Wailea Vacation Rentals - Vacation Rentals in South Maui

Property Image From US $405
         

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8.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $524
         

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10.0 (17 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $1,006
         

10.0 (199 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $395
         

10.0 (198 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in South Maui

Over 7640+ Luxury Places to Stay in or Near South Maui
Property Image From US $9,660
         

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New
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $7,744
         

9.8 (44 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $6,355
         

10.0 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in South Maui

Over 6775+ Top-Rated Vacation Rentals with a Pool in or Near South Maui
Property Image From US $375
         

Property Image From US $494
         

10.0 (251 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in South Maui

Over 69+ Pet-Friendly Vacation Rentals in or Near South Maui
Property Image From US $1,490
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $702
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $781
         

10.0 (67 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $761
         

10.0 (51 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Property Image From US $662
         

10.0 (6 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in South Maui

Over 259+ Large Vacation Homes & Villas in or Near South Maui
Property Image From US $1,892
         

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New
Villa
  • Air Conditioner
  • Parking
  • View
Property Image From US $1,440
         

9.8 (167 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Property Image From US $2,261
         

10.0 (58 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool

Wheelchair Accessible Vacation Homes in South Maui

Over 2712+ Wheelchair Accessible Vacation Homes in or Near South Maui
Property Image From US $298
         

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New
House
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $460
         

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10.0 (8 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $668
         

10.0 (149 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $469
         

Property Image From US $798
         

10.0 (109 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

South Maui Varoom and Airbnb Places to Stay Under $200

Over 210+ South Maui Varoom and Airbnb Places to Stay Under $200
Property Image From US $190
         

9.8 (99 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $197
         

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7.8 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Property Image From US $88
         

Property Image From US $173
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image From US $170
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Property Image From US $198
         

9.6 (126 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in South Maui

Over 5021+ Instantly Bookable Vacation Homes in or Near South Maui
Property Image From US $541
         

10.0 (131 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $725
         

10.0 (178 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $919
         

10.0 (95 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Property Image From US $305
         

10.0 (68 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Property Image From US $612
         

Property Image From US $444
         

10.0 (46 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About South Maui Vacation Rentals

With more than 7649 South Maui vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Waileavacationrentals and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in South Maui.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Waileavacationrentals South Maui, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in South Maui. Places to stay near South Maui are 762.81 ft² on average, with prices averaging $605 a night.

Waileavacationrentals makes it easy and safe to find and compare vacation rentals in South Maui with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in South Maui

Type Count
Holiday Apartments 1023
Vacation Homes 962
Villas 135
Resorts 107
Hotels with Suites 63
Cottages 17
B&B 8
Cabin Rentals 1
Others 1

Use these Quick Filters to Find a Vacation Rental in South Maui

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

Weather in South Maui

View the weather forecast for South Maui before booking your South Maui 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