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Vacation rentals in Kihei

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Top-rated vacation rentals in Kihei

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Guest favorite
Silhouetted palm trees frame a golden sunset over the ocean, with the sun partially obscured by clouds. Gentle waves reflect the warm light, and grassy areas are visible in the foreground, contributing to a serene coastal scene.
Condo in Kihei
4.96 out of 5 average rating, 194 reviews

Stunning Ocean Views -November Specials $169

*PLEASE NOTE A 14.8% HAWAII STATE TA/GE TAX WILL BE ADDED AND COLLECTED BY THE END OF YOUR STAY** COMPLETELY REMODELED THIS SUMMER IN A COMFORTABLE MODERN-TROPICAL STYLE. THE HIGHEST THREAD- COUNT LINENS AND TEAK THROUGHOUT THIS HIGH STYLED CONDO. HUGE VIEWS FROM THE MODERN KITCHEN, LIVING ROOM AND LANAI All SET IN THE HEART OF KIHEI. FABULOUS LOADS OF BEACH GEAR SURFING LESSONS DOWNSTAIRS BIKE RENTALS DOWNSTAIRS PARKS AND BEACHES ACROSS THE STREET 2 BLOCKS FROM SOME OF KIHEI'S FINEST RESTAURANT

Top guest favorite
A bright living area offers ocean views through expansive sliding glass doors. Comfortable chairs are positioned towards the balcony, where coastal scenery includes palm trees swaying in the breeze. Neutral decor is accented with beach-themed cushions, and a TV set is present on a stylish console.
Condo in Wailea
4.99 out of 5 average rating, 205 reviews

Mana Kai 608: Oceanfront Remod! Modern Surf Vibe

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on Keawakapu beach! Mana Kai is a hotel zoned resort in the ideal location, right on the border of Wailea and Kihei! Our condo is designed with a modern surf feel in mind, we are excited to share it with you! If you enjoy Wailea's 5 star resorts but crave a kitchen, less fees, better views, or don't want to cross the street to get to the beach, stay with us! We have the best Property Mgr. in Maui, Tracy O'Reilly to take amazing care of you!

Top guest favorite
The image captures a vibrant sunset over the ocean, with hues of orange, pink, and purple reflected across the water. Silhouetted palm trees line the foreground, adding a tropical feel. The landscape features rocky shorelines and gentle waves under the colorful sky.
Condo in Wailea
4.99 out of 5 average rating, 127 reviews

Oceanfront Mana Kai Penthouse..Heaven meets Earth!

Aloha and E Komo Mai! (Welcome) Where Heaven meets Earth! Immerse yourself in the best location and bi-coastal oceanfront views to spend your luxury vacation experience in South Maui. This Mana Kai penthouse is on the 8th floor (806) and includes two-bedroom suites on the world-famous Keawakapu Beach. Located on the longest sandy beach in Wailea (2.75 miles), you will enjoy excellent snorkeling, body surfing, whale watching, scuba diving, paddle boarding, and kayaking literally at your doorstep

Top guest favorite
A stunning beach scene captures vibrant sunset colors reflecting off wet sand. Rocky outcrops frame the tranquil waters, while palm trees sway gently in the foreground. Wispy clouds stretch across the sky, adding depth to the evening landscape.
Condo in Wailea
4.99 out of 5 average rating, 177 reviews

Romantic, Luxury Retreat w/Ocean View-Couples Only

Luxury 1 bedroom 2 bath condo which has been fully renovated. Our condo has lovely ocean views as well as views of the lush tropical gardens and the pool. It has a fully stocked gourmet kitchen with high end appliances, assorted spices, coffee and tea. Sunset views from the lanai are stunning. If our condo is not available during the days of your travel, please check availability at our other Wailea Palms condo at https://www.airbnb.com/rooms/1728525 Not suitable for children or infants.

Top guest favorite
An outdoor dining area features a glass table and white chairs, situated on a balcony with a view of the ocean. Palm trees frame the scene, and distant mountains can be seen across the water, creating a serene coastal atmosphere.
Condo in Kihei
4.92 out of 5 average rating, 120 reviews

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Hawaii License: T-174-283-2640 Full ocean & beach front - all year sunsets. Royal Mauiian - Highly sought location in S. Kihei. Nicely done 1 BR - 1 BTH Nicely furnished, very streamlined open feel. Walk to restaurants, steps to Kam 1 beach, close to shops & activities. Rent a paddleboard, buy Hawaiian memorabilia, or shop at Harvest Moons - close by. Split Air in Bedroom & Living Area. Fully equipped kitchen. In Unit Laundry GET & TAT tax total of 17.75% included in final price.

Top guest favorite
A bright living area features sliding glass doors that open to a private lanai with ocean views. Comfortable seating options include a cozy sofa and armchair, complemented by a round coffee table and decorative pillows. Natural light fills the space, creating a welcoming ambiance.
Condo in Kihei
4.98 out of 5 average rating, 142 reviews

Stunning Ocean Views

Welcome to our slice of paradise in Maui and enjoy breathtaking 180° ocean views . Located just steps from the sandy Kamaole 1 Beach and a short stroll from vibrant restaurants and bars, our chic coastal-modern condo is the perfect spot for a beach getaway. Condo features all the amenities you need for a comfortable stay, including A/C in all rooms, a luxurious king bed, high-speed internet, fully equipped kitchen and a private lanai to watch sunsets. Your Maui adventure starts here

Top guest favorite
A light-filled living room features a designer sectional sofa and a wooden coffee table. Floor-to-ceiling glass doors offer unobstructed views of the ocean and balcony. A modern TV is positioned on a wooden console, enhancing the contemporary aesthetic of the space.
Condo in Kihei
4.99 out of 5 average rating, 236 reviews

Luxury condo • 180° Ocean Views • Steps to Beach

Enjoy panoramic ocean, mountain, beach & sunset views year round at Hale Meli (short for "Hale Mahina Meli" or “Honeymoon House” in Hawaiian), a top floor condo with exquisite designer interiors and high-end amenities. Ideally located in Kihei, the condo is right across the street from one of the best beaches on Maui and is walking distance to restaurants, shops and grocery stores. It is also your perfect home base for exploring the rest of Maui, being centrally located on the island.

Top guest favorite
A collection of colorful canoes is positioned along the shore, framed by swaying palm trees. The ocean waves glisten under a moody sky, transitioning to sunset hues, while soft clouds add texture to the backdrop.
Guest suite in Kihei
4.98 out of 5 average rating, 391 reviews

"Dancing Turtle's "Guest Suite"

CHECK-IN WINDOW IS: 3-8PM. GIVE US AN HOUR WINDOW FOR CHECK-IN TIME AT LEAST 1 DAY BEFORE ARRIVAL; we need to adjust our schedule to make sure we can welcome you. We will try to accommodate your arrival time (e.g. later flight) as much as possible. NO EARLY CHECK IN or BAG DROP OFF. You will be in our private. Guest Apt. with fully equipped kitchen. We live upstairs. We are a licensed "B&B" , which is the Maui County destination to operate legally in an “owner occupied residence”.

Top guest favorite
A bright living area features a comfortable sofa and armchairs, complemented by a coffee table. Large windows offer stunning ocean views, while a dining table and chairs are positioned nearby. A TV sits on a wooden unit, and vibrant artwork adorns the wall.
Apartment in Kihei
4.93 out of 5 average rating, 137 reviews

Maui Oceanfront Penthouse at Nani Kai Hale (609)

Bask in the breathtaking ocean views from our Maui penthouse! Centrally located, our beautifully remodeled suite offers full beachfront, ocean and pool access. The master bedroom features an incredibly comfortable California king bed with an en suite bathroom and stone walk-in shower. There is also a king size cozy sleeper sofa in the living room which has direct access to the second full bathroom. The modern kitchen is fully equipped with everything you need!

Top guest favorite
A dining table set for four is positioned on the private lanai, surrounded by lush greenery. A bottle of wine sits center stage, accompanied by a plate of fresh fruit and pastries. Bright blue skies provide a serene backdrop.
Condo in Wailea
4.96 out of 5 average rating, 208 reviews

Top 5% Home with King Bed + Steps to Beach & Shops

Exquisitely remodeled top floor condo in one of the most desirable condo complexes in South Maui. Enjoy sunsets and peekaboo ocean views from your private lanai, walk to some of the finest beaches, shops & restaurants and lounge in the multiple pools & hot tubs on property with this perfect Hawaiian oasis! Everything (and we mean everything) is fully remodeled. From a peaceful island getaway to your next Hawaiian adventure, Makana Condo is ready for your enjoyment!

Top guest favorite
The collage showcases the living area with floor-to-ceiling windows revealing ocean views and palm trees, a stylish kitchen with modern appliances, a dining area with natural light, and a private balcony table for enjoying outdoor moments.
Condo in Kihei
4.87 out of 5 average rating, 173 reviews

*Amazing Last Minute Deal* BEACHFRONT*Oceanfront!

This beautiful 1 bedroom, 2 bathroom 727 square foot unit is located just steps from the glittering Pacific Ocean. A water front complex, Kihei Beach Condominiums is conveniently located, beautifully updated and ideal for your next getaway! It comfortably accommodates up to two people. Take a stroll on the beach, bask in the trade winds or sip your coffee on your over-sized lanai overlooking the ocean. This romantic space will leave you with lifelong memories.

Guest favorite
An oceanfront view is captured from the lanai, showcasing gentle waves lapping at a sandy beach below. Lush palm trees line the shore, swaying in the breeze under a bright blue sky with scattered clouds.
Apartment in Kihei
4.91 out of 5 average rating, 137 reviews

Ocean Front With Ocean View! AC, King Bed, 2 Bath!

E Komo Mai to our remodeled oceanfront unit with stunning ocean view at the Nani Kai Hale. Feel the ocean breeze, listen to the waves, and watch the whales and sunsets from our tranquil, oceanfront condo. From our comfortable lanai seating you have view of the Islands of Molokini, Kahoolawe and Haleakala while enjoying your morning coffee, evening cocktail, or anytime meal. Walk along the beach and experience beautiful sunsets framed by swaying coconut palms.

Popular amenities for Kihei vacation rentals

When is the best time to visit Kihei?

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Frequently Asked Questions

  • How is the weather in Kihei?

    Kihei, Hawaii, experiences a tropical climate with warm weather year-round. Average daytime temperatures hover around 85°F (29°C), dipping slightly during the cooler months. The town is located in Maui's rain shadow, resulting in less rainfall compared to other parts of the island.

  • What are some of the best things to do in Kihei?

    Popular activities in Kihei include snorkeling in Molokini Crater, visiting the Kihei Farmers' Market, and exploring the Kealia Pond National Wildlife Refuge. Additionally, water sports like surfing and paddleboarding are frequently enjoyed on Kihei's beaches.

  • What is the best time of year to visit Kihei?

    The most popular time to visit Kihei is from April to November, with peak tourist season occurring during the summer months. During this period, visitors can explore the Maui Film Festival and the Maui Whale Festival, both celebrated in the area.

  • What are the best places to stay in Kihei?

    Popular areas to stay in Kihei include South Kihei, known for its beautiful beaches and dining spots, and North Kihei, close to the airport and noted for its quieter, more relaxed vibe. Central Kihei is often recommended for its proximity to local shops, restaurants, and parks.

  • What are the best places to visit in Kihei?

    Popular places to visit in Kihei include the Kihei Regional Park, Maipoina Oe Iau Beach Park, and the Kealia Pond National Wildlife Refuge. Art-enthusiasts might appreciate a trip to the East Maui Taro Festival and Maui's Winery.

  • What are some hiking trails in Kihei?

    For hiking enthusiasts, Kihei has several notable trails. These include the Wailea Beach Path for its stunning coastal views and the Keone'e'io The Kings Trail, which takes you through ancient Hawaiian history.

  • What are some family activities to do in Kihei?

    Families visiting Kihei can enjoy activities like swimming and snorkeling at the Kamaole Beach Parks, exploring the Hawaiian Islands Humpback Whale National Marine Sanctuary, or strolling through the Kihei Regional Park.

  • What are some of the best day trip ideas in Kihei?

    Day trip ideas from Kihei often include a drive to Lahaina, a historic whaling village, a visit to Haleakala National Park to catch the sunrise, or a trip to Hana to explore its beautiful waterfalls and beaches.

  • What types of vacation rentals are available in Kihei?

    Uncover the perfect home-away-from-home with our diverse selection of vacation rentals in Kihei. From over 1,900 condo rentals, over 590 apartment rentals to over 110 house rentals, we've got you covered.

  • Are there vacation rentals with a dedicated workspace in Kihei?

    Yes! Work meets play with ease at over 1,210 vacation rentals in Kihei featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Kihei?

    Four-legged friends are welcome in Kihei. Choose from more than 50 vacation rentals for guests traveling with pets.

  • How much does it cost to stay in resort rentals in Kihei?

    Experience the best of Kihei with our resort rentals, starting at about $200 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Kihei vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 2,610 vacation homes with pools in Kihei, available on Airbnb. Make a splash and soak up the sun in style!

  • Do resort rentals in Kihei have a gym?

    Absolutely! We offer over 50 resort rentals with a gym in Kihei. Enjoy a tailored experience with all the comforts you desire.

  • Do resort rentals in Kihei have a bbq area?

    Absolutely! We offer over 10 resort rentals with a bbq area in Kihei. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly resort rentals in Kihei?

    Kihei has more than 20 family-friendly resort rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do condo rentals in Kihei have self check-in?

    Absolutely! We offer over 710 condo rentals with self check-in in Kihei. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Resort Rentals in Kihei?

    Enhance your stay in our Resort Rentals with the most popular amenities: over 10 homes with a bbq area, over 50 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

All about Kihei

Blessed with six miles of coastline, the beachfront town of Kihei is located in one of the driest and sunniest sections of Maui. It’s a beach lovers’ destination where once-in-a-lifetime sunsets seem to happen daily, affordable shopping and dining options are numerous, and condo rentals are near safe, swimmable beaches like Kamaole Beach Park III that invite underwater exploration with just a mask and snorkel. Kihei is also central to many of the island’s more popular destinations, such as ʻIao Valley, Lahaina, and Maui’s North Shore. Unlike the highly developed and resort-laden Kāʻanapali, Kihei retains a laid-back dose of local flavor, including roadside food stands, farmers’ markets, and families selling homemade wares.

What are the top things to do in Kihei?

Road to Hana

If you’re a fan of scenic road trips, this winding 10-hour, 64-mile journey defines “unforgettable,” delivering around 600 hairpin turns, 60 bridges (many one-way), and countless waterfalls along the way. Most visitors will stop in the quaint town of Hana before turning back, but if weather permits, you can take the road less traveled for another 44 miles to complete the entire loop, where the Pools at 'Ohe'o in Haleakalā National Park and the young lava fields of Haleakalā await.

Humpback Whale Watching

If you’re planning to visit Maui between November and May, there’s a good chance you’ll spot North Pacific humpback whales migrating offshore. Whale-watching tours depart from the harbors of Lahaina and Maʻalaea. Those who prefer to stay on land can watch the whales from Maʻalaea Bay. Just remember to bring binoculars for optimal viewing.

Haleakalā Crater

Even if you don’t wake up early enough to watch the sunrise from this spectacular 1 million-year-old, 10,000-foot summit, the 2-hour drive up the mountain from the base of Haleakalā National Park can offer a dramatic four-seasons-in-one-day adventure. Just be sure to bring a jacket or sweatshirt, as high winds and 40-degree Fahrenheit temperatures are not uncommon.

Quick stats about vacation rentals in Kihei

  • Total vacation rentals

    Explore 2,800 vacation rentals in Kihei

  • Nightly prices starting at

    Kihei vacation rentals start at € 26 per night before taxes and fees

  • Verified guest reviews

    Over 147,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,090 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Vacation rentals with a pool

    2,610 properties feature pools

  • Rentals with dedicated workspaces

    1,210 properties have a dedicated workspace

  • Wi-Fi availability

    2,760 of Kihei vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Self check-in, Beachfront, and Gym across Kihei rentals

  • 4.8 Average rating

    Kihei stays are highly rated by guests—averaging 4.8 out of 5!

Destinations to explore

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