Hilton Head, SC 2+ Bedroom Vacation Rentals

This three bedroom, three bathroom villa will be ideal for next family or group outing! Steps from the pool and mere mins. from the beach, this enormous villa will provide ample space for your family to spread out and relax!The kitchen has been...

Summary:Dewberry Lane 17The Space:Discover your new favorite island escape at this appealing getaway in Sea Pines Plantation, located beneath the moss-draped oaks of beautiful Hilton Head Island. Tucked away at the end of a calming cul-de-sac, this...

**WINTER/ SPRING 2026 UPDATES INCLUDE: adding 2 new bathrooms so that each bedroom will have its own ensuite! New photos & floor plans coming April 2026!**9 Singleton Beach, Hilton Head Island. This oceanfront gem is a 10/10 with awe-inspiring...

This striking, 5 bedroom, 4.5 bathroom three story home is located in the most splendid area of Harbour Town. It sits between the Lighthouse and the 16th green of Harbour Town Links Golf Course, just off the 18th fairway and Calibogue Sound, in the...

New to Island Getaway - great weeks availableHILTON HEAD ISLAND. The ideal location in Palmetto Dunes is available to you! At the end of the complex just off the beach path, you won’t find a better spot! The first thing you will notice upon entry...

This gorgeous 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...

Summary:Island House 138The Space:Escape to the enchanting appeal of Hilton Head, SC, where white sandy beaches and acclaimed golf courses await you at this enchanting villa getaway. Perfectly located, this property offers simple access to local...

Updates abound in this sizable three bedroom and three bathroom villa located on the George Fazio Golf Course! Updates include new CoreTech luxury vinyl floor throughout the entire first floor, new linens in all three bedrooms and new living room...

Summary:Harbourside 7106The Space:Located along Shelter Cove Harbour, this second-floor condo offers the ideal blend of coastal fun right outside your doorstep. Walk mere steps to reach local eateries, or take a leisurely walk to board a fishing...

Summary:Racquet Club Villas 2348The Space:Tucked back on the Heron Point golf course sits this cavernous condo with brand-new furnishings, including wood floors. Totally refreshed kitchen including cabinets, floor, quartz countertops, washer/dryer...

Summary:Beachside HomeThe Space:Stay just steps from the beach in this comfortable four-bedroom home located in Palmetto Dunes, one of Hilton Head’s most charming neighborhoods and home to three championship golf courses. This second-row property...

Summary:Treetops 5501The Space:Scenically located among tropical palmettos and moss-draped woodlands, this two-story villa brings ease, comfort, and ambiance to your Hilton Head escape. Here at Treetops in South Forest Beach, you'll have access to...

Summary:Queens Grant 633The Space:Welcome to your ideal Hilton Head Island escape—an inviting villa tucked beneath towering live oaks in a calming, coastal setting. Designed for comfort and convenience, this thoughtfully appointed getaway offers...

Summary:Sandhill Crane 3The Space:*Please read our important pool heat information to help you have the best vacation possible!*This property has a pool that can be heated between Labor Day and Memorial Day for an additional fee of $95/nighttime. At...

HILTON HEAD ISLAND. Pretty 2, 3, and 4 bedroom two-story villas are attractively decorated and have open floor plans, vaulted ceilings, skylights, decks, and screened porches. On-site amenities include private pool, spa, bath home, and kids's pool...

Summary:Dunes Villas D2The Space:Escape the humdrum of everyday life and discover a calming and sunny getaway unlike any other in Hilton Head. This alluring beach-themed condo is conveniently located less than a mile from Coligny Plaza and just a...

PLEASE NOTE: January, February and March discounted (fabulous) prices are due to the inconvenience of building 2 being painted. POOL schedule: Heat 10/15 - 11/30 and 3/15 - 4/30Family pool; 7-10....sunrise to dusk Serenity pool: 7 - 10:30Outdoor...

Summary:Treetops 7705The Space:Located in the heart of Hilton Head, this gorgeous condo offers a ideal getaway for your vacation hideaway. With a screened-in patio overlooking lush greenery, an on-site pool for a invigorating dip, and a tennis court...