
Kihei 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 Kihei. 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 Kihei 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 - Kihei
Showing deals for:28 Dec - 25 Jan
Image gallery for Island Sands 500, Steps from the Beach with Ocean Views and Spacious Lanai & AC

Island Sands 500, Steps from the Beach with Ocean Views and Spacious Lanai & AC
Wailuku
Image gallery for ~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!

~Amazing Ocean View on 3rd flr~ MAUI AWAITS YOU!!
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 Experience Oceanfront Luxury at Kanai A Nalu 209, a Spacious 2-Bd/2Ba Condo, AC!

Experience Oceanfront Luxury at Kanai A Nalu 209, a Spacious 2-Bd/2Ba Condo, AC!
Wailuku
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 Kanai a Nalu 314 - Modern, Renovated, Oceanfront Condo, Breathtaking Views, AC!

Kanai a Nalu 314 - Modern, Renovated, Oceanfront Condo, Breathtaking Views, AC!
Wailuku
Image gallery for Kihei, Maui Ground Floor Tropical Getaway - Across street from beach

Kihei, Maui Ground Floor Tropical Getaway - Across street from beach
Kihei
Image gallery for Kihei Ocean View Haven | 1BR • AC • Pool • Kitchen

Kihei Ocean View Haven | 1BR • AC • Pool • Kitchen
Kihei
Image gallery for Wailea Ekahi 20J - Secluded Garden Oasis Surrounded by Trees & Tropical Blooms

Wailea Ekahi 20J - Secluded Garden Oasis Surrounded by Trees & Tropical Blooms
Kihei
Image gallery for Maui Vista 1-308 - Steps from the Beach, Renovated, Ocean Views, New Windows, AC

Maui Vista 1-308 - Steps from the Beach, Renovated, Ocean Views, New Windows, AC
Kihei
Image gallery for Ground Floor Corner Unit In Close Proximity To Beach And Downtown Kihei.

Ground Floor Corner Unit In Close Proximity To Beach And Downtown Kihei.
Kihei
Image gallery for Island Surf 304 - Modern Renovation, Stunning Views, Dual Zone Split AC, Wi-Fi

Island Surf 304 - Modern Renovation, Stunning Views, Dual Zone Split AC, Wi-Fi
Kihei
Image gallery for Kamaole Sands 9-301 - Luxurious Renovation, Split AC, Wi-Fi, Ocean View Condo

Kamaole Sands 9-301 - Luxurious Renovation, Split AC, Wi-Fi, Ocean View Condo
Kihei
Image gallery for Kamaole Sands 4-407 - Ocean View, King Beds, Split-AC Pool, Hot Tubs - Book Now!

Kamaole Sands 4-407 - Ocean View, King Beds, Split-AC Pool, Hot Tubs - Book Now!
Kihei
Image gallery for Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire

Hotel Zoned! Steps to the Beach, Dining and Shopping! Summer Specials! Inquire
Kihei
Image gallery for Perch - Ocean View 1BR Suite | Large Lanai | Maui Sunset

Perch - Ocean View 1BR Suite | Large Lanai | Maui Sunset
Kihei
Image gallery for Palms at Wailea 101 - 2BR Garden View Condo w/ A/C in Bedrooms & Spacious Lanais

Palms at Wailea 101 - 2BR Garden View Condo w/ A/C in Bedrooms & Spacious Lanais
Kihei
Image gallery for Maui Vista 2-301 - Modern and Bright Renovation in Building 2, No Carpet, AC!

Maui Vista 2-301 - Modern and Bright Renovation in Building 2, No Carpet, AC!
Kihei
Image gallery for Tropical Centrally Located Condo Steps from Kamaole II Beach

Tropical Centrally Located Condo Steps from Kamaole II Beach
Kihei
Image gallery for 1BR/2BA Maui Kamaole/Wailea Border. K Cluster @ Tropical Pool!

1BR/2BA Maui Kamaole/Wailea Border. K Cluster @ Tropical Pool!
Kihei
Image gallery for 2025 remodel condo across the street from south Maui world class beaches.

2025 remodel condo across the street from south Maui world class beaches.
Kihei
Image gallery for Pacific Shores B-409 - Beautifully Renovated Ocean View, 2 BD / 2 BA, Split AC!

Pacific Shores B-409 - Beautifully Renovated Ocean View, 2 BD / 2 BA, Split AC!
Kihei
Image gallery for Maui Escape/Partial Ocean View/Boutique Stay/Steps to Sugar Beach

Maui Escape/Partial Ocean View/Boutique Stay/Steps to Sugar Beach
Kihei
Image gallery for South Kihei Condo; Steps to Beach!!

South Kihei Condo; Steps to Beach!!
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 Kihei
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.
Kihei 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 Kihei 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 Kihei
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 Kihei 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 Kihei
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Kihei with flexible cancellation policies.