
South Maui long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Stayz takes the hassle out of booking monthly rentals in South Maui. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Stayz. Many long-term rentals in South Maui are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - South Maui
Image gallery for Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex
Kihei
Image gallery for BEST LOCATION IN KIHEI! Incredible Lani, Pool & beach! 2 bd, 2 bath, grd floor

BEST LOCATION IN KIHEI! Incredible Lani, Pool & beach! 2 bd, 2 bath, grd floor
Kihei
Image gallery for AUGUST OPEN: Oceanfront 2BR unit Kihei Maui–Stunning Lanai Sunsets, Beach Front

AUGUST OPEN: Oceanfront 2BR unit Kihei Maui–Stunning Lanai Sunsets, Beach Front
Kihei
Image gallery for Great Rates - Clean and Cozy Condo!

Great Rates - Clean and Cozy Condo!
Kihei
Image gallery for Charming Studio at Maui Banyan Resort - Walk to Beach, Pools, AC, Beach Gear

Charming Studio at Maui Banyan Resort - Walk to Beach, Pools, AC, Beach Gear
Kihei
Image gallery for Sunny Kihei retreat, steps from the beach

Sunny Kihei retreat, steps from the beach
Kihei
Image gallery for Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023

Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
Kihei
Image gallery for New Listing! 45 Seconds to Maui's Sugar Beach, Beautifully renovated Kihei Bay Vista B-102

New Listing! 45 Seconds to Maui's Sugar Beach, Beautifully renovated Kihei Bay Vista B-102
Kihei
Image gallery for Kihei 1 Bedroom Beach Condo

Kihei 1 Bedroom Beach Condo
Kihei
Image gallery for Fabulous Ocean Views from Front Row Condo!

Fabulous Ocean Views from Front Row Condo!
Kihei
Image gallery for Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023

Oceanfront, Hale Kai O Kihei, incredible sunsets, King bed, AC, remodeled 2023
Kihei
Image gallery for Luxury Oceanfront Condo at Sugar Beach Resort in Maui sleeps 4.

Luxury Oceanfront Condo at Sugar Beach Resort in Maui sleeps 4.
Kihei
Image gallery for Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!

Read our Reviews! Newly Updated Condo! Perfect Getaway Steps to Beach & Dining!
Kihei
Image gallery for Resort Condo near the Beach

Resort Condo near the Beach
Kihei
Image gallery for Tropical Centrally Located Ground Floor Kihei Condo Across from the Beach

Tropical Centrally Located Ground Floor Kihei Condo Across from the Beach
Kihei
Image gallery for Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.

Beachfront 1-bedroom corner condo on Kameole Beach II, with two ocean views.
Kihei
Image gallery for Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed

Kamaole Sands Remodeled 1 Bed 2 bathroom, Split AC, king bed
Kihei
Image gallery for Maui Kamaole J-104 - Renovated, Private Ground Floor Unit, Two Lanais, Split AC!

Maui Kamaole J-104 - Renovated, Private Ground Floor Unit, Two Lanais, Split AC!
Kihei
Image gallery for Menehune Shores 606 - Direct Ocean Front, Dramatic Ocean Views, Wi-Fi, Split AC!

Menehune Shores 606 - Direct Ocean Front, Dramatic Ocean Views, Wi-Fi, Split AC!
Kihei
Image gallery for Garden view. Free WiFi & phone (US only) Many extras. Great Kihei location

Garden view. Free WiFi & phone (US only) Many extras. Great Kihei location
Kihei
Image gallery for Kamaole Sands 2-406 - Luxurious Renovation - Penthouse Ocean Views - Split AC

Kamaole Sands 2-406 - Luxurious Renovation - Penthouse Ocean Views - Split AC
Kihei
Image gallery for Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)

Ocean View Condo Across from Best Beach in Maui (Kamaole Beach Royale 202)
Kihei
Image gallery for Sugar Beach Oceanfront Condo with Spectacular Views and Steps to Beach

Sugar Beach Oceanfront Condo with Spectacular Views and Steps to Beach
Kihei
Image gallery for Unobstructed Views – Prime Location - Steps To Beach - Newly Renovated

Unobstructed Views – Prime Location - Steps To Beach - Newly Renovated
Kihei
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in South Maui
You’ll often find discounted rates for long stays of over 28 days on Stayz, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Stayz, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
South Maui Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Stayz with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in South Maui come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in South Maui
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Stayz offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in South Maui with pool
Stayz's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in South Maui
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in South Maui with flexible cancellation policies.