Furnished Short & Long-Term Rentals
For Families in Wailea

Card image cap
apartment in Wailea

New! Palms 702 – Romantic Retreat – Split AC in Bedroom – Open-Air

1
2
1023 FT²
4
$243avg/night
Card image cap
apartment in Wailea

Tropical Paradise in Luxurious 1br, 2ba Ground Floor Unit, Garden

1
2
1023 FT²
3
$264avg/night
Card image cap
apartment in Wailea

Wailea Ekahi 12D – Budget Friendly Ocean View Studio w/ Lanai,

1
1
485 FT²
2
$287avg/night
Card image cap
apartment in Wailea

Wailea Ekolu 1204 – Modern Ocean View Condo w/ large Lanai, King Bed,

1
2
862 FT²
4
$303avg/night
Card image cap
apartment in Wailea

Wailea Ekahi 20J – Secluded Garden Oasis Surrounded by Trees &

1
2
883 FT²
4
$323avg/night
Card image cap
apartment in Wailea

Wailea Ekahi 45D – Ocean & Garden Views, Beautifully Renovated, Split

1
2
948 FT²
4
$328avg/night
Card image cap
apartment in Wailea

Experience Wailea Ekahi 4E, Greenbelt Location, New Split-AC, Serene &

1
1
797 FT²
2
$332avg/night
Search All Families Properties

Furnished housing in Wailea, HI, caters specifically to people going through job relocation, military reassignments, or families just needing a temporary housing option. We offer a diverse selection of fully furnished rentals, including apartments, condominiums, and townhouses. This ensures every family finds a place that feels like home.

For families exploring Wailea for extended stays, HouseStay has 141 properties available, including 22 apartments, 118 condominiums, and 1 townhouse. There are 10 amenities across various properties to enhance your stay, including Balcony, No Smoking Allowed, and Deck features. In addition, many monthly furnished rental properties include utilities such as Trash Pick Up, WiFi, and Cable TV, ensuring a comfortable and convenient living experience while you’re in Wailea.

The furnished rental pricing in Wailea is transparent on HouseStay, and includes plenty of details to ensure the costs meet your budget. Here are some current long and mid-term rentals available:

Fully Furnished Rentals
For Digital Nomads in Wailea

Card image cap
condominium in Wailea

Grand Champions 136

1
2
908 FT²
4
$292avg/night
Card image cap
condominium in Wailea

Grand Champions 68

1
2
908 FT²
4
$296avg/night
Card image cap
condominium in Wailea

Grand Champions 141

1
2
908 FT²
4
$321avg/night
Card image cap
condominium in Wailea

Grand Champions 12

2
2
1148 FT²
6
$352avg/night
Card image cap
condominium in Wailea

Grand Champions 74

1
2
908 FT²
4
$352avg/night
Card image cap
condominium in Wailea

Grand Champions 145

1
2
908 FT²
4
$357avg/night
Card image cap
condominium in Wailea

Grand Champions 122

1
2
905 FT²
2
$362avg/night
Search All Digital Nomads Properties

Furnished housing in Wailea, HI perfectly serves the unique lifestyle of remote workers, consultants, and specialized service providers who thrive on the flexibility to live and work from anywhere. Check out the impressive array of fully furnished Wailea rentals including apartments, condominiums, and townhouses.

For digital nomads venturing into Wailea for short-term projects or simply a change of scenery, there are currently 141 properties designed to meet the dynamic needs of remote work, including 22 apartments, 118 condominiums, and 1 townhouse. These properties are available throughout popular Wailea zip codes like 96753. An array of 10 amenities, tailored to enhance the digital nomad lifestyle, with essentials like Balcony, No Smoking Allowed, and Deck accommodations, ensures a seamless blend of comfort, convenience, and productivity. Plus, these extended stay rental properties often include utilities such as Trash Pick Up, WiFi, and Cable TV.

Wailea furnished rental pricing on HouseStay is designed with flexibility in mind, accommodating the varied budgets of digital nomads. Here are some of the top mid-term rentals available:

Furnished Short & Long-Term Rentals
For Vacationers in Wailea

Card image cap
condominium in Wailea

Grand Champions 136

1
2
908 FT²
4
$292avg/night
Card image cap
condominium in Wailea

Grand Champions 68

1
2
908 FT²
4
$296avg/night
Card image cap
condominium in Wailea

Grand Champions 141

1
2
908 FT²
4
$321avg/night
Card image cap
condominium in Wailea

Grand Champions 12

2
2
1148 FT²
6
$352avg/night
Card image cap
condominium in Wailea

Grand Champions 74

1
2
908 FT²
4
$352avg/night
Card image cap
condominium in Wailea

Grand Champions 145

1
2
908 FT²
4
$357avg/night
Card image cap
condominium in Wailea

Grand Champions 122

1
2
905 FT²
2
$362avg/night
Search All Vacationers Properties

With a wide range of furnished Wailea rentals including condominiums, villas, and townhouses, HouseStay ensures that every traveler finds a place that feels like a dream vacation home, complementing their leisure time with comfort and style.

Vacationers planning their next escape to Wailea will find 128 properties designed for leisure and relaxation. These properties are strategically located across popular Wailea neighborhoods with loads of activities and things to do. Check out popular shopping areas like Wailea Shopping Village Shopping Center.

The Wailea extended stay properties on HouseStay offer a curated selection of 9 amenities to enhance the vacation experience, with must-haves like Balcony, No Smoking Allowed, and Deck options, ensuring guests enjoy both the comforts of home and the convenience of a luxury stay. And you can rest easy knowing properties come with several utilities, often including Trash Pick Up, WiFi, and Cable TV.

Here are some of the top, fully furnished rentals in Wailea, HI:

Why Choose HouseStay?
We’re the only E-leasing platform out there. You can lease premium furnished rentals 100% online today, and we actually visit our properties to verify their quality.*

HouseStay Guarantee

We perform in-depth background checks on Host and Tenants to create a community everyone can trust.

Roommate Free

HouseStay only offers entire accommodations. We don’t offer spare rooms or shared spaces.

Fully Furnished

All accommodations listed on HouseStay are fully furnished and include all utilities in the monthly rate.

Month-to-Month Flexibility

Not sure how long you’ll be staying? All listings are available for a minimum of 30 nights with no maximum.

*See Select properties to view our verified locations

Find out more about why people choose Wailea for a long-term rental…

FAQs About Furnished Rentals in Wailea

How much does an extended stay apartment rental in Wailea, HI cost?

An extended stay apartment rental in Wailea starts at $7,278 per month for a 1 bedroom / 2 bath unit and can go up to $29,319 per month for a 3 bedroom / 2 bath.

How much does an extended stay condo rental in Wailea, HI cost?

An extended stay condo rental in Wailea starts at $8,753 per month for a 1 bedroom / 2 bath unit and can go up to $108,845 per month for a 3 bedroom / 3 bath.

What kinds of furnished rentals are available in Wailea?

Wailea offers a variety of furnished rental accommodations. HouseStay currently has 118 Condominiums, 9 Villas, 1 Townhouse, and 22 Apartments, all fully furnished.

What are the typical sizes of furnished Townhouses, Apartments, and Condominiums in Wailea?

  • Available furnished Townhouses are 1133 square feet
  • Available furnished Apartments are 485 square feet up to 1604 square feet
  • Available furnished Condominiums are 792 square feet up to 1949 square feet

What are the least expensive furnished apartments for rent in Wailea?

The least expensive furnished apartments for rent in the Wailea area are:

What are the least expensive furnished condos for rent in Wailea?

Right now on HouseStay the least expensive furnished, extended stay condo rentals available in Wailea are:

Are utilities included in furnished housing in Wailea?

Most furnished rentals in Wailea include essential utilities like Gas, WiFi, Water, Trash Pick Up, and Electricity. However, it’s important to verify this with the rental provider or check the amenities on each property listing on HouseStay.

What kinds of amenities do the fully furnished rentals in Wailea have?

Across all 150 furnished rental properties in Wailea, these are the most common amenities:
  • Smoke Detector – 150 rentals with this amenity
  • Full Kitchen – 150 rentals with this amenity
  • A/C (Central Air) – 147 rentals with this amenity
  • Balcony – 121 rentals with this amenity
  • Smoking Allowed – 110 rentals with this amenity

FAQS About Living in Wailea, HI

What makes Wailea a popular choice for furnished rentals?

Wailea is a great city for an extended stay or short-term furnished rental because you can enjoy 3 beaches or 1 mall in the city.

Why should I get a long-term vacation rental in Wailea?

Wailea is a great city for a vacation with the whole family, some friends, or just to get away by yourself. Apart from great food options, you can explore fun beaches like Mōkapu Beach or do some shopping at Wailea Shopping Village Shopping Center.

What is there for families to do in Wailea, HI?

If your family is considering relocating to Wailea, make sure to check out the beaches including Mōkapu Beach and Ulua Beach, the shopping like Wailea Shopping Village Shopping Center.

What should I consider when choosing a location for my furnished rental in Wailea, HI?

Consider proximity to work or points of interest, access to public transportation, neighborhood safety, and nearby amenities like grocery stores and restaurants.

Find Furnished Extended Stay Apartments and Homes Near Wailea