Discover Your Perfect Wailea Shopping Village Shopping Center Vacation Homes

Best Vacation Homes in Wailea Shopping Village Shopping Center

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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

Why Choose Rent By Owner for your Wailea Shopping Village Shopping Center 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 Wailea Shopping Village Shopping Center

When should you plan your Vacation Rentals stay?

Choosing the optimal time to vacation here can enhance your experience, as this destination offers ideal conditions during specific seasons when the weather and local events align perfectly for a memorable stay.

Peak Season Highlights

winter
Winter (December to February)

During the winter months, this area experiences its peak season as visitors escape colder climates for the warm Hawaiian sun, making it an ideal time to explore local shopping centers and enjoy outdoor activities.

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

Summer brings the busiest period for travelers seeking sunny weather and beachside relaxation, providing a vibrant atmosphere in the region's shopping hubs and surrounding areas.

Average Temperature Daytime: around 85°F - Nighttime: around 70°F

Off-Season Highlights

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Spring (March to May)

Spring offers a quieter experience with fewer crowds, making it a perfect time to visit local shopping centers and enjoy the mild climate here.

Average Temperature Daytime: around 80°F - Nighttime: around 63°F
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Fall (September to November)

Autumn sees a lull in visitor numbers, providing a relaxed setting for exploring the region’s shopping destinations and experiencing the natural beauty here without the peak season hustle.

Average Temperature Daytime: around 82°F - Nighttime: around 66°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 a private outdoor pool for relaxing under the Hawaiian sun.
  • Take advantage of lush landscaped gardens that create a peaceful outdoor setting.
  • Experience outdoor barbecue facilities perfect for hosting island-style cookouts.
  • Benefit from on-site parking options to make exploring the region more convenient.
  • Utilize outdoor dining areas to savor meals with scenic views.
  • Make use of shaded patio or lanai spaces ideal for lounging after a day at the nearby beaches.
  • Explore nearby walking paths and trails that showcase the natural beauty of this destination’s surroundings.
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Family Activities

  • Shopping at Wailea Shopping Village: Enjoy browsing through a variety of stores offering unique Hawaiian crafts, clothing, and souvenirs that capture the essence of this tropical destination.
  • Dining Experiences: Explore family-friendly restaurants within the center where you can savor local flavors and fresh seafood in a relaxed, welcoming atmosphere.
  • Kids’ Play Areas: Take advantage of designated play zones designed for younger visitors, ensuring children are entertained while parents relax nearby.
  • Special Events and Live Entertainment: Participate in seasonal events and enjoy live performances that bring an extra layer of fun and cultural flair to your trip here.
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Adult Activities

  • Luxury Boutique Shopping: Explore high-end retail stores within the area, perfect for indulging in exclusive fashion and accessories during your stay.
  • Gourmet Dining Experiences: Savor delicious cuisine at a variety of restaurants nearby, making it easy to enjoy fine dining after a day of shopping.
  • Spa and Wellness Centers: Unwind and rejuvenate at local spas that offer relaxing treatments, ideal for enhancing your vacation experience.
  • Cultural and Art Galleries: Discover vibrant local art and cultural exhibits, providing enriching activities to complement your visit to this destination.

Wailea Shopping Village Shopping Center Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Shops: Take time to browse the unique boutiques and stores that showcase the region’s vibrant Hawaiian culture and craftsmanship.
  • Sample Regional Cuisine: Enjoy dining at nearby eateries offering authentic Hawaiian dishes to enrich your stay in this sought-after destination.
  • Plan Daytime Activities: Schedule visits to other popular attractions within easy reach to make the most of your time here.
  • Utilize On-Site Amenities: Make full use of the shopping center’s facilities and services to enhance your overall experience during your visit.

Transportation Options

  • Rental Car Services: Conveniently explore the area at your own pace by renting a vehicle, with numerous providers offering flexible options nearby.
  • Public Transportation: Local bus routes provide an affordable and reliable way to travel between Wailea Shopping Village and other key destinations in the region.
  • Taxi and Rideshare Options: Easily arrange a ride through trusted services to get to beaches, restaurants, or attractions without hassle.
  • Bicycle Rentals: For a more active experience, consider renting bikes to enjoy scenic rides around this destination's picturesque neighborhoods and coastal areas.

Local Customs Options

  • Respect for the Aloha Spirit: Embracing the local value of kindness and hospitality is essential when exploring this destination, reflecting the genuine welcoming attitude of the community.
  • Quiet Hours Policy: Maintaining tranquility during designated quiet times helps preserve the peaceful atmosphere that visitors appreciate in this region’s shopping and leisure areas.
  • Environmental Respect: Properly disposing of waste and conserving natural resources demonstrates your commitment to protecting the stunning landscapes surrounding here.
  • Local Art and Craft Appreciation: Supporting small artisans by purchasing authentic Hawaii-made products enriches your experience and respects the cultural heritage of this area.

Frequently Asked Questions About 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 5249 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 vacation rentals near Wailea Shopping Village?

Cancellation policies vary by property owner, so you should review the specific listing's terms before booking. Many listings offer flexible options, but it's important to confirm the details directly with the owner or on the booking page.

4. How can I find the most accurate availability for properties in this area?

Availability updates are maintained by the property owners and can be checked in real-time on the listing. If you have specific dates in mind, it’s best to contact the owner directly to verify availability and avoid any scheduling conflicts.

5. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning fees, service charges, or taxes are typically detailed on the listing. Be sure to review all fee information carefully when making your reservation to understand the total cost.

6. What amenities are usually included in vacation rentals close to Wailea Shopping Village?

Most vacation rentals nearby offer a range of amenities including fully equipped kitchens, Wi-Fi, air conditioning, and outdoor spaces. Specific amenities vary by property, so check each listing for the exact features available.

7. How do I ensure my stay complies with local rules and regulations in the region?

It’s important to read the house rules and local guidelines provided by the property owner. If you have questions about compliance or specific regulations, contact the owner directly for clarification before confirming your reservation.

Best Vacation Homes in Wailea Shopping Village Shopping Center

|
10.0 (4 Reviews)
House
  • Parking
  • Pool
  • Accessibility