
Singleton Beach Rentals
- From $170 per night (USD)
VRBO
Gorgeous ocean view villa with spacious balcony and private beach access.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the Gorgeous Hilton Head Beach and Tennis Resort, this villa in Admirals Row is a top floor end unit affordi ...
From $170 per night (USD)VRBO
- From $176 per night (USD)
VRBO
Hilton Head Condo w/ Pool Bar: Walk to Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to seaside paradise along South Carolina’s coast at this recently renovated 2-bedroom, 2-bath Hilton Head Island ...
From $176 per night (USD)VRBO
- From $263 per night (USD)
VRBO
Beach. View. Suite. 1 br. 1 ba. Sleeps 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Looking for the perfect vacation, look no further. This condo has an ocean view, easy beach access, and much more. Come ...
From $263 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Fiddlers Cove, 1ST FL, Pools/Spa, Steps to Beach, Pickleball/Tennis/Racquetball
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Lovely, updated 1st floor condo in family friendly Fiddlers Cove (6A). Enjoy close proximity to the pool and clubhouse, ...
From $224 per night (USD)Expedia
- From $484 per night (USD)
VRBO
10% Off 5+ Day Rentals + 250.00 Dining Card at Beachside 32 Crabline Court
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
~ 5 BR / 4 BA (K,K,Q,TT,TT,SS) ~ Beachside Property ~ Private Heated Pool, Screened In *Pool heated for an additional c ...
From $484 per night (USD)VRBO
- Click For Pricing
Expedia
Marriott 3 bedroom villa on Hilton Head
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This villa at Marriott's Surfwatch resort on Hilton Head Island features 3 bedrooms and 3 bathrooms plus the following a ...
Click For PricingExpedia
- From $763 per night (USD)
VRBO
Eight Bedroom - Close To The Beach - Ocean Views - Sleeps 28 In Beds
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 28
The Property is Located at 11 Crabline Court In The Village At Singleton Beach Elegant Seaside Home in gated Community ...
From $763 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Admiral's Row 412 - Sunrises from the Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Sunrise views right from your 4th floor balcony! You do not have to leave this luxury 2 bedroom villa to see and hear t ...
From $198 per night (USD)Expedia
- From $156 per night (USD)
VRBO
Pelican View Villa- Steps to beach, pool, bars, restaurants, & close to golf
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Amazing ocean & marsh views from this beautiful villa on a private beach. Located mid-island on Hilton Head. Near golf c ...
From $156 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Late Summer Specials! 3 night minimum-Updated 2 bd/2 bath! 3 Pools-Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
This 2 bedroom/2 bath villa has just been renovated and is absolutely gorgeous! It is located on the first floor in bui ...
From $221 per night (USD)Expedia
- From $709 per night (USD)
VRBO
Sea Glass- Walk 2 Beach! Private Pool,1 Level! Fountain Views, 2 Masters & Gear!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Get ready for the ultimate retreat beach getaway! POOL HEAT *included* on stays 5 nts-10nts Nov-March. You're on vacati ...
From $709 per night (USD)VRBO
- From $202 per night (USD)
Expedia
The Beach Is Calling! - Beautiful 2bd/2ba - Bldg 1 - Book Your Summer Trip Now!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to paradise on the beautiful beaches of Hilton Head Island! Let your stress melt away in this beautifully reno ...
From $202 per night (USD)Expedia
- From $203 per night (USD)
VRBO
This Pet friendly 2-bedroom villa just a short walk to Folly Field Beach Park
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to the charming Folly Field neighborhood on Hilton Head Island and experience the perfect vacation at this inviti ...
From $203 per night (USD)VRBO
- From $202 per night (USD)
Expedia
Renovated Family Villa w/ Community Pool, Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
-Community Pool -Short Walk to Beach -Recently Renovated -No Pets Allowed -2 Free Adult Bikes (Valid for stays from 3 - ...
From $202 per night (USD)Expedia
- From $176 per night (USD)
VRBO
True DIRECT Oceanfront - Admiral's Row 305 - Right on the Beach! Best View!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Our villa, AR305, is ideally located directly on the beachfront on the 3rd floor in the much sought after Admiral's Row ...
From $176 per night (USD)VRBO
- From $463 per night (USD)
Expedia
Sunset Rentals | Off Shore 4 | Dog Friendly
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Take solace in this bright and inviting 3 bedroom, 3 bathroom home located only a short distance to the beach in the lov ...
From $463 per night (USD)Expedia
- From $218 per night (USD)
VRBO
First Floor, Updated, and a Short Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful, updated 2 bedroom, 2 bath villa with stainless appliances, granite countertops, and self-closing cabinets. Ne ...
From $218 per night (USD)VRBO
- From $196 per night (USD)
Expedia
Coral Reef Retreat - Tranquil 1st Floor Condo - Monthly Rates Through 2/28/26!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Can you feel the breeze? This first floor, easily accessible, newly listed 1 bedroom, 1 bathroom Hilton Head Beach and T ...
From $196 per night (USD)Expedia
- From $608 per night (USD)
VRBO
New Listing! Completely Remodeled Beach House - Private Pool (sleeps 22 In Beds)
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 22
Beach house approximately 900 yards from the ocean Completely remodeled in 2021! Sleeps 22 people in beds. 5 Bedroom (L ...
From $608 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Closest 2 bedroom to the beach! Just steps to the boardwalk!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Our villa, AR209, is perfect for family vacations as it is located about 50 steps from the beach and includes a great be ...
From $218 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Beautifully renovated 1 bedroom villa with shared pool- ocean views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
HH Beach & Tennis 344B Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $149 per night (USD)VRBO
- From $161 per night (USD)
Expedia
Beauty & The Beach - Top Rental - Beach & Tennis - SNOWBIRDS - King Bed - B242
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Hilton Head Island Beach and Tennis Resort along Folly Field Beach. K 2nd Floor Condo - Ocean Villa One of the best cond ...
From $161 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Admiral's Row 308 - Ocean Front Beauty
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The perfect vacation escape at this beautiful renovated ocean front villa with beautiful sunrises, ocean views, and wave ...
From $175 per night (USD)VRBO
- From $179 per night (USD)
Expedia
Admiral's Row 235 - Ocean and Pool Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Make your vacation memories at this 2 Bedroom 2 Full Bath Beach Villa with plenty of room for the whole family!. Sit on ...
From $179 per night (USD)Expedia
- From $1373 per night (USD)
VRBO
10 Collier Beach, Oceanfront, Elevator, Ping Pong, Private Pool, Free Golf, Pickleball
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
10 Collier Beach, Hilton Head Island is an escape to paradise in this stunning 6-bedroom, 7-bathroom oceanfront home, of ...
From $1373 per night (USD)VRBO
- From $161 per night (USD)
VRBO
Pools, Tennis + Beach Access: Hilton Head Escape!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Plan out your coastal retreat to this tastefully furnished 2-bedroom, 2-bath vacation rental located in the Hilton Head ...
From $161 per night (USD)VRBO
- From $178 per night (USD)
VRBO
Resort Breeze-2 BR, Pools, Hot Tub, Tennis, Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Welcome to your beach getaway! This top-floor 2-bedroom condo is beautifully decorated and fully equipped with everythin ...
From $178 per night (USD)VRBO
- Click For Pricing
Expedia
Loft 201-Alaska Railroad Suite
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
This newly constructed, modern suite is located in the heart of downtown Anchorage w/onsite private free parking. With a ...
Click For PricingExpedia
- From $2435 per night (USD)
VRBO
Southern Bliss on HHI: 10 Bedroom-Pool/Elevator/Palmetto Dunes Resort
- Bedrooms:
- 10
- Bathrooms:
- 10
- Sleeps:
- 34
Welcome to Southern Bliss on Hilton Head Island! <*See the end for important booking requirements*> This house is spe ...
From $2435 per night (USD)VRBO
- From $640 per night (USD)
Expedia
Ranch Style Hilton Head Island Vacation Rental!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to this exceptional ranch-style home that blends Southern charm with a refreshing coastal interior. Nestled in t ...
From $640 per night (USD)Expedia
- From $171 per night (USD)
VRBO
Resort Daze-2 Bedroom, Short Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your Hilton Head retreat! This first-floor 2-bedroom condo is located in the heart of a resort-style communit ...
From $171 per night (USD)VRBO
- From $276 per night (USD)
Expedia
New Kitchen Stainless Steel App Nice Large 3BR 2BA Bikes & Beach Gear included
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
VERY NICE Large 3 BR, 2 BA Updated Hilton Head Resort in Oceanfront Complex. Updated Large Condo Screen Porch Nice Kitch ...
From $276 per night (USD)Expedia
- From $280 per night (USD)
VRBO
NEWLY RENOVATED, Nicely Equipped, Steps to the Beach, Perfect for Families
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
THIS NEWLY RENOVATED CONDO (Jan 2023) has 2 bedrooms, 2 baths and is fully equipped with everything you'll need for a be ...
From $280 per night (USD)VRBO
- From $147 per night (USD)
Expedia
Mid-Island Marvel at Hilton Head Resort | Beach Access, Pools & Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Hilton Head Resort 4129 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $147 per night (USD)Expedia
- From $765 per night (USD)
VRBO
EASY WALK TO THE BEACH| PRIVATE POOL & HOT TUB | GAMES
- 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 $765 per night (USD)VRBO
- From $728 per night (USD)
Expedia
PET FRIENDLY, Pool with Cafe Lighting, Outdoor Dining, Screened Porch, WALK 2 BEACH, ELEVATOR
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 24
SNOWBIRD FRIENDLY | PET FRIENDLY Come escape to the beautiful Hilton Head Island and enjoy a stay at Sandcastles by the ...
From $728 per night (USD)Expedia
- From $122 per night (USD)
VRBO
\"Comfy and Cozy Villa\" Overlooking Pool , walk to Beach W/ tons of Amenities!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
* Your Vacation home away from home* We are ...
From $122 per night (USD)VRBO
- From $936 per night (USD)
Expedia
3rdRowOcean Palmetto Dunes Dog Friendly Home w/ FREE Pool/Spa Heat Seasonally
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to 1 East Wind!! This five bedroom, four and a half bathroom home is located third row ocean in Palmetto Dunes – ...
From $936 per night (USD)Expedia
- From $201 per night (USD)
VRBO
Beautiful Beachside Resort-Indoor/Outdoor Pools/Tennis/Hot Tub/WIFI
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
SUN, SAND, TENNIS AND GOLF!! Just what a dream vacation is made of!! Come join us at our Hilton Head villa for an unfor ...
From $201 per night (USD)VRBO
- From $151 per night (USD)
Expedia
Relax & Enjoy Renovated Condo Close to the Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The condo has a rich cozy feel due to the dark custom espresso cabinets. These cabinets are topped with granite countert ...
From $151 per night (USD)Expedia
- From $2281 per night (USD)
VRBO
Ocean Front Retreat w/ Private (Heatable) Pool, Beach Access, Wall-to-Wall Windows & Ocean Views
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 10
Live your best life at Summer Hygge and embrace the feelings of comfort, coziness, contentedness & well-being that a ret ...
From $2281 per night (USD)VRBO
- From $402 per night (USD)
VRBO
Mooring Buoy 187 | Resort Amenities, Near Beach!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Hilton Head Island will undergo beach renourishment from September 2025 through May 2026 to help preserve the shoreline. ...
From $402 per night (USD)VRBO
- From $704 per night (USD)
VRBO
Pool , Elevator, Kids Room, Fenced Yard, Firetable, Outdoor Dining, EV Charging, Overlooking Lagoon
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 22
SNOWBIRD FRIENDLY | PET FRIENDLY Come escape to the beautiful Hilton Head Island and enjoy a stay at Sandcastles by the ...
From $704 per night (USD)VRBO
- From $727 per night (USD)
Expedia
Azul, Private Heated Pool, Elevator, Easy 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 $727 per night (USD)Expedia
- From $786 per night (USD)
VRBO
Luxury amenities- Pool & HOT Tub, New Renovations, Elevator, 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 $786 per night (USD)VRBO
- From $145 per night (USD)
Expedia
Renovated condo on the beach with pool, balcony, central AC, W/D, & fitness room
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
HH Beach & Tennis 105A Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $145 per night (USD)Expedia
- From $458 per night (USD)
VRBO
Steps to beach, Voted best house for kids on Hilton Head, pool, 10 foot gaming screen
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Welcome To Green Paradise By The Beach! RECENTLY UPDATED AMAZING KIDS ROOM!!! WE JUST ADDED A HOME THEATER WITH 110'' ...
From $458 per night (USD)VRBO
- From $154 per night (USD)
VRBO
Pool, Tennis & Gym: Resort Condo in Hilton Head!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Hilton Head Island Beach & Tennis Resort | Folly Field Beach Park On-Site Nestled in a resort community, just steps fro ...
From $154 per night (USD)VRBO
- From $644 per night (USD)
VRBO
89- Private Heated Pool 3D Home Theater - Bunk loft Gaming room - Stroll to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 20
Sleeps 20! ***3D HOME THEATER FOR YOUR ENTERTAINMENT*** THE ENTIRE TOP FLOOR IS FOR YOUR KIDS TO PLAY AND SLEEP!!! OU ...
From $644 per night (USD)VRBO
- 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)
VRBO
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)VRBO
- 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)
Expedia
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)Expedia
- From $716 per night (USD)
VRBO
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)VRBO
- From $716 per night (USD)
Expedia
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)Expedia
- From $749 per night (USD)
VRBO
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)VRBO
- From $153 per night (USD)
Expedia
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)Expedia
- From $220 per night (USD)
VRBO
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)VRBO
- From $355 per night (USD)
Expedia
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)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 $135 per night (USD)
VRBO
Ocean Villa C112 - RENOVATED OCEAN VILLA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Newly renovated 1BR/1BA Ocean Villa on the quiet side of the resort! Features quartz counters, coastal LVP floors, tiled ...
From $135 per night (USD)VRBO
- From $354 per night (USD)
Expedia
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)Expedia
- From $223 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 $223 per night (USD)VRBO
- From $245 per night (USD)
Expedia
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)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
- From $927 per night (USD)
Expedia
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)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 $143 per night (USD)
Expedia
* 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)Expedia
- From $731 per night (USD)
VRBO
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)VRBO
- From $134 per night (USD)
Expedia
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)Expedia
- From $702 per night (USD)
VRBO
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)VRBO
- From $925 per night (USD)
Expedia
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)Expedia
- From $119 per night (USD)
VRBO
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)VRBO
- From $612 per night (USD)
Expedia
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)Expedia
- From $186 per night (USD)
VRBO
The Admiral's Roost ~ Steps to the beach and pool. Perfect for couples
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
🏖Folly Field Beach just 300 ft. away 🌅Second floor "Sunrise over the ocean" view 💑Perfect for couples ⭐⭐⭐⭐⭐Coveted Ad ...
From $186 per night (USD)VRBO
- 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)
VRBO
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)VRBO
- From $683 per night (USD)
Expedia
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)Expedia
- From $688 per night (USD)
VRBO
Large Private Home with Private Pool and Spa!
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
You're going to be happy you chose this large home with plenty of room for your family to spread out! The kitchen is ...
From $688 per night (USD)VRBO
- From $166 per night (USD)
Expedia
Beautifully Renovated 2 Bed/2 Bath Resort Beach Villa
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Fully renovated 1st floor villa located only steps to our private beach, oceanfront pool and restaurant/tiki bar. The vi ...
From $166 per night (USD)Expedia
- From $329 per night (USD)
VRBO
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)VRBO
- From $571 per night (USD)
Expedia
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)Expedia
- From $1153 per night (USD)
VRBO
Pet Friendly, 6 Bedroom/6.5 Bathroom Home in Palmetto Dunes with Private Pool
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 16
HILTON HEAD ISLAND. This beautiful home features luxurious furnishings and the finest in amenities. The large downstairs ...
From $1153 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




































































































