178+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Kalaheo

Kalaheo pickleball Stays, Resort Rentals, & Homes

About Kalaheo Vacation Rentals

Discover over 178 amazing vacation rental options in Kalaheo 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 Kalaheo.

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 2177.27 ft², with prices averaging US $1,871 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 Kalaheo.

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Top Pickleball-Ready Accommodation Types in Kalaheo

Type Count
Vacation Homes 150
Villas 10
Holiday Apartments 4
Cottages 4

Use these Quick Filters to Find a Vacation Rental in Kalaheo

★ 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 Kalaheo with PickleTrip™.

Weather in Kalaheo, HI

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

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


Kukuiolono Golf Course
Manawaiopuna Falls
Kauai Coffee Company
Hanapepe Valley Lookout
Hanalei Bay
Poipu Beach
Na Pali Coast State Park
Nawiliwili Harbor
Nawiliwili Bay
Kalapaki Beach
Anini Beach
Waimea Canyon
Kauai Museum
Ke'e Beach
Poipu Bay Golf Course
Lawai Beach
Kauai Lagoons Golf Club
Wailua Falls
Lae Nani Beach
National Tropical Botanical Garden

Other Places to Stay in Kalaheo, HI


Manawaiopuna Falls 3,336 Properties
Kukuiolono Golf Course 2,268 Properties
Kauai Coffee Company 469 Properties
Hanapepe Valley Lookout 164 Properties

Frequently Asked Questions About Kalaheo?

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

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

Discover 39 accommodations with private or nearby pickleball courts in Kalaheo. Some of the best destinations to stay and play pickleball are:

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

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

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 178 properties listed in Kalaheo 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.


People Also Ask

There are 178 Kalaheo, HI Vacation Rentals

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