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Vacation rentals in Kihei

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Top-rated vacation rentals in Kihei

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Condo in Wailea
4.99 out of 5 average rating, 125 reviews

Beachfront Oceanview Wailea Ekahi 16B Studio W/AC

Wailea Ekahi is a luxurious resort fronting onto beautiful Keawakapu Beach with acres of tropical grounds and 4 pools. Unit 16B is a mid property, renovated ground floor ocean view studio unit (500 sq feet) with a King sized bed, walk in shower and full kitchen. Enjoy your morning coffee and meals from the peaceful, shaded lanai which opens onto the lush greenspace and gardens while enjoying ocean views. A short walk to the beach, pools, luxury shopping, highend dining and golf courses.

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, 180 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, 132 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 18.5% included in final price.

Top guest favorite
An expansive covered lanai features comfortable seating with plush cushions, accented by a decorative table. String lights adorn the ceiling, and panoramic ocean views showcase a vibrant sunset over palm trees and neighboring properties.
Guest suite in Wailea
4.99 out of 5 average rating, 134 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
A private rear deck features a shaded area with tropical foliage and bamboo fencing. Two surfboards and beach gear are neatly stored, along with a round table and colorful chairs for seating. A large black container sits in the corner, adding to the functional outdoor space.
Villa in Kihei
4.92 out of 5 average rating, 367 reviews

Steps from Beach • Park at YOUR Private Back Door

Ground-floor, bottom corner unit across from Cove Beach — close to beach sunset, surf, food trucks and local stores. The only unit with a tandem parking stall right next to your wall and back deck entrance. Step out of your car, walk straight in to your smart lock security door on your own back deck. Fully upgraded with fast Wi-Fi, two AC units, new appliances and a lava rock shower with hot/strong pressure. Sleeps 4 with a master + studio, beach gear, well-stocked kitchen and fresh linens.

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
4.97 out of 5 average rating, 157 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, 255 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, 185 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.

Top guest favorite
A balcony table is set with a bottle of wine and two glasses, overlooking lush palm trees and an ocean view. The space is bright and airy, creating a welcoming atmosphere complemented by a calm beach landscape in the background.
Condo in Kihei
4.95 out of 5 average rating, 155 reviews

Top Floor Ocean Views | Beach & Restaurant Access

As Maui heals, the community welcomes visitors to enjoy this beautiful island. Your presence will be a great way to give back and support local businesses. We are happy to host you :) Views From the Six is a gorgeous sixth-floor, penthouse condo in the perfect location. Enjoy unobstructed oceanfront views, a 2 min walk to the beach, and delicious food options nearby. ★ Panoramic oceanfront views ★ Walk to beach, food trucks, surf school ★ Resort amenities (beach gear, toiletries)

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 Kihei
4.96 out of 5 average rating, 218 reviews

Top 1% Home with King Bed + Steps to Beach & Shops

Fully remodeled top-floor condo in one of South Maui’s most loved complexes! Enjoy stunning sunsets and peekaboo ocean views from your private lanai. Stroll to beautiful beaches, shops, and restaurants, then unwind in the resort-style pools and hot tubs. Every detail has been thoughtfully updated for comfort and style. Whether you're here to relax, explore Maui, or do a bit of both, Makana Condo is the perfect island home away from home. 🌴✨

Top guest favorite
Home in Wailea
4.96 out of 5 average rating, 455 reviews

Stunning ocean view, heated pool at home by Wailea

Ocean, sunset views, unique home reminiscent of a Victorian villa with heated private pool for guests in the villa, tropical gardens. Home renovated and maintained by designer. Cal King in main, second has twin beds. Pac n play and high chair are available. Open plan living with dining and relaxing on the lanai. Keawakapu beach, Wailea shops and restaurants 5 minutes drive. Your private view retreat. #BBMK 2016/0003

Top guest favorite
A vibrant sunset casts warm orange and yellow hues over the ocean, with waves gently lapping at the shore. Silhouetted palm trees and lush greenery frame the scene, while rocky outcrops jut into the water, creating a picturesque coastal landscape.
Condo in Wailea
5 out of 5 average rating, 169 reviews

Romantic, Luxury Condo with Spectacular Ocean View

Our luxury condo in the heart of Wailea is close to the beach and world class golf. You’ll love our condo because of the beautiful upgrades, the high ceilings, the kitchen, the comfy bed, the wonderful sea breezes and the spectacular ocean views. Our condo is romantic and great for couples.

Popular amenities for Kihei vacation rentals

When is the best time to visit Kihei?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ918ﺩ.ﺇ981ﺩ.ﺇ900ﺩ.ﺇ757ﺩ.ﺇ720ﺩ.ﺇ716ﺩ.ﺇ701ﺩ.ﺇ657ﺩ.ﺇ639ﺩ.ﺇ661ﺩ.ﺇ727ﺩ.ﺇ863
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Frequently Asked Questions

  • What are the best places to stay in Kihei?

    Kihei has a range of vacation rentals, condos, and locally owned guesthouses across beachfront and residential neighborhoods. Many visitors look for stays near the coastline to enjoy ocean access, while others explore quieter areas inland for a relaxed atmosphere.

  • What are the best things to do in Kihei with kids?

    Explore sandy beaches for swimming or snorkeling, visit local parks with playgrounds, and check out marine life at the Hawaiian Islands Humpback Whale National Marine Sanctuary. Family-friendly food trucks and small shops create a relaxed, welcoming environment.

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

    Enjoy snorkeling and paddleboarding along the coastline, explore traditional Hawaiian markets, or visit the Hawaiian Islands Humpback Whale National Marine Sanctuary. Sunset strolls on local beaches and sampling regional cuisine are frequently suggested activities.

  • How is the weather in Kihei?

    Kihei has warm, breezy days year-round, with temperatures typically between 53–76°F (12–24°C). Drier months fall in late spring and summer, while winter brings occasional showers and slightly cooler evenings.

  • When is the best time to visit Kihei?

    Late spring and summer are often recommended for clearer skies and drier weather, making beach and outdoor activities popular. Winter brings mild temperatures, more frequent rain, and seasonal whale watching opportunities.

  • What are the best places to visit in Kihei?

    Many visitors explore the Hawaiian Islands Humpback Whale National Marine Sanctuary, Kihei Regional Park, and colorful farmers markets. Local beaches, with calm waters and golden sand, are also frequently suggested.

  • What are some hiking trails in Kihei?

    Kihei has coastal paths along beachfronts, native plant trails in regional parks, and routes where you might spot local wildlife. Nearby areas feature volcanic landscapes and scenic overlooks for those seeking more adventurous hikes.

  • What are some family activities we can do in Kihei?

    Families often spend time at local parks, swim and snorkel at calm beaches, or take educational tours at the Hawaiian Islands Humpback Whale National Marine Sanctuary. Local gelato shops and oceanfront playgrounds add to the welcoming atmosphere.

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

    Around Kihei, you can explore upcountry farms, stroll local botanical gardens, or discover small towns known for art and history. Haleakalā National Park is frequently suggested for sunrise experiences and sweeping volcanic views.

  • Are there any pet friendly accommodations available in Kihei?

    Many vacation rentals and condos in Kihei welcome pets, especially in residential neighborhoods near parks and coastal paths. Local beaches and open spaces offer plenty of opportunities for outdoor activities with your dog.

  • What are some local tips for visiting Kihei?

    Pack reef-safe sunscreen, respect traditional Hawaiian customs, and rinse off before entering the ocean to help preserve marine life. Early mornings are often quieter on the beaches, and food trucks can be a good place to try locally rooted flavors.

  • What is Kihei known for?

    Kihei is known for its sunny coastline, frequent whale sightings during certain months, and relaxed beach town ambiance. Locally rooted markets and Hawaiian cultural sites add to its distinct character.

  • What are the best hidden gems to explore in Kihei?

    Discover peaceful neighborhood beaches, small-batch gelato spots, and community-run farmers markets with regional produce. Shaded walking trails near ponds are occasionally mentioned by returning visitors.

  • What are the best foods to try in Kihei?

    Sample poke bowls, fresh-caught fish plates, and shave ice topped with island flavors. Food trucks serve traditional Hawaiian lunches alongside Asian and Pacific-inspired dishes.

  • What should I bring for a trip to Kihei?

    Bring lightweight clothing, sun protection, and sandals for the beach. Reef-safe sunscreen, a reusable water bottle, and a light rain jacket are also useful for changing weather and outdoor activities.

  • What is the nightlife in Kihei like?

    Kihei has a welcoming nightlife with open-air bars, casual music venues, and local restaurants offering evening entertainment. Many spots highlight live Hawaiian music, relaxed social scenes, and coastal views.

  • What are the most popular events or festivals in Kihei?

    Kihei celebrates Hawaiian arts festivals, seasonal farmers markets, and community oceanfront gatherings throughout the year. During winter, events often center on whale watching and local environmental awareness.

  • Are there family friendly vacation rentals in Kihei?

    Many vacation rentals in Kihei are suitable for families, with options that include multiple bedrooms, kitchen facilities, and access to pools or outdoor spaces. Neighborhoods near beaches or parks are often selected by traveling families.

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 2,880 vacation rentals in Kihei

  • Verified guest reviews

    Over 150,280 verified reviews to help you choose

  • Family-friendly vacation rentals

    1,140 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Vacation rentals with a pool

    2,700 properties feature pools

  • Rentals with dedicated workspaces

    1,250 properties have a dedicated workspace

  • Wi-Fi availability

    2,850 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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