Hilton Head, SC 2+ Bedroom Vacation Rentals

Welcome to your ideal vacation hideaway! This immaculate three-bedroom, three-bathroom villa is just a short walk from the beach and offers comfort, style, and convenience. With impeccable attention to detail throughout, you'll be thrilled with...

Seacrest 1503Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'**Planned Roof Project at SeaCrest. Please review the timeline and key impacts below so you can...

Frasers FollyOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the heart of Harbour Town on Hilton Head Island, Fraser's Folly is a gorgeously...

Welcome to Your Hilton Head Island Retreat!Escape to this attractively refreshed 2-bedroom, 2-bathroom top-floor condo in the highly charming Fiddlers Cove community. With a private gated setting, this home provides both tranquility and convenience...

Turnberry Village 217Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Fulfill the fantasy of living by the luscious landscape of a golf course at this...

Anchorage 7473Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo is located harborside in the fashionable Anchorage Villas. Spend blue-sky days at the...

Savor a calming stay at this charmingly maintained Villamare condominium, thoughtfully designed with attention to detail throughout.The kitchen features stone countertops, stainless steel appliances, and ample cabinetry, making meal preparation...

This roomy townhouse villa is located just a short walk away from 12-miles of white, handsome, sandy BEACHES. The exclusive Shipyard Plantation is a gated community that provides its own private beach access for owners and guest convenience. The...

Savor the best of Palmetto Dunes Oceanfront Resort on Hilton Head Island from this cavernous 3-bedroom, 2.5-bath vacation rental overlooking the resort’s spectacular 11-mile lagoon system. Set in one of the island’s most sought-after...

Turnberry Village 237Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Totally updated (August 2025) ! ! Welcome to your idyllic island getaway located in the...

You're going to adore this enormous home with spectacular expansive vistas of Robert Trent Jones Golf Course and the 11 Mile Lagoon! From when you first pull up to the home you'll notice it's very private with a modest fenced-in garden in the front...

You'll be glad you chose this two bedroom oceanfront Hampton Place condominium. The kitchen is generously refreshed with bespoke cabinetry, granite countertops and stainless steel appliances. Kitchens come entirely-equipped, making cooking for the...

Windsor Court South 3108Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'3108 Windsor is a gorgeous 3 bedroom, 3 bath oceanfront villa located in Palmetto...

Anchorage 7444 - Blue OasisOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the heart of Hilton Head Island, this impressive condo offers an...

Evian 237Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your ideal hideaway in Hilton Head, SC! This striking apartment is attractively located...

Make yourself at home in this phenomenal 2-bedroom Hilton Head getaway. This villa features a comfortable living room with 2 couch beds, ideal for calming after a day of exploring. The bedrooms feature a queen bed and two twin-XL beds, ensuring a...

Collier Court 4Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your dream hideaway in Hilton Head, SC! Just 50 feet from the beach path, this...

Ocean Gate Villas #5Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the ultimate Hilton Head Island hideaway at this beautiful villa located in the Ocean...