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
Properties highly-rated for stays of 28 nights or longer, with space to feel right at home
Showing deals for:9 Nov - 7 Dec
Image gallery for Koa Resort 2 Bed Ground Floor Condo -Air Conditioning
9.49.4 out of 10, Exceptional, (186 reviews)
Exceptional
(186 reviews)
Koa Resort 2 Bed Ground Floor Condo -Air Conditioning
Kihei
8% off
Price is AU$10,897
AU$10,897
for 28 nights, 1 apartment
AU$389 per night
includes taxes & fees
Image gallery for Luxury Oceanfront Condo at Sugar Beach Resort in Maui sleeps 4.
9.49.4 out of 10, Exceptional, (65 reviews)
Exceptional
(65 reviews)
Luxury Oceanfront Condo at Sugar Beach Resort in Maui sleeps 4.
Kihei
9% off
Price is AU$13,224
AU$13,224
for 28 nights, 1 apartment
AU$472 per night
includes taxes & fees
Image gallery for Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
9.29.2 out of 10, Wonderful, (51 reviews)
Wonderful
(51 reviews)
Escape to Paradise at the Maui Vista "3rd Bld 1b/1b"
Kihei
8% off
Price is AU$7,209
AU$7,209
for 28 nights, 1 apartment
AU$257 per night
includes taxes & fees
Image gallery for Kalama Terrace P-307 - 3rd-floor walkup, 7 min walk to Charley Young Beach, AC!
9.69.6 out of 10, Exceptional, (186 reviews)
Exceptional
(186 reviews)
Kalama Terrace P-307 - 3rd-floor walkup, 7 min walk to Charley Young Beach, AC!
Kihei
15% off
Price is AU$7,118
AU$7,118
for 28 nights, 1 apartment
AU$254 per night
includes taxes & fees
Image gallery for Aloha Paradise Views! Oceanfront Condominium, at Maui Sunset A219
9.49.4 out of 10, Exceptional, (55 reviews)
Exceptional
(55 reviews)
Aloha Paradise Views! Oceanfront Condominium, at Maui Sunset A219
Kihei
10% off
Price is AU$16,510
AU$16,510
for 28 nights, 1 apartment
AU$590 per night
includes taxes & fees
Image gallery for Garden view. Free WiFi & phone (US only) Many extras. Great Kihei location
9.89.8 out of 10, Exceptional, (146 reviews)
Exceptional
(146 reviews)
Garden view. Free WiFi & phone (US only) Many extras. Great Kihei location
Kihei
8% off
Price is AU$8,460
AU$8,460
for 28 nights, 1 apartment
AU$302 per night
includes taxes & fees
Image gallery for Maui Kamaole G-202 - Spectacular Views, Updated and Elegant, Wi-Fi & Split-AC!
9.89.8 out of 10, Exceptional, (91 reviews)
Exceptional
(91 reviews)
Maui Kamaole G-202 - Spectacular Views, Updated and Elegant, Wi-Fi & Split-AC!
Kihei
16% off
Price is AU$16,945
AU$16,945
for 28 nights, 1 apartment
AU$605 per night
includes taxes & fees
Image gallery for SPECTACULAR OCEAN & SUNSET VIEWS!!
1010 out of 10, Exceptional, (99 reviews)
Exceptional
(99 reviews)
SPECTACULAR OCEAN & SUNSET VIEWS!!
Kihei
8% off
Price is AU$14,030
AU$14,030
for 28 nights, 1 apartment
AU$501 per night
includes taxes & fees
Image gallery for Island Surf 304 - Modern Renovation, Stunning Views, Dual Zone Split AC, Wi-Fi
9.69.6 out of 10, Exceptional, (56 reviews)
Exceptional
(56 reviews)
Island Surf 304 - Modern Renovation, Stunning Views, Dual Zone Split AC, Wi-Fi
Kihei
15% off
Price is AU$9,091
AU$9,091
for 28 nights, 1 apartment
AU$325 per night
includes taxes & fees
Image gallery for Haleakala Shores A-308 - Ocean/Mountain Views, Stylish 2br/2ba, Lanai, AC, Wi-Fi
9.89.8 out of 10, Exceptional, (129 reviews)
Exceptional
(129 reviews)
Haleakala Shores A-308 - Ocean/Mountain Views, Stylish 2br/2ba, Lanai, AC, Wi-Fi
Kihei
16% off
Price is AU$12,073
AU$12,073
for 28 nights, 1 apartment
AU$431 per night
includes taxes & fees
Image gallery for Remodeled ground floor 2BD/1BA Condo-Walk to Beach, Restaurants N Stores in Min
9.89.8 out of 10, Exceptional, (12 reviews)
Exceptional
(12 reviews)
Remodeled ground floor 2BD/1BA Condo-Walk to Beach, Restaurants N Stores in Min
Kihei
8% off
Price is AU$15,317
AU$15,317
for 28 nights, 1 apartment
AU$547 per night
includes taxes & fees
Image gallery for Pool View from the 2nd floor with the Great Values this Season!!
9.29.2 out of 10, Wonderful, (22 reviews)
Wonderful
(22 reviews)
Pool View from the 2nd floor with the Great Values this Season!!
Kihei
8% off
Price is AU$7,975
AU$7,975
for 28 nights, 1 apartment
AU$285 per night
includes taxes & fees
Image gallery for Kamaole Sands 10-307, Ocean View, Large Lanai, Twin Murphy Beds, Split-AC, Wi-Fi
1010 out of 10, Exceptional, (128 reviews)
Exceptional
(128 reviews)
Kamaole Sands 10-307, Ocean View, Large Lanai, Twin Murphy Beds, Split-AC, Wi-Fi
Kihei
16% off
Price is AU$13,423
AU$13,423
for 28 nights, 1 apartment
AU$479 per night
includes taxes & fees
Image gallery for Ocean View 1 Bed/1Bath Condo | AC | Pool | Full Kitchen in Kihei
9.89.8 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Ocean View 1 Bed/1Bath Condo | AC | Pool | Full Kitchen in Kihei
Kihei
12% off
Price is AU$14,758
AU$14,758
for 28 nights, 1 apartment
AU$527 per night
includes taxes & fees
Image gallery for Experience Kamaole Sands 6-202, Stunning Renovation, Ocean View, Wi-Fi, Split AC
1010 out of 10, Exceptional, (46 reviews)
Exceptional
(46 reviews)
Experience Kamaole Sands 6-202, Stunning Renovation, Ocean View, Wi-Fi, Split AC
Kihei
15% off
Price is AU$10,207
AU$10,207
for 28 nights, 1 apartment
AU$365 per night
includes taxes & fees
Image gallery for Oceanview Top Floor Condo, with Internet Access.
9.69.6 out of 10, Exceptional, (110 reviews)
Exceptional
(110 reviews)
Oceanview Top Floor Condo, with Internet Access.
Kihei
8% off
Price is AU$8,357
AU$8,357
for 28 nights, 1 apartment
AU$298 per night
includes taxes & fees
Image gallery for Kamaole Sands 4-411 - Stunning Modern Renovation, Enclosed Loft, 3 Zone Split-AC
1010 out of 10, Exceptional, (29 reviews)
Exceptional
(29 reviews)
Kamaole Sands 4-411 - Stunning Modern Renovation, Enclosed Loft, 3 Zone Split-AC
Kihei
16% off
Price is AU$15,291
AU$15,291
for 28 nights, 1 apartment
AU$546 per night
includes taxes & fees
Image gallery for BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!
8.88.8 out of 10, Excellent, (63 reviews)
Excellent
(63 reviews)
BEST RATES in Low Season!~Never a better time to make a trip to Paradise!!
Kihei
8% off
Price is AU$7,442
AU$7,442
for 28 nights, 1 apartment
AU$266 per night
includes taxes & fees
Image gallery for 2025 remodel condo across the street from south Maui world class beaches.
1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
2025 remodel condo across the street from south Maui world class beaches.
Kihei
8% off
Price is AU$12,180
AU$12,180
for 28 nights, 1 apartment
AU$435 per night
includes taxes & fees
Image gallery for Kamaole Sands 10-403 - Stunning Renovation - Penthouse Level - Split AC - Look!
1010 out of 10, Exceptional, (57 reviews)
Exceptional
(57 reviews)
Kamaole Sands 10-403 - Stunning Renovation - Penthouse Level - Split AC - Look!
Kihei
16% off
Price is AU$17,116
AU$17,116
for 28 nights, 1 apartment
AU$611 per night
includes taxes & fees
Image gallery for Updated 1BD/1BA in the best South Kihei location! (quiet split A/C + great WiFi)
1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Updated 1BD/1BA in the best South Kihei location! (quiet split A/C + great WiFi)
Kihei
12% off
Price is AU$15,647
AU$15,647
for 28 nights, 1 apartment
AU$559 per night
includes taxes & fees
Image gallery for Hawaiian Bungalow Steps to the Beach 1BR 1BA Ocean View with AC
9.89.8 out of 10, Exceptional, (79 reviews)
Exceptional
(79 reviews)
Hawaiian Bungalow Steps to the Beach 1BR 1BA Ocean View with AC
Kihei
5% off
Price is AU$9,816
AU$9,816
for 28 nights, 1 apartment
AU$351 per night
includes taxes & fees
Image gallery for Tropical Centrally Located Ground Floor Kihei Condo Across from the Beach
9.89.8 out of 10, Exceptional, (94 reviews)
Exceptional
(94 reviews)
Tropical Centrally Located Ground Floor Kihei Condo Across from the Beach
Kihei
6% off
Price is AU$10,975
AU$10,975
for 28 nights, 1 apartment
AU$392 per night
includes taxes & fees
Image gallery for Hale Hui Kai 202 - Keawakapu Beach, Garden Views, Steps to the Beach, Split AC!
9.49.4 out of 10, Exceptional, (30 reviews)
Exceptional
(30 reviews)
Hale Hui Kai 202 - Keawakapu Beach, Garden Views, Steps to the Beach, Split AC!
Kihei
16% off
Price is AU$21,205
AU$21,205
for 28 nights, 1 apartment
AU$757 per night
includes taxes & fees
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.