Cheap flights from HVN to EYW (Tweed - New Haven Regional to Key West Intl.)
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Cheap Flights from HVN to EYW starting at One Way, $487 Round Trip
Prices starting at $487 for return flights and for one-way flights to Key West Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.
HVN
New Haven
EYW
Key West
$487 Roundtrip, found 1 day ago
$487
Roundtrip
found 1 day ago
HVN
New Haven
EYW
Key West
$496 Roundtrip, found 1 day ago
$496
Roundtrip
found 1 day ago
HVN
New Haven
EYW
Key West
$506 Roundtrip, found 1 day ago
$506
Roundtrip
found 1 day ago
HVN
New Haven
EYW
Key West
$515 Roundtrip, found 1 day ago
$515
Roundtrip
found 1 day ago
HVN
New Haven
EYW
Key West
$518 Roundtrip, just found
$518
Roundtrip
just found
HVN
New Haven
EYW
Key West
$520 Roundtrip, found 1 day ago
$520
Roundtrip
found 1 day ago
HVN
New Haven
EYW
Key West
$527 Roundtrip, just found
$527
Roundtrip
just found
HVN
New Haven
EYW
Key West
$529 Roundtrip, found 1 day ago
$529
Roundtrip
found 1 day ago
HVN
New Haven
EYW
Key West
$534 Roundtrip, found 1 day ago
$534
Roundtrip
found 1 day ago
HVN
New Haven
EYW
Key West
$548 Roundtrip, found 1 day ago
$548
Roundtrip
found 1 day ago
Hotel Ideas near Key West Intl.
Airport Hotels near Key West Intl.
Hyatt Vacation Club at Windward Pointe, Key West
3675 South Roosevelt Boulevard, Key West, FL
$313 nightly
The price is $352 total per night from Aug 9 to Aug 10
$352 total
Aug 9 - Aug 10
Total includes taxes and fees
Stay at this 3.5-star eco-certified hotel in Key West. Enjoy free WiFi, free parking, and a snack bar/deli. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (1,002 reviews)
"Great room size with view of Atlantic Ocean. Very friendly staff. Safe place to stay and would stay again. FYI you will need to rent a golf cart to get to Duval st area. Taxi is $20 for every ride. Busses run very slow and unreliable. Key West is golf cart friendly and traffic runs at golf cart speed. ..."
Reviewed on Jul 4, 2025
Hampton Inn Key West FL
3755 S Roosevelt Blvd, Key West, FL
$199 nightly
The price is $224 total per night from Jul 13 to Jul 14
$224 total
Jul 13 - Jul 14
Total includes taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,179 reviews)
"Beautiful resort! The staff was very friendly and fun! The pool and Cheekie Hut are awesome! We really enjoyed our stay and will return!"
Reviewed on Jul 6, 2025
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
$165 nightly
The price is $186 total per night from Aug 3 to Aug 4
$186 total
Aug 3 - Aug 4
Total includes taxes and fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,001 reviews)
"No comment"
Reviewed on Jun 25, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotels In Key West
Beachside Resort & Residences
3841 N Roosevelt Blvd, Key West, FL
$210 nightly
The price is $236 total per night from Jul 21 to Jul 22
$236 total
Jul 21 - Jul 22
Total includes taxes and fees
Stay at this 3.5-star beach hotel in Key West. Enjoy free WiFi, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,301 reviews)
"Expensive compared to a “real resort”"
Reviewed on Jul 6, 2025
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
$259 nightly
The price is $291 total per night from Aug 4 to Aug 5
$291 total
Aug 4 - Aug 5
Total includes taxes and fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,607 reviews)
"Very close to the Hot Spot of Duval St. yet far enough away to not hear the late night shenanigans! It looked as though there was plenty of pool space, unfortunately due to time constraints, we were not able to partake ."
Reviewed on Jul 7, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
$184 nightly
The price is $207 total per night from Jul 10 to Jul 11
$207 total
Jul 10 - Jul 11
Total includes taxes and fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,458 reviews)
"Excellent place and location, the outdoor area is beautiful, and the pools are too."
Reviewed on Jul 7, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Key West Hotels With Airport Transportation
DoubleTree Resort by Hilton Grand Key - Key West
3990 S Roosevelt Blvd, Key West, FL
$165 nightly
The price is $186 total per night from Aug 3 to Aug 4
$186 total
Aug 3 - Aug 4
Total includes taxes and fees
Stay at this 4-star business-friendly resort in Key West. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff ...
7.8/10 Good! (1,001 reviews)
"No comment"
Reviewed on Jun 25, 2025
Hampton Inn Key West FL
3755 S Roosevelt Blvd, Key West, FL
$199 nightly
The price is $224 total per night from Jul 13 to Jul 14
$224 total
Jul 13 - Jul 14
Total includes taxes and fees
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
8.8/10 Excellent! (1,179 reviews)
"Beautiful resort! The staff was very friendly and fun! The pool and Cheekie Hut are awesome! We really enjoyed our stay and will return!"
Reviewed on Jul 6, 2025
Eden House
1015 Fleming St, Key West, FL
$196 nightly
The price is $220 total per night from Jul 15 to Jul 16
$220 total
Jul 15 - Jul 16
Total includes taxes and fees
Stay at this 3.5-star hotel in Key West. Enjoy free WiFi, in-room massages, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our ...
9/10 Wonderful! (1,002 reviews)
"Lovely rooms, quaint, boutique hotel, wonderful staff… and a great location on a quiet residential street walking distance to Duval."
Reviewed on Jul 8, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Low Priced Key West Hotels
Southwinds Motel
1321 Simonton Street, Key West, FL
$170 nightly
The price is $191 total per night from Jul 10 to Jul 11
$191 total
Jul 10 - Jul 11
Total includes taxes and fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,116 reviews)
"property was good for the cost"
Reviewed on Jul 8, 2025
Seashell Motel & Key West Hostel
718 South Street, Key West, FL
$142 nightly
The price is $160 total per night from Jul 10 to Jul 11
$160 total
Jul 10 - Jul 11
Total includes taxes and fees
Stay at this hostel in Key West. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
7.6/10 Good! (1,001 reviews)
"Great choice"
Reviewed on Jun 23, 2025
Duval House
815 Duval St, Key West, FL
$131 nightly
The price is $144 total per night from Jul 15 to Jul 16
$144 total
Jul 15 - Jul 16
Total includes taxes and fees
Stay at this 3-star B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. ...
9.4/10 Exceptional! (1,004 reviews)
"Great location and and the breakfast was really good. We came to key west to party and that’s exactly what we did. The Duval house was close to all the action!"
Reviewed on Jul 6, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Family Friendly Hotels in Key West
Southernmost Beach Resort and Guesthouses
1319 Duval Street, Key West, FL
$259 nightly
The price is $291 total per night from Aug 4 to Aug 5
$291 total
Aug 4 - Aug 5
Total includes taxes and fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,607 reviews)
"Very close to the Hot Spot of Duval St. yet far enough away to not hear the late night shenanigans! It looked as though there was plenty of pool space, unfortunately due to time constraints, we were not able to partake ."
Reviewed on Jul 7, 2025
Margaritaville Beach House Key West
2001 South Roosevelt Blvd, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free parking, 2 restaurants, and breakfast (surcharge). Popular attractions Duval Street and Smathers Beach ...
8.2/10 Very Good! (1,000 reviews)
Families like: Outdoor pool, babysitting, close to beach, bicycle rentals
Travelers say...
"Everything was was great"
Reviewed on May 9, 2025
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard, Key West, FL
$184 nightly
The price is $207 total per night from Jul 10 to Jul 11
$207 total
Jul 10 - Jul 11
Total includes taxes and fees
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
7.6/10 Good! (1,458 reviews)
Families like: Outdoor pools, miniature golf, game room, bicycle rentals
Travelers say...
"Excellent place and location, the outdoor area is beautiful, and the pools are too."
Reviewed on Jul 7, 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
HVN to EYW Route Info
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Destination Airport | |
Number Of Airlines Serving | |
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HVN Address & GPS
Address:
155 Burr Street
New Haven CT, 06512
United States
IATA Code:
HVN
Longitude:
-72.888333
Latitude:
41.265278
Time Zone:
America/New_York
EYW Address & GPS
Address:
3491 South Roosevelt Boulevard
Key West FL, 33040-5260
United States
IATA Code:
EYW
Longitude:
-81.75501
Latitude:
24.553574
Time Zone:
America/New_York
Other Flights from Tweed - New Haven Regional Airport (HVN)
Other Flights to Key West Intl. Airport (EYW)
- Igor I. Sikorsky Memorial Airport (BDR)
- Waterbury - Oxford Airport (OXC)
- Brookhaven Calabro Airport (WSH)
- Danbury Municipal Airport (DXR)
- Francis S. Gabreski Airport (FOK)
- MacArthur Airport (ISP)
- East Hampton Airport (HTO)
- Groton - New London Airport (GON)
- Westchester County Airport (HPN)
- Elizabeth Field Airport (FID)
Top Trending
Flights
DCA to MCOBOS to MCOBDL to MCOLGA to MIALGA to FLLMCO to LAXDTW to MCODCA to MIAMCO to LGASEA to SANBWI to MIAJFK to FLLLAX to MCOSAN to PHXEWR to MCOATL to MCOLGA to MCOMCO to JFKMCO to EWRORD to MCOMCO to SJUDTW to MIAPHL to MCOBWI to MCOJFK to MCOJFK to MIAFLL to JFKDCA to FLLRDU to MCOJFK to TPA
Frequently asked questions
Map To Nearby Hotels
Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.