Monthly Rentals

Hoping to spend more time in Hilton Head than usual? Announcing monthly rentals! Our monthly rentals in Hilton Head guarantee you’ll have enough time to enjoy everything the area has to offer. No matter what the occasion is, these rentals provide everything you need for a comfortable stay. These rentals range in size from 1 to 7 bedrooms, so you’ll have no trouble finding one to accommodate everyone in your vacation group! The rates are so special, we do not publish them! Just email us at info@hhprandr.com for these double top-secret monthly rates! 

Browse our Monthly Rentals in Hilton Head Below


A Hilton Head Island Getaway for the Books

Travelers who have a month to spare in the name of vacation fun will find our monthly rental options across Hilton Head Island both inviting and inspiring from the moment they arrive. Many of our properties provide guests with spacious open floorplans to enjoy during a stay that make it simple for groups of all sizes to move with ease between living, dining, entertainment, and sleeping areas during a stay. Long-term getaways of this type deserve the best when it comes to style, ambiance, and convenience. Those who book our monthly rentals will be privy to the best of it all! Many of our properties enjoy fantastic features like vaulted ceilings and large windows throughout that not only enhance the overall sense of living space to be savored but put a firm focus on a scenic view and allow for ample natural light flow during the daytime hours too. Guests who know they can’t wait to enjoy stunning Hilton Head Island vistas will want to be sure to book one of our monthly Hilton Head homes that includes a sprawling deck, patio, porch, or balcony. These outdoor living spaces provide a private place to soak up the sights and enjoy a moment of tranquility after a day of adventuring and fun. Indoors, guests will find that all of our monthly rentals feature fantastic and tasteful furnishings that balance home-inspired comforts with unique Hilton Head Island-inspired style!

More to Enjoy When You Find Yourself Traveling to Hilton Head Island

Hilton Head Island is an oasis of flavor when it comes to delicious restaurants for travelers to enjoy. That said, many of our monthly rentals feature fantastic and fully equipped kitchens as well. This gives guests the option to dine in or out at will and many of these culinary spaces include ample countertops, custom cabinetry with cookware and modern appliances as well. When it’s time to enjoy the meal guests have crafted, large dining room tables are frequently found in our monthly rentals and many outdoor seating areas are set up with patio furniture too so that guests can enjoy an alfresco meal with a view. When added luxury is a priority, our monthly Hilton Head houses for rent always have the details in place that matter most. Be sure to inquire about our rentals that feature everything from private pools and hot tubs to outdoor grilling areas, indoor fireplaces, upscale furnishings and more! We can even accommodate requests for monthly pet-friendly rentals when you know you’ll have your beloved canine companion accompanying you on the trip.

Book Today

Make the most of your Hilton Head adventure by letting the team at Hilton Head Properties handle your accommodations. Reach out today to learn more and to start planning!


Properties Available 116 properties available
3 BEDS,  3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSpacious and open floor plan with a comfortable and welcoming atmospherePrivate deck with breathtaking ocean viewsDirect beach access, an oceanfront pool, and easy access to Hilton Head Island's attractionsXplorie - 2 Free Adult Bikes (Valid for 3 - 21 days)We
Villa - Sea Cloisters 505, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
2 BEDS, 2.5 BATHSPet friendly villa perfect for a getawayOpen living space to dining areaFully equipped kitchen ideal for family cookingNestled in the serene and picturesque Shipyard PlantationXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Tennismaster Villas, a stunning vacation home located in the serene Shipyard Plan
Villa - Tennismaster 703, Shipyard
Condos/Villas Pet Friendly
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 6 guests
3 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeVilla w/ tasteful coastal decorSpacious living and dining areasPerfect for a relaxing and peaceful getawayShort walk to a beautiful beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your own piece of paradise at Sea Cloisters! This th
Villa - Sea Cloisters 101, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
7 Beds / 5.5 BathsGourmet kitchen with European appliancesStunning backyard with a huge private pool, covered spa, outdoor kitchen, and fireplaceSeparate guest house with bunk beds and half-bathClose proximity to Forest Beach's beautiful shores and amenitiesConcishare (Includes access to luxury concierge service)Xplorie - 2 Free Adult Bikes (Va
Home - 16 Mallard, Forest Beach
Homes
Bedrooms 7 bedrooms
Bathrooms 5 baths , 1 Half
Guests 22 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeTastefully decorated villa with a beach themeOpen floor plan for a spacious feelPrivate patio with stunning ocean viewsSundecks and lush semi-tropical landscapingXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your perfect beach getaway in Hi
Villa - Sea Cloisters 310, 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
3 BEDS, 3 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeBeautiful villa that offers stunning ocean viewsAmple sleeping space for a family getawayOffers direct beach access, an oceanfront pool, and easy access to Hilton Head Island's attractionsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome
Villa - Sea Cloisters 510, Folly Field
Condos/Villas
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 8 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSpacious living areas providing a peaceful and relaxing environmentBreathtaking ocean views from bedroomsEnjoy the private deck with soothing sounds of the oceanXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to your tastefully d
Villa - Sea Cloisters 412, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
4 BEDS / 4.5 BATHSTastefully decorated family home in Sea PinesSpacious living area with open layoutExpansive patio with private pool and spaXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your luxurious vacation retreat nestled in prestigious Sea Pines. This exquisite vacation home offers the perfect blend of elegance,
Home - 9 Willow Oak Rd, Sea Pines
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 4 baths , 1 Half
Guests 12 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeSecond-floor location with breathtaking beach and ocean viewsSpacious living room with flat-screen TV, VCR, and DVD playerExpansive and private oceanfront poolXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our stunning oceanfront villa, loca
Villa - Sea Cloisters 202, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 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
Villa - Queens Grant 602, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths , 1 Half
Guests 9 guests
2 BEDS/ 3 BATHSTastefully decorated villa with a peaceful atmosphereSpacious rooms with comfortable furnishingsPrestigious location with easy access to beaches, golf, and amenitiesXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights) Welcome to Hickory Cove #24, your ultimate vacation home nestled in the prestigious Palmetto Dunes
Villa - Hickory Cove 24, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 3 baths
Guests 7 guests

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