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Sullivan's Island Vacation Packages

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A historical site with cannons, a brick pathway, and a grassy hill.

Sullivan's Island
South Carolina
United States of America
North America
Hotwire.com

Sullivan's Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

The Ryder Hotel

3.5 out of 5

Price was $837, price is now $609 per person

$609

per person

Dec 4 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Stay at this hotel in Charleston. Enjoy 2 bars/lounges, breakfast (surcharge), and 24-hour room service. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

Perfect location! Rooms were very comfortable. Short walk to shopping on King and just a couple of blocks from all of the historic sites. Staff was incredibly friendly! We will be back!

Reviewed on Oct 10, 2026

The Charleston Place

5 out of 5

Save 100% on your flight

Price was $1,789, price is now $1,305 per person

$1,305

per person

Dec 4 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

We love Charleston Place! Our first time and will do it again and again! The lobby, the grand staircase, the staff, service, dining options, et al! Truly amazing all around!

Reviewed on Oct 7, 2026

The Restoration

4 out of 5

Price was $922, price is now $726 per person

$726

per person

Dec 4 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Book a stay at this luxury hotel in Charleston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

We want to single out the Manager (Kathy) who was the most gracious, helpful, service-oriented person we've ever experienced in any hotel we've ever stayed. She made our visit the MOST SPECIAL!

Reviewed on Oct 10, 2026

The Francis Marion Hotel

4 out of 5

Price was $813, price is now $644 per person

$644

per person

Dec 18 - Dec 20

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Charleston City Market and South Carolina Aquarium are located nearby.

The Ansonborough

4 out of 5

Price was $952, price is now $778 per person

$778

per person

Dec 4 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Book a stay at this business-friendly hotel in Charleston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

The Dewberry Charleston

5 out of 5

Price was $1,436, price is now $1,187 per person

$1,187

per person

Dec 4 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Book a stay at this luxury hotel in Charleston. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions South Carolina Aquarium and Charleston City Market are located nearby.

Reviewed on Oct 3, 2026

HarbourView Inn

4 out of 5

Price was $1,341, price is now $1,119 per person

$1,119

per person

Dec 4 - Dec 6

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Book a stay at this business-friendly hotel in Charleston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Waterfront Park and Charleston City Market are located nearby.

The Nicholas

3 out of 5

Price was $1,782, price is now $1,489 per person

$1,489

per person

Nov 25 - Nov 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Stay at this B&B in Charleston. Enjoy free breakfast, free WiFi, and concierge services. Popular attractions Charleston City Market and Waterfront Park are located nearby.

Great location. Off site management company was a little different. Parking is minimal but the room was lovely and a short walk to the action on King Street. Recommend!

Reviewed on Sep 23, 2026