Kihei Surfside holiday rentals

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Why visit Kihei Surfside

  • Coastal beauty: Kihei Surfside boasts stunning oceanfront views and pristine beaches, making it ideal for relaxation and seaside activities.
  • Natural charm: Enjoy the lush urban parks and tranquil atmosphere, perfect for leisurely outdoor family adventures.
  • Vibrant local life: Explore charming local shops and eateries, all within a vibrant yet laid-back community.
  • Water activities: Indulge in a variety of water-based pursuits right at your doorstep.
  • Scenic retreats: Choose from cosy to spacious accommodations that offer a perfect blend of comfort and island charm.

Popular types of accommodation around Kihei Surfside

Welcome to Kihei Surfside in Kihei, Hawaii, where your holiday dreams take shape. Whether you're seeking a cosy condo, a spacious private home, or a modern apartment, our Kihei Surfside resort offers a range of holiday rentals to suit your needs. Experience the charm of local attractions and the laid-back lifestyle, all within the vibrant area of Kihei Surfside. Embrace the perfect blend of relaxation and adventure during your stay.

  • Condos: Discover stylish condos that top the list in Kihei Surfside, offering modern amenities and a comfortable retreat.
  • Private Holiday Homes: Enjoy the privacy and charm of standalone holiday homes, perfect for a personalised escape in Kihei Surfside.
  • Apartments: Experience the convenience of apartments, providing cosy spaces ideal for a relaxed holiday in Kihei Surfside.
  • Villas: Indulge in the luxury of villas, offering spacious living and elegant settings in Kihei Surfside.
  • Cottages: Embrace the quaint allure of cottages, delivering a charming and intimate holiday experience in Kihei Surfside.**

Top attractions near Kihei Surfside

Kihei Surfside in Hawaii offers a delightful coastal experience with beautiful beaches and lush urban parks perfect for outdoor and family adventures. Visitors can enjoy the seaside charm, relax on the nearest beach, and explore the local island attractions within the area. This destination promises a mix of leisure and vibrant local life, ensuring a memorable holiday experience on the island.

  • Wailea Beach: A scenic beach with relaxed vibes, located 3km away, perfect for leisurely swims and soaking up the sun’s warmth.
  • Kamaole Beach Park 3: An urban park 805m away offering a family-friendly environment with outdoor activities and city vibes.
  • Maalaea Bay Beaches: A picturesque bay 8km away presenting a blend of beach and outdoor experiences, ideal for immersing oneself in the natural beauty.

Things to do recommended for couples

Discover a romantic escape in Kihei Surfside. Enjoy serene beach walks and intimate sunset views. Experience local culture with couple-friendly activities that promise enchanting moments in this vibrant Hawaiian destination.

Things to do recommended for families

Families can enjoy exploring the Maui Ocean Centre and basking on the soft sands of Kamaole Beach Park. Discover local culture and savour delicious treats, ensuring a memorable island experience for every member of the family.

Things to do recommended for groups

Groups visiting Kihei Surfside can enjoy a thrilling day of snorkelling at Molokini Crater, followed by a sunset luau featuring traditional Hawaiian cuisine and hula performances. For relaxation, unwind on the beautiful beaches or explore the local shops and cafés along South Kihei Road.

*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 Kihei Surfside

If you're travelling with a group, family, pets, or seeking longer stays, it's important to filter according to your specific needs. Here are some helpful tips for booking with Stayz.

  • Traveling to Kihei Surfside with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can refine your search for all of these options and more on Stayz.
  • Traveling to Kihei Surfside with young kids: Travelling with young children can present its challenges. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it's wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Kihei Surfside: For many, a family holiday isn't truly complete without their furry companion by their side. If this resonates with you, we invite you to explore Stayz properties that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels at home.
  • Planning for a long term stay visiting Kihei Surfside: If you're in search of holiday rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding amenities such as a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Kihei Surfside

At Kihei Surfside, enjoy stunning oceanfront views and a tranquil atmosphere perfect for relaxation. This quiet resort area is ideal for families and couples alike, offering easy access to the beautiful beaches of South Kihei. Explore the charming local shops and eateries in Kihei Town, or indulge in water activities right at your doorstep. Every moment spent here promises a delightful experience surrounded by the natural beauty of Hawaii.

  • Maui: As a stunning island paradise, Maui is situated approximately 16km from Kihei Surfside. This beautiful destination is renowned for its breathtaking beaches, vibrant outdoor activities, and picturesque scenery. Visitors flock to Maui to indulge in activities such as golfing at world-class courses and exploring local shopping centres. The island's charming landmarks include serene beaches and tranquil bays, making it an ideal spot for relaxation and family-friendly outings.
  • Kihei: Kihei is the lively city where Kihei Surfside is located, offering an array of beach, outdoor, and scenic experiences. This vibrant destination is perfect for travellers seeking adventure and relaxation alike. Enjoy a round of golf, browse through local shopping centres, or unwind at one of the many beautiful beaches. Kihei also boasts lovely urban parks, providing ample opportunities for picnics and leisurely strolls amidst nature.
  • Wailea: Just a mile from Kihei Surfside, Wailea is an exclusive neighbourhood known for its stunning coastal views and luxurious amenities. Visitors are drawn to Wailea for its exceptional beach experiences and outdoor activities, including golf at renowned courses. The area features upscale shopping mall centres and pristine family-friendly beaches, making it a perfect destination for those looking to enjoy both relaxation and recreation in a picturesque setting.

Best time to go to Kihei Surfside

If you're planning a trip to Kihei Surfside, 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 a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, extending your stay often results 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: Effortless planning

Stayz’s Trip Board provides a convenient platform for you to plan new adventures, refine your itineraries, or manage your existing bookings. Your saved or reserved properties are neatly categorised into Potential, Upcoming, or Current Trips. To discover the features of 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 Kihei Surfside?
The best holiday rentals near Kihei Surfside are predominantly located right in Kihei, offering immediate access to the coast. You will find a vast selection here, primarily consisting of modern condos and comfortable apartments, many with stunning ocean views. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties and the best holiday rentals near Kihei Surfside.

Many top-rated rentals feature amenities so you can have a comfortable stay, such as shared pools for a refreshing dip, private balconies for enjoying the sea breeze, and laundry facilities which is great for longer stays. These homes are ideal for couples or small families looking for a relaxing beach holiday.
Are there any cheap holiday rentals near Kihei Surfside?
There are several affordable holiday rentals near Kihei Surfside, especially if you are flexible with location and travel dates. Budget-friendly stays typically start around AU$330 per night. You might find great deals in September and October during the off-season, making it a good 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 apartments to modest family homes, so you can have a comfortable stay.

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 Kihei Surfside while keeping costs down.

*Pricing data are based on past 12 months data.
What are the top holiday rentals with pools near Kihei Surfside?
There are over 3,200 holiday rentals near Kihei Surfside that include access to swimming pools, with both private and shared options available. The majority of these properties are condos and apartments, many featuring outdoor pools, and some offering heated options for cooler days. These rentals are concentrated in Kihei, often just a short distance from Kihei Surfside. Many come fully equipped with amenities such as full kitchens, Wi-Fi, and comfortable living spaces, making them ideal for families or groups seeking a comfortable stay.

When selecting your rental, consider the type of pool that best suits your needs. Private pools offer seclusion, great for families or those desiring peace, while shared pools often provide access to additional facilities like sun loungers or children's pool areas. For cooler months, looking for heated or indoor options can enhance your stay. Checking availability for peak summer dates is advisable to ensure you secure your preferred property.
What are the best family holiday rentals near Kihei Surfside?
There are over 2600 family-friendly holiday homes available near Kihei Surfside, particularly within the Kihei area. These properties, often condos or private holiday houses, offer ample space with multiple bedrooms and bathrooms, ideal for groups. Many are equipped with full kitchens for meal preparation, and some include outdoor play areas or yards for children. Entertainment options like HDTVs and video game consoles are also frequently available, ensuring a comfortable stay for all guests.

When selecting a holiday rental, families should prioritise properties that offer separate spaces for adults and children, allowing everyone to relax. Look for practical amenities such as well-equipped kitchens and laundry facilities like washer/dryers to simplify your stay. Staying close to Kihei Surfside means less travel time and more opportunities to enjoy the local attractions.
Are there any luxury holiday rentals near Kihei Surfside?
Near Kihei Surfside, guests can find several luxury holiday rentals that offer modern comfort. These properties often feature amenities such as private pools, deep soaking bathtubs, rainfall showerheads, and premium bedding. Many also boast sea views or mountain views, providing a picturesque backdrop for your stay.

These homes are ideal for families or larger groups, featuring air conditioning and high-speed WiFi for a comfortable stay. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
How much is a holiday rental near Kihei Surfside?
Holiday rentals near Kihei Surfside offer a wide range of options to suit different budgets, making it easy for guests to enjoy a memorable stay. Budget-friendly properties typically start around AU$330 per night, providing an affordable option. Mid-range rentals, including private homes, are generally around AU$590 per night, offering more comfort and privacy. Upscale options can cost AU$870 or more per night, especially during peak seasons.

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 Kihei Surfside?
When visiting Kihei Surfside, consider staying in areas that offer a blend of beach access and local conveniences. The immediate Wailea-Makena area, south of Kihei Surfside, is excellent for guests seeking upscale holiday rentals with stunning ocean views and proximity to championship golf courses and high-end shopping. Properties here provide a luxurious base for exploring the coast.

Further north, the central Kihei area offers a wider range of holiday rentals, from beachfront apartments to larger homes. This area is highly convenient, with numerous dining options, local shops, and easy access to several beautiful beaches. It's a fantastic spot for those who enjoy being close to amenities and a lively option.

For a slightly more secluded experience while still being within easy reach of Kihei Surfside, the North Kihei region provides a quieter setting. Holiday rentals here often boast more space and offer a peaceful retreat after a day of exploration.
What is the cheapest month to stay near Kihei Surfside?
The cheapest time to find holiday rentals near Kihei Surfside is typically during the Autumn (September to October). September is frequently the cheapest month, often providing various savings on condos and homes, with rates often 20% lower compared to peak season. Guests can often find better deals during these months, along with greater availability.
Are there any top beachfront holiday rentals near Kihei Surfside
Beachfront holiday rentals near Kihei Surfside are typically found along the South Kihei Road stretch, offering direct access to the sand and stunning ocean views. Many properties provide ocean-view balconies great for enjoying the Hawaiian coastline. While Kihei Surfside itself offers a quieter setting, guests are a short walk from lively dining options and local shops, with more extensive nightlife a brief drive away.

Guests can enjoy amenities such as beach sun loungers, beach umbrellas, and often oceanfront pools, making for a relaxing stay. The accommodation types range from ocean-facing rooms and suites to multi-bedroom condos, many with private terraces or extra living space, suitable for various group sizes.
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.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.