Wailea Shopping Village Shopping Center Rentals by Owner

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10.0 (4 Reviews)
Apartment
  • Pool
  • Security/Safety
  • Guest Services
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10.0 (4 Reviews)
House
  • Parking
  • Pool
  • Accessibility

Why Choose Rent By Owner for your Wailea Shopping Village Shopping Center vacation rental?

What makes our Rentals by Owner 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 Wailea Shopping Village Shopping Center

When should you plan your Rentals by Owner stay?

Choosing the ideal time to visit ensures you can enjoy this vibrant destination at its best, with favorable weather and fewer crowds enhancing your experience when booking a rental by owner in the area.

Peak Season Highlights

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Winter (December to February)

During the winter months, you can experience the warm and sunny weather that attracts visitors seeking a tropical escape. This is the peak season for exploring the area's shopping opportunities and enjoying outdoor activities.

Average Temperature Daytime: 78°F - 82°F - Nighttime: 65°F - 70°F
summer
Summer (June to August)

The summer season brings vibrant energy and bustling commerce, making it an ideal time for visiting local shopping spots and experiencing the lively atmosphere here.

Average Temperature Daytime: 85°F - 89°F - Nighttime: 70°F - 75°F

Off-Season Highlights

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Spring (March to May)

In spring, fewer visitors arrive, allowing you to enjoy a more relaxed shopping experience while benefiting from pleasant weather and lower prices in the region.

Average Temperature Daytime: 77°F - 81°F - Nighttime: 63°F - 68°F
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Fall (September to November)

Fall offers a quieter period for exploring here, with comfortable temperatures and less crowding, perfect for leisurely browsing and discovering the local shopping scene at your own pace.

Average Temperature Daytime: 80°F - 84°F - Nighttime: 67°F - 72°F

Weekly Weather Forecast for Wailea Shopping Village Shopping Center

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 access to beautifully landscaped outdoor areas perfect for relaxing and unwinding in the region’s warm climate.
  • Take advantage of communal swimming pools that offer a refreshing escape just steps from your rental.
  • Make use of outdoor grilling stations, ideal for preparing meals while soaking up the sunshine here.
  • Benefit from shaded lounging areas where you can unwind after a day exploring the area’s natural beauty.
  • Utilize tennis courts or other sport facilities available for active recreation in this tropical destination.
  • Relish in scenic walking paths or jogging trails that meander through the region’s lush surroundings.
  • Secure dedicated parking spaces near your rental to ensure easy access during your stay in this vibrant area.
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Family Activities

  • Explore the Wailea Shopping Village Shopping Center's retail shops: Discover a variety of local boutiques and stores perfect for family shopping excursions in this vibrant area.
  • Enjoy a family-friendly dining experience: Savor delicious meals at casual restaurants within walking distance, making it easy to relax and refuel after shopping and exploring.
  • Visit nearby cultural attractions: Enhance your trip with visits to local art galleries or cultural spots close by, offering engaging experiences for all ages.
  • Relax at the surrounding outdoor spaces: Take advantage of nearby parks or open areas ideal for picnics, playtime, and soaking up the beautiful island scenery with your loved ones.
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Adult Activities

  • Luxury Shopping Experience: Indulge in high-end retail therapy at the region’s premier stores, perfect for those seeking exclusive Hawaiian fashion and accessories.
  • Gourmet Dining Options: Explore a variety of upscale restaurants and cafes within the area, offering delicious culinary experiences inspired by local flavors.
  • Wellness and Spa Services: Unwind with rejuvenating treatments at nearby spas, ideal for relaxing after a day of shopping and sightseeing.
  • Exclusive Boutique Visits: Discover unique local boutiques that showcase handcrafted jewelry, art, and souvenirs, making your visit memorable and personal.

Wailea Shopping Village Shopping Center Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visits During Off-Peak Hours: Arrive early or later in the day to enjoy a more relaxed shopping experience and avoid crowds within this prime shopping destination.
  • Explore Local Boutiques and Artisans: Take time to discover unique Hawaiian crafts and souvenirs that reflect the region’s rich cultural heritage, often found in smaller shops here.
  • Savor Regional Dining Options: Make the most of your stay by sampling local flavors at the on-site eateries, perfect for a quick bite or a leisurely meal after shopping.
  • Utilize Nearby Parking Facilities: Maximize your convenience by familiarizing yourself with the accessible parking options close to this retail hub, ensuring stress-free visits during your trip to this area.

Transportation Options

  • Rental Car Services: You can easily access rental car companies in the area, offering convenient transportation options to explore Wailea and its scenic surroundings at your own pace.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are available nearby, providing quick and reliable transportation for trips around Kihei and beyond.
  • Public Transit: The regional bus system offers affordable routes connecting you to popular destinations throughout Maui, including stops near here for easy access.
  • Bicycle Rentals: Bicycle rentals are a great eco-friendly way to enjoy the local scenery and navigate through the area comfortably and at your leisure.

Local Customs Options

  • Respect for Aloha Spirit: You should greet others with genuine warmth and kindness, embracing the local custom of Aloha to foster positive interactions here.
  • Traditional Hawaiian Laua: Participating in or observing local ceremonies and celebrations shows your appreciation for the area's rich cultural heritage during your stay.
  • Use of Local Language: Incorporating basic Hawaiian phrases like "Mahalo" (thank you) demonstrates respect for the region's unique customs and enhances your connection with residents.
  • Environmental Respect: Practicing eco-friendly habits, such as proper waste disposal and conserving natural resources, aligns with the community’s commitment to preserving this beautiful destination.

Frequently Asked Questions About Wailea Shopping Village Shopping Center Rentals by Owner

1. What are the top vacation rentals in Wailea Shopping Village Shopping Center?

2. How many Rentbyowner vacation rentals are available in Wailea Shopping Village Shopping Center?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1530 in the Wailea Shopping Village Shopping Center 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 Wailea Shopping Village Shopping Center. 

3. What is the cancellation policy for rental properties in Wailea Shopping Village Shopping Center?

Cancellation policies vary by listing. It is best to review the specific property's policy on the Rent By Owner platform or contact the owner directly for detailed information.

4. How do I contact the property owner for special requests or inquiries about my stay in this area?

You can reach out to the property owner through the messaging system on Rent By Owner after booking, which allows you to discuss any special requests or questions regarding your stay.

5. Are there any house rules or restrictions I should be aware of before booking in this region?

Details about house rules and restrictions are typically listed within each property’s description. Be sure to read these carefully before confirming your reservation to ensure a smooth stay.

6. Is there a minimum stay requirement when booking a rental here?

Minimum stay requirements are specified on each rental listing. You can find this information in the property details or inquire directly with the owner through Rent By Owner.

7. What amenities are usually included in rentals by owner in this destination?

Amenities vary by property but often include essentials like Wi-Fi, air conditioning, parking, and kitchen facilities. Check the individual listing for a complete list of available amenities.

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