Vacation Rentals

Hilton Head Island offers a wide range of vacation rentals to suit any group size or preference. From 1-bedroom villas to 7-bedroom homes, finding the perfect rental is easy. Many properties feature amenities like pools, outdoor pavilions, tennis courts, and convenient beach access. For those looking to explore, rentals on the island provide easy access to top attractions and activities 

 At Hilton Head Properties Realty & Rentals, we specialize in creating unforgettable vacation experiences. Whether you're planning a romantic getaway, a family vacation, or a group retreat, our rentals are fully furnished with everything you need for a wonderful stay—all you have to bring is your suitcase! Our dedicated team is here to ensure your trip is seamless from start to finish. Start looking for your dream Hilton Head vacation rental today and let us help you craft the perfect island escape.



Properties Available 116 properties available
4BD, 4BTH,Large home perfect for a family getawayPrivate Pool & SpaWalking distance to the beachXplorie - 2 Adult Bikes (Valid 3 - 21 stays)Brand New in Fall 2024! Your Beachside Oasis in Folly FieldWelcome to your dream getaway—a stunning, purpose-designed 4-bedroom beachside home in the heart of Hilton Head Island's beloved Folly Fi
Home - 8 Moonshell, Folly Field
Homes
Bedrooms 4 bedrooms
Bathrooms 4 baths , 1 Half
Guests 14 guests
4 BEDS/ 3.5 BATHSDog friendly home located in Sea PinesSpacious living room, dining room, and kitchenLarge outdoor pool and screened-in porchShort walk to the beachXplorie (Valid for stays from 3 - 21 nights)Looking for a prime location for your next vacation? Look no further than 16 Duck Hawk, located in the heart of Sea Pines on Hilton Head Islan
Home - 16 Duck Hawk, Sea Pines
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths , 1 Half
Guests 10 guests
3 BEDS, 2.5 BATHSSpacious pet friendly unit in Palmetto DunesUpdated kitchen and cottage-style furnishingsPrivate deck perfect for relaxationShort walk to the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Escape to the beautiful Hilton Head Island and experience the perfect vacation in this spacious and charming 3-bedroom vi
Hot HOT 144
Villa - Queens Grant 602, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths , 1 Half
Guests 9 guests
2 Bedrooms, 2 BathsPeaceful villa located in Palmetto DunesSoaring ceilings for an open and airy feelPrivate deck with peaceful lagoon and golf course viewsPet Friendly-Inquire about non-refundable pet fee, approved breed, size, and ageXplorie - 2 Adult Bikes (Valid for 3 -21 night stays) WELCOME TO ST. ANDREWS COMMON, considered one of t
Villa - St Andrews Common 1959, Palmetto Dunes
Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2BEDS, 2 BATHSCozy villa perfect for a family getawaySpacious living space perfect for a night inAccess to community pool and hot tubShort walk to the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 -21 nights)Welcome to your beautiful vacation home, nestled in the heart of Shipyard Plantation's Colonnade Club on Hilton Head Isla
Villa - Colonnade Club 189, Shipyard
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
3 BEDS/4 BATHSFamily villa with direct lagoon viewsPerfect home away from homeSteps from the poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our highly sought after Palmetto Dunes Villa, located directly on the world-famous 11-mile lagoon. With a 2 1/2 minute walk, you'll find yourself on the beach, where yo
Villa - Hickory Cove 5, Palmetto Dunes
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 4 baths
Guests 10 guests
4 BEDS, 3 BATHSFamily-friendly villa in Palmetto DunesIdeal for family vacations, golf outings, and weekend getaways.Private patio with a gas grillShort walk to the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Escape to your dream vacation home in Palmetto Dunes Resort, where luxury, comfort, and endless fun meet. This beau
Villa - Inverness 975, Palmetto Dunes
Condos/Villas
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
3 BEDS / 2 BATHSDog friendly family home in Sea PinesComfortable, relaxing living spacePrivate deck perfect to relax and unwindAccess to complex poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beautiful ocean-oriented vacation home, perfectly situated just inside the Sea Pines Ocean Gate on Hilton Head Island. Th
Home - 68 Night Heron, Sea Pines
Homes Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
3 BEDS, 2 BATHSSecond floor villa that overlooks Celebration ParkComfortable living area, perfect for spending time with family and friendsWalking distance to shops, dining, and beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our amazing vacation home located in the heart of Forest Beach, directly overlooking the st
Villa - Forest Beach Villa 201, Forest Beach
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
3 BEDS, 3 BATHSPet friendly (Non-refundable pet fee, approved breed, size, and age)Spacious living room with cathedral ceilingPrimary bathroom with a private bathClose proximity to shops, dining, and beachXplorie - 2 Free Adult Bokes (Valid for stays from 3 - 21 nights)This lovely 3 bedroom-3 1/2 bathroom villa has the "feel of a home". N
Villa - Huntington 7654, Palmetto Dunes
Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths , 1 Half
Guests 8 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeProfessionally decorated with a luxurious and inviting atmosphereRemodeled kitchen with bar seatingPanoramic ocean views from the living room and balconyXplorie - 2 Free Adult Bikes (Valid for stays in 3 - 21 days) Indulge in the ultimate tropical getaway at this p
Villa - Sea Cloisters 104, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
5 BEDS /4 BTHS Family home nestled in the heart of Sea PinesCozy living rooms and a family room for gatheringSpacious kitchen perfect for preparing meals and entertainingClose to golf courses, beaches, and shopping.Xplorie 2 Free Adult Bikes (Valid for 3 - 21 night stays)Welcome to your ultimate vacation home at 25 Willow Oak Road West, nestle
Home - 25 Willow Oak Rd West, Sea Pines
Homes
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 14 guests

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