Hilton Head, SC 2+ Bedroom Vacation Rentals

Welcome to this striking home, located in the heart of Palmetto Dunes Oceanfront Resort! With two roomy living rooms and a charmingly refreshed Jack-and-Jill bathroom (completely updated in 2025 with a sleek tiled walk-in shower and modern vanity)...

Hilton Head Resort 3317Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the Hilton Head Resort less than 1 mile from the beach, this freshly updated...

Treat yourself with this luxury four bedroom home located third row from the beach in striking Palmetto Dunes Resort! The entire home has been completely refreshed, a really 'wall-in' remodel with new furnishings throughout as well. The kitchen is...

One of the very best located properties in Hilton Head. November and December are great for beach activities: golf, tennis, pickleball. Savor our private heated pool and spa.Book Christmas week and week before now while still available. Both...

Seascape Villas 3040Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located beside a striking lagoon, this coastal-chic villa offers a enchanting getaway for...

Welcome to this striking 3-bedroom, 2-bathroom home in Hilton Head island, ideally located near all the exceptional amenities in Palmetto Dunes Oceanfront Resort. It offers a roomy open living room featuring a queen sleeper couch which makes this...

This home is designed to fit your next family vacation! The kitchen comes completely equipped to meet your family's cooking needs with stainless steel appliances and bespoke cabinetry, including two ovens and microwave. The enormous kitchen island...

Sea Cloisters 311Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Immerse yourself in the soft blues of the ocean both inside and out at this oceanfront condo...

Tennismaster 1102Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please note the Tennismaster pool is closed as of 9/25/2025. Renovations will begin...

St Andrews Common 1660Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'This elegant, modern beach condo will be your next favorite hideaway spot. Enter your...

This wonderfully decorated three bedroom three and a half bathroom villa is ideal for your next Hilton Head hideaway! The first floor consists of the kitchen, dining, living and master bedroom areas. The kitchen features granite countertops...

This striking refreshed 3 bedroom oceanfront villa is for those who want to feel like they are always on the beach. As you enter the villa, you will look out toward the beach under a massive oak tree and you will know you have found one of the best...

Shorewood 410Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You can access a shared swimming pool and hot tub when you stay at this fourth-floor Shorewood...

Seascape Villas 3207Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the best of Hilton Head Island from this 3 story striking condo just 0.7 miles from...

This condo has been delightfully refreshed throughout with a coastal feel and modern amenities. As you enter, the Kitchen is on your left and features all stainless steel appliances, granite countertops and comes entirely-equipped to meet your...

Harbourside 7154Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Savor expansive vistas of the harbor from the furnished balcony of this third-floor condo near...

Beachwalk 104Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With a pool to lounge in and close proximity to the beach, this dog-friendly Beachwalk property...

4 Surf Watch Way is a elegant 6-bedroom, 5.5-bathroom, pet friendly home accommodating up to 16 guests and making it ideal for family get-togethers or sizable gatherings. Outside, a amazing deck overlooks the pool and spa, with a entirely fenced...