Vacation Rental Companies in Hilton Head Island
From oceanfront resorts to cozy villas tucked beneath moss-draped oaks, Hilton Head Island offers the perfect place to call home during your stay. Whether you’re planning a romantic escape, a family beach vacation, or a golf getaway with friends, you’ll find accommodations to match your style and budget.
With options ranging from pet-friendly rentals to all-inclusive resorts, Hilton Head makes it easy to relax, recharge, and create lasting memories. Your perfect island stay starts here.
Featured Hilton Head Vacation Rental Companies
Each of these companies manages its own portfolio of homes and villas across the island — tap through to see availability directly on their own site.
Island Rentals
A premier vacation rental management firm. Our professionally managed vacation properties provide all the amenities of home, allowing you to relax and enjoy your vacation to its fullest.
Vacation Time of Hilton Head
Vacation Time of Hilton Head Island, Inc. is a full service, family owned and operated company, established in 1976. We stand out by offering a truly local experience — one of the most desirable Hilton Head vacation rental companies for over forty years.
Coastal Vacation Rentals
Coastal Vacation Rentals offers more than just exceptional vacation rentals — we deliver personalized service, unmatched local knowledge, and the kind of hospitality that turns a great trip into a truly memorable experience. Whether you're visiting for the first time or returning for another island adventure, you're in good hands with Coastal Vacations.
Island Getaway Rentals
A trusted Hilton Head Island vacation rental company offering professionally managed homes in top communities such as Sea Pines, Palmetto Dunes, Forest Beach, and Shipyard. Guests seeking reliable service, clean accommodations, and local expertise.
Hilton Head Properties & Rentals
A diversified selection of luxurious rentals that will become a home away from home for your dream beach holiday! Couples, friends, and families will all be able to find the perfect place to stay.
Vacation Company
An exclusive collection of Hilton Head vacation rentals. Pristine beaches, world-class golf courses, and Southern charm await you. Whether you're looking for a cozy oceanfront villa, or a family friendly vacation home, we'd love to host your stay!
Palmetto Dunes Oceanfront Resort
Resort-managed rentals with access to golf, tennis, pickleball, dining, and beachfront amenities.
Sunset Rentals
For 28 years, we have specialized in making your vacation time precious. Locally operated company, we pride ourselves on first-class service for guests and owners. Properties in Shipyard, Sea Pines, Palmetto Dunes, Port Royal, Forest Beach & beyond, a worry-free stay in your perfect HHI rental.
Vacasa
Hilton Head Island is where the Atlantic meets the Lowcountry in the most gracious way possible. Twelve miles of pristine Atlantic shoreline, a lush landscape threaded with bike paths and salt marshes, world-class golf, and a food scene that quietly punches above its weight. This is a place where luxury and laid-back coexist beautifully.
Beach Properties of Hilton Head
Premier vacation rental company offering oceanfront homes and villas with personalized service.
Partner with HHI.com
List your vacation rental company with HHI.com to gain visibility on a growing Hilton Head-focused platform designed for travelers actively planning where to stay, play, and eat. As HHI.com expands its local directory, featured rental partners can benefit from targeted referral traffic, and a stronger digital presence market. Early participants also have the opportunity to become legacy founding partners, securing valuable placement and long-term benefits as the platform grows.
Other Vacation Rental Companies
More local rental companies and property managers, with direct phone numbers and websites.
HH Island Rentals
Local rental provider offering homes and villas throughout Hilton Head Island.
Destination Vacation HHI
Modern Hilton Head rental company focused on quality properties and strong guest satisfaction.
Carolina Coast Vacations
Regional vacation rental provider featuring Hilton Head properties with coastal comfort and convenience.
host2coast
Modern rental management company specializing in high-quality homes and elevated guest experiences.
Vacation Homes of Hilton Head
Well-known rental company offering a large portfolio of homes and villas across the island.
BestNest
Boutique vacation rental brand featuring stylish, curated homes with a polished guest experience.
VacationRenter.com
National vacation rental search platform that aggregates Hilton Head listings from multiple providers.
Sea Pines Resort Property Management
Official Sea Pines rental program offering premium homes and villas with exclusive resort access.
Beach House Boutique Vacation Rentals & Realty
Hilton Head vacation rental and real estate company.
Coastal Home & Villa
Home and villa rentals and property management on Hilton Head Island.
Dunes Real Estate
Hilton Head real estate company with vacation rentals.
Dwell Vacation Rentals
Vacation rentals on Hilton Head and elsewhere in the Lowcountry, part of Casago.
Five Star Properties
Hilton Head vacation rentals, including homes in Sea Pines.
Grand Welcome Hilton Head Island
Locally owned short-term rental management, listing homes on its own site and the big booking sites.
Heritage Vacations
The Club Group’s rentals at Spicebush and Swallowtail in Sea Pines.
Hilton Head Island Beach & Tennis Resort
Oceanfront villa resort with its own rental program.
Hilton Head Rentals
Homes, condos and villas across the island, including Sea Pines, Palmetto Dunes and Forest Beach.
Island Head Rentals
Hilton Head vacation homes for families and groups.
Island Time Hilton Head
More than 100 homes and villas across the island.
iTrip Lowcountry
Vacation rentals and property management on Hilton Head and around Charleston.
Sea Turtle Getaways
More than 60 Hilton Head vacation rentals, plus property management.
Seashore Vacations
Condos and homes on the south end: Forest Beach, Sea Pines and Shipyard.
Trident Rentals
Hilton Head vacation rental company with a Sea Pines selection.
Rentals by Community
Most companies above rent across the whole island, so the more useful question is usually which part of it you want to wake up in. Sea Pines has its own rental guide, villa-complex pages, and company list; the neighborhoods guide covers Palmetto Dunes, Shipyard, Hilton Head Plantation, and the rest.
Sea Pines vacation rentals by area: every villa complex, the homes, who rents them, and what a resort booking includes that other companies do not.
Every vacation rental company working in Sea Pines in one free, alphabetical list, with phone numbers and the villa complexes each one rents.
Sea Pines hotels, Hilton Head SC: The Inn & Club at Harbour Town, three Marriott villa resorts inside the gate, and the hotels just outside it.
A guide to Hilton Head Island's gated communities and neighborhoods — Sea Pines, Palmetto Dunes, Hilton Head Plantation, and more — plus nearby Bluffton.
Keep exploring
A guide to Hilton Head Island's gated communities and neighborhoods — Sea Pines, Palmetto Dunes, Hilton Head Plantation, and more — plus nearby Bluffton.
Sea Pines Resort, Hilton Head: neighborhoods, Harbour Town, golf, bike rentals, beaches, shopping, gate passes and prices, with tee-time links.
Compare hotels in Hilton Head Island — oceanfront resorts to budget-friendly stays — with addresses, phone numbers, and booking links for each.
Compare resorts in Hilton Head Island — oceanfront and golf resorts — with addresses, phone numbers, and booking links for each.
Local guides like this come standard for Guests of Partner Properties — one small part of what a Partner Property gives every guest.
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