2297+ Vacation Rentals Near Pilates Maui |
  1. USA
  2. Hawaii
  3. Kihei
  4. Pilates Maui

Darkest Travel - Vacation Rentals in Pilates Maui

Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home From US $493
         

10.0 (209 Reviews)
Condo
Ocean Front Penthouse Best View Most Amenities Fully Stocked Feels like home
  • Air Conditioner
  • Parking
  • Pool

View Availability
Breathtaking Oceanfront Boutique From US $405
         

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

View Availability
Modern & Polished Oceanfront Vistas From US $524
         

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

View Availability
Corner Unit With Views From Every Window-Awesome Reviews From US $344
         

10.0 (200 Reviews)
Condo
Corner Unit With Views From Every Window-Awesome Reviews
  • Air Conditioner
  • Parking
  • Pool

View Availability
Kihei Maui Island Style, Beach, Pool, Restaurants Kihei Gardens Estates From US $580
         

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

View Availability
Calming Coastal Vistas From US $460
         

|
10.0 (8 Reviews)
Condo
Calming Coastal Vistas
  • Air Conditioner
  • Parking
  • Pool

View Availability
Beautiful Maui Beachfront Townhouse! Great Views! 200+ Five Star Reviews ! From US $899
         

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

View Availability
Kihei Bay Surf 145 From US $162
         

|
7.7 (28 Reviews)
Apartment
Kihei Bay Surf 145
  • Parking
  • Pool
  • Child Friendly

View Availability
Waiohuli Beach Hale Ocean View Condos with Parking From US $501
         

|
10.0 (5 Reviews)
Apartment
Waiohuli Beach Hale Ocean View Condos with Parking
  • Air Conditioner
  • Parking
  • Pool

View Availability
Your Maui Beachfront Retreat & Private Observation Deck - PERMIT #STKM 2015/0003 From US $772
         

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

View Availability
Fe cancellation ONLY 179/nt plus fees ! RESERVE SOON ! From US $661
         

10.0 (149 Reviews)
Apartment
Fe cancellation ONLY 179/nt plus fees ! RESERVE SOON !
  • Air Conditioner
  • Parking
  • Pool

View Availability
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets From US $434
         

10.0 (141 Reviews)
Condo
🌺Lush Oceanfront Penthouse with Pool, Hot Tub, Mountain Sunrises, Ocean Sunsets
  • Air Conditioner
  • Parking
  • Pool

View Availability
🤙 April-May-June SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE From US $713
         

10.0 (139 Reviews)
Condo
🤙 April-May-June SPECIALS PLUS VRBO discounts 🏝️ at the LIVE ALOHA SUITE
  • Air Conditioner
  • Parking
  • Pool

View Availability
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage/4 Bath/AC From US $1,399
         

10.0 (136 Reviews)
House
Gorgeous Home Across from Beach - 5 BR + Opt. Cottage/4 Bath/AC
  • Air Conditioner
  • Parking
  • TV

View Availability
Beachfront Unobstructed Ocean View, 3rd Flr End Unit 310, AC Wi-Fi Streaming TVs From US $681
         

10.0 (134 Reviews)
Condo
Beachfront Unobstructed Ocean View, 3rd Flr End Unit 310, AC Wi-Fi Streaming TVs
  • Air Conditioner
  • Parking
  • Pool

View Availability
1BA/1 BA BEACHFRONT-PRIVATE-GREAT LOCATION-5 STAR REVIEWS! From US $415
         

10.0 (71 Reviews)
Apartment
1BA/1 BA BEACHFRONT-PRIVATE-GREAT LOCATION-5 STAR REVIEWS!
  • Air Conditioner
  • Parking
  • TV

View Availability
2BR/1BA BEACHFRONT - GREAT LOCATION- EXCEPTIONAL REVIEWS From US $505
         

10.0 (48 Reviews)
Apartment
2BR/1BA BEACHFRONT - GREAT LOCATION- EXCEPTIONAL REVIEWS
  • Air Conditioner
  • Parking
  • TV

View Availability
NEWLY RENOVATED, PRIVATE BEACHFRONT HIDEAWAY ^MOANA^ SLEEPS 8! From US $3,579
         

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

View Availability
Oceanfront! Air Conditioned! Amazing Views! Ground Floor! 3 Bedroom 2 Bath From US $970
         

9.8 (291 Reviews)
Condo
Oceanfront! Air Conditioned! Amazing Views! Ground Floor! 3 Bedroom 2 Bath
  • Air Conditioner
  • Parking
  • Pool

View Availability
Guest Favorite MSB103 Kihei Oceanfront property 1st Fl, Remodeled, AC & more From US $323
         

9.8 (169 Reviews)
Condo
Guest Favorite MSB103 Kihei Oceanfront property 1st Fl, Remodeled, AC & more
  • Air Conditioner
  • Parking
  • Pool

View Availability
BEACHFRONT MAUI KIHEI HOUSE From US $1,270
         

9.8 (168 Reviews)
House
BEACHFRONT MAUI KIHEI HOUSE
  • Air Conditioner
  • Parking
  • TV

View Availability
Maui Sunset B407: Ocean view 1 Bed, 2 Bath, Kihei Condo, Sleeps up to four From US $321
         

9.8 (75 Reviews)
Condo
Maui Sunset B407: Ocean view 1 Bed, 2 Bath, Kihei Condo, Sleeps up to four
  • Air Conditioner
  • Parking
  • Pool

View Availability
Lush Garden Charmer - Breathtaking Sunsets From US $241
         

9.6 (132 Reviews)
Condo
Lush Garden Charmer - Breathtaking Sunsets
  • Air Conditioner
  • Parking
  • Pool

View Availability
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub From US $1,023
         

9.6 (107 Reviews)
House
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
  • Air Conditioner
  • Parking
  • TV

View Availability
★ Pro Tip: Darkesttravel makes it easy to compare the best listings on Darkesttravel homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Darkesttravel 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

Darkesttravel 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

Pilates Maui Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Pilates Maui?

There are a lot of options in Pilates Maui. If you plan on staying in the Pilates Maui area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Pilates Maui:

How many vacation rentals are available in Pilates Maui?

Currently, the total number of properties listed in 2026 is over 2297 in the Pilates Maui area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Pilates Maui.