12916+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Oahu pickleball Stays, Resort Rentals, & Homes

About Oahu Vacation Rentals

Discover over 12916 amazing vacation rental options in Oahu 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 Oahu.

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 671.23 ft², with prices averaging US $579 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 Oahu.

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Top Pickleball-Ready Accommodation Types in Oahu

Type Count
Vacation Homes 2900
Holiday Apartments 2661
Villas 313
Cottages 119

Use these Quick Filters to Find a Vacation Rental in Oahu

★ 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 Oahu with PickleTrip™.

Weather in Oahu, HI

View the weather forecast for Oahu before booking your Oahu 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 Oahu, HI

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


Ala Moana Center
Diamond Head
Kailua Beach
Moana Surfrider
Royal Hawaiian Center
Honolulu Zoo
Honolulu Harbor
Lanikai Beach
Waikiki Beach
Hanauma Bay Nature Preserve
Hickam Air Force Base
Polynesian Cultural Center
Turtle Bay Beach
USS Arizona Memorial
University of Hawaii at Manoa
Hawaii Convention Center
International Market Place
Ala Moana Beach Park
Waimanalo Beach
Magic Island

Other Places to Stay in Oahu, HI


Honolulu County 7,763 Properties
Honolulu 5,347 Properties
South O'ahu 5,334 Properties
Waikiki 4,597 Properties
Leeward Coast 1,152 Properties
Kapolei 803 Properties
North Shore 776 Properties
Ko Olina 736 Properties
Ko‘olauloa District 615 Properties
Kahuku 384 Properties
Windward Coast 318 Properties
Waianae 308 Properties

Frequently Asked Questions About Oahu?

What are the top vacation rentals, resorts, and hotels in Oahu 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 Oahu. 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 Oahu!

How many pickleball-ready properties have private pools in Oahu?

Discover 797 accommodations with private or nearby pickleball courts in Oahu. Some of the best destinations to stay and play pickleball are:

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

Looking for a fun and active getaway with pickleball courts in Oahu? 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 Oahu?

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 12916 properties listed in Oahu in 2026, 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 (16) 
Neighborhood Property Count
Waikiki Vacation Rentals in Hawaii 4597
Kaimuki Vacation Rentals in Hawaii 180
Eastern Honolulu Vacation Rentals in Hawaii 177
Diamond Head - Kapahulu - St. Louis Vacation Rentals in Hawaii 174
Ala Moana Vacation Rentals in Hawaii 173
Lanikai Vacation Rentals in Hawaii 78
Hawaii Kai Vacation Rentals in Hawaii 77
Downtown Honolulu Vacation Rentals in Hawaii 63
Kahala Vacation Rentals in Hawaii 48
Ewa Vacation Rentals in Hawaii 41
Western Honolulu Vacation Rentals in Hawaii 33
Manoa Vacation Rentals in Hawaii 28
Coconut Grove Vacation Rentals in Hawaii 495
Makiki Vacation Rentals in Hawaii 8418
Moanalua Vacation Rentals in Hawaii 35
Kaka'ako Vacation Rentals in Hawaii 8245

People Also Ask

There are 12916 Oahu, HI Vacation Rentals

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