54799+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. Hawaii

Hawaii pickleball Stays, Resort Rentals, & Homes

About Hawaii Vacation Rentals

Discover over 54799 amazing vacation rental options in Hawaii 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 Hawaii.

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 892.32 ft², with prices averaging $644 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 Hawaii.

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Top Pickleball-Ready Accommodation Types in Hawaii

Type Count
Vacation Homes 13551
Holiday Apartments 9165
Villas 1512
Cottages 498

Use these Quick Filters to Find a Vacation Rental in Hawaii

★ 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 Hawaii with PickleTrip™.

Weather in Hawaii, US

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

December - February
High 79°F       Low 64°F
March - May
High 83°F       Low 66°F
June - August
High 84°F       Low 69°F
September - November
High 84°F       Low 66°F

Top Attractions Around Hawaii, US

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


Ala Moana Center
Kaanapali Beach
Diamond Head
Hawaii Volcanoes National Park
Kailua Beach
Moana Surfrider
Royal Hawaiian Center
Honolulu Zoo
Honolulu Harbor
Whalers Village
Lanikai Beach
Waikiki Beach
Hanalei Bay
Napili Bay
Wailea Beach
Poipu Beach
Mauna Kea
Hanauma Bay Nature Preserve
Hickam Air Force Base
Polynesian Cultural Center
Mauna Kea Beach
Lahaina Harbor
Haleakala National Park
Hapuna Beach State Park
Turtle Bay Beach
USS Arizona Memorial
Mauna Kea Summit
University of Hawaii at Manoa
Four Seasons Resort Hualalai Golf Course
Na Pali Coast State Park

Other Places to Stay in Hawaii, US


Maui County 17,560 Properties
Maui 17,245 Properties
Hawaii Island 9,328 Properties
Honolulu County 9,296 Properties
Oahu 9,296 Properties
West Maui 9,074 Properties
Lahaina 8,445 Properties
South Maui 7,747 Properties
Kihei 7,747 Properties
Kona Coast 7,482 Properties
Kauai 7,076 Properties
Kauai County 7,076 Properties

Frequently Asked Questions About Hawaii?

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

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

Discover 3757 accommodations with private or nearby pickleball courts in Hawaii. Some of the best destinations to stay and play pickleball are:

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

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

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 54799 properties listed in Hawaii 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.


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There are 54799 Hawaii, US Vacation Rentals

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