Kihei holiday lettings

We found 5,075 holiday rentals — enter your dates for availability

Discover a selection of 122 homes, 112 apartments and other holiday rentals in Kihei that are perfect for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the best amenities for spending time at your home away from home, including parking and a TV. At the end of the day, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Kihei

Showing deals for:22 May - 29 May

Image gallery for Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

Hale Wailana Resort building
8.6 out of 10, Excellent, (91 reviews)
Excellent
(91 reviews)

Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

Kihei

8% off
Price is £1,660
for 7 nights, 1 apartment
£237 per night
includes taxes & fees
Privacy in Paradise! 2nd Flr, updated,across from Beach! Smaller 6 unit complex

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Why visit Kihei

  • Stunning beaches: Kihei boasts beautiful beaches ideal for sunbathing, swimming, and snorkelling.
  • Family-friendly atmosphere: The town offers numerous activities suitable for families and children.
  • Outdoor adventures: Engage in various outdoor pursuits, from hiking to water sports.
  • Charming local culture: Experience the laid-back vibe and local Hawaiian traditions.
  • Diverse accommodation: Choose from cosy condos to spacious holiday homes for a comfortable stay.

Popular types of accommodation in Kihei

Discover the ideal getaway in Kihei with a variety of accommodation options available. Whether you prefer a cosy condo, a spacious private vacation home, or a modern apartment, you'll find the perfect holiday rental to suit your needs. Kihei’s vacation rentals offer transparency, savings, and peace of mind, ensuring a delightful experience for British travellers. Explore your options and enjoy the beauty of Maui with confidence.

  • Condos: The most sought-after accommodation in Kihei, offering a blend of comfort and amenities, perfect for a relaxing holiday.
  • Houses: A popular choice for those seeking a homely atmosphere, ideal for families or groups wanting privacy.
  • Apartments: A convenient option for solo travellers or couples, providing essential facilities for a pleasant stay.
  • Villas: Luxurious and spacious, these properties offer an upscale retreat for those desiring a lavish experience.
  • Cottages: Quaint and charming, perfect for a cosy getaway immersed in the local scenery.**

Top attractions in Kihei

Kihei, Hawaii, is an ideal destination for beach lovers and families seeking outdoor adventures. With its stunning beaches, urban parks, and even nudist beaches, there is something for everyone. Explore a variety of attractions that cater to those looking for a memorable beach and outdoor experience. Whether you're travelling solo, with family, or as a couple, Kihei offers numerous points of interest to ensure a delightful holiday.

  • Wailea Beach: Renowned for its stunning golden sands and crystal-clear waters, Wailea Beach offers a perfect beach vibe. It's an idyllic spot for sunbathing, swimming, and enjoying breathtaking sunsets.
  • Kamaole Beach Park 3: This family-friendly urban park features lush greenery and picnic areas, ideal for outdoor activities. With gentle waves, it’s perfect for swimming and relaxing, making it a favourite for locals and tourists alike.
  • Makena State Park Beach: Known for its romantic atmosphere, Makena State Park Beach is a secluded haven. With its stunning scenery and clothing-optional policy, it provides a unique and liberating beach experience.

Things to do recommended for couples

For a romantic getaway in Kihei, indulge in a soothing treatment at Makena Kai Day Spa. Then, venture 6.2km away to MauiWine or Tedeschi Vineyards for a delightful wine tasting experience, enveloped in a charming atmosphere perfect for couples.

Things to do recommended for families

Families will delight in the aquatic adventures at Maui Fish Pipe in Kihei, unwind at Pilates Maui for some wellness and relaxation, and embark on an exciting day at Science City, an adventure zone located 8.7km away, perfect for creating cherished memories together.

Things to do recommended for groups

Enjoy a round of golf at Maui Nui Golf Club for some outdoor fun, shop for souvenirs at the Shops at Wailea, or relax with a local brew at Maui Brewing Co., perfect for a delightful evening with friends.

What do I need to keep in mind when booking a vacation in 'Kihei

When you're planning a trip, whether it's with a group, your family, or even your pets, or if you're seeking extended stays, it's important to refine your search according to your key priorities. Here are some helpful booking tips for Vrbo.

  • Traveling to Kihei with a group: Think about how many bedrooms you require, as well as additional features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Kihei with young kids: Travelling with young children can present some difficulties. It's important 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 family-friendly attractions.
  • Taking your pets with you to Kihei: For many, a family getaway isn’t truly fulfilled without their furry companion by their side. If this resonates with you, take a look at Vrbo accommodations that welcome pets. Most of these pet-friendly properties offer feeding bowls and beds, ensuring that every member of the family feels completely at home.
  • Planning for a long term stay visiting Kihei: 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 filters, you can effortlessly discover and save on monthly accommodations. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in and around Kihei

Kihei, a charming coastal town in Hawaii, is perfect for family-friendly beach holidays. With stunning sea views and a laid-back atmosphere, you can enjoy relaxing days on Kihei Beach or explore the vibrant South Kihei area. Whether you're seeking romantic excursions or outdoor adventures, Kihei offers a delightful blend of tropical vibes and unforgettable experiences, making it an ideal destination for your next holiday.

  • Maui: This stunning island, located a mere 5.0km from Kihei, is a haven for those seeking outdoor adventures and breathtaking scenery. Maui boasts a plethora of beaches that invite sunbathing and swimming, while its lush golf courses and shopping centres offer a perfect blend of recreation and relaxation. Visitors can explore picturesque bays and urban parks, making it an ideal destination for both families and couples. Whether you're hitting the links or enjoying the natural beauty, Maui offers something for everyone.
  • Wailea: Nestled close to Kihei, Wailea is a picturesque neighbourhood renowned for its pristine beaches and outdoor activities. The area is a popular spot for golf enthusiasts, with several world-class golf courses that provide stunning ocean views. Wailea's shopping centres offer a delightful retail experience, featuring upscale boutiques and local artisans. The nearby beaches and scenic parks make it a perfect retreat for those looking to unwind amidst beautiful surroundings and enjoy the vibrant Hawaiian atmosphere.
  • Makena: A charming village situated in the vicinity of Kihei, Makena is famed for its idyllic beaches and outdoor pursuits. Visitors are drawn to its spectacular golf courses and recreational areas, perfect for a day of fun in the sun. The local attractions include the expansive Makena State Park, known for its natural beauty and diverse wildlife. With its serene bays and pristine beaches, Makena is a delightful escape that offers a more tranquil experience away from the busier tourist spots.

Best time to go to Kihei

If you're planning a trip to 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, July and September, while off-peak times, like May and October to November 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 SunnyAverageSlightly High
April74.1°F (23.4°C)No Rain (Dry)Mostly SunnyAverageAverage
May75.6°F (24.2°C)No Rain (Dry)Mostly SunnySlightly LowSlightly 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 SunnyAverageAverage
September78.4°F (25.8°C)No Rain (Dry)Mostly SunnySlightly HighSlightly Low
October77.7°F (25.4°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
November75.7°F (24.3°C)No Rain (Dry)Mostly SunnySlightly LowAverage
December73.8°F (23.2°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your next holiday? Being flexible with your travel dates can often lead to significant savings, as prices can vary. Additionally, opting for a longer stay typically allows for greater discounts. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides an excellent platform for planning your journeys, allowing you to start new trips, refine your arrangements, or easily manage your bookings. Your saved or reserved properties are conveniently categorised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Take in the beachside beauty of Kihei

The beaches and other outdoor surroundings create an inviting atmosphere in Kihei. Well known for its snorkelling, cafes and surfing, this relaxing city won't disappoint. Kaanapali Beach and Wailea Beach are just a couple of the must-see attractions in the area. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in Kihei

Do you want to discover attractions to see in the area? Travellers enjoy fun activities like snorkelling, swimming and surfing. Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that Kihei has to offer. These are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Pilates Maui (0.2 mi / 0.3 km)
  • Maui Nui Golf Club (1.9 mi / 3.1 km)
  • The Dunes at Maui Lani (6.4 mi / 10.4 km)
  • Wailea Blue Golf Course (7 mi / 11.3 km)
  • Kaanapali Golf Courses (18.2 mi / 29.3 km)
  • Kaanapali Kai Course at Kaanapali Golf Resort (18.2 mi / 29.3 km)

Exploring the beaches and other natural features in Kihei

Kihei is famous for its breathtaking sunsets, island views and seaside. Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Kihei is a great spot to appreciate mother nature. These are some of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Kaanapali Beach (18.5 mi / 29.8 km)
  • Wailea Beach (6.5 mi / 10.5 km)
  • Haleakala National Park (19.6 mi / 31.5 km)
  • Kihei Regional Park (2.4 mi / 3.9 km)
  • Kamaole Beach Park (3.6 mi / 5.9 km)
  • Kamaole Beach Park 2 (4.2 mi / 6.7 km)

Seasonal weather in Kihei

Travellers speak highly of Kihei for its snorkelling and surfing. If you're planning a holiday around warm-weather activities, September, August, July and October are the hottest months to visit, when temperatures average 26°C.

Transport to and around Kihei

The nearest airport is in Kahului, HI (OGG), located 8.3 mi (13.3 km) from the city centre. If you're unable to find a flight that fits your schedule, you could also fly into Kapalua, HI (JHM-West Maui), which is 19.3 mi (31 km) away.

Frequently asked questions

What is the best area to stay in Kihei when booking a holiday rental?
When considering a holiday rental in Kihei, a popular area to stay is South Kihei. This neighbourhood boasts a stunning array of beachfront properties that offer easy access to some of the most beautiful beaches in Maui, such as Kamaole Beach Park. It's an ideal spot for sunbathing, swimming, and enjoying water sports. Additionally, the vibrant setting of South Kihei is complemented by a variety of dining options, shops, and local markets, ensuring that guests have everything they need within close reach.

Another excellent area is North Kihei, which provides a more laid-back vibe with a mix of residential and rental properties. This part of Kihei is known for its proximity to the Kanaha Beach Park, making it a fantastic choice for windsurfing and kiteboarding enthusiasts. Visitors can also explore the nearby Waikapu Valley, which offers stunning views and hiking opportunities.

In terms of available properties, Kihei has a diverse selection ranging from cosy condos to larger beach houses, suiting different preferences and budgets.
How much does it cost to rent a holiday home in Kihei?
Prices for holiday rentals in Kihei vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Kihei to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Kihei holiday house rentals?
You can find great discounts on house rentals in Kihei on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best areas for renting a beach house in Kihei?
For renting a beach house in Kihei, the area along South Kihei Road is particularly appealing, as it offers easy access to stunning beaches such as Kamaole Beach Park I, II, and III. These beaches are known for their golden sands and clear waters, making them ideal for swimming, sunbathing, and snorkelling. Many beach house rentals in this area come equipped with amenities such as spacious outdoor lanai areas for dining or lounging, fully stocked kitchens, and sometimes even private gardens or pools, great for families or groups seeking a comfortable retreat by the sea.

In addition to the beautiful beaches, the nearby Wailea area provides a more upscale vibe, boasting luxurious properties that often feature ocean views, hot tubs, and direct beach access. Rentals here are typically designed with relaxation in mind, offering high-end amenities, such as gourmet kitchens and spacious living areas, ideal for entertaining.

Kihei also has a variety of local shops and restaurants, providing visitors with convenient options for dining and leisure activities. The proximity to attractions like the Maui Ocean Centre and the scenic drive to Haleakalā National Park adds to the appeal of the region, making it a fantastic destination for those looking to enjoy both beach life and outdoor adventures. Find your rental near the beach in Kihei.
What is the most popular type of holiday rental accomodation in Kihei?
In Kihei, condos are the most popular type of holiday rental, with approximately 17,736 available throughout the area. These condos are typically located near beautiful beaches and offer amenities such as fully equipped kitchens, spacious living areas, and often private balconies with ocean views. Many also provide access to resort-style facilities, including pools and fitness centres, making them ideal for both relaxation and recreation.

Additionally, there are around 908 apartments and 632 holiday houses available, suiting various traveller preferences. Apartments tend to offer a similar home-like atmosphere with essential amenities, while holiday houses provide extra space and privacy, often featuring multiple bedrooms and outdoor areas for family gatherings.
Are there any family house rentals in Kihei?
In Kihei, Hawaii, there is a substantial selection of family-friendly holiday rentals, with around 3,805 options available throughout the area. This vibrant locale is known for its beautiful beaches and warm climate, making it an excellent choice for families seeking a memorable getaway. Many homes in Kihei offer spacious living areas, full kitchens great for preparing meals together, and outdoor spaces for children to play.

Properties often come equipped with modern amenities such as Wi-Fi, air conditioning, and laundry facilities to ensure a comfortable stay. Families can enjoy easy access to nearby attractions, including the stunning beaches of Wailea and Makena, where water activities abound. Additionally, the locale is close to the Maui Ocean Centre, offering educational experiences for all ages.
Can I rent a holiday home with a pool or hot tub in Kihei?
In Kihei, there are a substantial number of holiday homes available for rent that come with pools and hot tubs, with around 4,594 options to choose from. This beautiful area on the island of Maui is known for its stunning beaches and warm tropical climate, making it an ideal destination for those seeking relaxation and leisure.

Travellers can find a variety of properties in neighbourhoods such as South Kihei and North Kihei, where many rentals boast private pools, luxurious hot tubs, and spacious outdoor living areas great for entertaining. Many of these homes also feature fully equipped kitchens, allowing guests to prepare meals and enjoy dining al fresco in the Hawaiian sunshine. Additional amenities often include air conditioning, Wi-Fi, and easy access to the beach, ensuring a comfortable and enjoyable stay.
Can I find long-stay holiday rentals in Kihei?
A long-stay holiday rental in Kihei is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Kihei?
In Kihei, there are numerous pet-friendly house rentals available, providing a welcoming environment for travellers with pets. Many of these properties are situated close to the beautiful beaches of South Maui, offering easy access to sandy shores and stunning sunsets. Holiday rentals often feature amenities such as spacious outdoor areas, private pools, and modern kitchens, making them ideal for families or groups.

The Kihei area is also known for its lovely parks, like Kalama Park, which has ample green space for walking dogs and enjoying outdoor activities. Additionally, the nearby beaches, such as Dog Beach, allow pets to roam freely, providing a superb spot for both leisure and play.
Are there any remote work holiday rentals in Kihei?
In Kihei, Hawaii, there is an impressive selection of remote work holiday rentals available, with around 19,348 options for travellers seeking a productive getaway. This vibrant coastal town offers an array of properties that cater to remote workers, many of which feature high-speed internet, dedicated workspace areas, and comfortable furnishings conducive to extended stays.

Travellers can expect amenities such as Wi-Fi included in the rental, with some properties providing free access in rooms, ensuring connectivity for both leisure and work activities. Additionally, many rentals come equipped with kitchens, allowing for convenient meal preparation, and outdoor spaces where one can unwind after a day of work while soaking in the beautiful Hawaiian atmosphere.

Kihei itself is known for its stunning beaches, such as Kamaole Beach Park, which offers opportunities for relaxation and water sports. The area is also close to local shops and restaurants, adding to the overall convenience for those balancing work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kihei holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Kihei with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Kihei?
In Kihei, popular rental amenities include well-equipped kitchens, making it easy for guests to prepare their own meals. Many properties also feature coffee and tea makers for a convenient morning brew. Onsite parking is commonly available, providing added convenience for those with vehicles. A shared pool is a delightful option for relaxation and socializing, while balconies offer a lovely space to enjoy the warm Hawaiian breezes and stunning views.
When is the best time to visit Kihei for a holiday rental?
The best time to visit Kihei for a holiday rental is in January, when the mild weather and stunning coastal views attract many travellers looking for a winter getaway. During this month, you can expect pleasant temperatures averaging between 18 to 27 degrees Celsius, great for enjoying outdoor activities such as sunbathing, swimming, and snorkelling.

As summer approaches, from July to September, Kihei experiences its peak tourist season. This period is bustling with visitors eager to soak up the sun and participate in various water sports, while the vibrant local culture comes alive with events and festivals. If you enjoy a lively option and meeting fellow travellers, this is an exciting time to be in Kihei.

For those who prefer a quieter experience and better value, consider visiting in May. This month often sees fewer crowds while still offering lovely weather, allowing for a more relaxed exploration of the area's beautiful beaches and scenic landscapes. The transition into summer means you can enjoy the lush surroundings and perhaps even spot some migrating humpback whales before they leave.
How early should I book a Kihei holiday rental?
Book your Kihei holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Kihei?
In Kihei, visitors can enjoy a range of attractions centred around its beautiful beaches and outdoor activities. The stunning Kamaole Beaches, particularly Kamaole I, II, and III, are superb for sunbathing, swimming, and snorkelling, with holiday rentals conveniently located nearby offering easy access to the shoreline.

For a more adventurous experience, the nearby Haleakalā National Park is a must-visit, where guests can hike through unique landscapes and witness breathtaking sunrises from the summit.

Kihei is also home to the scenic Kealia Pond National Wildlife Refuge, which provides opportunities for bird watching and enjoying nature trails. Local shops and eateries can be found along South Kihei Road, where visitors can experience firsthand the local culture and cuisine.
Can I change or cancel my Kihei home rental booking on Vrbo?
To find Kihei holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo 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, Vrbo 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 Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Kihei holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.

Vrbo 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 Vrbo?
Vrbo'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 favorites, and build the perfect itinerary together.

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