182+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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Kaunakakai pickleball Stays, Resort Rentals, & Homes

About Kaunakakai Vacation Rentals

Discover over 182 amazing vacation rental options in Kaunakakai 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 Kaunakakai.

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 479.21 ft², with prices averaging $272 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 Kaunakakai.

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Top Pickleball-Ready Accommodation Types in Kaunakakai

Type Count
Holiday Apartments 60
Vacation Homes 20
Cottages 1

Use these Quick Filters to Find a Vacation Rental in Kaunakakai

★ 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 Kaunakakai with PickleTrip™.

Weather in Kaunakakai, HI

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

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


Molokai Harbor
Halawa Bay Beach
Honouli Maloo Bay Beach
Wailau Beach
Nene O Molokai
Waialua Congregational Church
Kapuaiwa Coconut Grove
One Aliʻi Beach Park
Kumimi Beach
Waikolu Lookout
Softball & Baseball Fields
Kaunakakai Wharf
Pelekunu Valley Overlook
Honouliwai Stream
'Ili'ili'opae Heiau
Kakahai'a National Wildlife Refuge
Kakahaia Beach Park
Moaʻula and Hipuapua Falls
Smith and Bronte Landing Site
St. Joseph's Catholic Church

Other Places to Stay in Kaunakakai, HI


Kumimi Beach 7,621 Properties
Waialua Congregational Church 7,358 Properties
Honouli Maloo Bay Beach 6,882 Properties
Honouliwai Bay 6,869 Properties
Honouliwai Stream 6,748 Properties
Halawa Bay Beach 1,321 Properties
Moaʻula and Hipuapua Falls 898 Properties
Wailau Beach 96 Properties
Kakahai'a National Wildlife Refuge 94 Properties
Kakahaia Beach Park 94 Properties
Kawela 94 Properties
Ualapue 52 Properties

Frequently Asked Questions About Kaunakakai?

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

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

Discover 5 accommodations with private or nearby pickleball courts in Kaunakakai. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Kaunakakai 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 Kaunakakai?

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 182 properties listed in Kaunakakai 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 182 Kaunakakai, HI Vacation Rentals

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