
Waterfront holiday rentals in Hilton Head Island
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Hilton Head Island
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

BIKE ‘n BED Hilton Head- Perfect Couple's Getaway
Come relax and enjoy Hilton Head on South Forest Beach, the most popular section of the island. Ride our free bikes for a quick trip to Coligny Plaza where the quaint local shops and restaurants are. The beach is a quick 2 or less minute walk and the pool is just down the hall. Our condo is small, but perfect for a couple's getaway or a memorable trip with the kids. We have everything you need to help make yourselves at home with full size kitchen appliances and washer/dryer room just next door.

Luxury Oceanfront! KING BED 65"TV Pickleball & BAR
PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR!! Beachfront Balcony ✨Top 1% of Airbnb✨ Beachfront Pool, Bar & Grille FREE Pickleball, Tennis, Gym, Vollyball & More HGTV Decorator Renovation KING BED + Two 65" SmartTVs Spa Bath w/Walk-in Shower Expanded Bedroom w/Blackout Sleeping Coastal Décor Full Kitchen Beach Chairs, Boogie Boards, Ice Chest & More RESSORT Bike Rentals on Site 4 Beach Boardwalks 3 Restaurants Sports Bar Gated 24/7 Security Seasonal IslandTrolley Stop Bradley Beach

Breathtaking OCEAN VIEW/Top Floor/Pool & Coligny
ASK ABOUT OFF SEASON SPECIALS. Stunning ocean views from 325 Breakers. Perched on the top floor, your private balcony is ideal for dolphin-watching & sipping morning coffee. Steps to the beach, the villa offers relaxation & play. Guests explore dining & shopping options across the street at Coligny. Island golf, tennis, bike paths etc. ensure there’s something for everyone. Ideal for a romantic getaway or small family vacation, with discounts on bikes & dolphin tours for your island escape.

My Blue Heaven, Direct Ocean Front View
Welcome to our ocean front rental, a haven for couples seeking a romantic and stylish getaway. With its breathtaking ocean view, five-star reviews, and recent remodel in 2023, this rental promises an unforgettable experience. Our guests have praised the attention to detail, the stunning view, and the overall ambiance of the space. Rest assured that your stay will be nothing short of extraordinary. Step out onto the balcony and take in the fresh sea breeze as you relax in the swinging chair.

Oceanfront Villa on Hilton Head Island!
This one bedroom, one bath oceanfront Villa is a third floor end unit that sleeps 5. There’s an adjustable queen bed, a set of bunk beds (Intended for children) and a twin sleeper sofa. It is a three minute walk to the sandy shores of Hilton Head Island. The gated resort has these amenities: two pools (one of which is the largest beach front pool on the island), 10 tennis courts, pickle ball courts, fitness center, bike rental, playground, and three restaurants. Reserve your vacation today!

180º Ocean Views, Treehouse "Siren's Lookout"
Waterfront and sunset views abound in this unique "treehouse", with 360 degree views. On Deer Island, just steps from the Harbour Town Lighthouse, known for its' large-boat marina, restaurants, shops and Golf Club, host of the RBC Heritage Classic, PGA Tour Event. Enjoy all the amenities of Sea Pines, including the South Beach Marina, Sea Pines Beach and Salty Dog Cafe, only 3 miles away, serviced by trollies & bike paths. Enjoy the sunset seated around the firepit. Gas grill with a view

Jim's Stunning Direct Ocean Front 2BR Villa
This 2nd floor villa has breathtaking, unobstructed ocean views from the living room and master bedroom. Walk to Coligny! Two bedroom suites (new mattresses and ceiling fans), with separate renovated baths. Beautiful maple hardwood & tile floors throughout. Fully appointed kitchen boasts granite countertops, maple cabinets, and stainless steel appliances. New Washer/Dryer. Jim Says "I personally stay in each of my units to ensure they are maintained to my highest level of expectations."

Cozy Oceanfront-Romantic Retreat-Mesmerizing Views
Villa is located on The Spa On Port Royal Sound complex on Hilton Head Island. Enjoy unobstructed sound & ocean views from your balcony. Natural beach access & observation pier. Beautiful landscaped grounds. 2 outdoor pools-opened Apr.-Oct. Indoor pool, hot tub, dry sauna & gym. Grills and picnic areas on premises, one near the villa, recently installed hammocks near the ocean pool. Tennis and basketball courts on site. Come enjoy the beautiful sandy beach with beautiful sunrises!a

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**

Beach City @ Freedom Park
Welcome to Beach City @ Freedom Park This gorgeous new build comes fully stocked with everything you could possibly need for your best beach vacay ever! The house is located on an island.100% refunds for Category 2 storms or higher. Otherwise, cancellation policy holds. Host is only responsible to access of property from I-95. Also cannot guarantee condition or amount of amenities: grills, bikes are self service unless purchased butler service, clutter, paper products, washcloths

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!

Luxury Oceanfront! KING BED 75"TV Pickleball & BAR
PANORAMIC OCEANFRONT VIEW THE MOMENT YOU OPEN THE DOOR! ✨Airbnb top 1% Home ✨ 100% New Luxury Renovation Oceanfront Balcony HGTV Featured Decorator KING BED + 75" & 65" SmartTV s Expanded Bedroom MARBLE BATHROOM Coastal Décor TOP FLOOR+Elevator Beach Chairs, Boogie Boards, Ice Chest & More RESORT Beachfront Pool Beachfront Bar & Grille Sports Bar FREE Tennis, Gym, Pickleball, Basketball, Volleyball 2nd Pool Bike Rental Gated w/24 Hour Security Free Trolley Stop Bradley Beach
Popular amenities for waterfront rentals in Hilton Head Island
Waterfront apartment rentals

#4203 Renovated/1BR/2BA/Direct Ocean Views/Sofa Bd

Priceless Ocean View, King Bed, Heated Pool

Beautiful Penthouse Villa on Shelter Cove Marina!

Harbourside Haven

Oceanfront Villa with pool

Barefoot to the Beach!

Relaxing Beachfront Villa

Dreamy HHI Retreat w/ Pool, Gym
Waterfront house rentals

Beach Bungalow in Sea Pines’ Night Heron Community

98 Sandcastle Ct

(22)Hot Tub, Pool &Tennis, Sauna, Patio

Sea Pines Home! Walk to Beach | Lagoon View & Pool

NEW! Excellent Remodeled Best Beach & Tennis Villa

Updated! Sea Pines Lagoon View Oasis

Modern Beach Escape | Private Pool~Steps to Beach

Sea Pines Villa - Walk to Beach, Golf and Tennis
Waterfront apartment rentals

Heart of Harbour Town - Beach | Pool | Golf | 2BR/2.5BA - Pool Access

Ocean front condo with amazing ocean view!

Lovely 1-Bedroom Condo with Beach Front Pool

Turtle View Villa

VitaminSEA-Beautifully Renovated,King,Bikes,Chairs

Ocean & Marsh View KING BED 65"TV Bar Pickleball

Luxe Hilton Head Beach Villa w/ Pool Views

Beautiful Newly Renovated 2 Bedroom/2 Bath Condo
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 | $175 SGD | $193 SGD | $253 SGD | $278 SGD | $274 SGD | $334 SGD | $344 SGD | $283 SGD | $238 SGD | $199 SGD | $186 SGD | $184 SGD |
| 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 waterfront rentals in Hilton Head Island

Total holiday rentals
Explore 1,490 holiday rentals in Hilton Head Island

Nightly prices starting at
Hilton Head Island holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 46,240 verified reviews to help you choose

Family-friendly holiday rentals
1,040 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 150 rentals that welcome pets

Holiday rentals with a pool
1,440 properties feature pools

Rentals with dedicated workspaces
1,010 properties have a dedicated workspace

Wifi availability
1,480 of Hilton Head Island holiday rentals include wifi access

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

4.8 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
- River Street
- Forsyth Park
- Harbour Town Golf Links
- Hunting Island State Park Beach
- Tybee Beach Pier and Pavilion
- Wormsloe Historic Site
- Bonaventure Cemetery
- Coastal Discovery Museum
- Edisto Beach State Park
- Chippewa Square
- Enmarket Arena
- Skidaway Island State Park
- Fort Pulaski National Monument
- Tybee Island Light Station
- Jepson Center for the Arts
- Daffin Park
- Savannah College of Art and Design
- Tybee Island Marine Science Center
- Old Fort Jackson
- Oatland Island Wildlife Center
- Cathedral of Saint John the Baptist
- Pirates Of Hilton Head
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