Estia Villas - Vacation Rentals in Leeward Beach

Villa
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like-icon 9.8
Exceptional
( 138 Reviews )
5 Bedrooms 4 Bathrooms 10 Guests 4500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
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US $1,435 /Night 7 Nights - $10,043
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Villa
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like-icon 10.0
Exceptional
( 10 Reviews )
15 Bedrooms 15 Bathrooms 36 Guests 6067.26 ft²
  • Private Beach
    Private Beach
  • Oceanfront
    Oceanfront
More amenities
US $7,128 /Night 7 Nights - $49,896
Villa
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like-icon 10.0
Exceptional
( 17 Reviews )
1 Bedroom 1 Bathroom
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $730 /Night 7 Nights - $5,110
Villa
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like-icon 10.0
Exceptional
( 76 Reviews )
1 Bedroom 1 Bathroom 4 Guests 750 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $276 /Night 7 Nights - $1,935
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Villa
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like-icon 10.0
Exceptional
( 2 Reviews )
4 Bedrooms 4 Bathrooms 8 Guests 3498.27 ft²
  • Pool
    Pool
  • View
    View
More amenities
US $1,150 /Night 7 Nights - $8,050
Villa
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like-icon 10.0
Exceptional
( 9 Reviews )
1 Bedroom 1 Bathroom
  • Ocean View
    Ocean View
  • View
    View
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US $1,328 /Night 7 Nights - $9,296
Villa
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like-icon 9.8
Exceptional
( 108 Reviews )
2 Bedrooms 2 Bathrooms 6 Guests 2000 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
US $461 /Night 7 Nights - $3,225
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Villa
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like-icon 10.0
Exceptional
( 1 Review )
5 Bedrooms 5 Bathrooms 10 Guests 3584.38 ft²
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
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US $3,738 /Night 7 Nights - $26,166
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Villa
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like-icon 10.0
Exceptional
( 3 Reviews )
5 Bedrooms 5 Bathrooms 12 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
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US $4,380 /Night 7 Nights - $30,660
Villa
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like-icon 9.8
Exceptional
( 37 Reviews )
1 Bedroom 1 Bathroom 3 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $415 /Night 7 Nights - $2,902
Villa
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like-icon 10.0
Exceptional
( 10 Reviews )
1 Bedroom 1 Bathroom 3 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $740 /Night 7 Nights - $5,178
Villa
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like-icon 9.6
Exceptional
( 126 Reviews )
2 Bedrooms 2 Bathrooms 4 Guests 1500 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $578 /Night 7 Nights - $4,044
Villa
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like-icon 10.0
Exceptional
( 11 Reviews )
3 Bedrooms 3 Bathrooms 6 Guests 2501 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $1,804 /Night 7 Nights - $12,630
Villa
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like-icon 10.0
Exceptional
( 34 Reviews )
2 Bedrooms 3 Bathrooms 6 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $919 /Night 7 Nights - $6,435
Villa
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like-icon 10.0
Exceptional
( 5 Reviews )
4 Bedrooms 3 Bathrooms 10 Guests 4000 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,989 /Night 7 Nights - $13,922
Villa
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like-icon 9.6
Exceptional
( 12 Reviews )
1 Bedroom 1 Bathroom 3 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $648 /Night 7 Nights - $4,538
Villa
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8 Bedrooms 8 Bathrooms 16 Guests 10830 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
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Villa
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8 Bedrooms 8 Bathrooms 16 Guests 8200 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
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Villa
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6 Bedrooms 6 Bathrooms 12 Guests 7030 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
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Villa
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5 Bedrooms 3 Bathrooms 10 Guests
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $5,335 /Night 7 Nights - $37,347
Villa
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like-icon 10.0
Exceptional
( 2 Reviews )
3 Bedrooms 3 Bathrooms 6 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $3,573 /Night 7 Nights - $25,013
Villa
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7 Bedrooms 7 Bathrooms 14 Guests 12000 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
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Villa
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like-icon 10.0
Exceptional
( 152 Reviews )
4 Bedrooms 4 Bathrooms 8 Guests 3003 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $1,403 /Night 7 Nights - $9,821
Villa
Map-icon
like-icon 10.0
Exceptional
( 131 Reviews )
3 Bedrooms 3 Bathrooms 8 Guests 3000 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $986 /Night 7 Nights - $6,899
Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas 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 Leeward Beach.

Weather in Leeward Beach

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

December - February
High 84°F       Low 71°F
March - May
High 86°F       Low 73°F
June - August
High 91°F       Low 80°F
September - November
High 89°F       Low 75°F

Leeward Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Leeward Beach?
How many vacation rentals are available in Leeward Beach?

Currently, the total number of properties listed in 2026 is over 513 in the Leeward Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Leeward Beach.