Wailea, Hawaii is a place of relaxation. But without the proper accommodation, your vacation can end up being more miserable than fun. So, here’s a list of places to stay in Wailea, to make the trip the very best it can be.
We handpicked these listings carefully, considering (wherever possible) Superhost status. recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on March 13, 2023.
1. Summer special retreat (from USD 145)
This is a nice, second floor unit for rent, for those traveling to Hawaii for a lovely vacation. This apartment is right across from a pretty, sandy beach, perfect if you want to work on your tan. The house includes a king size bed, flat screen TV, and a full kitchen, complete with a microwave. There is a pool just a few steps away from the door, free for guest use, and there are plenty of lounge chairs and towels.
There is a sliding door, leading to a small balcony, where you can view your surroundings a little bit closer, and check out all the beautiful trees and flowers that are natural to Hawaii. Be sure to enjoy a cup of tea in the morning and watch the sun come up, it’s a truly breathtaking sight.
Top guest reviews
Cleanliness:
bbq was clean and closethe property is in a great location and was clean and tidy when we arrivedend unit backing greenspace was clean and had pretty much everything we neededclean laundry facilities by the poolneeds upgrading but clean and comfortableHost:
thank you to the owners we had a great trip :)Read more reviewsLocation:
the beautiful beach just a 3 minute walk and all stores are very much walking distanceout of my four times to maui so far this condo was in the best locationwe had a great stay in a great locationthe location is awesome and the price is the best i have found in the areathis location is more secluded from other attractions (rainforest volcano north shore)
2. Affordable paradise! Studio close to White Sand Beach (from 98 USD)
With the Murphy bed, you’ll have plenty of space in this studio, especially once the bed is put up. A small desk, couch, television, and small kitchen make up this little studio, making it perfect for a couple traveling to the beach. There is also a large pool for guest use if you’d rather not go to the beach, and it’s just within walking distance, behind the building, so you can grab a towel and cool off when the mood hits.
There is air conditioning and internet for guests to use as they wish. Check out this little place, as it is close to a tennis court and other fun things to do.
Affordable Paradise! Studio Close to White Sand Beach
Price: from 98 USD
Number of Guests: 2
3. One of the best deals for money in Kihei (from 85 USD)
This studio, meant for one or two travelers, sits ready for your visit. There is a queen sized bed in its own little part of the studio, as well as a kitchen, small dining room, and living room. There are couches and chairs for guests to use here, as well as pots and pans in the kitchen, and blankets and pillows on the bed.
The owners are so thoughtful, they put leis on the bed for guests to remember their trip by, and yes they may be taken home with you. The bathroom has towels and washcloths, so you don’t have to take up unnecessary room in your suitcase. There is even a little balcony for guests, with chairs and a small table, so you can enjoy your morning coffee or evening snack.
Great-value Studio
Price: from 85 USD
Number of Guests: 2
4. Ground floor, sleeps four. Three minute walk to beach! (from 89 USD)
A super close walk to the beach, this ground floor unit sleeps up to four people, so it’s wonderful for guests who are traveling in a group of three or four. The owners of the home leave a nice welcome basket for guests, complete with coffee, tea, coffee creamer, sugars, and small cakes. There is one main bedroom, that has a queen sized bed, as well as a small dresser and flat screen television.
There is a grilling area in the back of the building, for guests who love to grill their favorite foods. And to make this place even better, it’s within walking distance to shops, restaurants, and bars. They also have boogie boards, towels, beach umbrellas and beach chairs available for guests.
Ground floor deluxe special
Price: from 89 USD
Number of Guests: 4
5. Peaceful ground floor garden paradise that's fully air conditioned (from USD 200)
The condo is completely air conditioned, and it makes for a more relaxing stay when you don’t have to worry about sweating too much. It comes equipped with a kitchen, bedroom, bathroom, and living room, and there is a balcony, so you can watch the sunrise or sunset and enjoy a nice cup of coffee while doing so.
There are also two Smart TV’s and the beach is just a short walking distance away from the condo. Beach chairs and towels are available in the condo, so you don’t have to bring your own. There are also three pools on the grounds, in case you choose to not go to the beach and there are tennis courts for guests who like to play the game. This is a beautiful place to relax and enjoy the island of Hawaii.
Top guest reviews
Amenities & Room:
the ac was perfect ceiling fans niceCleanliness:
it was clean and well keptvery comfortable and cleanwhen we arrived we found the property clean and well-maintained as describedthis was a wonderful place to stay clean quiet and comfortablevery clean and what a great locationHost:
wonderful host made sure we had all the info we needed responded quickly to any questionsRead more reviewsLocation:
the location was great- the nearby beach was nicewe really enjoyed our stay the location is close to everything we wanted or neededgreat location beach was right across the roadfelt very safe and tucked away in a quiet oasisi would definitely recommend giving this place a look we will when next we visit maui mahalo
6. Lora's condo in Kihei Alii Kai (from USD 201)
Here is a one bedroom, one bathroom condo, that fits three people comfortably. The one bedroom contains a queen sized mattress and the sofa turns into a bed when pulled out. Blankets, pillows, and linens are provided, as well as towels. There is also a washer and dryer, so laundry can be done within the house if needed.
There is a lovely back patio, with a view of a small, green backyard so you can enjoy your dinners or breakfasts. Beach equipment can also be found here, so you don’t have to rent anything. Be sure to check out the shops and restaurants that are close by, for a nice treat.
Top guest reviews
Amenities & Room:
great kitchen and living room with nice patio/yardking size bed with a good mattress provided excellent sleepwe loved the tall waterfall shower having a washer/dryer and room in the closet to hang clothesfurnishing are nice fold-out bed excellent and good king-sized bedbreakfast on the lanai was treatCleanliness:
the property was incredible cleanclean and well appointed it was among the nicest places we stayedclean and easy to get to from the parking lotlocation cleanliness convenience was excellentthe condo was squeaky cleanHost:
very accommodating kind and lovely staythe owner or the person hired to care for the property know how to cleanRead more reviewsLocation:
great place in a fantastic locationperfect location we were able to walk most places and the beach is right across the roadit really felt like a place to come back after a day out swimming or walking
7. A great apartment for couples! (from USD 224)
This apartment is every couple’s fantasy vacation spot, with its newly remodeled kitchen and soft bedding. The bathroom has a standup shower and right outside of the bathroom is a stacked washer and dryer, for guests to use if you need to do a load of laundry. There’s a leather couch that faces the television in the living room, and the small dining area sits in between the couch and the kitchen.
There is also a perfect little kitchen for guests to use, with a stove, refrigerator, microwave, and dishwasher, as well as cabinets and drawers full of pots and pans, dinnerware, utensils, and cookware. Feel free to enjoy all the amenities, while staying in this little paradise.
Top guest reviews
Amenities & Room:
the only small downside is that the air conditioner isn’t really powerful enough to cool down the condothe condo was very comfortable and well equippedCleanliness:
condo is clean and well keptvery clean and well furnishedcondo was very clean and comfortablethe grounds and condo were well maintained and clean and the property itself was very quietthe condo was well equipped and cleanRead more reviewsLocation:
the location was absolutely perfectthe location in kihei was greatthis is a great property centrally located walking distance to whatever you neednice location right at the beachwe loved the location and condo was very nice
8. New listing - stylish Kihei Kai Nani condo (from USD 271)
This one bedroom, one bathroom condo is the ideal accommodation for a couple or family of four. With pleasant light blue paint on all the walls, it will make guests feel very relaxed and calm here. The bed in the bedroom is very comfortable and the futon in the living room is perfect for two smaller kids to share, or a single adult or couple. Towels and washcloths are provided, along with bed linen.
The balcony is the perfect place to read a book or enjoy a nice cup of tea or coffee in the morning. There is a pool close by for those that don’t care for sand, but the beach is right in front of the house, if you prefer. Be sure to check out the shops, close by, for some great souvenirs.
Top guest reviews
Amenities & Room:
also enjoyed just sitting out on the balcony enjoying my breakfast and coffeethe fully stocked kitchen allowed us to make excellent fish tacos every nightthis condo has a futon which is much better than a sofa bedCleanliness:
nice and clean with fun retro designRead more reviewsLocation:
great restaurants in walking distanceenjoyed the place mostly because of its locationplus there is the nicest beach right across the street would stay here againgreat place to stay rooms were clean location is great really close to the beachit was in a good location relative to the beaches
9. Kihei resort 129, comfortable and serene 1 bedroom condo (from 99 USD)
While this is a one bedroom condo, you can sleep four people quite comfortably, here. There is one large king sized bed and a sleeper sofa in the living room. After a long day in the Hawaiian sun, the couch is the perfect place to curl up and watch a movie. There is a DVD player in case you want to bring your own movie collection and there is also cable TV.
There is a communal pool close by, so you don’t have to walk too far, to cool off. The property manager is very helpful too, so don’t be afraid to ask questions, if any happen to arise.
Kihei Resort 129, Comfortable and Serene 1-Bedroom Condo
Price: from 99 USD
Number of Guests: 4
Sleep tight in Wailea, Hawaii
There is quite a collection of comfortable accommodation in Wailea, so there will be no restless nights while staying here. Most of them are near a beach, and many homes even have beach equipment to use, so you don’t have to rent things out, which is very nice. Many also have a pool, as well, so if you aren’t into going to the beach one day, you can still keep cool and have a swim. All vital necessities are including with all of these properties, so just pack your swimsuit and enjoy your stay in Wailea, Hawaii.
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