Vacation rentals near MauiWine

We found 5,079 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals close to MauiWine that can be your home away from home. Whether you’re traveling with friends, family, or just with your pet, vacation homes have the best amenities for spending time at your vacation home, which might include parking and a fireplace. No matter what you're looking for, you're sure to find a rental to meet everyone's needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - MauiWine

Showing deals for:Jul 10 - Jul 17

Image gallery for Northshore - Paia Beach Town

al fresco dining on the lanai
10 out of 10, Exceptional, (68 reviews)
Exceptional
(68 reviews)

Northshore - Paia Beach Town

Paia

8% off
Price is $1,236
$8,650 for 7 nights
All fees included
Northshore - Paia Beach Town

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Find out more about MauiWine

Why visit MauiWine

  • Wine Tastings: Enjoy exquisite tastings at the renowned Ulupalakua Vineyards, perfect for wine enthusiasts.
  • Scenic Vineyard Tours: Explore romantic vineyard tours amidst the stunning landscapes of Upcountry Maui.
  • Family-Friendly Activities: Engage in outdoor experiences that cater to families, ensuring fun for all ages.
  • Charming Accommodations: Stay in cozy condos or stylish apartments near the scenic winery grounds.
  • Serene Natural Beauty: Revel in the lush Maui countryside, offering a relaxing escape from the hustle and bustle.

Popular types of accommodation around MauiWine

If you're exploring vacation rentals in MauiWine, you're in for a treat. Our most popular accommodations include cozy condos, houses, and stylish apartments. Nestled near the beautiful Hotel Wailea and the scenic winery grounds, you'll experience warm hospitality and the charm of Maui Blanc. Enjoy the perfect blend of comfort and relaxation as you create unforgettable memories in this stunning paradise.

  • Condos: The top choice for vacation rentals in MauiWine, offering convenient amenities and often stunning views.
  • Houses: A great option for families or groups seeking spacious accommodations with a home-like feel.
  • Apartments: Ideal for solo travelers or couples, providing a cozy space with essential facilities.
  • Villas: Luxurious and spacious, these rentals are perfect for those wanting a high-end experience.
  • Cottages: Charming and intimate, these rentals offer a quaint escape in a scenic setting.**

Top attractions near MauiWine

During your visit to MauiWine in Ulupalakua, you'll find a blend of beautiful beaches, urban parks, and even nudist beaches to explore. Enjoy outdoor family experiences while indulging in wine tastings at the renowned Ulupalakua Vineyards. Whether you're seeking relaxation or adventure, MauiWine offers a perfect backdrop for your Hawaiian vacation.

  • Wailea Beach: Known for its stunning golden sands and crystal-clear waters, Wailea Beach offers a perfect spot for sunbathing and swimming. With a beautiful backdrop of luxury resorts, it's ideal for relaxing and soaking up the sun.
  • Makena State Park Beach: This secluded nudist beach is perfect for couples seeking a romantic escape. Surrounded by breathtaking scenery, it provides a serene environment for sunbathing and enjoying the ocean breeze.
  • Kamaole Beach Park 3: A family-friendly urban park, Kamaole Beach Park 3 features picnic areas, soft sands, and great swimming conditions. It's an excellent spot for outdoor activities and enjoying time with loved ones.

Things to do recommended for couples

Planning a romantic getaway in Maui? Start with a visit to Tedeschi Vineyards, just 0.9 miles from MauiWine, for a delightful wine tasting. Then, unwind together at Makena Kai Day Spa, located 3 miles away, where you can indulge in soothing treatments for ultimate relaxation.

Things to do recommended for families

Families will have a blast at Science City, an exciting arcadeAdventureZone located 10 miles from MauiWine. With its adventurous atmosphere, it's the perfect spot for kids to enjoy games and activities while creating unforgettable memories together.

Things to do recommended for groups

Explore the Shops at Wailea for shopping and entertainment, just 4 miles from MauiWine. Enjoy a round of golf at the Wailea Gold Golf Course, 3 miles away, or unwind with friends at Maui Brewing Co., located 7 miles away for a taste of local craft beer.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around MauiWine

When traveling with a group, family, pets, or planning for extended stays, it's important to prioritize your preferences when filtering options. Here are some helpful booking tips for using Vrbo.

  • Traveling to MauiWine with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily find these options and many others by using the filters available on Vrbo.
  • Traveling to MauiWine with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with having suitable amenities like a private swimming pool. Additionally, you might want to think about how close you are to family-friendly attractions.
  • Taking your pets with you to MauiWine: For many families, a vacation wouldn’t feel complete without their beloved pet by their side. If this resonates with you, explore Vrbo listings that welcome pets. Most pet-friendly homes come equipped with feeding bowls and beds, ensuring that every family member feels comfortable and at home.
  • Planning for a long term stay visiting MauiWine: If you're seeking vacation rentals that offer discounts for month-long stays, you've come to the perfect spot. By using the appropriate filters, you can quickly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near MauiWine

Explore the enchanting vibes of Upcountry Maui near MauiWine, where you can indulge in romantic vineyard tours and family-friendly excursions. Discover the serene beauty of the Maui countryside, dotted with lush landscapes and charming island vineyards. Whether you're sipping exquisite grape wines or enjoying secluded spots, this region offers a relaxing escape that caters to all travelers. Make unforgettable memories in this picturesque part of Hawaii.

  • Maui: Maui is a stunning island located 11 miles from MauiWine, celebrated for its breathtaking outdoor landscapes and beautiful beaches. Visitors flock to Maui for a variety of experiences, from enjoying the scenic views to engaging in outdoor activities like golfing at world-class courses. The island boasts several shopping centers and attractions such as picturesque beaches, serene bays, and lush urban parks, making it a perfect destination for both relaxation and adventure.
  • Kihei: Situated 10 miles away from MauiWine, Kihei is a vibrant city known for its family-friendly atmosphere and stunning beachfront. Travelers come to Kihei to soak up the sun on its pristine beaches or partake in outdoor fun. Popular activities include golfing, shopping at local centers, and enjoying time at family beaches. With its welcoming vibe and beautiful parks, Kihei is an excellent spot for families and those looking to immerse themselves in the Hawaiian lifestyle.
  • Wailea: Wailea is a picturesque neighborhood located just 4 miles from MauiWine, renowned for its luxurious beaches and scenic beauty. This upscale area offers a range of outdoor activities, including golfing on renowned courses and exploring the stunning coastline. With its lovely beaches, scenic bays, and well-maintained urban parks, Wailea provides a serene escape for those seeking relaxation and natural beauty, making it a must-visit on your Maui adventure.

Best time to go to MauiWine

If you're planning a trip to MauiWine, it's a good idea to check both the weather and property rates. The warmest month is September. Peak season runs in January, March and July, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January70.7°F (21.5°C)Light RainMostly SunnySlightly HighSlightly High
February70.3°F (21.3°C)Light RainMostly SunnyAverageAverage
March70.3°F (21.3°C)Light RainMostly SunnySlightly HighSlightly High
April71.6°F (22.0°C)Light RainMostly SunnyAverageAverage
May72.9°F (22.7°C)Light RainMostly SunnyAverageSlightly Low
June73.6°F (23.1°C)Light RainMostly SunnyAverageAverage
July74.8°F (23.8°C)Light RainMostly SunnySlightly HighAverage
August75.4°F (24.1°C)Light RainMostly SunnySlightly LowAverage
September75.7°F (24.3°C)Light RainMostly SunnySlightly LowSlightly Low
October75.6°F (24.2°C)Light RainMostly SunnySlightly LowSlightly Low
November73.8°F (23.2°C)Light RainMostly SunnyAverageAverage
December71.8°F (22.1°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as prices can fluctuate. Plus, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to search by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner definitely has its perks. When you join our travel rewards program, One Key, you'll gain immediate access to member savings and the ability to earn and redeem OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, manage your existing arrangements, and keep track of your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

Are there any cheap vacation rentals near Mauiwine?
There are several affordable vacation rentals near Mauiwine, especially if you are flexible with location and travel dates. Budget-friendly stays that are comfortable and well-equipped are typically around $72 per night. You might find great deals during the off-season, which is a good option for guests looking to experience the area without overspending. These rentals often include free amenities such as WiFi, toiletries, and self-parking, and can range from cozy studio cabins to modest family homes, providing a clean, comfortable base for adventure.

To get the best value, consider staying slightly outside major hubs. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Mauiwine while keeping costs down.
What are the top vacation rentals with pools near Mauiwine?
There are over 90 vacation rentals near Mauiwine that feature swimming pools. Guests can choose from a range of options, including properties with private backyard pools, shared community pools, and even heated or indoor pool choices. These rentals, predominantly condos and private homes, are often located within easy reach of Mauiwine and come equipped with standard amenities like kitchens, Wi-Fi, and comfortable living areas, making them suitable for families, groups, or solo travelers seeking a relaxing stay.

When selecting your ideal rental, consider whether a private pool for seclusion or a shared pool with potential access to additional facilities like hot tubs or fitness centers best suits your preferences. For cooler periods, properties with heated or indoor pools ensure year-round enjoyment. Always confirm pool availability and operational hours, especially for peak seasons, to ensure your stay includes this desired amenity.
What are the best family vacation rentals near Mauiwine?
There are 73 family-friendly vacation rentals available near Mauiwine, primarily in the Ulupalakua area, offering ample space and comfort for groups. These homes often feature multiple bedrooms and bathrooms, full kitchens for preparing meals, and outdoor play areas like patios or gardens for children. Many properties also include amenities such as WiFi and books or games for entertainment, ensuring a comfortable stay for all guests.

When selecting the ideal home for your family, consider properties that provide separate spaces for adults and children to relax, and prioritize those with well-equipped kitchens to simplify meal preparation. Staying close to Mauiwine means less travel time and more opportunities to enjoy the surrounding area.
Are there any luxury vacation rentals near Mauiwine?
Near Mauiwine, guests can find several luxury vacation rentals that combine natural beauty with modern comfort. These properties often feature amenities such as private pools, private chefs, air conditioning, and stunning mountain views. Many of these homes are ideal for those who enjoy activities like golf or tennis.

These homes are great for families or larger groups, offering amenities like private pools and the option for a private chef. Many of these top-tier stays are managed by highly rated Vrbo hosts, ensuring a quality experience.
Where should I stay when visiting Mauiwine?
When visiting Mauiwine, you have several excellent options for vacation rentals that offer convenient access to the winery and the beautiful Upcountry Maui region.

The Kula area, situated on the slopes of Haleakala, provides a peaceful setting with properties that often boast stunning views of the island and ocean. This area is a short drive from Mauiwine, offering convenient access to local attractions and a refreshing elevation.

For those seeking a slightly more bustling environment with easy access to amenities, Makawao offers charming properties in a historic paniolo (Hawaiian cowboy) town. Makawao is also a comfortable drive from Mauiwine, allowing guests to explore its unique shops and art galleries.

Additionally, properties in the Ulupalakua area itself offer the closest proximity to Mauiwine, superb for those who prioritize immediate access to the winery and its scenic surroundings.
What is the cheapest month to stay near Mauiwine?
The cheapest time to find vacation rentals near Mauiwine is typically during the late Autumn and early Winter (October to early December), excluding the Thanksgiving holiday week. November is frequently the cheapest month, often providing the best deals on homes and condos, with rates often 15-25% lower than peak season. Guests can often find various savings during these months, along with greater availability of properties.
Are there any monthly vacation rentals near Mauiwine?
Vrbo offers excellent options for monthly vacation rentals near Mauiwine, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer vacation with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Mauiwine.
Are there any last-minute vacation rentals near Mauiwine?
Vrbo makes it simple to find last-minute vacation rentals near Mauiwine that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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