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Vacation rentals in Kihei

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Family friendly vacation rentals in Kihei

Superhost
Apartment in Kihei
4.82 out of 5 average rating, 542 reviews

Hawaiian Paradise Escape Across Street from Beach

WayneRating, 5 stars4 days ago
A++++++ owners, place was great for what we needed. Sleeps 2-3 comfy, might be able to squeeze in a 4th. Full mini kitchen, patio, pool/spa/BBQ’s, tennis courts. 1/4 mile walking distance to beach. Cute wildlife w/ birds & chicken all over property. Everyone was friendly. 5-10min from downtown Kihei shopping & grocery stores.
Superhost
Condo in Wailea
4.88 out of 5 average rating, 187 reviews

Remodeled,Ground Level,King Bed,Walk To Beach

TamsenRating, 5 stars2 weeks ago
Really cute and well appointed space. Everything you could want in the kitchen. Bed and linens were very comfortable. I will definitely book again with Ted!
Guest favorite
Condo in Kihei
4.89 out of 5 average rating, 133 reviews

Incomparable Maui Sunset condo, includes all taxes

DanRating, 5 stars4 weeks ago
First and foremost was the excellent, prompt communication with the host. Kyra always responded to any questions, and offered suggestions that encouraged us to explore the beautiful island. The condo itself has everything one would expect, from a very comfortable bed, to a fully equipped kitchen, BBQ's cleaned daily in the beautifully maintained grounds, and a short walk to the beach. Also, with a security guard present, one feels very safe. Definitely recommend!
Guest favorite
Apartment in Kihei
4.91 out of 5 average rating, 130 reviews

Sugar Beach Resort #532 - Maui HI

RachelRating, 5 stars3 weeks ago
We came here for our 20th anniversary. The views and beach are unparalleled. It is a more private setting and not walkable to downtown Kihei. This was perfect for us because we just wanted a chill place to be. It is still very accessible to the entire island and Kihei is really easy to get to. We will absolutely stay here again when we come back to Maui!
Superhost
Apartment in Kihei
4.79 out of 5 average rating, 170 reviews

Maui Vista #2110. Ground flr! Bdrm AC! Near beach!

RobinRating, 5 stars6 months ago
Brie's AirBnB was the perfect mini vacation for us and our children. Highlights: We enjoyed going out the back patio to the private pool on the property. The AirBnB is on the ground floor which also made it easier to come and go. But the main part is we ALL felt at home. Plenty food places to go to. We went to Nalu's and Kihei Caffe :) We are so very grateful synchronicity brought us to Brie's Airbnb. Mahalo for the last-minute booking!
Guest favorite
Condo in Kihei
4.83 out of 5 average rating, 229 reviews

Beachy Bright Maui Vista location

StephanieRating, 5 stars1 month ago
The location was perfect! Right in the middle of great restaurants & beaches. Also with comfortable driving distances to other beaches. Mary has in her binder & all throughout the condo, information & instructions- all very helpful. I will definitely book with her again!
Guest favorite
Condo in Kihei
4.91 out of 5 average rating, 108 reviews

Tropical Garden near Beach, Romantic Kids Friendly

LolaRating, 5 stars3 weeks ago
Amazing stay!! We loved the location and the resort amenities were perfect. Large pool which was never too busy. We stayed with our baby and she also loved it. Highly recommend for anyone, especially families! We will definitely be back.
Superhost
Condo in Kihei
4.86 out of 5 average rating, 201 reviews

Studio with Beach, Pool, Hot Tub, Tennis, & BBQ! 15A

madisonRating, 5 stars2 months ago
Amazing host ! Couldn’t ask for a better stay ! Christina was super helpful and friendly , would highly recommend, will definitely be booking again next time we stay ! Can’t thank you enough x

Other great vacation rentals in Kihei

Top guest favorite
Apartment in Kihei
4.98 out of 5 average rating, 43 reviews

New Listing!

JakeiaRating, 5 stars4 weeks ago
Marie was fantastic! Her place was spotless, and I felt right at home. I’ve traveled all over and stayed in several Airbnbs, but Marie’s place has everything one could think of. Like ziplock bags and laundry baskets. It is the little things that makes this spot worth it. It was also very clean and located near some great food spots. A bonus was having a sauna to use at our disposal. I would definitely book this Airbnb again.
Guest favorite
Apartment in Kihei
4.92 out of 5 average rating, 114 reviews

Super Discount Rates at our Oceanfront Penthouse!

AndrewRating, 5 stars4 weeks ago
We enjoyed our time in Kihei. It’s centrally located, has great parking and is perfect for relaxation. You look right out on the ocean, have direct beach access, and lots of restaurants nearby. We would stay here again.
Guest favorite
Condo in Kihei
4.96 out of 5 average rating, 124 reviews

Top Floor Ocean Views | Beach & Restaurant Access

VanessaRating, 5 stars2 weeks ago
Beautiful place and great location. My only concern was how hot the bedroom was. We ended up sleeping on the pull out couch in the living room.
Guest favorite
Condo in Kihei
4.97 out of 5 average rating, 65 reviews

Hot Deals! Limited Availability- Maui Getaway

AndreaRating, 5 stars6 days ago
Kalea’s was alway available to answer questions very quickly. The condo was very well taken care of and had everything we needed. Loved the location and area much different than Kanapali as it’s much closer to other areas of the Island to explore. The lights and fan can be tricky at times but remember your own Hawaiian time. Mahalo
Superhost
Condo in Kihei
4.84 out of 5 average rating, 256 reviews

0.1 mile to Beach&Downtown! Peaceful Oasis&Modern

GeoRating, 5 stars1 day ago
Great place! Honestly words can’t explain to be here. I enjoyed every moment I had in Maui. Beach is so close by to visit daily!!!
Guest favorite
Condo in Kihei
4.98 out of 5 average rating, 45 reviews

Enjoy this Beachfront Unit w/Peaceful Ocean Sounds

BrendaRating, 5 stars1 month ago
Beautiful place to stay. The views from the balcony are amazing! The condo was comfortable and had everything we needed for a great stay. We walked down the beach a couple of times and were able to see turtles that were resting on the sand. The swing is a great touch and great to relax in. Jeremy is very responsive. Would definitely stay again.
Guest favorite
Condo in Kihei
4.95 out of 5 average rating, 111 reviews

Lovely Oceanfront Condo with pool

PatRating, 5 stars3 weeks ago
Was a great place. The beach was right there- it is a bit rocky but we definitely had an ocean view with a peaceful surrounding
Guest favorite
Condo in Kihei
4.88 out of 5 average rating, 112 reviews

Gem at Maui Vista | Walk to Charley Young Beach

CaseyRating, 5 stars2 weeks ago
It’s a great place to stay. Close walk to Charlie Young Beach Park and plenty of food spots including a grocery store. Foodland has better beef than Safeway at a better price even. Just ask to sign up for the price card. Nice beach chairs, cooler, umbrella, beach/regular towels provided. Nice appliances, great lanai with outdoor seating. Gas BBQ’s on site. Awesome shower and good parking. Kihei and Maui Vista are a nice place to visit.

Quick stats about vacation rentals in Kihei

  • Total rentals

    2.8K properties

  • Total number of reviews

    140K 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

  • Rentals with dedicated workspaces

    1.2K properties have a dedicated workspace

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.

  • Are there vacation rentals near Kihei's top attractions?

    You're in luck! Stay at the heart of it all with our vacation rentals near Kihei's top attractions. We offer over 7,740 vacation rentals near Fred''s Mexican Cafe - Kihei, over 7,240 vacation rentals near Coconut''s Fish Cafe, and over 7,740 vacation rentals near Cafe O''Lei Kihei, and so much more! Experience the best of Kihei right on your doorstep.

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

    Yes! Work meets play with ease at over 1,180 vacation rentals in Kihei featuring dedicated workspaces. Stay connected and productive in your home away from home.

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