11399+ Perfect Pickle Stays with Nearby Pickleball Facilities |
  1. USA
  2. West Maui

West Maui pickleball Stays, Resort Rentals, & Homes

About West Maui Vacation Rentals

Discover over 11399 amazing vacation rental options in West Maui 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 West Maui.

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 881.81 ft², with prices averaging US $1,102 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 West Maui.

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Top Pickleball-Ready Accommodation Types in West Maui

Type Count
Holiday Apartments 1894
Vacation Homes 801
Villas 535
Cottages 27

Use these Quick Filters to Find a Vacation Rental in West Maui

★ 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 West Maui with PickleTrip™.

Weather in West Maui, US

View the weather forecast for West Maui before booking your West Maui 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 West Maui, US

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


Kaanapali Beach
Whalers Village
Napili Bay
Lahaina Harbor
Maui Ocean Center
Kapalua Beach
Black Rock
Kapalua Golf Club Plantation Course
Maalaea Harbor
Honolua Bay
Maui Theater
West Maui Mountains
Maui Arts and Cultural Center
Maui Tropical Plantation
Maui Sandy Beach
Kapalua Golf Resort Bay Course
Kapalua Resort
Banyan Tree Park
Lahaina Historic District
Maui Nui Botanical Gardens

Other Places to Stay in West Maui, US


Maui County 14,572 Properties
Lahaina 7,545 Properties
Napili-Honokowai 3,542 Properties
Honokowai 2,535 Properties
Kaanapali 2,381 Properties
Kapalua 1,296 Properties
Kahana (Maui) 1,007 Properties
Napili 672 Properties
Napili Bay Beach 640 Properties
Wailuku 480 Properties
Ukumehame Ahupuaa 395 Properties
Maalaea 391 Properties

Frequently Asked Questions About West Maui?

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

How many pickleball-ready properties have private pools in West Maui?

Discover 934 accommodations with private or nearby pickleball courts in West Maui. Some of the best destinations to stay and play pickleball are:

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

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

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 11399 properties listed in West Maui 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 (7) 
Neighborhood Property Count
Napili Vacation Rentals in West Maui, US 672
Ukumehame Ahupuaa Vacation Rentals in West Maui, US 395
Historic Lahaina Front Street Vacation Rentals in West Maui, US 322
Downtown Lahaina Vacation Rentals in West Maui, US 322
Montage Kapalua Bay Vacation Rentals in West Maui, US 32
Wailuku Heights Vacation Rentals in West Maui, US 103
Plantation Estates Vacation Rentals in West Maui, US 1556

People Also Ask

There are 11399 West Maui, US Vacation Rentals

Recently Booked Vacation Rentals in West Maui