South O'ahu pickleball Stays, Resort Rentals, & Homes
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Luxury Places to Stay in South O'ahu
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Top-Rated Villas with a Pool in South O'ahu
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Pet-Friendly Villas in South O'ahu
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Large Private Villas in South O'ahu
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Wheelchair Accessible Holiday Homes in South O'ahu
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South O'ahu Villas, Airbnb and Holiday Homes Under $200
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Instantly Bookable Villa Rentals in South O'ahu
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Book a Last Minute Place to Stay in South O'ahu
About South O'ahu Vacation Rentals
Discover over 8609 amazing vacation rental options in South O'ahu 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 South O'ahu.
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 534.66 ft², with prices averaging US $493 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 South O'ahu.
Top Pickleball-Ready Accommodation Types in South O'ahu
| Type | Count |
|---|---|
| Holiday Apartments | 2085 |
| Vacation Homes | 1148 |
| Villas | 28 |
| Cottages | 15 |
Use these Quick Filters to Find a Vacation Rental in South O'ahu
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★ 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 South O'ahu with PickleTrip™.
Weather in South O'ahu, HI
View the weather forecast for South O'ahu before booking your South O'ahu Vacation Rentals to confirm your best time to go.
Top Attractions Around South O'ahu, HI
PickleTrip offers a large selection of top attractions around South O'ahu . Research things to do on your vacation before you visit South O'ahu.
Other Places to Stay in South O'ahu, HI
Frequently Asked Questions About South O'ahu?
What are the top vacation rentals, resorts, and hotels in South O'ahu 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 South O'ahu. 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 South O'ahu!
- Waikiki Banyan 1BR Corner Unit, Gorgeous Mountain/DiamondHead view, free parking
- Rennovated boutique 1-bedroom condo in Waikiki! WiFi, AC, Sauna Free Parking
- Gorgeous Ocean & Diamond Head Views! Waikiki, FREE Parking!
- 5 mins to the Beach/OCEAN+Mt View. Centrally located in Waikiki
- Beach, City lights and Mountain Views 180 degrees view & centrally located
- Luxury 2 bedroom in Waikiki!
- Magnificent Ocean View Penthouse, FREE PARKING-n Pool renovation until 2026
- Diamond Head Beach - Large Studio - Queen Bed, Balcony, Ocean View, Ocean Access
- The Gold Coast of Waikiki
- Luxurious Getaway
How many pickleball-ready properties have private pools in South O'ahu?
Discover 433 accommodations with private or nearby pickleball courts in South O'ahu. Some of the best destinations to stay and play pickleball are:
- HAWAII KOLOA KAI at the WAIKIKI BANYAN: OCEAN VIEW & FREE DAILY PARKING
- Freshly Updated Condo in Waikiki with Free Parking
- Beautifully Remodeled 2 Bedroom Waikiki Condo - Sleeps 6!
- Seabreeze Vacation Home - Quiet/Pool/Free Wi-Fi/Parking
Which vacation rentals, resorts, or hotels in South O'ahu is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in South O'ahu? 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.
- Waikiki Dreaming
- Aloha Waikiki Condo 2Beds, 2Baths, Free Parking.
- Waikiki Sunset 2 bedroom with Diamond Head View and Parking
How many PickleTrip vacation rentals or resorts are available in South O'ahu?
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 8609 properties listed in South O'ahu 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 (16)
| Neighborhood | Property Count |
|---|---|
| Waikiki Vacation Rentals in Honolulu, Hawaii | 4758 |
| Downtown Honolulu Vacation Rentals in Honolulu, Hawaii | 609 |
| Kaimuki Vacation Rentals in Honolulu, Hawaii | 273 |
| Diamond Head - Kapahulu - St. Louis Vacation Rentals in Honolulu, Hawaii | 269 |
| Ala Moana Vacation Rentals in Honolulu, Hawaii | 200 |
| Eastern Honolulu Vacation Rentals in Honolulu, Hawaii | 173 |
| Hawaii Kai Vacation Rentals in Honolulu, Hawaii | 78 |
| Western Honolulu Vacation Rentals in Honolulu, Hawaii | 50 |
| Kahala Vacation Rentals in Honolulu, Hawaii | 46 |
| Ewa Vacation Rentals in Honolulu, Hawaii | 44 |
| Kuliouou - Kalani Iki Vacation Rentals in Honolulu, Hawaii | 34 |
| Manoa Vacation Rentals in Honolulu, Hawaii | 27 |
| Makiki - Lower Punchbowl - Tantalus Vacation Rentals in Honolulu, Hawaii | 4941 |
| Foster Village Vacation Rentals in Honolulu, Hawaii | 40 |
| Makiki Vacation Rentals in Honolulu, Hawaii | 7763 |
| Moanalua Vacation Rentals in Honolulu, Hawaii | 28 |