Vacation rentals near Pilates Maui

We found 7,251 vacation rentals — enter your dates for availability

If you want to to stay within easy reach of Pilates Maui, take a look at private vacation rentals to find the perfect home base for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the amenities you need and want, which might include a pool and a washer and dryer. Whatever you're looking for, you're sure to find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Pilates Maui

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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 $1,224
$8,567 for 7 nights
All fees included
Northshore - Paia Beach Town

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Frequently asked questions

What are the best vacation rentals near Pilates Maui?
The best vacation rentals near Pilates Maui are primarily located right in Kihei. You will find a great selection here, ranging from comfortable condos superb for solo travelers or couples to spacious apartments ideal for small groups. If you are willing to drive a bit further, renting in nearby areas can be an affordable option. You will find the best vacation rentals near Pilates Maui offer convenience and comfort.

Many of these properties offer amenities such as a shared pool for relaxation after a workout or a private balcony or patio to enjoy the Hawaiian breeze. These homes are great for those looking for a convenient base to explore Kihei and the surrounding areas.
Are there any cheap vacation rentals near Pilates Maui?
There are several affordable vacation rentals near Pilates Maui, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around $230 per night in areas like Kihei. Some stays even drop below this price in September and October during the off-season, making it a great 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 studios to modest apartments, 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 Pilates Maui while keeping costs down.
What are the best pet-friendly vacation rentals near Pilates Maui?
There are over 20 pet-friendly vacation rentals near Pilates Maui, primarily consisting of condos and private vacation homes in Kihei. These properties often include amenities such as fully equipped kitchens, Wi-Fi, and comfortable living areas. Some rentals also feature private lanais or easy outdoor access, providing convenience for guests with pets.

When searching for the best pet-friendly vacation rentals near Pilates Maui, guests should always review the specific house rules, as policies regarding pet size and additional fees can vary. While Pilates Maui itself is an indoor facility and not suitable for pets, many nearby beaches in Kihei, such as Keawakapu Beach and Kamaole Beach Parks, welcome dogs on-leash during specific hours.
What are the top vacation rentals with pools near Pilates Maui?
There are over 1410 vacation rentals near Pilates Maui that include access to swimming pools, offering a wide array of choices from private backyard pools to shared community facilities. These properties are predominantly condos and apartments in Kihei, and often feature amenities such as full kitchens, Wi-Fi, and outdoor spaces, making them suitable for families, couples, or groups seeking a comfortable stay.

When selecting your ideal rental, consider the benefits of different pool types. Private pools provide seclusion for families and solo travelers, while shared pools often come with additional community amenities. For cooler times of the year, properties with heated or indoor pool options ensure year-round enjoyment.
What are the best family vacation rentals near Pilates Maui?
There are nearly 1,200 family-friendly vacation rentals available near Pilates Maui, primarily in Kihei. These properties are designed to accommodate families, often featuring multiple bedrooms and bathrooms, full kitchens for preparing meals, and washer/dryers for convenience. Many also include outdoor play areas like yards or patios, and some even offer playgrounds or pools, ensuring entertainment for all ages. WiFi and various entertainment options are also commonly found.

When selecting a home for your family, consider properties that offer separate spaces for adults and children to relax, and prioritize those with well-equipped kitchens and laundry facilities to simplify your stay. Choosing a rental close to Pilates Maui means less time spent commuting and more time enjoying your activities.
Are there any luxury vacation rentals near Pilates Maui?
Near Pilates Maui, guests can find several luxury vacation rentals that combine natural surroundings with modern comfort. These properties often feature amenities such as private hot tubs, deep soaking bathtubs, rainfall showerheads, and private pools. Many also offer premium bedding, designer toiletries, and bathrobes for an elevated stay.

These homes are ideal for families or larger groups, providing comforts like air conditioning and high-speed WiFi. Many of these exceptional properties are managed by highly rated Vrbo hosts, ensuring a professional and premium experience.
How much is a vacation rental near Pilates Maui?
Vacation rentals near Pilates Maui offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties, such as simple apartments, typically start around $230 per night, providing an affordable way to experience the area. Mid-range rentals, including private homes with standard amenities, are generally around $415 per night, offering more comfort and privacy. For those seeking a more luxurious experience, upscale options can cost $610 or more per night, especially during peak seasons.

Enter your destination, travel dates, and number of guests on search to see the best options. You can use filters to set a minimum and maximum nightly price range along with other preferences. Rates may vary based on the season and specific amenities, but with a little planning, guests can find a rental that perfectly balances convenience and value.
Where should I stay when visiting Pilates Maui?
When planning your stay near Pilates Maui, several areas offer distinct advantages for your vacation rental. The heart of Kihei provides numerous properties with convenient access to beaches, dining, and shops. This area is great for those who enjoy being close to a variety of local establishments and the ocean.

For those seeking a more tranquil setting, the Wailea-Makena area is a short drive from Pilates Maui. This region is known for its beautiful coastline and upscale properties, offering a relaxed environment. Many rentals here boast excellent views and a sense of privacy.

Another excellent option is the North Kihei area, which offers a slightly different perspective with its own charm. Properties here are well-situated for exploring the northern parts of the island while still being a convenient distance from Pilates Maui.
What is the cheapest month to stay near Pilates Maui?
The cheapest time to find vacation rentals near Pilates Maui is typically during the late Summer to early Autumn (September to October). September is frequently the single cheapest month, often providing the best deals on homes and condos. Guests can often find various savings and lower rates during these months, sometimes up to 20% less compared to peak season prices, along with greater availability.
Are there any lakefront vacation rentals near Pilates Maui
Lakefront vacation rentals near Pilates Maui offer a great mix of comfort, scenery, and outdoor adventure. Many are located along quiet lakes. These properties are a short drive from Pilates Maui, offering convenient access to water activities such as kayaking, fishing, or relaxing by the shore.

These homes often feature spacious decks, fire pits, hot tubs, and fully equipped kitchens, making them ideal for families or groups. Guests can enjoy mountain and lake views, spot wildlife, and unwind in peaceful surroundings after exploring local trails.
Are there any monthly vacation rentals near Pilates Maui?
Vrbo offers excellent options for monthly vacation rentals near Pilates Maui, 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 Pilates Maui.
Are there any last-minute vacation rentals near Pilates Maui?
Vrbo makes it simple to find last-minute vacation rentals near Pilates Maui 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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