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 27, 2025.
1. Elegant top-floor condo overlooking the beach (from USD 610)
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.
Kihei, Hawaii, United StatesSuperhost
Accommodates: 4
Top guest reviews
Host:
hosts are very thoughtfulthe host was also very accommodating and responsiveronaldo was very welcoming to our stay here in hawaii and an amazing hosthe was very communicative with us and helpful to any questions or concerns we hadwe a great time and he's an incredible hostLocation:
great location for kihei activitiesgreat location across from a quiet beachby far the best location and host in mauiit was in a great location and worked perfect for me on every levelthis is a wonderful place to stayRead more reviewsCleanliness:
ronaldo was an amazing host place was very clean and felt homey
2. Recently updated studio in a tranquil corner (from USD 358)
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.
Kihei, Hawaii, United StatesAccommodates: 4
Top guest reviews
Host:
the host was also very friendly and responsivevery friendly and welcomingeverett was really responsive when we had questionsLocation:
lovely location to stay in kiheiconvenient location to drive to any nice spotsour stay was amazing the location is perfectclean conveniently located and a super cute placenice beaches and restaurants are very close byCleanliness:
very clean and newly renovated spacevery nice and clean simple spaceeverett's place is very clean and nicely decoratedthe unit was clean and looks better in personplace was nice and cleanRead more reviewsAmenities & Room:
the pullout couch bed was super comfythe sofa bed is very comfortableit was a very comfortable stay hosted by everett and christophervery modern we felt comfortable
3. Airy condo with playful decor (from USD 208)
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.
Kihei, Hawaii, United StatesAccommodates: 6
Top guest reviews
Host:
great hosts and quick responses for any questionsthe host is really great that accommodates our adhoc requests promptlywhen we did contact the host they were very responsive and helpfulLocation:
the location is also goodgreat location in kihei just 20 min to lahaina or paia with limited trafficthis was a great location for our vacationan amazing rental with an amazing locationgreat spot so close to the beachCleanliness:
other than the early morning noise the condo itself was clean and plentifulthis place was great it was clean upon arrival with very easy check inthe condo is very clean quiet and conveniently locatednice place that was clean and in a great locationeverything was very clean and the staff were so incredibleRead more reviewsAmenities & Room:
wonderful place the stay had beach towels beach chairs and all kitchen utensils
4. Beautiful condo with a serene tropical courtyard
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.
Kihei, Hawaii, United States
Top guest reviews
Host:
the host is very responsiveproperty manager was extra helpful & friendly while still maintaining our privacyvery good host - easy to reach and communicate withthe property manager was super responsive and checkin/out was very easyRead more reviewsLocation:
great location - 4 min walk to the nice beach
5. Maui dreamhouse near a golf course
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.
Kihei, Hawaii, United States
Top guest reviews
Host:
the owner was great helped suggest places called to make sure we got checked ithosts were very responsive and quite helpfulproperty manager was very responsive as the door lock has a couple issuesthe owner was so responsive and so understanding when we had to make some changeshighly recommend this place to anyone looking for a family friendly beach side vacation rentalLocation:
the location was very goodthe location is perfect wonderful views easy walking access to everything you needwonderful and easy access to shops and beachthe place is great view is good walking distance to shops and foodonly a walk from the beach and beautiful viewsCleanliness:
the condo was clean neat and contained all the needed basicsRead more reviewsAmenities & Room:
it was the best location to the pool great view beach accessthe condo was comfortable and pretty
6. Enormous abode with unbeatable views
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.
Maui, Hawaii, United States
Top guest reviews
Host:
maintenance is very responsive and brought fans but this was no helpLocation:
great location close to the beachwe loved having everything so closegreat place just a short walk to the beach and local shopping and foodCleanliness:
the condo had just had new floors and showers installed which made the place feel fresh and cleanRead more reviewsAmenities & Room:
nice to have 2 bathrooms and washer/dryer
7. Peaceful place close to attractions
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.
Kihei, Hawaii, United States
Top guest reviews
Location:
easy walk to beachthe location is perfect toovery nice place close to everythinggreat location to a beach and local restaurantseasy walk to the beachCleanliness:
the complex was quiet and very cleanRead more reviewsAmenities & Room:
kids loved the poolsthere 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 opentowels beach chairs umbrellas laundry detergent cooking items like salt/pepper and cooking spray shampoo/body wash
8. Cozy home in central South Kihei
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.
Kihei, Hawaii, United States
Top guest reviews
Host:
sahar was very communicative and welcoming and made sure that we were comfortableowner was easy to deal with and the condo had everything we neededLocation:
wonderful snorkeling right across the street at beachwe had wifi laundry facilities and the location was close to an amazing poolCleanliness:
this was a very nice clean comfortable and everything you need for a perfect stayRead more reviewsAmenities & Room:
loved there was a washer/dryer in the unit and ac in the living room
9. Ground-floor home with island-inspired decor
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.
Kihei, Hawaii, United States
Top guest reviews
Host:
the info sheet and keyless access was very helpfulwe enjoyed the condo amd dealing with the helpful ownerterri was extremely responsive and we appreciated her working with us to extend our stay by one dayLocation:
location near pool was amazingCleanliness:
it was clean well equipped and with the pool right outside we couldn't have asked for moreRead more reviewsAmenities & Room:
kitchen was well stocked with utensils plates cooking pans blender was great
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.
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