Holiday rentals in Kihei

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Quick stats about holiday rentals in Kihei

  • Total holiday rentals

    Explore 3,130 holiday rentals in Kihei

  • Verified guest reviews

    Over 159,190 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,320 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    2,900 properties feature pools

  • Rentals with dedicated workspaces

    1,340 properties have a dedicated workspace

  • Wifi availability

    3,080 of Kihei holiday rentals include wifi 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!

Top-rated holiday rentals in Kihei

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

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Top guest favourite
An open dining area features a round table made of natural wood, surrounded by woven chairs. A well-equipped kitchen with stainless steel appliances and quartz countertops is visible in the background. Large sliding glass doors provide unobstructed views of the ocean and nearby palm trees.
Apartment in Wailea
4.94 out of 5 average rating, 331 reviews

A.R.A Retreats: The Molokini

FULLY Renovated Summer 2023! Nicknamed “Molokini” this condo has stunning ocean view front and center of Molokini, you can witness multiple humpbacks jumping and playing during whale season from the comfort of your own private lanai. This condo is located in Wailea Ekolu in the well-known luxury resort community of Wailea. It offers a beautiful space for you to unwind after you spend all day taking in the sunshine around the island. Sit and enjoy your coffee whilst taking in our amazing views

Guest favourite
A modern kitchen features sleek cabinetry and stainless steel appliances, including a refrigerator and microwave. A light grey tile backsplash complements the white marble countertop, which hosts a built-in stove. Natural light enters through a small window, enhancing the airy space.
Flat in Kihei
4.94 out of 5 average rating, 135 reviews

High-end, On Beach, View Balcony, with Pool & BBQ!

Free Parking. Building is right on the beach and under 3 min walk to small market and world famous Ululani's shave ice shop. This condo is on the second floor with balcony with ocean view! This World famous Sugar Beach is in the backyard w/ 10 miles of sand. Fully Remodeled with High End Finishings. TWO FULL BATH. One with Tub and One with Shower. KING ADJUSTABLE BED. Split System AC. One in Living Room and One in Bedroom. Super Quiet. TWO TV's. One in the Living Room and One in the Bedroom.

Top guest favourite
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.
Apartment in Wailea
4.99 out of 5 average rating, 196 reviews

Romantic, Luxury Retreat w/Ocean View-Couples Only

Luxury accommodations in the heart of Wailea, Maui. Our condo has lovely ocean views, views of the lush tropical gardens and the pool. Sunset views from the lanai are stunning. Gourmet kitchen. 2 HD TVs, Bose sound system, AC, washer/dryer in unit, complimentary assigned parking. 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 Our condo is not suitable for children or infants.

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, 142 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
An aerial view captures the coastal Menehune Shores complex, showcasing its resort-style architecture alongside the ocean. Lush green lawns extend towards the shore where gentle waves lap against the sandy beach. The backdrop features the expansive landscape of Maui, highlighting both land and sea.
Apartment in Kihei
4.99 out of 5 average rating, 147 reviews

Stylish Kihei Condo in Oceanfront Resort Complex

This 2 bed 2 bath home away from home offers everything you need for your Maui vacation and sleeps up to 6. Situated in the Hotel zoned oceanfront Menehune Shores complex, the condo is just steps to the beach and features an oceanfront pool, shuffleboard courts, and acres of grassy lawn. Snorkel with the turtles in the ancient Hawaiian fishpond fronting the property or watch whales while you BBQ on the rooftop deck at sunset. The centrally located condo will have you never wanting to leave.

Guest favourite
Flat in Wailea
4.92 out of 5 average rating, 13 reviews

Maui Kamaole in Kihei | Ocean View, Pool, Hot Tub

Welcome! This is Maui Kamaole, perfectly located on Maui’s sun-soaked south shore! Highlights: - 2 Sparkling pools (one heated), 2 hot tubs, sauna and BBQ area on the property - Modern renovated ground floor unit for easy access—be on the beach in moments! -Stunning ocean views from your spacious private lanai (with glorious sunsets) -Tennis courts -Near golf, snorkeling, shopping, dining and luaus -15 minutes from Ma'alaea Harbor: sunset, snorkel and scuba trips, and whale watching!

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.
Apartment in Kihei
4.99 out of 5 average rating, 276 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
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.
Apartment in Kihei
4.96 out of 5 average rating, 206 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 modern living area features a comfortable sofa and armchairs arranged around a wicker coffee table. A large wall-mounted television displays a scenic beach image. Floor-to-ceiling glass doors provide views of the ocean and tropical landscape, allowing natural light to fill the space.
Flat in Kihei
4.94 out of 5 average rating, 103 reviews

Upscale Oceanfront Penthouse Vistas

Full remodel and decorated ourfitted with all new furnishings. This elegant 2-bedroom, 2-bath condo features luxurious touches paired with oceanfront serenity. Located in sunny Kihei at Menehune Shores resort, all of Maui is within reach. Beach chairs, umbrellas, towels, and a cooler are all provided. We offer a fully stocked kitchen for those who want to cook. Experience the resort's many amenities such as beach access with snorkeling, a private pool, and grills.

Superhost
The sleeping area features a spacious bed with a light-colored quilt and decorative pillows. Large sliding glass doors provide an expansive view of the ocean and palm trees, with soft curtains framing the scenic backdrop.
Apartment in Kihei
4.85 out of 5 average rating, 569 reviews

Amazing views at Oceanfront Studio

Maui welcomes you! We are so happy you are choosing Maui as your vacation destination. Either you are from here, frequent visitor, or first timer, we are thrilled to have you at our studio. The unit is a remodeled 433 sqft, top floor corner unit with ocean and mountain views. Sunrise can be enjoyed in summer, sunset views in winter. You can enjoy moon rise from Haleakala in summer. The complex has pool, hottub, and BBQ area. Thank you for your consideration.

Guest favourite
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.
Flat in Kihei
4.92 out of 5 average rating, 159 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.

Top guest favourite
Apartment in Kihei
5 out of 5 average rating, 18 reviews

Direct Oceanfront Condo Sugar Beach Resort Kihei

Enjoy true oceanfront living at Sugar Beach Resort in Kihei! Watch whales (in season) while eating breakfast on the private lanai. Relax with a pool, hot tub, or beach day at the resort, or explore nearby Maui adventures. Cook your own meals, do laundry in the air conditioned unit. On-site restaurant. Total renovation Dec 2025! All-new appliances, furniture, and a 65” Sony smart TV. Quiet, walkable 6-mile beach, away from South Kihei crowds.

Popular amenities for Kihei holiday rentals

When is the best time to visit Kihei?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€217€228€205€183€173€173€166€155€151€156€172€204
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.

Destinations to explore