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)

$631.05 USD total for 3 nights

Sep 29 – Oct 2, 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

Oct 4 – 7, 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)

$1,099.60 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

Oct 25 – 28, 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 29 – Oct 2, 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 30 – Oct 3, 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

Oct 31 – Nov 5, 2026

Stones Throw from the beach
Stones Throw from the beach
Stones Throw from the beach
Stones Throw from the beach
Stones Throw from the beach

Stones Throw from the beach

2 bedrooms·1½ baths
Hilton Head Island • South Carolina
4.89(46 reviews)

$700.00 USD total for 3 nights

Sep 29 – Oct 2, 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)

$908.20 USD total for 3 nights

Sep 29 – Oct 2, 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(7 reviews)

$947.13 USD total for 3 nights

Oct 17 – 20, 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)

$778.85 USD total for 3 nights

Sep 29 – Oct 2, 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 29 – Oct 2, 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)

$581.10 USD total for 3 nights

Sep 29 – Oct 2, 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)

$664.35 USD total for 3 nights

Sep 29 – Oct 2, 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 29 – Oct 2, 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)

$814.00 USD total for 3 nights

Sep 29 – Oct 2, 2026

Beautiful sunrise on Folly Field Beach, just 2 blocks from the condo. Only about 5 min walk to the ocean!
Miles and miles of white sandy beaches.
Wow Factor! Folly Field Beach Renovated Cute Clean
Welcome to your vacation! Beach, pools, tennis, hot tub, clubhouse, barbeque grills, picnic tables.... all for you to enjoy.
Just a 5 minute walk to Folly Field Beach! Beach chairs, Beach buggy included

Wow Factor! Folly Field Beach Renovated Cute Clean

2 bedrooms·2 baths
Hilton Head Island • South Carolina
4.67(51 reviews)

$642.85 USD total for 3 nights

Sep 29 – Oct 2, 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)

$797.68 USD total for 3 nights

Sep 29 – Oct 2, 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
4.97(137 reviews)

$503.94 USD total for 3 nights

Oct 5 – 8, 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)

$624.39 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)

$3,654.12 USD total for 7 nights

Oct 20 – 27, 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 18 – 25, 2026

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 29 – Oct 6, 2026