3020+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Koloa pickleball Stays, Resort Rentals, & Homes

About Koloa Vacation Rentals

Discover over 3020 amazing vacation rental options in Koloa 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 Koloa.

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 1187.76 ft², with prices averaging US $891 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 Koloa.

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Top Pickleball-Ready Accommodation Types in Koloa

Type Count
Vacation Homes 829
Holiday Apartments 271
Villas 103
Cottages 37

Use these Quick Filters to Find a Vacation Rental in Koloa

★ 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 Koloa with PickleTrip™.

Weather in Koloa, HI

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

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


Poipu Beach
Poipu Bay Golf Course
Lawai Beach
National Tropical Botanical Garden
Baby Beach
Kiahuna Beach
Poipu Shopping Village
Makauwahi Cave Reserve
Kukuiula Boat Harbor
Poipu Kai Tennis Center
Maha'ulepu Beach
Spouting Horn
Shipwreck Beach
Kawailoa Beach
Prince Kuhio Park
CJM Country Stables
Kiahuna Golf Course
St. Raphael Church
Kipu Kai
Makawehi Lithified Cliffs

Other Places to Stay in Koloa, HI


Kipu Kai 3,601 Properties
Lawai Beach 2,975 Properties
Keiki Cove Beach 2,975 Properties
Koloa History Center 2,974 Properties
Prince Kuhio Park 2,974 Properties
Anne Knudsen Park 2,973 Properties
Shops at Kukuiula 2,973 Properties
South Shore 2,201 Properties
Poipu 2,160 Properties
Omao 953 Properties
Bayview 47 Properties
Kukuiula 31 Properties

Frequently Asked Questions About Koloa?

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

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

Discover 305 accommodations with private or nearby pickleball courts in Koloa. Some of the best destinations to stay and play pickleball are:

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

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

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 3020 properties listed in Koloa 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 (3) 
Neighborhood Property Count
Poipu Vacation Rentals in Koloa, Hawaii 2160
Bayview Vacation Rentals in Koloa, Hawaii 47
Omao Vacation Rentals in Koloa, Hawaii 953

People Also Ask

There are 3020 Koloa, HI Vacation Rentals

Recently Booked Vacation Rentals in Koloa