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Holly Hill
South Carolina
United States of America
North America
Hotwire.com

Holly Hill Flight + Hotel Packages

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

The Ryder Hotel

3.5 out of 5

Save 100% on your flight

Price was $1,592, price is now $1,015 per person

$1,015

per person

Oct 11 - Oct 16

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.

I stayed in a weekday and hotel was busy. Beautiful restaurant on the roof with good breakfast and lunch. Poolside is nice and stylish. There is also a cute little coffee shop downstairs

Reviewed on Jul 29, 2026

Planters Inn

4.5 out of 5

Save 100% on your flight

Price was $2,007, price is now $1,420 per person

$1,420

per person

Oct 11 - Oct 16

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 clean rooms in our reviews. Popular attractions Charleston City Market and Waterfront Park are located nearby.

Property is under renovation while we stayed. We could not have asked for a better room, considering the price very old-school southern feel to the room.

Reviewed on Jul 29, 2026

The Cooper

5 out of 5

Save 100% on your flight

Price was $1,748, price is now $1,244 per person

$1,244

per person

Aug 28 - Aug 31

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 3 restaurants. Popular attractions Waterfront Park and Port of Charleston are located nearby.

Reviewed on Jul 27, 2026

Hotel Bennett

5 out of 5

Save 100% on your flight

Price was $2,387, price is now $1,741 per person

$1,741

per person

Oct 11 - Oct 16

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 3 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Charleston Music Hall and Charleston City Market are located nearby.

Nice hotel, very clean, very friendly and helpful staff

Reviewed on Jul 29, 2026

137 Grand Pavilion by Avantstay Steps to Beach + Resort Pools Wild Dunes Gated

3 out of 5

Save 100% on your flight

Price was $3,199, price is now $2,336 per person

$2,336

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Stay at this cottage in Isle of Palms. Enjoy free parking, a beach locale, and balconies. Popular attractions Isle of Palms Beach and Front Beach are located nearby.

1111 Middle Street by Avantstay Charming Historic Cottage Featured in "dear John" Movie Beach Access

3 out of 5

Save 100% on your flight

Price was $3,338, price is now $2,443 per person

$2,443

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Book a stay at this beach cottage in Sullivan's Island. Enjoy free parking, a beach locale, and balconies. Popular attractions Isle of Palms Beach and Sullivan's Island Beach are located nearby.

The Charleston Place

5 out of 5

Save 100% on your flight

Price was $2,473, price is now $1,821 per person

$1,821

per person

Oct 11 - Oct 16

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 Port of Charleston are located nearby.

Great experience from check in to check out.

Reviewed on Jul 29, 2026

88 Grand Pavilion Avantstay Near Beach + Pools

3 out of 5

Save 100% on your flight

Price was $3,398, price is now $2,522 per person

$2,522

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charleston (CHS)

Stay at this cottage in Isle of Palms. Enjoy free parking, a beach locale, and balconies. Popular attractions Isle of Palms Beach and Wild Dunes Resort Golf Course are located nearby.