
Hilton Head Island Rentals

- From $227 per night (USD)
VRBO
Perfect Hilton Head Island Beach Getaway! “Newly Renovated”
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully “Renovated” one bedroom, one bath condo, with full kitchen, bathroom and laundry. Spectacular, DIRECT OCEAN ...
From $227 per night (USD)VRBO
- From $311 per night (USD)
Expedia
Hilton Head with 4 rounds of golf and tennis a day included!!!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 bedroom, main floor Sanibel. Walk to the Westin where you have access to their beach, restaurants and pools. This un ...
From $311 per night (USD)Expedia
- From $307 per night (USD)
VRBO
8 Hilton Head Cabanas: So Close to the beach! 2 BR Villa. Free Bikes, Pool
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This 2 bedroom Hilton Head Cabanas is one of the closest units to the beach! Features: • 2 Bedrooms, 1.5 Baths, Sleeps ...
From $307 per night (USD)VRBO
- From $513 per night (USD)
Expedia
STUNNING VIEWS, RENOVATED VILLA WITH POOL PASS AND BALCONY
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
2023 full kitchen and bathroom renovation completed! Enjoy upgrades and new furniture throughout this cozy villa with a ...
From $513 per night (USD)Expedia
- From $940 per night (USD)
VRBO
28 Dune Lane - Seaside Haven
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to your Seaside Haven! 28 Dune is the perfect family home for your vacation to Hilton Head. Located in North F ...
From $940 per night (USD)VRBO
- From $349 per night (USD)
Expedia
Walk to the beach from this stunning 3 BD 3 bath condo
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful resort condo with 3 bedrooms and 3 baths. Only a short walk to the beach and Atlantic Ocean. Several pools o ...
From $349 per night (USD)Expedia
- From $589 per night (USD)
VRBO
Gorgeous Clean 3 Bdrm, 2 Owner Suites, South Forest Beach, near beach and pool!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
Location location location walking distance to South Forest Beach (10-15 minute walk depending on your pace), near new C ...
From $589 per night (USD)VRBO
- From $238 per night (USD)
Expedia
Surf Court Unit #1-Remodeled villa across the street from the ocean
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Villa located across the street from the ocean with remodeled kitchen including all new kitchen appliances and cabinets, ...
From $238 per night (USD)Expedia
- From $894 per night (USD)
VRBO
Heated Pool with Swim up Bar Short bike to beach Sea Pines Location
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This stylish paradise is a perfectly "SALTY" home conveniently located within Sea Pines Plantation and the island's most ...
From $894 per night (USD)VRBO
- From $1597 per night (USD)
Expedia
LUXURY POOL HOME W\/ LAGOON VIEWS! STEPS TO BEACH, BIKE TRAILS, GOLF HILTON HEAD
- Bedrooms:
- 5
- Bathrooms:
- 3
- Sleeps:
- 10
Enjoy the comfort and convenience of Palmetto Dunes Resort when you book a stay for two or ten at 101 Mooring Buoy. Thi ...
From $1597 per night (USD)Expedia
- From $400 per night (USD)
VRBO
652 Queens Grant ~ Private Townhome on Golf Course | Grill | Community Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
652 Queens Grant | Palmetto Dunes Vacation Villa Close to Beach, Tennis & Golf *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 K ...
From $400 per night (USD)VRBO
- From $342 per night (USD)
Expedia
3414 Carolina Place- Peaceful, Serene Sea Pines Getaway
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
3414 Carolina Place- Quiet, Serene and Outstanding views of the local wildlife The vacation townhome is a charming and ...
From $342 per night (USD)Expedia
- From $825 per night (USD)
VRBO
BALCONY VIEWS! BEAUTIFUL OCEANFRONT VILLA WITH POOL, SPA HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Completely renovated from top to bottom in 2022! "We'll be back!" is what you'll say after you stay in this beautifully ...
From $825 per night (USD)VRBO
- From $1361 per night (USD)
Expedia
Unbelievable Hilton Head Home on the Beach
- Bedrooms:
- 12
- Bathrooms:
- 10
- Sleeps:
- 24
Triple Cleaned, New construction home! This 7,200sf Beach home is the PERFECT rental for any occasion; weddings, family ...
From $1361 per night (USD)Expedia
- From $928 per night (USD)
VRBO
Large Ocean View Condominium with Four Bedrooms and a 30 Foot Balcony!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
The Windsor Place condominium is beautifully decorated villa having four bedrooms and four baths! This condominium has ...
From $928 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Fully remodeled, block to beach. 2-story, first floor entry, park at front door
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Fully remodeled 2 story, first floor villa with private courtyard located in Hilton Head Beach Club. Reserved parking 1 ...
From $241 per night (USD)Expedia
- From $665 per night (USD)
VRBO
47 Off Shore, Dogs OK, Pool, Free Golf, Large Pool, Palmetto Dunes
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
47 Off Shore Dr is an incredible opportunity for a relaxing getaway! This 3-bedroom, 2.5-bath home is located in Palmett ...
From $665 per night (USD)VRBO
- From $378 per night (USD)
Expedia
143 Evian - 2 Bedroom - Beautiful Golf Course View and Dog Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
This first-floor villa is located in the heart of the beautiful Shipyard Plantation. A bright open kitchen, luxury livin ...
From $378 per night (USD)Expedia
- From $344 per night (USD)
VRBO
Sunny, Fresh, Beach Retreat 3 min walk to the sand
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Kick back and relax in our calm, stylish space. Completely renovated in early 2022 be one of the 1st to stay in this gre ...
From $344 per night (USD)VRBO
- From $307 per night (USD)
Expedia
Carolina Club - Spacious 3BR\/3BA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
The Carolina Club by Spinnaker is located within the tranquil community of Shipyard Plantation, amid blooming azaleas an ...
From $307 per night (USD)Expedia
- From $288 per night (USD)
VRBO
Spa on Port Royal-Waterfront Complex, Beach Access, Gated Community w\/Great Amenities, Tennis, Pools
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Snowbirds Welcome! Call for details & special rates. Hilton Head Calm is a delightful country coastal Villa that is su ...
From $288 per night (USD)VRBO
- From $473 per night (USD)
Expedia
3 bedroom 3 Bath Condo in Hilton Head at Waterside. 30 July 6 August 2022,
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Waterside by Spinnaker, Spacious 3 bedroom and up to date, condominium with a large balcony. 3 full baths, pullout sleep ...
From $473 per night (USD)Expedia
- From $1121 per night (USD)
VRBO
11 Beachside ~ Pup Friendly Home, Across from Salty Dog and South Beach Marina
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
11 Beachside Drive | South Beach Home *4 Bedrooms | 4 Bathrooms *Sleeps 8 *2 King, 1 Queen, 2 Twins *5 TVs Including 60 ...
From $1121 per night (USD)VRBO
- From $663 per night (USD)
Expedia
213 Sea Cloisters-Oceanfront condo-just steps to beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sea Cloisters 213 is ready for your next vacation. The condo is kept clean and tidy and we try to think of everything yo ...
From $663 per night (USD)Expedia
- From $326 per night (USD)
VRBO
DIRECT OCEAN FRONT- INCREDIBLE OCEAN AND POOL VIEW
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
With a direct view of the ocean, this location is absolutely PRIME! Wake up to a stunning sunrise, your first cup of cof ...
From $326 per night (USD)VRBO
- From $349 per night (USD)
Expedia
188 Beachwalk - Beach access is just steps away!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This cozy 3 bedroom, 3.5 bathroom townhouse provides the most ideal access to the pool and beach in Shipyard! Enjoy an ...
From $349 per night (USD)Expedia
- From $465 per night (USD)
VRBO
Beachwalk 209 - Completely Renovated 3BR\/3.5 Bath Shipyard Townhouse
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 10
2024 Upgrades Include a Complete Kitchen Renovation Including New Countertops and Appliances. Also included were newly R ...
From $465 per night (USD)VRBO
- From $1179 per night (USD)
Expedia
Free Heated Pool, 3 Blocks to Beach, Elevator, Hot Tub, Kids Room, 3D Theater, EV Charger
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 26
Welcome to 121 Sandcastle Court! SLEEPS 25. Escape to the beauty of Hilton Head Island and enjoy a stay at Sandcastles ...
From $1179 per night (USD)Expedia
- From $772 per night (USD)
VRBO
412 Barrington Court - Direct Oceanfront Private Villa in Palmetto Dunes!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Barrington Court Oceanfront Complex | Just Steps from the Beach *2 Bedrooms | 2 Bathrooms *Sleeps 6 *1 King, 2 Twins, Q ...
From $772 per night (USD)VRBO
- From $453 per night (USD)
Expedia
1st Floor Direct Ocean & Pool Views King Bd Sofa Bd Jacuzzi Tub Sleeps 4
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
This condo had extensive upgrades during January 2025 which included new furnishings, porcelain tile floors, windows, sl ...
From $453 per night (USD)Expedia
- From $528 per night (USD)
VRBO
1 St. George-Private Home with Pool on Lagoon w\/2 Hours Tennis\/Pickleball Daily!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to 1 St. George, located in tranquil Palmetto Dunes Plantation! Private Home with pool on the lagoon and close t ...
From $528 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Sweet 3rd floor, ocean view - close 2 elevator- clean & well stocked
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
What a great place to stay !! You will be pleased when you check in to our third floor condo. There is a snack ...
From $220 per night (USD)Expedia
- From $269 per night (USD)
VRBO
Sunset Rentals | Seaside 253
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
253 Seaside is a recently updated 1 bedroom condo in South Forest Beach, perfectly designed for a small family trip, gir ...
From $269 per night (USD)VRBO
- From $473 per night (USD)
Expedia
Beautifully Remodeled 3Bdm Home in the Heart of Sea Pines Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Situated in a little community in the center of Sea Pines called Greenwood Forest, a convenient bike ride away from any ...
From $473 per night (USD)Expedia
- From $337 per night (USD)
VRBO
Ground Floor Corner Villa\/Ocean Front Resort With Large Pool\/On Site Restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Lovely 2 bedroom/2 bath first floor villa is nestled on the quiet side of a 55 acre beautifully landscaped, gated vacati ...
From $337 per night (USD)VRBO
- From $882 per night (USD)
Expedia
63 Mooring Buoy ~ Charming Pup Friendly Home, 4th Row to Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
63 Mooring Buoy | Palmetto Dunes Vacation Home *4 Bedrooms | 3.0 Bathrooms *Sleeps 14 *1 King, 1 Queen, 3 Twin over Ful ...
From $882 per night (USD)Expedia
- From $272 per night (USD)
VRBO
Cozy villa w\/ shared pool, deck, full kitchen & more - beach access nearby
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beachwalk 123 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $272 per night (USD)VRBO
- From $512 per night (USD)
Expedia
Immaculate,170 5-Star Reviews, Amazing Views, Updated, Free Tennis, Pool, 3 BR
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
~~~~~~~~~~~~1916 SOUTH BEACH CLUB VILLA -- AT A GLANCE~~~~~~~~~~~~~ ** BOOKING 2025 -- EXCEPTIONAL QUALITY AT REASONABL ...
From $512 per night (USD)Expedia
- From $761 per night (USD)
VRBO
2 Red Cardinal ~Pet Friendly 6Br, Steps to the Beach and Sea Pines Beach Club
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 13
2 Red Cardinal | Sea Pines Vacation Home *6 Bedrooms | 4.5 Bathrooms *Sleeps 13 *2 Kings, 2 Queens, 4 Twins, 1 Day Bed ...
From $761 per night (USD)VRBO
- From $547 per night (USD)
Expedia
1855 Beachside Tennis - Gorgeous Views of Calibogue Sound!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous Views of Calibogue Sound! This stunning 2-bedroom, 2-bath villa is just fabulous! It is located on the 2nd floo ...
From $547 per night (USD)Expedia
- From $870 per night (USD)
VRBO
67 Mooring Buoy- Pet Friendly & and only a Quick 3-Minute Walk to the Beach
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 9
When you enter this Palmetto Dunes escape, you will be mesmerized by the outdoor living space and private pool ahead of ...
From $870 per night (USD)VRBO
- From $1093 per night (USD)
Expedia
10 Knotts Way ~ Gorgeous Multi Level Home, 2 Minute Walk to Beach!
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
North Forest Beach Vacation Home | 100 Steps to the Beach *6 Bedrooms | 6.5 Bathrooms *Sleeps 16 *3 Kings, 1 Queen, 4 D ...
From $1093 per night (USD)Expedia
- From $873 per night (USD)
VRBO
Pet Friendly, Heated Pool, Outdoor Cafe Lights, Elevator, Kids Room, Walk to Beach
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 18
SNOWBIRD FRIENDLY | PET FRIENDLY Come escape to the beautiful Hilton Head Island and enjoy a stay at Sandcastles by the ...
From $873 per night (USD)VRBO
- From $1179 per night (USD)
Expedia
46 Lagoon Road ~One Story Home with Resort Like Pool, 5 Minute Walk to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
46 Lagoon Road | North Forest Beach Home *3 Bedrooms | 2 Full Bathrooms *Sleeps 6 *1 King, 1 Queen, 2 Twins *3 TVs | D ...
From $1179 per night (USD)Expedia
- From $1020 per night (USD)
VRBO
56 Folly Field ~Completely Renovated Pup Friendly Home with Fenced Yard and Pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
56 Folly Field | Mid Island Vacation Rental *4 Bedrooms | 3 Bathrooms *Sleeps 12 *1 King, 2 Queens, 4 Twins (Bunks), Qu ...
From $1020 per night (USD)VRBO
- From $370 per night (USD)
Expedia
SeaPines, Walk to the Beach Club, Remodeled, Some pets OK
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Don't miss the chance to stay in this fantastic two bedroom on Lighthouse Road. Be the first to book this property follo ...
From $370 per night (USD)Expedia
- From $865 per night (USD)
VRBO
Jaw-dropping Vacation House with Luxurious Private Pool, Golf Views!
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 14
Fairway to Heaven - Vacation Rentals by Five Star Properties Favorite Features: -Private Pool and Spa -Game room in tra ...
From $865 per night (USD)VRBO
- From $183 per night (USD)
Expedia
5 Star Resort Renovated New Furniture Large pool Lots of Privacy Clean
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Rest, relax and unwind at St Andrews Common villa #1958, centrally located in world famous Palmetto Dunes Resort. St. A ...
From $183 per night (USD)Expedia
- From $1164 per night (USD)
VRBO
Stunning Ocean View Vacation House with Private Pool, 1 Min From Beach!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
Dune Just Fine - Vacation Rentals by Five Star Properties Favorite Features: -Private heatable* pool and 8-person spa -2 ...
From $1164 per night (USD)VRBO
- From $608 per night (USD)
Expedia
Stunning Ocean Views from this Beautiful Condo with Pool, On-Site Amenities!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 12
This is luxury! This is relaxation! This is Villa de Goulet. This home in Forest Beach on Hilton Head Island, has everyt ...
From $608 per night (USD)Expedia
- From $1258 per night (USD)
VRBO
Sea Pines Vacation House with Private Pool, 1 Min Walk to Beach, Club House
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
'Seaside Treasure', located in Sea Pines, is a beautiful private home only four rows back from the beach! With it's con ...
From $1258 per night (USD)VRBO
- From $318 per night (USD)
Expedia
TOP FLOOR OCEAN FRONT, AMAZING OCEAN VIEWS WITH GREAT REVIEWS!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
OCEANFRONT BEACH LIVING at its best! Enjoy the spectacular penthouse views from 414 Ocean Dunes and listen to the sound ...
From $318 per night (USD)Expedia
- From $2180 per night (USD)
VRBO
Pup Friendly Ocean Front Home with Pool & Beach Deck!
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
South Forest Beach | Oceanfront Home *6 Bedrooms | 6 Full Bathrooms *Sleeps 14 *3 Kings, 1 Queen, 2 Twins, 2 Sets of B ...
From $2180 per night (USD)VRBO
- From $232 per night (USD)
Expedia
2BD\/2BATH Villa! Near Beach! HHR Building 3!
- Bedrooms:
- 2
- Bathrooms:
- 5
- 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 $232 per night (USD)Expedia
- From $369 per night (USD)
VRBO
Walk to Beach: Nautical Hilton Head Resort Condo!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy a memorable getaway when you stay at ‘The Turtle Nest’ in the Hilton Head Resort! This updated 2-bed, 2-bath condo ...
From $369 per night (USD)VRBO
- From $795 per night (USD)
Expedia
Ocean Front Family Villa | Complex Pool, Bikes, Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
-Building Construction from Sep 2024 - April 2025, subject to change -Ocean + Pool Views -2 Complex Pools, Spa, Kiddie P ...
From $795 per night (USD)Expedia
- From $222 per night (USD)
VRBO
Pool, Spa & Dining: Beach Condo in Hilton Head!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 4
Book an unforgettable trip to this 1-bedroom, 1-bathroom vacation rental condo on Hilton Head Island and soak up some so ...
From $222 per night (USD)VRBO
- From $316 per night (USD)
Expedia
Remodeled 3 bedroom villa with complex pool access
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 7
Springwood Villas 14 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $316 per night (USD)Expedia
- From $835 per night (USD)
VRBO
Best Beachfront Location On HHI.
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
It just does not get any better than this. Our townhouse is our full-time residence that we now rent out about 10 wee ...
From $835 per night (USD)VRBO
- From $1341 per night (USD)
Expedia
3 Wanderer ~ 6Br Pup Friendly Home, Short Walk to the Beach!
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 12
3 Wanderer Lane | North Forest Beach Home COMPLETE RENOVATION FOR 2023 SEASON! *6 Bedrooms | 4.5 Bathrooms *Sleeps 12 ...
From $1341 per night (USD)Expedia
- From $1354 per night (USD)
VRBO
5 Atlantic Pointe, Beautiful Ocean View Home on Hole #15 of Atlantic Dunes GC
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 14
This home has been completely remodeled and has all new Restrooms and showers, kitchen and is decorated in a way to help ...
From $1354 per night (USD)VRBO
- From $380 per night (USD)
Expedia
1-Br condo with all the comforts of home in a beautiful resort setting
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
1-Br/1-Ba resort condo completely updated. You will have a living room, fully stocked kitchen and balcony. You can walk ...
From $380 per night (USD)Expedia
- Click For Pricing
VRBO
Beautiful 3 BR\/3BA oceanfront condo in Marriott's Surfwatch resort
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the best time of the year on the beautiful beaches of Hilton Head. Surfwatch is Marriott's premier oceanfront res ...
Click For PricingVRBO
- From $873 per night (USD)
Expedia
6 N Live Oak Bright Open Home, Golf Views, Short walk to Beach, Pet Friendly
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
OUR FOUR HOMES HAVE MONTHLY WINTER RATES Walk to the Beach! We are only 4 minutes to the beach path. 6 North Live Oak is ...
From $873 per night (USD)Expedia
- From $623 per night (USD)
VRBO
1899 Beachside Tennis - Elegant Top Floor Beachfront Villa w\/ Pool On-Site
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The water views from this elegant 5th floor Beachside Tennis villa set the scene for a perfect vacation. 1899 Beachside ...
From $623 per night (USD)VRBO
- From $1468 per night (USD)
Expedia
5 Cedar Waxwing - 4th Row Renovated Home in Sea Pines w\/ Private Pool & Spa
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 20
Located just 4th row from the sandy Atlantic Ocean beach and directly on the paved beach path, 5 Cedar Waxwing is a beau ...
From $1468 per night (USD)Expedia
- From $2057 per night (USD)
VRBO
6 Sea Oak - Oceanfront luxury, historic southern architecture in S. Forest Beach
- Bedrooms:
- 7
- Bathrooms:
- 6
- Sleeps:
- 16
We are thrilled to offer 6 Sea Oak Lane for your next Hilton Head vacation! Designed with the architecture of a Souther ...
From $2057 per night (USD)VRBO
- From $1673 per night (USD)
Expedia
26 Surf Scoter - 2nd Row Luxury Home in Sea Pines w\/ Private Pool & Spa
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 16
We are thrilled to offer 26 Surf Scoter in Sea Pines for your next Hilton Head vacation! Located 2nd Row Oceanside on t ...
From $1673 per night (USD)Expedia
- From $1842 per night (USD)
VRBO
123 Dune Ln - Oceanfront Home in N. Forest Beach w\/ Private Pool & Beach Path
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Breathtaking oceanfront views and this charming Hilton Head beach home will set the tone for an unforgettable beach vaca ...
From $1842 per night (USD)VRBO
- From $584 per night (USD)
Expedia
Cozy Hilton Head townhome with shared pools within a short distance of beaches
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Turtle Lane 4 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $584 per night (USD)Expedia
- From $309 per night (USD)
VRBO
Spectacular Views Await You - Clean and Comfortable Shelter Cove Oasis - Walk to Shops\/Dining\/Marina
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Welcome to Fiddlers On The Marsh! With its amazing marsh views, incredible Captains Quarter community amenities (like t ...
From $309 per night (USD)VRBO
- From $410 per night (USD)
Expedia
Luxurious 3-br Condo With All The Comforts Of Home In A Beautiful Resort Setting
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Tucked away among miles of beautiful beaches Island Links Resort on Hilton Head Island welcomes you to one of America's ...
From $410 per night (USD)Expedia
- Click For Pricing
VRBO
2br 1.5ba Hilton Head Island Condo 7 nights May 29-June 5
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Renting out my 2 bedroom (1 bedroom plus loft bedroom), 1.5 bath timeshare on beautiful Hilton Head Island. A block from ...
Click For PricingVRBO
- From $334 per night (USD)
Expedia
Ocean-View Getaway with Shared Pool, Hot tub, Tennis, WiFi & Easy Walk to Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Shorewood 301 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $334 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Delightful Condo W\/ Beach Access, Shared Pool, Free WiFi, Central AC & Balcony
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Breakers 305 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $237 per night (USD)VRBO
- From $320 per night (USD)
VRBO
Nestled in The secluded Brigantine Quarters within Shipyard Plantation
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
1290 Square foot Condo with two bed and two bath. The Master has a king bed with Tv and big bathroom attached. Second b ...
From $320 per night (USD)VRBO
- From $397 per night (USD)
VRBO
SeaPines, Beautifully updated, Walk to beach, Two free bikes, Pet friendly
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy a relaxing Sea Pines vacation while staying at this beautifully decorated, ground level villa with an open floor p ...
From $397 per night (USD)VRBO
- From $215 per night (USD)
Expedia
Dreamy Island Condo W\/ Beach Access, Shared Pool, Private Balcony & WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Breakers 306 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $215 per night (USD)Expedia
- From $351 per night (USD)
VRBO
Dreamy Island Home Near the Beach W\/ Shared Pool, Golf On-site & Lagoon View
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Golfmaster D2 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $351 per night (USD)VRBO
- From $385 per night (USD)
Expedia
Luxurious 3-Br condo with all the comforts of home in a beautiful resort setting
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Enjoy your island getaway from the comfort of this upscale Hilton Head Island vacation resort! Whether you enjoy the bea ...
From $385 per night (USD)Expedia
- From $672 per night (USD)
VRBO
6 Pender - Peaceful Serenity, Sea Pines Private Home with Pool\/Spa
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to your next vacation home, a wonderful retreat located in Lawton Woods. As you step through the front door, y ...
From $672 per night (USD)VRBO
- From $221 per night (USD)
Expedia
OCEANFRONT. Enjoy Sunrises and Ocean from your balcony.
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
OCEANFRONT. Our end unit 1 bedroom, 1 bath condo is in Building C, unit 227 with direct views of ocean and pool. 250 ...
From $221 per night (USD)Expedia
- From $631 per night (USD)
VRBO
Private Pool 4 Bedroom 2 Bathroom South Forest Beach Home! 2023 Remodel!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 12
*Freshly remodeled bathrooms (including walk in master bathroom shower) and new flooring 11/2023! Instead of dealing wit ...
From $631 per night (USD)VRBO
- From $280 per night (USD)
Expedia
Beautiful 5 Star condo in tropical oasis- Perfect location! S Forest Beach!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to Forest Gardens on HH Island, a truly beautiful vacation paradise tucked away along the South Carolina Coast l ...
From $280 per night (USD)Expedia
- From $226 per night (USD)
VRBO
Special Off-Season Rates - Island Hideaway on HHI
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Second Floor Condo with 2 bedrooms, 2 bathrooms and sleeps 6. Just minutes from the beach and Coligny Plaza. A short wal ...
From $226 per night (USD)VRBO
- From $812 per night (USD)
Expedia
70 Full Sweep - Spacious Home on Lagoon with Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
**Full Sweep 70** This unique home offers an open floor plan on one floor. Plenty of privacy, directly on a lagoon, w ...
From $812 per night (USD)Expedia
- From $1153 per night (USD)
VRBO
Stunning Beach House! Private heated Pool
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 14
Experience the ultimate beach getaway in this charming family home with a guest house, where location and comfort combin ...
From $1153 per night (USD)VRBO
- From $571 per night (USD)
Expedia
UPDATED VILLA WITH POOL, BBQ, BEACH ACCESS & WALKABLE LOCATION HILTON HEAD
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our guests tell us 26 Ocean Club is something to rave about and they are delighted with the fantastic location, too! Th ...
From $571 per night (USD)Expedia
- From $232 per night (USD)
VRBO
Tennis Villa B16 - Easy Walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Hilton Head Beach and Tennis is directly on the beach. Easy walk to the largest ocean front pool on Hilton Head. This re ...
From $232 per night (USD)VRBO
- From $267 per night (USD)
Expedia
Delightful Condo with WiFi, Pool, Tennis - Beach Across the Street
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Ocean Cove 824 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $267 per night (USD)Expedia
- From $302 per night (USD)
VRBO
The Greens 169 - Golf and Beach Shipyard Villa
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Luxury renovated 2 Bedroom 2.5 Bath Villa just a 10 minute walk to the Beach with large sized deck for outside seating l ...
From $302 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Admiral's Row 141 - Ocean View from Deck
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wow! This beach front villa is perfect for your family vacation! Directly across from the community pool and just steps ...
From $214 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Ocean Villa A205 - Romantic Beachfront Getaway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
This 1 bedroom 1 bath renovated villa will not disappoint. It has been renovated to today standards with modern grey til ...
From $215 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Tennis Villa F14 - Beach and Pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Renovated Second Floor Villa with newer kitchen, 2 Bedrooms 2 Full Baths with room for 6. New wide luxury vinyl plank fl ...
From $241 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Seaside Villa 207 - Ocean Front with Balcony
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautifully updated and wonderful ocean views from your balcony of this 1 bedroom 1 bath condo with all of the amenities ...
From $235 per night (USD)VRBO
- From $223 per night (USD)
Expedia
Ocean Villa C203 - Balcony Views
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Cozy 1 bedroom with a set of child-size bunks and pullout sofa. This villa has been updated with new coastal gray wood l ...
From $223 per night (USD)Expedia
- From $458 per night (USD)
VRBO
Family-friendly island condo near shared amenities, beach, Harbour town
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Heritage Villas 2307 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $458 per night (USD)VRBO
- From $232 per night (USD)
Expedia
Marsh-view Harbour Town condo w\/ shared pool - close to shops & restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Stoney Creek 268 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $232 per night (USD)Expedia
- From $1242 per night (USD)
VRBO
Sunny & bright home near the beach w\/ private pool & furnished deck
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 14
Sandhill Crane 3 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $1242 per night (USD)VRBO
- From $354 per night (USD)
Expedia
Updated, waterfront condo with amazing lagoon & golf views from the sunroom
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Fairway Lane 102 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $354 per night (USD)Expedia