
Hawaii long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Vrbo 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 Vrbo. 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:Nov 16 - Dec 14
Image gallery for Whale House Cottage by the Sea "Luxury new listing" hosts of other unit 15 years

Whale House Cottage by the Sea "Luxury new listing" hosts of other unit 15 years
Kailua-Kona
Image gallery for Cliffhouse Big Island

Cliffhouse Big Island
Ookala
Image gallery for Traditional Hawaii Beach House

Traditional Hawaii Beach House
Hilo
Image gallery for Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath

Beautiful Cottage in the heart of Hana, sleeps 2 with 1bed/1bath
Hana
Image gallery for Private Lanai, surrounded by flowers and trees, Near Ocean cliff-side walks

Private Lanai, surrounded by flowers and trees, Near Ocean cliff-side walks
Keaau
Image gallery for Beachfront Studio located on the 5th floor overlooking Makaha Beach.

Beachfront Studio located on the 5th floor overlooking Makaha Beach.
Waianae
Image gallery for 195-295/night, Oceanfront with 2 Master Suites, Fully Stocked, Amazing View!!!

195-295/night, Oceanfront with 2 Master Suites, Fully Stocked, Amazing View!!!
Wailuku
Image gallery for Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top floor

Completely remodeled 2 bedroom King bed AC Kauhale Makai on the top floor
Kihei
Image gallery for Fabulous Oceanview, Large Two Bedroom Condo w/pool & A/C! Newly Upgraded!

Fabulous Oceanview, Large Two Bedroom Condo w/pool & A/C! Newly Upgraded!
Kailua-Kona
Image gallery for Hale Makai - Luxury Beach Home with AC and Private Hot Tub! TVNC#5012

Hale Makai - Luxury Beach Home with AC and Private Hot Tub! TVNC#5012
Kekaha
Image gallery for Beachfront Condo in Punaluu. Updated! Clean beaches to walk/swim! Escape Crowds!

Beachfront Condo in Punaluu. Updated! Clean beaches to walk/swim! Escape Crowds!
Hauula
Image gallery for Awesome view. Walking distance to beach, restaurants, shopping

Awesome view. Walking distance to beach, restaurants, shopping
Honolulu
Image gallery for Closest to Hotel and Beach, Split Air Conditioners

Closest to Hotel and Beach, Split Air Conditioners
Kahuku
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 Paradise Found at Hawaiian Princess, Makaha!

Paradise Found at Hawaiian Princess, Makaha!
Waianae
Image gallery for 180° Oceanfront View!! Completely Remodeled - Luxury Condo!

180° Oceanfront View!! Completely Remodeled - Luxury Condo!
Kihei
Image gallery for Diamond Head Beach Hotel

Diamond Head Beach Hotel
Honolulu
Image gallery for Kiahuna Plantation partial OceanView,top floor,4 min walk to beach, pool,gym,+AC

Kiahuna Plantation partial OceanView,top floor,4 min walk to beach, pool,gym,+AC
Koloa
Image gallery for New Decor! Oceanfront, Yacht Harbor, Luxury, Friday Fireworks front row, FAB!

New Decor! Oceanfront, Yacht Harbor, Luxury, Friday Fireworks front row, FAB!
Honolulu
Image gallery for Beautiful Remodeled Studio with canal, city and mountain views

Beautiful Remodeled Studio with canal, city and mountain views
Honolulu
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 Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!

Studio with AC, lanai, and mountain views. Steps from the ocean with beach gear!
Princeville
Image gallery for Luxurious 5 Star Ocean Front Complex at Waipouli Beach Resort. Unit A201

Luxurious 5 Star Ocean Front Complex at Waipouli Beach Resort. Unit A201
Kapaa
Image gallery for 1 bedroom + loft- Sleeps up to 6. August sale: stay 3 nights&waive cleaning fee

1 bedroom + loft- Sleeps up to 6. August sale: stay 3 nights&waive cleaning fee
Kahuku
- 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, yards 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 vrbo, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On vrbo, 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 vrbo with dedicated workspaces and fast Wi-Fi so 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 vacation rentals
vrbo offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Vacation rentals in Hawaii with pool
vrbo's handy search filters will help you find monthly vacation homes with swimming pools so you can relax in your very own pool.
Rentals with free cancellation in Hawaii
Plans change. We get that. With vrbo, you can search, select 'free cancellation,' and see all rentals in Hawaii with flexible cancellation policies.