New Designer Direct BeachFront Condo w/Panoramic Ocean View!
RARE Expanded Bedroom w/KING BED & 65” SmartTV! Enjoy your downtime watching FREE NETFLIX & CABLE! (Prime, Hulu, etc. bring your passwords.)
Sunrise over the Ocean from your Balcony!
Largest Oceanfront Pool on Hilton Head Island w/Tiki Bar & Grill!
All new kitchen features full-sized stainless appliances, stone counters & custom backsplash! (Stocked with all common cooking utensils & supplies!)

Oceanfront Designer KING BED💙Beach Bar+2Pools GYM

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.97(200 reviews)

$3,654.12 USD total for 7 nights

Sep 26 – Oct 3, 2026

Newly Remodeled Designer unit has gorgeous Lowcountry Marsh & Ocean views from patio!! Quiet and private--No Parking Lot or Pool Noise!! Top floor, end unit! No footsteps above!
KING BED, SmartTV & 2 closets! Roomy with super soft sheets and cozy new mattress!
Our unit is Steps to Beach & largest Ocean Front pool on Hilton Head Island!!
Panoramic Marsh & Ocean views from our covered patio! Straight ahead and to the left, enjoy serene Lowcountry Marsh views! Ocean view is to the right—you can see the waves depending upon tides! Marsh NOT noisy parking lot below!
Fully equipped kitchen has all new cabinets, full-size stainless appliances, granite & marble!

Ocean View w/KING BED💙Beach Bar 2Pools GYM+Tennis

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(190 reviews)

$3,257.85 USD total for 7 nights

Oct 5 – 12, 2026

Ocean front pool. There are two pools, including a kiddie pool. Beach front bar next to this pool.
Path to the beach a two minute walk. Our condo is fully renovated. Hilton Head Beach and Tennis Resort is a trolley stop as well!
Hallway looking at the door to outside of the condo
Triple bunk bed. Full size bed on the top. And two twin beds on the bottom.
TV in bunk room

Beach and Tennis Resort. Family Friendly

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(46 reviews)

$820.00 USD total for 3 nights

Sep 9 – 12, 2026

Welcome to the Isle of View with Ocean views and sunrises directly from your balcony. The morning sun is AMAZING and you will find yourself relaxed in minutes in this bright and airy space.
Nap on the couch or the recliner after watching the sunrise from your balcony....decisions are tough on vacation!
An extra window and large sliders make for a bright sun filled living area.
Window provides extra light in fully equipped kitchen with several additional small appliances including your own ice maker.
Margarita maker and ice machine in Villa will have you relaxing in no time.

Beautiful Oceanfront Villa with Amazing Sunrises

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.85(169 reviews)

$664.35 USD total for 3 nights

Sep 9 – 12, 2026

Welcome to the Isle of View 2. The open floor plan is big enough for large families but has a comfortable, cozy feel throughout.
Kitchen stocked with everything you need including microwave, blender, toaster, croc pot, keurig and drip coffee maker. There is even an ice maker so you will never run out!
Kitchen stocked with everything you need including microwave, blender, toaster, croc pot, keurig and drip coffee maker. There is even an ice maker so you will never run out!
Kitchen provides everything from a Keurig Coffee maker to your own ice machine. Prefer drip coffee? We have that too!
Flat screen, smart tv with cable, board games, and puzzles will entertain you in living room and the comfy sleep sofa accommodates extra guests or larger families.

Isle of View 2- Large 2BR that sleeps 8

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.83(52 reviews)

$747.60 USD total for 3 nights

Sep 7 – 10, 2026

Panoramic Oceanfront Views the moment you open the door! All New Luxury condo designed by an HGTV featured decorator! Stunning unobstructed views of the Ocean, Pool, Coastal Marsh & Dunes!
An HGTV featured decorator just completed a 100% NEW renovation on April 2023 - featuring luxurious Coastal Décor, utilizing a soothing Sand & Sea Color Palette!
Oceanfront Balcony offers views of the Ocean and Beautiful Coastal Marsh with its Windswept Dune Trees!
Sunrise from your Beachfront Balcony!
KING BED in Expanded Bedroom! Highly Rated 12” Memory Foam Mattress. 65" SmartTV w/ FREE Netflix, Prime & Cable TV!

Oceanfront Luxury! KING BED 75"TV Pickleball & BAR

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.93(59 reviews)

$4,076.46 USD total for 7 nights

Oct 19 – 26, 2026

Free cancellation
Sunset over HHI.... gorgeous sight
NEW Kitchen with farm sink, 42" cabinets. stainless appliances
Awesome TV pic when on HD channels. Bring your ROKU and Netflicks passwords too
ADMIRALS ROW 2/2 - HH Beach & Tennis Resort condo
Voted one of the 10 Best Beaches in the US

ADMIRALS ROW 2/2 - HH Beach & Tennis Resort condo

2 bedrooms·2 baths
Hilton Head Island • South Carolina

$2,469.75 USD total for 7 nights

Sep 12 – 19, 2026

Luxury OCEANVIEW at Oceanfront Resort - Romantic Escape
A romantic escape starts here. Slow mornings, coffee for two, sweeping ocean views and unforgettable sunrises—all from your private top-floor balcony. Sea La Vie is the kind of getaway that makes you slow down, reconnect and wish you’d stay longer!
Indulge in the ultimate beachfront getaway at our beautiful oceanfront resort, home to the largest pool on Hilton Head Island. Come for the views, stay for the vibe—this is where unforgettable memories begin.
Top-floor oceanview balcony with views of the Atlantic, fountain pond, and beach boardwalk. The perfect spot for sunrise coffee, evening cocktails, and salty ocean breezes.
Luxury OCEANVIEW at Oceanfront Resort - Romantic Escape

Luxury OCEANVIEW at Oceanfront Resort - Romantic Escape

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(61 reviews)
$205 – $829/ night(excl. fees & taxes)
Hilton Head Resort Sandpiper Nest - Top Amenities!
Hilton Head Resort Sandpiper Nest - Top Amenities!
Hilton Head Resort Sandpiper Nest - Top Amenities!
Hilton Head Resort Sandpiper Nest - Top Amenities!
Hilton Head Resort Sandpiper Nest - Top Amenities!

Hilton Head Resort Sandpiper Nest - Top Amenities!

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.94(49 reviews)

$542.25 USD total for 3 nights

Sep 7 – 10, 2026

HHBT c258
HHBT c258
HHBT c258
Wireless charging on every end table! Smart TV and new furniture added march 2021.
HHBT c258

HHBT c258

1 bedroom·1 bath
Hilton Head Island • South Carolina
4.83(188 reviews)

$610.00 USD total for 3 nights

Sep 7 – 10, 2026

HHI TIDE 21 at Hilton Head Beach & Tennis Resort
HHI TIDE 21 at Hilton Head Beach & Tennis Resort
HHI TIDE 21 at Hilton Head Beach & Tennis Resort
HHI TIDE 21 at Hilton Head Beach & Tennis Resort
HHI TIDE 21 at Hilton Head Beach & Tennis Resort

HHI TIDE 21 at Hilton Head Beach & Tennis Resort

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(198 reviews)

$686.57 USD total for 3 nights

Sep 7 – 10, 2026

Beach Skybox HHI - panoramic view
Beach Skybox HHI - panoramic view
Beach Skybox HHI - panoramic view
Beach Skybox HHI - panoramic view
Beach Skybox HHI - panoramic view

Beach Skybox HHI - panoramic view

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(201 reviews)

$924.00 USD total for 3 nights

Sep 22 – 25, 2026

Luxury Balcony..steps to beach
Elegant bath vanity with brass fixtures and charming botanical wallpaper
Serene king bedroom with luxe linens, soft lighting, and elegant decor
Private oceanfront balcony with stunning beach views and morning coffee vibes
Sunny dining nook with stylish seating and a bright, airy feel

Direct Oceanfront|KING BED-Luxe Balcony w/Sunrises

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(39 reviews)

$1,731.24 USD total for 3 nights

Sep 7 – 10, 2026

Welcome to The Carolina Condo! A newly remodeled beach boutique-style condo.
Follow the boardwalk through the dunes and let the day slow down. Your toes-in-the-sand moment is just ahead. Our condo is just steps to the beach!
Check out the ocean view! Breath in the fresh ocean air and take it all in from the second floor balcony!
Bright and open living room with brand new 65" TCL Roku Smart TV. Stream your favorite shows or watch cable TV. Ocean views from the sofa!
A bright, coastal kitchen with quartz countertops, stainless steel appliances, and everything you need for easy vacation meals.

Brand New Lux Condo - Ocean View! Steps to Beach!

1 bedroom·1 bath
Hilton Head Island • South Carolina

$677.60 USD total for 3 nights

Sep 21 – 24, 2026

Pool
Outdoor dining
Exterior
Bar (on property)
Bar (on property)

Calming lagoon view 2 BR condo on Hilton Head Island.

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(6 reviews)
$175 – $200/ night(excl. fees & taxes)
Welcome to the Carolina Breeze Bungalow! Be(ach) our guest and enjoy all that this little cottage near the sea has to offer!
Charming 3BR / 2 bath beach bungalow with hot tub
Coastal-vibe feels throughout!
Fully-equipped kitchen with everything needed for cooking in. Ample glassware, flatware, cookware, serving pieces...all that's needed for a dishing up a delicious meal!
Start the morning with a cup of coffee via drip, Keurig or French press!

Charming 3BR / 2 bath beach bungalow with hot tub

3 bedrooms·2 baths
Hilton Head Island • South Carolina
5(47 reviews)

$1,362.00 USD total for 3 nights

Sep 7 – 10, 2026

Beachside Resort - Family Comfort 4 U - 2-Bedroom image 9
Fully Stocked Kitchen
Beachside Resort - Family Comfort 4 U - 2-Bedroom image 5
Beachside Resort - Family Comfort 4 U - 2-Bedroom image 10
Beachside Resort - Family Comfort 4 U - 2-Bedroom image 7

Beachside Resort - Family Comfort 4 U - 2-Bedroom

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.93(14 reviews)

$1,191.05 USD total for 4 nights

Sep 7 – 11, 2026

Front Exterior View, Driveway holds 4 Cars, Garage Holds Two Cars.
Exterior Stairs To Front Door
Front Porch Landing
Entry from Front Door
Entry From Front Door

Fully Screened Heated Pool/Elevator/Fenced-51

6 bedrooms·4 baths
Hilton Head Island • South Carolina
4.92(167 reviews)

$2,943.72 USD total for 3 nights

Sep 7 – 10, 2026

Your Beach House Getaway With 6-Seater Golf Cart included with your stay!
6 Seater Electric Golf Cart- INCLUDED w/ stay!
Private pool, patio, plenty of seating, smart TV
Kitchen with eat in island
Living room

91 Sandcastle Court

5 bedrooms·5 baths
Hilton Head Island • South Carolina
5(44 reviews)

$3,087.07 USD total for 3 nights

Sep 13 – 16, 2026

Exterior Front View - Driveway can hold 4 Cars, Garage Can Hold 2 Cars
Entryway 2nd Floor
Front Porch Landing
2nd Floor Great Room
Kitchen View with Large Island and Seating for 4

Fully Screened Heated Pool/Elevator/Fenced-79

6 bedrooms·4 baths
Hilton Head Island • South Carolina
4.94(126 reviews)

$2,687.23 USD total for 3 nights

Sep 7 – 10, 2026

5 Sandy Beach Trail-4th row from the beach
Steps From The Beach! A few minute walk to beach access!
Main Level King Bedroom, fresh duvet cover, smart TV, private bathroom
Cozy Queen Bedroom on Main level w/ fresh duvet cover, smart TV and private bath
5 Sandy Beach Trail

5 Sandy Beach Trail

6 bedrooms·6½ baths
Hilton Head Island • South Carolina
5(6 reviews)

$4,367.87 USD total for 3 nights

Sep 7 – 10, 2026

NEW, 2 bedroom; 2.5 Bath;WALK To BEACH
NEW, 4Bedroom; 4.5 Bath;WALK To BEACH image 3
NEW, 2 bedroom; 2.5 Bath;WALK To BEACH
NEW, 2 bedroom; 2.5 Bath;WALK To BEACH
NEW, 2 bedroom; 2.5 Bath;WALK To BEACH

NEW, 2 bedroom; 2.5 Bath;WALK To BEACH

4 bedrooms·4 baths
Hilton Head Island • South Carolina
5(7 reviews)

$1,090.00 USD total for 3 nights

Oct 25 – 28, 2026

Free cancellation
1 bedroom apartment; WALK to BEACH
1 bedroom apartment; WALK to BEACH
1 bedroom apartment; WALK to BEACH
1 bedroom apartment; WALK to BEACH
1 bedroom apartment; WALK to BEACH

1 bedroom apartment; WALK to BEACH

1 bedroom·1 bath
Hilton Head Island • South Carolina

$780.00 USD total for 3 nights

Oct 25 – 28, 2026

Free cancellation
Front of house
Over head view of pool and hot tub from front porch
Arial view from front of home
Burkes Beach access just a few minutes walk from the house
New Kitchen and appliances

Luxury beach house w/pool, elevator, game room. Steps to Beach

8 bedrooms·7 baths
Hilton Head Island • South Carolina
5(34 reviews)

$3,658.50 USD total for 3 nights

Sep 7 – 10, 2026