Wailea vacation rentals

Why visit Wailea

• Beautiful Beaches: Wailea boasts stunning beaches with soft sands and clear waters, perfect for swimming, sunbathing, and water sports.
• Luxurious Resorts: Experience top-notch accommodations ranging from luxurious resorts to beachfront villas for a relaxing stay.
• Outdoor Adventures: Enjoy a variety of outdoor activities, including hiking, snorkeling, and golfing in picturesque settings.
• Cultural Experiences: Immerse yourself in local culture through art galleries, festivals, and traditional Hawaiian events.
• Scenic Beauty: Marvel at breathtaking landscapes, including sunsets, coastal views, and lush greenery that define Wailea.

Popular types of accommodation around Wailea

Planning a getaway to Wailea? You’re in for a treat. Explore a variety of accommodations, from stunning Wailea condos to luxurious houses and beachfront villas. Whether you're seeking the amenities of Wailea resorts or the comfort of well-appointed apartments, you’ll find the perfect spot to unwind. Discover why Wailea is the ideal destination for your next vacation rental adventure.

• Condos: The top choice among travelers in Wailea, offering modern amenities and stunning views.
• Houses: A popular pick for families and groups, providing spacious living and a home-like atmosphere.
• Apartments: Ideal for solo travelers or couples, these rentals offer convenience and comfort in a compact space.
• Villas: Luxurious and spacious, perfect for those seeking an upscale getaway with added privacy.
• Cottages: A charming option for a cozy escape, ideal for a romantic or peaceful retreat.**

Top attractions in and around Wailea

Wailea is the perfect destination for beach lovers and outdoor enthusiasts. Known for its stunning scenery, the area offers a variety of attractions, including beautiful beaches, urban parks, and even a nudist beach. Whether you're traveling with family or friends, you'll find plenty of activities to enjoy and explore in and around Wailea, making it an ideal spot for a memorable vacation experience.

• Wailea Beach: This stunning beach offers a perfect blend of sun and surf, ideal for relaxation and water activities. With its soft golden sands and clear turquoise waters, it's a picturesque spot for swimming and sunbathing, providing a quintessential Hawaiian beach experience.
• Makena State Park Beach: Known for its romantic vibes, this nudist beach offers a unique experience surrounded by natural beauty. The expansive shoreline and breathtaking views make it perfect for couples seeking privacy and intimacy.
• Kamaole Beach Park 3: Located 2 miles from Wailea, this urban park is great for families. It features picnic areas, playgrounds, and easy access to the beach, making it an ideal spot for outdoor fun and relaxation in a vibrant setting.

Things to do recommended for couples

Experience romance in Wailea. Indulge in a rejuvenating treatment at Makena Kai Day Spa, then savor exquisite wines at MauiWine, just 4 miles away, or Tedeschi Vineyards, 5 miles away. Enjoy the perfect blend of relaxation and entertainment in this beautiful Hawaiian paradise.

Things to do recommended for families

Families will love visiting Science City, an exciting arcadeAdventureZone located 12 miles from Wailea. With its family-friendly atmosphere and thrilling activities, it's the perfect spot for fun and adventure together.

Things to do recommended for groups

Explore the Shops at Wailea for a mix of shopping and entertainment, tee off at the Wailea Gold Golf Course for some outdoor fun, and unwind with craft brews at Maui Brewing Co., located 4 miles away, perfect for a relaxed group outing.

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

If you're traveling with a group, family, or pets, or planning an extended stay, it's important to prioritize your search effectively. Here are some helpful Vrbo booking tips to consider.

• Traveling to Wailea with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
• Traveling to Wailea with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with amenities that suit their age, like a private pool. Additionally, it’s wise to think about how close you are to attractions that are friendly for families.
• Taking your pets with you to Wailea: For many families, a vacation just isn't the same without their furry companion. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
• Planning for a long term stay visiting Wailea: If you're searching for vacation rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Wailea

Wailea is a stunning Hawaiian getaway perfect for beach lovers and outdoor enthusiasts. This picturesque neighborhood offers a romantic and relaxing atmosphere, ideal for couples and families alike. Explore the beautiful Maui beaches, indulge in luxurious resorts, and take part in exciting excursions. Don't miss out on the vibrant local culture and breathtaking scenery that make a Wailea vacation truly unforgettable.

• Maui: As one of the most breathtaking islands in Hawaii, Maui is located approximately 10 miles from Wailea. Visitors flock to this tropical paradise for its stunning outdoor scenery and pristine beaches. Whether you're teeing off at one of its renowned golf courses or exploring the local shopping centers, there's plenty to do. Maui also boasts beautiful beaches, serene bays, and urban parks that provide a perfect backdrop for relaxation and adventure. Don’t miss the chance to indulge in water sports like snorkeling and surfing, or simply enjoy a sunset view from the shore.
• Kihei: Kihei is a vibrant city and the immediate neighbor of Wailea, known for its family-friendly atmosphere and beautiful beaches. This coastal city offers an array of outdoor activities, from golfing to beach outings. With a variety of shopping centers and urban parks, Kihei is the perfect spot for families to enjoy quality time together. Explore the sandy shores, visit the local playgrounds, or take part in beach activities that make this city a favorite among locals and tourists alike. Kihei truly embodies the laid-back Hawaiian lifestyle.
• South Maui: Situated just half a mile from Wailea, South Maui is a paradise for beach lovers and outdoor enthusiasts. This area is renowned for its family-friendly beaches and vibrant parks, making it an ideal destination for visitors of all ages. South Maui offers plenty of opportunities for golf and shopping, all while being close to stunning bays and scenic landscapes. Whether you're looking to relax on the beach or embark on outdoor adventures, South Maui promises an unforgettable experience filled with the beauty of Hawaii.

Best time to go to Wailea

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

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	72.7°F (22.6°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Slightly High
February	72.3°F (22.4°C)	No Rain (Dry)	Mostly Sunny	Average	Average
March	72.7°F (22.6°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Slightly High
April	74.1°F (23.4°C)	No Rain (Dry)	Mostly Sunny	Slightly High	Average
May	75.6°F (24.2°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly Low
June	76.8°F (24.9°C)	No Rain (Dry)	Mostly Sunny	Average	Average
July	77.9°F (25.5°C)	No Rain (Dry)	Mostly Sunny	Average	Average
August	78.4°F (25.8°C)	No Rain (Dry)	Mostly Sunny	Average	Average
September	78.4°F (25.8°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly Low
October	77.7°F (25.4°C)	No Rain (Dry)	Mostly Sunny	Slightly Low	Slightly Low
November	75.7°F (24.3°C)	No Rain (Dry)	Mostly Sunny	Slightly Low	Average
December	73.8°F (23.2°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly High

Booking with Vrbo is simple

Are you hoping to save money on your upcoming trip? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that aligns with your budget, feel free to use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your getaway.

Vrbo Trips: Effortless planning

Vrbo's Trip Board offers a user-friendly area where you can easily plan new trips, continue from where you last stopped, or manage and review your travel arrangements. You can find your saved or booked properties neatly organized into categories such as Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Paradise at Wailea vacation home rentals

Legend has is it that Wailea, ‘The Waters of Lea’, got its name when a goddess took the shape of a beautiful bird and flew over its magnificent shoreline. In World War 2 US Marines prepared for battle at Wailea, but now it's among Maui’s most tranquil beach resorts. Visitors can enjoy more than 1,500 acres of lush tropical gardens and parkland, 2 miles of sun-kissed beach, and captivating views of the Pacific Ocean. Make the most of Wailea’s serene setting and book a Wailea vacation rental to be near the picturesque beaches, ocean views and many other attractions.

Attractions near Wailea vacation rentals

Among Wailea's more elusive residents are Spinner Dolphins. These beautiful creatures are best glimpsed at Le Perouse Bay, a lava-shaped bay and one end of Maui's historic King's Trail. As the day draws to a close, head to scenic Keawakapu Beach and stake out a good spot to catch Maui's world-famous sunset. And if you want the complete Hawaiian experience, then check out the Grand Luau at Honua'ula. There you'll be treated to spectacular fire performers, Hula dancers, and a mouth-watering all-you-can-eat buffet, so you might want to let your belt out a notch or two!

Things to do near Wailea vacation homes

The sun shines year round in Wailea, so there's never a bad time to head down to Wailea Beach. Voted 'America's best beach' in 1999, it's the area's most popular spot to catch some rays, ride some waves or just frolic in the water. If it's some adventure you're after, then saddle up at Ulupalakua Ranch. Guided horseback tours wind through Maui's lush interior, and along its majestic shore, and cater to riders of all abilities. If golf's more your thing, then you'll not be disappointed either, as Wailea has 3 18-hole courses.

Local weather for your stay in Wailea vacation homes

Whatever else you do, pack sunscreen. Wailea's tropical climate means it's warm and sunny all year round. While July and August are the hottest months with temperatures soaring into the high 80s, all the other months of the year experience average highs in excess of 80 F. Rain showers are common, particularly in December and January, although they tend to short and light, and while it can be humid in Wailea, it's not as stifling as it can be in other tropical climes. With such pleasant year-round weather, there's never a bad time to book a Wailea vacation rental.

Best beaches near Wailea vacation homes

Wailea has gorgeous beaches suited to different activities and adventures. Vacation homes are available near places like Makena Alanui, a tranquil beach with clear waters for snorkeling and a native population of sea turtles, and Polo Beach Park, a white-sand beach with a natural backdrop and trails. You'll also like Molokini, a crescent islet with vibrant marine life to explore with snorkeling.

Couple's retreat near Wailea vacation rentals

The idyllic surrounds and fun-filled activities of Wailea make it ideal for a couple’s getaway. Vacation homes are available near places like Maui Tropical Plantation, a working farm with tours of sugarcane and pineapple fields, and Ali’I Kula Lavender, a sprawling lavender farm with tours and a gift shop with products. You'll also enjoy Ahihi-Kinau Natural Area Reserve, a protected coastal lava field with diverse wildlife, sandy beaches, and turquoise waters popular for diving and snorkeling.