Hilton Head, SC 3+ Bedroom Vacation Rentals

Plantation Club 486Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Plantation Club 486 and experience the casual lifestyle of Hilton Head Island...

Moonshell 31Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'The ideal Hilton Head vacation awaits at this enormous, elegantly furnished vacation home, which...

Welcome to this impressive three bedroom oceanfront condominium, ideal for families seeking a extravagant and cavernous hideaway. This huge condo offers comfort, style, and striking ocean vistas.The completely equipped kitchen features sleek granite...

Welcome to this distinctive vacation property managed locally by Island Time Hilton Head.Single-level home with 3 bedrooms and a short walk to the beach! Savor close access to the beach in this entirely refreshed coastal chic ranch home with a hot...

Island Club 5404Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take a break at the beach at this oceanfront condo in the relaxing, 27-acre Island Club of...

Greens 172Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Retreat to this comfortable family-friendly townhouse, where you can appreciate a day at the beach...

Pelican Road 20Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'*Please read our important pool heat information to help you have the best vacation...

Savor sweeping expansive vistas of multiple greens of the Robert Trent Jones Golf Course and a sizable part of the 11 mile lagoon system! See the sunrise over the iconic 10th hole of Robert Trent Jones every morning! There are amazing vistas from...

MINUTES TO THE BEACH! Wonderful three bedroom three bath home with private pool in Sea Pines within a short walking distance to the beach. Wonderful outdoor living space with lagoon and wooded vistas. Very private setting to relax and savor the...

Flagg 2-Serene RetreatOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'You’ve found gold with this splendid, family-friendly home, with a serene yet...

*Wendover Dunes beach boardwalk is under construction until April 2026. There is beach access at the Omni Resort*HILTON HEAD ISLAND. Enchanting 2, 3, and 4 bedroom two-story villas are attractively decorated and have open floor plans, vaulted...

Do you want to appreciate natural beauty, relaxing privacy and painless access to this neighborhood’s private wild, uncrowded 2 mile long beach, Lazy River and splash pads, magnificant recreation, and close by terrific eateries and stores?Here...

You're going to adore this huge three bedroom villa on George Fazio Golf Course. There'll be ample space for the whole family!The kitchen is humongous with tons of space for storing groceries. The appliances are all stainless steel and...

Island Club 2504Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'With ocean vistas from three rooms, four flatscreen TVs, and beach access just steps away...

Welcome to this cavernous three-bedroom Queens Grant villa, attractively located right on the first hole of the esteemed Robert Trent Jones Oceanfront Golf Course. Ideal for families or groups, this villa offers comfort combined with pretty vistas...

***NOW OFFERING COMPLIMENTARY POOL HEAT FOR MARCH - MAY 22*** UPON BOOKING, GUEST MUST LEAVE IN COMMENTS THAT THEY WANT POOL HEAT OR CALL OUR RESERVATIONS TEAM TO CONFIRM. THIS IS FOR NEW BOOKINGS MADE ON OR AFTER 1/30/26***19 Sand Dollar, Hilton...

Harbourside PenthouseOur calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Feel the luxury of penthouse living at this all-suite 3BR/3BA condo with a covered...

Shipmaster 1902Our calendar is refreshed in real-time & our nightly prices are accurately displayed. Simply enter your desired dates and click 'Book Now!'Shipmaster 1902 is a handsome Shipyard hideaway that features modern décor throughout. This...