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Alohanaturestays - Vacation Rentals in Pilates Maui

Property Image From $496
         

10.0 (203 Reviews)
Condo
Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $405
         

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8.5 (2 Reviews)
House
Breathtaking Oceanfront Boutique
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $312
         

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10.0 (120 Reviews)
Condo
70 m² Condo ∙ 2 bedrooms ∙ 6 guests
  • 749 ft² Condo
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $524
         

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10.0 (17 Reviews)
Condo
Modern & Polished Oceanfront Vistas
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $370
         

10.0 (196 Reviews)
Condo
Corner Unit With Views From Every Window-Awesome Reviews
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $459
         

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New
House
Tropical & Lush In Paradise
  • Air Conditioner
  • Parking
  • Child Friendly

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Property Image From $269
         

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10.0 (96 Reviews)
Condo
60 m² Condo ∙ 1 bedroom ∙ 4 guests
  • 640 ft² Condo
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $473
         

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10.0 (9 Reviews)
Condo
Sunny and Soothing Oceanfront Vistas
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $781
         

10.0 (168 Reviews)
House
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews !
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $436
         

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New
House
Calming Coastal Vistas
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $466
         

10.0 (63 Reviews)
Condo
Condo ∙ 1 bedroom ∙ 4 guests
  • Air Conditioner
  • Pool
  • TV

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Property Image From $460
         

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10.0 (7 Reviews)
Condo
Calming Coastal Vistas
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $721
         

10.0 (153 Reviews)
House
Your Maui Beachfront Retreat & Private Observation Deck - PERMIT #STKM 2015/0003
  • Air Conditioner
  • Parking
  • TV

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Property Image From $379
         

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New
House
Endless & Elegant Vistas
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $641
         

10.0 (136 Reviews)
Condo
🤙 Nov-Dec-Jan SPECIALS 🏝️ at the classic LIVE ALOHA SUITE
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $298
         

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New
House
Elegant Oceanfront Vistas
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $524
         

10.0 (132 Reviews)
Condo
Beachfront Unobstructed Ocean View, 3rd Flr End Unit 310, AC Wi-Fi Streaming TVs
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $219
         

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New
House
Refined Oceanfront Retreat
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $1,750
         

10.0 (129 Reviews)
House
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage/4 Bath/AC
  • Air Conditioner
  • Parking
  • TV

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Property Image From $209
         

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New
House
Tranquil Oceanfront Vistas
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $294
         

10.0 (68 Reviews)
Apartment
OCT-Nov 2025 Special! 1BA/1 BA BEACHFRONT-PRIVATE-GREAT LOCATION-5 STAR REVIEWS!
  • Air Conditioner
  • Parking
  • TV

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Property Image From $580
         

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10.0 (2 Reviews)
Apartment
Kihei Maui Island Style, Beach, Pool, Restaurants Kihei Gardens Estates
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $360
         

10.0 (45 Reviews)
Apartment
OCT-Nov 2025 SPEC! 2BR/1BA BEACHFRONT - GREAT LOCATION- EXCEPTIONAL REVIEWS
  • Air Conditioner
  • Parking
  • TV

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Property Image From $3,453
         

10.0 (25 Reviews)
House
NEWLY RENOVATED, PRIVATE BEACHFRONT HIDEAWAY ^MOANA^ SLEEPS 8!
  • Air Conditioner
  • Parking
  • Pool

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★ Pro Tip: Alohanaturestay makes it easy to compare the best listings on Alohanaturestay homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Alohanaturestay homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Pilates Maui.

Weather in Pilates Maui

View the weather forecast for Pilates Maui before booking your Pilates Maui 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 Pilates Maui, HI

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


Wailea Beach Maui Ocean Center Molokini Maalaea Harbor Kamaole Beach Park 3 Makena State Park Beach West Maui Mountains Kahului Bay Keawakapu Beach Maui Arts and Cultural Center Maui Tropical Plantation Kuau Bay Beach Kihei Town Center Shopping Center Kamaole Beach Park Kihei Regional Park Kamaole Beach Park 2 Maluaka Beach Kalama Beach Park Maui Nui Botanical Gardens Little Beach