His And Hers Vacations - Vacation Rentals in Windward Islands

Cozy bungalow with exceptional ocean and Moorea views From US $145
         

9.8 (67 Reviews)
House
  • Parking
  • Pool
  • Designated Smoking Area
LES 4K From US $179
         

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8.6 (103 Reviews)
Apartment
  • Air Conditioner
  • Balcony/Terrace
  • Child Friendly
HANIKEA QUIET & POOL HOME From US $225
         

9.8 (8 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
TOTEM STUDIO for 2 persons From US $232
         

New
Apartment
  • Air Conditioner
  • Parking
  • Pool
City Appart by Tahiti Homes From US $270
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Windward Islands

Over 1453+ Luxury Places to Stay in or Near Windward Islands
Sun-Kissed Sailing Adventure in Papeete, Polinesia Francesa From US $1,729
         

New
Boat Rental
  • Balcony/Terrace
  • Security/Safety
  • Barbecue/Outdoor Cooking
Domaine To'a Hotu From US $1,692
         

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New
Villa
  • Air Conditioner
  • Parking
  • Pool
TAHITI - Domaine Tiamao From US $1,633
         

8.0 (1 Review)
Villa
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Domaine To'a Hotu by Tahiti Homes, Villa with pool near the beach From US $1,607
         

Villa Azura | Edge of lagoon and beach, view of Moorea From US $1,314
         

New
Villa
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Charming 1-bedroom apartment with WiFi, AC in enjoyable Papeete From US $1,295
         

New
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Magnificent 5 Br Villa with pool: amazing views From US $1,222
         

10.0 (5 Reviews)
Villa
  • Pool
  • Designated Smoking Area
  • Bedding/Linens

Top-Rated Vacation Rentals with a Pool in Windward Islands

Over 608+ Top-Rated Vacation Rentals with a Pool in or Near Windward Islands
Large villa Le Ficus by the sea with swimming pool From US $1,046
         

Bungalow in Mahina, Ahonu Valley From US $141
         

10.0 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Villa Te Torea From US $293
         

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10.0 (12 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Windward Islands

Over 89+ Pet-Friendly Vacation Rentals in or Near Windward Islands
Seaside villa with swimming pool in a large garden From US $390
         

10.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Suite 1 à Temanahau Lodge From US $291
         

10.0 (9 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Pension de la Plage From US $142
         

8.6 (161 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
La villa Mareva From US $769
         

9.6 (11 Reviews)
Villa
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Lafayette 2 - Cozy Beachside House in Arue From US $421
         

Large Vacation Homes & Villas in Windward Islands

Over 197+ Large Vacation Homes & Villas in or Near Windward Islands
beach front bungalow in paea tahiti From US $147
         

10.0 (7 Reviews)
Villa
  • Parking
  • Designated Smoking Area
  • View
Manuia Reva From US $112
         

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8.1 (40 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Hinarani Villa From US $564
         

New
Villa
  • Parking
  • Bedding/Linens
  • Child Friendly
Villa Kahaia: Tahiti by the sea. From US $253
         

10.0 (5 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Villa Paradise Tahiti with pool and jacuzzi From US $801
         

Paparadise, a haven of peace in the heart of Papara on the island of Tahiti. From US $533
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Designated Smoking Area
  • Bedding/Linens
Villa Dolce Vita with Concierge From US $462
         

10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Windward Islands

Over 162+ Wheelchair Accessible Vacation Homes in or Near Windward Islands
Tahiti Tropical Studio From US $83
         

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8.6 (33 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Hotel Reva Tahiti From US $228
         

9.6 (4 Reviews)
Hotel
  • Air Conditioner
  • Wheelchair Accessible
  • Accessibility
Surf Oasis - View, A/C and wifi From US $212
         

10.0 (4 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Charming 1-bedroom apartment in lovely Papeete entrance. From US $132
         

Windward Islands Vacation Rentals and Airbnb Places to Stay Under $200

Over 904+ Windward Islands Vacation Rentals and Airbnb Places to Stay Under $200
THE FARM 689 From US $81
         

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8.8 (46 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Te Mana Lodge From US $167
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Lagoon & Garden House w/kayaks From US $188
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Hiiaka room - city center - swimming pool From US $134
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
TAHITI - Bungalow Mana From US $108
         

10.0 (7 Reviews)
Ski Chalet
  • Air Conditioner
  • TV
  • Balcony/Terrace
Maruapo Lodge - Ocean View From US $191
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
TAHITI - Bungalow Arii From US $108
         

10.0 (5 Reviews)
Ski Chalet
  • Air Conditioner
  • TV
  • Balcony/Terrace

Instantly Bookable Vacation Homes in Windward Islands

Over 481+ Instantly Bookable Vacation Homes in or Near Windward Islands
Tropical Studio wPool in Faaa From US $115
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Ananahi plage for a relaxing stay by the beach and pool From US $369
         

Chez Karine et Robert From US $354
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Bounty Lodge - Private spa and view From US $229
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

About Windward Islands Vacation Rentals

With more than 1462 Windward Islands vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Hisandhersvacations and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Windward Islands.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Hisandhersvacations Windward Islands, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Windward Islands. Places to stay near Windward Islands are 659.19 ft² on average, with prices averaging $228 a night.

Hisandhersvacations makes it easy and safe to find and compare vacation rentals in Windward Islands with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Windward Islands

Type Count
Holiday Apartments 635
Vacation Homes 487
Villas 142
Ski Chalet Rentals 73
B&B 32
Hotels with Suites 19
Cabin Rentals 9
Hostels 9
Resorts 8
Others 4
Cottages 3

Use these Quick Filters to Find a Vacation Rental in Windward Islands

Pro Tip: Hisandhersvacations makes it easy to compare the best listings on Hisandhersvacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Hisandhersvacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Windward Islands.

Weather in Windward Islands

View the weather forecast for Windward Islands before booking your Windward Islands Vacation Rentals to confirm your best time to go.

December - February
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March - May
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June - August
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September - November
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Windward Islands Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Windward Islands?
How many vacation rentals are available in Windward Islands?

Currently, the total number of properties listed in 2026 is over 1462 in the Windward Islands area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Windward Islands.