Search Deals onRound O Vacation Packages
Round O Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Ryder Hotel
Save 100% on your flight
Price was $1,627, price is now $998 per person
$998
per person
Oct 12 - Oct 17
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.
Very clean room and property and very nice pool area and location, would definitely recommend staying here.
Reviewed on Jul 26, 2026
Haven by Avantstay Luxury Beachfront Home w/ Pool & Gorgeous Patios
Save 100% on your flight
Price was $8,916, price is now $6,388 per person
$6,388
per person
Oct 6 - Oct 13
found 22 hours 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 Sullivan's Island Beach are located nearby.
Lighthouse by Avantstay Beachfront View Home w/ Pool Table & Ping Pong
Save 100% on your flight
Price was $10,113, price is now $7,254 per person
$7,254
per person
Oct 6 - Oct 13
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Book a stay at this beach cottage in Folly Beach. Enjoy free parking, a beach locale, and concierge services. Popular attractions Folly Island Beaches and Folly River Park are located nearby.
Planters Inn
Save 100% on your flight
Price was $2,123, price is now $1,540 per person
$1,540
per person
Oct 12 - Oct 17
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.
Amazing stay and staff !! Highly recommend!
Reviewed on Jul 25, 2026
2701 Palm Boulevard by Avantstay Steps to the Beach, Ping Pong, Putting Green
Save 100% on your flight
Price was $6,780, price is now $4,965 per person
$4,965
per person
Oct 6 - Oct 13
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this cottage in Isle of Palms. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Isle of Palms Beach and Front Beach are located nearby.
913 Carolina Boulevard by Avantstay Private Pool, Ocean View, Rooftop
Save 100% on your flight
Price was $8,269, price is now $6,057 per person
$6,057
per person
Oct 6 - Oct 13
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this cottage in Isle of Palms. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Isle of Palms Beach and Front Beach are located nearby.
Southern Oasis by Avantstay 0.5mi Walk to the Beach, Pool, Patio, Large Yard
Save 100% on your flight
Price was $5,757, price is now $4,243 per person
$4,243
per person
Oct 6 - Oct 13
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Charleston (CHS)
Stay at this cottage in Isle of Palms. Enjoy free parking, a beach locale, and patios. Popular attractions Isle of Palms Beach and Front Beach are located nearby.
3704 Cameron by Avantstay Pool Bar Multiple Balconies!
Save 100% on your flight
Price was $6,373, price is now $4,698 per person
$4,698
per person
Oct 6 - Oct 13
found 22 hours 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.
Round O Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Round O Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Fri, Sep 11 - Fri, Sep 11
BDL
Bradley Intl.
CHS
Charleston Intl.
$98 Roundtrip, found 1 day ago
$98
Roundtrip
found 1 day ago
Wed, Aug 19 - Tue, Aug 25
DCA
Ronald Reagan Washington National
CHS
Charleston Intl.
$187 Roundtrip, found 17 hours ago
$187
Roundtrip
found 17 hours ago
Thu, Oct 1 - Sun, Oct 4
TTN
Mercer
CHS
Charleston Intl.
$189 Roundtrip, found 1 day ago
$189
Roundtrip
found 1 day ago
Mon, Sep 7 - Fri, Sep 11
SWF
Stewart Intl.
CHS
Charleston Intl.
$200 Roundtrip, found 1 day ago
$200
Roundtrip
found 1 day ago
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