
Windward Holidays
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Our pick of the best Windward Hotel Deals

Christopher Hotel
Pointe Milou, 9, St. Barthelemy
The price is NZ$1,896 per night from 2 Nov to 3 Nov
NZ$1,896
2 Nov - 3 Nov
includes taxes & fees
9.4/10 Exceptional! (225 reviews)
The property was beautiful, the staff was outstanding and excellent customer service. However, the room didn’t not get cool enough and they had to bring me a fan and the bathroom wooden shower door was rotted and chipping. The room needs to be updated.
Reviewed on 22 Aug 2025

Tropical Hotel St Barth
Les Hauts de Saint Jean, St. Barthelemy
9.6/10 Exceptional! (93 reviews)
Expensive but it's St Barts as expected...this an amazing hotel.,loved the location, the views, the service,the rooms and Beeakfast was good as well..will definitely go back again.10/10
Reviewed on 31 July 2025

Rosewood Le Guanahani St Barth
Grand Cul De Sac, St. Barthelemy
The price is NZ$1,928 per night from 27 Oct to 28 Oct
NZ$1,928
27 Oct - 28 Oct
includes taxes & fees
9.8/10 Exceptional! (55 reviews)
Will be back! Staff is extre Accommodating, and General Manager is A1
Reviewed on 31 Aug 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.
What to do in Windward

Edge Ferry Tickets to St. Barts
NZ$175
per adult
84% of travellers recommend

High-Speed Ferry to St. Barths
NZ$131
per adult
76% of travellers recommend
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.