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  4. Shops at Wailea
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Discover Your Perfect Shops at Wailea Rentals by Owner

Shops at Wailea Rentals by Owner

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10.0 (4 Reviews)
Apartment
Wailea Ekahi 21F
  • Pool
  • Security/Safety
  • Guest Services
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10.0 (4 Reviews)
House
Kamaole Sands 3-303
  • Parking
  • Pool
  • Accessibility
View Availability
More Top-Rated Rentals by Owner in Shops at Wailea Area

Why Choose Rent By Owner for your Shops at Wailea 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.

Popular Areas for Shops at Wailea Rentals by Owner

Where are the best neighborhoods to stay in Shops at Wailea?

When considering where to stay in the Shops at Wailea area, you’ll find a variety of neighborhoods that offer convenient access to the best of Kihei, Hawaii. This region provides an ideal base for exploring the stunning beaches and lush landscapes that define Maui’s charm. Booking a rental by owner through Rent By Owner ensures a reliable and seamless experience, allowing you to choose from a range of accommodations tailored to your needs. Whether you're seeking a cozy retreat or a spacious home, staying in this vibrant part of Kihei will enhance your Hawaiian vacation with comfort and easy accessibility.

Wailea

This upscale area offers a blend of luxurious accommodations and stunning coastal views, making it an ideal choice for those seeking relaxation and elegance in the region.

View 1583+ Rentals in Wailea

Halama Street

Located nearby, this neighborhood provides a peaceful atmosphere with easy access to local shops and beaches, perfect for travelers who want a more laid-back experience here.

View 5623+ Rentals in Halama Street

Ukumehame Ahupuaa

While slightly further afield, this area offers a tranquil setting with authentic Hawaiian charm, suitable for those looking to immerse themselves in the region's natural beauty.

View 490+ Rentals in Ukumehame Ahupuaa

Best Times to Visit Shops at Wailea

When should you plan your Rentals by Owner stay?

Choosing the optimal time to visit here can enhance your experience and ensure you enjoy all that this destination has to offer, especially when booking your rental by owner through Rent By Owner in the Shops at Wailea, Kihei, Hawaii, USA.

Peak Season Highlights

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Winter (December to February)

During the winter months, you can enjoy the peak season here when visitors flock to the area seeking warm weather and festive atmosphere, making it an ideal time for booking a rental by owner.

Average Temperature Daytime: around 78°F - Nighttime: approximately 65°F
spring
Spring (April to June)

Spring marks another busy period with pleasant weather and less rain, perfect for exploring and enjoying your stay at this destination during its most popular months.

Average Temperature Daytime: about 80°F - Nighttime: roughly 67°F

Off-Season Highlights

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Fall (September to November)

Visiting in fall offers fewer crowds and more affordable rental options, providing a peaceful experience while still enjoying the region’s warm climate.

Average Temperature Daytime: around 82°F - Nighttime: approximately 69°F
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Summer (June to August)

Summer tends to be quieter, especially early or late in the season, allowing you to relax and find more private rental options within this appealing area.

Average Temperature Daytime: about 85°F - Nighttime: roughly 72°F

Weekly Weather Forecast for Shops at Wailea

How to Book Your Shops at Wailea vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Shops at Wailea

More Top-Rated Rentals by Owner in Shops at Wailea Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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

  • You can enjoy swimming pools designed for relaxation or family fun, perfect for unwinding after exploring the area.
  • Many rentals offer outdoor grilling facilities, allowing you to savor local flavors with friends and family outdoors.
  • Take advantage of lush landscaped gardens or courtyards that provide a serene setting for outdoor leisure.
  • Some properties feature tennis courts or pickleball courts, ideal for staying active in the region’s warm climate.
  • Look for outdoor seating areas or lanais where you can dine al fresco while soaking in the island’s breezes.
  • Community barbecue stations are commonly available for group gatherings and outdoor cooking experiences.
  • Enjoy access to nearby parks or walking trails that showcase the natural beauty of this popular destination.

Top Attractions Around Shops at Wailea

What attractions are nearby?

Nearby, you can enjoy a variety of activities such as relaxing on pristine beaches, exploring scenic hiking trails, or discovering local shops and restaurants, all within easy reach of your rental here in this sought-after region.

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Family Activities

  • Beach Days at Wailea Beach: Enjoy family-friendly sunbathing, swimming, and sandcastle building just steps from your rental in the area.
  • Maui Ocean Center: Discover fascinating marine life exhibits perfect for kids and adults alike, making it an educational highlight during your visit.
  • Snorkeling Adventures: Explore the vibrant coral reefs nearby through guided snorkeling tours that are suitable for all ages staying in the region.
  • Shopping and Dining at Shops at Wailea: Indulge in a variety of family-friendly shops and restaurants, ensuring there’s fun and convenience throughout your stay.
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Adult Activities

  • Luxury Shopping Experiences: Indulge in high-end boutiques and designer stores within the Shops at Wailea, perfect for a sophisticated day of retail therapy.
  • Gourmet Dining: Savor world-class cuisine at upscale restaurants offering exquisite menus, all conveniently located in this premier shopping destination.
  • Relaxing Spa Treatments: Rejuvenate your senses with luxurious spa services nearby, designed to provide ultimate relaxation amidst the scenic surroundings.
  • Cultural and Art Events: Engage with local art exhibitions and cultural activities often hosted here, enriching your experience on this beautiful Hawaiian island.

Shops at Wailea Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the region’s renowned eateries by sampling authentic Hawaiian cuisine that showcases the area's culinary heritage.
  • Plan Ahead for Popular Attractions: Make reservations or arrive early to enjoy the most sought-after spots in this destination without the stress of last-minute planning.
  • Utilize On-Site Amenities: Maximize your stay by making full use of the community facilities and services available within your rental complex here.
  • Respect Natural Beauty and Local Culture: Engage with the local environment responsibly and embrace the region’s rich traditions to enrich your experience in this area.

Transportation Options

  • Rental Car Services: Easily explore the area at your own pace with rental cars available nearby, providing flexible transportation throughout your stay.
  • Shuttle and Taxi Services: Convenient shuttle and taxi options connect you directly to popular destinations within this tropical region, ensuring hassle-free travel.
  • Public Transportation: Local bus routes serve the area, offering an affordable way to get around without the need for a private vehicle.
  • Bike Rentals: For a more active experience, bike rentals are available, allowing you to enjoy the scenic views of the region at a leisurely pace.

Local Customs Options

  • Respect for the Aloha Spirit: Visitors are encouraged to embody the local value of kindness and respect, which is central to the area's welcoming atmosphere.
  • Hawaiian Language and Greetings: Incorporating simple Hawaiian phrases like "Aloha" and "Mahalo" is appreciated and highlights your appreciation of the region's cultural heritage.
  • Traditional Luaus and Cultural Events: Participating respectfully in local luaus and events allows you to experience authentic Hawaiian traditions firsthand.
  • Environmental Respect and Conservation: The region values eco-friendly practices, so being mindful of local natural resources and keeping the area clean reflects proper respect for here’s environment.

Frequently Asked Questions About Shops at Wailea Rentals by Owner

1. What are the top vacation rentals in Shops at Wailea?

There are a lot of options in Shops at Wailea. If you plan on staying in the Shops at Wailea area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Shops at Wailea:

2. How many Rentbyowner vacation rentals are available in Shops at Wailea?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1518 in the Shops at Wailea 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 Shops at Wailea. 

3. What is the cancellation policy for a rental by owner in Shops at Wailea?

The cancellation policy varies by listing. To understand the specific terms, please review the rental agreement or contact the property owner directly before booking.

4. How do I communicate with the property owner during my stay in this area?

Communication methods are typically outlined in the listing. You can reach out to the owner through messaging platforms provided on the booking site for any questions or assistance.

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

Additional fees such as cleaning fees, service charges, or taxes are common and will be detailed in the listing. Confirm all costs prior to completing your reservation.

6. Is there a minimum stay requirement for rentals in this destination?

Minimum stay requirements vary among listings. Check the specific rental details on the listing page or contact the owner for clarification before booking.

7. What amenities are included with a rental by owner in this region?

Amenities differ between properties, but most rentals include essentials like Wi-Fi, kitchen access, and parking. Review the listing description for a full list of features available during your stay.

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More Top-Rated Rentals by Owner in Shops at Wailea Area