55+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Hawaii
  3. Pearl City

Pearl City pickleball Stays, Resort Rentals, & Homes

About Pearl City Vacation Rentals

Discover over 55 amazing vacation rental options in Pearl City 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 Pearl City.

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 773.7 ft², with prices averaging US $307 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 Pearl City.

Show more
Show less

Top Pickleball-Ready Accommodation Types in Pearl City

Type Count
Vacation Homes 29
Holiday Apartments 8
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Pearl City

★ 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 Pearl City with PickleTrip™.

Weather in Pearl City, HI

View the weather forecast for Pearl City before booking your Pearl City 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 Pearl City, HI

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


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

Frequently Asked Questions About Pearl City?

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

How many PickleTrip vacation rentals or resorts are available in Pearl City?

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 55 properties listed in Pearl City 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 (1) 
Neighborhood Property Count
Western Honolulu Vacation Rentals in Pearl City, Hawaii 50

People Also Ask

There are 55 Pearl City, HI Vacation Rentals

Recently Booked Vacation Rentals in Pearl City