Holiday houses in Kihei

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Top-rated holiday rentals in Kihei

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Guest favourite
A spacious living area features a light grey sofa and a wooden coffee table positioned on a natural fiber rug. Large glass doors open to a patio with ocean views, while a flat-screen TV sits atop a console. Neutral curtains frame the windows, creating an airy atmosphere.
Condo in Maalaea
4.98 out of 5 average rating, 110 reviews

Coastal Dream Oceanfront Condo!

Take a moment to unwind and appreciate the stunning views from the patio, where you can spot whales from Nov-April and catch a glimpse of surfers riding the "Freight Train" during mid-summer. Venture out for a leisurely walk to Maalaea Harbor Shops and the Maui Ocean Center, or explore with a drive to Lahaina (West), Hana (East), or Wailea (South tip). Enjoy delightful amenities including Heated Pool, Oceanfront BBQ station, and Lounge area on the lawn. Designated parking right out front.

Top Guest favourite
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 favourite
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, 369 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 favourite
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, 158 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 favourite
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 favourite
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 favourite
A living room area features a comfortable blue sofa with decorative pillows placed thoughtfully. A large window provides clear views of palm trees and the ocean beyond. A wooden coffee table sits in front, and a TV is mounted on the wall, opposite the sofa.
Condo in Kihei
4.95 out of 5 average rating, 198 reviews

Tranquil Oceanfront Vistas

Newly remodeled oceanfront 1 bedroom, 1 bath condo with fantastic ocean views. Located in the sunny and vibrant beach town of Kihei. Beach chairs, umbrellas, luxury beach towels and a cooler are all provided to enjoy your day at the beach! We strive to achieve a welcoming and thoughtful retreat for your stay in magical Maui. Whether you dine out at one of the delicious restaurants nearby or play chef in our fully stocked kitchen, you will enjoy your new home away from home in Maui.

Top Guest favourite
A dining setting is displayed on a balcony with a platter of fresh fruit, accompanied by glasses and a bottle of olive oil. Lush greenery and tropical plants surround the view, complemented by a bright blue sky and scattered clouds.
Condo in Kihei
4.96 out of 5 average rating, 190 reviews

Newly Renovated Corner Unit w/ View at Maui Vista

Aloha - welcome to your Maui escape! Just steps from the iconic Charley Young and Kamaole I beaches, our newly remodeled condo offers comfort and convenience, with amazing dining and drink options a short walk away. Enjoy fresh seafood, tropical cocktails, and all the island vibes. Thoughtfully designed and continuously updated, our space has everything you need for a relaxing, unforgettable stay. Book your tropical getaway today—we’d love to host you! Mahalo, Dave & Neldie

Guest favourite
A scenic outdoor space features a table set for dining, overlooking a vibrant green lawn and an expansive ocean view. Nearby, comfortable seating invites relaxation. The kitchen area is equipped with modern appliances, while a stylish clock adorns the wall.
Condo in Maalaea
4.94 out of 5 average rating, 148 reviews

Oceanfront Getaway, Brand New, Steps To Beach

Enjoy the panoramic ocean view directly from the living room. This wonderful ground floor unit offers privacy and tranquility with expansive ocean views, where you can enjoy seasonal whale watching, paddle boarding, surfing, snorkeling as well as many other activities just outside your door. The unit is also adjacent to one of the longest beaches on Maui, Sugar Beach. And just down the road you will find great shopping, restaurants, nightlife and the Maui Ocean Center.

Top Guest favourite
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, 150 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 favourite
A spacious lanai features a round table with a decorative centerpiece, surrounded by comfortable chairs. Lush palm trees sway gently in the breeze, while the vast ocean and distant shoreline are visible through the railing, under a partly cloudy sky.
Condo in Maalaea
4.96 out of 5 average rating, 171 reviews

Turtle Cove Oceanfront Views Island Sands Resort

This rare ocean-front condo (LEGAL vacation Rental) is stunning! We call it a "Cruise ship view" cause you can't get any closer to the water than this! Listen to the sound of the ocean from the comfort of your home, while watching whales (Dec-April) and Hawaiian Green Sea Turtles frolicking all year long! Fully stocked, has A/C in living room and bedroom. Located a five minute walk from boats, Maui Ocean Center Aquarium, shops and restaurants at Ma'alaea Harbor!

Top Guest favourite
Condo in Wailea
4.88 out of 5 average rating, 142 reviews

*Last Minute Deal*Luxurious*2b/2b OceanView Wailea

This ground floor 1071 square foot unit is situated just above the 11th fairway of the Wailea Blue Course. The living room and master bedroom have private lanais that step out to a relaxing open lawn with sweeping ocean views. Features include AC throughout the property, bamboo floors throughout, brand new tile in the master bathroom, granite counter tops, and cherry cabinets. Tastefully decorated this spacious condo truly has everything you will need!

Popular amenities for Kihei holiday rentals

When is the best time to visit Kihei?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$363 AUD$388 AUD$356 AUD$299 AUD$285 AUD$283 AUD$277 AUD$260 AUD$253 AUD$261 AUD$288 AUD$341 AUD
Avg. temp16°C16°C16°C17°C18°C18°C19°C20°C19°C19°C18°C17°C

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.

Quick stats about holiday rentals in Kihei

  • Total holiday rentals

    Explore 2,880 holiday rentals in Kihei

  • Verified guest reviews

    Over 150,280 verified reviews to help you choose

  • Family-friendly holiday rentals

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

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Holiday 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 holiday 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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