
Kailua-Kona 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 Kailua-Kona. 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 Kailua-Kona 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 - Kailua-Kona
Showing deals for:28 Dec - 25 Jan
Image gallery for Peaceful Mountain Retreat- Jungle Mountain Vibes

Peaceful Mountain Retreat- Jungle Mountain Vibes
Holualoa
Image gallery for Kona Bali Kai Couples Studio Near Beach- AC, Pool, Hot Tub, Laundry, Lanai, WIFI

Kona Bali Kai Couples Studio Near Beach- AC, Pool, Hot Tub, Laundry, Lanai, WIFI
Kailua-Kona
Image gallery for Kona Kali Bai 263 - Oceanside Studio w/ A/C, Pool, Hot Tub, Laundry, BBQ, Dining

Kona Kali Bai 263 - Oceanside Studio w/ A/C, Pool, Hot Tub, Laundry, BBQ, Dining
Kailua-Kona
Image gallery for *New* Fall Special Kona Family Condo Near Beach, Pool and Hot Tub

*New* Fall Special Kona Family Condo Near Beach, Pool and Hot Tub
Kailua-Kona
Image gallery for Oceanfront Kona Kali Bai 207 - Pool, Hot Tub, Laundry, Magic Sands Beach, Dining

Oceanfront Kona Kali Bai 207 - Pool, Hot Tub, Laundry, Magic Sands Beach, Dining
Kailua-Kona
Image gallery for Fully Decked Lifted 4WD Tan FJ Cruiser!

Fully Decked Lifted 4WD Tan FJ Cruiser!
Kailua-Kona
Image gallery for Cozy studio with WiFi & AC in enchanting Kailua-Kona, walking distance to beach

Cozy studio with WiFi & AC in enchanting Kailua-Kona, walking distance to beach
Kailua-Kona
Image gallery for Little Kona Getaway with AC & heated oceanfront pool 1 BD 1 BA with sleeper sofa

Little Kona Getaway with AC & heated oceanfront pool 1 BD 1 BA with sleeper sofa
Kailua-Kona
Image gallery for New Listing, Kahaluu Surf Boutique, steps to Kahaulu

New Listing, Kahaluu Surf Boutique, steps to Kahaulu
Kailua-Kona
Image gallery for Scenic Stay with Pool, Garden Lounge & Curated Excursions Nearby

Scenic Stay with Pool, Garden Lounge & Curated Excursions Nearby
Kailua-Kona
Image gallery for Private Room with Access to Pool, Garden Yoga & Island Adventures

Private Room with Access to Pool, Garden Yoga & Island Adventures
Kailua-Kona
Image gallery for Bikes, Yoga Session, Pool & Garden Peace – All You Need for an Island Recharge

Bikes, Yoga Session, Pool & Garden Peace – All You Need for an Island Recharge
Kailua-Kona
Image gallery for GREAT OCEANVIEW, Close to beach & Ali'i Drive. Central to everything in Kona !

GREAT OCEANVIEW, Close to beach & Ali'i Drive. Central to everything in Kona !
Kailua-Kona
Image gallery for Find Zen in a Peaceful Garden Stay w/ Pool & Complimentary Yoga

Find Zen in a Peaceful Garden Stay w/ Pool & Complimentary Yoga
Kailua-Kona
Image gallery for Island Base w/ Pool, Daily Yoga & Urban Bikes – Relax or Adventure Freely

Island Base w/ Pool, Daily Yoga & Urban Bikes – Relax or Adventure Freely
Kailua-Kona
Image gallery for 1BR Beach Escape, Walk to Shore

1BR Beach Escape, Walk to Shore
Kailua-Kona
Image gallery for Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking

Beautiful, Ocean View Studio- Quiet, Kitchenette, Sleeps 4, Free WiFi & Parking
Kailua-Kona
Image gallery for Laid-Back Luxury: Poolside Days & Island Exploration by Bike

Laid-Back Luxury: Poolside Days & Island Exploration by Bike
Kailua-Kona
Image gallery for Soak, Stretch, Explore – Pool, Yoga & Bikes Ready for Your Island Days

Soak, Stretch, Explore – Pool, Yoga & Bikes Ready for Your Island Days
Kailua-Kona
Image gallery for Kailua-Kona Vacation Rental | Cozy 1BR Condo, Private Lanai, Walk to Beach

Kailua-Kona Vacation Rental | Cozy 1BR Condo, Private Lanai, Walk to Beach
Kailua-Kona
Image gallery for Kona | Family Hawaii Coast Stay | Pool + Views | 2BR

Kona | Family Hawaii Coast Stay | Pool + Views | 2BR
Kailua-Kona
Image gallery for Keauhou Golf View Condo- Pool, Hot Tub, Kitchen, Laundry, BBQ, Lanai, Near Beach

Keauhou Golf View Condo- Pool, Hot Tub, Kitchen, Laundry, BBQ, Lanai, Near Beach
Kailua-Kona
Image gallery for Discover a Stay with Built-in Island Calm: Pool, Yoga, Bikes & Explore Parks

Discover a Stay with Built-in Island Calm: Pool, Yoga, Bikes & Explore Parks
Kailua-Kona
Image gallery for Kona Islander Inn Hotel Studio

Kona Islander Inn Hotel Studio
Kailua-Kona
- 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 Kailua-Kona
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.
Kailua-Kona 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 Kailua-Kona 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 Kailua-Kona
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 Kailua-Kona 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 Kailua-Kona
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Kailua-Kona with flexible cancellation policies.