to our two bedroom, beach condo. Our fully renovated condo includes a full kitchen, screened porch, two full ...
From $146 per night (USD)Expedia
- From $223 per night (USD)
VRBO
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 $223 per night (USD)VRBO
- From $191 per night (USD)
VRBO
Steps to Sand: Hilton Head Island Condo w/ Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- 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 ...
From $191 per night (USD)VRBO
- From $995 per night (USD)
VRBO
Pet friendly, 2nd row beach home with private pool and gorgeous new updates
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
Welcome to this distinctive vacation property managed locally by Island Time Hilton Head. 4 Junket sits 2nd row in Palm ...
From $995 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Come Enjoy the Ocean - Ocean Front Resort 2 BR 2 BA Newly Renovated Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to our newly renovated, completely updated 2 Bedroom 2 Bath Villa at the Beach Front Hilton Head Beach & Tennis ...
From $218 per night (USD)Expedia
- From $825 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 $825 per night (USD)VRBO
- From $390 per night (USD)
Expedia
Sea Cloisters Family Villa w/ Ocean Views, Complex Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
-Private Balcony w/ Panoramic Ocean Views -Complex Pool -Access to Luxury Concierge Services -Newly Remodeled -2 Free Ad ...
From $390 per night (USD)Expedia
- From $714 per night (USD)
VRBO
SPACIOUS 4BR HOME WITH POOL, SPA & GOLF COURSE VIEWS HILTON HEAD
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Can you see yourself stargazing from the multi-tiered deck of this spectacular Palmetto Dunes retreat? This Hilton Head ...
From $714 per night (USD)VRBO
- From $233 per night (USD)
VRBO
Pools + Sundeck: Beachfront Hilton Head Condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- 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 $233 per night (USD)VRBO
- From $150 per night (USD)
VRBO
Charming first floor villa! Steps to the beach! Stay at the Crabby Shack!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Recently updated! Charming 1 bedroom/1 bathroom first floor villa located in building A in the Hilton Head Beach and Ten ...
From $150 per night (USD)VRBO
- From $216 per night (USD)
VRBO
Spacious 3 Bedroom Villa With Screened Balcony And Golf View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Unit 3213 Hilton Head Resort * Three Bedrooms * Two Full Bathrooms * Sleeps 8 Comfortably * Master Bedroom With King Be ...
From $216 per night (USD)VRBO
- From $542 per night (USD)
VRBO
Marriott's SurfWatch Luxurious Two Bedroom villa. Book now!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Concierge Realty is proud to present luxury villas at Marriott's SurfWatch! **Reservations are available in weekly (7 n ...
From $542 per night (USD)VRBO
- From $742 per night (USD)
Expedia
1 Shore Crest, Large Pool, Ping Pong, Beach, Free Golf, Pickleball
- 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 $742 per night (USD)Expedia