Hilton Head Luxury Rentals

Whatever your travel interests may be, Hilton Head Island has something exciting waiting for you to enjoy—including luxury vacation rentals! When you’re looking for the ultimate in the way of accommodations to top off your trip, the team at Hilton Head Properties has you covered. Our collection of Hilton Head luxury rentals is designed to inspire and can provide an upscale home away from home experience that promises to be one-of-a-kind from the moment you arrive. 



Properties Available 25 properties available
2 BEDS, 2BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeExquisite condominium with fresh, coastal decorationsOpen concept living and dining areaExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our beautiful vacation home in Hilton Head, SC! This exquisite two-bed
Villa - Sea Cloisters 302, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
2BR/2BABuilding Construction from Sep 2024 - April 2025, subject to changeSpacious fourth floor villa with ocean viewsOpen living areas with direct access to private deckAccess to oceanfront pool & hot tubConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to the
Villa - Windsor Place 407, Palmetto Dunes
Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 7 guests
7 beds/7.5 bathsSpacious family home on Singleton BeachSweeping views of the Lowcountry's salt marsh, tidal creeks, beach, and Atlantic OceanMultiple entertainment areas with TVs and DVD playersXplorie (Valid for stays from 3 to 21 nights)Welcome to your dream vacation home at Singleton Beach! This 7-bedroom, 7 ½-bathroom home is located
Home - 10 Singleton Shore Manor, Singleton Beach
Homes
Bedrooms 7 bedrooms
Bathrooms 7 baths , 1 Half
Guests 18 guests
7 BDS / 6.5 BTHSSpacious home perfect for a family getawayLarge private pool with diving boardSpacious game room Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Looking for a vacation home that offers something for everyone in the family? Look no further than 25 Starboard Tack in Palmetto Dunes. This stunning home boasts spaci
Home - 25 Starboard Tack, Palmetto Dunes
Homes
Bedrooms 7 bedrooms
Bathrooms 6 baths , 1 Half
Guests 18 guests
3 BEDS / 2.5 BATHSDog friendly villa perfect for a serene retreatFully equipped kitchen with modern appliancesOceanfront complex pool and hot tubSteps from the beach and bike pathsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to our beautifully remodeled villa, the perfect vacation home for families, golf groups, co
Villa - Barrington Park 602, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths , 1 Half
Guests 8 guests
7 BDS, 6.5 BTHSWelcoming home perfect for a family getawaySpacious family room perfect to relax and unwindChef's kitchen with top-of-the-line appliancesWalk to the beach in minutesXplorie offer valid for stays from 3 - 21 nights.Escape to the North Forest Beach area of Hilton Head Island and experience the ultimate beach vacation in this magnif
Home - 3 Kingfisher, Forest Beach
Homes
Bedrooms 7 bedrooms
Bathrooms 6 baths , 1 Half
Guests 14 guests
3 BEDS, 3 BATHSLuxurious villa located in Palmetto DunesSpacious, comfortable bedrooms with cozy beddingPrivate balcony with ocean viewsClose to bike paths, shops, dining, and the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our brand new vacation rental villa, which has been completely remodeled in 2020-2021! Ou
Villa - Hampton Place 6108, Palmetto Dunes
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
2 Beds, 2 BathsBuilding Construction from Sep 2024 - April 2025, subject to changeFifth floor villa located in Palmetto DunesBreathtaking ocean views from the living room and balconyKitchen with a raised countertop barConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welco
Villa - Windsor Place II 2513, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changePanoramic ocean views from the living room, primary bedroom, and balconyOffers ample space for family getawaysConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Sea Cloisters 509, a magnifi
Villa - Sea Cloisters 509, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 10 guests
5 BEDS / 4 BATHSOceanfront home in Sea Pines w/ breathtaking viewsSpacious and stylish accommodationsSpacious outdoor area with private pool, spa, and outdoor kitchenXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to 33 Ruddy Turnstone, an exceptional oceanfront vacation home located in the prestigious Sea Pines resort of H
Home - 33 Ruddy Turnstone, Sea Pines
Homes
Bedrooms 5 bedrooms
Bathrooms 4 baths , 2 Half
Guests 14 guests
5 BDS, 3.5 BTHSNEW HOME CONSTRUCTION NEXT DOORBreathtaking ocean views and easy beach accessample space for relaxation and entertainmentWell-equipped kitchen with luxurious amenitiesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to 19 Dune Lane, the perfect oceanfront vacation home for those seeking the ultimate island exp
Home - 19 Dune Lane, Forest Beach
Homes
Bedrooms 5 bedrooms
Bathrooms 3 baths , 1 Half
Guests 13 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeContemporary style villaWell-equipped kitchen with modern appliancesDirect beach access via private walkwayXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Sea Cloisters Unit 206, a newly renovated vacation villa with stunning panoramic views
Villa - Sea Cloisters 206, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

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