
Condo holiday rentals in Hilton Head Island
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Quick stats about condo rentals in Hilton Head Island

Total holiday rentals
Explore 2,680 holiday rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island holiday rentals start at $69 NZD per night before taxes and fees

Verified guest reviews
Over 88,070 verified reviews to help you choose

Family-friendly holiday rentals
1,950 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 250 rentals that welcome pets

Holiday rentals with a pool
2,420 properties feature pools

Rentals with dedicated workspaces
1,430 properties have a dedicated workspace

Wi-Fi availability
2,680 of Hilton Head Island holiday 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!
Top-rated condo rentals in Hilton Head Island
Guests agree: These condos are highly rated for location, cleanliness and more.

*New* Easy Breezy at Hilton Head Beach & Tennis
Newly renovated in March ‘26 and brand new,from floor to ceilings, enjoy our wide ocean view from our 3rd floor Ocean Villa - with all of the amenities needed to enjoy a relaxing stay at the Hilton Head Beach & Tennis resort. Our villa is located just steps from the only elevator in the building. Our resort offers the largest pool on the island, several restaurants, a large playground & picnic area, on site bike rental, 24 hour gated security, 8 lighted tennis courts, and 6 pickleball courts.

Ocean View! Remodeled! Steps to beach/Pool/Bar
FULLY REMODELED OCEAN VIEW VILLA Located in Hilton Head Beach & Tennis Resort, this beautiful 540 Square foot Villa is perfect for a small family or couple looking for a relaxing and fun getaway. The second floor balcony offers a view of both the ocean and pool, as well as, offering the soothing sounds of the ocean waves Located within a gated community and with access to the beach just steps away. The resort also features 2 private pools, 3 restaurants, bike rentals, a private gym & more!

1BR/2BA condo w/private beach access in Shipyard
This large, tastefully decorated 1BR / 2BA condo, located in Shipyard, has everything you need to kick back with family or friends. Enjoy a morning coffee or evening cocktail on the large wrap around deck. Spacious and comfortable master bedroom with king bed, walk-in closet, en-suite bath, and seating area. Fully equipped kitchen with an adjacent seating area for six. Queen sleeper sofa in the living room and second full bath with shower. In unit washer/dryer. Clean fee includes 1 car pass.

Ocean Overlook - The Ultimate Vacation Experience
LUXURIOUS, DIRECT, OCEANFRONT HOME! UNOBSTRUCTED OCEAN VIEWS! SO CLOSE YOU CAN HEAR THE WAVES CRASH WITH THE WINDOWS CLOSED! DIRECT BEACH ACCESS! POOL ACCESS! ALL BRAND NEW! 3RD FLOOR! CORNER UNIT! PRIVATE BALCONY! OCEAN VIEWS FROM EVERY ROOM! WATCH EVERY SUNRISE & SUNSET! KING BED! CAN SLEEP 4! THIS IS LUXURY LIVING WITH NO RESORT AMENITY CHARGES! SAVE THOUSANDS OF DOLLARS COMPARED TO OTHER NAMED RESORTS LUXURY HOTEL PROPERTIES! **UPGRADED INTERNET & HD TV PACKAGE + FREE AMENITIES**

Ocean front condo with amazing ocean view!
Ocean front condo with amazing view of the ocean and beach from balcony. You are just steps to the beach. In addition, you will be within walking distance to Coligny Plaza with many great restaurants and shops. Guests get to enjoy the onsite pool, sun deck, and grilling area. Luggage carts are located by the pool and elevator to easily transport all your luggage to the condo. Fast upgraded wifi for streaming and work needs. No pets allowed. Preapproval required for service animals.

Ocean View & Steps to Beach! Remodeled HHBT Condo!
Newly remodeled! Adorable beach front condo located in HH Beach & Tennis Resort. Watch & listen to the ocean waves right from your 2nd floor balcony! The condo is in a gated area within where guests will have access to a private beach, 2 pools, resort restaurants, tennis, pickleball, beach volleyball, playgrounds, cookout areas, bike rental, and a gym. We also provide beach chairs, coolers, boogie boards and coffee! It's all here! The getaway you've been waiting for and deserve! 💕

Oceanfront, 3rd floor, King Bed
Direct oceanfront! Perfect for a couples get away, week vacation or anything in between. Take a walk across the street to Coligny Square where there are more than 60+ shops and restaurants. Ride your bike on more than 100 miles of trails. Onsite parking, pool and free wifi. Just bring your bathing suit and a towel! We provide the rest for you to have a relaxing vacation; beach chairs, umbrella, cooler, all kitchen spices, a Coffee Bar, shampoo, conditions, body wash and tide pods!

Just Beachy! Absolute top notch design, Oceanviews
Beautifully remodeled condo just steps from Hilton Head’s main beach! Enjoy ocean views from your private balcony and easy walking access to restaurants, shops, and entertainment. This cozy villa features a full kitchen, bikes, and beach chairs included for your stay. Freshly updated with stylish decor, smart TVs, and modern comforts. Direct beach access on property and just a short stroll to Hilton Head’s new Celebration Park — perfect for a fun, relaxing beach vacation!

Ocean Front Resort Condo
Enjoy Coastal Cottage Living in a lovely 540 sq ft one bedroom vacation villa within the activity-filled gated resort of Hilton Head Beach and Tennis. Completely remodeled from with all new fixtures, furnishings, housewares and accessories, this charming beach villa has just opened its doors for guests in March 2019. Amenities include coffee, popcorn, breakfast treats and bottled water to consume; and beach towels, chairs, umbrellas and other items to borrow while here.

KING BED!Ocean View, Free Bikes Poolside 3rd Floor
Pack your flip-flops and get ready for fun—this sunny poolside villa on Hilton Head Island is your ticket to the ultimate coastal escape! Just steps from the beach and the refreshing Atlantic breeze, this vibrant retreat serves up the perfect mix of relaxation, adventure, and ocean views. Start your day with coffee on the balcony, soak up the sun by the pool, then hop on one of our free bikes to cruise the island like a local! The perfect getaway starts right here!

5 Star Location-Harbourtown-Walkable Area
Escape to our luxury villa in Hilton Head's exclusive Harbour Town in the gated Sea Pines Resort! A short walk from Harbour Town Marina, which offers enertainment, dining, shopping, water sports, cruises, golf, tennis, and a pier. You will have access to The Sea Pines Beach Club, a short trolly, bike or car ride away. This private 3rd-floor impeccilbly appointed 'coastal chic' retreat does not share any walls and offers serene lagoon views from a private balcony.

By the Beautiful Sea, no pet fee
Recently remodeled, All new paint, floors and tasteful furnishings. Washer, and Dryer, a large King size bed are two of the many accents in this lovely Beach Style Villa. Less than a 7 minute walk from the beach Stone's Throw is a beautiful peaceful small Area. Located in Hilton Head Island. It was named because it is only about two blocks from one of the most beautiful beaches in the world. ONE PET IS WELCOME IF ALL SHOTS AND FLEA TREAMENTS ARE UP TO DATE.
Popular amenities for Hilton Head Island condo rentals
Weekly condo rentals

Family-friendly condo with top-floor balcony, comp

Ketch Studio - an iTrip Hilton Head Home

Luxury OCEAN VIEW|Memorial Day Wknd Available!

Sea la Vie @Fiddler's Cove - Fitness Room

Ocean Views at Villamare, Steps to the Beach!

79 Fairway Ln Villa @ Sea Pines | Golf Views

MyStay at 1027 Caravel Ct.-Lighthouse View & Pool!

The Lookout - A Modern Beach Retreat (Oceanfront)
Pet-friendly condo rentals

Coastal Daydreaming 77 Ocean Breeze, 3 BD/3BA

High-End Décor, Steps 2 Pool, Walk 2 Beach/Coligny

Walk-to-Beach Condo with 3 Patios & Pool

Palmetto Dunes/Pet Friendly/Beach Walk/Pool/Golf

NEW! Pet Friendly Condo w/Pool 10 Min Walk 2 Beach

Family/Couples Condo Retreat - Walk to Beach/Shops

1 Bedroom Condo, 5 Minute Walk to the Beach

2BR/2BA/Walk to Beach/Dogs welcome @ Seas the Day!
Condo rentals with a pool

Family Fun! FREE Bikes! Easy 3 Min walk to Beach!

Oceanside Resort - Private Beach Access - 3 Pools

Sunrise Dreams Pool/Beach Heaven Sent

Jim's Chic Direct Oceanfront 2BR Villa

THE SANDPIPER’s NEST Luxury direct Oceanfront

Steps to Beach, Water Views, 3 Pools & Hot Tub

Forest Beach Villa Retreat~Great Location

Sunny Treetop Getaway w/ tennis and pickleball
When is the best time to visit Hilton Head Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $211 NZD | $216 NZD | $262 NZD | $278 NZD | $286 NZD | $334 NZD | $343 NZD | $288 NZD | $243 NZD | $233 NZD | $230 NZD | $218 NZD |
| Avg. temp | 10°C | 12°C | 16°C | 19°C | 23°C | 27°C | 28°C | 28°C | 25°C | 20°C | 15°C | 12°C |
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- Coligny Beach Park
- Savannah Historic District
- Forsyth Park
- Hunting Island State Park Beach
- North Beach, Tybee Island
- Tybee Beach Pier and Pavilion
- Enmarket Arena
- Bonaventure Cemetery
- Wormsloe Historic Site
- Shelter Cove Towne Centre
- Harbour Town Lighthouse
- Edisto Beach State Park
- Hunting Island State Park
- Skidaway Island State Park
- Oatland Island Wildlife Center
- Seabrook Island Beach
- Savannah College of Art and Design
- Fort Pulaski National Monument
- Tybee Island Light Station
- Tybee Island Marine Science Center
- Kiawah Beachwalker Park
- Cathedral of Saint John the Baptist
- Jepson Center for the Arts
- Coastal Discovery Museum
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