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Vacation rentals in Kihei

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Top-rated vacation rentals in Kihei

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Guest favorite
Condo in Kihei
4.96 out of 5 average rating, 188 reviews

Stunning Ocean Views -October Specials $167

*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
Condo in Wailea
4.99 out of 5 average rating, 202 reviews

Mana Kai 608- Oct/Nov Now OPEN! Modern Surf Vibe!

Mana Kai 608 is a remodeled oceanfront condo DIRECTLY on Keawakapu beach! Mana Kai is a hotel zoned resort in an 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
Condo in Wailea
4.99 out of 5 average rating, 125 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

Guest favorite
Condo in Kihei
4.91 out of 5 average rating, 264 reviews

Gorgeous Getaway on the Beach

A freshly updated, fully-furnished condo situated across the street from the beach and nestled in a welcoming and quiet complex. Enjoy a beautiful space complete with a king-sized bed, renovated kitchen, a new sleeper sofa and a quiet lanai. With modern design and minimal decor, this space is perfect for you to unwind and relax. Complete with an in-unit washer and drier, this will be your home on the island and your oasis to rest. Steps away from food, drinks, a pool and the beach! Come stay!

Top guest favorite
Condo in Wailea
4.99 out of 5 average rating, 174 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
Guest suite in Wailea
4.99 out of 5 average rating, 119 reviews

Sweeping Panoramic Ocean Views - Private Ohana

Live like a local at the Ocean Blue Ohana - the private first floor of this amazing Hawaiian pole home on a half acre property in South Maui. As you enter the space, you will be drawn to the sweeping panoramic ocean views. You are sky-high, perched 500 feet above sea level, looking at the most glorious views of the neighboring islands, mountains, coastline, and Maui's amazing skyline. To top it off, you are 5 minutes from the Wailea Resorts and beautiful golden sand, crystal clear beaches.

Top guest favorite
Condo in Kihei
4.99 out of 5 average rating, 231 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
Condo in Kihei
5 out of 5 average rating, 175 reviews

Sugar Beach Resort Beach / Ocean Front Unit 426

SPECTACULAR OCEAN AND SUNSET VIEWS, including outer islands from the living room and lanai. You'll enjoy drinks in the evening watching the incredible sunsets. The condo has been totally redecorated and upgraded. The kitchen and bathroom have maple cabinets and elegant granite counter tops. There is a comfortable king size bed, a well-stocked kitchen, central AC, with all new bamboo floors throughout, and a new washer / dryer. The Condo is owned and maintained by Maui residents.

Guest favorite
Apartment in Kihei
4.92 out of 5 average rating, 132 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
Condo in Wailea
4.96 out of 5 average rating, 203 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!

Superhost
Apartment in Kihei
4.91 out of 5 average rating, 134 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.

Guest favorite
Condo in Kihei
4.87 out of 5 average rating, 153 reviews

Oceanfront*Brand New AC throughout*On Sandy Beach!

Embrace breathtaking turquoise ocean views as you step into this generously sized, FULLY AIR CONDITIONED and stunning one-bedroom, one-bathroom condo spanning 702 square feet in paradise. Upon settling into this tastefully decorated and upgraded condo at the Hale Pau Hana resort, you'll discover your sanctuary for a well-deserved Maui vacation. Our commitment is to make certain you consistently experience the comfort of being at home.

Popular amenities for Kihei vacation rentals

Quick stats about vacation rentals in Kihei

  • Total rentals

    2.8K properties

  • Nightly prices starting at

    $30 before taxes and fees

  • Total number of reviews

    148K reviews

  • Family-friendly rentals

    1.1K properties are a good fit for families

  • Pet-friendly rentals

    50 properties allow pets

  • Rentals with a pool

    2.6K properties have a pool

Your guide to Kihei

Introduction

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.


The best time to stay in a vacation rental in Kihei

Like all of the Hawaiian Islands, Maui is both blessed with pleasantly warm weather year-round as well as a variety of microclimates capable of delivering sun, drizzle, and sometimes a deluge of rain in a matter of minutes. The South Shore, Kahului, Kihei, Wailea, and Makena are drier, while the northern end of the island, from Kaanapali toward Kapalua, deliver a greater chance of rain. Pack for daytime temperatures in the mid-70s to mid-80s Fahrenheit, with evening temperatures usually falling between the mid-60s and low 70s across the island.

The only destination warranting special attention is the Haleakalā Visitor Center, situated 9,740 feet atop Haleakalā National Park, where temperatures can drop into the 40s or lower and wind is likely.


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.

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 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 1,200 vacation rentals in Kihei featuring dedicated workspaces. Stay connected and productive in your home away from home.

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