Top 9 Monthly Rentals In Kihei, Hawaii

Ibrahim
Contributing Writer
Updated
| 5 min read

Located in Hawaii’s Maui County, Kihei is a paradise for vacationers. The place is known for its miles of beaches, parks, unspoiled outdoor areas, magnificent cathedrals, and art galleries. Kamaole Beach Park II, spanning 2.2 acres (0.89 hectares), is one of the most visited spots, featuring offshore swimming, barbecue grills, and picnic areas to enjoy. After some time on the sands, grab your camera and go birdwatching at Kealia Pond National Wildlife Refuge, highlighting migratory birds native to Hawaiian Islands. Also, Maui Brewing Company provides a serene outdoor garden space to kick back and savor island-inspired food and signature beers. This destination is perfect for a long-term vacation and boasts many charming condos and studios with enticing discounts for a family, solo, or intimate getaway. Check out these top monthly rentals in Kihei, Hawaii.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on October 31, 2024.

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1. Beautiful condo with a serene tropical courtyard (from USD 536)

Whether you’re vacationing with your significant other or a small family, a beautiful Hawaiian vacation awaits you in this monthly rental. It’s located across the street from Keaka Beach. The property also has a tropical-inspired courtyard where you’ll find a private lanai to kick back and enjoy your evening.

The condo’s interior is equally amazing. It’s spacious and highlights plush furniture and original artwork throughout. There’s a travel crib, an HDTV, and a newly remodeled kitchen too. The complex also has a hot tub and heated pool at your disposal. What’s more? The rental includes a generous monthly discount.

Stayed at this property?
Kihei, Hawaii, United States
condo 4 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Host:
the host is very responsive
property manager was extra helpful & friendly while still maintaining our privacy
very good host - easy to reach and communicate with
the property manager was super responsive and checkin/out was very easy
Location:
great location - 4 min walk to the nice beach
Cleanliness:
the place is very clean and comfortable
very nice clean beautiful and upkeeped place
Read more reviews

2. Maui dreamhouse near a golf course (from USD 621)

This rental is a tastefully remodeled penthouse located across the street from Charley Young Beach, known for snorkeling and swimming. It’s perched on the fourth floor of the Maui Vista complex with an elevator. Thanks to its position, the accommodation boasts mesmerizing views of the ocean and pool, especially from the balcony.

Furthermore, the rental is within walking distance of many amenities, including golf courses, bars, and supermarkets. If you’re staying for a longer period, you get to enjoy a significant monthly fee slash.

Stayed at this property?
Kihei, Hawaii, United States
condo 6 Guests 2 Bedrooms 2 Bathrooms

Top guest reviews
Host:
the owner was great helped suggest places called to make sure we got checked it
hosts were very responsive and quite helpful
property manager was very responsive as the door lock has a couple issues
the owner was so responsive and so understanding when we had to make some changes
highly recommend this place to anyone looking for a family friendly beach side vacation rental
Location:
the location was very good
the location is perfect wonderful views easy walking access to everything you need
wonderful and easy access to shops and beach
the place is great view is good walking distance to shops and food
only a walk from the beach and beautiful views
Cleanliness:
the condo was clean neat and contained all the needed basics
Amenities & Room:
it was the best location to the pool great view beach access
the condo was comfortable and pretty
Read more reviews

3. Enormous abode with unbeatable views (from USD 673)

Planning an unforgettable getaway with a large group? Look no further than this enormous penthouse. For your comfort, it has newly installed central air conditioning. The chef will appreciate the completeness of the recently updated kitchen. Additionally, the balcony overlooking the ocean, mountains, and the neighboring islands is the perfect place for relaxing.

On-site, you can make the most of the barbecue grill, sauna, and pool. Kamaole Beach I is a walking distance away. Renters get to enjoy a generous monthly discount per 30 days of stay.

Stayed at this property?
Maui, Hawaii, United States
Wheelchair accessible Visual Aid: Braille
condo 6 Guests 3 Bedrooms 2 Bathrooms

Top guest reviews
Host:
maintenance is very responsive and brought fans but this was no help
Location:
great location close to the beach
we loved having everything so close
great place just a short walk to the beach and local shopping and food
Cleanliness:
the condo had just had new floors and showers installed which made the place feel fresh and clean
Amenities & Room:
nice to have 2 bathrooms and washer/dryer
Read more reviews

4. Peaceful place close to attractions (from USD 370)

This monthly rental is located on the third floor of the serene, flora-filled Kihei Akahi condominium. Despite its peacefulness, the facility is across the street from Kamaole Beach Park 2 and within walking distance from eateries and stores. On-site, you’ll find a tennis court, barbecue grills, two swimming pools, and two lounge areas for your enjoyment.

The home is sleek and includes a living room with a smart TV and an open kitchen. You can also enjoy your morning coffee on the balcony with a view. This space comes with a monthly discount on 30-day-long stays.

Stayed at this property?
Kihei, Hawaii, United States
condo 4 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Location:
easy walk to beach
the location is perfect too
very nice place close to everything
great location to a beach and local restaurants
easy walk to the beach
Cleanliness:
the complex was quiet and very clean
Amenities & Room:
kids loved the pools
there is a large ceiling fan above the bed that we found to be adequate
) she said sofa-bed was comfortable and she loved hearing the nighttime sounds with the sliding door open
towels beach chairs umbrellas laundry detergent cooking items like salt/pepper and cooking spray shampoo/body wash
Read more reviews

5. Cozy home in central South Kihei (from USD 231)

Centrally located in South Kihei, this ground-floor accommodation offers easy access to restaurants and the golden-sand Kamaole Beach Park II, which is just across the street. It’s cozy, spotless, and has everything you need to feel at home. There’s a well-stuffed kitchen, laundry amenities, cable TV, and more.

In addition, the rear lanai, overlooking a calming greenery, is an ideal spot to let up after an adventurous day. The on-property pool and barbecue grills await too. Additionally, the place offers a monthly fee slash for stays lasting 30 nights or more.

Stayed at this property?
Kihei, Hawaii, United States
Wheelchair accessible Visual Aid: Braille
condo 4 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Host:
sahar was very communicative and welcoming and made sure that we were comfortable
owner was easy to deal with and the condo had everything we needed
Location:
wonderful snorkeling right across the street at beach
we had wifi laundry facilities and the location was close to an amazing pool
Cleanliness:
this was a very nice clean comfortable and everything you need for a perfect stay
Amenities & Room:
loved there was a washer/dryer in the unit and ac in the living room
Read more reviews

6. Ground-floor home with island-inspired decor (from USD 235)

Staying here is an experience to look forward to, and you’ll also be contributing to a good course. The host donates 10 percent of the rental fees to assist Hawaiian Whales. You get to relish a monthly discount for long-term rentals.

Furthermore, the island-inspired interior decor of the ground-floor rental is charming. It features stunning wall art, and the rugs and Laminate beech wood flooring add extra comfort. Visitors also have access to the resort’s tennis courts and two swimming pools.

Stayed at this property?
Kihei, Hawaii, United States
condo 4 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Host:
the info sheet and keyless access was very helpful
we enjoyed the condo amd dealing with the helpful owner
terri was extremely responsive and we appreciated her working with us to extend our stay by one day
Location:
location near pool was amazing
Cleanliness:
it was clean well equipped and with the pool right outside we couldn't have asked for more
Amenities & Room:
kitchen was well stocked with utensils plates cooking pans blender was great
Read more reviews

7. Elegant top-floor condo overlooking the beach (from USD 165)

Overlooking Maui’s Kihei Beach, this top-floor condo is located in the tranquil Kihei Bay Vista complex, less than 50 steps from the beach. The amenity has a beautifully landscaped exterior where you’ll find a comfortable seating space, a swimming pool, and a hot tub at your disposal.

The inside of the abode comes with beautiful beach decor. Plus, the living room boasts high cathedral ceilings and a Smart TV while the plush bedroom has a queen bed. To top it off, it provides a huge monthly discount.

Stayed at this property?
Kihei, Hawaii, United States
64 reviews   Wifi Available
ENTIRE CONDO 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
hosts are very thoughtful
the host was also very accommodating and responsive
ronaldo was very welcoming to our stay here in hawaii and an amazing host
he was very communicative with us and helpful to any questions or concerns we had
we a great time and he's an incredible host
Location:
great location for kihei activities
great location across from a quiet beach
by far the best location and host in maui
it was in a great location and worked perfect for me on every level
this is a wonderful place to stay
Cleanliness:
ronaldo was an amazing host place was very clean and felt homey
Read more reviews

8. Airy condo with playful decor

Nothing stands in your way of having the best family vacation yet in this airy, bright condo on the second floor of Kihei Holiday Resort Condominium. It’s sizable and highlights colorful furnishings. Enjoy your favorite movies on the Smart TV or snap up something delicious in the modern kitchen.

The centerpiece of this rental is the lanai, complete with cushioned seating, where you can let up and enjoy breathtaking views of the ocean and mountains. Plus, the condo is next to the beach. A hot tub and pool await too. With a generous monthly discount, you can’t go wrong.

Stayed at this property?
Kihei, Hawaii, United States
41 reviews   Wifi Available
ENTIRE CONDO 3 Beds 6 Guests 2 Bedrooms 1 Bathroom

Accommodates: 6

Top guest reviews
Host:
great hosts and quick responses for any questions
the host is really great that accommodates our adhoc requests promptly
when we did contact the host they were very responsive and helpful
Location:
the location is also good
great location in kihei just 20 min to lahaina or paia with limited traffic
this was a great location for our vacation
an amazing rental with an amazing location
great spot so close to the beach
Cleanliness:
other than the early morning noise the condo itself was clean and plentiful
this place was great it was clean upon arrival with very easy check in
the condo is very clean quiet and conveniently located
nice place that was clean and in a great location
everything was very clean and the staff were so incredible
Amenities & Room:
wonderful place the stay had beach towels beach chairs and all kitchen utensils
Read more reviews

9. Recently updated studio in a tranquil corner (from USD 380)

This recently remodeled studio is located on a quiet corner on the ground level of a well-equipped condominium. On-site, you’ll gain free use of the picnic tables, tennis court, lounge chairs, and more. If you’re the fun-seeking type, Humpback Whale Sanctuary and Kalepolepo Beach Park are just across the street from this place.

Additionally, this home away from home is minimalist and comes equipped with an HDTV, a fully packed kitchen, and a soft sofa. The host also offers a monthly discount to guests.

Stayed at this property?
Kihei, Hawaii, United States
187 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
the host was also very friendly and responsive
very friendly and welcoming
everett was really responsive when we had questions
Location:
lovely location to stay in kihei
convenient location to drive to any nice spots
our stay was amazing the location is perfect
clean conveniently located and a super cute place
nice beaches and restaurants are very close by
Cleanliness:
very clean and newly renovated space
very nice and clean simple space
everett's place is very clean and nicely decorated
the unit was clean and looks better in person
place was nice and clean
Amenities & Room:
the pullout couch bed was super comfy
the sofa bed is very comfortable
it was a very comfortable stay hosted by everett and christopher
very modern we felt comfortable
Read more reviews

Enjoy a comfortable vacation in Kihei

These top monthly rentals in Kihei, Hawaii, are packed with everything you need to be comfortable during your stay. Also, don’t forget to take advantage of the nearby beaches, dining options, and countryside.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Ibrahim is a passionate writer with a keen interest in traveling. He not only travels to discover the world but also himself. And when it comes to writing, Ibrahim loves to keep it simple with a...Read more

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