Vacation rentals in Wailea, Wailea-Makena

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Popular amenities for Wailea, Wailea-Makena vacation rentals

Stay near Wailea, Wailea-Makena's top sights

Wailea Beach35 locals recommend
Kamaole Beach Park II201 locals recommend
Cafe O'Lei Kihei241 locals recommend
Monkeypod Kitchen by Merriman240 locals recommend
The Shops at Wailea222 locals recommend
Polo Beach11 locals recommend

Wailea, Wailea-Makena beach vacation rentals

Superhost
Condo in Kihei
4.91 out of 5 average rating, 151 reviews

Beach Area Condo

ManojRating, 5 stars3 weeks ago
Karen is an excellent Host. The Apartment is perfect, modern, great location, well equipped, there are plenty of restaurants in walking distance but yet the Apartment is in a peaceful location. There is a beautiful beach literally minutes away. Can't wait to come back.
Superhost
Condo in Wailuku
4.87 out of 5 average rating, 53 reviews

Ocean property W/ king bed, AC, pool & hot tub

JuanRating, 5 stars2 months ago
The place was perfect, I would stay there again. The location may seem away from other popular cities but it is right in the middle of the island so if you plan on visiting everything. This is the perfect spot to not have 1 hr plus drives because you decide to stay on one side
Guest favorite
Condo in Kihei
4.99 out of 5 average rating, 83 reviews

Luxury beachfront designer remodel - hotel zoned

GailRating, 5 stars2 months ago
Fantastic Stay in a Beautiful Oceanfront Condo We had an amazing stay at this beautiful condo in Kihei. The unit was spotless, well-appointed, and had a fully stocked kitchen—including a rice cooker - perfect for preparing meals. One of the highlights was the balcony, where we enjoyed morning coffee with ocean views. The location was ideal—quiet and tucked away from the busier parts of Kihei, yet still close to everything we needed. The property had a nice pool, and the beach right out back was perfect for both swimming and snorkeling. The host was fantastic—always responsive and easy to reach via Airbnb messenger, making our stay seamless. We were looking for a relaxing oceanfront retreat in Maui, and this condo was an excellent choice. We would definitely stay here again!
Superhost
Condo in Kihei
4.88 out of 5 average rating, 180 reviews

Pacific Shores across street from Kama'ole Beach I

KristaRating, 5 stars1 month ago
Our family of 5 had the most comfortable stay here! Really appreciated the beach chairs and toys available - since the beach was within walking distance, we were there any time we had a free moment! The location could not be beat. We were less than a 5 minute drive to our surf lessons, Foodland, and the Kihei food trucks. Kihei Caffe is right next door! The beds and pillows are super comfy and we had the best sleep we’ve had in an Airbnb. Felt right at home.
Superhost
Condo in Kihei
4.81 out of 5 average rating, 311 reviews

Ocean view studio. 1k ft from water!

SwatiRating, 5 stars1 day ago
We had a nice stay at Karen’s place:)
Guest favorite
Condo in Kihei
4.95 out of 5 average rating, 147 reviews

☼ Stylish & Bright 2bd Oceanfront Condo | 5★ Views

JenniferRating, 5 stars5 days ago
We had an amazing stay at Andrew & Heidi’s place. We absolutely love the charm of Kihei. We enjoyed the local beaches & Ulalani’s shaved ice. The location is close to the grocery store, Starbucks and local restaurants. We also enjoyed the pool and barbecue in addition to the amazing massage chair. Our daughter loved all of the beach gear, as well. Andrew was super responsive and also allowed us to check in a bit early which we truly appreciated! We had a wonderful time!!
Guest favorite
Condo in Kihei
4.84 out of 5 average rating, 128 reviews

*Last Minute Deal*Oceanfront Maui's Sugar Beach!

PeterRating, 5 stars3 weeks ago
This oceanfront condo was as described - newly renovated, in an older building and direct oceanfront with awesome views. We were lucky to watch whales from our balcony! There is a ABC market across the street as well as Shave Ice place, Bakery and farmers market. There are only two downsides - the AC in the unit has a very weak air flow and barely keeping up the space at a comfortable temperature, and the second one being - the ocean in front of the building was always brown and muddy-looking. There were some heavy rains in January and the water was still muddy in April. We did not go into the ocean in front of the building even once. The host was super-responsive and accommodating. Overall it was a very nice stay!
Superhost
Condo in Kihei
4.83 out of 5 average rating, 138 reviews

"Life is a beach "Kauhale Makai 614 Oceanview

MeghanRating, 5 stars1 week ago
Wonderful stay with great hosts! The views are even better than the pictures and the location can’t be beat!

Family friendly vacation rentals in Wailea, Wailea-Makena

Superhost
Condo in Kihei
4.82 out of 5 average rating, 140 reviews

My Maui Beach Condo #3318

RickiRating, 5 stars1 month ago
Great place - will stay again. Complex is nice, quiet and very cleaen. BBQs, small pool. Parking is easy. Walk across to beach and sunset :)
Guest favorite
Condo in Kihei
4.86 out of 5 average rating, 126 reviews

Ocean front property- Sugar Beach!13531117

Jean-JacquesRating, 5 stars3 months ago
The building, at the north end of Sugar beach, in Kihei, right on the water, was in a beautiful location to experience daily gorgeous sunsets and the clean sandy beach. The grounds which featured a pool, barbecues, chairs and lounge chairs were well trimmed. The apartment was nicely furnished, filled with all amenities (coolers, beach towels, snorkeling equipment, sunglasses, hats, sunblock, aloe vera lotion...) needed for a great stay at the beach. The elevators were clean and functional, and there were carts to facilitate transfer of luggage from the parking lot to our apartment. The owner had developed a very detailed guide that helped us operate the various pieces of equipment in the apartment. In addition, she was very responsive to various questions we had on check-in. There was also a local representative who proved helpful when a very rare power failure caused some issues. In summary, this is a wonderful place I strongly recommend to relax and enjoy the beautiful Maui weather
Guest favorite
Condo in Kihei
4.89 out of 5 average rating, 251 reviews

Luxury with a view at a reasonable price

SarahRating, 5 stars1 month ago
Ray and Elsa’s place was perfect for our Hawaiian get away! It is a quick walk across the street from a beautiful beach and quick drive to many more. Amenities listed in the condo, including fins, snorkels, water shoes, chairs, and more as well as activity recommendations from the hosts made for an easy adventure filled trip.
Superhost
Condo in Kihei
4.91 out of 5 average rating, 138 reviews

Sale! Gorgeous 3BR/2BA with Ocean & Sunset views

JosephRating, 5 stars3 days ago
We enjoyed our stay at Heather’s place. Good location. Walking distance to the shops and oceanfront walk. Appreciated the chairs and umbrellas provided for the beach. Had everything we needed for our stay.
Superhost
Condo in Kihei
4.89 out of 5 average rating, 186 reviews

Newly Remodeled 2 King Beds/Sleeper Sofa! BBQ

MariaRating, 5 stars1 month ago
We had an amazing trip and coming back everyday to this condo was so relaxing and felt like home. The condo was in an excellent area with everything you need just a short drive away. I would definitely book again!
Superhost
Condo in Kihei
4.8 out of 5 average rating, 178 reviews

Luxury 2bd2bth Kihei Maui Condo Across from Beach

BrookeRating, 5 stars1 month ago
We were so happy with our stay. The location is great- right across the street from a nice beach area, close to fun restaurants and centrally located to everything we wanted to do in Maui. It was so nice having access to the beach chairs/umbrellas/beach toys and having everything we needed provided with the rental. Rebecca was great about giving us clear information and instructions, and responded quickly when we needed a response. We felt right at home and will definitely consider booking here again if we ever make it to Maui again!
Superhost
Condo in Kihei
4.79 out of 5 average rating, 122 reviews

Island Surf 311 Oceanview!! Steps from the Ocean. Air Purifier! Sanitized Cleaning! Watch the morning Surfers!

JimRating, 5 stars1 week ago
This place is absolutely great for family and friends. Great view ans Steps away from the ocean. 1 block from t9 or so food trucks and shopping, and the food is on point. Cheapest Gas on the island 1block away and a grocerystore3 blocks away. The kitchen has anything you need to cook and the knives are sharp!!! My pet peve. Bathrooms are great as well. Angela was super easy to get hold of. We left some medication in the fridge and the cleaning crew kept it for our son to pick up the day after we left! This is. Five star operation, not high rise 5 star hotel stuff but utia 100% worth the money. Don't count it out!
Superhost
Condo in Kihei
4.7 out of 5 average rating, 264 reviews

Oceanview Surfrider

ErichRating, 5 stars1 week ago
Great! Kihei location right in the middle of town across the street from “The Cove” best beginner surf spot on the island. Nice neighbors who live there, nice view from room and patio of the ocean and surfing conditions and you really don’t need a car if you’re parking it in Kihei. You can walk to Foodland grocery, food carts, bars and restaurants and the beach is right across the street! Highly recommend for a couple or family of 4 with kiddos, they will love it. Planning on staying at the same unit soon.

Home rentals in Wailea, Wailea-Makena

Top guest favorite
Home in Kihei
4.98 out of 5 average rating, 112 reviews

Mana Hale Vacation Rental

MadelonRating, 5 stars1 month ago
This home is extremely well equipped with everything you may need. Kitchen tools, speaker to play music, beach gear and towels, it's all there. The house has a beautiful garden and it's a quiet neighborhood. Cassie is very responsive and flexible. She gave us some great recommendations in the area. The location of the house is very convenient, centrally located on the island. Beds are comfortable and so is the living room. If we come back to Maui we will stay here again!
Guest favorite
Home in Kihei
4.89 out of 5 average rating, 148 reviews

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

DerekRating, 5 stars2 weeks ago
We couldn’t have asked for a more perfect house/location. It had all the space and amenities to make it a comfortable stay for our party of 6. We loved waking up every morning and walking over to Kraken Coffee for a delicious cup of coffee and then later walking over to the food trucks at night for an amazing variety of food for dinner. Probably our absolute favorite thing was how conveniently close Foodland grocery store was. We would love to stay there again in the future! Mahalo!
Superhost
Home in Kihei
5 out of 5 average rating, 3 reviews

Aloha Aku CoCoPalm Suite – Experience Tropical Bli

AshleyRating, 5 stars74 months ago
We had the most amazing time. All of the small touches were there, and we were constantly surprised by the high level of service and pride in the property. You cannot beat the view, and the hot tub is awesome! The unit was stocked with the nessesities, as well as delightful extras. The bed was incredibly comfortable, and the cherry on top was the ducks!! So charming. We cannot wait to come back!
Top guest favorite
Home in Kihei
4.97 out of 5 average rating, 254 reviews

South Maui Guesthouse

DanRating, 5 stars1 week ago
We’ve been to Maui four times in the past year, and Peter’s place has been by far the best location and value of all our visits. It’s perfectly situated—just 5–15 minutes from what we feel are the best beaches and snorkeling spots on the island. The location easily beats Kaanapali and Napili. The home is well-kept, in a quiet neighborhood just off the main road, so you get peace and privacy without sacrificing convenience. Peter is a kind and respectful host—he gives you your space but is quick to respond if you need anything. I don’t usually leave long reviews, but after staying at so many Airbnbs, I can confidently say: if you’re heading to Maui, this is the place and location you want. 100% satisfied. Thank you, Peter.
Top guest favorite
Home in Kihei
4.97 out of 5 average rating, 151 reviews

12 Minute Walk to Kam Beach II-Quiet Private Easy

HarutRating, 5 stars1 month ago
Scott was a helpful and very friendly host. He gave us a ton of tips and guides on what to do in Maui. His place is so close to the beach that it is highly recommended to walk to the beach early in the morning, around 6am, to get the most out of his location. His place was spotless and clean, with no issues. He has all the kitchen items you needed if you wanted to make a quick breakfast before heading out to the road to Hana, or to the national park! He is such a great host and I will be going back to him when I visit Maui again in the near future. As always, please start your mornings early! Around 6/7am the latest, because Maui is incredible during the early mornings. Scott has a ton of recommendations so he will help you with any advice that you need to really make the most out of your Maui trip. 5/5 stars for Scott and for Scott’s Airbnb. Thank you for making our trip memorable. See you soon!
Top guest favorite
Home in Kihei
5 out of 5 average rating, 9 reviews

Beautiful Beachfront Townhouse !

BaqRating, 5 stars3 months ago
We had a fantastic and memorable stay at Doug's place in Kihei. You can't beat the location--right in Kihei yet set back down a private road and right on the beach. The views out of the windows are amazing, and within a short walk your feet are in the sand, at the ocean's edge where turtles are peaking their cute little heads out consistently. We even encountered a turtle lounging on the beach! The house is stocked with the basics: plates, cups, coffee maker, toaster, nice towels, etc. The beds are comfortable and with the windows open and the fans on, the island breeze keeps the house very comfortable. Doug also has beach chairs and an umbrella for easy lounging. Highly recommend Doug's place!
Guest favorite
Home in Kihei
4.93 out of 5 average rating, 30 reviews

Oceanview Home with Private pool and hot tub

JennieRating, 5 stars2 weeks ago
Steve’s place is great and he is an excellent communicator and very invested in ensuring his guests have a great experience. We loved watching the sunset from the deck and the pool and game room were both so fun for our family. Lots of pantry staples on hand as well as some yummy snacks to greet us. The location is private and peaceful and we loved all the beautiful Hawaiian plants and geckos in the yard. Thanks for a great stay!
Guest favorite
Home in Kihei
4.96 out of 5 average rating, 426 reviews

Stunning ocean view, heated pool at home by Wailea

EkoRating, 5 stars3 weeks ago
We were so thankful to stay at Sandra's lovely place. The villa was clean, comfortable, and had everything we needed. We were able to make meals, including using the bbq, and ate most of our meals on the deck and a few out by the pool. The pool was nice and warm, and we loved the outdoor shower. The entire space was very private. Sandra was gracious and accommodating with a special, last minute request, we highly recommend this stay to other guests.

Quick stats about vacation rentals in Wailea, Wailea-Makena

  • Total rentals

    1.9K properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    49K reviews

  • Family-friendly rentals

    1K properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    1.8K properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Hawaii
  4. Maui County
  5. Wailea-Makena
  6. Wailea