Photo by Mike from Mandeville

Wailea Beach Villas holiday rentals

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Why visit Wailea Beach Villas

  • Stunning beachfront location: Wailea Beach Villas offers direct access to the beautiful Wailea Beach, perfect for sunbathing and relaxation.
  • Snorkelling adventures: Experience vibrant marine life while snorkelling in the crystal-clear waters right off the beach.
  • Luxurious amenities: Enjoy upscale facilities, including exquisite dining options and high-end shopping nearby.
  • Family-friendly activities: Engage in various outdoor excursions suitable for all ages, ensuring fun for the whole family.
  • Scenic walking paths: Take romantic strolls along the picturesque shoreline, soaking in the breathtaking ocean views.

Popular types of accommodation around Wailea Beach Villas

Discover holiday rentals at Wailea Beach Villas in Kihei, Hawaii, where beachfront bliss awaits. Our selection includes cosy condos, private holiday homes, and modern apartments that offer direct access to the stunning Wailea Beach. Enjoy breathtaking ocean views, pristine sands and a relaxed island atmosphere, making it the perfect spot for your next getaway.

  • Condos: The top choice for visitors seeking modern, compact holiday spaces in Wailea Beach Villas.
  • Private Holiday Homes: Offering seclusion and comfort, these properties are the next preferred option for a private retreat.
  • Apartments: A popular selection for those desiring a cosy, self-catering stay in a well-appointed space.
  • Villas: Ideal for travellers wanting spacious, elegant abodes with a touch of luxury.
  • Cottages: These picturesque and quaint homes provide a charming, intimate holiday experience.**

Top attractions near Wailea Beach Villas

Wailea Beach Villas in Kihei, Hawaii offers a delightful blend of beach, urban park, and island experiences, ideal for travellers seeking outdoor, family fun. Visitors can enjoy the pristine beach and even snorkel at Wailea Beach for an immersive water adventure, all within a picturesque setting that caters to every holiday maker’s desire for both relaxation and exploration.

  • Wailea Beach: This stunning beach offers a pristine stretch of golden sand, perfect for sunbathing and swimming. The tranquil waves create a serene atmosphere, ideal for relaxation and enjoying picturesque sunsets.
  • Kamaole Beach Park 3: A family-friendly urban park featuring lush green spaces and picnic areas. With its gentle surf, this beach is great for swimming and building sandcastles, making it a wonderful spot for families.
  • Makena Golf Course: This beautiful golf course provides a romantic setting with breathtaking ocean views. It’s perfect for golf enthusiasts seeking a challenging round amidst stunning landscapes.

Things to do recommended for couples

For a romantic getaway in Wailea, indulge in a sunset dinner at a beachfront restaurant or take a leisurely stroll along the pristine sands of Wailea Beach. Don't miss a couples' massage at a local spa for ultimate relaxation amid the beautiful Hawaiian scenery.

Things to do recommended for families

Families staying at Wailea Beach Villas can explore the stunning Wailea Beach, enjoy snorkelling at Molokini Crater, and visit the Maui Ocean Centre for interactive marine exhibits. Don't miss the scenic drive on the Road to Hana for breathtaking views and waterfalls.

Things to do recommended for groups

Experience the stunning Maui coastline on a group snorkelling tour at Molokini Crater or enjoy a sunset luau featuring traditional Hawaiian cuisine and entertainment. Explore the local art scene in Kihei and take a guided hike through the lush landscapes of Haleakalā National Park.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Wailea Beach Villas

Whether you're journeying with a group, as a family, with your pets, or seeking longer stays, be sure to filter using the appropriate priorities. Here are some Stayz booking pointers for you.

  • Traveling to Wailea Beach Villas with a group: Consider how many bedrooms will suffice, along with facilities like a fully equipped kitchen or an outdoor area for group gatherings. Luckily, you can refine your search to include all these features and more on Stayz.
  • Traveling to Wailea Beach Villas with young kids: Travelling with young children can be quite demanding. It's essential to prioritise their comfort and safety, alongside suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Wailea Beach Villas: For many, a family holiday isn’t truly complete without their four-legged companion. If that resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Wailea Beach Villas: If you're seeking holiday rentals offering discounts for stays of a month or more, you've come to the right place. By utilising the appropriate filters, you can effortlessly discover and save on monthly rentals. You might also consider including features such as parking, a well-appointed kitchen, or a private pool in your search.

Where to stay near Wailea Beach Villas

Wailea Beach Villas offers a serene beachfront retreat on the exquisite wailea beach, with a backdrop of luxurious shops and elegant dining options. Visitors can indulge in romantic strolls along the shore, family-friendly excursions, and a truly relaxing atmosphere. Discover the essence of maui luxury while enjoying the pristine sands and vibrant local experiences right within the premises.

  • Maui: Maui is an enchanting island located 18km from Wailea Beach Villas. Celebrated for its pristine beaches, abundant outdoor pursuits and breathtaking scenery, the island offers a diverse range of experiences. Visitors can engage in a round of golf on renowned courses, explore bustling shopping centres or simply relax on its beautiful beaches. The area is adorned with natural landmarks including expansive bays and family-friendly beach areas, providing a well-rounded travel experience that blends leisure with adventure.
  • Kihei: Kihei is a vibrant city in which Wailea Beach Villas is situated. Known for its captivating beaches, dynamic outdoor activities and scenic vistas, Kihei offers travellers the perfect blend of urban excitement and natural beauty. The city is home to a variety of attractions from golf courses to shopping centres, as well as notable landmarks such as inviting urban parks and picturesque bays, all within easy reach, ensuring a delightful and enriching holiday experience.
  • Wailea: Wailea is a charming neighbourhood where Wailea Beach Villas is located. This area is renowned for its pristine beaches, inviting outdoor spaces and stunning natural vistas. Visitors can enjoy a leisurely game on well-maintained golf courses, explore modern shopping mall centres or unwind near the calm bays and family-friendly beaches. Wailea’s unique allure lies in its seamless integration of relaxation and recreation, making it an ideal destination for a memorable holiday.

Best time to go to Wailea Beach Villas

If you're planning a trip to Wailea Beach Villas, it's a good idea to check both the weather and property rates. The warmest months are August and September. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January72.7°F (22.6°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
February72.3°F (22.4°C)No Rain (Dry)Mostly SunnySlightly HighAverage
March72.7°F (22.6°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April74.1°F (23.4°C)No Rain (Dry)Mostly SunnyAverageAverage
May75.6°F (24.2°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
June76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageAverage
July77.9°F (25.5°C)No Rain (Dry)Mostly SunnyAverageAverage
August78.4°F (25.8°C)No Rain (Dry)Mostly SunnySlightly LowAverage
September78.4°F (25.8°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
October77.7°F (25.4°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
November75.7°F (24.3°C)No Rain (Dry)Mostly SunnyAverageAverage
December73.8°F (23.2°C)Light RainMostly SunnyAverageSlightly High

Booking with Stayz is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay can often result in significant savings. To discover the ideal Stayz property that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board offers a handy area where you can effortlessly begin new journeys, resume those you’ve previously started, or review and manage your travel plans. You’ll find that any properties you’ve favourited or reserved are neatly sorted into categories: Potential, Upcoming, or Current Trips. To start using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best holiday rentals near Wailea Beach Villas?
The best holiday rentals near Wailea Beach Villas are predominantly located within the Wailea area of Kihei, Hawaii. You will find a large selection here, primarily comprising stylish condos and comfortable apartments, many offering beautiful ocean views. These properties are often within walking distance or a short drive to the beach. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You can easily find the best holiday rentals near Wailea Beach Villas here.

Many of these homes feature excellent amenities so you can have a comfortable stay, such as shared pools for a refreshing dip, private balconies for enjoying the tropical air, and outdoor decks or patios for al fresco dining. These rentals are ideal for couples seeking a romantic getaway or families looking for a relaxing beach holiday.
Are there any cheap holiday rentals near Wailea Beach Villas?
There are several affordable holiday rentals near Wailea Beach Villas, especially if you are flexible with location and travel dates. Budget-friendly stays typically start around AU$510 per night in areas like Wailea. You might find great deals 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 cosy studio properties to modest family homes, 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 Wailea Beach Villas while keeping costs down, so you can have a comfortable stay.

*Pricing data are based on past 12 months data.
What are the top holiday rentals with pools near Wailea Beach Villas?
There are over 3,200 holiday rentals near Wailea Beach Villas that include access to swimming pools, with a wide variety of options available. Guests can find properties with private outdoor pools, shared community pools, and even some with heated or children's pools. These properties are concentrated in areas around Wailea and Kihei, offering amenities such as full kitchens, Wi-Fi, and comfortable living spaces. Many of these homes are ideal for families or groups seeking a relaxing stay near the coast.

When selecting your holiday rental, consider whether a private pool for secluded enjoyment or a shared pool with potential access to additional facilities like hot tubs best suits your group. For stays during cooler periods, looking for properties with heated pools is advisable. Checking the availability for your preferred dates, especially during peak season, will help ensure you secure the superb pool-equipped home.
What are the best family holiday rentals near Wailea Beach Villas?
There are over 2,600 family-friendly holiday rentals available near Wailea Beach Villas, predominantly condos and apartments in the Wailea area. These homes provide ample space with multiple bedrooms and bathrooms, ideal for larger groups. Families will appreciate properties featuring full kitchens for meal preparation, washer/dryers for convenience, and outdoor play areas like yards or patios. Many also offer entertainment options such as HDTVs and video games.

When selecting a home for your family stay, consider properties that offer separate spaces for adults and children, and look for practical amenities like a well-equipped kitchen and a washing machine to simplify your trip. Staying close to Wailea Beach Villas means less travel time and more opportunity to enjoy your surroundings.
Are there any luxury holiday rentals near Wailea Beach Villas?
Near Wailea Beach Villas, there are several luxury holiday rentals that combine stunning scenery with modern comfort. These properties often feature amenities such as private pools, deep soaking bathtubs, rainfall showerheads, and premium bedding. Guests can also find options with sea views or resort views, providing a truly upscale experience.

These homes are ideal for families or larger groups, offering amenities like air conditioning and designer toiletries for a comfortable stay. Many of these exceptional properties are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Wailea Beach Villas?
Holiday rentals near Wailea Beach Villas offer a wide range of options suitable for different budgets, making it easy for guests to find their ideal stay. Budget-friendly properties typically start around AU$510 per night, providing an affordable option to enjoy the area. Mid-range rentals, including private homes, are generally around AU$860 per night, offering more space and amenities. Upscale options can cost AU$1260 or more per night, superb for those seeking premium comfort and luxury.

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.

*Pricing data are based on past 12 months data.
Where should I stay when visiting Wailea Beach Villas?
When visiting Wailea Beach Villas, several areas offer excellent holiday rental options. Wailea itself is a prime choice, featuring a selection of luxurious homes and apartments within easy reach of Wailea Beach Villas and other beautiful beaches. This area is known for its upscale amenities and stunning coastal scenery.

Further north, Kihei provides a range of properties that are a short drive from Wailea Beach Villas. Kihei offers a more diverse selection of shops and dining establishments, making it a convenient base for those who appreciate local eateries and markets.

For those seeking a quieter experience with beautiful ocean views, properties in Makena offer secluded homes and villas. These rentals are a short scenic drive from Wailea Beach Villas, providing a peaceful escape whilst still offering access to the area's attractions.
What is the cheapest month to stay near Wailea Beach Villas?
The cheapest time to find holiday rentals near Wailea Beach Villas is typically during the Autumn (September to October). September is frequently the single cheapest month, often providing the best deals on properties and homes. Guests can often find lower rates during these months, with potential savings compared to peak season prices.
Are there any top beachfront holiday rentals near Wailea Beach Villas
Beachfront holiday rentals near Wailea Beach Villas are predominantly found directly on Wailea Beach or along the adjacent stretches of coastline, offering direct access to the sand. Many properties boast ocean-view balconies and terraces, providing stunning vistas and the soothing sounds of the Pacific. While some properties are within walking distance of lively dining and shopping options in Wailea, others offer a more secluded and tranquil setting for those seeking relaxation.

Guests staying near Wailea Beach Villas can expect a range of amenities, including beach chairs, umbrellas, and oceanfront pools. Several properties also offer onsite dining options for added convenience. Accommodation types vary, from spacious ocean-facing rooms and suites to multi-bedroom units with private lanais and ample living space, suiting different group sizes and preferences.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, 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 Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.

Stayz also offers support via live chat through our Help Centre, 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 Stayz?
Stayz's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.

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