Hilton Head, SC 2+ Bedroom Vacation Rentals

This completely refreshed and customized home will be ideal for your next family hideaway! Conveniences abound and all the amenities of home can be found in this extravagant beach modern vacation rental! The kitchen is enormous and chef-inspired...

This comfortable and cozy two bedroom and two bathroom villa is steps away from the ocean. The kitchen has been newly refreshed with quartz countertops, painted cabinets and stainless steel appliances. The kitchen is completely-outfitted to meet...

Escape to a hideaway in this gorgeously appointed two bedroom condominium in the charming Villamare community within Palmetto Dunes Oceanfront Resort. This inviting condo offers everything you need for a comfortable and memorable stay.The cavernous...

Come appreciate this enchanting three bedroom three bathroom villa located very close to the pool in Fazio Villas within Palmetto Dunes Oceanfront Resort! Fazio Villas is centrally located, making it very simple to get to the beach, George Fazio...

Dive into relaxation at this 2-bedroom, 2.5-bathroom villa on Hilton Head Island! Ideal for snowbirds, this chic coastal vacation rental is located less than a mile from Coligny Beach Park and just a few mins. from golfing, stores, and eateries...

Beckenham 111Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Beckenham 111 is a fabulous three-bedroom, three-bath villa on the 9th hole of Port Royal Golf...

**COMING SOON: NEW LIVING ROOM FURNITURE and UPDATED PAINTING!**412 Shorewood Villas is a 3-bedroom/3-bathroom oceanfront villa and an absolute gem for visiting couples and families alike. The expansive vistas afforded by the wide floor-to-ceiling...

The Villas at Xanadu are professionally managed by Vacation Time of Hilton Head and offer the best booking experience when reserved directly through our website.Welcome to Xanadu B9!Charming 3-Bedroom, 2.5-Bath Villa – Freshly Updated and...

Fazio 10Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take the whole family to Hilton Head with this appealing two-story villa steps away from the beach...

This fifth floor Hilton Head condo rental has everything you need for an striking vacation. The Kitchen is roomy and open to the rest of the condo while having all stainless steel appliances and coming entirely equipped with everything your family...

Island Club 6204Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Searching for a vacation rental that offers the ideal balance between privacy and amenities...

Spa on Port Royal Sound 2101Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This striking villa in Hilton Head offers a shared hot tub, indoor and outdoor...

This well maintained three bedroom, one level home in the heart of Palmetto Dunes has it all! It is located just a short walk to both the beach and the George Fazio Golf Course!Upon entering the home, there is an open office space with a murphy bed...

*VILLAMARE PAINTING PROJECT TENTATIVELY SCHEDULED FOR SEPT 15, 2025 TO MARCH 30, 2026. Work will include stucco repair, balcony and ceiling enhancements, roof repairs, and painting. Guests can expect to see scaffolding in front of living room...

You're going to be thrilled with this modern yet comfortable condominium with expansive vistas of the inter-coastal waterway Broad Creek! Located in Captain's Quarters, you'll be a calming walk away from numerous different eateries and various...

HILTON HEAD ISLAND. This elegant home overlooking the Robert Trent Jones golf course offers a great layout and fabulous outdoor space for the entire family. With three bedrooms and three bathrooms, this home has plenty of space for you and your...

This refreshed, pretty two bedroom, two bath villa is located directly beside the Robert Trent Jones Driving Range and Clubhouse and is also just steps to the pool! You will feel instantly on vacation as you enter this coastal villa! The warm and...

Fiddlers Cove 16DOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Golfers and beach bums alike will adore this comfortable condo, just mins. from multiple golf...