Hoolei vacation rentals

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Find out more about Hoolei

Why visit Hoolei

  • Stunning Beaches: Enjoy the beautiful Hoolei Wailea Beach and the family-friendly Wailea Beach, perfect for relaxation and fun.
  • Luxurious Accommodations: Choose from upscale Ho'olei villas, spacious condos, or charming vacation homes for a memorable stay.
  • Local Shopping: Visit the Shops at Wailea for unique local finds and souvenirs.
  • Outdoor Adventures: Explore vibrant parks and scenic spots throughout South Maui, ideal for outdoor enthusiasts.
  • Cultural Experiences: Immerse yourself in Hawaiian culture with local art and upscale dining options.

Popular types of accommodation around Hoolei

Planning your getaway to Hoolei? You’re in for a treat. Discover a variety of popular accommodations, including luxurious Ho'olei villas, spacious condos, and charming houses. Whether you're looking for a cozy bedroom in a Ho'olei condo or a grand experience at Ho'olei at Grand Wailea, there's something for everyone. Start exploring your ideal home away from home today.

  • Condos: A favored choice among travelers in Hoolei, condos offer a blend of comfort and convenience, often featuring stunning ocean views.
  • Houses: Ideal for families or groups, these homes provide spacious accommodations and a home-like atmosphere.
  • Apartments: A practical option for couples or solo travelers, apartments in Hoolei offer essential amenities in a cozy setting.
  • Villas: Luxurious and spacious, villas provide an upscale experience with private amenities and beautiful surroundings.
  • Cottages: Quaint and charming, cottages offer a more intimate and cozy getaway, perfect for relaxation.**

Top attractions near Hoolei

During your vacation in Hoolei, Kihei, Hawaii, you'll find a variety of attractions that cater to beach lovers and outdoor enthusiasts. Explore Hoolei Wailea Beach for stunning views and relaxation, visit the Shops at Wailea for local shopping, and enjoy the beautiful Wailea Beach for family-friendly experiences. Whether you seek sun-soaked beaches or vibrant parks, Hoolei has something for everyone to enjoy.

  • Wailea Beach: A stunning stretch of golden sand located just 0.3 miles from Hoolei. Enjoy the beach vibes, perfect for sunbathing, swimming, and picturesque sunsets.
  • Kamaole Beach Park 3: This family-friendly park is 2 miles away, featuring picnic areas and gentle waves, ideal for outdoor activities and enjoying time with loved ones.
  • Makena State Park Beach: Located 3 miles from Hoolei, this romantic nudist beach offers a secluded atmosphere, breathtaking views, and a tranquil setting for couples.

Things to do recommended for couples

For a romantic getaway in Hoolei, indulge in a soothing treatment at Makena Kai Day Spa, just 2 miles away. Enjoy wine tasting at MauiWine and Tedeschi Vineyards, both offering charming atmospheres perfect for couples, located 3 and 4 miles away respectively.

Things to do recommended for families

Families will have a blast at Science City, an arcade adventure zone located 12 miles from Hoolei. With its fun-filled atmosphere and thrilling activities, it's the perfect spot for kids and parents alike to enjoy quality time together.

Things to do recommended for groups

Explore the Shops at Wailea for shopping and entertainment just half a mile from Hoolei, hit the Wailea Blue Golf Course for outdoor sports activities only 0.4 miles away, or enjoy a romantic evening at Maui Brewing Co., located 5 miles from your stay.

*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 Hoolei

If you're traveling with a group, your family, pets, or planning an extended stay, it's important to prioritize your preferences when filtering your options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Hoolei with a group: Think about how many bedrooms you'll require, along with features like a fully-equipped kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Hoolei with young kids: Traveling with young kids can be quite demanding. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that are enjoyable for families.
  • Taking your pets with you to Hoolei: For many families, a trip isn’t truly fulfilling without their furry companion by their side. If that resonates with you, explore Vrbo 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 Hoolei: If you're seeking 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. You might also want to consider including features like a parking space, a well-equipped kitchen, or a private pool in your search.

Where to stay near Hoolei

Hoolei offers a stunning gateway to the luxurious enclave of Wailea, where pristine beaches meet Hawaiian culture. Explore the family-friendly atmosphere of South Maui with its romantic settings and secluded excursions. Enjoy breathtaking ocean views, upscale dining, and vibrant local art. Whether you seek relaxation or adventure, Hoolei's surrounding neighborhoods promise unforgettable experiences in this beautiful Hawaiian paradise.

  • Maui: Maui, an enchanting island located 11 miles from Hoolei, is a paradise for outdoor enthusiasts and beach lovers alike. Known for its stunning scenery and diverse landscapes, Maui offers an array of activities ranging from world-class golf courses to vibrant shopping centers. Visitors can explore beautiful beaches and picturesque bays, or relax in urban parks that showcase the island's natural beauty. Whether you're catching waves, snorkeling in crystal-clear waters, or enjoying a scenic drive on the Road to Hana, Maui promises an unforgettable experience.
  • Kihei: Kihei, the charming city where Hoolei is situated, is renowned for its family-friendly atmosphere and beautiful beaches. With a variety of outdoor activities available, it's an ideal destination for travelers looking to soak up the sun and enjoy quality time with loved ones. Kihei boasts numerous golf courses and shopping centers, catering to both leisure and retail therapy. Local highlights include pristine family beaches and urban parks, where you can unwind, picnic, or take a leisurely stroll along the coastline.
  • Wailea: Wailea, a luxurious neighborhood adjacent to Hoolei, is celebrated for its breathtaking beaches and scenic vistas. Visitors flock to Wailea for its outdoor experiences and upscale ambiance, making it a perfect spot for relaxation and adventure. The area features top-notch golf courses and high-end shopping venues, ensuring a delightful experience. With stunning beaches, tranquil bays, and well-maintained urban parks nearby, Wailea invites you to explore its natural wonders while enjoying the serene Hawaiian lifestyle.

Best time to go to Hoolei

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January72.7°F (22.6°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
January72.7°F (22.6°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
February72.3°F (22.4°C)No Rain (Dry)Mostly SunnyAverageAverage
February72.3°F (22.4°C)No Rain (Dry)Mostly SunnyAverageAverage
March72.7°F (22.6°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
March72.7°F (22.6°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April74.1°F (23.4°C)No Rain (Dry)Mostly SunnyAverageAverage
April74.1°F (23.4°C)No Rain (Dry)Mostly SunnyAverageAverage
May75.6°F (24.200000000000003°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
May75.6°F (24.200000000000003°C)No Rain (Dry)Mostly SunnyAverageSlightly Low
June76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageAverage
June76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageAverage
July77.9°F (25.5°C)No Rain (Dry)Mostly SunnySlightly HighAverage
July77.9°F (25.5°C)No Rain (Dry)Mostly SunnySlightly HighAverage
August78.4°F (25.8°C)No Rain (Dry)Mostly SunnySlightly LowAverage
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
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
October77.7°F (25.4°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
November75.7°F (24.3°C)No Rain (Dry)Mostly SunnyAverageAverage
November75.7°F (24.3°C)No Rain (Dry)Mostly SunnyAverageAverage
December73.8°F (23.200000000000003°C)Light RainMostly SunnyAverageSlightly High
December73.8°F (23.200000000000003°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your upcoming travel plans? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Unlock savings with One Key

Plan your group getaway by booking an eligible Vrbo and earn OneKeyCash on your reservation—being the planner really pays off. When you join our travel rewards program, One Key, you can immediately access member discounts and earn OneKeyCash on qualifying bookings. Sign up now and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient platform for you to plan new getaways, manage your existing arrangements, or review your reservations. Your saved or booked properties are thoughtfully categorized into Potential, Upcoming, or Current Trips for easy access. To check out Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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