
Waikoloa 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 Waikoloa. 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 Waikoloa 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 - Waikoloa
Showing deals for:15 Feb - 15 Mar
Image gallery for Mauna Lani, Fairways at Mauna Lani, Spacious 4 BR, Sleeps 8

Mauna Lani, Fairways at Mauna Lani, Spacious 4 BR, Sleeps 8
Kamuela
Image gallery for Shores at Waikoloa

Shores at Waikoloa
Waikoloa
Image gallery for Unmatched location Four Seasons Hualalai 5BR/5BA Ocean Estate 6500sqft 3/4 acre

Unmatched location Four Seasons Hualalai 5BR/5BA Ocean Estate 6500sqft 3/4 acre
Kailua-Kona
Image gallery for Halii Kai Resort by KBM

Halii Kai Resort by KBM
Waikoloa
Image gallery for Wyndham Paniolo Greens | Four 2BR/2BA Suites

Wyndham Paniolo Greens | Four 2BR/2BA Suites
Waikoloa
Image gallery for Waikoloa Village 2 Bedroom Condo

Waikoloa Village 2 Bedroom Condo
Waikoloa
Image gallery for Upgraded 3 bed w Ocean View, Pool, Hot tub, 2 King

Upgraded 3 bed w Ocean View, Pool, Hot tub, 2 King
Waikoloa
Image gallery for Captain's Quarters Cottage on Kamuela's Nob Hill

Captain's Quarters Cottage on Kamuela's Nob Hill
Kamuela
Image gallery for ❤️PiH❤️ Coco Cabana ~ Hilton Pool & Waterslide Passes ★ Newly Decorated ★ Bikes

❤️PiH❤️ Coco Cabana ~ Hilton Pool & Waterslide Passes ★ Newly Decorated ★ Bikes
Kamuela
Image gallery for Wyndham Paniolo Greens Resort | Two 2BR/2BA Suites

Wyndham Paniolo Greens Resort | Two 2BR/2BA Suites
Waikoloa
Image gallery for Waikoloa Hills Resort Townhouse - Golf, Pool, Hot Tub, BBQ - Local Activities

Waikoloa Hills Resort Townhouse - Golf, Pool, Hot Tub, BBQ - Local Activities
Waikoloa
Image gallery for 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Waikoloa Ocean Club+Amenities. 1BR

𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Waikoloa Ocean Club+Amenities. 1BR
Waikoloa
Fairway Villas at Waikoloa Golf View 1 Bedroom
Waikoloa
Image gallery for ❤️PiH❤️ Sunshine Oasis ★2026 Hilton Passes included ★ Closest 4BR to KaMilo pools Bikes

❤️PiH❤️ Sunshine Oasis ★2026 Hilton Passes included ★ Closest 4BR to KaMilo pools Bikes
Kamuela
Image gallery for Waikoloa Hawaii 3 Bedroom Sleeps 6

Waikoloa Hawaii 3 Bedroom Sleeps 6
Waikoloa
Image gallery for Villa Sea Renity Remodeled Family Friendly Tennis

Villa Sea Renity Remodeled Family Friendly Tennis
Waikoloa
Image gallery for Summer Deal Waikoloa 3BR Villa with Pool Hot Tub and Ocean Views

Summer Deal Waikoloa 3BR Villa with Pool Hot Tub and Ocean Views
Waikoloa
Image gallery for Private Hualālai Resort Estate with Ocean Views

Private Hualālai Resort Estate with Ocean Views
Kailua-Kona
Image gallery for Stylish Ocean View 2BD | King beds | Pools

Stylish Ocean View 2BD | King beds | Pools
Waikoloa
Image gallery for Walk to Beach from Lux Condo w/Hilton Pool Pass

Walk to Beach from Lux Condo w/Hilton Pool Pass
Waikoloa
Image gallery for Paniolo Greens at Waikola - Family Fun Condo with Pool, Hot Tub, Games & More!

Paniolo Greens at Waikola - Family Fun Condo with Pool, Hot Tub, Games & More!
Waikoloa
Image gallery for 2 Kings Land, HGVC Waikoloa Village Resort & Spa!

2 Kings Land, HGVC Waikoloa Village Resort & Spa!
Waikoloa
Image gallery for Wyndham Paniolo Greens 2BR Villa with Resort Access

Wyndham Paniolo Greens 2BR Villa with Resort Access
Waikoloa
Image gallery for Sunny Dream Escape Big Island Waikoloa

Sunny Dream Escape Big Island Waikoloa
Waikoloa
- 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 Waikoloa
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.
Waikoloa 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 Waikoloa 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 Waikoloa
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 Waikoloa 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 Waikoloa
Plans change. We get that. With Stayz, you can search, select 'free cancellation,' and see all rentals in Waikoloa with flexible cancellation policies.