Castle In Hawaii - Vacation Rentals in Leeward Coast

Beautiful Beach Villa in Oceanfront Resort From US $841
         

10.0 (179 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Four Seasons Resort Oahu at Ko Olina From US $1,276
         

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9.6 (858 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Luxury Ko Olina Beach Villa with direct beach view. Sleeps 6. From US $989
         

Hawaiian Haven @ KoOlina Kai/Family Friendly, near pool From US $249
         

Luxury Places to Stay in Leeward Coast

Over 1955+ Luxury Places to Stay in or Near Leeward Coast

Top-Rated Vacation Rentals with a Pool in Leeward Coast

Over 1402+ Top-Rated Vacation Rentals with a Pool in or Near Leeward Coast
3 Bedroom/3 Bath Family Friendly Groundfloor Beach Villa! From US $1,559
         

Pet-Friendly Vacation Rentals in Leeward Coast

Over 95+ Pet-Friendly Vacation Rentals in or Near Leeward Coast
@Marbella Lane - Paradise Gem w/breathtaking views From US $981
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Embassy Suites By Hilton Oahu Kapolei From US $446
         

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9.2 (1002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
@ Marbella Lane - Paradise Point close to beaches From US $712
         

10.0 (28 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Sleep 12, Hot Tub, Beach 5 min, Oahu West Side From US $1,442
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Support LOCAL: NEW! Makaha Valley Home From US $879
         

10.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
West Side Westy - 1985 VW Westfalia From US $244
         

10.0 (4 Reviews)
House
  • Pet Friendly
  • Security/Safety
  • Bedding/Linens
Hale O Hoakalei From US $374
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in Leeward Coast

Over 351+ Large Vacation Homes & Villas in or Near Leeward Coast
Summer Sale Rates-BT303-Beautiful ocean and pool views From US $986
         

Makaha Villa by AvantStay From US $1,060
         

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10.0 (3 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
Summer Sale Rates -OT511-Gorgeous 3 bed, 3bath villa From US $1,079
         

Summer Sale Rates- OT306- 3 BR- 3rd floor Poolside Villa From US $950
         

Vacation Home in Ko Olina Resort From US $279
         

9.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in Leeward Coast

Over 724+ Wheelchair Accessible Vacation Homes in or Near Leeward Coast
Luxurious Ocean View Beach Villa B-903 at Ko'Olina Beach Villas From US $1,128
         

Hale Kai Ko Olina Villa w/Ocean Views! From US $921
         

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2.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool
Genuine & Affordable 1250 sqft Big Beach-front Corner Unit From US $461
         

Hale Kaimana O-622 a place to connect and enjoy From US $914
         

10.0 (97 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Leeward Coast Vacation Rentals and Airbnb Places to Stay Under $200

Over 221+ Leeward Coast Vacation Rentals and Airbnb Places to Stay Under $200
Hawaii Condo Close to Beach, Golf, Pool and Restaurants From US $185
         

Makaha Surfside From US $126
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Kapolei Condo w/Lanai & Pool Access - Near Beach! From US $185
         

7.0 (4 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Unique, Top of the Line Ocean View in Makaha From US $112
         

10.0 (4 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Tropical Beach Vacation Home From US $95
         

10.0 (3 Reviews)
Apartment
  • Parking
  • Pool
  • TV

Instantly Bookable Vacation Homes in Leeward Coast

Over 1001+ Instantly Bookable Vacation Homes in or Near Leeward Coast
Hale Maile O-601 perfect to relax and enjoy the ocean From US $685
         

Panoramic Diamond Head Ocean View Spacious Home From US $476
         

About Leeward Coast Vacation Rentals

With more than 612 Leeward 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 Leeward Coast.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Castleinhawaii Leeward 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 Leeward Coast. Places to stay near Leeward Coast are 738.26 ft² on average, with prices averaging US $1,152 a night.

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

Type Count
Resorts 366
Villas 205
Holiday Apartments 38
Vacation Homes 2
Hotels 1

Use these Quick Filters to Find a Vacation Rental in Leeward 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 Leeward Coast.

Weather in Leeward Coast

View the weather forecast for Leeward Coast before booking your Leeward 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

Leeward Coast Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 612 in the Leeward Coast area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Leeward Coast.