Cruise Vacations - Vacation Rentals in South Maui

Luxury Places to Stay in South Maui

Over 7667+ Luxury Places to Stay in or Near South Maui
Wailea Beach Villas WBV-PH 412 by KBM From US $9,660
         

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New
Apartment
  • Air Conditioner
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South Maui's Best Family Reunion Spot From US $8,919
         

9.8 (44 Reviews)
Hotel
  • Air Conditioner
  • TV
  • Balcony/Terrace
ICONIC OCEANFRONT ESTATE IN WONDERFUL WAILEA, MAUI! From US $6,633
         

10.0 (6 Reviews)
House
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  • Pool

Top-Rated Vacation Rentals with a Pool in South Maui

Over 6766+ Top-Rated Vacation Rentals with a Pool in or Near South Maui
Breathtaking ocean views! Steps to the beach! Recently remodeled! From US $524
         

Stunning Views from only double lanai Penthouse unit. From US $362
         

10.0 (255 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in South Maui

Over 55+ Pet-Friendly Vacation Rentals in or Near South Maui
Maui What a Wonderful World Bed & Breakfast From US $294
         

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9.4 (82 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
The Ocean View Residence From US $1,018
         

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10.0 (1 Review)
Apartment
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  • Pet Friendly
Gated 2-story beach house with big yard From US $865
         

10.0 (68 Reviews)
Villa
  • Air Conditioner
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  • Pet Friendly
Beautiful Home! Stunning Ocean Views! From US $770
         

10.0 (51 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Maui Sunset Oasis- Top Unit w/AC From US $655
         

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

Large Vacation Homes & Villas in South Maui

Over 261+ Large Vacation Homes & Villas in or Near South Maui
Villa Moana Maui From US $1,892
         

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New
Villa
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BEACHFRONT MAUI KIHEI HOUSE From US $1,428
         

9.8 (167 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Spectacular 3rd Row Villa at Ho'olei with Ocean Views From US $1,860
         

10.0 (58 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pool
FIVE BEDROOM BEACHFRONT SOUTH MAUI HOME - MODERN! From US $4,893
         

9.8 (112 Reviews)
House
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  • Pool

Wheelchair Accessible Vacation Homes in South Maui

Over 2737+ Wheelchair Accessible Vacation Homes in or Near South Maui
Breathtaking Oceanfront Boutique From US $405
         

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8.5 (2 Reviews)
House
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Corner Unit With Views From Every Window-Awesome Reviews From US $427
         

10.0 (198 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Dec. nightly rates starting at ONLY 229/nt with fees From US $643
         

10.0 (149 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool
🤙 Dec-Jan-Feb SPECIALS 🏝️ at the classic LIVE ALOHA SUITE From US $459
         

South Maui Varoom and Airbnb Places to Stay Under $200

Over 211+ South Maui Varoom and Airbnb Places to Stay Under $200
A Piece Of Paradise! From US $190
         

9.8 (99 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
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
         

Deluxe style Camper with all features and ammenties From US $170
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
World Famous Shaka Camper From US $160
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace

Instantly Bookable Vacation Homes in South Maui

Over 5054+ Instantly Bookable Vacation Homes in or Near South Maui
Hawaiian Cottage and Personal Paradise/BBKM 2013/0004 From US $1,012
         

10.0 (200 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pool
Elegant Oceanfront Vistas From US $298
         

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New
House
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  • Pool
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted From US $548
         

Amazing view, Close to the beach, Wailea Ekahi Unit 20i From US $672
         

10.0 (131 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool

About South Maui Vacation Rentals

With more than 7667 South Maui vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Cruisevacations 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 Cruisevacations 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

Cruisevacations 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.

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