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Holly Hill Vacation Packages

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Holly Hill Flight + Hotel Packages

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

The Ryder Hotel

3.5 out of 5
Price was $1,633, price is now $1,190 per person
$1,190
per person
Sep 17 - Sep 20
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 Port of Charleston are located nearby.

Emeline

Emeline

4 out of 5
Save 100% on your flight
Price was $1,734, price is now $1,239 per person
$1,239
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 a fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Charleston City Market and Port of Charleston are located nearby.
This location was right in the middle of the historic district and an easy walk to nice restaurants and things to do!

Reviewed on Jul 22, 2026

Haven by Avantstay Luxury Beachfront Home w/ Pool & Gorgeous Patios

Haven by Avantstay Luxury Beachfront Home w/ Pool & Gorgeous Patios

3.5 out of 5
Save 100% on your flight
Price was $6,371, price is now $4,642 per person
$4,642
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this beach vacation home in Sullivan's Island. Enjoy free parking, a beach locale, and concierge services. Popular attractions Isle of Palms Beach and Fort Sumter are located nearby.

Planters Inn

Planters Inn

4.5 out of 5
Save 100% on your flight
Price was $2,001, price is now $1,467 per person
$1,467
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 Port of Charleston are located nearby.

5B Mariners Walk by Avantstay Shared Pool Minutes to Waterfront Dining + Shops

5B Mariners Walk by Avantstay Shared Pool Minutes to Waterfront Dining + Shops

4 out of 5
Save 100% on your flight
Price was $1,737, price is now $1,276 per person
$1,276
per person
Sep 26 - Oct 2
found 18 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this beach apartment in Isle of Palms. Enjoy free parking, a beach locale, and in-room washers/dryers. Popular attractions Isle of Palms Beach and Wild Dunes Resort Golf Course are located nearby.

Sawyer by Avantstay Stunning Isle Of Palms Home w/ Pool!

Sawyer by Avantstay Stunning Isle Of Palms Home w/ Pool!

4 out of 5
Save 100% on your flight
Price was $2,615, price is now $1,924 per person
$1,924
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Charleston (CHS)
Stay at this villa in Isle of Palms. Enjoy free parking, private pools, and a beach locale. Popular attractions Isle of Palms Beach and Front Beach are located nearby.

3100 Palm Boulevard by Avantstay Beachfront, Ocean Views, Private Pool

3100 Palm Boulevard by Avantstay Beachfront, Ocean Views, Private Pool

3 out of 5
Save 100% on your flight
Price was $10,249, price is now $7,562 per person
$7,562
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 a pool table. Popular attractions Isle of Palms Beach and Front Beach are located nearby.

Sparrow Haus by Avantstay Luxe Isle of Palms Retreat Pool + Firepit + Outdoor Lounge

Sparrow Haus by Avantstay Luxe Isle of Palms Retreat Pool + Firepit + Outdoor Lounge

3 out of 5
Save 100% on your flight
Price was $4,440, price is now $3,324 per person
$3,324
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this cottage in Isle of Palms. Enjoy free parking, patios, and in-room washers/dryers. Popular attractions Isle of Palms Beach and Front Beach are located nearby.

Holly Hill Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Charleston Historic District
Price was $755, price is now $538 per person
$538
per person
Sep 29 - Oct 2
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Charleston (CHS)
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Price was $1,633, price is now $1,190 per person
$1,190
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Sawyer by Avantstay Stunning Isle Of Palms Home w/ Pool!

Sawyer by Avantstay Stunning Isle Of Palms Home w/ Pool!

4 out of 5
Save 100% on your flight
Price was $2,615, price is now $1,924 per person
$1,924
per person
Sep 23 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Charleston (CHS)
Sparrow Haus by Avantstay Luxe Isle of Palms Retreat Pool + Firepit + Outdoor Lounge

Sparrow Haus by Avantstay Luxe Isle of Palms Retreat Pool + Firepit + Outdoor Lounge

3 out of 5
Save 100% on your flight
Price was $4,440, price is now $3,324 per person
$3,324
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)

Holly Hill Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Water's Edge Inn - Adults Only

Water's Edge Inn - Adults Only

3.5 out of 5
Save 100% on your flight
Price was $1,380, price is now $902 per person
$902
per person
Aug 22 - Aug 29
found 16 hours ago
Roundtrip flight included
Denver (DEN) to Charleston (CHS)
The Ryder Hotel

The Ryder Hotel

3.5 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,596, price is now $942 per person
$942
per person
Aug 22 - Aug 29
found 16 hours ago
Roundtrip flight included
Denver (DEN) to Charleston (CHS)
The Francis Marion Hotel

The Francis Marion Hotel

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,336, price is now $933 per person
$933
per person
Aug 22 - Aug 29
found 16 hours ago
Roundtrip flight included
Denver (DEN) to Charleston (CHS)
Emeline

Emeline

4 out of 5
Charleston Historic District
Save 100% on your flight
Price was $1,734, price is now $1,239 per person
$1,239
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Breeze Airways
Fri, Sep 11 - Fri, Sep 11
BDL
Bradley Intl.
CHS
Charleston Intl.
$104 Roundtrip, found 4 days ago
$104
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Fri, Sep 11 from Bradley Intl. to Charleston Intl., returning Fri, Sep 11, priced at $104 found 4 days ago
Breeze Airways
Thu, Oct 1 - Sun, Oct 4
TTN
Mercer
CHS
Charleston Intl.
$132 Roundtrip, found 4 days ago
$132
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Oct 1 from Mercer to Charleston Intl., returning Sun, Oct 4, priced at $132 found 4 days ago
Bargain Flight
Tue, Sep 8 - Sat, Sep 12
DCA
Ronald Reagan Washington National
CHS
Charleston Intl.
$200 Roundtrip, found 3 days ago
$200
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Sep 8 from Ronald Reagan Washington National to Charleston Intl., returning Sat, Sep 12, priced at $200 found 3 days ago
Breeze Airways
Mon, Sep 7 - Fri, Sep 11
SWF
Stewart Intl.
CHS
Charleston Intl.
$201 Roundtrip, found 4 days ago
$201
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Mon, Sep 7 from Stewart Intl. to Charleston Intl., returning Fri, Sep 11, priced at $201 found 4 days ago