10435+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  3. Lahaina

Lahaina pickleball Stays, Resort Rentals, & Homes

About Lahaina Vacation Rentals

Discover over 10435 amazing vacation rental options in Lahaina 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 Lahaina.

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 834.34 ft², with prices averaging US $1,022 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 Lahaina.

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Top Pickleball-Ready Accommodation Types in Lahaina

Type Count
Holiday Apartments 1340
Vacation Homes 1189
Villas 529
Cottages 22

Use these Quick Filters to Find a Vacation Rental in Lahaina

★ 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 Lahaina with PickleTrip™.

Weather in Lahaina, HI

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

December - February
High 82°F       Low 63°F
March - May
High 86°F       Low 66°F
June - August
High 90°F       Low 71°F
September - November
High 90°F       Low 66°F

Top Attractions Around Lahaina, HI

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


Kaanapali Beach
Whalers Village
Napili Bay
Lahaina Harbor
Kapalua Beach
Black Rock
Kapalua Golf Club Plantation Course
Honolua Bay
Maui Theater
West Maui Mountains
Maui Sandy Beach
Kapalua Golf Resort Bay Course
Kapalua Resort
Banyan Tree Park
Lahaina Historic District
Kaanapali Golf Courses
Lahaina Banyan Court
Outlets of Maui
Napili Bay Beach
Kahekili Beach

Other Places to Stay in Lahaina, HI


Maui County 17,025 Properties
West Maui 8,673 Properties
Napili-Honokowai 4,083 Properties
Honokowai 2,872 Properties
Kaanapali 2,474 Properties
Kahana (Maui) 1,211 Properties
Kapalua 1,160 Properties
Napili 654 Properties
Napili Bay Beach 621 Properties
Ukumehame Ahupuaa 461 Properties
Historic Lahaina Front Street 390 Properties
Downtown Lahaina 390 Properties

Frequently Asked Questions About Lahaina?

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

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

Discover 728 accommodations with private or nearby pickleball courts in Lahaina. Some of the best destinations to stay and play pickleball are:

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

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

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 10435 properties listed in Lahaina 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 (6) 
Neighborhood Property Count
Napili Vacation Rentals in Lahaina, Hawaii 654
Ukumehame Ahupuaa Vacation Rentals in Lahaina, Hawaii 461
Historic Lahaina Front Street Vacation Rentals in Lahaina, Hawaii 390
Downtown Lahaina Vacation Rentals in Lahaina, Hawaii 390
Montage Kapalua Bay Vacation Rentals in Lahaina, Hawaii 33
Plantation Estates Vacation Rentals in Lahaina, Hawaii 1514

People Also Ask

There are 10435 Lahaina, HI Vacation Rentals

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