1779+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Hawaii
  3. Leeward Coast

Leeward Coast pickleball Stays, Resort Rentals, & Homes

About Leeward Coast Vacation Rentals

Discover over 1779 amazing vacation rental options in Leeward Coast with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Leeward Coast.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 887.31 ft², with prices averaging US $797 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Leeward Coast.

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Top Pickleball-Ready Accommodation Types in Leeward Coast

Type Count
Vacation Homes 438
Villas 190
Holiday Apartments 177
Cottages 13

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

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Leeward Coast with PickleTrip™.

Weather in Leeward Coast, HI

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

Top Attractions Around Leeward Coast, HI

PickleTrip offers a large selection of top attractions around Leeward Coast . Research things to do on your vacation before you visit Leeward Coast.


Wet'n'Wild Hawaii
Paradise Cove Beach
Ka Makana Ali'i - The Center for West Oahu
Ko Olina Golf Club
Makaha Beach Park
Pokai Bay Beach Park
Ko Olina Marina
Ewa Beach Park
Waianae Mountain Range
Ko Olina Lagoon 2
Ewa Beach Golf Club
Kahe Point Beach Park
Ko Olina Lagoon Beach
Makaha Valley Golf Club
Secret Beach Ko Olina
Ko Olina Beach Park
Ko Olina Lagoon 4
Hawaiian Railway Society
Ko Olina Lagoon 3

Other Places to Stay in Leeward Coast, HI


Barbers Point Housing 1,132 Properties
Kapolei 968 Properties
Ko Olina 883 Properties
Waianae 323 Properties
Kalaeloa 215 Properties
Makaha Valley 144 Properties
Makaha 142 Properties
Makakilo City 84 Properties
Nanakuli 74 Properties
Ewa 44 Properties
Ewa Beach 44 Properties
Maili 41 Properties

Frequently Asked Questions About Leeward Coast?

What are the top vacation rentals, resorts, and hotels in Leeward Coast with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Leeward Coast. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Leeward Coast!

How many pickleball-ready properties have private pools in Leeward Coast?

Discover 115 accommodations with private or nearby pickleball courts in Leeward Coast. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Leeward Coast is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Leeward Coast? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

How many PickleTrip vacation rentals or resorts are available in Leeward Coast?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 1779 properties listed in Leeward Coast in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.

Nearby Neighborhood (4) 
Neighborhood Property Count
Western Honolulu Vacation Rentals in Hawaii 50
Ewa Vacation Rentals in Hawaii 44
Ewa Villages Vacation Rentals in Hawaii 50
Ewa Gentry Vacation Rentals in Hawaii 58

People Also Ask

There are 1779 Leeward Coast, HI Vacation Rentals

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