Puuwai pickleball Stays, Resort Rentals, & Homes
New
Condo
2 Bedrooms
2 Baths
6 Guests
Internet
Child Friendly
Laundry
Bedding/Linens
US $1,128/Night
7 Nights - US $7,894
House
10.0Exceptional
(1 Review)
5 Bedrooms
4 Baths
10 Guests
2357.3 ft²
Oceanfront
Hot Tub
Spa
Fireplace/Heating
US $691/Night
7 Nights - US $4,837
Apartment
- Hawaii
- ·
- Princeville
- 1.31 mi to center
8.8Fabulous
(263 Reviews)
1 Bedroom
1 Bath
- Oceanfront
- Hot Tub
Pool
Ocean View
US $495/Night
7 Nights - US $3,463
New
House
3 Bedrooms
2 Baths
6 Guests
1400 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $750/Night
7 Nights - US $5,247
House
10.0Exceptional
(1 Review)
7 Bedrooms
5 Baths
14 Guests
3132.3 ft²
- Oceanfront
- Hot Tub
- Spa
- Pool
US $1,419/Night
7 Nights - US $9,933
New
Apartment
2 Bedrooms
2 Baths
4 Guests
1821 ft²
- Oceanfront
- Pool
- Ocean View
Balcony/Terrace
US $643/Night
7 Nights - US $4,503
Condo
- Lihue
- ·
- Nawiliwili
- 0.69 mi to center
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $470/Night
7 Nights - US $3,287
New
Hotel
1 Bath
- Hot Tub
- Pool
- Balcony/Terrace
Kitchen
US $706/Night
7 Nights - US $4,942
House
10.0Exceptional
(250 Reviews)
2 Bedrooms
1 Bath
4 Guests
1030 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $727/Night
7 Nights - US $5,090
Luxury Places to Stay in Puuwai
Over 8663+ Luxury Places to Stay in or Near Puuwai
House
10.0Exceptional
(1 Review)
8 Bedrooms
6 Baths
12 Guests
6000 ft²
Private Pool- Oceanfront
- Hot Tub
- Spa
US $9,801/Night
7 Nights - US $68,607
Condo
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $5,513/Night
7 Nights - US $38,588
Villa
4 Bedrooms
4 Baths
8 Guests
3200 ft²
- Private Pool
- Hot Tub
- Pool
- Ocean View
US $4,056/Night
7 Nights - US $28,392
House
7 Bedrooms
4 Baths
14 Guests
3000 ft²
- Balcony/Terrace
- Kitchen
Parking- Internet
US $3,893/Night
7 Nights - US $27,250
House
9.8Exceptional
(25 Reviews)
6 Bedrooms
4 Baths
14 Guests
6000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $3,477/Night
7 Nights - US $24,342
Condo
3 Bedrooms
3 Baths
10 Guests
2500 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $2,997/Night
7 Nights - US $20,982
House
9.6Exceptional
(26 Reviews)
10 Bedrooms
6 Baths
24 Guests
6000 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $2,818/Night
7 Nights - US $19,725
House
10.0Exceptional
(3 Reviews)
9 Bedrooms
8 Baths
28 Guests
6012 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $2,663/Night
7 Nights - US $18,644
House
10.0Exceptional
(9 Reviews)
7 Bedrooms
5 Baths
16 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $2,423/Night
7 Nights - US $16,963
Top-Rated Villas with a Pool in Puuwai
Over 6646+ Top-Rated Private Villas with a Pool in or Near Puuwai
Condo
- Hawaii
- ·
- Princeville
- 1.49 mi to center
10.0Exceptional
(222 Reviews)
2 Bedrooms
2 Baths
6 Guests
1100 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $560/Night
7 Nights - US $3,920
Condo
- Hawaii
- ·
- Princeville
- 1.32 mi to center
10.0Exceptional
(204 Reviews)
2 Bedrooms
2 Baths
6 Guests
1400 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $470/Night
7 Nights - US $3,287
Condo
10.0Exceptional
(202 Reviews)
1 Bedroom
1 Bath
3 Guests
740 ft²
- Oceanfront
- Hot Tub
- Spa
- Pool
US $372/Night
7 Nights - US $2,607
Condo
10.0Exceptional
(194 Reviews)
2 Bedrooms
2 Baths
4 Guests
1092 ft²
- Pool
- Ocean View
- Balcony/Terrace
View
US $687/Night
7 Nights - US $4,811
Condo
10.0Exceptional
(188 Reviews)
2 Bedrooms
2 Baths
6 Guests
1148 ft²
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $554/Night
7 Nights - US $3,875
Condo
- Hawaii
- ·
- Princeville
- 1.69 mi to center
10.0Exceptional
(182 Reviews)
2 Bedrooms
2 Baths
4 Guests
1700 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $941/Night
7 Nights - US $6,589
House
- Hawaii
- ·
- Princeville
- 1.41 mi to center
10.0Exceptional
(172 Reviews)
3 Bedrooms
4 Baths
6 Guests
3300 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $2,327/Night
7 Nights - US $16,288
Condo
10.0Exceptional
(170 Reviews)
1 Bedroom
1 Bath
2 Guests
1000 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $393/Night
7 Nights - US $2,752
Condo
10.0Exceptional
(165 Reviews)
2 Bedrooms
2 Baths
5 Guests
1200 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $641/Night
7 Nights - US $4,487
Pet-Friendly Villas in Puuwai
Over 69+ Pet-Friendly Private Villas in or Near Puuwai
House
10.0Exceptional
(77 Reviews)
5 Bedrooms
6 Baths
14 Guests
4300 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $2,406/Night
7 Nights - US $16,841
House
10.0Exceptional
(2 Reviews)
2 Bedrooms
2 Baths
7 Guests
139.93 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $518/Night
7 Nights - US $3,626
House
9.8Exceptional
(48 Reviews)
3 Bedrooms
2 Baths
8 Guests
2000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,049/Night
7 Nights - US $7,345
House
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
10 Guests
10.76 ft²
- Balcony/Terrace
Pet Friendly- Parking
- Internet
US $999/Night
7 Nights - US $6,993
Cottage
10.0Exceptional
(106 Reviews)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $911/Night
7 Nights - US $6,380
House
10.0Exceptional
(40 Reviews)
2 Bedrooms
2 Baths
4 Guests
1600 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $920/Night
7 Nights - US $6,440
Condo
- Hawaii
- ·
- Princeville
- 1.48 mi to center
10.0Exceptional
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
566 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Ocean View
US $712/Night
7 Nights - US $4,983
House
- Hanalei
- ·
- Hanalei Palms
- 0.05 mi to center
10.0Exceptional
(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
1100 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $960/Night
7 Nights - US $6,723
House
10.0Exceptional
(1 Review)
2 Bedrooms
3 Baths
6 Guests
13229 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $1,485/Night
7 Nights - US $10,393
Large Private Villas in Puuwai
Over 976+ Large Villas in or Near Puuwai for Groups and Families
Villa
10.0Exceptional
(31 Reviews)
2 Bedrooms
3 Baths
4 Guests
1800 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $820/Night
7 Nights - US $5,742
House
10.0Exceptional
(2 Reviews)
5 Bedrooms
3 Baths
11 Guests
2615.63 ft²
- Oceanfront
- Ocean View
- View
- Parking
US $1,450/Night
7 Nights - US $10,150
House
- Hawaii
- ·
- Princeville
- 1.21 mi to center
9.4Exceptional
(76 Reviews)
7 Bedrooms
4 Baths
14 Guests
4061 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $1,285/Night
7 Nights - US $8,993
House
10.0Exceptional
(81 Reviews)
4 Bedrooms
4 Baths
10 Guests
11739 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,889/Night
7 Nights - US $13,221
Villa
10.0Exceptional
(2 Reviews)
4 Bedrooms
4 Baths
8 Guests
2109.73 ft²
- Pool
- View
- Parking
Air Conditioner
US $1,266/Night
7 Nights - US $8,862
Condo
10.0Exceptional
(37 Reviews)
4 Bedrooms
3 Baths
10 Guests
1850 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $1,160/Night
7 Nights - US $8,119
House
10.0Exceptional
(28 Reviews)
6 Bedrooms
4 Baths
14 Guests
5692 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $1,855/Night
7 Nights - US $12,985
House
- Hawaii
- ·
- Princeville
- 1.21 mi to center
10.0Exceptional
(15 Reviews)
5 Bedrooms
3 Baths
9 Guests
1953 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $1,209/Night
7 Nights - US $8,464
Condo
10.0Exceptional
(13 Reviews)
4 Bedrooms
3 Baths
10 Guests
1900 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $938/Night
7 Nights - US $6,568
Wheelchair Accessible Holiday Homes in Puuwai
Over 1650+ Wheelchair Accessible Villas and Holiday Homes in or Near Puuwai
Condo
10.0Exceptional
(184 Reviews)
1 Bedroom
1 Bath
2 Guests
854 ft²
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $420/Night
7 Nights - US $2,943
Resort
- Hawaii
- ·
- Princeville
- 1.08 mi to center
9.0Exceptional
(103 Reviews)
5 Baths
26 Guests
1340.11 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- View
US $391/Night
7 Nights - US $2,737
House
2.0Average
(1 Review)
1 Bedroom
1 Bath
- Spa
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $735/Night
7 Nights - US $5,143
Condo
10.0Exceptional
(46 Reviews)
1 Bedroom
1 Bath
2 Guests
1100 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $680/Night
7 Nights - US $4,762
Resort
- Hawaii
- ·
- Princeville
- 1.28 mi to center
7.9Very Good
(107 Reviews)
1 Bath
4 Guests
914.93 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $358/Night
7 Nights - US $2,508
Condo
10.0Exceptional
(32 Reviews)
1 Bedroom
2 Baths
4 Guests
1100 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $678/Night
7 Nights - US $4,744
Condo
10.0Exceptional
(17 Reviews)
2 Bedrooms
3 Baths
6 Guests
1158 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $716/Night
7 Nights - US $5,009
Condo
10.0Exceptional
(15 Reviews)
2 Bedrooms
3 Baths
6 Guests
1312 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $697/Night
7 Nights - US $4,878
Condo
10.0Exceptional
(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1800 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $1,128/Night
7 Nights - US $7,898
Puuwai Villas, Airbnb and Holiday Homes Under $200
Over 160+ Puuwai Private Villas, Airbnb and Holiday Homes Under $200
New
House
2 Bedrooms
1 Bath
5 Guests
- Child Friendly
US $171/Night
7 Nights - US $1,194
Apartment
- Hawaii
- ·
- Princeville
- 0.95 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
398.26 ft²
- Hot Tub
- Pool
- View
- Parking
US $200/Night
7 Nights - US $1,400
Hotel
8.6Fabulous
(570 Reviews)
1 Bath
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $167/Night
7 Nights - US $1,167
House
10.0Exceptional
(153 Reviews)
1 Bedroom
1 Bath
2 Guests
512 ft²
- Kitchen
- Parking
- Internet
- Child Friendly
US $136/Night
7 Nights - US $950
Apartment
- Hawaii
- ·
- Princeville
- 1.56 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
721.18 ft²
- Hot Tub
- Spa
Skiing- Pool
US $166/Night
7 Nights - US $1,162
Condo
- Hawaii
- ·
- Princeville
- 0.76 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $194/Night
7 Nights - US $1,358
Condo
- Hawaii
- ·
- Princeville
- 0.67 mi to center
9.6Exceptional
(248 Reviews)
1 Bedroom
1 Bath
2 Guests
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $198/Night
7 Nights - US $1,385
Apartment
9.6Exceptional
(130 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $169/Night
7 Nights - US $1,183
Apartment
- Hawaii
- ·
- Princeville
- 0.90 mi to center
9.4Exceptional
(159 Reviews)
1 Bedroom
1 Bath
3 Guests
350 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $192/Night
7 Nights - US $1,344
Instantly Bookable Villa Rentals in Puuwai
Over 5359+ Instantly Bookable Private Villas in or Near Puuwai
Condo
10.0Exceptional
(158 Reviews)
1 Bedroom
1 Bath
2 Guests
1000 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $423/Night
7 Nights - US $2,959
Resort
1 Bath
4 Guests
- Hot Tub
- Pool
Breakfast- Kitchen
US $497/Night
7 Nights - US $3,477
Condo
- Hawaii
- ·
- Princeville
- 1.31 mi to center
10.0Exceptional
(139 Reviews)
1 Bedroom
2 Baths
2 Guests
1100 ft²
- Hot Tub
- Pool
- Ocean View
- Balcony/Terrace
US $417/Night
7 Nights - US $2,917
Condo
- Hawaii
- ·
- Princeville
- 1.71 mi to center
10.0Exceptional
(137 Reviews)
2 Bedrooms
2 Baths
4 Guests
2000 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,059/Night
7 Nights - US $7,414
Condo
10.0Exceptional
(133 Reviews)
1 Bedroom
1 Bath
4 Guests
640 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $789/Night
7 Nights - US $5,524
Condo
10.0Exceptional
(116 Reviews)
1 Bedroom
1 Bath
4 Guests
640 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
US $804/Night
7 Nights - US $5,629
Condo
10.0Exceptional
(116 Reviews)
3 Bedrooms
2 Baths
6 Guests
1584 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $775/Night
7 Nights - US $5,426
Condo
10.0Exceptional
(107 Reviews)
1 Bedroom
1 Bath
2 Guests
- Pool
- Ocean View
- Balcony/Terrace
- View
US $866/Night
7 Nights - US $6,059
Condo
- Hawaii
- ·
- Princeville
- 1.69 mi to center
10.0Exceptional
(96 Reviews)
2 Bedrooms
2 Baths
5 Guests
2079 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $949/Night
7 Nights - US $6,640
Book a Last Minute Place to Stay in Puuwai
About Puuwai Vacation Rentals
Discover over 8672 amazing vacation rental options in Puuwai 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 Puuwai.
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 907.9 ft², with prices averaging US $783 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 Puuwai.
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Top Pickleball-Ready Accommodation Types in Puuwai
| Type | Count |
|---|---|
| Vacation Homes | 2160 |
| Holiday Apartments | 954 |
| Villas | 198 |
| Cottages | 87 |
Use these Quick Filters to Find a Vacation Rental in Puuwai
★ 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 Puuwai with PickleTrip™.
Weather in Puuwai, HI
View the weather forecast for Puuwai before booking your Puuwai 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 Puuwai, HI
PickleTrip offers a large selection of top attractions around Puuwai . Research things to do on your vacation before you visit Puuwai.
Frequently Asked Questions About Puuwai?
What are the top vacation rentals, resorts, and hotels in Puuwai 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 Puuwai. 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 Puuwai!
- Delightful Historic Cottage Steps from Poipu/Brennecke's Beaches A/C
- BEST LOCATION - Spectacular OCEANFRONT Views from EVERY Room - No Stairs
- Very Private location. Amazing View. The Cliffs 6302, 1 Vehicle Parking Included
- It's all About the View! Oceanfront, A/C, Elevator
- Lae Nani 535 - Spectacular Beach Front - Quiet and Private with Bedroom AC & WD
- A Welcoming Beachfront 2BR/2BA, Vacation Home, W/D, AC, STEPS TO BEACH!
- Fully Renovated Oceanfront with Air Cond. Ground Floor Unit with Spacious Lanai!
- Glorious Ocean and Bali Hai Views on Ground Floor + 1 Hotel Club Access
- Luxury Home With Spectacular 180 Degree White Water Views & Infinity Edge Pool
- Fabulous Location near Shipwreck Beach and Grand Hyatt Resort
How many pickleball-ready properties have private pools in Puuwai?
Discover 594 accommodations with private or nearby pickleball courts in Puuwai. Some of the best destinations to stay and play pickleball are:
- Spacious affordable 2br/2ba/3lanai remodeled condo, perfect location in Poipu!
- Quiet Kiahuna plantation , New Remodel with AC
- 3 Bedroom Hawaiian Waterfall House - Sleeps 8, Private Pool, AC, & More in Poipu
- Watch the whales and spectacular sunset views from your balcony!
Which vacation rentals, resorts, or hotels in Puuwai is best for families looking for a pickleball-getaway?
Looking for a fun and active getaway with pickleball courts in Puuwai? 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.
- Spacious affordable 2br/2ba/3lanai remodeled condo, perfect location in Poipu!
- NEW 2BR Poipu Cottage - AC Pool Gym Pickleball
- Poipu Kai Resort Vacation Condo in Koloa!
How many PickleTrip vacation rentals or resorts are available in Puuwai?
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 8672 properties listed in Puuwai in 2026, 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.
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