Living Area
Entry to Villa
Entry hall
Primary Bedroom with King Bed
Primary Bath with full tub

Coastal Calm Retreat in Palmetto Dunes

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(1 review)

$692.10 USD total for 3 nights

Sep 26 – 29, 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(8 reviews)

$4,367.87 USD total for 3 nights

Sep 22 – 25, 2026

Coastal Charm - Beach, pickleball, golf, pets image 1
Coastal Charm - Beach, pickleball, golf, pets image 2
Coastal Charm - Beach, pickleball, golf, pets image 3
Coastal Charm - Beach, pickleball, golf, pets image 4
Kitchen with counter and stools

Coastal Charm Pets n Family Palmetto Dunes QG

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.91(270 reviews)

$980.80 USD total for 3 nights

Oct 3 – 6, 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(201 reviews)

$686.57 USD total for 3 nights

Sep 28 – Oct 1, 2026

A Walk to Remember on Hilton Head
Outfitters bike rentals
Hilton Head Outfitters
Hilton Head Outfitters
Entrance to the Beach from The Dunes House access

A Walk to Remember on Hilton Head

3 bedrooms·2½ baths
Hilton Head Island • South Carolina
5(79 reviews)

$1,176.60 USD total for 3 nights

Sep 29 – Oct 2, 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)

$880.80 USD total for 3 nights

Sep 22 – 25, 2026

Beach, Please! - HHI Escape
Beach, Please! - HHI Escape
Beach, Please! - HHI Escape
Beach, Please! - HHI Escape
Beach, Please! - HHI Escape

Beach, Please! - HHI Escape

2 bedrooms·1½ baths
Hilton Head Island • South Carolina
5(4 reviews)

$1,186.50 USD total for 3 nights

Sep 22 – 25, 2026

Palmetto Dunes Golf and Tennis Villa
Palmetto Dunes Golf and Tennis Villa
Palmetto Dunes Golf and Tennis Villa
Palmetto Dunes Golf and Tennis Villa
Palmetto Dunes Golf and Tennis Villa

Palmetto Dunes Golf and Tennis Villa

2 bedrooms·3 baths
Hilton Head Island • South Carolina
5(9 reviews)

$1,595.00 USD total for 5 nights

Sep 22 – 27, 2026

LR to kitchen
Master Bedroom
bedroom 2
dining room
Kitchen into LR

Cozy Coastal Chic

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.94(113 reviews)

$972.00 USD total for 3 nights

Sep 28 – Oct 1, 2026

Sunny Sails-11 min walk to Private Beach Access image 1
Sunny Sails-11 min walk to Private Beach Access image 2
Sunny Sails-11 min walk to Private Beach Access image 3
Sunny Sails-11 min walk to Private Beach Access image 4
Sunny Sails-11 min walk to Private Beach Access image 5

Sunny Sails-11 min walk to Private Beach Access

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(6 reviews)

$883.64 USD total for 3 nights

Oct 17 – 20, 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
$141 – $768/ night(excl. fees & taxes)
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)

$778.85 USD total for 3 nights

Sep 22 – 25, 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 25 – 28, 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)
$145 – $250/ night(excl. fees & taxes)
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)

$730.95 USD total for 3 nights

Sep 22 – 25, 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 22 – 25, 2026

Dog Friendly Stones Throw from Folly Field Beach
Dog Friendly Stones Throw from Folly Field Beach
Dog Friendly Stones Throw from Folly Field Beach image 2
Dog Friendly Stones Throw from Folly Field Beach image 17
Dog Friendly Stones Throw from Folly Field Beach image 3

Dog Friendly Stones Throw from Folly Field Beach

2 bedrooms·2½ baths
Hilton Head Island • South Carolina

$825.00 USD total for 3 nights

Sep 22 – 25, 2026

Picture yourself having your morning coffee on our balcony!
This is a beautiful stroll to the beach. Fiddler's also has 2 private beach entrances.
Taken at Folly Field Beach at sunrise. I love seeing dolphins from the shore!
Our kitchen is stocked with a Starter supply of kitchen products: Paper towels, dish soap, dishwasher tabs, etc.
Our newly renovated kitchen! New appliances, quartz countertops, frosted glass backsplash!

Fiddler's Escape-Chilled Pool, Walk to Beach

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(108 reviews)

$852.50 USD total for 3 nights

Sep 22 – 25, 2026

Coastal Cabana-10 min walk to Private Beach Access
Coastal Cabana-10 min walk to Private Beach Access
Coastal Cabana-10 min walk to Private Beach Access
Coastal Cabana-10 min walk to Private Beach Access
Coastal Cabana-10 min walk to Private Beach Access

Coastal Cabana-10 min walk to Private Beach Access

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(7 reviews)

$910.02 USD total for 3 nights

Sep 22 – 25, 2026

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!
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.
Enjoy an open-concept living area with custom gallery walls, comfortable seating, and a charming dining space. Bright, airy, and thoughtfully designed, this room blends coastal elegance with modern comfort.
Start your day with coffee on the balcony in this top-floor retreat offering expansive views, in the coveted “Y” positioning, the “sweet spot” overlooking the ocean, tranquil fountain, and private boardwalk The stay you wished you booked longer.
The bright, open layout with stunning Grasscloth wallpaper flows seamlessly from bedroom to living spaces, leading toward the balcony and expansive ocean views beyond.

Luxury OCEANVIEW at Oceanfront Resort - Romantic Escape

1 bedroom·1 bath
Hilton Head Island • South Carolina
5(61 reviews)

$1,170.19 USD total for 3 nights

Sep 22 – 25, 2026

Welcome to "Tygers On The Beach", providing you with everything you need to relax and unwind on Hilton Head Island!
Relax on the comfy brand new living room set while you stream your favorite shows on the 65” TV. Cable TV is provided on this TV only, you'll need to bring your streaming passwords to sign into th
Pamper yourself using the makeup table with touch control lighting. For your convenience, USB charging ports are on the lamps in both bedrooms.
Picture yourself in this Olympic size heated/ cooled pool, enjoying the provided beach towels. Pools are open March 1- Nov. 1.
Relax or nap on this super comfortable Brand New recliner. Purchased November 2023.

Fiddler's Cove 13B 1st Floor, Heated pools, W/D

2 bedrooms·2 baths
Hilton Head Island • South Carolina
5(136 reviews)

$503.94 USD total for 3 nights

Sep 27 – 30, 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)

$1,625.90 USD total for 3 nights

Oct 12 – 15, 2026

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)

$629.94 USD total for 3 nights

Oct 24 – 27, 2026

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)
$449/ night(excl. fees & taxes)