
Resort vacation rentals in Hilton Head Island
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Top-rated resort rentals in Hilton Head Island
Guests agree: these resort rentals are highly rated for location, cleanliness, and more.

Premiere Marriott 2 BR Villa on Hilton Head Island
Find tranquility at this lovely resort situated on the oceanfront in Sea Pines. Embark on a romantic getaway, a trip with friends or a family vacation at this Hilton Head destination brimming with modern amenities. Enjoy a lushly landscaped beachfront resort and lots of activities to keep your group entertained. This listing is for a 2 BR Villa at Marriott's Grande Ocean Resort, a premium location in Hilton Head, South Carolina, for the week of June 27-July 4, 2026. 7 nights, check out July 4.

Marriott SurfWatch Two Bedroom Villa. Book Now!
Reservations are available in weekly (7 night) increments with arrivals and departures on Thursdays, Fridays, Saturdays, and Sundays only. Welcome to Marriott's SurfWatch on the charming island of Hilton Head, South Carolina. Here you’re surrounded by ocean views, delicate sea-green marsh grasses, rolling sand dunes, and refreshing sea breezes. This 31-acre resort puts you in touch with nature, and the limitless leisure activities that make Hilton Head Island a popular destination.

Marriott’s Grande Ocean
FIND TRANQUILITY AT OUR BEACHFRONT HILTON HEAD RESORT Perfectly located on the oceanfront in Hilton Head Island, SC, Marriott's Grande Ocean is a premium vacation ownership resort. Embark on a family vacation or trip with friends at our resort brimming with modern amenities. Enjoy access to three outdoor pools, an indoor pool, a fitness center, whirlpool spas, bocce ball, shuffleboard, a putting green, nature trails, a seasonal kid's camp, on-site dining, and of course, the beach.

Marriott Monarch Condo Sea Pines April 5-12 only
Marriott Monarch at Sea Pines on Hilton Head Island framed by six oceanfront acres and gated within the renowned Sea Pines Plantation community. Many family and children amenities including a heated outdoor lap pool, children's splash pad, whirlpool spa and direct beach access. Energize at the fitness center, rent a bicycle or delight in exclusive access to the tennis courts at neighboring Sea Pines Beach Club. Complimentary WiFi, parking and an outdoor grill and firepit.

Marriott's Grande Ocean 2BR Villa Ocean View
Experience coastal luxury at Marriott's Grande Ocean, perfectly positioned on Hilton Head Island's pristine beachfront. This premier resort offers direct access to miles of sandy beaches and Atlantic waters. Features multiple pools, hot tubs, and seasonal activities. Minutes from world-class golf courses, tennis courts, and cycling paths. Perfect location for exploring the island's natural beauty, upscale dining, and shopping at Coligny Plaza.

2 Br Marriott Surfwatch
Escape to Coastal Paradise at Marriott's SurfWatch - Your Hilton Head Dream Vacation! Discover the ultimate beachfront getaway at our luxurious villa in Marriott's SurfWatch on stunning Hilton Head Island! This idyllic resort offers the perfect blend of relaxation and recreation, with direct access to the white sands and sparkling waters of the Atlantic Ocean,

Studio w/ Loft in Palmetto Dunes, Close to Beach
Enjoy an easy walk to beach, golf, pickleball, tennis, restaurants, biking and more. Guests of this beautiful Hilton Head rental enjoy the free shuttle (from April through September) around Palmetto Dunes and to the shops and restaurants of the Shelter Cove Harbour and Marina as well as Shelter Cove Town Center.

Surfwatch - 2 Bedroom
This charming resort's seaside setting, comfortable accommodations and fine amenities are sure to impress. With its private oceanfront location, Marriott's SurfWatch offers scenic views of the Atlantic and rolling sand dunes. Nearby, enjoy golf, tennis and miles of trails for hiking and biking.

Sunset Pointe At Shelter Cove - 2 Bedroom
You can challenge your skills on some of the country's best golf courses and tennis courts. At the Shelter Cove Marina, you can take advantage of everything from fine dining to deep-sea fishing charters. Beach lovers will find sands perfect for jogging, bicycling or lounging.

Harbour Point At Shelter Cove - 2 Bedroom Condo
You can challenge your skills on some of the country's best golf courses and tennis courts. At Shelter Cove Marina, you can take advantage of everything from fine dining to deep-sea fishing charters. Beach lovers will find sands perfect for jogging, bicycling or lounging.

Marriott's Monarch - 2 Bedroom
Spanning six oceanfront acres on Hilton Head Island’s renowned Sea Pines Resort, this resort offers a stunning setting as well as spacious accommodations and gracious service. It also puts you within reach of challenging golf courses and miles of nature trails.

Heritage - 2 Bedroom
Relax in heated outdoor pool, work out in the fitness center, or rent a bike to pedal around the island. Just steps from Harbour Town Marina and its landmark lighthouse, resort guests can enjoy shopping and dining for a memorable Hilton Head Island vacation.
Popular amenities for Hilton Head Island resort rentals
Family-friendly resort rentals

Heritage - 2 Bedroom

Marriott's Monarch - 2 Bedroom

Harbour Point At Shelter Cove - 2 Bedroom Condo

Charming two bedroom at Bluewater Resort

Studio w/ Loft in Palmetto Dunes, Close to Beach

Marriott's Barony Beach - Stunning Two Bedroom!

Sunset Pointe At Shelter Cove - 2 Bedroom

Marriott SurfWatch Two Bedroom Villa. Book Now!
Resort rentals with a pool

Heritage - 2 Bedroom

Marriott's Monarch - 2 Bedroom

Harbour Point At Shelter Cove - 2 Bedroom Condo

Charming two bedroom at Bluewater Resort

Studio w/ Loft in Palmetto Dunes, Close to Beach

Marriott's Barony Beach - Stunning Two Bedroom!

Sunset Pointe At Shelter Cove - 2 Bedroom

Marriott SurfWatch Two Bedroom Villa. Book Now!
Resort rentals with a gym

Harbour Point At Shelter Cove - 2 Bedroom Condo

Ocean Oak Resort - 2 Bedroom Plus - Partial Ocean

2 Br Marriott Harbour Club

2Br Marriott Monarch at Sea Pines 4/13-4/20

Surfwatch - 2 Bedroom

Harbour - 2 Bedroom Condo

Marriott's Grande Ocean 2BR Villa Courtyard View

2Br MVC Barony Beach Club
Quick stats about resort rentals in Hilton Head Island

Total vacation rentals
Explore 70 vacation rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island vacation rentals start at ﺩ.ﺇ441 per night before taxes and fees

Verified guest reviews
Over 60 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Hilton Head Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Hilton Head Island rentals

4.8 Average rating
Hilton Head Island stays are highly rated by guests—averaging 4.8 out of 5!
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- Coligny Beach Park
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Harbour Town Golf Links
- The Westin Savannah Harbor Golf Resort & Spa
- Shipyard Beach Access
- Tybee Beach Pier and Pavilion
- Bradley Beach
- Harbor Island Beach
- Mid Beach
- Secession Golf Club
- Tybee Beach point
- Dolphin Head Golf Club
- Bull Point Beach
- Wormsloe Historic Site
- Congaree Golf Club
- Driftwood Beach
- Long Cove Club
- Bonaventure Cemetery
- Seabrook Island Beach
- The Beach Club
- Hunting Island Beach
- Edingsville Beach
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