Hale Kai O Kihei vacation rentals

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Find out more about Hale Kai O Kihei

Why visit Hale Kai O Kihei

  • Stunning beachfront access: Enjoy direct access to beautiful Kihei beaches, perfect for sunbathing and swimming.
  • Family-friendly atmosphere: Experience a welcoming environment ideal for families with various outdoor activities and parks nearby.
  • Diverse accommodations: Choose from a range of oceanfront condominiums, private homes, and cozy apartments tailored to your needs.
  • Vibrant local scene: Explore exciting excursions, local dining, and shopping experiences in South Maui.
  • Romantic sunsets: Witness breathtaking sunsets over the ocean, creating unforgettable memories during your stay.

Popular types of accommodation around Hale Kai O Kihei

Discover the stunning Hale Kai O Kihei, where Vrbo offers a variety of accommodations, including oceanfront condominiums, houses, and cozy apartments. Whether you're seeking a romantic getaway or a family retreat, our Maui vacation rentals provide the perfect backdrop for your Hawaiian adventure. Experience the beauty of Hawaii with comfort and ease, ensuring a memorable stay for everyone in your party.

  • Condos: The top choice for vacation rentals at Hale Kai O Kihei, offering comfort and stunning views.
  • Houses: A popular option for larger groups or families, providing a home-like atmosphere.
  • Apartments: A convenient choice for couples or solo travelers seeking a cozy getaway.
  • Villas: Luxurious spaces with ample amenities, perfect for those looking for a premium experience.
  • Cottages: Charming and intimate, ideal for a peaceful retreat.**

Top attractions near Hale Kai O Kihei

Hale Kai O Kihei offers a fantastic vacation experience with its stunning beachfront location and access to beautiful Kihei beaches. Ideal for families and outdoor enthusiasts, visitors can enjoy various activities at nearby urban parks and the harbor. Whether you're looking to relax on the sand or explore the vibrant local scene, this destination provides a perfect blend of beach fun and family-friendly adventures.

  • Wailea Beach: A pristine stretch of golden sand, Wailea Beach offers a serene atmosphere perfect for sunbathing and swimming. Its gentle waves make it ideal for families and those looking to relax by the water.
  • Maalaea Harbor: This picturesque harbor is known for its stunning views and vibrant marine life. Enjoy boat tours, whale watching, or simply take in the beautiful scenery as you stroll along the waterfront.
  • Kamaole Beach Park 3: A family-friendly urban park featuring soft sands and lush greenery. This park is perfect for picnicking, swimming, and enjoying outdoor activities in a lively, community atmosphere.

Things to do recommended for couples

Looking for a romantic getaway in Kihei? Explore the enchanting MauiWine, just 8 miles away, where you can savor exquisite wines amid beautiful surroundings. Alternatively, visit Tedeschi Vineyards, 9 miles away, for a delightful experience filled with charm and entertainment vibes perfect for couples.

Things to do recommended for families

Families staying at Hale Kai O Kihei can have a blast at Maui Fish Pipe, an aquatic center just 1 mile away, or unwind at Pilates Maui, a wellness spot 2 miles away. For more adventure, head to Science City, an arcade zone 13 miles away, perfect for family fun.

Things to do recommended for groups

Gather your group for a round of golf at the Maui Nui Golf Club, just 0.8 miles from Hale Kai O Kihei. Enjoy craft brews at Maui Brewing Co., 1 mile away, or shop and explore the Shops at Wailea, located 4 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 Hale Kai O Kihei

If you're traveling with a group, family, or pets, or if you're considering longer stays, be sure to use the right filters to match your priorities. Here are some helpful Vrbo booking tips for you.

  • Traveling to Hale Kai O Kihei with a group: Think about how many bedrooms you'll require, as well as any additional features you might want, like a complete kitchen or outdoor areas for group get-togethers. Luckily, you can easily refine your search for all of these options and more on Vrbo.
  • Traveling to Hale Kai O Kihei 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 family-friendly attractions.
  • Taking your pets with you to Hale Kai O Kihei: For many, a family vacation wouldn’t be the same without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly properties come equipped with feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Hale Kai O Kihei: If you're in search of 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 features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Hale Kai O Kihei

Hale Kai O Kihei is the perfect base for your Hawaiian vacation, offering easy access to stunning Maui beaches and beautiful oceanfront views. Explore the family-friendly atmosphere of South Maui, where romantic sunsets and exciting excursions await. Enjoy beachfront properties that provide a taste of tropical paradise, making your stay unforgettable. Whether you're seeking relaxation or adventure, this region has something for everyone to cherish during their visit.

  • Maui: Maui is a breathtaking island located 9 miles from Hale Kai O Kihei, renowned for its lush landscapes and outdoor adventures. Visitors flock to this tropical paradise for its stunning beaches, scenic drives, and vibrant marine life. Popular activities include golfing on world-class courses, shopping at local centers, and exploring pristine bays and urban parks. With attractions like the famous Road to Hana and the picturesque beaches of Kaanapali, Maui promises a memorable experience for nature lovers and adventure seekers alike.
  • Kihei: Kihei, the city where Hale Kai O Kihei is situated, offers a family-friendly atmosphere with an abundance of beach access and outdoor activities. Travelers are drawn to Kihei for its sunny weather, beautiful shores, and laid-back vibe. Enjoy popular activities such as golfing and shopping, or relax at family-oriented beaches and urban parks. With its proximity to the Pacific Ocean, Kihei is perfect for snorkeling, swimming, and soaking up the sun, making it an ideal destination for families and beach enthusiasts.
  • Wailea: Wailea is an upscale neighborhood located 4 miles from Hale Kai O Kihei, known for its luxurious resorts and stunning ocean views. This area attracts visitors seeking a scenic beach experience and outdoor activities, including golfing on championship courses. Wailea's beautiful beaches and serene bays provide the perfect backdrop for relaxation and adventure. Explore the charming shopping centers or enjoy a leisurely walk through urban parks, making Wailea a must-visit destination for those looking to indulge in the best of Maui's natural beauty.

Best time to go to Hale Kai O Kihei

If you're planning a trip to Hale Kai O Kihei, 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, March and July, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January72.7°F (22.6°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
February72.3°F (22.4°C)No Rain (Dry)Mostly SunnyAverageAverage
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 (24.200000000000003°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 SunnySlightly HighAverage
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 (23.200000000000003°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as prices can fluctuate. Additionally, extending your stay can often lead to significant savings. To discover the ideal Vrbo property that fits your budget, feel free to use our filters to search by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your entire booking. Being the planner truly pays off. When you join our travel rewards program, One Key, you'll gain access to exclusive discounts and earn OneKeyCash on eligible reservations. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a dedicated space to plan new trips, pick up right where you left off, or easily view and organize your travel plans. You can find properties you've saved or booked in sections labeled Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best vacation rentals near Hale Kai O Kihei?
The best vacation rentals near Hale Kai O Kihei are predominantly found right in Kihei, offering direct access to coastal experiences. You will find a great selection of properties, mainly consisting of condos and apartments, many of which are just steps from the ocean. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You can choose from a wide array of options when searching for the best vacation rentals near Hale Kai O Kihei.

Many of these properties offer amenities such as shared pools for a refreshing dip, private balconies to enjoy ocean breezes, and convenient laundry facilities. These homes are ideal for solo travelers or couples seeking a relaxing beachside getaway.
Are there any cheap vacation rentals near Hale Kai O Kihei?
There are several affordable vacation rentals near Hale Kai O Kihei, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around $230 per night in areas like Kihei. Some stays even drop below this price 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 cozy studio condos to modest family apartments, providing a clean, comfortable base for adventure.

To get the best value, consider staying slightly outside major hubs in Kihei. 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 Hale Kai O Kihei while keeping costs down.
What are the best pet-friendly vacation rentals near Hale Kai O Kihei?
There are nearly 60 pet-friendly vacation rentals near Hale Kai O Kihei, primarily condominiums and apartments, allowing guests to bring their beloved animals. These properties, located in Kihei, often feature amenities such as private lanais, easy outdoor access, and comfortable living areas, providing both convenience for guests and a welcoming environment for pets. Many rentals specifically permit dogs and cats, ensuring a comfortable stay for all members of your party.

When searching for the best pet-friendly vacation rentals near Hale Kai O Kihei, always review the specific house rules regarding pet size, breed restrictions, and any additional fees. While Hale Kai O Kihei itself has restrictions on where pets can go, pets are generally welcome on paved paths and in designated outdoor areas within the surrounding Kihei community.
What are the top vacation rentals with pools near Hale Kai O Kihei?
There are over 3,400 vacation rentals near Hale Kai O Kihei that include access to swimming pools, with both private and shared options available. The majority of these are condos and apartments concentrated directly in Kihei, offering outdoor pools, many of which are heated. These properties often feature full kitchens, Wi-Fi, and multiple bedrooms, making them ideal for families or groups seeking comfort and convenience during their stay.

When selecting your ideal rental, consider the benefits of each pool type. Private pools offer seclusion for families, while shared pools often include access to additional amenities like sun loungers or children's pools. Many outdoor pools are heated, ensuring comfort even during cooler months. Checking for heated or indoor options is advisable for stays outside of peak summer.
What are the best family vacation rentals near Hale Kai O Kihei?
There are nearly 3,000 family-friendly vacation homes available near Hale Kai O Kihei, primarily condos and apartments, offering ample space for groups. These properties often feature multiple bedrooms and bathrooms, full kitchens for preparing meals, and inviting outdoor areas like patios or yards—some even with dedicated outdoor play areas for children. Many homes also include essential amenities such as highchairs, cribs, and entertainment options like HDTVs to enhance your stay.

When selecting a home for your family, consider properties that provide separate areas for adults and children, and prioritize those with convenient amenities like kitchens and laundry facilities. Staying close to Hale Kai O Kihei means less travel time and more opportunities to enjoy the local attractions.
Are there any luxury vacation rentals near Hale Kai O Kihei?
Near Hale Kai O Kihei, guests can find several luxury vacation rentals that combine scenic views with modern comfort. These properties often feature amenities such as private hot tubs, spa-style bathrooms with rainfall showerheads and deep soaking bathtubs, gourmet kitchens, and private pools. Many also offer stunning sea views, private beach access, and even the option for a private chef.

These homes are ideal for families or larger groups, providing conveniences like air conditioning, efficient climate control, and premium bedding. Many of these top-tier stays are managed by highly rated Vrbo hosts, ensuring a professional and premium experience.
How much is a vacation rental near Hale Kai O Kihei?
Vacation rentals near Hale Kai O Kihei 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 $230 per night, providing an affordable option often found in simple apartments or condos. Mid-range rentals, including private homes with standard amenities, are generally around $415 per night, offering more space and comfort. For those seeking a more luxurious experience, upscale options can cost $610 or more per night, often featuring premium amenities and prime locations.

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.
Where should I stay when visiting Hale Kai O Kihei?
When planning your stay near Hale Kai O Kihei, several areas offer distinct advantages for your vacation rental experience.

The Kihei Road area is popular for its immediate proximity to Hale Kai O Kihei and a wide selection of properties. Many rentals here are directly on or very close to the beach, offering convenient access to the ocean and local dining.

For those seeking a slightly more secluded feel while remaining close to Hale Kai O Kihei, the South Kihei area provides beautiful oceanfront properties and a relaxed pace. This area is known for its stunning sunsets and easy access to snorkeling spots.

Alternatively, the Wailea-Makena region, a short drive from Hale Kai O Kihei, offers upscale vacation rentals with luxurious amenities and breathtaking coastal views. This area is ideal for guests looking for an indulgent escape with access to world-class golf courses and fine dining.
What is the cheapest month to stay near Hale Kai O Kihei?
The cheapest time to find vacation rentals near Hale Kai O Kihei is typically during the early Autumn (September to October), excluding any major local festivals or extended holiday periods. September is frequently the cheapest month, often providing the best deals on condos and homes, with rates that can be lower compared to the peak winter season. Guests can often find various savings and greater availability during these months.
Are there any top beachfront vacation rentals near Hale Kai O Kihei
Beachfront vacation rentals near Hale Kai O Kihei offer guests direct access to the sand, often with ocean-view balconies providing views of the Pacific. Properties are typically found along South Kihei Road, placing guests a short distance from lively dining and shopping, while other spots provide a quieter setting for relaxation.

Guests can often find properties equipped with beach chairs, umbrellas, and sometimes oceanfront pools. A variety of accommodation types are available, from ocean-facing rooms and suites to multi-bedroom units, many offering private terraces or ample living space.
Are there any monthly vacation rentals near Hale Kai O Kihei?
Vrbo offers excellent options for monthly vacation rentals near Hale Kai O Kihei, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer vacation with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Hale Kai O Kihei.
Are there any last-minute vacation rentals near Hale Kai O Kihei?
Vrbo makes it simple to find last-minute vacation rentals near Hale Kai O Kihei that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, 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 Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, 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 Vrbo?
Vrbo's Trip Planner makes organizing 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 favorites, and build the perfect itinerary together.

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