We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Hilton Head Vacation Rentals

List your property
Owner log in
Check in
— / — / —
Check out
— / — / —
Guests
0 rooms, 2+ guests
Distance from
1 mi
Price per night
$0
$1,000+
Suitability
Show more
Bathrooms
Any
Amenities
Show more
Property type
Show more
Distinctive Features
Show more
Neighborhood
723 rentals in Hilton Head.
Sort by:
Tripadvisor Sort
Fabulous 6 Bedroom Home with Pool, Spa, 2 Master Suites & Easy Walk to Beach!
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Hilton Head Island SC North Shore Place 2 Bed 2 Bath Villa
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
Payment Protection
Hilton Head Island, Fiddler's Cove - Pool/Beach, Balcony, Secured WiFi, HDTV's
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Palmetto Dunes Ranch-Lagoon View, Short Walk to Beach
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Payment Protection
Spacious, Open & Airy - Private Pool & Spa, 1 minute to beach. Great for Multip
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
Payment Protection
Pet Friendly With Walk to Beach! Private, Quiet Retreat! Access to Pool
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Breakers Oceanfront Villa with Beautiful View of Ocean & Pool
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
3406 Resort Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, Fitness
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
☆Forest Beach☆Luxury☆4BR Villa☆Walk to Beach☆Private Pool☆3 TVs☆Sleeps 10☆
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
2306 Ocean View Condo - Beach, 3 Pools, Hot Tub, Sauna, Tennis, Restaurants, etc
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Save time - get the best Hilton Head rentals sent straight to your email!
Private End of Street - Home in Lawton Woods
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Check in
Check out
Payment Protection
Hilton Head Paradise: 3BR/3BA, Close to Westin, Beach, Tennis & Golf
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Bright, Spacious, Well-Appointed, Short Walk to Beach, Restaurants, and Shops
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Ocean One 111 - 3 Bedroom Direct Ocean Front Condo
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
5/5 Rated, Premier Partner villa awaits your arrival!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Renovated Moss Creek Marsh Cottage With Spectacular Views
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Courtside 97 - 1st Floor Flat - Wonderful Ground Floor Flat
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Ocean One 422 - Beachside 4th Floor Condo
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Beachwalk 174 - Shipyard Townhouse
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
Spacious 2 BR condo w/ Free Tennis! Palmetto Dunes
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Sea Pines - VERY close to the Island's Landmark Lighthouse & Marina
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Resort Condo - Beach, 3 Pools, Tennis, Restaurants, Fitness, Hot Tub, Sauna!!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Beautifully Redecorated Villamare 2517
2 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Top Floor Ocean View, Year Round 84* Heated Pool, Walk to EVERYTHING!
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Payment Protection
Enjoy the Warmth!! Reserve Today
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
'Under the Hilton Head Sun'
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
14 Heron Street - 6 Bedroom Home Close to Beach
6 bedrooms
6 bathrooms
Sleeps 19
Match: Sleeps
More info
Check in
Check out
Surf Court 16 - Forest Beach 1st Floor Flat
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Lagoon View/Ground Floor/Near Harbour Town - Racquet Club Villas
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
South Forest Beach Villa, Short Walk to Beach
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
Seaside 140
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
2 bed/2 bath Hilton Head Resort Ocean Villa-Best Location in Hilton Head Resort
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
Payment Protection
61 Dune Lane - 5 Bedroom, Ocean Front Beach House
5 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
More info
Check in
Check out
67 Plantation Dr - 6 Bedroom home on Harbor Town Golf Links
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Check in
Check out
13 Flamingo St - 6 Bedroom Hilton Head Home!
6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
More info
Check in
Check out
Stop Here! Can’t Beat This Villamare Top Floor Vacation Spot
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Spectacular Home with Brand New Pool in Harbour Town! Rare December cancellation
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
2 Min Walk 2 Beach, Golf, Tennis, Pickleball, Pvt Heated Pool, SPA, Bikes, Kayak
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
5 Star Ratings - Ocean View - South Beach Marina
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Stylishly Renovated Villa With Fabulous Views and All Amenities
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Luxury at the Beach! Beach, Pool, Tennis, Pickeleball, Restaurants, Beach Bar!
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Oceanfront Resort - Ocean View - Beach Villa A329
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Panoramic Direct Oceanfront View in Admirals Row
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
3 BR w/Direct Ocean Front View; Don't Wait! Only 2 Spring/Summer Weeks Left!
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Beaches are open! Private Pool, beach access, backyard, Bikes, pet friendly
4 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Charming 3 Br Home, Private Pool And Dock On Serene Lagoon In Palmetto Dunes.
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
2br/2 Ba Island Club Resort, 150 Yards From The Best Beach On Hilton Head Island
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Luxury Oceanfront Penthouse 2018 Total Remodel Done! Breathtaking Views!
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
20 % OFF - Harbour Cove - Remodeled Luxury Steps from Lighthouse in HarbourTown
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
Closest Villamare Condo to the Beach! With Extra Large Living Area
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check in
Check out
PreviousNext
123456
Hilton Head Island Vacation Rentals and Beach Condos
“A golfer’s paradise.” That’s what Hilton Head Island is often called, with its 24 championship courses and beautiful year round weather. But stay a week in one of its breezy beach rentals or condo rentals and you’ll quickly realize there’s more to this Southern oasis than golf. Only 12 miles by five miles wide, Hilton Head’s sparkling sandy shoreline is considered one of the best family beaches in the United States. Beach rentals provide amazing water activities and outdoor recreation for families and friends of all ages. Gorgeous condo rentals inland offer a plethora of land pursuits for the energetic and sporty vacationer.
More
Hilton Head Island Vacation Rentals and Beach Condos
“A golfer’s paradise.” That’s what Hilton Head Island is often called, with its 24 championship courses and beautiful year round weather. But stay a week in one of its breezy beach rentals or condo rentals and you’ll quickly realize there’s more to this Southern oasis than golf. Only 12 miles by five miles wide, Hilton Head’s sparkling sandy shoreline is considered one of the best family beaches in the United States. Beach rentals provide amazing water activities and outdoor recreation for families and friends of all ages. Gorgeous condo rentals inland offer a plethora of land pursuits for the energetic and sporty vacationer.
The Ultimate Family Vacation Starts on Hilton Head Island
Spacious vacation rentals – from beachfront villas and traditional country homes to airy summer chateaus – make Hilton Head Island the ideal family getaway. With mini golf at Pirate’s Island and Adventure Cove, the grown-ups aren’t the only ones hitting the links. Condo rentals on the south end of Hilton Head are minutes from The Sandbox, An Interactive Children’s Museum, offering educational play between kids and parents, like the Rhythm and Hues painting exhibit. Give the little ones a break from the sun at the indoor Island Playground, complete with inflatable slides, obstacle courses and a toddler exploration area.
Hilton Head Island Attractions For Adults
Vacation rentals on Hilton Head Island also offer incredible attractions for adults and older children. Venture inland for miles of paved bike paths leading down gorgeous scenic trails. Fly along ziplines over magnificent live oaks and gaze at the boats, bogs and bottlenose dolphins residing in Broad Creek Marina. The wildlife outside your condo rental is vast and exquisite. Take a Hilton Head forest hayride to see bobcats, minks, deer, otters and eclectic species of birds, or hit the petting zoo and horseback tours at Lawton Stables.
Experience Cuisine, Nightlife and Spirits Like Never Before
Vacation rentals on Hilton Head Island offer a social scene that families or couples will love. The island boasts over 250 restaurants and authentic cuisine. Hudson’s Seafood House on the docks is Hilton Head’s oldest establishment, serving up the freshest of oceanic chow with astounding views of the Intracoastal Waterway. Enjoy a romantic night under the starry skies at WiseGuys, a local see-and-be-seen hotspot with an award-winning wine list. Get your southern barbecue fix from The Smokehouse, plating local favorites like Gullah rice, gumbo, fried okra and delectable peach cobbler.
Vacation Rentals on Hilton Head Island Are Can’t-Miss
Enjoy numerous recreational activities or just relax on the pristine beaches of Hilton Head Island. TripAdvisor is the only place for the best deals on beach rentals, condos, vacation homes and more.