Wailea Beach Home Rentals
1978 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Pool
US $1,345/Night
For 7 Nights US $9,414
3196.88 ft²
24 Guests
1 Bathroom
Free Cancellation
Resort
- Private Beach
- Oceanfront
- Hot Tub
US $3,013/Night
For 7 Nights US $21,088
US $1,151/Night
For 7 Nights US $8,057
1186 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
US $1,171/Night
For 7 Nights US $8,200
1571.53 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Free Cancellation
Apartment
- Oceanfront
- Spa
- Pool
US $2,601/Night
For 7 Nights US $18,205
1056 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
US $392/Night
For 7 Nights US $2,741
1012 ft²
2 Guests
1 Bedroom
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Hot Tub
- Pool
US $687/Night
For 7 Nights US $4,811
1948.27 ft²
5 Guests
2 Bedrooms
3 Bathrooms
Apartment
- Oceanfront
- Pool
- Ocean View
US $618/Night
For 7 Nights US $4,326
700 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Private Pool
- Oceanfront
- Hot Tub
US $1,012/Night
For 7 Nights US $7,087
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
US $1,039/Night
For 7 Nights US $7,271
Why Choose Rent By Owner for your Wailea Beach Home Rentals?
What makes our Beach Home Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Wailea
When should you plan your Beach Home Rentals stay?
Choosing the optimal time for your vacation in this region can greatly enhance your experience, as the best seasons typically offer ideal weather conditions and fewer crowds, making it perfect for enjoying the tranquil beauty of beach rentals here.
Peak Season Highlights
Winter (December to February)
During this time, the area experiences its peak tourist season as visitors escape colder climates for the warm, inviting beaches of Hawaii. Expect lively beaches and vibrant local events that enhance your stay.
Average Temperature Daytime: around 78°F to 82°F - Nighttime: approximately 65°F to 70°F
Summer (June to August)
This summer period attracts travelers seeking sun-drenched days and ideal conditions for water activities. The region’s bustling atmosphere makes it a perfect time to enjoy your vacation in beautiful beach rentals.
Average Temperature Daytime: about 85°F to 88°F - Nighttime: roughly 70°F to 75°F
Off-Season Highlights
Spring (March to May)
Early spring offers slightly quieter beaches and more relaxed surroundings, making it an excellent opportunity to explore the region at a leisurely pace while still enjoying warm weather.
Average Temperature Daytime: around 77°F to 82°F - Nighttime: approximately 65°F to 68°F
Fall (September to November)
As the busy summer winds down, the area becomes less crowded, providing a serene setting for your beach vacations in Hawaii. This season often features pleasant temperatures and fewer tourists.
Average Temperature Daytime: about 80°F to 84°F - Nighttime: roughly 67°F to 72°F
Weekly Weather Forecast for Wailea
How to Book Your Wailea Beach Home Rentals
What's our booking process?
Our platform allows you to browse a curated selection of beach home rentals. 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 Wailea
Common Beach Home Rentals Amenities
What amenities can you expect?
Our Beach Home Rentals 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
- Access to private or shared outdoor swimming pools for relaxing under the sun.
- Well-maintained barbecue grills and outdoor dining areas to enjoy meals with a view.
- Lush landscaped gardens or tropical courtyards that enhance your outdoor experience.
- Convenient outdoor showers for rinsing off after a day at the nearby beach.
- Direct access to scenic walking or jogging paths along the coastline.
- Outdoor lounge furniture designed for sunbathing and unwinding in the warm Hawaiian climate.
- Secure parking with easy entry to outdoor spaces to make your stay more comfortable.
Top Attractions Around Wailea
What attractions are nearby?
While staying in this beautiful area, you'll find a variety of outdoor activities such as snorkeling, paddleboarding, and scenic walks along the coastline, offering an authentic and enjoyable experience just moments from your chosen beach rentals.
Family Activities
- Snorkeling at Molokini Crater: Discover vibrant marine life and crystal-clear waters just a short trip from your beach rental in this area.
- Family Beach Days at Keawakapu Beach: Enjoy relaxing days with gentle sands and calm waves, ideal for kids and family picnics along the shoreline.
- Exploring the Wailea Beach Path: Take a scenic walk along this picturesque coastal trail that offers stunning views of the ocean and access to multiple family-friendly beaches.
- Whale Watching Tours: Experience unforgettable moments spotting humpback whales during the seasonal migration, right from here’s prime vantage points or boat excursions.
Adult Activities
- Snorkeling Excursions: Discover vibrant marine life and coral reefs through guided snorkeling tours that showcase the region’s rich underwater ecosystems.
- Golfing Sessions: Play on world-class golf courses overlooking the ocean, offering a perfect blend of challenging play and breathtaking scenery.
- Sunset Cruises: Experience unforgettable sunsets with evening cruises that provide stunning views of the coastline and a relaxing atmosphere.
- Luxury Spa Treatments: Indulge in rejuvenating spa experiences designed to relax and refresh after days spent exploring the area's natural beauty.
Other Places to Stay in Wailea, HI
South Maui
Keawakapu Beach
Mokapu Beach
Ulua Beach
Ulua Beach Park
Wailea Shopping Village Shopping Center
Shops at Wailea
Wailea Beach
Polo Beach
Wailea Blue Golf Course
Palauea Beach
Makena
Wailea Travel Tips
How Can You Make the Most of Your Stay?
- Explore the local beaches: Take advantage of the region’s pristine shores by visiting different beaches to enjoy sunbathing, swimming, or water activities right outside your doorstep.
- Plan outdoor activities early: Arrive at popular outdoor spots in the morning to avoid crowds and make the most of your time in this welcoming destination.
- Discover nearby dining options: Sample authentic Hawaiian cuisine at local restaurants or food trucks to enrich your cultural experience here.
- Relax and unwind in your rental: Make your stay memorable by choosing a property that offers scenic views and comfortable amenities for complete relaxation.
Transportation Options
- Rental Car Services: Renting a car offers the flexibility to explore the region at your own pace, with numerous providers conveniently available nearby.
- Public Transit: The local bus system provides an affordable and eco-friendly option for getting around the destination and accessing popular beach areas.
- Taxi and Ride-Sharing: Taxis and ride-sharing services such as Uber and Lyft offer quick, reliable transportation options to reach your beach rentals in the area efficiently.
- Bicycle Rentals: For a leisurely way to enjoy the scenery, bicycle rentals are widely available and perfect for exploring along scenic coastal routes.
Local Customs Options
- Respect for Aloha Spirit: Embracing the local custom of showing kindness and hospitality, which is deeply rooted in the area's culture, ensures a genuine experience here.
- Honoring Native Hawaiian Traditions: Participating respectfully in cultural practices like removing your shoes before entering homes or sacred sites reflects the region’s deep respect for native customs.
- Practicing Environmental Stewardship: Be mindful of preserving the pristine beaches and natural surroundings by avoiding littering and supporting eco-friendly initiatives in this destination.
- Maintaining Quiet and Calm: Respect the tranquil atmosphere of the area by keeping noise levels low, especially near beaches and residential neighborhoods, to uphold the peaceful vibe visitors cherish.
Wailea Beach Home Rentals Frequently Asked Questions
1. What are the top Beach Rentals in Wailea?
There are a lot of options in Wailea. If you plan on staying in the Wailea area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Beach Rentals in Wailea:
- Wailea Custom Home, Pool, Panoramic Ocean View, Waterfalls - Maui Ocean Palms
- Aloha Kai Suite at Wailea Beach Villas. Penthouse 205. Ocean View. 3 BR/3 BA
- Walk to Beach, Ocean Views, Relax by the Pool
- The Maui Escape - Spectacular 2.5 Bdr Penthouse -Oceanfront Resort-Owner Direct!
- Very Best Deluxe Ocean View.Panoramic View.First Class!
- Maui Breeze Retreat at Ho'olei! Available April 9-17, April 24-May 1 & May 8-20!
- Paradise is calling, views, pool, hot tub,
- Hula On In to Beach House Chic Style, Click the Video tour below!
- Maui Luxury with Island Serenity - Wailea Beach Villas Penthouse K107
- Amazing view, Close to the beach, Wailea Ekahi Unit 20i
2. How many Beach Rentals are available in Wailea?
Currently, the total number of properties listed by RBO in 2026 is over 1464 in the Wailea area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Beach Rentals in Wailea.
3. What is the cancellation policy for booking a beach rental in this destination?
The cancellation policy varies depending on the specific property listing. Please review the cancellation terms outlined in the listing details or contact the property owner directly for confirmation.
4. Are there any additional fees or charges I should be aware of when booking here?
Additional fees such as cleaning fees, occupancy taxes, or security deposits are typically specified in the listing. For precise information, refer to the detailed property description or reach out to the host.
5. How do I ensure my reservation is secure and confirmed?
Reservations are secured through the platform’s trusted booking system. Once you complete your payment, you will receive a confirmation email. Confirm all details with the host if needed before finalizing your reservation.
6. Can I find accommodations suitable for families or large groups?
Many listings cater to families and larger groups, offering multiple bedrooms and amenities suited for groups. Check the specific property details or contact the owner to confirm suitability for your needs.
7. What amenities are generally available in these beach rentals in this area?
Most properties include essential amenities like full kitchens, Wi-Fi, air conditioning, and access to outdoor spaces. To verify the available amenities, review the listing description carefully or contact the property owner directly.
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