Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (2024)

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Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (2)

Alyssa has been writing about exciting travel topics for Trips to Discover since 2013. After living the big city life in Chicago, Washington, DC, and Atlanta, Alyssa sold the bulk of her possessions and became a digital nomad, living full-time in her camper and working from wherever she could find an outlet and an internet connection for her laptop.Read full bio

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Last updated on September 1, 2023

Located on Maui’s southwest shore, Kihei is a Hawaii destination that’s a bustling beach town with access to multiple beaches. Kihei makes a great home base for exploring other parts of Maui and has many shops and restaurants to explore. It’s known for having a warm, dry, and sunny microclimate and also a laid-back, budget-friendly vibe that travelers will love.

To help you plan your trip, here are some of the top Vrbo rentals in Kihei, Hawaii.

Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (3)

Credit: Fall in love with the large lanai looking out to the lawn and ocean byVrbo.com

House on Beach in Maui

Larger groups of up to 10 people will feel comfortable in this 1,800-square-foot rental house in Kihei. It has four bedrooms, three full bathrooms, and three half bathrooms. The home was built in the 1960s and is next to another home that you can also rent out on Vrbo if you have an even larger group of up to 16 people. A block away from the rental property, you’ll find local restaurants, pubs, nightlife, and basic services. Guests enjoy this rental property because of the 20-foot by 24-foot lanai, which is perfect for sipping morning coffee and watching the ocean. The kitchen is fully stocked with everything you need to cook meals, plus a dining table that extends to seat 12 people. Meanwhile, the outside area offers lounge and deck chairs so you can make the most of your time outdoors.

Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (4)

Credit: Live like a local in this rare, oceanfront neighborhood byVrbo.com

Oceanfront Home, Endless Sunsets Everyday

Kihei travelers will love this charming, three-bedroom home that provides a local experience in a rare, oceanfront neighborhood. It is a clean and cozy place to stay for up to six people. The house rental has received many five-star reviews and is a wonderful place to make memories with your family. A one-time cleaning fee is charged at the time of booking.

Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (5)

Credit: Lovely Tropical Retreat byVrbo.com

Lovely Tropical Retreat

A group of four people can stay in this 605-square-foot condo and enjoy having a private bedroom and bathroom. The rental unit is a safe and clean place to stay and enjoy a home away from home while on vacation. The condo is well-located and well-stocked, and it has helpful owners that will make sure that you have an excellent stay. Among the many amenities offered here are a swimming pool, laundry machines, TV, internet, and air conditioning.

Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (6)

Credit: Beautiful Maui Beachfront Townhouse byVrbo.com

Beautiful Maui Beachfront Townhouse

You can stay in this 1,250-square-foot house with up to six people when you make a vacation rental booking on Vrbo. It has two bedrooms and three bathrooms. The home is solar-powered and right on Kihei Beach, just four miles north of Wailea. From the cottage, you can walk to the beach and enjoy spectacular ocean views. There’s a golf club just three blocks away and public tennis courts a few blocks away too. The townhouse was built as a family retreat and is equipped with a kitchen and laundry facilities. The duplex spans three separate levels, and the adjoining townhouse is the only other rental unit on the property.

Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (7)

Credit: Ocean views from every room and a spacious lanai byVrbo.com

Direct Beachfront Spectacular Ocean Views

Here’s a beachfront penthouse condo on the top floor of a condo building in Kihei Kai. It has ocean views from every room and a covered lanai to go with your one bedroom and one bathroom. Guests have recliners, a 50-inch TV, stainless steel appliances, and granite kitchen countertops. You will be on four miles of sparsely developed beach when you stay here, making it a perfect destination for romantic walks and whale-watching. There are condo complex managers on site, and the owner-managers live just 10 minutes away if you have any questions.

Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (8)

Credit: Beautiful Kihei Condo on the Water byVrbo.com

Beautiful Kihei Condo on the Water

Available to rent on Vrbo, this is a ground-floor, walk-in condo with a large lanai. It is 592 square feet and sleeps two people. Guests can use the 60-foot by 24-foot solar heated pool and enjoy long days at the beach because it’s just steps away from the condo. The beach condo has a California king-size bed, 62-inch flatscreen TV in the main room, and a 32-inch flatscreen TV in the bedroom. There is Wi-Fi available for guests, as well as a fully equipped kitchen and beach supplies.

Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (9)

Credit: Across from the beach with tropical breezes and gorgeous views byVrbo.com

Absolutely Incredible Penthouse, Front Facing Ocean Views with Pickleball

Two travelers will love staying at this 430-square-foot studio condo with a full bathroom. It is a corner unit on the top floor of Kihei Akahi and across from Kamaole Beach II. This sunny unit has been totally remodeled and is equipped with everything you need, including high-speed Wi-Fi. There is a tennis/pickleball court onsite where you can get active and play a game. The Vrbo host provides guests with beach supplies, including chairs, towels, and coolers.

Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (10)

Credit: Beautiful and eco-friendly too byVrbo.com

Romantic Private Garden Cottage B&B, Walking Distance to the Beach

This Vrbo rental is a 500-square-foot cottage in Kihei that has one bedroom and one bathroom. It is an ideal rental for two people and is surrounded by a tropical private garden and views of Haleakala Mountain. It is a private and peaceful space ideal for a honeymoon. The rental comes with a comfy, king-size bed, high-speed Wi-Fi, and tropical/modern décor. It is separate from the host’s main house for great privacy. The hosts provide guests with beach supplies and donate a portion of your stay costs to a homeless mission organization.

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Credit: Beautiful Maui Home Away from Home byVrbo.com

Beautiful Maui Home Away from Home

Here’s a tropical-themed, one-bedroom vacation condo that is 696 square feet in size and sleeps four people. It has one bedroom and one bathroom. The condo also has a full kitchen, a living room with a sofa, and festive décor for your vacation. The Vrbo host lives about two miles from the condo and can be available if you need anything during your stay. Here at the Kihei Akahi Complex, there are tropical grounds with plants and a botanical garden. The beach is just across the street and has lifeguards during the day.

Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (12)

Credit: Completely Remodeled Maui Retreat in Great Location byVrbo.com

Completely Remodeled Maui Retreat in Great Location

For your visit to Kihei, you can book this vacation rental condo that is 700 square feet and sleeps four people. It has one bedroom and one bathroom, as well as all-new furniture and a comfortable living room. It is in the Maui Vista condo complex and is located on the second floor of the building. Charlie Young Beach is just across from the condo and is a great place for swimming and snorkeling. When you stay in this condo, you’ll have an in-unit washer and dryer and also a peaceful lanai that overlooks a garden and pool. There’s no need to bring your own beach gear along because the Vrbo host provides you with the basics.

Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (13)

Credit: Ocean View Home on Beautiful Sugar/Kihei Beach byVrbo.com

Ocean View Home on Beautiful Sugar/Kihei Beach

Come experience a true Hawaii beach home with a stay at this 2,000-square-foot house in Kihei. It is located on a half-acre of land and a great place to watch whales between November and April. There are an outside dining patio, gas BBQ grill, and sunset views over the water and mountain. The home sleeps six people and has three bedrooms, eight beds, and 2.5 bathrooms. The hosts are friendly and accommodating if you have any questions before your trip or during your stay.

Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (14)

Credit: A quiet neighborhood for peace and tranquility byVrbo.com

Cozy Maui Treehouse with Lovely Views

Perfect for couples, this Kihei rental cottage is 500 square feet and has one bedroom and one bathroom. It is in the heart of Kihei and just three blocks away from the white, sandy beaches. Within two blocks, you can reach the library, co*cktail lounges, restaurants, movie theaters, and much more. A mile away, there is a public swimming pool. Yet, in your cottage, you’ll be in a quiet neighborhood and have easy access to everything you want to see and do. The home is nestled among the trees and is best for people who want to kick back and relax while making meals at home and exploring the area.

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Top 12 Vrbo Rentals in Kihei, Hawaii - Trips To Discover (2024)

FAQs

Is North or South Kihei better? ›

The tradewinds do fill in earlier in North Kihei; it typically takes longer for the trades to hit further South. The winds fill in from Maalaea Bay and tend to blow a lot stronger in North Kihei. South Kihei beaches are wider and more desirable for swimming and sunbathing.

Is vrbo cheaper than a hotel? ›

A new study says hotels are the more affordable option over Airbnbs and Vrbos — across 50 global markets. Find out where you can save. You've got your destination picked, and your airline tickets sorted. Now, all that's left to do is figure out where you're going to stay.

What is the most popular vacation rental company? ›

Airbnb. Airbnb is not only the most popular and trusted vacation home rental website, but it's also the fastest growing. The company has over 6 million vacation rental listings worldwide in more than 220 countries and regions.

What is the best search engine for vacation rentals? ›

  • Airbnb. Best rental site for variety. ...
  • Vrbo. Best rental site for group travelers. ...
  • FlipKey. Best rental site for destination guidance. ...
  • Booking.com. Best rental site for hotel loyalists. ...
  • Agoda. Best rental site for travel throughout Asia. ...
  • Plum Guide. Best rental site for quality assurance. ...
  • HomeToGo. ...
  • Casamundo.
May 29, 2024

Is it safe to walk in Kihei at night? ›

Safety at night:Safe

Kihei is generally known to be a friendly and laid-back beach town. While it's generally considered safe, especially compared to larger cities, it's always a good idea to take standard precautions when walking alone at night, such as avoiding unlit areas or being mindful of your belongings.

Which side of Maui is the prettiest? ›

Maui's leeward side inarguably presents the best beaches on the island—if by “best” you mean golden sand, perfectly-swimmable waters, outstanding snorkeling opportunities, lulling waves gentle enough for first-time surfers, and sunshine in spades.

Which is better Expedia or Vrbo? ›

In the Reservation And Online Booking market, Expedia has a 7.33% market share in comparison to VRBO's 0.93%. Since it has a better market share coverage, Expedia holds the 3rd spot in 6sense's Market Share Ranking Index for the Reservation And Online Booking category, while VRBO holds the 9th spot.

Is Airbnb more popular than Vrbo? ›

Today, this listing site has about 2 million listings in 190 countries and 150 million users. Airbnb has more listings and is available in more countries than Vrbo. However, Vrbo reigns supreme in having a wider audience from being a part of the Expedia Group, which gives hosts more exposure.

What is the best website to find vacation rentals? ›

Airbnb is not only one of the most popular vacation rental sites but also the top trusted vacation rental site and one of the most recognizable vacation property rental brands.

How do I choose a VRBO? ›

10 Tips To Select the Perfect VRBO Property
  1. Know your general itinerary first. ...
  2. Enter the actual dates you plan to stay. ...
  3. Use the “Search When I Move Map” option. ...
  4. Look closely at the photos. ...
  5. Read the reviews. ...
  6. Realize many properties are not listed by the actual owner. ...
  7. Count on additional fees.
Jan 17, 2018

Is Vrbo trustworthy? ›

So, is Vrbo legit? Vrbo is a legitimate vacation rental website. If you're considering booking through Vrbo, make sure to read reviews so you know what to expect, and pay through the website to be protected by Vrbo's guarantee, which provides a number of protections.

Does Airbnb or Vrbo get more traffic? ›

Vrbo vs Airbnb: Selection and Audience

The best idea for hosts is to put time and effort into a platform that receives a lot of high-quality traffic. Airbnb typically attracts almost double the amount of traffic that Vrbo does each month, giving it the upper hand.

Is North Shore or South Shore better in Maui? ›

Maui's North Shore is less developed, less crowded, has cooler days, and is in a more natural state than the popular resort areas of South and West Maui.

Which side of Maui is less touristy? ›

The North Shore of Maui is less developed, less crowded, and has a great selection of less-touristy beaches. In a nutshell: The North Shore of Maui is less developed, less crowded, and has a great selection of less-touristy beaches.

What is the nicest part of Maui? ›

East Maui is arguably the best part of Maui because of the gorgeous scenery and lush greenery. There are many waterfalls, and the scenic drive to explore East Maui is worth every white knuckle twist and turn! Hana: Take the famous drive over the Hana Highway to Hana and stay in the Hana Maui Resort.

What is the best area in South Maui? ›

The popular tourist destinations of Kihei, Wailea and Makena (in that order) comprise virtually all in this area, and generally speaking, the beaches and lodging become more posh and exclusive the further south you go. Several of the absolute best of Maui's high-end resorts are concentrated in the Wailea area.

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