Farm Stays in Wailea, HI: Compare 10+ Sites & Save

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183 Best Farm Stays in Wailea (Starting from $205)

Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea
Wailea Ekolu 1514 - Ocean Views, Private Lanais, Spacious 2-Story in Beautiful Wailea
Condo
Kihei, HI, 96753, United States
3.4k from Wailea center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.2

Superb

7 reviews

$492
Average price / night
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Tropical stays where comfort meets the course
Tropical stays where comfort meets the course
Condo
Kihei, HI, 96753, United States
3.5k from Wailea center

AC, Balcony, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Microwave

2 Bedrooms6 Guests
9.2

Superb

20 reviews

$418
Average price / night
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Wailea Ekolu 1204 - Modern Ocean View Condo w/ large Lanai, King Bed, & Split AC
Wailea Ekolu 1204 - Modern Ocean View Condo w/ large Lanai, King Bed, & Split AC
Condo
Kihei, HI, 96753, United States
3.5k from Wailea center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
10.0

Exceptional

2 reviews

$478
Average price / night
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Wailea Ekolu 907 2BD Condo Breathtaking Ocean Views AC Pool
Wailea Ekolu 907 2BD Condo Breathtaking Ocean Views AC Pool
Condo
Kihei, HI, 96753, United States
3.6k from Wailea center

AC, Balcony, Barbecue, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$512
Average price / night
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Experience Stunning Ocean Views at Wailea Ekolu 403, Spacious, Wi-Fi, Split-AC!
Experience Stunning Ocean Views at Wailea Ekolu 403, Spacious, Wi-Fi, Split-AC!
Apartment
Kihei, HI, 96753, United States
3.6k from Wailea center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
9.6

Exceptional

8 reviews

$448
Average price / night
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Wailea Ekolu 1605 Wailea Hillside Condo w/ AC & Tropical Ocean Views Near Beaches
Wailea Ekolu 1605 Wailea Hillside Condo w/ AC & Tropical Ocean Views Near Beaches
Condo
Kihei, HI, 96753, United States
3.6k from Wailea center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
9.4

Superb

54 reviews

$520
Average price / night
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Experience luxury in Wailea Ekolu 1106, a spacious 2BR Stunning Ocean views
Experience luxury in Wailea Ekolu 1106, a spacious 2BR Stunning Ocean views
Condo
Kihei, HI, 96753, United States
3.6k from Wailea center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave

2 Bedrooms6 Guests
10.0

Exceptional

33 reviews

$578
Average price / night
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Tropical-themed condo with sweeping coastal views
Tropical-themed condo with sweeping coastal views
Condo
Kihei, HI, 96753, United States
3.6k from Wailea center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry

1 Bedroom4 Guests
9.6

Exceptional

11 reviews

$404
Average price / night
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Recently Renovated at Wailea Beach Villas
Recently Renovated at Wailea Beach Villas
Condo
Wailea, HI, 96753, United States
3.9k from Wailea center

AC, Barbecue, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Microwave, No Smoking

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$1815
Average price / night
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Wailea Beach Villas PH411
Wailea Beach Villas PH411
Condo
Wailea, 96753, United States
3.9k from Wailea center

AC, Dryer, Free Parking, Heater, Kitchen, No Smoking, Pool, TV, Washer

2 Bedrooms8 Guests
New to Booking
$1043
Average price / night
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Elua Village Beach Front Townhomes - 2 Bdrm Premier Unit, Ocean Views, Top Rated
Elua Village Beach Front Townhomes - 2 Bdrm Premier Unit, Ocean Views, Top Rated
Condo
Kihei, HI, 96753, United States
4.1k from Wailea center

AC, Arcade, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater

2 Bedrooms6 Guests
9.8

Exceptional

119 reviews

$996
Average price / night
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My Perfect Stays: Jun 16-27 was $399 now $159
My Perfect Stays: Jun 16-27 was $399 now $159
Condo
Kihei, HI, 96753, United States
4.1k from Wailea center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen, Living Area

2 Bedrooms6 Guests
New to Booking
$205
Average price / night
Check Availability
Open, airy condo with peaceful private lanai views
Open, airy condo with peaceful private lanai views
Condo
Kihei, HI, 96753, United States
4.1k from Wailea center

AC, Balcony, Barbecue, Dryer, Extra Bed, Free Parking, Hot Tub, Internet, Kitchen

2 Bedrooms6 Guests
9.6

Exceptional

21 reviews

$383
Average price / night
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Experience the ultimate tropical getaway at Grand Champions 067, a stunning one-
Experience the ultimate tropical getaway at Grand Champions 067, a stunning one-
Condo
Wailea, HI, 96753, United States
4.2k from Wailea center

AC, Balcony, Barbecue, Dryer, Hot Tub, Internet, Kitchen, Living Area, Microwave

2 Bedrooms4 Guests
New to Booking
$404
Average price / night
Check Availability
Wailea Elua #207 Ocean and Garden View
Wailea Elua #207 Ocean and Garden View
Condo
Kihei, HI, 96753, United States
4.2k from Wailea center

AC, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen

1 Bedroom4 Guests
9.8

Exceptional

69 reviews

$807
Average price / night
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Wailea Garden-View Condo – Lanai, A/C, New Furnishings & Near Golf
Wailea Garden-View Condo – Lanai, A/C, New Furnishings & Near Golf
Condo
Wailea, HI, 96753, United States
4.2k from Wailea center

AC, Balcony, Barbecue, Dryer, Extra Bed, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.4

Superb

9 reviews

$356
Average price / night
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Wailea Elua 702 - Beautifully Renovated, Stunning Ocean Views, Central AC, Wi-Fi
Wailea Elua 702 - Beautifully Renovated, Stunning Ocean Views, Central AC, Wi-Fi
Condo
Kihei, HI, 96753, United States
4.3k from Wailea center

AC, Balcony, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Hot Tub, Internet

2 Bedrooms6 Guests
9.8

Exceptional

18 reviews

$883
Average price / night
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Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo in the Heart of Wailea, Maui
Wailea Elua 805 - 3-Bedroom Ocean View Luxury Condo in the Heart of Wailea, Maui
Condo
Kihei, HI, 96753, United States
4.3k from Wailea center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
9.8

Exceptional

19 reviews

$1365
Average price / night
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Wailea Elua 808 - Scenic Ocean Views,  Classic Wailea Charm, Central AC, Wi-Fi
Wailea Elua 808 - Scenic Ocean Views, Classic Wailea Charm, Central AC, Wi-Fi
Condo
Kihei, HI, 96753, United States
4.3k from Wailea center

AC, Balcony, Dryer, Fitness Equipment, Free Parking, Hot Tub, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$1023
Average price / night
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Wailea Elua 204 - Luxury 1BR, 2BA Condo, Stunning Ocean Views & Modern Upgrades
Wailea Elua 204 - Luxury 1BR, 2BA Condo, Stunning Ocean Views & Modern Upgrades
Apartment
Kihei, HI, 96753, United States
4.3k from Wailea center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Living Area

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$944
Average price / night
Check Availability
My Perfect Stays: Jul 23-Aug 13 was $449 now $329
My Perfect Stays: Jul 23-Aug 13 was $449 now $329
Condo
Kihei, HI, 96753, United States
4.8k from Wailea center

AC, Barbecue, Dryer, Extra Bed, Fitness Equipment, Free Parking, Internet, Kitchen, Microwave

1 Bedroom4 Guests
New to Booking
$339
Average price / night
Check Availability
Wailea Ekahi 45D - Ocean & Garden Views, Beautifully Renovated, Split AC, Wi-Fi!
Wailea Ekahi 45D - Ocean & Garden Views, Beautifully Renovated, Split AC, Wi-Fi!
Condo
Kihei, HI, 96753, United States
4.8k from Wailea center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
9.6

Exceptional

87 reviews

$467
Average price / night
Check Availability
Wailea Ekahi 12D - Budget Friendly Ocean View Studio w/ Lanai, Kitchen, WD, & AC
Wailea Ekahi 12D - Budget Friendly Ocean View Studio w/ Lanai, Kitchen, WD, & AC
Condo
Kihei, HI, 96753, United States
4.8k from Wailea center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave

1 Bedroom2 Guests
10.0

Exceptional

3 reviews

$385
Average price / night
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Wailea Ekahi 49A 1BD Condo in Wailea with Garden Lanai & Beach Access
Wailea Ekahi 49A 1BD Condo in Wailea with Garden Lanai & Beach Access
Condo
Kihei, HI, 96753, United States
4.8k from Wailea center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom4 Guests
New to Booking
$428
Average price / night
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Wailea Ekahi 20J - Secluded Garden Oasis Surrounded by Trees & Tropical Blooms
Wailea Ekahi 20J - Secluded Garden Oasis Surrounded by Trees & Tropical Blooms
Condo
Kihei, HI, 96753, United States
5.0k from Wailea center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
9.6

Exceptional

13 reviews

$477
Average price / night
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Wailea Ekahi 24B - Modern Garden Retreat w/ Lanai, Split AC & Stylish Renovation
Wailea Ekahi 24B - Modern Garden Retreat w/ Lanai, Split AC & Stylish Renovation
Condo
Kihei, HI, 96753, United States
5.0k from Wailea center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave

1 Bedroom4 Guests
10.0

Exceptional

9 reviews

$634
Average price / night
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Largest Two Bedroom/ Two Bath in the Village, Sleeps Eight & Close to the Beach
Largest Two Bedroom/ Two Bath in the Village, Sleeps Eight & Close to the Beach
Condo
Wailea, HI, 96753, United States
5.0k from Wailea center

AC, Barbecue, Crib, Dryer, Extra Bed, Fitness Equipment, Free Parking, Internet, Kitchen

2 Bedrooms8 Guests
9.8

Exceptional

195 reviews

$844
Average price / night
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Disclaimer & Guest Information:

At VacationByOwnerRentals.com, our farm-stay listings are curated using advanced data pipelines to identify authentic agricultural experiences. While we strive for precision, specific amenities—such as direct animal interaction, guided farm tours, or seasonal harvest activities—may vary by property and season. We recommend reviewing the individual room or property details to confirm specific farm features. Note: The term "Farm Stay" is used as a general category for properties with agricultural or rural settings; we advise guests to verify specific onsite activities and livestock proximity with the booking provider prior to arrival.

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Farm Stays in Wailea.

Stay Near Wailea's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Wailea Farm Stays on the Map

Frequently Asked Questions

You can explore 183 verified farm stays in Wailea, including working farms, ranches, and countryside properties that offer a more nature-focused experience.

A farm stay in Wailea is typically part of an active farm where guests may experience aspects of daily farm life. A rural vacation rental, on the other hand, is usually a private property in the countryside without agricultural activities.

Some farm stays in Wailea offer opportunities to take part in activities such as feeding animals, collecting eggs, or seasonal harvesting. Availability varies by property, so it is helpful to check the listing details.

Yes, many farm stays in Wailea are well-suited for families. They often provide open outdoor spaces and opportunities for children to learn about animals and nature in a relaxed setting.

Farm stay prices in Wailea vary depending on the type of property and included experiences. Rates typically start from around $205 per night, with higher prices for larger or more premium stays.

Some farm stays in Wailea allow pets, while others may have restrictions due to livestock or safety concerns. Currently, 1 listings are pet-friendly, but it is important to review each property's policy before booking.

Because farm stays are often smaller properties with limited availability, booking 60 to 90 days in advance is recommended, especially during peak travel seasons.