
Condo vacation rentals in Hilton Head Island
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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!

Oceanfront Luxury! KING BED Beach Bar / Pickleball
PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! Beachfront Balcony Watch Sunrise/Hear Waves 1 min to Beach Boardwalk! Beachfront Pool, Tiki Bar & Grille FREE Pickleball, Tennis & Gym HGTV Designer Renovation Two 65" SmartTVs KING BED Expanded Bedroom Blackout Sleeping Marble Spa Bath Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Beach Bar/Sports Bar Gated 24/7 Security Seasonal Island Trolley Stop

Few mins walk to beach 1st flr pools hot tub pball
Ready for a beach vacation with a side of golf, pickleball and biking? Welcome to our newly renovated 1st floor villa in Fiddler's Cove. STR Permit# 24587. Our villa is a 6-7 minute walk to Folly Field beach with private beach access. THE best sunrises, just a few minutes away. Surrounded by world class golf courses and fantastic restaurants. Onsite amenities include 2 pools, a hot tub, racquetball, pickleball, tennis and gym. Pools open from March 1 - October 31 and hot tub open year round.

Oceanfront Luxury! KING BED Beach Bar & Pickleball
PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨See the Ocean Sunrise & Hear the Waves! ✨ Oceanfront Balcony FREE Tennis, Gym, Pickleball, Basketball, Volleyball HGTV Decorator Renovation KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR w/Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT No Resort Fees! Beachfront Pool w/Bar & Grille Sports Bar 2nd Pool Bike Rental in Resort Gated 24/7 Security Free Island Trolley Stop (April-Sept)

KING BED Luxury! 65"TV + Beach Bar FREE Pickleball
✨Airbnb Top 5% Guest Favorite✨ Oceanfront Building BIG Ocean View from Balcony Steps to Beach Bar & Pool FREE Gym, Pickleball Tennis Volleyball & More! 100% NEW HGTV Designer Renovation! KING BED 75" & 65" SmartTVs Beach Chairs, Boogie Boards, Ice Chest & More Marble Kitchen/Spa Bath Top Floor WiFi 557 Mbps Elevator RESORT: No Resort Fees Huge Oceanfront Pool Tiki Beach Bar & Grille (Mid Feb-Nov) Sports Bar Bike Rental Gated 24/7 Security Free Island Trolley (Apr-Sept) 4 Beach Boardwalks

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 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!

Jim's Chic Direct Oceanfront 2BR Villa
Lovely 4th floor villa with a breathtaking, unobstructed ocean view from the living room and master bedroom. Two bedroom suites, each with separate baths. Fully appointed kitchen - granite countertops, updated cabinets, and stainless steel appliances. Walk to all of the amazing shops & restaurants of Coligny Plaza and the brand-new Celebration Park. Jim Says: “I personally stay in each of my units to ensure they are maintained to my highest level of expectations.”

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.
Popular amenities for Hilton Head Island condo rentals
Weekly condo rentals

Penthouse Living | Marina Views in Shelter Cove

Heart of Harbour Town - Beach | Pool | Golf | 2BR/

Island House /Ground Floor Villa/Winter Refresh

OceanFront Upscale 1 Bdrm Condo/HeatedPool/Sleeps6

Oceanfront Luxury! KING BED Beach Bar + Pickleball

My Blue Heaven, Direct Ocean Front View

HHB&T 3 min walk to the sand

Ocean Views at Villamare, Right on the Beach!
Pet-friendly condo rentals

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

Family/Couples Condo Retreat - Walk to Beach/Shops

1 Bedroom Condo, 5 Minute Walk to the Beach

Penthouse w Glorious Water Views, Near Beach, Pet

Seas the Day! 2BR/2BA/Walk to Beach/Dogs welcome!

Pet friendly condo with amazing Broad Creek views
Condo rentals with a pool

#1109 Ocean Views/2BR/2BA/New Sofa Updated Showers

Beach View - 1st Floor - King Bed - Pools -Tennis

Oceanside Resort - Private Beach Access - 3 Pools

THE SANDPIPER’s NEST Luxury direct Oceanfront

Palmetto Dunes - BEACHFRONT w/Ocean & pool views

Best sunrise on HHI!

Coastal Calm: Lagoon View, Beach, Family Friendly

The Lookout - A Modern Beach Retreat (Oceanfront)
When is the best time to visit Hilton Head Island?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$25,718 GYD | G$26,345 GYD | G$31,991 GYD | G$33,872 GYD | G$34,918 GYD | G$40,772 GYD | G$41,818 GYD | G$35,127 GYD | G$29,691 GYD | G$28,436 GYD | G$28,018 GYD | G$26,554 GYD |
| 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 |
Quick stats about condo rentals in Hilton Head Island

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

Nightly prices starting at
Hilton Head Island vacation rentals start at G$8,364 GYD per night before taxes and fees

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

Family-friendly vacation rentals
1,950 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 250 rentals that welcome pets

Vacation 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 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
- Savannah Historic District
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- Tybee Beach Pier and Pavilion
- North Beach, Tybee Island
- Bonaventure Cemetery
- Harbour Town Lighthouse
- Edisto Beach State Park
- Wormsloe Historic Site
- Hunting Island State Park
- Shelter Cove Towne Centre
- Oatland Island Wildlife Center
- Skidaway Island State Park
- Cathedral of Saint John the Baptist
- Jepson Center for the Arts
- Kiawah Beachwalker Park
- Fort Pulaski National Monument
- Savannah College of Art and Design
- Seabrook Island Beach
- Owens-Thomas House
- Tybee Island Marine Science Center
- Tybee Island Light Station
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