• Skip to primary navigation
  • Skip to main content
  • Skip to primary sidebar
  • Skip to footer

Explore Now Or Never

Travel guides for global adventures

  • Email
  • Facebook
  • Instagram
  • Pinterest
  • Destinations
    • Europe
      • Austria
      • France
      • Germany
      • Italy
      • Ireland
      • Portugal
      • Scotland
      • Spain
    • North America
      • USA
      • Mexico
    • Oceania
      • New Zealand
      • Moorea
  • Travel Resources
    • Travel Gear + Packing Lists
    • Travel Tips
  • Travel Stories
  • About Me
    • Work With Me
    • Published Work
    • Media
  • Contact
  • Privacy Policy

Kihei, Maui Vacation Rentals for 2021: 17 Stunning Condos, Apartments & Homes (+ 2 Airbnb Options)

Updated on April 1, 2021

This article may contain affiliate links. This means that when you click on products we recommend through a link, we may earn a small commission at no cost to you. For more information, please read our disclaimer page.

If you’re looking for the best Airbnb Kihei, Hawaii has to offer, you’re in good hands. This post breaks down the best of the best, highlighting some of the most spectacular vacation rentals in Hawaii.

Maui is truly paradise, with shimmering turquoise waters lapping at its golden beaches. Rivers meander through lush mountain valleys and over hidden waterfalls, and a dormant volcano rises boldly as its centerpiece. (You can read more on my ultimate guide to Maui here.)

Hop into a kayak, paddle SUP-style, or grab a snorkel and dip into the waves in search of Hawaiian green sea turtles. Or experience Aloha the Maui way…just soaking up the rays on the beach.

If you’re looking for a place to stay in Maui, the small town of Kihei is the ideal spot to base.

snorkeling-with-sea-turtles-tunnels-beach-kauai

It’s close to some of the most beautiful beaches in the U.S. and plenty of tours leave from here, too. All that and it’s easy to find stunning, budget-friendly accommodation. 

From quaint cottages amid the palms to beachfront villas with an ocean view, Kihei provides options for every traveler. And many are within walking distance from Maui’s best beaches.

Dining options and shops are in high supply, too.

ocean view from a hotel
Have a sunset cocktail at 5 Palms in Kihei! (But reserve ahead.)

Best Condos and Vacation Rentals in Kihei, Maui

Now, without further delay, let’s dive into the best places to stay in Kihei, Maui.

1. Beachfront Villa at Coconut Bay

Looking for a peaceful oceanfront retreat for a large group? Head to this five bedroom beachfront villa with everything you need!

It’s just a few steps past your private pool, hot tub, and shaded lanai through a tropical coconut grove to miles and miles of sugary beach sand.

This five bedroom house is two stories and 3500 square feet of living space. Pull open the retractable glass doors and let the light flow in. Decor is all about soft linens and hardwood with a Hawaiian art theme.

This is authentic life in Hawaii at is best…far from the tourist fray. So prepare a meal in the gourmet kitchen with an ocean view. And then head out for kayaking in six miles of reef-protected beaches here.

Guest review: “Dream property! We just finished an extended family vacation for 3 families and this house was exactly what we were looking for. The private pool and hot tub, quick access to the beach, and central location on the island checked all our boxes!”

—Malcolm M., Feb 2021

Check price and availability on the Coconut Bay villa here.

cottage interior
Photo credit: Coconut Bay Villa via VRBO
oceanview from patio

2. Cottage with Waterfall Pool

This beautiful two bedroom cottage is the perfect close-to-the-beach retreat for a small family. Bedroom 1 includes a queen bed while the bed in bedroom 2 works as either a queen or two twins.

Nestled on a half acre of lush, tropical landscaping, the property offers an upscale kitchen, heated pool with waterfall (!), and custom tile and gorgeous Koa wood floors.

Watch the kids play in the pool while you sip a glass of wine on the shaded patio. Best of all, your host is a friendly local who lives on the property and is happy to act as your concierge for reserving all your Maui excursions. There’s nothing like local advice!

Guest review: “The place was conveniently located and well furnished for our family of four. The kids especially loved the pool and patio, which they used at every possible time. Elaine was a fantastic host. We would definitely stay at this property again on our next trip to Maui.” —Brian H., Feb. 2021

Check price and availability on the cottage with waterfall pool here.

outdoor waterfall pool view
Photo credit: 2 Bedroom cottage via VRBO
cottage interior view

Read more on Hawaii travel:

• 17 best Lahaina condos for rent

• 15 Best stops on the Road to Hana

• Where to stay in Kona, Big Island

• Hawaii Packing essentials

3. Maui Beachside Penthouse

Looking for the perfect retreat for honeymooners? Or two couples? Head to this Maui beachside penthouse. It’s one of the best condos in South Maui. The sand at Waipuilani Beach is just a few steps from your condo.

This two bedroom place includes a master suite with a queen bed and a queen or bunk beds in the guest bedroom. There are two baths as well.

This updated rental feels warm and modern and comes with comfortable furniture on the lanai overlooking the pool and ocean. Plus, hosts are happy to share their local picks for restaurants and activities with you. 

Welcome to tropical paradise! This penthouse gets five star reviews from travelers.

Guest review: “What an unforgettable experience! We celebrated our anniversary at Maui Beachside in Maui and can’t wait to return! The views were unreal and as many have shared – The home is fully equipped with everything you could possibly need and more.” —Felicia, March 2021

Check price and availability on the Maui beachside penthouse here.

lanai with pool and ocean view
Photo credit: Maui Beachside Penthouse via VRBO
interior view of cottage
Photo credit: VRBO

4. Oceanfront Penthouse with Breathtaking Ocean Views

If you’re seeking beachfront bliss as a couple, this oceanfront penthouse at beautiful Maalea Bay is the place to be.

This place has a full ocean view. It’s just 50 feet from file miles of white sandy beach with a refreshing cross breeze as a bonus. It offers sweeping views of the ocean and surrounding islands.

You can admire these vistas from the living area through expansive windows. Or pour a drink and head out to your lanai. This is the best sunset spot in Maui. Watch the pink of the fading color fill the room while you cook dinner.

This one-bedroom condo boasts a luxurious king in the master. Dina’s Sandwich Shoppe is located right on the grounds of the property for maximum convenience.

Guest review: “Great view, well stocked, clean, covered parking, perfect location and beautiful beach that runs for miles.” —Joyce H., March 2021

Check price and availability on the Oceanfront Penthouse here.

lanai over the beach
Photo credit: Oceanfront Penthouse via VRBO
living room interior

Are you all packed for Maui? Click here to download a printable Maui packing list with 31 essential items you’ll need.

5. Kula Jewel with a Pool

If you’re looking for a beautiful property for a group stay but are on a budget, consider this jewel of a cottage in Kula with a pool and hot tub. It’s not beachside in Kihei; it’s upcountry, on the way to Haleakala National Park.

This guest favorite sleeps eight and is a steal for the quality. With bicoastal ocean and country views, it’s easy to head to South or West Maui for beach time or east to the Road to Hana or up to Haleakala.

The master bedroom features a king bed and en suite full bath. The other two bedrooms feature queens and one of them has a private lanai. Plus, it’s located on an acre of wildflowers and serene farm land.

Guest review: “Our family enjoyed the beautiful views and delightful hot tub in the cool evenings. The fresh native Maui flowers in every room made it very special. Thanks to Pamela! We hope to return soon!” —Jaye M., Jan 2021

Check price and availability on the private upcountry home here.

view from lanai
Photo credit: Private Home via VRBO
home interior view

6. Oceanfront Menehune Shores

You can’t get any closer to the sea than this! This lovely three bedroom condo at Menehune Shores in South Kihei feels upscale all the way.

Situated on Kalepolepo Beach and next to the Hawaiian Islands Humpback Whale National Marine Sanctuary, It’s the perfect spot for a family, three couples, or a group of friends.

You’ll love sitting on the lanai with all of your favorite people watching the Hawaiian green sea turtles swim by as you sip your morning coffee or a sunset cocktail. Plus, all of the furnishings are new. Cook meals in the fully equipped kitchen or head up to the rooftop patio to BBQ.

This is the peaceful part of Kihei. The only sound you’ll hear is the waves lapping below. Just bring your bathing suits! The condo has absolutely everything you need for an idyllic Hawaiian getaway.

Check price and availability at Oceanfront Menehune Shores here.

Guest review: “WOW! is the expression you get when you step into this Kihei vacation rental! The condo is beautifully and tastefully decorated, has all the amenities you need.” —Jenn S., Feb 2021

patio ocean view
Photo credit: Oceanfront Menehune Shores via VRBO
condo interior view
Photo credit: VRBO

7. Fantasy Villa for a Destination Wedding

Looking for a bucket list stay for up to 10? Whether you’re planning a destination wedding or a special birthday bash, this incredible beach villa will wow you and your guests.

With 5 beds and 5 baths, the property is in a gated enclave that fronts 70 feet of conservation land along the beach in North Kihei. You’ll spot the attention to detail and luxury everywhere.

From the saltwater pool + spa and the 21 foot wide folding glass wall to the floating staircase  and wine fridge, you may never want to leave this incredible retreat. And who could blame you?

Eat dinner al fresco on the patio after taking in the Maui sunset from the luxe sunbeds. This is serenity and seclusion at its finest.

Check price and availability at the fantasy villa here.

Guest review: “Amazing stay! This house is truly magical. No words can describe how amazing it was. We just got married and our family enjoyed this house so much! Everything was perfect! Thank you!” —Joaquin M., Sept. 2019

outdoor view of the villa with pool
Photo credit: Beachfront Modern Villa via VRBO
living room interior
Photo credit: VRBO

8. Oceanside Tropical Getaway

If you’re looking for an ocean view on a budget, you can’t beat this three bedroom oceanside corner unit condo. It’s just steps to the beach from the condo.

The master bedroom (king bed) and bath offer ocean views on both sides. Bedroom 2 includes two twin beds, making this unit perfect for a small family.

While it’s not as fancy as other options, the tropical flair and  prime location make it a steal. You’l enjoy panoramic views of Haleakala, Molokini and Maui’s south shore as you fall asleep to the soft sounds of surf.

Guest review: “Third time staying here. You will not find another condo this close to the water. Best seat in the area to catch sunrise over Haleakala, watch turtles graze on vegetation on the rocks 30’ from your lanai. Whales jumping and dancing everywhere you look.” — Lucas P., Feb 2021

Check price and availability on the Oceanside Tropical Getaway here.

lanai with beach view
Photo credit: Tropical Getaway via VRBO
bedroom view
Photo credit: VRBO

9.  Maui Sunset Resort

Maui Sunset Resort is one of Kihei’s best resorts and this spacious ground floor end unit is everybody’s favorite. Just walk out the patio and you’re steps from the large communal pool and hot tub. Tennis courts are just around the corner and kids love the shuffleboard court here.

Because you’re at the oceanfront end of the resort, it’s just a one minute walk to Sugar Beach. You’ll also enjoy ocean views from this completely updated unit. It’s got a clean, sleek, modern vibe and a fully stocked kitchen.

This condo sleeps 12 with a king bed in the master bedroom, two queens in bedrooms 2 and 3, and two sets of bunk beds to sleep four in the fourth bedroom. There are 3 baths.

Guest review: “Wonderful condo in an amazing location! It’s nice to get to a property and be blown away by how much better it is even than the listing made it seem. The bottom floor location and views can’t be beat. Lots of space for our two families of four, wonderfully laid out. Great access to pool, ocean and beach.” —Kate H., March 2021

Check price and availability at Maui Sunset Resort here.

aerial view of the pool
Photo credit: Maui Sunset Resort via VRBO
villa interior

10. Kihei Sands Beachfront Condo for Four

Honeymooners and families alike love this upscale but relaxed two bedroom condo on the second floor at Kihei Sands. But it’s truly perfect for two couples.

This unit feels fresh and new. It’s filled with natural light…Just open the glass sliders and take in the ocean breeze. It’s decorated in warm earth tones with pops of bright color with tasteful Maui decor. Listen to the ocean waves just behind you as you lounge at the beautiful communal pool.

You’ll enjoy ocean views from your Lanai and it’s just a 10 second walk to the soft sandy beach. Many love Kihei Sands for the more intimate feel. There are just 30 units for a warm and welcoming family feel.

Guest review: “We booked this little jewel for us and my brother and sister-in-law and we’re more than happy with everything. It is cozy and very tastefully decorated. I loved that it had 2 very comfortable king sized beds for our two couples!” —Diane J., Feb 2020

Check price and availability at the Kihei Sands beach condo here.

pool and ocean view
Photo credit: Condo via VRBO
interior of condo

11. Oceanfront Sugar Beach

This cozy oceanfront condo at Sugar Beach is the idyllic spot for a couples getaway. Guests rate it as exceptional.

The beach is 20 feet from the building and the southwest exposure of the lanai makes it the perfect spot for sunset viewing. This is a one bedroom condo with a brand new king pillowtop bed in the master.

Furnishings have a warm wood and colorful Hawaiian vibe. Enjoy the gourmet kitchen or take advantage of the grill at the community barbecue and pool. You’ll find a hot tub there as well.

Guest review: “Wonderful stay! Sugar Beach is a fantastic location on a long stretch of beach, perfect for walking every morning and evening. Unit 525 is well appointed with a fantastic lanai to enjoy the view for hours on end.” —Katie P., March 2021

Check price and availability on the oceanfront sugar beach condo here.

outdoor pool and ocean view
Photo credit: Oceanfront Sugar Beach condo via VRBO
interior of living room

12. Royal Mauian Beachside Penthouse

Traveling with two couples or just need two bedrooms? Immerse yourself in the good life here at the Royal Mauian beachside penthouse.

The master suite (king bed) offers soft surf sounds to fall asleep by. The second suite can be configured for either two twin beds or a king. Plus, your use of the property includes boogie boards, chairs, towels, sand toys, and snorkel fins.

Beach and pool access is easy here. And open plan living means you’ll be in and out on the lanai with the Hawaiian breezes as you settle in with a book, a tropical drink, or a puzzle with the kids.

Guest review: “Look no further! This place was absolutely amazing. It seemed to have been recently fully renovated and everything in it seemed brand new. We are very particular about cleanliness and we felt 100% comfortable here. The layout was perfect for our family of four.” —Justin S., Feb 2021

Check price and availability on the beachside penthouse here.

lanai with ocean view
Photo credit: Beachside Penthouse via VRBO
living room interior
Photo credit: VRBO

13. Beach House by the Water

If your group is looking to spread out with easy access to the beach and a private saltwater lap pool, head to this lovely beach house! This place makes an ideal Kihei base for a family or large group of friends. It’s just one house away from the beach.

This is a brand new, just constructed three story beach house with epic beach and mountain views. And it has separate entrances for each floor. The three bedrooms sleep 10 or accommodate 2 to 3 more people when you add the optional fourth bedroom.

You’ll enjoy a full kitchen here but the main dining area is out on the lanai. Rinse off from the beach in the outdoor shower. Guests are also welcome to enjoy the four bicycles, two stand up paddle boards (and life vests) as well as two tandem ocean kayaks.

Guest review: “Perfect for families! We loved our time at Mark’s property. The home was spacious and included everything you could need. It was awesome to have such amazing patio space and a pool on the property. We’ll definitely stay again if we return to Kihei!” —Kenzie S., Feb 2021

Check price and availability at the beach house by the water here.

Beach house aerial view
Photo credit: Beach House on the Water via VRBO
beach house living room interior
Photo credit: VRBO

14. Maui Moon Oceanfront Condo

Maui Moon is another great option for couples looking for an upscale oceanside stay that doesn’t break the bank. This bright and breezy one bedroom, one bath condo is newly remodeled.

The kitchen and baths are fully stocked and everything you need for the beach—from beach chairs to a cooler—are available for your use.

Enjoy the oceanfront swimming pool and dining area, BBQ up on the rooftop, or walk over to the quiet surf and swimming beach at the Kalepolepo Fishpond. It’s just steps away from the property.

Plus, the unit is on the quieter end of Kihei so it’s the best of both worlds. Relax in peace and walk over to restaurants and entertainment in “downtown” Kihei. (Check out Ohana or Nalu’s for live jazz.)

Guest review: “What an amazing stay! The views are absolutely gorgeous and the unit is great! My boyfriend and I stayed for a week to work remote, the views from the outdoor lanai are unreal.” —Marissa L., Jan 2021

Check the price and availability at the Maui Moon condo here.

lanai with ocean view
Photo credit: Maui Moon via VRBO
condo living room interior

15. Rare Gated Private Beachfront Home

This is a bucket list property! The perfect spot for a destination wedding, a milestone birthday, or family graduation party. Guests truly rave about their stay in this special place.

This is a truly gorgeous custom six bed/six bath home that can sleep up to 14 guests comfortable with 7 beds and a sofa sleeper. Need more room? Ask about the adjacent beachfront home.

Located in the heart of Kihei, you can watch the sun set over the ocean poolside as the tiki torches glow. Or…walk through the manicured lawn directly onto the sand.

Whip up a culinary delight in the high-end kitchen and then dine at one of the many outdoor areas fringed by hot pink bouganvilla blossoms. (Or at the handcrafted wooden table in the dining room.)

The fresh furnishings, crisp white bed linens, and warm wood all invite you to make memories here.

Guest review: “Maui wowie! Such a fantastic experience from start to finish. The property is a true gem….wow! We had an amazing week and will be back again soon!” —Judson V.

Check price and availability on the gated beachfront property here.

condo outdoor view
Photo credit: Gated Beachfront Property via Airbnb
bedroom interior with beautiful lanai

Two Kihei Airbnb Options

16. House of the Sun Loft

Wooden floors and furnishings give House of the Sun Loft an organic and rustic feeling.

Yet, its classy details and modern styling make it feel incredibly current and comfortable. What’s more, double-height windows pour plenty of natural light into the condo.

The private balcony is a great place to plan your day over a cup of coffee, and the communal pool is ideal for basking in the sweet Maui sun. 

The loft also offers a full kitchen for guests who love to cook. A pair of bedrooms sleeps up to four guests in absolute comfort.

In under a minute, you can walk to the closest beach in Kihei for a picnic. Plus, the key lockbox will make your check in and check out a breeze.

Check price and availability on House of the Sun Loft here.

Guest review: This place was stunning, super clean, and had all the amenities you are looking for! Best place to stay in Maui.“

—Chellia

living room interior
Photo credit: House of the Sun Loft via Airbnb
living room interior

17. Private, Family House, Hot Tub-Close to Beach, Cafés, Shops

Lush tropical plants make an appearance through practically every window at this private family house, giving the impression that you’ve found your way into a rainforest.

At least, until you realize that it’s an easy walk to the beach from here.

Between its four bedrooms, each with king or queen beds, the cottage can sleep up to eight guests. The wholesome, island-style furniture is welcoming and cozy, giving the property plenty of charm.

In the backyard, you can kick back in the private hot tub while the kids play on the lawn. Then open up the BBQ grill for some spectacular outdoor living in Maui. 

All in all, this place is arguably the best Airbnb Kihei has to offer for big families.

Check price and availability on the Private Family House here.

Guest review: “Perfect home with all of the amenities. Hosts were fantastic.“

—Ann

kitchen interior
Photo credit: Family house via Airbnb
patio view

Final Thoughts on Kihei Condos, Vacation Rentals and Airbnbs

Kihei, Maui, really is one of Hawaii’s idyllic locales. With its breathtaking beaches and stunning Airbnbs, it’s a near-perfect holiday destination for every type of traveler.

It’s a place where affordable luxury thrives and natural beauty flourishes. 

So pack your bags and don’t hold back; the shores of Maui are calling. A sublime vacation is at your fingertips.

Hopefully, this guide to vacation rentals in Kihei, Maui has helped you find the best Airbnb to suit your needs. May your wildest tropical dreams come true in Maui. Enjoy!

flowers in botanical garden on road to hana
Botanical Garden on the Road to Hana

Like this post? Pin it for later!

Disclosure: As an Amazon Associate, I earn from qualifying purchases. As an Airbnb Associate, I earn when you book through certain links..

Filed Under: Hawaii Tagged With: Maui

Reader Interactions

Leave a Reply Cancel reply

Your email address will not be published. Required fields are marked *

This site uses Akismet to reduce spam. Learn how your comment data is processed.

Primary Sidebar

 

Hi! I’m Chris. Full-time San Diego-based freelance writer and fifty-something mom on a Mission Possible: to see the world in spite of time, money, and other life limitations. I’m about smart planning to stretch your travel dollar without sacrificing comfort…connecting with locals through immersive travel…and enriching my life through delicious foods, new experiences, and deep appreciation for the beauty in our world today. Are you in?

[Read more…]

  • Email
  • Facebook
  • Instagram
  • Pinterest

Footer

Recent posts

  • How to Spend 3, 5, or 7 Days in Kauai: The Perfect Itinerary (2021)
  • The Road to Hana in Maui: 15 Best Stops + Map
  • The Ultimate 2021 Maui Itinerary: How to Spend 3, 5, or 7 Days in Maui
  • 13 Epic Airbnb Yellowstone Cabins for a National Park Getaway in 2021
  • Condos and Airbnb Kona, Hawaii: 13 Gorgeous Vacation Rentals on the Big Island for 2021

Disclaimer

You can read my disclaimer here.

Copyright © 2021 · Metro Pro on Genesis Framework · WordPress · Log in

This website uses cookies to improve your experience. We'll assume you're ok with this, but you can opt-out if you wish.Accept Read More
Privacy & Cookies Policy

Privacy Overview

This website uses cookies to improve your experience while you navigate through the website. Out of these cookies, the cookies that are categorized as necessary are stored on your browser as they are essential for the working of basic functionalities of the website. We also use third-party cookies that help us analyze and understand how you use this website. These cookies will be stored in your browser only with your consent. You also have the option to opt-out of these cookies. But opting out of some of these cookies may have an effect on your browsing experience.
Necessary
Always Enabled

Necessary cookies are absolutely essential for the website to function properly. This category only includes cookies that ensures basic functionalities and security features of the website. These cookies do not store any personal information.

Non-necessary

Any cookies that may not be particularly necessary for the website to function and is used specifically to collect user personal data via analytics, ads, other embedded contents are termed as non-necessary cookies. It is mandatory to procure user consent prior to running these cookies on your website.

SAVE & ACCEPT