Vacation rentals in Callawassie Island, SC

Best vacation rentals and Airbnb offers in Callawassie Island, SC

10 ★ 9 reviews

Fire Pit + Yard: Charming Port Royal Home!

Cottage, Callawassie Island

Fire Pit + Yard: Charming Port Royal Home! is a cottage in Callawassie Island, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Fire Pit + Yard: Charming Port Royal Home!

Fire Pit + Yard: Charming Port Royal Home! is a cottage in Callawassie Island, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,409.

From$161/night

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10 ★ 1 reviews

Explore Beaches & May River! Family Bluffton Home

Cottage, Callawassie Island

Explore Beaches & May River! Family Bluffton Home is a cottage in Callawassie Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable…

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About Explore Beaches & May River! Family Bluffton Home

Explore Beaches & May River! Family Bluffton Home is a cottage in Callawassie Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,973.

From$226/night

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10 ★ 1 reviews

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Cottage, Callawassie Island

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach! is a cottage in Callawassie Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base…

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About Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach! is a cottage in Callawassie Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,792.

From$311/night

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9.4 ★ 3 reviews

5 Mi to Downtown Beaufort: Pet-friendly Cottage!

Cottage, Callawassie Island

5 Mi to Downtown Beaufort: Pet-friendly Cottage! is a cottage in Callawassie Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 5 Mi to Downtown Beaufort: Pet-friendly Cottage!

5 Mi to Downtown Beaufort: Pet-friendly Cottage! is a cottage in Callawassie Island, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,231.

From$138/night

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Waterfront vacation rentals in Callawassie Island, SC

Discover vacation rentals close to the coast, water, and beach areas around Callawassie Island, SC.

4 Mi to Beach: Family-Friendly Hilton Head Retreat

Holiday Home, Callawassie Island

4 Mi to Beach: Family-Friendly Hilton Head Retreat is a holiday home in Callawassie Island, with easy beach access, parking, and room for a group. This stay gives travelers a comfortable…

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About 4 Mi to Beach: Family-Friendly Hilton Head Retreat

4 Mi to Beach: Family-Friendly Hilton Head Retreat is a holiday home in Callawassie Island, with easy beach access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,013.

From$318/night

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Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Holiday Home, Callawassie Island

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach! is a holiday home in Callawassie Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable…

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About Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach!

Bluffton Getaway w/ Fenced Yard: 7 Mi to Beach! is a holiday home in Callawassie Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,693.

From$273/night

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MBR King & 4 Queens Huge Living Room Covered Porch Bikes & Beach Gear included

Holiday Home, Callawassie Island

MBR King & 4 Queens Huge Living Room Covered Porch Bikes & Beach Gear included is a holiday home in Callawassie Island, with easy beach access and room for a group. This stay gives…

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About MBR King & 4 Queens Huge Living Room Covered Porch Bikes & Beach Gear included

MBR King & 4 Queens Huge Living Room Covered Porch Bikes & Beach Gear included is a holiday home in Callawassie Island, with easy beach access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, ac, air conditioning, and internet.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,035.

From$291/night

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4 Mi to Beach: Family-friendly Hilton Head Retreat

Apartment, Callawassie Island

4 Mi to Beach: Family-friendly Hilton Head Retreat is a apartment in Callawassie Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About 4 Mi to Beach: Family-friendly Hilton Head Retreat

4 Mi to Beach: Family-friendly Hilton Head Retreat is a apartment in Callawassie Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,127.

From$358/night

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Family-friendly vacation rentals in Callawassie Island, SC

Plan a trip with stays that give families more room to spread out.

5 Mi to Old Town Bluffton: Cottage w/ Patio

Holiday Home, Callawassie Island

5 Mi to Old Town Bluffton: Cottage w/ Patio is a holiday home in Callawassie Island, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About 5 Mi to Old Town Bluffton: Cottage w/ Patio

5 Mi to Old Town Bluffton: Cottage w/ Patio is a holiday home in Callawassie Island, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,713.

From$148/night

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Coastal Home w/ Yard < 1 Mi to Old Town Bluffton!

Cottage, Callawassie Island

Coastal Home w/ Yard < 1 Mi to Old Town Bluffton! is a cottage in Callawassie Island, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Coastal Home w/ Yard < 1 Mi to Old Town Bluffton!

Coastal Home w/ Yard < 1 Mi to Old Town Bluffton! is a cottage in Callawassie Island, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,618.

From$175/night

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5 Mi to Old Town Bluffton: Cottage w/ Patio

Cottage, Callawassie Island

5 Mi to Old Town Bluffton: Cottage w/ Patio is a cottage in Callawassie Island, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 5 Mi to Old Town Bluffton: Cottage w/ Patio

5 Mi to Old Town Bluffton: Cottage w/ Patio is a cottage in Callawassie Island, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,777.

From$182/night

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1 Mi to River! Relaxing Family Home in Bluffton

Cottage, Callawassie Island

1 Mi to River! Relaxing Family Home in Bluffton is a cottage in Callawassie Island, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base…

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About 1 Mi to River! Relaxing Family Home in Bluffton

1 Mi to River! Relaxing Family Home in Bluffton is a cottage in Callawassie Island, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,561.

From$267/night

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Pet-friendly vacation rentals in Callawassie Island, SC

Bring your pet along with stays that welcome four-legged travelers.

Serenity in Paradise

Villa, Callawassie Island

Serenity in Paradise is a villa in Callawassie Island, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Serenity in Paradise

Serenity in Paradise is a villa in Callawassie Island, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,361.

From$135/night

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Elegant 2-bedroom pet-friendly villa w 2 parking spaces

Apartment, Callawassie Island

Elegant 2-bedroom pet-friendly villa w 2 parking spaces is a apartment in Callawassie Island, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base…

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About Elegant 2-bedroom pet-friendly villa w 2 parking spaces

Elegant 2-bedroom pet-friendly villa w 2 parking spaces is a apartment in Callawassie Island, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, pet friendly, pets friendly, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,362.

From$135/night

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HHI Homes LLC

B & B, Callawassie Island

HHI Homes LLC is a b & b in Callawassie Island, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About HHI Homes LLC

HHI Homes LLC is a b & b in Callawassie Island, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, pets friendly, and bed and breakfast.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,466.

From$140/night

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Dogs Welcome! Adorable 3-bedroom Coastal Home in Historic Old Town Bluffton

Holiday Home, Callawassie Island

Dogs Welcome! Adorable 3-bedroom Coastal Home in Historic Old Town Bluffton is a holiday home in Callawassie Island, with pet-friendly space and room for a group. This stay gives travelers…

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About Dogs Welcome! Adorable 3-bedroom Coastal Home in Historic Old Town Bluffton

Dogs Welcome! Adorable 3-bedroom Coastal Home in Historic Old Town Bluffton is a holiday home in Callawassie Island, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pet friendly, pets friendly, washer, and dryer.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,940.

From$188/night

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Vacation rentals with a pool in Callawassie Island, SC

Add a pool to the search when you want an easy place to cool off between outings.

10 ★ 2 reviews

Montage Palmetto Bluff Residences

Holiday Home, Callawassie Island

Montage Palmetto Bluff Residences is a holiday home in Callawassie Island, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Montage Palmetto Bluff Residences

Montage Palmetto Bluff Residences is a holiday home in Callawassie Island, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $17,072.

From$2,030/night

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The Spa 1115

Apartment, Callawassie Island

The Spa 1115 is a apartment in Callawassie Island, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About The Spa 1115

The Spa 1115 is a apartment in Callawassie Island, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,315.

From$174/night

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Pool Time & Island Vibes! Hilton Head Getaway

Apartment, Callawassie Island

Pool Time & Island Vibes! Hilton Head Getaway is a apartment in Callawassie Island, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Pool Time & Island Vibes! Hilton Head Getaway

Pool Time & Island Vibes! Hilton Head Getaway is a apartment in Callawassie Island, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,424.

From$150/night

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'palmetto Breeze Retreat' Pool & Coastal Elegance

Cottage, Callawassie Island

'palmetto Breeze Retreat' Pool & Coastal Elegance is a cottage in Callawassie Island, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About 'palmetto Breeze Retreat' Pool & Coastal Elegance

'palmetto Breeze Retreat' Pool & Coastal Elegance is a cottage in Callawassie Island, with pool access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,450.

From$491/night

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Vacation rentals with parking in Callawassie Island, SC

Find vacation rentals that make arriving by car easier.

3 Decks & Water Views: Breezy Home in Hilton Head

Holiday Home, Callawassie Island

3 Decks & Water Views: Breezy Home in Hilton Head is a holiday home in Callawassie Island, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the…

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About 3 Decks & Water Views: Breezy Home in Hilton Head

3 Decks & Water Views: Breezy Home in Hilton Head is a holiday home in Callawassie Island, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, parking, paid parking, and heating.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,430.

From$465/night

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Relax Fireside: Family Home 6 Mi to Dtwn Beaufort!

Cottage, Callawassie Island

Relax Fireside: Family Home 6 Mi to Dtwn Beaufort! is a cottage in Callawassie Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Relax Fireside: Family Home 6 Mi to Dtwn Beaufort!

Relax Fireside: Family Home 6 Mi to Dtwn Beaufort! is a cottage in Callawassie Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,791.

From$198/night

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3 Decks & Water Views: Breezy Home in Hilton Head

Cottage, Callawassie Island

3 Decks & Water Views: Breezy Home in Hilton Head is a cottage in Callawassie Island, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 3 Decks & Water Views: Breezy Home in Hilton Head

3 Decks & Water Views: Breezy Home in Hilton Head is a cottage in Callawassie Island, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,601.

From$511/night

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