South Maui Homes & Cottages

The region of South Maui is situated on the island’s southern coastline with spectacular Mount Haleakala in the background and the sunken volcanic crater of Molokini offshore. The South Maui communities of Wailea, Makena, and Kihei offer the perfect setting for Maui vacation rental homes and cottages. Make your home base here, and you’ll have access to wonderful beaches, world-class golf courses, and a wide variety of shops, restaurants, and attractions. All vacation rentals on our site are operating with the required Maui County permits.


South Maui
Up to 8 king_bed 3-4
Starts at $2695 bathtub 3-4
 

Moana Hideaway includes both a 3-bedroom/3-bath main house and a free-standing traditional-style cottage home with an...

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Moana Hideaway pool and lawn

South Maui
Up to 4 king_bed 2
Starts at $1395 bathtub 1
 

Wailea Sunset Bungalow is a charming 2-bedroom, 1-bath oceanfront vacation home nestled between two stunning sandy...

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Wailea Sunset Bungalow living room

South Maui
Up to king_bed 1-2
Starts at $225 bathtub 1-2
 

Exclusive for Maui Accommodations Guide Visitors! 🌺 Book your stay at Aloha Aku and enjoy 5% off — no blackout dates!...

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Aloha Aku Inn and Suites feature exterior

South Maui
Up to 4 king_bed 1
Starts at $135 bathtub 1
 

We welcome you to discover "Aloha" here at Dreams Come True on Maui Bed and Breakfast and Cottage rental in South Maui....

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dreams Hawaii Maui

South Maui
Up to 10 king_bed 4
Starts at $4650 bathtub 5.5
 

Wailea Sunset Estate is a beautiful 4,400-square-foot modern luxury estate with four bedrooms and five and a half...

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Wailea Sunset Estate. oceanfront pool

South Maui
Up to 8 king_bed 4
Starts at $4300 bathtub 4
 

One of the most striking four-bedroom four-bath luxury vacation homes on Maui, Coral Gardens Estate at Makena Bay...

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Coral Gardens Estate pool

South Maui
Up to 6 king_bed 3
Starts at $2500 bathtub 2
 

Mango Surf Beachfront Villa is a 3-bedroom luxury beach house in Kihei, Maui. Private pool, cabana house, gourmet kitchen and more. Legally permitted.

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Mango Surf Beach Front Villa feature

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