Book 5 Star Hotels in Historic Seaport

Name: Westwinds Inn
Price range: $383 total

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Dec 31 - Jan 1

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Jan 1 - Jan 2

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Featured Historic Seaport 5 Stars Hotels

Free Cancellation

Reserve now, pay when you stay

0.17 mi from Historic Seaport

$437 nightly

$492 total

Jan 13 - Jan 14, 2026

Total with taxes and fees

Guests of Hyatt Centric Key West Resort and Spa have access to a marina, a full-service spa, and an outdoor pool. Self parking is offered for USD 40 per day. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, dry cleaning/laundry, and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a 24-hour gym, free WiFi in public areas, and a business center.

Pool

Spa

Free Cancellation

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0.28 mi from Historic Seaport

$507 nightly

$570 total

Jan 12 - Jan 13, 2026

Total with taxes and fees

Guests of Pier House Resort & Spa have access to a private beach, a full-service spa, and an outdoor pool. Self parking is available for USD 40 per day. The 24-hour front desk has multilingual staff ready to assist with concierge services and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a gym, a hot tub, and meeting rooms.

On private beach

Pool

La Concha Key West, Autograph Collection

Free Cancellation

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0.25 mi from Historic Seaport

$344 nightly

$387 total

Jan 14 - Jan 15, 2026

Total with taxes and fees

Guests of La Concha Key West, Autograph Collection have access to an outdoor pool, a 24-hour gym, and free WiFi in public areas. Valet parking is available for USD 45 per night. The front desk has multilingual staff standing by 24 hours a day to assist with concierge services and luggage storage. Additional amenities include meeting rooms, conference space, and express check-out.

Pool

Pet friendly

Free Cancellation

Reserve now, pay when you stay

0.23 mi from Historic Seaport

$236 nightly

$266 total

Jan 11 - Jan 12, 2026

Total with taxes and fees

3 outdoor pools, a rooftop terrace, and a hot tub are featured at NYAH Key West - Adults Only. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and concierge services. Other amenities at this adults-only guesthouse include coffee/tea in a common area, a terrace, and a water dispenser.

Pool

Hot Tub

Free Cancellation

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0.09 mi from Historic Seaport

$438 nightly

$492 total

Jan 14 - Jan 15, 2026

Total with taxes and fees

Guests staying at The Marker Key West Harbor Resort enjoy access to 3 outdoor pools, a gym, and free WiFi in public areas. Self parking is available for USD 47.30 per day. The 24-hour front desk has staff standing by to help with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include a 24-hour business center, a meeting room, and a banquet hall.

Pool

Pet friendly

Free Cancellation

Reserve now, pay when you stay

0.32 mi from Historic Seaport

$581 nightly

$653 total

Jan 14 - Jan 15, 2026

Total with taxes and fees

Ocean Key Resort - A Noble House Resort features a full-service spa, an outdoor pool, and a 24-hour gym. Valet parking is available for USD 53.75 per day, and there's also limo/town car service. The front desk is staffed 24/7 to help with luggage storage, securing valuables, and dry cleaning/laundry. Other amenities at this spa resort include free WiFi in public areas, conference space, and express check-out.

Pool

Spa

0.16 mi from Historic Seaport

$339 nightly

$381 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Guests of Amsterdam's Curry Mansion Inn enjoy an outdoor pool, free WiFi in public areas, and a business center. Transportation is made easy with an area shuttle. A multilingual staff is on hand to assist with concierge services, dry cleaning/laundry, and securing valuables. Other amenities at this boutique guesthouse include coffee/tea in a common area, a library, and express check-out.

Pool

Pet friendly

0.37 mi from Historic Seaport

$219 nightly

$247 total

Jan 6 - Jan 7, 2026

Total with taxes and fees

At Heron House Court - Adult Only, guests have access to an outdoor pool, a rooftop terrace, and free WiFi in public areas. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Other amenities at this adults-only guesthouse include coffee/tea in a common area, a terrace, and a garden.

Pool

Free WiFi

0.24 mi from Historic Seaport

$340 nightly

$383 total

Jan 4 - Jan 5, 2026

Total with taxes and fees

Guests staying at Westwinds Inn enjoy 2 outdoor pools, free WiFi in public areas, and a library. Front-desk staff can assist with concierge services and luggage storage. Additional amenities include free newspapers, laundry facilities, and barbecue grills.

Pool

Breakfast included

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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.

Best 5 star hotels in Historic Seaport

Guarantee yourself a relaxing time when you book the best of the best: 5 star hotels in Historic Seaport. After all, treating yourself to the finer things is what vacations are about.

What are the criteria for a 5 star hotel?
5 star hotel requirements include distinctive services and amenities that surpass all others. These Historic Seaport hotels bring an incomparable degree of quality and attention to detail, with guest satisfaction being top priority. Your 5 star hotel should be dressed to impress, with design details like marble surfaces and hi-tech fixtures.

What amenities can I expect at a 5 star hotel?
Historic Seaport 5 star hotels and resorts typically offer luxury amenities such as:

Gourmet restaurant
Full-service fitness center with pool
Luxury spa
Welcome gifts upon arrival
Top-of-the-line beds and linens
Designer personal care products
Premium cable, free Wi-Fi and device docking stations

How do I find an amazing 5 star hotel?
Finding 5 star hotel deals in Historic Seaport with Orbitz is as easy as your stay will be. For the top-shelf vacation you deserve, we’ll help you choose the right hotel in the right place:

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Choose from 2,837 5 star hotels in Historic Seaport!

Historic Seaport hotels essential information

Accommodation	2,837 hotels
Lowest Price	$247
Highest Price	$653
Popular hotels	Hyatt Centric Key West Resort and Spa, Pier House Resort & Spa, La Concha Key West, Autograph Collection, NYAH Key West - Adults Only, The Marker Key West Harbor Resort, Ocean Key Resort - A Noble House Resort, Amsterdam's Curry Mansion Inn, Heron House Court - Adult Only, Westwinds Inn

Recent Reviews

5/5 Excellent

"Great stay"

A verified traveler stayed at NYAH Key West - Adults Only

Posted 3 days ago

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