Castle In Hawaii - Vacation Rentals in Windward Coast

Paradise Bay Resort From US $1,657
         

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8.3 (502 Reviews)
Resort
  • Air Conditioner
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  • Pet Friendly
King Suite Oasis: Unwind with Jacuzzi & Bay Views Unit B From US $147
         

New
Villa
  • Air Conditioner
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  • Child Friendly
Spacious Waterfront with Gorgeous View & Pool From US $937
         

10.0 (9 Reviews)
Villa
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  • Parking
  • Pool
Beachfront spectacular Kailua beach From US $2,049
         

10.0 (6 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly

Luxury Places to Stay in Windward Coast

Over 584+ Luxury Places to Stay in or Near Windward Coast
Luxury beachfront villa on a world class beach in Kailua, HI From US $4,254
         

10.0 (2 Reviews)
House
  • Air Conditioner
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  • Pet Friendly
Kailua Luxury Estate: Licensed Rental #1990/NUC-1787 From US $3,962
         

Ocean Front Lanikai - Lic. Rental #1990/NUC-1757 From US $3,923
         

10.0 (130 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Hale Oahu Estate Lic. #1990/NUC-1777 BEACHFRONT KAILUA From US $3,780
         

Top-Rated Vacation Rentals with a Pool in Windward Coast

Over 176+ Top-Rated Vacation Rentals with a Pool in or Near Windward Coast
Kailua Oceanfront Villa with Heated Pool & Spa From US $710
         

10.0 (111 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Windward Coast

Over 46+ Pet-Friendly Vacation Rentals in or Near Windward Coast
Beachfront spectacular Kailua beach From US $1,224
         

9.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Luxury Coconut Grove, Kailua Vacation Home From US $368
         

10.0 (2 Reviews)
House
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  • Parking
  • Pet Friendly
Coconut Grove Kailua Vacation Home From US $283
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Coconut Grove Cottage, Walk to Beach and Downtown From US $253
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Oceanfront 3-Bedroom Home in Kahaluu, Kaneohen30 days minimum rental. From US $344
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Tradewind Bungalow, in Kailua on Oahu From US $186
         

9.8 (143 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Windward Coast

Over 133+ Large Vacation Homes & Villas in or Near Windward Coast
Oahu Camper Adventures From US $125
         

9.4 (63 Reviews)
Boat Rental
  • Parking
  • View
  • Security/Safety
Luxurious five-bedroom modern retreat From US $2,802
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • TV
Panoramic Ocean & Mountain Views -we have FULL AVAILABILITY please message us.n From US $1,896
         

10.0 (2 Reviews)
Bed & Breakfast
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities

Wheelchair Accessible Vacation Homes in Windward Coast

Over 13+ Wheelchair Accessible Vacation Homes in or Near Windward Coast
Sunny Kailua Home w/Covered Lanai 1 Mi to Beach! From US $263
         

Available and legal for stays less than 30 days. From US $373
         

10.0 (106 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Beachfront Cottage - Steps to beach, AC From US $1,367
         

Seascape Vista - Pool, AC From US $1,383
         

Windward Coast Varoom and Airbnb Places to Stay Under $200

Over 105+ Windward Coast Varoom and Airbnb Places to Stay Under $200
Cozy Kaaawa Studio with Mountain Views - 30 Day Min From US $123
         

Kailani Loft, Kailua Coconut Grove 1-bedroom From US $193
         

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9.0 (50 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Footsteps to Hawaii's Best Beach From US $141
         

10.0 (55 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
Footsteps to Hawaii's Best Beach From US $134
         

10.0 (45 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
*Affordable Island Getaway with private yard * From US $169
         

Instantly Bookable Vacation Homes in Windward Coast

Over 249+ Instantly Bookable Vacation Homes in or Near Windward Coast
MONTHLY DISCOUNT! 3Bed/2Ba House - 250 Steps to the Beach! From US $449
         

About Windward Coast Vacation Rentals

With more than 26 Windward Coast vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Castleinhawaii 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 Coast.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Castleinhawaii Windward Coast, 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 Coast. Places to stay near Windward Coast are 1457.8 ft² on average, with prices averaging $1,483 a night.

Castleinhawaii makes it easy and safe to find and compare vacation rentals in Windward Coast 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 Coast

Type Count
Villas 25
Resorts 1

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

Pro Tip: Castleinhawaii makes it easy to compare the best listings on Castleinhawaii homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Castleinhawaii 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 Coast.

Weather in Windward Coast

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

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F