Surfer Hotels - Vacation Rentals in South Maui

South Maui's Best Family Reunion Spot in Kihei From US $6,457
         

9.8 (45 Reviews)
Hotel
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Island Surf 508 in Kihei From US $188
         

9.4 (5 Reviews)
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Maui Coast Hotel in Kihei From US $323
         

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9.6 (2639 Reviews)
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Hotel Wailea, Relais & Châteaux - Adults Only in Wailea From US $889
         

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9.3 (145 Reviews)
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Hilton Grand Vacations Club Maui Bay Villas in Kihei From US $438
         

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9.4 (385 Reviews)
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Nani Kai Hale # 204 Beachfront, Hotel District! in Kihei From US $147
         

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9.1 (40 Reviews)
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Luxury Places to Stay in South Maui

Over 7837+ Luxury Places to Stay in or Near South Maui
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Wailea Elua Village Resort by KBM in Kihei From US $9,199
         

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ICONIC OCEANFRONT ESTATE IN WONDERFUL WAILEA, MAUI! in Wailea-Makena From US $4,882
         

10.0 (7 Reviews)
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Polo Beach Club POL-109 by KBM in Kihei From US $4,800
         

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8.0 (1 Review)
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Top-Rated Vacation Rentals with a Pool in South Maui

Over 6809+ Top-Rated Vacation Rentals with a Pool in or Near South Maui
Breathtaking ocean views! Steps to the beach! Recently remodeled! in Kihei From US $430
         

Hawaiian Cottage and Personal Paradise/BBKM 2013/0004 in Kihei From US $1,139
         

10.0 (208 Reviews)
Cottage
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Romantic, Luxury, Sensual Retreat - Couples Only in Kihei From US $686
         

10.0 (207 Reviews)
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Pet-Friendly Vacation Rentals in South Maui

Over 54+ Pet-Friendly Vacation Rentals in or Near South Maui
Gated 2-story beach house with big yard in Kihei From US $1,003
         

10.0 (87 Reviews)
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Luxury Condo at Kameole Beach T106 in Wailea From US $236
         

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9.4 (34 Reviews)
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The Ocean View Residence in Kihei From US $703
         

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9.0 (2 Reviews)
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Maui Sunset Oasis- Top Unit w/AC, watch whales from from Lanai (Dec-Apr) in Kihei From US $457
         

Bring the Dog to a Kihei Condo with Pool & Tennis in Kihei From US $650
         

10.0 (2 Reviews)
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Condo w/Private Lanai, Ocean View & On-Site Pool! in Kihei From US $341
         

9.6 (33 Reviews)
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Large Vacation Homes & Villas in South Maui

Over 288+ Large Vacation Homes & Villas in or Near South Maui
Villa Moana Maui in Kihei From US $1,892
         

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BEACHFRONT MAUI KIHEI HOUSE in Kihei From US $1,448
         

9.8 (177 Reviews)
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Spectacular 3rd Row Villa at Ho'olei with Ocean Views in Kihei From US $1,397
         

10.0 (63 Reviews)
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5 Star Ocean View, Beach House Chic, Click the Video tour below! in Wailea From US $487
         

Wheelchair Accessible Vacation Homes in South Maui

Over 2709+ Wheelchair Accessible Vacation Homes in or Near South Maui
Corner Unit With Views From Every Window-Awesome Reviews in Kihei From US $366
         

10.0 (203 Reviews)
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Breathtaking Oceanfront Boutique in Kihei From US $405
         

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8.5 (2 Reviews)
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Kihei Beach #409 – Immersive Views and Tranquil Escape in Kihei From US $854
         

LOW August RATES NOW ! RESERVE SOON ! in Kihei From US $545
         

10.0 (149 Reviews)
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South Maui Vacation Rentals and Airbnb Places to Stay Under $200

Over 176+ South Maui Vacation Rentals and Airbnb Places to Stay Under $200
Kihei Alii Kai A 302 - HUGE lanai! Kamaole Beach is steps away in Kihei From US $200
         

Maui Vista 1207 in Kihei From US $197
         

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7.8 (16 Reviews)
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Cozy Maui Retreat, Walk to Sun-Kissed Shores in Kihei From US $199
         

9.0 (2 Reviews)
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Deluxe Camper Van with Aloha in Kihei From US $180
         

10.0 (2 Reviews)
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Paradise Jays Maui Island Breeze in Kihei From US $152
         

10.0 (2 Reviews)
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Great Rates - Great Location - Clean and Cozy Condo! in Kihei From US $183
         

9.8 (175 Reviews)
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Instantly Bookable Vacation Homes in South Maui

Over 5092+ Instantly Bookable Vacation Homes in or Near South Maui
NEW KITCHEN REMODEL! Amazing View! in Wailea From US $492
         

10.0 (159 Reviews)
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Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted in Kihei From US $695
         

Amazing view, Close to the beach, Wailea Ekahi Unit 20i in Wailea From US $541
         

10.0 (138 Reviews)
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Beachfront Condo B303 - December 13-27 Still Available! in Kihei From US $1,235
         

10.0 (102 Reviews)
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About South Maui Vacation Rentals

With more than 64 South Maui vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Surferhotels 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 Surferhotels 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 289.59 ft² on average, with prices averaging US $846 a night.

Surferhotels 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
Hotels 62
Holiday Apartments 1
Resorts 1

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

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

There are a lot of options in South Maui. If you plan on staying in the South 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 South Maui:

How many vacation rentals are available in South Maui?

Currently, the total number of properties listed in 2026 is over 64 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.