
Hawaii 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 Hawaii. 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 Hawaii 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 - Hawaii
Showing deals for:21 Sept - 19 Oct
Image gallery for Koa Resort 2 Bed Ground Floor Condo -Air Conditioning

Koa Resort 2 Bed Ground Floor Condo -Air Conditioning
Kihei
Image gallery for Beautiful Surroundings- Private Lanai- Near Ocean

Beautiful Surroundings- Private Lanai- Near Ocean
Keaau
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 Beautiful Kamaole Beach Park two bed two bath Condo

Beautiful Kamaole Beach Park two bed two bath Condo
Kihei
Image gallery for PRICES SLASHED!! Partial Ocean View + Short Walk to Everywhere You Want to Go

PRICES SLASHED!! Partial Ocean View + Short Walk to Everywhere You Want to Go
kihei
Image gallery for Hilo SunShine Rental.2bds1ba,common swimming pool.

Hilo SunShine Rental.2bds1ba,common swimming pool.
Hilo
Image gallery for Updated Ocean View 2br/2ba Oceanfront Condo with Sand Beach

Updated Ocean View 2br/2ba Oceanfront Condo with Sand Beach
Lahaina
Image gallery for The Key to the Hawaiian Vacation You Dream About.

The Key to the Hawaiian Vacation You Dream About.
Lahaina
Image gallery for Spectacular Ocean Views, Luxury Resort-style Home, Waterfront Privacy

Spectacular Ocean Views, Luxury Resort-style Home, Waterfront Privacy
Kamuela
Image gallery for Grand Champions 55, Beautifully Renovated Single Level, Ocean Views, Split AC

Grand Champions 55, Beautifully Renovated Single Level, Ocean Views, Split AC
Kihei
Image gallery for BEACHFRONT RESORT restaurants on site, Ocean & Pool Views!

BEACHFRONT RESORT restaurants on site, Ocean & Pool Views!
Lihue
Image gallery for West Maui, Kahana Sunset, Ocean View with AC, Private Beach

West Maui, Kahana Sunset, Ocean View with AC, Private Beach
Lahaina
Image gallery for Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool

Luxury Ocean View Condo - Kahana Sunset D4 - A/C & 5G WiFi - Pool
Lahaina
Image gallery for Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled

Luxury 3BR Wailea Kihei Retreat. Walk to Beaches, Private Lanai, Newly Remodeled
Kihei
Image gallery for Beautiful, Extensively Upgraded Oceanfront Condo In Kihei

Beautiful, Extensively Upgraded Oceanfront Condo In Kihei
Kihei
Image gallery for Beautiful Ground Floor Golf Villa @ Fairway Villas Waikoloa

Beautiful Ground Floor Golf Villa @ Fairway Villas Waikoloa
Waikoloa
Image gallery for Poipu 3 Bd/4BA~ Pool~on Golf Course~Mt/Ocean View~Beach

Poipu 3 Bd/4BA~ Pool~on Golf Course~Mt/Ocean View~Beach
Poipu
Image gallery for LIGHT & BREEZY Unit #115 Napili Bay! First floor corner unit w/open lanai!

LIGHT & BREEZY Unit #115 Napili Bay! First floor corner unit w/open lanai!
Lahaina
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 Vintage Beachfront Studio Apartment Right On Charley Young Beach

Vintage Beachfront Studio Apartment Right On Charley Young Beach
Kihei
Image gallery for Beachfront Kihei! A True Beachfront Experience!

Beachfront Kihei! A True Beachfront Experience!
Kihei
Image gallery for Kamaole Sands 4-306 - Steps to Kamaole III Beach - Split AC + Pool + King Bed

Kamaole Sands 4-306 - Steps to Kamaole III Beach - Split AC + Pool + King Bed
Kihei
Image gallery for Amazing Direct Ocean Waterfront - 1bd/1ba Condo in Kahana Maui!

Amazing Direct Ocean Waterfront - 1bd/1ba Condo in Kahana Maui!
Lahaina
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
- 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 Hawaii
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.
Hawaii 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 Hawaii 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 Hawaii
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 Hawaii 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 Hawaii
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Hawaii with flexible cancellation policies.