Kihei vacation rentals

We found 4,960 vacation rentals — enter your dates for availability

Discover a selection of 200 homes, 300 apartments, and other vacation rentals in Kihei that are perfect for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include a hot tub and garden. Whatever you're looking for, you're sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Kihei

Showing deals for:Oct 31 - Nov 7

Image gallery for Specials May - Oct.! Beachfront Family Estate. Great for multiple families.

Beach
10 out of 10 rating
Exceptional
(149 reviews)

Specials May - Oct.! Beachfront Family Estate. Great for multiple families.

Kihei, HI

8% off
Price is $2,128
$14,899 for 7 nights
All fees included
Specials May - Oct.! Beachfront Family Estate. Great for multiple families.

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Find out more about Kihei

Find out more about Kihei

Why visit Kihei

  1. Stunning Beaches: Kihei is home to beautiful, pristine beaches perfect for sunbathing, swimming, and snorkeling.
  2. Outdoor Adventures: Explore Maui's hiking trails, enjoy water sports, and embark on exciting excursions in the surrounding nature.
  3. Family-Friendly Activities: Kihei offers a variety of attractions suitable for families, ensuring fun for all ages.
  4. Vibrant Local Culture: Immerse yourself in Kihei's culture through local events, cuisine, and art.
  5. Comfortable Accommodations: Choose from a range of vacation rentals, including cozy condos and spacious apartments.

Popular types of accommodation in Kihei

If you're considering a getaway to Kihei, you're in for a treat! Our most popular vacation rentals include stunning condos, apart hotels, and cozy apartments. Discover the charm of Kihei condos, the comfort of Maui condos, and the inviting atmosphere of Kamaole Sands. Whether you're seeking a romantic retreat or a family-friendly space, we have the perfect vacation rentals in Kihei to make your stay unforgettable.

  • Condos: The most sought-after option in Kihei, offering amenities and convenient access to beaches.
  • Apartments: A popular choice for travelers seeking a home-like atmosphere during their stay.
  • Houses: Ideal for families or groups, these homes provide privacy and space to unwind.
  • Villas: Luxurious accommodations that offer stunning views and upscale amenities.
  • Cottages: Charming and cozy, perfect for a romantic getaway or a peaceful retreat.**

Top attractions in Kihei

Kihei, Hawaii, is a paradise for outdoor enthusiasts and families, offering stunning beaches, scenic bays, and urban parks. Visitors can explore Maui hiking trails, enjoy a comprehensive Kihei town vacation guide, and immerse themselves in local attractions designed for adventure and relaxation. Whether you're seeking a beach day or an outdoor adventure, Kihei provides a perfect getaway for all types of travelers.

  1. Wailea Beach: A stunning stretch of golden sand, Wailea Beach offers a relaxed atmosphere perfect for sunbathing, swimming, and enjoying the beautiful ocean views. Its calm waters and picturesque surroundings make it ideal for families and couples alike.
  2. Makena State Park Beach: Known for its romantic vibes, this clothing-optional beach provides a unique experience for those seeking privacy and natural beauty. The pristine sands and gentle waves create an inviting setting for relaxation and connection.
  3. Maalaea Harbor: Located 4 miles from Kihei, Maalaea Harbor boasts breathtaking scenery and beach vibes. It's a great spot to catch a boat for whale watching or snorkeling, surrounded by stunning coastal views.

Things to do recommended for couples

For a romantic getaway in Kihei, indulge in a rejuvenating treatment at Makena Kai Day Spa. Venture 9 miles to MauiWine for a delightful tasting experience. For the adventurous couple, explore the underwater world with Shoreline Snuba, located 18 miles away, for an unforgettable thrill.

Things to do recommended for families

In Kihei, families can enjoy the Maui Fish Pipe for aquatic fun, relax at Pilates Maui for wellness, and visit the Maui War Memorial Center, just 8 miles away, for an exciting sports experience. These activities ensure a memorable vacation for everyone!

Things to do recommended for groups

Enjoy a round of golf at Maui Nui Golf Club for some friendly competition. Explore the Shops at Wailea for a fun shopping experience, and unwind with craft beers at Maui Brewing Co., perfect for a relaxing evening with your group.

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

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

  • Traveling to Kihei with a group: Think about how many bedrooms you require, along with additional features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and many more on Vrbo.
  • Traveling to Kihei with young kids: Traveling with young kids can be quite a task. It’s important to prioritize their comfort and safety, along with having 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 families, a vacation isn't truly fulfilling without their furry companions. If you can relate, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with food bowls and cozy beds, ensuring that every member of the family feels at home.
  • Planning for a long term stay visiting Kihei: If you're in search of vacation rentals offering discounts for month-long stays, 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 in Kihei

Kihei, located in beautiful South Maui, offers a perfect blend of family-friendly fun and romantic relaxation. With stunning sea views and pristine beaches, visitors can enjoy a tropical paradise while exploring the vibrant local culture. Whether you're lounging on the beach, embarking on exciting excursions, or savoring delicious cuisine, Kihei promises unforgettable experiences for every kind of traveler. Discover the magic of Maui and create lasting memories in this idyllic coastal town.

  • Wailea: Wailea is a picturesque neighborhood located near Kihei, renowned for its stunning beaches and lush landscapes. Visitors flock to Wailea for its outdoor experiences, including world-class golf courses and pristine shorelines perfect for sunbathing and water sports. The Wailea Beach, with its golden sands and clear waters, is a highlight for families and couples alike. Nearby, you'll find upscale shopping centers offering a range of boutiques and dining options, making it an ideal blend of relaxation and leisure activities. With breathtaking scenery, Wailea provides an unforgettable Hawaiian experience.
  • Kaanapali: Located approximately 18 miles from Kihei, Kaanapali is a vibrant city that captures the essence of Hawaiian paradise. Known for its beautiful beaches and family-friendly atmosphere, Kaanapali offers a variety of activities, from snorkeling in crystal-clear waters to enjoying a sunset walk along the famous Kaanapali Beach Boardwalk. The area boasts shopping malls and centers filled with local crafts and dining options, ensuring visitors have plenty to explore. With its stunning coastline and outdoor adventures, Kaanapali is a must-visit destination for travelers seeking both relaxation and excitement.
  • Maalaea: Just 4 miles from Kihei, Maalaea is a charming coastal city that offers a mix of scenic beauty and laid-back vibes. Known for its stunning harbor and picturesque beaches, Maalaea is perfect for those looking to unwind and enjoy the natural surroundings. Popular activities include whale watching, kayaking, and exploring the nearby Maui Ocean Center, which showcases local marine life. With convenient access to golf courses and shopping centers, Maalaea is an excellent spot for outdoor enthusiasts and families who want to experience the beauty of Hawaii without the crowds.

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.

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 SunnyAverageSlightly High
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 LowAverage
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 LowSlightly Low
December73.8°F (23.2°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming journey? Being flexible with your travel dates can make a significant difference, as prices can vary widely. Additionally, opting for an extended stay often leads to substantial 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 find the best options for your needs!

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and enjoy OneKeyCash™ on your entire reservation. It truly benefits those who take on the planning role! By becoming a member of our travel rewards program, OneKey, you’ll gain access to exclusive discounts and earn OneKeyCash™ on eligible bookings. Sign up today and begin your journey to savings!

Vrbo Trips: Effortless planning

Vrbo's Trip Board provides you with a convenient area to plan new trips, manage your existing plans, or organize your reservations. Your saved or booked properties are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To check out Trip Boards, head over to: https://www.vrbo.com/trips.

**Based on Vrbo properties booked during 2023 and 2024.

Family fun at Kihei vacation home rentals

Looking for gorgeous beaches, endless sunshine and price tags that don't break the budget? Welcome to Kihei, one of Maui's best kept secrets. The lively resort lures vacationers with golden sand, family-friendly vibes and world-class whale watching. Not to mention a sumptuous lineup of salad bars, organic cafes and seafood restaurants. Wash it down with sunset cocktail bars and tropical tiki lounges – or, if you prefer, a serving of rainbow-hued Hawaiian shaved ice. Whether you're planning a family getaway or a romantic break, breezy Kihei vacation rentals provide an ideal setting for Hawaiian escapes.

Places to visit near your Kihei summer rental

While Kihei's gorgeous beaches steal the spotlight, there's plenty on offer for landlubbers. Now listed on the National Register of Historic Places, the Kalepolepo Fishpond offers a glimpse at Hawaii's ancient roots. Feeling drained after a day in the sun? Pouring over 20 island-inspired brews, the Maui Brewing Co is guaranteed to quench your thirst. Sip on something you like? Why not stock up and enjoy private tasting sessions on the deck of your Kihei vacation rentals villa?

Activities near Kihei vacation homes

Kihei is prime beachcombing territory, so leave your sandals at home and spend a few hours exploring the shoreline. Kihei vacation rentals put you just steps from 6 miles of pristine sand, which means that morning yoga, sandcastle building competitions and sunset strolls are always on the cards. For a lively scene, head to Kalama Beach Park, a postcard-perfect stretch of sand fringed by emerald-green lawns and swaying coconut palms. Along with swimming and surfing, Kihei also offers kaleidoscope snorkeling, just offshore. You can also sign up for whale-watching tours, dolphin cruises and charter fishing trips.

Local weather for your stay in Kihei vacation homes

Kihei is one of Hawaii's sunniest destinations, with an average of 276 clear days per year. This means that you're pretty much guaranteed beach-worthy weather. Peak periods include the Christmas holidays and the US summer school break. Winter is prime whale-watching season, with Kihei throwing events like World Whale Day. Spring and fall are both the cheapest and quietest times to visit Kihei. Crowds taper off, the weather remains sultry and, of course, there's every chance of sunshine.

Meet Kihei's gentle marine giants

For fiery sunsets, head to Keawakapu Beach, a secluded stretch of sand just south of Kihei. Offshore is an artificial dive reef brimming with colorful coral, tropical fish and sea turtles. During winter, Keawakapu Beach is a great place to spot breaching humpback whales. You'll also get incredible views from the oceanfront platform in front of the Hawaiian Islands Humpback Whale National Marine Sanctuary Headquarters. Alternatively, snag a waterfront Kihei vacation rental condo. Needless to say, breaching humpbacks will quickly elevate your morning coffee to the next level.

Best beaches near Kihei vacation homes

Kihei boasts stunning beaches for sunbathing and swimming. Vacation homes are available near places like Charley Young Beach, a park and beach with kid-friendly tide pools and native turtles, and Kamaole Beach Park, a scenic park with a sandy beach, calm swimming waters, and sea turtles. Cove Beach Park, a cozy beach with picnic areas, BBQ pits, and sports courts, is another highlight.

Transportation to and around Kihei

The nearest airport is in Kahului Airport (OGG), located 8.3 mi (13.3 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into West Maui Airport (JHM), which is 19.3 mi (31 km) away.

Romantic vacation homes in Kihei

Couples flock to Kihei for all the idyllic outdoor spaces and unique attractions. Vacation rentals can be found near romantic places like Māʻalaea Bay, a scenic beach with sunset views and breaching whales, and Island Art Party, an upbeat spot for painting classes in a festive setting. You could also visit Kealia Pond National Wildlife Refuge, a natural wetland area with exotic birds and a boardwalk to view wildlife.

Frequently asked questions

What is the best area to stay in Kihei when booking a vacation rental?
When planning a vacation in Kihei, Hawaii, one of the best areas to consider is North Kihei. This neighborhood offers a tranquil atmosphere, great for those looking to relax while being close to beautiful beaches. Here, you'll find an array of vacation rentals, ranging from cozy condos to spacious beach houses. North Kihei is particularly convenient for easy access to popular attractions like the stunning Sugar Beach, known for its long stretches of soft sand and excellent swimming conditions, as well as the nearby Kealia Pond National Wildlife Refuge, which is ideal for birdwatching and nature walks.

Another fantastic option is South Kihei, where the vibrant atmosphere comes alive with a variety of restaurants, shops, and nightlife. This area is home to some of the best beaches on the island, including Kamaole Beach Park, which is great for sunbathing and snorkeling. South Kihei has a wide selection of vacation rentals, making it easy to find accommodations that suit your needs.
How much does it cost to rent a vacation home in Kihei?
Prices for vacation 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 vacation 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, Hawaii, travelers should focus on the areas along South Kihei Road, which boasts a stunning stretch of beaches such as Kamaole Beach Park I, II, and III. These beaches are known for their golden sands and crystal-clear waters, making them ideal for swimming, snorkeling, and sunbathing. Many properties in this region provide direct beach access and come equipped with amenities like outdoor grills, spacious lanai (patio) areas, and fully stocked kitchens, superb for enjoying meals with a view.

Further along, the Wailea area offers a more upscale experience with luxurious vacation homes and condos. These rentals typically feature high-end finishes, private pools, and access to resort-style amenities, such as fitness centers, spas, and golf courses. Visitors can also explore the nearby Wailea Beach, which is known for its calm waters and picturesque sunsets.

Additionally, travelers can find options near the Kihei Boat Ramp, where properties often cater to those looking to engage in water sports, providing easy access to boating and snorkeling excursions. Find your rental near the beach in Kihei.
What is the most popular type of vacation rental accomodation in Kihei?
In Kihei, condos are the most popular type of vacation rental, with around 4,257 available throughout the area. These condos are often located near beautiful beaches, such as Kamaole Beach Park, and provide easy access to local shops and restaurants. Most rooms feature amenities like fully equipped kitchens, comfortable living spaces, and private balconies or patios that offer stunning views of the ocean and sunsets.

Additionally, there are about 216 apartments, which also provide a cozy feel with similar amenities, making them great for couples or solo travelers. For those seeking more space, roughly 169 vacation houses are available, typically offering multiple bedrooms, outdoor areas, and sometimes even private pools—ideal for families or larger groups. Furthermore, there are around 80 villas and 18 cottages, each offering great experiences and varying levels of luxury.
Are there any family house rentals in Kihei?
In Kihei, Hawaii, there is a remarkable selection of family-friendly rentals, with around 3,697 options available. This vibrant area is renowned for its stunning beaches and warm climate, making it a great destination for families. Many of these homes come equipped with spacious living areas, fully stocked kitchens for preparing family meals, and outdoor patios or lanai spaces ideal for relaxing or grilling.

Visitors can enjoy amenities such as private pools, game rooms for entertainment, and proximity to local attractions. The beautiful beaches of Kihei, like Kamaole Beach Park, offer safe swimming and snorkeling spots, while nearby natural parks provide opportunities for hiking and exploring. Families can also find convenient access to shops, restaurants, and local markets, ensuring a delightful stay filled with activities for all ages. See all family-friendly rentals in Kihei.
Can I rent a vacation home with a pool or hot tub in Kihei?
In Kihei, Hawaii, there are a substantial number of vacation homes available for rent that include pools and hot tubs, with around 4,440 options to choose from. This beautiful coastal town is known for its stunning beaches and warm weather, making it an ideal destination for travelers looking to enjoy water activities and relaxation.

Many of these rentals are located near popular beaches like Kamaole Beach Park and Sugar Beach, providing easy access to the sandy shores. Guests can expect a variety of amenities, including private swimming pools, hot tubs, outdoor dining areas, and fully equipped kitchens great for preparing local Hawaiian cuisine. Some properties may also feature lush gardens, barbecue grills, and spacious lanais, enhancing the outdoor living experience. Find your rental in Kihei with a pool or a hot tub.
Can I find long-stay vacation rentals in Kihei?
A long-stay vacation rental in Kihei is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Kihei?
In Kihei, there are numerous pet-friendly house rentals available, offering a variety of options for travelers with furry companions. Many of these properties feature amenities such as private pools, spacious backyards, and fully equipped kitchens, making them ideal for both relaxation and entertaining. Some rentals are just a short walk from the beautiful beaches of Kihei, where you can enjoy sunbathing, swimming, and beachcombing with your pet.

The neighborhood provides easy access to several parks and pet-friendly areas, including the nearby Kalama Beach Park, which offers open spaces for your pet to play, as well as walking paths and picnic areas. Additionally, the Kihei area boasts pet-friendly dining options, allowing you to enjoy meals with your pet by your side. See all pet-friendly rentals in Kihei.
Are there any remote work vacation rentals in Kihei?
In Kihei, Hawaii, there is an abundance of remote work vacation rentals available, with around 4,561 options to choose from. This vibrant coastal town offers a range of properties that cater to remote workers, featuring essential amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable office setups. Many rentals include additional conveniences like desks, ergonomic chairs, and access to public areas with Wi-Fi, ensuring that you can stay productive while enjoying the stunning surroundings.

Travelers can expect a variety of accommodations, from beachfront condos with picturesque ocean views to spacious homes within walking distance of local shops and restaurants. Some properties may also have outdoor spaces where you can take breaks and enjoy the beautiful Hawaiian weather. Kihei's proximity to beautiful beaches, hiking trails, and cultural sites makes it an ideal destination for combining work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Kihei vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Kihei with parking available—perfect for families or travelers 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 vacation rental amenities include WiFi, kitchens, and access to shared pools, making it easy for travelers to stay connected and prepare meals during their stay. Many rentals also feature additional amenities such as blenders for creating refreshing smoothies and cocktails, ideal for enjoying the sunny Hawaiian weather. These amenities are commonly found in various types of rentals, including apartments and condos, which are prevalent in the area.
When is the best time to visit Kihei for a vacation rental?
The most popular time to visit Kihei is January, when travelers flock to the beautiful beaches and warm waters of Maui. This month is part of the peak season, which runs from July to September, attracting those looking to enjoy sun-soaked days and vibrant local culture. During January, the average temperatures are pleasantly warm, typically in the mid-70s to low 80s Fahrenheit, making it ideal for a variety of outdoor activities, such as snorkeling, surfing, or simply lounging on the beach.

For those seeking a quieter experience, May offers a wonderful alternative. While still enjoying lovely weather with temperatures in the mid-70s to low 80s Fahrenheit, this month is considered the low season. Visitors can relish in less crowded beaches, which allows for a more tranquil atmosphere while still having access to the stunning natural beauty of the area. This is also a great time for whale watching, as the migration season peaks during the spring months.

Whether you choose to soak in the vibrant atmosphere of January or the peaceful charm of May, Kihei promises a memorable vacation rental experience.
How early should I book a Kihei vacation rental?
Book your Kihei vacation 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 vacation 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 variety of attractions that highlight the beauty of Maui. The stunning beaches, such as Kamaole Beach Park I, II, and III, offer excellent swimming, snorkeling, and sunbathing opportunities. Vacation rentals in these areas often provide easy access to the sand and ocean views.

For those interested in outdoor activities, the nearby Haleakalā National Park is a must-visit, where travelers can experience breathtaking sunrises and hikes through unique landscapes.

Kihei is also known for its vibrant local dining scene, with numerous restaurants and food trucks offering fresh seafood and Hawaiian cuisine, particularly along South Kihei Road.
Can I change or cancel my Kihei home rental booking on Vrbo?
To find Kihei vacation 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 rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, 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 travelers 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 cozy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Kihei vacation 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.

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