Aloha Nature Stays - Vacation Rentals in South Maui

Breathtaking Oceanfront Boutique From US $405
         

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8.5 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Modern & Polished Oceanfront Vistas From US $524
         

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10.0 (20 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Hawaiian Cottage and Personal Paradise/BBKM 2013/0004 From US $1,136
         

10.0 (206 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Corner Unit With Views From Every Window-Awesome Reviews From US $359
         

10.0 (202 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted From US $695
         

Luxury Places to Stay in South Maui

Over 7970+ Luxury Places to Stay in or Near South Maui
Polo Beach Club POL-109 by KBM From US $9,471
         

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8.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool
Wailea Elua Village Resort by KBM From US $9,199
         

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New
Condo
  • Air Conditioner
  • Parking
  • Pool
Fairmont Kea Lani Maui Villa Experience From US $5,399
         

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9.8 (6 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in South Maui

Over 6939+ Top-Rated Vacation Rentals with a Pool in or Near South Maui
Breathtaking ocean views! Steps to the beach! Recently remodeled! From US $422
         

Stunning Views from only double lanai Penthouse unit. From US $353
         

10.0 (268 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Romantic, Luxury, Sensual Retreat - Couples Only From US $568
         

10.0 (207 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in South Maui

Over 51+ Pet-Friendly Vacation Rentals in or Near South Maui
Gated 2-story beach house with big yard From US $904
         

10.0 (79 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Maui What a Wonderful World Bed & Breakfast From US $339
         

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9.3 (61 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
The Ocean View Residence From US $507
         

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10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Maui Sunset Oasis- Top Unit w/AC, watch whales from from Lanai (Dec-Apr) From US $483
         

Comfortable condo with private lanai in sunny South Kihei From US $417
         

6.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Large Vacation Homes & Villas in South Maui

Over 284+ Large Vacation Homes & Villas in or Near South Maui
Villa Moana Maui From US $1,892
         

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New
Villa
  • Air Conditioner
  • Parking
  • View
Spectacular 3rd Row Villa at Ho'olei with Ocean Views From US $1,383
         

10.0 (62 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
5 Star Ocean View, Beach House Chic, Click the Video tour below! From US $485
         

Wheelchair Accessible Vacation Homes in South Maui

Over 2802+ Wheelchair Accessible Vacation Homes in or Near South Maui
Hale Hui Kai #112 From US $420
         

10.0 (1 Review)
House
  • Pool
  • View
  • Wheelchair Accessible
Endless & Elegant Vistas From US $409
         

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10.0 (6 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Direct Oceanfront/Beachfront Luxury! Recently Remodeled From US $823
         

10.0 (111 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

South Maui Vacation Rentals and Airbnb Places to Stay Under $200

Over 237+ South Maui Vacation Rentals and Airbnb Places to Stay Under $200
Maui Vista 1207 From US $197
         

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7.8 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • View
Kamaole Sands One Bedrooms by Coldwell Banker Island Vacations From US $88
         

Elevated Island Vacation on Wheels From US $165
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
Paradise Jays Maui Island Breeze From US $126
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Cozy Maui 'Treehouse' with lovely views and amenities From US $179
         

9.8 (98 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in South Maui

Over 5182+ Instantly Bookable Vacation Homes in or Near South Maui
Amazing view, Close to the beach, Wailea Ekahi Unit 20i From US $575
         

10.0 (136 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Oceanfront, Million-Dollar-View, Newly renovated! B421 From US $725
         

10.0 (178 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Beachfront Condo B303 From US $1,088
         

10.0 (99 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
2BR/1BA BEACHFRONT GREAT LOCATION EXCEPTIONAL REVIEWS From US $495
         

10.0 (54 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

About South Maui Vacation Rentals

With more than 7979 South Maui vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Alohanaturestay 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 Alohanaturestay 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 787.84 ft² on average, with prices averaging US $568 a night.

Alohanaturestay 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 1404
Vacation Homes 761
Resorts 136
Villas 127
Hotels 62
Cottages 15
B&B 8
Cabin Rentals 1
Others 1

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

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 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

South Maui Vacation Rental Frequently Asked Questions

What are the top vacation rentals in South Maui?
How many vacation rentals are available in South Maui?

Currently, the total number of properties listed in 2026 is over 7979 in the South Maui area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South Maui.