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 The rates are so special, we do not publish them!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 115 properties available
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
1 BED, 1.5 BATHStunning villa perfect for a beach getawaySpacious open living space with comfortable furnishingsSpacious balcony with breathtaking ocean viewsWalking distance to the beachXplorie - 2 Free Adult Bikes (Valid for 3-21 night stays)Welcome to the luxurious one bedroom Barrington Villa, located on the third floor with stunning oceanfront
Villa - Barrington Court 309, Palmetto Dunes
Condos/Villas Pet Friendly
Bedrooms 1 bedrooms
Bathrooms 1 baths , 1 Half
Guests 4 guests
3 BED, 2.5 BATHSPet Friendly Villa perfect for a relaxing getawaySpacious living space with comfortable furnishingsA peaceful retreat away from the hustle and bustle of the island's busier areasJust a stone’s throw from the stunning beaches of Hilton Head IslandXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to th
Villa - Stones Throw 26, Folly Field
Condos/Villas Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths , 1 Half
Guests 8 guests
2 BEDS, 2.5 BATHSElegant second floor villa off Forest BeachSpacious bedroom with comfortable beddingStunning views of community groundsSteps from the ocean and bike pathsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to this beautiful Beachside Getaway, located in the perfect spot to enjoy all that Hilton Head Island has
Villa - Courtside 69, Forest Beach
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeExperience the ultimate oceanfront escapePrivate balcony offering stunning views of the beach and poolWith the beach just steps awayXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to your perfect vacation home in Hilton Head Island! This stunnin
Villa - Sea Cloisters 410, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeFirst floor villa perfect for an ultimate tropical getawayOpen living space with a light and airy ambiancePrivate oceanfront balcony, where you can enjoy breathtaking viewsXplorie - 2 Free Adult Bikes (Valid for stays in 3 - 21 days) Indulge in the ultimate tr
Villa - Sea Cloisters 104, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2 BATHSBuilding Construction from Sep 2024 - May 2025, subject to changeContemporary villa with tasteful coastal decorationsUpdated bathrooms, wood floors throughout the unitPrivate walkway directly to the wide sandy beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to Sea Cloisters Unit 206, a newly renovated va
Villa - Sea Cloisters 206, Folly Field
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
2 BEDS, 2.5 BATHSSecond floor villa with stunning viewsOpen living space with hardwood flooringSpacious bedrooms with comfortable beddingClose proximity to pool, shops, dining, and the beachXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to our lovely villa, just steps away from the beautiful ocean and the island s 50 miles
Villa - Courtside 78, Forest Beach
Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths , 1 Half
Guests 6 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 beachConcishare (Includes access to luxury concierge service)Xplorie (Valid for stays from 3 - 21 nights)Looking for a prime location for your next vacation? Look no further than 16 Duck Hawk
Home - 16 Duck Hawk, Sea Pines
Homes Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths , 1 Half
Guests 10 guests
2 Bedrooms, 2 BathsSpacious, beautifully renovated villa in Palmetto DunesSoaring ceilings and abundance of natural light create a bright, airy atmosphereOffers serene views of the golf course and lagoonXplorie - 2 Adult Bikes (Valid for 3 -21 night stays) WELCOME TO ST. ANDREWS COMMON, considered one of the finest villa communities in world-f
Villa - St Andrews Common 1959, Palmetto Dunes
Villas Pet Friendly
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, 2 BATHSSecond floor villa perfect for a memorable stayOpen living space with natural lightingPrivate balcony that offers partial ocean viewsXplorie - 2 Free Adult Bikes (Valid for stays from 3 - 21 nights)Welcome to 3230 Villamare, a stunning vacation home located in the beautiful Palmetto Dunes community of Hilton Head Island. This spaciou
Villa - Villamare 3230, Palmetto Dunes
Condos/Villas
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests

Tell us what you're looking for and someone will contact you with available options.

I agree