Short-Term Rentals in Pilates Maui, HI: Compare 10+ Sites & Save

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5778 Best Short-Term Rentals in Pilates Maui (Starting from $249)

103 Kihei Holiday
103 Kihei Holiday
Apartment
Kihei, HI, USA
0.9k from Pilates Maui center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Hot tubs, Places to stay

1 Bedroom7 Guests
9.3

Superb

3 reviews

$469
Average price / night
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PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!
PRIVATE HOME on a lush half acre, Kihei Oasis boasts a 40k gallon heated pool!
House
Kihei, HI, 96753, United States
0.4k from Pilates Maui center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

188 reviews

$918
Average price / night
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110 Kihei Holiday
110 Kihei Holiday
Apartment
Kihei, HI, USA
0.9k from Pilates Maui center

Apartments, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom7 Guests
1.0

Review score

1 reviews

$469
Average price / night
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Enjoy paradise living at the THERE Maui House!
Enjoy paradise living at the THERE Maui House!
House
Kihei, HI, 96753, United States
0.4k from Pilates Maui center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Patio

2 Bedrooms4 Guests
9.8

Exceptional

15 reviews

$381
Average price / night
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214 Kihei Holiday
214 Kihei Holiday
Apartment
Kihei, HI, USA
0.9k from Pilates Maui center

Apartments, Cheap, Accommodations, Pools, Parking, Lodgings, Vacation rentals, Places to stay, Family

1 Bedroom7 Guests
9.3

Superb

3 reviews

$491
Average price / night
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Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
Private Luxury Villa in Kihei. Just moments walk to the beach. 10/10 reviews!
House
Kihei, HI, 96753, United States
0.4k from Pilates Maui center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Hot Tub, Internet

6 Bedrooms18 Guests
10.0

Exceptional

42 reviews

$3133
Average price / night
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Kihei Holiday 311
Kihei Holiday 311
Apartment
Kihei, HI, USA
0.9k from Pilates Maui center

Apartments, Cheap, Accommodations, Pools, Lodgings, Places to stay

2 Bedrooms7 Guests
8.3

Very Good

9 reviews

$434
Average price / night
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Secluded home with spectacular ocean and sunset views
Secluded home with spectacular ocean and sunset views
House
Kihei, HI, 96753, United States
0.5k from Pilates Maui center

AC, Balcony, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

4 Bedrooms10 Guests
10.0

Exceptional

21 reviews

$1522
Average price / night
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Kihei Holiday 215 - a Charming 2BR, 1BA Condo, AC
Kihei Holiday 215 - a Charming 2BR, 1BA Condo, AC
House
Kihei, HI, USA
0.9k from Pilates Maui center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Jacuzzis, Places to stay, Condos

2 Bedrooms6 Guests
New to Booking
$340
Average price / night
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Welcome to your Maui Escape! Newly renovated and Hotel-Zoned!
Welcome to your Maui Escape! Newly renovated and Hotel-Zoned!
Condo
Kihei, HI, 96753, United States
0.6k from Pilates Maui center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$364
Average price / night
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107 Kihei Holiday
107 Kihei Holiday
Apartment
Kihei, HI, USA
0.9k from Pilates Maui center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$249
Average price / night
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Amazing private home in Kihei!
Amazing private home in Kihei!
House
Kihei, HI, 96753, United States
0.6k from Pilates Maui center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
9.0

Fabulous

12 reviews

$559
Average price / night
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Your Maui Adventure Awaits - Sugar Beach
Your Maui Adventure Awaits - Sugar Beach
Apartment
Kihei, HI, USA
0.9k from Pilates Maui center

Apartments, Accommodations, Pools, Parking, Lodgings, Places to stay, Family, Condos

2 Bedrooms5 Guests
New to Booking
$336
Average price / night
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Kihei Holiday Stunning Ocean View #309 2bd/1ba condo, 1 min walk to the ocean.
Kihei Holiday Stunning Ocean View #309 2bd/1ba condo, 1 min walk to the ocean.
Condo
Kihei, HI, 96753, United States
0.7k from Pilates Maui center

AC, Dryer, Internet, Laundry, No Smoking, Pool, Washer

2 Bedrooms4 Guests
10.0

Exceptional

2 reviews

$369
Average price / night
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Hale Wailana 3A
Hale Wailana 3A
Apartment
Kihei, HI, USA
0.9k from Pilates Maui center

Apartments, Accommodations, Pools, Lodgings, Places to stay

2 Bedrooms4 Guests
New to Booking
$371
Average price / night
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2BD/2BA! Charming Retreat: Ground Floor w/King, AC, Garden/Lanai
2BD/2BA! Charming Retreat: Ground Floor w/King, AC, Garden/Lanai
Condo
Kihei, HI, 96753, United States
0.7k from Pilates Maui center

AC, Barbecue, Crib, Dryer, Free Parking, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
New to Booking
$328
Average price / night
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Beach House Getaway
Beach House Getaway
House
Kihei, HI, USA
0.9k from Pilates Maui center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom6 Guests
New to Booking
$540
Average price / night
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Last Minute Deals! Oceanview Stunner! Modern, Pool, Beach, Whales! Video Tour!
Last Minute Deals! Oceanview Stunner! Modern, Pool, Beach, Whales! Video Tour!
Condo
Kihei, HI, 96753, United States
0.7k from Pilates Maui center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

5 reviews

$369
Average price / night
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Nona Lani Cottages
Nona Lani Cottages
Apartment
Pilates Maui, Kihei, Hawaii, USA
0.9k from Pilates Maui center

Apartments, Accommodations, Parking, 4-star, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

11 Bedrooms10 Guests
9.3

Superb

106 reviews

$446
Average price / night
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Cute Kihei Cottage - Large Outdoor Deck
Cute Kihei Cottage - Large Outdoor Deck
Cottage
Kihei, HI, 96753, United States
0.7k from Pilates Maui center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom2 Guests
10.0

Exceptional

1 reviews

$318
Average price / night
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Kihei Holiday 116
Kihei Holiday 116
Apartment
Kihei, HI, USA
0.9k from Pilates Maui center

Apartments, Accommodations, Pools, Lodgings, Vacation rentals, Places to stay, Self-catering, Beach rentals

2 Bedrooms6 Guests
7.8

Good

15 reviews

$314
Average price / night
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☼ Stylish & Bright 2bd Oceanfront Condo|5★ Views
☼ Stylish & Bright 2bd Oceanfront Condo|5★ Views
Condo
Kihei, HI, 96753, United States
0.7k from Pilates Maui center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
10.0

Exceptional

10 reviews

$538
Average price / night
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Best Oceanview on property! Modern, luxury unit. Whales, Beach, Pool, AC!
Best Oceanview on property! Modern, luxury unit. Whales, Beach, Pool, AC!
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Balcony, Barbecue, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms4 Guests
10.0

Exceptional

17 reviews

$414
Average price / night
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5 Bed/5Bath! Ocean Views! 3 Condos! Sleeps 16! with WiFi, AC in beautiful Kihei
5 Bed/5Bath! Ocean Views! 3 Condos! Sleeps 16! with WiFi, AC in beautiful Kihei
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Dryer, Internet, Laundry, No Smoking, Washer

5 Bedrooms16 Guests
9.8

Exceptional

6 reviews

$2009
Average price / night
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Grand Opening Prices! Ocean Views! Steps 2 Beach!\nEntire condo in Kihei, Hawaii!
Grand Opening Prices! Ocean Views! Steps 2 Beach!\nEntire condo in Kihei, Hawaii!
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

1 Bedroom4 Guests
New to Booking
$575
Average price / night
Check Availability
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
Ocean View 2-bedroom condo with pool and AC in wonderful Kihei
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Balcony, Crib, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.8

Exceptional

26 reviews

$494
Average price / night
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Kihei Corner Unit | Steps to Sugar Beach | Pool AC
Kihei Corner Unit | Steps to Sugar Beach | Pool AC
Condo
Kihei, HI, 96753, United States
0.9k from Pilates Maui center

AC, Balcony, Barbecue, Crib, Dryer, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms5 Guests
9.0

Fabulous

2 reviews

$428
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Short-Term Rentals in Pilates Maui.

Where to stay in Pilates Maui? Best neighborhoods & areas

Pilates Maui Short-Term Rentals on the Map

Frequently Asked Questions

You can explore 5778 verified short-term rentals in Pilates Maui, including apartments, houses, and furnished stays suitable for both travel and temporary living.

Short-term rental prices in Pilates Maui vary depending on location, property size, and travel dates. Rates typically start from around $249 per night, with higher prices for premium properties or peak seasons.

Many short-term rentals in Pilates Maui include Wi-Fi, making them suitable for remote work. Some listings also provide dedicated workspaces, but it is recommended to check property details for specific features.

Booking 30 to 45 days in advance is generally recommended for the best availability. For peak travel periods or major events in Pilates Maui, booking earlier can help secure better options.

In many cases, utilities such as electricity, water, and internet are included in the rental price. However, this can vary by property, so it is important to review the listing details before booking.

Short-term rentals in Pilates Maui often include amenities such as Wellness Facilities, Laundry, and View, providing a comfortable and convenient stay.

Short-term rentals in Pilates Maui are often used for flexible stays, including work trips or temporary housing, while vacation rentals are typically geared toward leisure stays in tourist areas. Both offer furnished, home-like accommodations.