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Huntington Discover Huntington Villas vacation rentals in Palmetto Dunes on Hilton Head Island, offering condos with private balconies, a complex pool and direct beach access near resort amenities.

Admirals Row Admirals Row at Folly Field vacation rentals offer a relaxed and convenient coastal stay in the popular Mid Island area of Hilton Head Island. Known for its peaceful residential feel and proximity to the beach, Admirals Row is a great choice for guests lo

Caravel Court Explore Caravel Court vacation rentals on Hilton Head Island, offering spacious townhomes near the beach with community amenities and a convenient location close to shopping, dining, and island attractions.

Ocean Walk Ocean Walk at Forest Beach vacation rentals offer a comfortable and convenient coastal stay in Hilton Head Island’s popular South End. Located just steps from the beach and near Coligny Plaza, Ocean Walk is known for its prime location, walkability, and r

Tanglewood Discover Tanglewood vacation rentals in Forest Beach on Hilton Head Island, offering spacious villas near the beach with private patios, a community pool, and walkable access to Coligny Plaza, shopping, and dining.

Dunes Villas Discover Dunes Villas vacation rentals in Forest Beach on Hilton Head Island, offering oceanfront condos with private balconies, a beachfront pool, and direct beach access near Coligny Plaza.

4 Bedrooms Search 4 bedroom Hilton Head vacation rentals with Hilton Head Rentals. Our Four bedroom rental properties are all professionally managed and we look forward to accommodating your every vacation rental need on Hilton Head Island.

Continental Club Explore Continental Club vacation rentals in Forest Beach on Hilton Head Island, featuring condos with private balconies, pool, and direct access to the beach near Coligny Plaza.

Barrington Arms Barrington Arms at Palmetto Dunes vacation rentals offer a refined oceanfront experience in one of Hilton Head Island’s most sought-after resort communities. Located directly on the beach within Palmetto Dunes, Barrington Arms is known for its upscale acc

Fairway Lane Discover Fairway Lane vacation rentals in Sea Pines on Hilton Head Island, offering private homes along the golf course with scenic views, easy beach access, and proximity to Harbour Town, shopping, and dining.

Hampton Place Discover Hampton Place vacation rentals in Palmetto Dunes on Hilton Head Island, featuring oceanfront condos with private balconies, a beachfront pool, fitness center, and direct access to the beach near resort amenities.

Windsor North Windsor North at Palmetto Dunes vacation rentals offer an elegant oceanfront experience within one of Hilton Head Island’s premier resort communities. Located directly on the beach in Palmetto Dunes, Windsor North is known for its spacious villas, sweepin

List Your Property WHY LIST ON HILTONHEADRENTALS.COM Property owners and managers benefit from increased visibility without the high commissions charged by third-party booking sites. Listings are optimized for search engines, organized by community and location, and promote

South Beach Club Discover South Beach Club vacation rentals in Sea Pines on Hilton Head Island, offering oceanfront villas with private balconies, a beachfront pool, and direct access to the beach near South Beach Marina, dining, and resort amenities.

Complexes Explore Hilton Head Island condo complexes offering vacation rentals across Sea Pines, Palmetto Dunes, Forest Beach, Shipyard, and more. View photos, amenities, locations, and availability for condos throughout Hilton Head Island.

Bedrooms Wide range of choice for your family vacation. Up to 9 bedrooms. House, condos & villas rentals.

Beachside Tennis Welcome to Beachside Tennis, where our premier vacation rentals offer the perfect blend of luxury, comfort, and recreational fun. Located in the heart of Hilton Head Island, these thoughtfully designed properties provide an exceptional base for enjoying b

Staff Listing Meet our staff. We will be happy to answer any questions you may have

Turtle Lane Club Discover Turtle Lane Club vacation rentals in Sea Pines on Hilton Head Island, offering oceanfront villas with private balconies, a beachfront pool, and direct access to the beach near Harbour Town and resort amenities.

Home Hilton Head Rentals offers vacation homes, condos, villas and other accommodations for visitors to Hilton Head Island, SC. Our professional staff can assist you with all of your vacation needs. View Hilton Head vacation rental properties between 1 - 9 bed

Shipyard Condo Rentals Welcome to Shipyard, where our exquisite condo rentals combine luxury, comfort, and convenience for an unparalleled Hilton Head Island experience. Ideal for couples, small families, or groups of friends, these thoughtfully designed condos offer an excepti

The Lyons The Lyons at Port Royal / Folly Field vacation rentals offer a quiet and convenient coastal stay in the Mid Island area of Hilton Head Island. Located near Port Royal Plantation and Folly Field Beach, The Lyons is known for its peaceful residential settin

Vacation Rentals Whether you are looking for spectacular oceanfront homes, luxurious condos and villas, or spacious townhomes, in Hilton head Island, your perfect vacation rental awaits you.

Stones Throw Stone’s Throw at Folly Field vacation rentals offer a relaxed coastal stay just steps from the beach on Hilton Head Island. Located in the desirable Folly Field area, this community is known for its convenient beach access, laid-back atmosphere, and centr

Mid Island Browse Mid Island vacation rentals on Hilton Head Island. Stay close to beaches, shopping, dining, golf, and family attractions with centrally located rentals.

Clipper Court Discover Clipper Court vacation rentals in Harbour Town on Hilton Head Island, featuring charming townhomes near the marina with private patios, a community pool, and walkable access to shops, dining, and Harbour Town Lighthouse.

Folly Field Condo Rentals Welcome to Folly Field, where our delightful condo rentals offer a perfect mix of comfort, style, and convenience. Ideal for couples, small families, or friends seeking a tranquil getaway, these well-designed condos provide an excellent base for exploring

Stoney Creek Villas Welcome to Stoney Creek Villas, where our inviting vacation rentals offer the perfect blend of comfort, style, and convenience. Nestled in a picturesque setting on Hilton Head Island, these well-appointed villas provide an exceptional base for your island

Inland Harbour Explore Inland Harbour vacation rentals in Sea Pines on Hilton Head Island, offering waterfront villas with marina and lagoon views, private balconies, a community pool, and convenient access to Harbour Town and island amenities.

HHBT Tennis Villas Vacation rentals at HHBT Tennis Villas feature well-appointed villas with open living spaces, private patios or balconies, and convenient access to the beach. Guests can enjoy a short walk to the shoreline, as well as nearby bike paths that connect to the

Folly Field 1 Bedroom Welcome to Folly Field, a serene and inviting area of Hilton Head Island, where our one-bedroom rentals offer the perfect blend of comfort, convenience, and charm. Ideal for couples, solo travelers, or small families, these cozy and well-appointed homes a

Colonnade Club Explore Colonnade Club vacation rentals in Shipyard on Hilton Head Island, featuring villas with private balconies, a pool, tennis courts, and direct beach access near Shipyard Plantation.

Beach City Place h City Place vacation rentals offer a modern and comfortable stay on the North End of Hilton Head Island, providing a quieter island experience with convenient access to beaches and everyday amenities.

Sea Loft Explore Sea Loft vacation rentals near Harbour Town on Hilton Head Island, offering elevated villas with scenic lagoon and golf views, private balconies and convenient access to Harbour Town, beaches, and Sea Pines amenities.

Island Club Welcome to Island Club, where our luxurious vacation rentals offer the perfect blend of comfort, style, and convenience. Nestled on the beautiful Hilton Head Island, Island Club provides an ideal setting for your island getaway, whether you're here to rel

Forest Beach Condo Rentals Welcome to Forest Beach, where our delightful condo rentals offer the ideal blend of comfort, style, and convenience. Perfect for couples, small families, or friends seeking a serene getaway, these thoughtfully designed condos provide an excellent base fo

Sea Cloisters Discover Sea Cloisters vacation rentals in the Folly Field area of Hilton Head Island, offering oceanfront condos with private balconies, a beachfront pool, and direct beach access near island attractions and dining.

Travel Insurance Hilton Head Travel protection is available with Hilton Head Rentals upon booking. For more information on Travel Insurance, please review the policies and procedures listed.

Gleneagle Green iscover Gleneagle Green vacation rentals in Sea Pines on Hilton Head Island, offering spacious villas along the golf course with private patios, a community pool, and convenient access to beaches, Harbour Town, and resort amenities.

Water Oak Explore Water Oak vacation rentals in Palmetto Dunes on Hilton Head Island, offering spacious villas with lagoon views, private balconies, a community pool, and a short walk to the beach, golf, and resort amenities.

Racquet Club Explore Racquet Club vacation rentals in Sea Pines on Hilton Head Island, offering spacious villas near the tennis center with community pools, private patios, and convenient access to beaches, Harbour Town, and resort amenities.

Sea Pines 2 Bedroom Experience the perfect blend of luxury and relaxation with our stunning two-bedroom rentals in Sea Pines, Hilton Head Island. Designed for families, friends, or couples seeking extra space, these beautifully appointed homes and condos offer a comfortable

North End Discover North End vacation rentals on Hilton Head Island. Explore homes near Port Royal Sound, beaches, golf, and parks—perfect for a quiet island getaway.

Queens Grant Discover Queens Grant vacation rentals in Palmetto Dunes on Hilton Head Island, offering spacious villas with lagoon or golf views, private patios, a community pool, and easy access to beaches, biking paths, and resort amenities.

Lighthouse Road Explore Lighthouse Road vacation rentals in Sea Pines on Hilton Head Island, offering homes and villas near Harbour Town with easy access to beaches, golf, shopping, dining, and the iconic Harbour Town Lighthouse.

Lands End Discover Lands End vacation rentals in Sea Pines on Hilton Head Island, featuring oceanfront homes and villas with stunning views, private beach access, and close proximity to South Beach Marina, dining, and resort amenities.

Carolina Place Discover Carolina Place vacation rentals on Hilton Head Island, featuring comfortable villas near the beach with a community pool, tennis courts, and easy access to shopping, dining, and island attractions.

Shipyard 2 Bedroom Welcome to Shipyard, where our spacious two-bedroom rentals offer the perfect combination of comfort, elegance, and convenience. Ideal for families, friends, or couples traveling together, these thoughtfully designed homes and condos provide a wonderful b

Woodhaven Woodhaven at Forest Beach vacation rentals offer a quiet and centrally located stay in Hilton Head Island’s popular South End. Tucked within the Forest Beach area, Woodhaven is known for its peaceful residential setting while remaining within easy walking

Sea Side Discover Sea Side Villas vacation rentals in Forest Beach on Hilton Head Island, offering oceanfront and ocean-view condos with private balconies, a beachfront pool, and direct access to Coligny Beach, shopping, and dining.

Sea Pines Condo Rentals Explore Sea Pines condo rentals on Hilton Head Island. Stay near Harbour Town, beautiful beaches, golf courses, and scenic bike trails while enjoying comfortable villas in one of the island’s most popular resort communities.

Contact Us Speak directly with a member of the Hilton Head Rentals staff for all of your vacation needs. Have a questions, don't worry! We are happy to help. Feel free to call us 24/7 at 843.342.4444.

Shipyard Home Rentals Shipyard home rentals offer a private and resort-style living experience within one of Hilton Head Island’s most desirable gated communities. Located in the South End of the island, Shipyard Plantation is known for its scenic landscaping, private beach ac

Ocean Breeze Welcome to Ocean Breeze, where our exceptional vacation rentals offer the ideal blend of luxury, relaxation, and convenience. Located on beautiful Hilton Head Island, Ocean Breeze provides a perfect base for your seaside escape, whether you're looking to

Schooner Court Explore Schooner Court vacation rentals in Sea Pines on Hilton Head Island, offering comfortable villas near South Beach Marina with private patios, a community pool, and convenient access to beaches, dining, and resort amenities.

Mariners Way Explore Mariners Way vacation rentals in Sea Pines on Hilton Head Island, offering spacious villas near Harbour Town with lagoon or golf views, a community pool, and convenient access to beaches, shopping, dining, and resort amenities.

Island House Island House at Forest Beach vacation rentals offer a classic oceanfront stay in one of Hilton Head Island’s most desirable South End locations. Situated directly on the beach near Coligny Plaza, Island House is known for its unbeatable ocean views, direc

Shorewood Welcome to Shorewood, where our premium vacation rentals offer a blend of luxury, convenience, and stunning ocean views. Located on the beautiful Hilton Head Island, Shorewood provides an ideal retreat for your seaside escape, whether you're looking to re

Main Sail Explore Main Sail vacation rentals in Palmetto Dunes on Hilton Head Island, offering spacious villas with lagoon views, private balconies, a community pool, and easy access to beaches, biking paths, and resort amenities.

Beachwood Place Discover Beachwood Place vacation rentals on Hilton Head Island, offering spacious condos near the beach with pools, tennis courts, and easy access to shopping and dining in Forest Beach.

Forest Beach 7 Bedroom Discover the pinnacle of island living with our spectacular seven-bedroom rentals in Forest Beach, Hilton Head Island. Perfect for large families, groups of friends, or special events, these expansive and beautifully appointed homes offer unparalleled spa

Hilton Head Resort Explore Hilton Head Resort vacation rentals on Hilton Head Island, featuring spacious condos with indoor and outdoor pools, tennis courts, walking paths, and convenient beach access near Folly Field and island attractions.

Heritage Villas Explore Heritage Villas vacation rentals in Sea Pines on Hilton Head Island, offering golf course–front villas with private patios, a community pool, and walkable access to Harbour Town, shops, dining, and marina views.

Centre Court Centre Court at Palmetto Dunes vacation rentals offer a centrally located and comfortable stay within one of Hilton Head Island’s most popular resort communities. Situated near the heart of Palmetto Dunes, Centre Court is known for its convenient access t

Palmetto Dunes 4 Bedroom Experience the ultimate in relaxation and luxury with our exceptional four-bedroom rentals in Palmetto Dunes, Hilton Head Island. Perfect for large families, groups of friends, or multi-generational vacations, these spacious and elegantly appointed homes

Specials Check out our Specials from Hilton Head Rentals. Hilton Head island, SC vacation rentals including homes and condos for rent.

Xanadu Explore Xanadu vacation rentals in Forest Beach on Hilton Head Island, offering oceanfront and ocean-view condos with private balconies, multiple pools, tennis courts, and direct access to Coligny Beach, shopping, and dining.

Woodbine Discover Woodbine vacation rentals in Sea Pines on Hilton Head Island, offering spacious homes and villas set among mature trees with private patios, a community pool, and convenient access to beaches, Harbour Town, and resort amenities.

Travel Blog Explore Hilton Head Island with Hilton Head Rentals’ blog. Discover insider tips, local events, and vacation ideas to make the most of your stay.

Burkes Beach Discover Singleton Beach vacation rentals on Hilton Head Island. Stay near wide beaches, bike paths, and Mid Island dining, shopping, and attractions.

Village House Village House at Port Royal Village vacation rentals offer a peaceful and conveniently located stay in the Mid Island area of Hilton Head Island. Situated within the Port Royal Village area, Village House is known for its quiet residential atmosphere, mat

Sands Village Discover Sands Village vacation rentals in Forest Beach on Hilton Head Island, offering comfortable villas just steps from Coligny Beach with private patios, a community pool, and walkable access to shopping and dining.

Ocean Dunes Ocean Dunes Condos are located on South Forest Beach which is on the south end of Hilton Head Island. These are wonderful vacation rentals, great for families and so close the beach! Everything on the south end of Hilton Head is either within walking dist

Sea Pines 1 Bedroom Discover the tranquil charm of Sea Pines with our selection of one-bedroom rentals, where comfort meets convenience in one of Hilton Head Island's most desirable communities. Ideal for couples, solo travelers, or small families, these cozy retreats offer

Plantation Club Explore Plantation Club vacation rentals in Sea Pines on Hilton Head Island, offering golf course–adjacent villas with private patios, community pools, tennis courts, and convenient access to beaches, Harbour Town, and resort amenities.

Calibogue Club Calibogue Club Vacation Rentals offers a perfect coastal retreat on Hilton Head Island. Enjoy spacious condos with stunning views of the Calibogue Sound, modern amenities, and easy access to the beach and South Beach Marina.

Lighthouse Tennis Discover Lighthouse Tennis vacation rentals in Sea Pines on Hilton Head Island, offering comfortable villas near Harbour Town with tennis courts, a community pool, and convenient access to beaches, shopping, dining, and marina activities.

Things To Do As a world-famous getaway for families, active travelers and those seeking the finer things, Hilton Head Island presents stunning vacation rentals and endless possibilities.

The Cottages The Cottages at Shipyard vacation rentals offer a charming and private retreat within the gated Shipyard Plantation on Hilton Head Island. Known for their standalone cottage-style design and quiet, residential feel, The Cottages provide a unique alternati

Villamare Discover Villamare vacation rentals in Palmetto Dunes on Hilton Head Island, featuring oceanfront condos with private balconies, indoor and outdoor pools, a fitness center, and direct beach access near resort amenities.

Captains Walk Welcome to Captains Walk in Palmetto Dunes, where our luxurious vacation rentals offer the perfect combination of style, comfort, and location. Nestled within the prestigious Palmetto Dunes community, these beautifully designed condos provide an exception

Home Rentals Hilton Head Rentals offers private homes for rent. All vacation rental homes are professionally managed to ensure that our vacationers enjoy their visit from check-in to check-out with our 24/7 Concierge Service.

Fairwood Discover Fairwood Villas vacation rentals in Sea Pines on Hilton Head Island, offering cozy villas near Harbour Town with a community pool, tennis courts, and convenient access to beaches, shopping, and dining.

Seacrest Welcome to Seacrest, where our vacation rentals offer a harmonious blend of luxury, relaxation, and convenience. Located on the stunning Hilton Head Island, Seacrest provides an exceptional base for your island retreat, whether you’re looking to relax or

Cutter Court Explore Cutter Court vacation rentals in Harbour Town on Hilton Head Island, featuring charming townhomes near the marina with private patios, a community pool, and walkable access to shops, dining, and Harbour Town Lighthouse.

Windsor One Windsor One at Palmetto Dunes vacation rentals offer a refined oceanfront experience in one of Hilton Head Island’s most prestigious resort communities. Located directly on the beach within Palmetto Dunes, Windsor One is known for its upscale accommodatio

Pool Heat If you are staying in a home managed by Hilton Head Rentals, heating the outdoor pool, spa or hot tub may cost additional depending on the time of year.

Forest Beach 3 Bedroom Experience the ultimate in relaxation and style with our beautifully appointed three-bedroom rentals in Forest Beach, Hilton Head Island. Ideal for families, groups of friends, or multi-generational vacations, these spacious homes and condos offer ample r

Hilton Head Cabanas Hilton Head Cabanas at Forest Beach vacation rentals offer a charming and affordable beachside stay in the heart of Hilton Head Island’s popular South End. Located directly across the street from the ocean, Hilton Head Cabanas are known for their cozy acc

Sailmaster Sailmaster at Shipyard vacation rentals offer a comfortable and centrally located retreat within the gated Shipyard Plantation on Hilton Head Island. Known for its spacious townhome-style villas and scenic surroundings, Sailmaster is a popular choice for

Owner Services Partner With Hilton Head Rentals

North Shore Place Explore North Shore Place vacation rentals in Forest Beach on Hilton Head Island, featuring modern condos with private balconies, a rooftop pool, and a prime location steps from Coligny Beach, shopping, and dining.

The Greens Discover The Greens vacation rentals in Shipyard Plantation on Hilton Head Island, offering spacious villas with golf and lagoon views, private patios, a community pool, and easy access to the beach, tennis, and resort amenities.

Terms & Conditions

8 Bedrooms Search 8 bedroom Hilton Head vacation rentals with Hilton Head Rentals. Our Eight bedroom rental properties are all professionally managed and we look forward to accommodating your every vacation rental need on Hilton Head Island.

7 Bedrooms Search 7 bedroom Hilton Head vacation rentals with Hilton Head Rentals. Our Seven bedroom rental properties are all professionally managed and we look forward to accommodating your every vacation rental need on Hilton Head Island.

Condo & Villa Rentals Hilton Head Rentals offers private condos & villas for rent. All vacation rental properties are professionally managed to ensure that our vacationers enjoy their visit from check-in to check-out with our 24/7 Concierge Service.

Marshes At Broad Creek Marshes at Broad Creek vacation rentals offer a peaceful, scenic stay along the marshes of Broad Creek on Hilton Head Island. Located in the Mid Island area, this community is known for its tranquil setting, sweeping marsh views, and convenient access to

Moorings Discover The Moorings vacation rentals in Palmetto Dunes on Hilton Head Island, offering villas with private balconies and direct access to the beach near resort amenities.

Tennismaster Explore Tennismaster vacation rentals in Shipyard Plantation on Hilton Head Island, offering spacious villas near the tennis center with private patios, a community pool, and convenient access to the beach and Shipyard amenities.

Turnberry Village Explore Turnberry Village vacation rentals in Palmetto Dunes on Hilton Head Island, offering spacious villas with golf and lagoon views, private balconies, a community pool, and easy access to beaches, biking paths, and resort amenities.

Breakers Welcome to Breakers, where our exceptional vacation rentals offer the perfect combination of comfort, style, and convenience. Located in the heart of Hilton Head Island, Breakers provides an ideal base for your seaside escape, whether you're seeking relax

Surf Court Explore Surf Court vacation rentals in Forest Beach on Hilton Head Island, offering ocean-oriented condos with private balconies, a community pool, and a short walk to Coligny Beach, shopping, and dining.

Fiddlers Cove Discover Fiddlers Cove vacation rentals on Hilton Head Island, offering gated resort-style villas with pools, tennis courts, walking paths, and convenient access to Folly Field Beach, shopping, and dining.

Springwood Explore Springwood vacation rentals in Forest Beach on Hilton Head Island, offering spacious townhomes with private patios, a community pool, and a short walk to Coligny Beach, shopping, and dining.

Book Direct & Save Book your next Hilton Head vacation rental with Hilton Head Rentals. Book Direct on our website and save on fees.

Availability Calendar Search all properties available for rent in Hilton Head Island. Condos, Resorts, Houses. Wide range of choices for your family vacation

Palmetto Dunes Search Palmetto Dunes vacation rentals with Hilton Head Rentals. Our Palmetto Dunes rental properties are all professionally managed and we look forward to accommodating your every vacation rental need on Hilton Head Island.

Waterford Waterford at Shipyard vacation rentals offer a quiet and conveniently located stay within the gated Shipyard Plantation on Hilton Head Island. Known for its peaceful setting and well-maintained villa-style residences, Waterford is an excellent choice for

Testimonials I Wanna

Captains Cove Browse Captains Cove vacation rentals on Hilton Head Island, featuring spacious townhomes with private balconies, a community pool, and a convenient location in Palmetto Dunes.

Real Estate

Palmetto Dunes Condo Rentals Welcome to Palmetto Dunes, where our exquisite condo rentals offer the perfect blend of luxury, comfort, and convenience. Ideal for couples, small families, or friends looking for a relaxing escape, these beautifully designed condos provide an exceptional

Folly Field Home Rentals Folly Field home rentals offer a classic Hilton Head Island beach experience in one of the island’s most popular Mid Island neighborhoods. Known for its wide beaches, laid-back atmosphere, and central location, Folly Field is an excellent choice for famil

Referral Program By referring your client to a trusted rental agency in Hilton Head, you are demonstrating your commitment to their needs and helping them find a property that meets their requirements.

Ocean Course Discover Ocean Course vacation rentals in Sea Pines on Hilton Head Island, offering golf course–front homes and villas with scenic views, easy beach access, and proximity to Harbour Town, dining, and resort amenities.

2 Bedrooms Search 2 bedroom Hilton Head vacation rentals with Hilton Head Rentals. Our Two bedroom rental properties are all professionally managed and we look forward to accommodating your every vacation rental need on Hilton Head Island.

Townhouse Tennis Townhouse Tennis at Shipyard vacation rentals offer a comfortable and centrally located stay within the gated Shipyard Plantation on Hilton Head Island. Known for its spacious townhome-style villas and close proximity to Shipyard’s tennis facilities, this

Port Villas Explore Port Villas vacation rentals on Hilton Head Island, featuring waterfront villas near South Beach with private balconies, marina views, a community pool, and walkable access to shops, dining, and Sea Pines amenities.

St Andrews Common Welcome to St. Andrews Common, where our charming vacation rentals offer the perfect combination of elegance, comfort, and convenience. Nestled in the beautiful Palmetto Dunes community on Hilton Head Island, these well-appointed properties provide an exc

Devonshire Devonshire at Port Royal Village vacation rentals offer a quiet and comfortable stay in the Mid Island area of Hilton Head Island. Located within the Port Royal Village area, Devonshire is known for its peaceful residential atmosphere, mature landscaping,

The Links The Links at Folly Field / Port Royal vacation rentals offer a comfortable and scenic stay in the Mid Island area of Hilton Head Island. Located near the Port Royal Plantation and Folly Field Beach, this community is known for its peaceful setting, golf-c

Inverness Village Discover Inverness Village vacation rentals in Palmetto Dunes on Hilton Head Island, offering spacious villas with golf and lagoon views, private balconies, a community pool, and easy access to beaches, biking trails, and resort amenities.

Ocean Cove Explore Ocean Cove vacation rentals in Palmetto Dunes on Hilton Head Island, offering ocean-oriented villas with private balconies, a community pool, and a short walk to the beach near resort amenities.

Forest Beach 2 Bedroom Discover the perfect blend of relaxation and adventure with our charming two-bedroom rentals in Forest Beach, Hilton Head Island. Ideal for families, friends, or small groups, these well-appointed homes and condos offer ample space and modern amenities fo

Yacht Club Discover Yacht Club vacation rentals in Shelter Cove on Hilton Head Island, offering waterfront condos with marina views, private balconies, a community pool, and walkable access to dining, shopping, and entertainment.

Lake Forest Explore Lake Forest vacation rentals in Sea Pines on Hilton Head Island, offering spacious homes and villas with lake or lagoon views, community pools, tennis courts, and convenient access to beaches, Harbour Town, and resort amenities.

Crown Reef Crown Reef at Port Royal / Folly Field vacation rentals offer a comfortable and centrally located stay in the Mid Island area of Hilton Head Island. Positioned near Port Royal Plantation and Folly Field Beach, Crown Reef is known for its relaxed residenti

Ocean One Discover Ocean One vacation rentals in Forest Beach on Hilton Head Island, offering oceanfront condos with private balconies, a beachfront pool, and direct access to Coligny Beach, shopping, and dining.

Cordillo Courts Cordillo Courts at Forest Beach vacation rentals offer a centrally located and comfortable stay in Hilton Head Island’s popular South End. Situated in the heart of Forest Beach, Cordillo Courts is known for its walkability, easy beach access, and proximit

Sea Pines Discover Sea Pines vacation rentals on Hilton Head Island, including oceanfront homes, villas, and condos near Harbour Town, South Beach, golf courses, and miles of scenic bike trails. Enjoy one of Hilton Head Island's most iconic resort communities.

Newport Explore Newport Villas vacation rentals in Shelter Cove on Hilton Head Island, offering waterfront condos with marina views, private balconies, a community pool, and walkable access to dining, shopping, and entertainment.

New to Our Program As a growing vacation rental company, it is important to continually add new properties to our inventory in order to offer a diverse and dynamic selection of rental options to our guests. Adding new properties to our inventory can help attract new guests

Folly Field Search Folly Field vacation rentals with Hilton Head Rentals. Our Folly Field rental properties are all professionally managed and we look forward to accommodating your every vacation rental need on Hilton Head Island.

Events Search all events in the area of Hilton Head Island. As a world-famous getaway for families, active travelers and those seeking the finer things, Hilton Head Island presents endless possibilities.

Fairway One Explore Fairway One vacation rentals on Hilton Head Island, featuring spacious villas near the golf course with private balconies, a community pool, and convenient access to beaches, shopping, and dining.

Privacy Policy

Courtside Discover Courtside Villas vacation rentals in Forest Beach on Hilton Head Island, offering spacious villas near the beach with tennis courts, a community pool, and easy access to Coligny Plaza, shopping, and dining.

Seascape Explore Seascape Villas vacation rentals in Forest Beach on Hilton Head Island, offering ocean-oriented condos with private balconies, a community pool, and a short walk to Coligny Beach, shopping, and dining.

Barrington Park Barrington Park at Palmetto Dunes vacation rentals offer an upscale and centrally located stay within one of Hilton Head Island’s most desirable resort communities. Situated just across the street from the beach, Barrington Park is known for its spacious

Old Stoney Village Old Stoney Village vacation rentals offer a peaceful, low-density retreat in the heart of Hilton Head Island. Tucked away along the scenic marshes of Broad Creek, Old Stoney Village is known for its quiet residential feel, natural surroundings, and conven

Palmetto Dunes 2 Bedroom Experience the perfect blend of relaxation and adventure with our inviting two-bedroom rentals in Palmetto Dunes, Hilton Head Island. These stylish and well-appointed homes and condos are perfect for families, friends, or couples seeking a spacious and co

Palmetto Dunes Home Rentals Welcome to Palmetto Dunes, where our stunning home rentals offer the perfect blend of elegance, convenience, and island charm. Ideal for families, groups of friends, or anyone seeking a luxurious escape, these beautifully designed homes provide an excepti

Forest Beach Search Forest Beach vacation rentals with Hilton Head Rentals. Our Forest Beach rental properties are all professionally managed and we look forward to accommodating your every vacation rental need on Hilton Head Island.

Golfmaster Explore Golfmaster vacation rentals in Shipyard Plantation on Hilton Head Island, featuring spacious townhomes with golf and lagoon views, private patios, a community pool, and easy access to the beach and Shipyard amenities.

Guest Services

Shipyard 1 Bedroom Welcome to Shipyard, where our inviting one-bedroom rentals offer the perfect blend of comfort, style, and convenience. Ideal for couples, solo travelers, or small families, these well-appointed homes and condos provide a delightful base for exploring Hil

Forest Gardens Explore Forest Gardens vacation rentals in Forest Beach on Hilton Head Island, offering spacious condos with private balconies, a community pool, and a short walk to Coligny Beach, shopping, and dining.

Anchorage Anchorage vacation rentals in Palmetto Dunes on Hilton Head Island, SC. Search condos & villas for rent at Anchorage. Check Anchorage rental availability online and book today!

1 Bedroom Search 1 bedroom Hilton Head vacation rentals with Hilton Head Rentals. Our One bedroom rental properties are all professionally managed and we look forward to accommodating your every vacation rental need on Hilton Head Island.

3 Bedrooms Search 3 bedroom Hilton Head vacation rentals with Hilton Head Rentals. Our Three bedroom rental properties are all professionally managed and we look forward to accommodating your every vacation rental need on Hilton Head Island.

Hammock Breeze Discover Hammock Breeze vacation rentals on Hilton Head Island. Stay near quiet beaches, bike paths, and North End attractions for a relaxing island getaway.

Ketch Court plore Ketch Court vacation rentals in Sea Pines on Hilton Head Island, offering charming townhomes near Harbour Town with private patios, a community pool, and walkable access to shops, dining, marina views, and resort amenities.

Wendover Dunes The newest Oceanside complex at Palmetto Dunes, Wendover Dunes, features two-story buildings, each with four one-level two- and three-bedroom luxury units. Wendover Dunes is located steps from the sandy beaches of Hilton Head Island and each attractively

Shipmaster Discover Shipmaster vacation rentals in Shipyard Plantation on Hilton Head Island, offering spacious townhomes with golf and lagoon views, private patios, a community pool, and easy access to the beach, tennis, and Shipyard amenities.

All Rentals Search all Vacation Rental properties in Hilton Head Island and nearby locations

Treetops Discover Treetops vacation rentals in Forest Beach on Hilton Head Island, offering spacious villas set among live oaks with private balconies, a community pool, and a short walk to Coligny Beach, shopping, and dining.

5 Bedrooms Search 5 bedroom Hilton Head vacation rentals with Hilton Head Rentals. Our Five bedroom rental properties are all professionally managed and we look forward to accommodating your every vacation rental need on Hilton Head Island.

Evian Explore Evian vacation rentals in Shipyard Plantation on Hilton Head Island, featuring spacious villas with golf and lagoon views, a community pool, tennis courts, and easy access to the beach and Shipyard amenities.

Hilton Head Beach Club Discover Hilton Head Beach Club vacation rentals on Hilton Head Island, offering oceanfront condos with private balconies, a beachfront pool, tennis courts, and direct beach access near island shopping and dining.

Folly Field 2 Bedroom Welcome to Folly Field, where our delightful two-bedroom rentals offer the perfect combination of space, comfort, and convenience. Ideal for families, friends, or couples traveling together, these well-appointed homes and condos provide an excellent base

The Spa on Port Royal Sound Explore The Spa on Port Royal Sound vacation rentals on Hilton Head Island, offering waterfront villas with private balconies, indoor and outdoor pools, tennis courts, and direct access to the beach along Port Royal Sound.

Cancellation Policy If you book a vacation rental with Hilton Head Rentals but have to Cancel your reservation prior your arrival, this section will explain what happens and when.

Pet Friendly Pet Friendly vacation rentals on Hilton Head Island, SC. Search homes, condos & villas for rent that allow pets. Check our pet-friendly rental availability online and book today!

Barrington Court Barrington Court vacation rentals in Palmetto Dunes on Hilton Head Island, SC. Search condos & villas for rent at Barrington Court. Check Barrington Court rental availability online and book today!

Harbourside Discover Harbourside vacation rentals in Shelter Cove on Hilton Head Island, offering waterfront condos with marina views, private balconies, a resort-style pool, and walkable access to dining, shopping, and entertainment.

Housekeeping

Windsor Two Welcome to Windsor Two in Palmetto Dunes where our elegant vacation rentals offer the perfect blend of sophistication, comfort, and convenience. Located in one of Hilton Head Island’s most desirable communities, these beautifully appointed properties prov

Forest Beach Home Rentals Welcome to Forest Beach, where our beautiful home rentals offer a delightful blend of comfort, style, and convenience. Perfect for families, groups of friends, or anyone seeking a relaxing escape, these thoughtfully designed homes provide an ideal base fo

Windward Village Windward Village at Shipyard vacation rentals offer a relaxed and centrally located retreat within the gated Shipyard Plantation on Hilton Head Island. Known for its spacious villas, scenic lagoon views, and proximity to Shipyard amenities, Windward Villa

Sea Pines 4 Bedroom Indulge in the ultimate island getaway with our luxurious four-bedroom rentals in Sea Pines, Hilton Head Island. Perfect for large families, groups of friends, or multi-generational vacations, these spacious homes and condos offer exceptional comfort, mod

Windsor South Windsor South at Palmetto Dunes vacation rentals offer an upscale oceanfront stay in one of Hilton Head Island’s most prestigious resort communities. Located directly on the beach within Palmetto Dunes, Windsor South is known for its spacious residences,

Sound Villas Explore Sound Villas vacation rentals in Sea Pines on Hilton Head Island, offering waterfront villas with scenic Calibogue Sound views, private balconies, a community pool, and convenient access to Harbour Town and resort amenities.

Palmetto Dunes 3 Bedroom Discover the ultimate in comfort and style with our stunning three-bedroom rentals in Palmetto Dunes, Hilton Head Island. Perfect for families, groups of friends, or multi-generational vacations, these spacious homes and condos provide ample room and upsc

Abbington Abbington vacation rentals in Palmetto Dunes on Hilton Head Island, SC. Search condos & villas for rent at Abbington. Check Abbington rental availability online and book today!

HHBT Ocean Villas HHBT Ocean Villas vacation rentals offer an oceanfront stay in the heart of Hilton Head Island. Located directly along the beach, HHBT Ocean Villas are ideal for visitors who want immediate beach access combined with

Sea Pines Home Rentals Browse Sea Pines home rentals on Hilton Head Island. Stay in private vacation homes near Harbour Town, golf courses, bike trails, and beautiful beaches in one of the island’s most popular resort communities.

Sea Pines 3 Bedroom Uncover the ultimate in comfort and style with our exquisite three-bedroom rentals in Sea Pines, Hilton Head Island. Perfect for families, groups of friends, or multi-generational gatherings, these generously sized homes and condos offer ample space and u

Night Heron Discover Night Heron vacation rentals in Sea Pines on Hilton Head Island, offering spacious villas near the beach with community pools, tennis courts, biking paths, and easy access to nature preserves and resort amenities.

Coligny Villas Explore Coligny Villas vacation rentals on Hilton Head Island, offering ocean-oriented condos with private balconies, a beachfront pool, and direct access to Coligny Beach, shopping, and dining.

Spanish Wells Road Spanish Wells is a private, gated residential community located on the north end of Hilton Head Island, fronting Broad Creek and Calibogue Sound. Known for its quiet, upscale character, the neighborhood features deep-water access, private docks, and a str

Beckenham Beckenham at Port Royal Village vacation rentals offer a peaceful and conveniently located stay in the Mid Island area of Hilton Head Island. Situated within the Port Royal Village area, Beckenham is known for its quiet residential setting, mature landsca

Forest Beach 1 Bedroom Welcome to the serene and inviting Forest Beach area of Hilton Head Island, where our one-bedroom rentals offer the ideal blend of comfort, style, and convenience. Perfect for couples, solo travelers, or small families, these cozy and well-appointed homes

Shipyard 3 Bedroom Welcome to Shipyard, where our elegant three-bedroom rentals offer an exceptional blend of space, style, and convenience. Perfect for families, groups of friends, or anyone seeking a spacious retreat, these well-appointed homes and condos provide a wonder

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Twin Oaks Explore Twin Oaks vacation rentals in Sea Pines on Hilton Head Island, offering spacious villas set among live oaks with private patios, a community pool, and convenient access to beaches, Harbour Town, and resort amenities.

Shipyard Search Shipyard vacation rentals with Hilton Head Rentals. Our Shipyard rental properties are all professionally managed and we look forward to accommodating your every vacation rental need on Hilton Head Island.

Singleton Beach Explore Singleton Beach vacation rentals on Hilton Head Island. Enjoy ocean-oriented homes, wide beaches, bike paths, and easy access to Mid Island attractions.

Captains Quarters Discover Captains Quarters vacation rentals in Shelter Cove on Hilton Head Island, featuring waterfront condos with marina views, private balconies, a pool, and walkable access to dining, shopping, and entertainment.

Beach Arbor Beach Arbor at Forest Beach vacation rentals offer a quiet and convenient coastal retreat in the heart of Hilton Head Island’s popular South End. Tucked just off the ocean in the Forest Beach area, Beach Arbor is known for its peaceful setting while remai

Port Royal Tennis Discover Port Royal Tennis vacation rentals on Hilton Head Island, offering resort-style villas with tennis courts, community pools, and convenient access to nearby beaches, biking trails, and island attractions.

Fazio Villas Explore Fazio Villas vacation rentals in Palmetto Dunes on Hilton Head Island, offering golf-course-front villas with private balconies, a community pool, and easy access to beaches, biking paths, and resort amenities.

Hilton Head Beach & Tennis Explore Hilton Head Beach & Tennis vacation rentals on Hilton Head Island, featuring oceanfront and ocean-view villas with resort-style pools, tennis courts, beach access, and convenient amenities near Folly Field Beach.

Harbourmaster Discover Harbourmaster at Shipyard vacation rentals on Hilton Head Island. Enjoy lagoon views, beach access, golf, tennis, and nearby dining and shopping.

Ocean Gate Explore Ocean Gate vacation rentals in Forest Beach on Hilton Head Island, offering ocean-oriented condos with private balconies, a community pool, and a short walk to Coligny Beach, shopping, and dining.

9 Bedrooms Search 9 bedroom Hilton Head vacation rentals with Hilton Head Rentals. Our nine bedroom rental properties are all professionally managed and we look forward to accommodating your every vacation rental need on Hilton Head Island.

Forest Beach Villas Welcome to Forest Beach Villas, where our premier vacation rentals offer the perfect blend of luxury, style, and accessibility. Nestled in the vibrant Forest Beach area of Hilton Head Island, these thoughtfully designed villas provide an exceptional base

Beach Villas Beach Villas vacation rentals in Palmetto Dunes on Hilton Head Island, SC. Search condos & villas for rent at Beach Villas. Check Beach Villas rental availability online and book today!

Bradley Beach Explore Bradley Beach vacation rentals on Hilton Head Island. Enjoy quiet beaches, bike paths, and easy access to Mid Island shopping, dining, and attractions.

Oceanfront Rentals Browse oceanfront vacation rentals on Hilton Head Island. Discover beachfront condos and homes with direct beach access, stunning views, and easy booking.

Bluff Villas Bluff Villas Vacation Rentals offers serene getaways in the heart of Sea Pines. Enjoy spacious, well-appointed condos with stunning views, easy beach access, and premium amenities.

Hickory Cove Discover Hickory Cove vacation rentals in Palmetto Dunes on Hilton Head Island, offering golf and lagoon-view villas with private balconies, a community pool, and easy access to beaches, biking paths, and resort amenities.

Beachwalk Discover Beachwalk vacation rentals in Shipyard Plantation on Hilton Head Island, offering spacious villas near the beach with lagoon views, walking paths, and convenient access to Shipyard amenities, shopping, and dining.

6 Bedrooms Search 6 bedroom Hilton Head vacation rentals with Hilton Head Rentals. Our Six bedroom rental properties are all professionally managed and we look forward to accommodating your every vacation rental need on Hilton Head Island.

Harbour Town Club Explore Harbour Town Club Villas vacation rentals in Sea Pines on Hilton Head Island, featuring golf course–front villas with private patios, a community pool, and walkable access to Harbour Town, shops, dining, and marina views.

Lagoon Villas Discover Lagoon Villas vacation rentals in Sea Pines on Hilton Head Island, offering waterfront villas with scenic lagoon views, private balconies, a community pool, and easy access to Harbour Town, beaches, and resort amenities.