Discover Your Perfect Maui's Winery Vacation Homes

Best Vacation Homes in Maui's Winery

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10.0 (8 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
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10.0 (4 Reviews)
Apartment
  • Pool
  • Security/Safety
  • Guest Services
10.0 (4 Reviews)
House
  • Parking
  • View
  • Security/Safety
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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your Maui's Winery Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Maui's Winery

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit ensures you experience the best of this destination’s scenic beauty and pleasant weather, making your stay in Maui's Winery, Kula, Hawaii, USA, truly memorable.

Peak Season Highlights

winter
Winter (December to February)

This is the most popular time for visitors to experience the region’s lush landscapes and pleasant weather, making it ideal for exploring local wineries.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 60°F to 65°F
spring
Spring (April to June)

During spring, the area sees an increase in visitors looking to enjoy the blooming scenery and vineyard tours amid warm, inviting weather.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 62°F to 68°F

Off-Season Highlights

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Summer (July to September)

In summer, fewer travelers visit this destination, providing a more tranquil atmosphere for wine tasting and outdoor activities.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 65°F to 70°F
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Fall (October to November)

Autumn offers a quieter experience as tourist numbers decline, allowing you to enjoy the scenic beauty and local wines at a relaxed pace.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F

Weekly Weather Forecast for Maui's Winery

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy spacious outdoor areas with lush gardens and scenic views of the surrounding landscape.
  • Relax on private decks or patios that offer panoramic vistas of the region’s vineyards and rolling hills.
  • Make use of outdoor grilling stations to prepare meals while soaking in the fresh mountain air.
  • Take advantage of nearby walking trails that wind through the area's scenic natural beauty.
  • Discover outdoor seating areas designed for enjoying sunsets and stargazing in the peaceful environment.
  • Utilize outdoor recreational amenities such as swimming pools or hot tubs, perfect for unwinding after exploring here.
  • Participate in outdoor activities like birdwatching or photography amid the region's vibrant flora and fauna.
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Family Activities

  • Wine Tasting Tours: Experience guided wine tastings at local wineries that showcase the region’s renowned vineyards and unique varietals.
  • Farmers' Markets: Explore vibrant farmers' markets where you can sample fresh local produce and family-friendly artisanal goods.
  • Nature Hikes in Kula Forest Reserve: Enjoy scenic hikes suitable for families through lush trails offering stunning views of the countryside.
  • Educational Farm Visits: Discover educational farm tours designed for children, highlighting sustainable agriculture practices in this sunny area.
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Adult Activities

  • Wine Tasting Tours: Discover the region's renowned wineries through guided tastings that showcase local varietals and craftsmanship.
  • Vineyard Tours: Explore scenic vineyards to learn about grape cultivation and the unique winemaking process in this lush part of the island.
  • Wine and Food Pairing Events: Attend exclusive events where you can indulge in expertly paired wines and gourmet island cuisine, perfect for adult connoisseurs.
  • Private Wine Tastings: Enjoy intimate wine tasting experiences hosted by local vintners, offering a personalized glimpse into Maui’s wine culture.

Maui's Winery Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Wineries: Take advantage of the region’s renowned wineries to enjoy tastings and tours that showcase the area’s unique wine-making traditions.
  • Visit Kula's Scenic Spots: Make time for the nearby scenic viewpoints and botanical gardens to experience the beauty of the surroundings and enhance your stay.
  • Plan Outdoor Activities: Engage in outdoor adventures such as hiking or horseback riding to fully immerse yourself in the natural landscape of the region.
  • Experience Cultural Events: Check out local festivals and events to connect with the community and gain authentic insights into this destination’s heritage.

Transportation Options

  • Rental Car Services: Renting a car provides the flexibility to explore the scenic vineyards and picturesque landscapes of the area at your own pace.
  • Public Transit: Local buses offer an affordable and convenient way to navigate here, connecting you to key destinations within the region.
  • Taxi and Ride-Sharing: Taxis and ride-sharing options are readily available for comfortable and direct transportation around this part of Maui.
  • Bicycle Rentals: Biking is an eco-friendly choice that allows you to enjoy the fresh air and explore nearby attractions in a leisurely manner.

Local Customs Options

  • Respect for the Land and Agriculture: Locals here take pride in maintaining harmony with the lush landscape, often showing reverence for the area's rich agricultural traditions.
  • Greetings and Aloha Spirit: You’ll notice that warm, friendly greetings are customary, reflecting the region's welcoming and community-oriented culture.
  • Honoring Hawaiian Heritage: It’s common to observe practices that honor native customs, including observing quiet moments during cultural ceremonies or celebrations.
  • Sustainable Practices: The area encourages environmentally conscious behavior, with many locals practicing eco-friendly methods aligned with the region’s values of preservation.

Frequently Asked Questions About Maui's Winery?

2. How many Rentbyowner vacation rentals are available in Maui's Winery?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2467 in the Maui's Winery area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Maui's Winery. 

3. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property, so you should review the specific listing details or contact the owner directly to understand the terms and any applicable fees before booking.

4. Are there any additional fees or charges when booking a vacation rental here?

Additional fees such as cleaning, service charges, or taxes are often included in the listing details. It's recommended to read the full description or reach out to the host for clarity on any extra costs.

5. How do I verify the safety and cleanliness standards of the vacation rentals in the region?

Safety and cleanliness standards can be confirmed through guest reviews, the property's description, and direct communication with the owner to ensure your expectations are met.

6. What amenities are typically available in these Maui vacation rentals?

Amenities vary, but common features include Wi-Fi, kitchen facilities, air conditioning, and parking. For specific amenities, please check the individual listing or contact the owner directly.

7. How do I secure my reservation and what is the payment process like?

Reservations are secured through the booking platform, with payments processed securely online. Details about payment methods and confirmation timelines are provided in each listing, so review those or contact the owner if needed.

Best Vacation Homes in Maui's Winery

|
10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
|
10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pool