Search South Maui Guest Houses

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for South Maui guest houses

1. Nona Lani Cottages

Nona Lani Cottages
3.0 star property
North Kihei
9.4 out of 10, Exceptional, (200 reviews)
"The cottage was cozy. The host was very sweet and helped us out with whatever we needed. The location was very central, so we were able to drive all around the island."
United States
Reihaneh
The price is AU$848
includes taxes & fees
8 Dec - 9 Dec
Nona Lani Cottages

2. The Historic Wailuku Inn

The Historic Wailuku Inn
2.0 star property
Wailuku
8.6 out of 10, Excellent, (44 reviews)
"Beautifully restored historic inn and gardens. A lovely retreat from Honolulu!"
United States
Diane
The price is AU$599
includes taxes & fees
11 Nov - 12 Nov
The Historic Wailuku Inn

3. Paia Inn - 3 Bedroom Ocean Front Beach House

Paia Inn - 3 Bedroom Ocean Front Beach House
Paia
10.0 out of 10, Exceptional, (1 review)
"This is a beautiful property in an absolutely amazing location. We love love LOVED Paia - it is away from the more touristy areas of Maui, has great shops and restaurants, and it was so incredible to be directly on the beach while also being smack in the middle of town. When I booked, I did not realize that this house is part of a hotel, which made it a bit difficult to find at first, but it turned out to be great because we had the best of both worlds - our own house/space but with the...
United States
Katy F.
The price is AU$3,249
includes taxes & fees
10 Nov - 11 Nov
Paia Inn - 3 Bedroom Ocean Front Beach House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about South Maui

Golden beaches and turquoise waters beckon visitors to this sun-soaked paradise. Snorkel Molokini Crater's vibrant reefs, surf Makena's breaks, or hike Haleakala National Park's otherworldly summit on nearby Upcountry Maui.

A wooden sign for Keawa'i Church with a stone building and palm trees in the background.

Explore a world of travel with Expedia