Villa holiday rentals in Hilton Head Island

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Top-rated villa rentals in Hilton Head Island

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Top guest favourite
A cozy sleeping area features a spacious bed with a decorative quilt, complemented by a patterned accent pillow. A ceiling fan hangs above, while adjacent wooden sliding doors lead to a closet. Light blue walls and dark wood flooring enhance the inviting atmosphere.
Villa in Hilton Head Island
4.93 out of 5 average rating, 100 reviews

Beach Awaits You! Snowbird & Nightly discounts!

Located at the gated, ocean front Hilton Head Beach & Tennis Resort, this cozy condo is only a 4 minute walk to beach and pool. Enjoy the beach bar, sports bar, tennis/pickle ball courts, fitness room & bike rentals. Equipped with full kitchen, queen bed, futon sofa. Ideally suited for two adults (max occupancy 3). Starter set of toiletries/towels provided. Laundry room on-site. Resort is located close to all the fun the island has in store for you! *Additional cleaning fees for monthly stays.

Top guest favourite
A modern kitchen features a spacious marble countertop with seating for four. Well-appointed cabinetry and updated appliances are visible, enhancing the kitchen's functionality. Soft lighting illuminates the area, creating a welcoming environment for cooking and dining.
Villa in Shelter Cove
5 out of 5 average rating, 29 reviews

Prime Waterview! Hilton Head Shelter Cove Marina

Enjoy easy access to everything that Hilton Head has to offer from this centrally located Condo right in the heart of Shelter Cove Marina. Not only will you have breathtaking views of the sunset and the marina right from your balcony, but you also have many amenities right at your doorstep! Shelter Cove is one of the main attractions on Hilton Head Island with its many shops, restaurants, weekly entertainment and water sports. You also have access to the private Palmetto Dunes Beach community.

Guest favourite
A spacious oceanfront pool area is surrounded by lush green landscaping, featuring lounge chairs and a shallow entry. A winding path leads toward the beach, with the ocean visible in the background, flanked by tall trees creating a serene atmosphere.
Villa in Hilton Head Island
4.93 out of 5 average rating, 116 reviews

Modern Oceanfront Villa With Views and Heated Pool

Welcome to Villa Lucia, our oceanfront retreat on S. Forest Beach. Enjoy the ocean views from the balcony and convenient year-round heated pool just outside your door. The villa has been fully renovated with modern amenities and has personal touches throughout. Our location is unbeatable on S. Forest Beach between Coligny Beach and Sea Pines - Away from the crowds, but close enough (.5 mi) to bike or walk to all that’s offered. After a long day enjoy a drink with lush foliage and sea views.

Top guest favourite
Villa in Hilton Head Island
4.97 out of 5 average rating, 30 reviews

3rd Night Free Nov-Feb! S. Forest Bch, 3Bdrm Villa

3rd night free or 20% off 4 nights or more Nov - Feb. (excl holiday periods). 3 bdrm Villa, Only a 7 minute walk from South Forest Beach and a half mile from Coligny Plaza. You will have a spacious kitchen, dining & living area, perfect for entertaining. The primary bedroom & guest bedroom have queen beds w/TV's and newly remodeled bathrooms. The 3rd Bedroom has bunk beds, a TV & bathroom. Just steps away from the villa, enjoy the convenience of the community pools & tennis courts.

Guest favourite
The open living space features vaulted ceilings with exposed beams, promoting an airy atmosphere. Two gray sofas are placed around a central coffee table on a patterned area rug. A sliding glass door leads to an outdoor area, while a wall clock and artwork add subtle charm.
Villa in Palmetto Dunes
4.87 out of 5 average rating, 182 reviews

Coastal Charm - Beach, pickleball, golf, pets

Offered by owner /manager. Spacious airy 1 level town house w/no inside stairs. Kids and pets enjoy the open living space and backyard. Cook in the open Kitchen or BBQ on your private deck 100 ft from the community pool. Short walk /or call free Palmetto Dunes Resort seasonal dune buggy shuttle to beach , golf ( Trent Jones, Fazio, Arthur Hill), general store, outfitters rentals( bike, kayak, canoe, surf/paddle boards) pickle ball and tennis. Long term rental contact us fir pricing.

Top guest favourite
The open living area features new reclining furniture arranged around a coffee table. A flat-screen TV is positioned on a media console against the wall. Light-colored tiles and a patterned area rug enhance the spaciousness, complemented by a ceiling fan and decorative shelving.
Villa in Palmetto Dunes
4.91 out of 5 average rating, 117 reviews

Walk to the Beach, One Level Villa, COMFY beds

5-10 minute walk to the pristine Hilton Head beach, retreat to your spacious villa in Queen's Grant of Palmetto Dunes. With nearly 1500sq ft and lofted ceilings, you can spread out comfortably. New living room furniture that all reclines, amazing king green tea memory foam mattress in both bedrooms, and a fully stocked kitchen (blender, toaster oven, crock pot+.) The master and living room open up to a private back patio equipped with a grill, dining room table and beach accessories.

Top guest favourite
An open dining and living area showcases a large dining table with upholstered chairs beneath a stylish chandelier. Recessed lighting highlights the wood-paneled ceiling, while large windows offer views of the greenery outside, enhancing the bright and airy atmosphere of the space.
Villa in Hilton Head Island
4.99 out of 5 average rating, 103 reviews

Walk to Beach, Indoor Pool, King Bed, Hot Tub!

Why you will love this space: -Floor to ceiling complete renovation with high end appliances -Indoor heated pool and hot tub (renovated July 2025!) -Outdoor pool (renovated March 2025!), tennis court, pickleball courts -5-minute walk to beach, 10-minute walk to Coligny (approx) -320 mbps Wi-Fi and dedicated workspace -Chefs’ kitchen, washer-dryer, cypress ceilings -Porcelain and marble walk-in showers -Beach Items: towels, chairs, wagon, toys, backpack cooler -Electric fireplaces

Top guest favourite
A bright kitchen area features modern appliances, including a stainless-steel refrigerator and a spacious island with seating. Soft lighting illuminates the open space, which flows seamlessly into a dining area with a window offering natural light.
Villa in Palmetto Dunes
5 out of 5 average rating, 62 reviews

Beach & Birdie Kid Friendly Close to Beach & Golf

Throw some clothes in a bag and the kids in the car, this villa has everything you need-especially for kids/babies! I've made it my mission to anticipate all of your needs while on your Hilton Head Island Vacation, except personal items of course. The Beach & Birdie Villa is a spacious 2 bedroom, 2 bath, bright, updated and inviting cozy home. It has a fully stocked kitchen w/ all of the amenities. This is the perfect place for a getaway with friends or a family vacation.

Superhost
The image showcases a heated pool surrounded by palm trees and lounge chairs. Umbrellas provide shade over some seating areas. A white fence encloses the pool area, with lush greenery and ocean views in the background, creating a tranquil outdoor environment.
Villa in Hilton Head Island
4.91 out of 5 average rating, 101 reviews

💎Direct Oceanfront Villa - Heated Pool Ocean View

Welcome to the Ocean Gem! Relax and listen to the crashing waves on your private balcony of our newly renovated, newly furnished, direct oceanfront, one bedroom, one bathroom, beautiful beach villa. Ocean Gem is located in Ocean Dunes complex, a private gated community, on South Forest Beach and only steps from the popular Coligny Plaza. You will enjoy the wonderful accommodations, heated pool, picnic area and spectacular views! Thank you

Guest favourite
Villa in Palmetto Dunes
4.88 out of 5 average rating, 209 reviews

Relax at the beach: Families-Golf-Tennis

Beach & Golf: 7 min stroll to the beach views of the Golf course. Hickory Cove villa 2 Bedrooms + Loft, 3 Baths, (Sleeps 6-8) Beautiful Villa on the 18th tee of the Robert Trent Jones Golf Course in Palmetto Dunes. This Villa is perfect for golfers, families and short term home office. Everything is less than 10 min walk: The Beach Robert Trent Jones golf course Palmetto Dunes Tennis Center The General Store The Dunes House

Top guest favourite
A bright living area is filled with soft furnishings in soothing tones. Two comfortable couches are positioned around a central coffee table, while light streams in through sliding glass doors that open to a private patio. Decorative beach-themed artwork adds a touch of coastal charm.
Villa in Sea Pines
4.98 out of 5 average rating, 83 reviews

HHI South Forest beach/WLK TO BEACH, dining, pool

Pack up the whole crew—two-legged or four—and escape to this fully furnished, perfectly located cozy condo in Hilton Head’s popular Treetops complex. Enjoy three refreshing pools, tennis courts, and a laid-back vibe perfect for relaxing or playing. Just a 10-minute walk to the beach and steps from Coligny Plaza, you’ll be close to shopping, dining, and all the island fun. It’s your ideal home base for sun, sand, and good times!

Guest favourite
Two high-back chairs with striped fabric are positioned next to a small round table on the balcony. The railing provides a clear view of the ocean and palm trees in the background, creating a refreshing seaside atmosphere.
Villa in Hilton Head Island
4.9 out of 5 average rating, 84 reviews

Breakers, Ocean Front Villa - Spectacular View

Beautifully decorated Breakers #235 villa featuring spectacular front/corner view; also overlooks the pool and the ocean. Enjoy sunrise to sunset, watch the surfers and the sunbathers at the beach or pool from the private balcony furnished with a chaise lounge and a dining table and chairs. In walking distance to several shops, restaurants, rentals, and entertainment.

Popular amenities for villa rentals in Hilton Head Island

When is the best time to visit Hilton Head Island?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$207 SGD$223 SGD$241 SGD$273 SGD$261 SGD$291 SGD$304 SGD$266 SGD$241 SGD$215 SGD$209 SGD$213 SGD
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Quick stats about villa rentals in Hilton Head Island

  • Total holiday rentals

    Explore 1,010 holiday rentals in Hilton Head Island

  • Nightly prices starting at

    Hilton Head Island holiday rentals start at $13 SGD per night before taxes and fees

  • Verified guest reviews

    Over 12,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    840 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 120 rentals that welcome pets

  • Holiday rentals with a pool

    740 properties feature pools

  • Rentals with dedicated workspaces

    470 properties have a dedicated workspace

  • Wifi availability

    990 of Hilton Head Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Hilton Head Island rentals

  • 4.7 Average rating

    Hilton Head Island stays receive an average rating of 4.7 out of 5 from guests

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