Windward Islands Holidays from NZ$1,826

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The Latest Windward Islands Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Rio Hotel & Casino, a Destination by Hyatt Hotel

Rio Hotel & Casino, a Destination by Hyatt Hotel

NZ$1,826
per person
23 Sept - 29 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Las Vegas (LAS)
7.8/10 Good! (9,012 reviews)
5

Reviewed on 12 Aug 2026

NobleDEN Hotel

NobleDEN Hotel

Manhattan
Save 100% on your flight
NZ$3,743
per person
23 Oct - 30 Oct
found 4 hours ago
Return flight included
Auckland (AKL) to New York (JFK)
9.8/10 Exceptional! (1,634 reviews)
Conrad Las Vegas at Resorts World

Conrad Las Vegas at Resorts World

Las Vegas Strip
NZ$2,366
per person
23 Sept - 29 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Las Vegas (LAS)
8.8/10 Excellent! (6,169 reviews)
Virgin Hotel Las Vegas, Curio Collection by Hilton

Virgin Hotel Las Vegas, Curio Collection by Hilton

NZ$1,845
per person
23 Sept - 29 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Las Vegas (LAS)
9/10 Wonderful! (8,426 reviews)
N/a

Reviewed on 12 Aug 2026

Las Vegas Hilton at Resorts World

Las Vegas Hilton at Resorts World

NZ$2,213
per person
23 Sept - 29 Sept
found 1 day ago
Return flight included
Auckland (AKL) to Las Vegas (LAS)
8.8/10 Excellent! (14,796 reviews)
Not very recommended! Resorts fee will kill u

Reviewed on 13 Aug 2026

Windward Islands Holiday

Our pick of the best Windward Islands Hotel Deals

Coconut Bay Beach Resort & Spa All Inclusive

Coconut Bay Beach Resort & Spa All Inclusive

Eau Piquant Vieux Fort
9.2/10 Wonderful! (1,110 reviews)
"Great"

Reviewed on 12 Aug 2026

Get rates
Coconut Bay Beach Resort & Spa All Inclusive
Siesta Hotel

Siesta Hotel

Morne Rouge Street St. George's
NZ$206
2 Sept - 3 Sept
includes taxes & fees
9/10 Wonderful! (1,009 reviews)
"w"

Reviewed on 11 Aug 2026

Siesta Hotel
Secrets St. Lucia Resort & Spa All Inclusive Adults Only

Secrets St. Lucia Resort & Spa All Inclusive Adults Only

1 Choc Bay Gros Islet
Fully refundableReserve now, pay when you stay
NZ$1,018
8 Sept - 9 Sept
includes taxes & fees
Secrets St. Lucia Resort & Spa All Inclusive Adults Only
See all 6,874 properties in Windward Islands
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.

Stay near popular Windward Islands attractions

A lifeguard tower on a beach with turquoise water and a white picket fence.

Grand Anse Beach

9.6/10 (1,447 reviews)
If a restful holiday is part of your travel plans, Grand Anse Beach might be the perfect place to visit during your trip to Grand Anse. Make time to visit the area's shops or simply enjoy its top-notch restaurants.
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A coastal town with colorful houses, a mountain, and a rainbow over the sea.

Gros Piton

9.6/10 (803 reviews)
Explore one of the most famous sites in Soufrière, a gigantic volcanic peak rising from the sea that attracts visitors from all over the world.
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A beach at sunset with waves, palm trees, and a silhouette of a person walking.
Photo by Davz

Sandy Beach

7.8/10 (211 reviews)
If a restful holiday is part of your travel plans, Sandy Beach might be the perfect place to visit during your trip to Vieux Fort. While in this romantic area, you can savour the top-notch restaurants.
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A beach with clear turquoise water, boats, and a distant mountain.

Reduit Beach

9.0/10 (1,288 reviews)
Ride a Jet Ski, laze on the sand and enjoy a cool drink at the bar on this scenic beach set against a backdrop of verdant hills.
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A coastal landscape with a prominent mountain peak, lush green hills, and calm blue waters.

Anse Chastanet Beach

9.2/10 (538 reviews)
Enjoy a pleasant Caribbean beach day surrounded by abundant natural beauty. Relax sunbathing on dark sand and snorkeling in crystal-clear waters.
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A beach with clear turquoise water, sandy shore, and a hill with buildings in the background.
Photo by Amir

Morne Rouge Beach

9.0/10 (550 reviews)
Why not spend a care-free afternoon at Morne Rouge Beach during your travels in Grand Anse? Make time to visit the area's shops or simply enjoy its top-notch restaurants.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.