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The best cottages in Hilton Head Island

Check out our selection of great cottages in Hilton Head Island

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Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

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Boasting air-conditioned accommodation with a private pool, garden view and a balcony, Tranquility in paradise- 2 bedroom villa w/parking is situated in Hilton Head Island. This property offers access to a terrace, free private parking and free WiFi. The property features a children's playground and outdoor furniture.

We had a family of six, five adults and a child. There was enough room to accommodate all of us. We hung out at the patio a lot too. The entire place was very nice and clean. We went on Father’s Day weekend, couldn’t beat the price, and was pleasantly surprised at how nice the villa was. Hope to visit again soon!

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9.1
Wonderful
9 reviews
Price from
$247.50
per night

The spacious holiday home features 3 bedrooms, a flat-screen TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 3 bathrooms with a hot tub. Towels and bed linen are featured in the holiday home. The accommodation offers a fireplace.

Clean and comfortable with every convenience -board games for those lazy times -pickle ball sets and access to the courts when we were feeling more energetic

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9.7
Exceptional
7 reviews
Price from
$350
per night

Set in Hilton Head Island, within 1.8 km of Hilton Head Island Beach, Hilton Head Island Resort Townhome with Beach Access offers accommodation with air conditioning. The accommodation features a 24-hour front desk and parking on-site.

The place was great. Very clean and stocked with everything that you could need.

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9.8
Exceptional
5 reviews
Price from
$235
per night

The villa with a balcony and quiet street views has 2 bedrooms, a living room, a flat-screen TV, an equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a walk-in shower. Featuring air conditioning, this unit has a dressing room and a fireplace. The property has an outdoor dining area.

Excellent location. The hosts were quick to respond when we had an issue. They went above and beyond to help us out. We would definitely love to stay again for a longer period of time.

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9.7
Exceptional
12 reviews
Price from
$189
per night

The spacious holiday home features 4 bedrooms, 3 bathrooms, bed linen, towels, a flat-screen TV with streaming services, a dining area, a fully equipped kitchen, and a patio with garden views. Featuring air conditioning, this unit has a dressing room and a fireplace. The property has an outdoor dining area.

The home was beautiful. I mentioned to Susan that it was my Grandson's birthday and she decorated and left goodies for him. The home was cozy, comfortable and very close to the Beach. We had a blast! Thank you guys so much!

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10
Exceptional
14 reviews
Price from
$325
per night

Situated in Hilton Head Island, 200 metres from Coligny Beach Park and 200 metres from Hilton Head Island Beach South, Surf Court Villas 5 features air-conditioned accommodation with a balcony and free WiFi. The property is non-smoking and is set 1.3 km from Hilton Head Island Beach.

Clean, comfortable and great location! Close to local shopping. Easy access to lots of activities.

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9
Wonderful
6 reviews

Situated in Hilton Head Island in the South Carolina region and Hilton Head Island Beach South reachable within 100 metres, Luxury Beach House - 2min Walk to Beach - Private Pool - Group & Dog Friendly features accommodation with free WiFi, barbecue facilities, a private beach area and free private parking. This recently renovated holiday home is located 1.6 km from Coligny Beach Park and 2.7 km from Hilton Head Island Beach. The accommodation provides private check-in and check-out and a shared lounge for guests.

Nice, clean house. Well laid out for our families

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9.8
Exceptional
9 reviews

Featuring accommodation with a heated pool, sea view and a patio, Spa on Port Royal Sound III is located in Hilton Head Island. Free WiFi is available throughout the property and Fish Haul Beach Park is 300 metres away.

Having a pool and beach both @ your location!

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9.4
Wonderful
5 reviews
Price from
$164.50
per night

Set in Hilton Head Island in the South Carolina region, New Pics! Harbour Town 3BR/3BA - Pool Access - Book Now features a patio and garden views. This property offers access to a balcony, free private parking and free WiFi. The outdoor swimming pool features a pool bar and fence.

We stayed here for spring break with 2 adults and 2 kids 4/6. It was a fantastic location right in Sea Pines by Harbour Town. So easy to access the harbor where we did a few excursions (Pirates of Hilton Head, Vagabond dolphin cruise), and you are biking/walking distance to a few playgrounds, as well as restaurants. The hosts were super responsive, answering questions before and during our stay. The accommodations are very clean, spacious, and there are nice thoughtful touches you don't often find in other rentals -- lots of usb charging plugs in logical spots throughout the room, for example.

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9.6
Exceptional
12 reviews
Price from
$237.50
per night

In the Heart of Harbour Town 2BR 2BA Pool Access Close to Beach is set in Hilton Head Island and offers a bar. This holiday home has a private pool, a garden and free private parking.

The 2-bedroom holiday home is fitted with a living room with a flat-screen TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, and 3 bathrooms with a hair dryer. Towels and bed linen are offered in the holiday home. This holiday home is allergy-free and non-smoking.

Full equipped! And in the best location

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9.6
Exceptional
10 reviews
Price from
$231.30
per night

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.
Search cottages in Hilton Head Island

Most booked cottages in Hilton Head Island this month

Enjoy breakfast in Hilton Head Island!

  • 3 BR Villa Perfect for Families and Friends in Sea Pines, Hilton Head
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 7 reviews

    Featuring a tennis court, 3 BR Villa Perfect for Families and Friends in Sea Pines, Hilton Head provides accommodations in Hilton Head Island.

    Place was clean, organized, amenities were as described, decorations were tasteful. Access was quick and effortless.

  • Hilton Head Island Resort Townhome with Beach Access
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 5 reviews

    The air-conditioned accommodation is 1.1 miles from Hilton Head Island Beach. The accommodation features a 24-hour front desk and parking on-site.

    Loved the location! Loved everything about this place!

  • A Magical Treehouse by the Sea!
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 12 reviews

    Featuring a private beach area, A Magical Treehouse by the Sea! features accommodations in Hilton Head Island. This property offers access to a balcony, free private parking, and free Wifi.

    Super close proximity to shops. Lots of nature surrounding the property. Nice outdoor seating area. Hosts gave quick responses

  • Pink Sand Hideaway
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 14 reviews

    The vacation home, set in a building dating from 2022, offers free Wifi and free private parking.

    The spaciousness for our group and kitchen supplies were available including candles. I love candles.

  • Surf Court Villas 5
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 6 reviews

    This villa features air-conditioned accommodations with a balcony and free Wifi.

  • Luxury Beach House - 2min Walk to Beach - Private Pool - Group & Dog Friendly
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 9 reviews

    Luxury Beach House - 2min Walk to Beach - Private Pool - Group & Dog Friendly is a recently renovated vacation home in Hilton Head Island where guests can make the most of its outdoor swimming pool,...

    Nice, clean house. Well laid out for our families

  • Spa on Port Royal Sound III
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 5 reviews

    With sea views, this accommodation provides a patio. Free Wifi is available throughout the property and Fish Haul Beach Park is a 4-minute walk away.

  • New Pics! Harbour Town 3BR/3BA - Pool Access - Book Now
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 12 reviews

    Offering a garden, New Pics! Harbour Town 3BR/3BA - Pool Access - Book Now offers accommodations in Hilton Head Island. This property offers access to a terrace, free private parking, and free Wifi.

    We loved everything about the property! Beautiful place!

These cottages in Hilton Head Island have options with FREE cancellation

  • In the Heart of Harbour Town 2BR 2BA Pool Access Close to Beach
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 10 reviews

    Offering a garden, In the Heart of Harbour Town 2BR 2BA Pool Access Close to Beach offers accommodations in Hilton Head Island. This property offers a private pool and free private parking.

    I have never stayed at a place this well stocked!! They thought of everything!

  • Springwood Villas II
    Free cancellation options available
    9.2
    Scored 9.2
    Wonderful
    Rated wonderful
     · 15 reviews

    Springwood Villas II is offering accommodations in Hilton Head Island. There's a private entrance at the vacation home for the convenience of those who stay. Each room has a TV with cable channels.

    the layout was very good. It fit my needs very well.

  • Racquet Club Villas 2361
    Free cancellation options available
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 12 reviews

    This villa offers accommodations with a balcony and free Wifi. The property features a children's playground and parking on-site.

    The location was wonderful and the condo was spotless.

  • Fraser's Folly - Updated Harbour Town Villa
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 7 reviews

    This vacation home features air-conditioned accommodations with a patio.

  • Beachwood Place 1H
    Free cancellation options available
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 10 reviews

    This beachfront property offers access to free Wifi. The property offers a children's playground and parking on-site.

    Clean and pleasantly decorated. Location is perfect.

  • Hammock Breeze 11
    Free cancellation options available
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 6 reviews

    Guests can benefit from a balcony and a children's playground. Free Wifi is available throughout the property and Fish Haul Beach Park is a few steps away.

    The location was great. Nice and quiet neighborhood

  • Golfmaster D2
    Free cancellation options available
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 8 reviews

    Golfmaster D2 is located in Hilton Head Island, just 1.8 miles from Hilton Head Island Beach South and 1.8 miles from Hilton Head Island Beach.

    The condo was beautifully decorated clean and comfortable.

  • Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View
    9.4
    Scored 9.4
    Wonderful
    Rated wonderful
     · 34 reviews

    Just a 5-minute walk from Hilton Head Island Beach South and 0.4 miles from Coligny Beach Park, Direct Oceanfront Villa - Heated Pool & Breathtaking Ocean View features accommodations in Hilton Head...

    The location was great!! The access to the beach was great!

Traveling by car? These cottages in Hilton Head Island offer free parking!

  • Tranquility in paradise- 2 bedroom villa w/parking
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 9 reviews

    A recently renovated villa, Tranquility in paradise- 2 bedroom villa w/parking offers accommodations in Hilton Head Island. This property offers access to a terrace and free private parking.

  • Modern Island Serenity!-Pet-Friendly villa
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 5 reviews

    Providing a garden, Modern Island Serenity!-Pet-Friendly villa offers accommodations in Hilton Head Island. This property offers access to a terrace and free private parking.

  • Serenity in Paradise
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 6 reviews

    Providing a seasonal outdoor swimming pool, Serenity in Paradise features accommodations in Hilton Head Island. This property offers access to a terrace and free private parking.

  • Spacious, cozy villa w/parking in Coligny Villas
    8.8
    Scored 8.8
    Excellent
    Rated excellent
     · 18 reviews

    Just a 10-minute walk from Coligny Beach Park and 0.6 miles from Hilton Head Island Beach, Spacious, cozy villa w/parking in Coligny Villas features accommodations in Hilton Head Island with a garden.

    close to all the shops and walking distance to the beach- kids loved the pool too

  • HHI Homes- Newly Renovated Cozy Modern Pet-Friendly Villa-Ideal Location
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 17 reviews

    Offering a seasonal outdoor swimming pool, HHI Homes- Newly Renovated Cozy Modern Pet-Friendly Villa-Ideal Location provides accommodations in Hilton Head Island.

    Pet friendly, clean, very nice villa, pool, quiet, location.

  • The Blue Heron at Coligny Circle

    The Blue Heron at Coligny Circle is located in Hilton Head Island, just a 5-minute walk from Coligny Beach Park and 1.1 miles from Hilton Head Island Beach South.

  • St. Andrews 1671

    St. Andrews 1671 offers accommodations in Hilton Head Island, a 19-minute walk from Hilton Head Island Beach. Both free Wifi and parking on-site are available at the villa free of charge.

  • Contemporary bliss-newly renovated cozy villa!
    7.3
    Scored 7.3
    Good
    Rated good
     · 3 reviews

    Offering a seasonal outdoor swimming pool and a garden, Contemporary bliss-newly renovated cozy villa! in Hilton Head Island is close to Hilton Head Island Beach and Coligny Beach Park.

FAQ about cottages in Hilton Head Island





Cottages That Guests Love in Hilton Head Island

  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 128 reviews
    Great location, short walk to Islanders Beach. Lovely pools, quiet resort. Nothing fancy but clean and cozy.
    Jeske
    Family with young children
  • 9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 1 review
    The "bungalow" one bedroom layout is perfect for two people, and the place has everything you would need (except bikes, but they were easy to rent), The location within Sea Pines is also wonderful - right inside the lower gate, so close to everything, but also very private and quiet. It was a great launching point for exploring the island by bike.
    Steve Will
    Solo traveler
  • 7.9
    Scored 7.9
    Good
    Rated good
     · 52 reviews
    Location near the little pier on small Fish Haul Beach. Landscaping. Security. Loved the kitchen. Comfortable beds. Quiet, never heard the neighbors, no noise from the parking lot. Not as many tourists as Coligny Beach. Our end unit was the best. The pool and hot tub were sanitary.
    Elizabeth
    Group
  • Avg. price/night: $310.24
    7.9
    Scored 7.9
    Good
    Rated good
     · 1,629 reviews
    Location was perfect! Close to restaurants and right next to shuttle that took us to the RBH Heritage Golf Tournament.
    Debbie
    Young couple
  • Avg. price/night: $272.53
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 2,981 reviews
    Comfortable, cozy place. And had a nice kitchen are as well
    mark
    Young couple
  • Avg. price/night: $272.53
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 2,981 reviews
    Hot tub
    J
    JASON
    Young couple
  • Avg. price/night: $634.59
    8.4
    Scored 8.4
    Very Good
    Rated very good
     · 730 reviews
    Large rooms with a kitchenette Very friendly staff everywhere Beachside location with a short walk to the beautiful beach A heated pool , hot tubs and fire pits. Good food choices from coffee bar, sportsbar or restaurant.
    Amanda
    Family with young children
  • 9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 24 reviews
    Extremely clean and cozy. Great selection of coffee and flavors along with a welcome basket. Close to a beach access.
    Jonathan
    Young couple
  • Avg. price/night: $97.68
    8.0
    Scored 8.0
    Very Good
    Rated very good
     · 986 reviews
    The room was clean, looked to be recently remodeled and was quite cozy in general. The staff was also very friendly and accommodating.
    M
    MATT
    Solo traveler
  • Avg. price/night: $272.53
    8.7
    Scored 8.7
    Excellent
    Rated excellent
     · 2,981 reviews
    The rooms were nice and big enough. The pool and hot tub area was clean. There was a little dog area and a playground behind the house which was very convenient.
    Kristina
    Family with young children

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