
Vacation rentals in Wailea, Wailea-Makena
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Wailea, Wailea-Makena beach vacation rentals

Beach Area Condo
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.

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

Luxury beachfront designer remodel - hotel zoned
We were thrilled to stay at this beautiful beachfront condo. Watching the sunsets from the lanai each evening and our morning walks on the beach were highlights. Kristine was so helpful by providing local information on places to see, things to do and places to eat. We had a lovely 10 days in Maui and made so many special memories.

Pacific Shores across street from Kama'ole Beach I
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.

Ocean view studio. 1k ft from water!
Very nice place! It’s right across from the beach and very close to great food. The apartment is very cozy and had AC.

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

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

"Life is a beach "Kauhale Makai 614 Oceanview
Wonderful stay with great hosts! The views are even better than the pictures and the location can’t be beat!
Home rentals in Wailea, Wailea-Makena

Mana Hale Vacation Rental
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!

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

South Maui Guesthouse
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.

12 Minute Walk to Kam Beach II-Quiet Private Easy
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!

Beautiful Beachfront Townhouse !
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!

Stunning ocean view, heated pool at home by Wailea
The property grounds are manicured and gorgeous. The villa itself was spotless with the perfect balcony view for sunsets and our morning coffee. We were fortunate to meet Sandra who is a delight and full of local recommendations. The location is privately tucked away from the busier areas but still close enough to everything you need. The photos and description are accurate. The space was perfect for our small family of 3.

PAIA HALE Walk to beach and town
Nothing but great things to say about this Airbnb. Clean, safe, comfortable, walkable, convenient, good wifi, air conditioning and fans, it was one of the best airbnbs I’ve stayed at. Friendly and easy to communicate with hosts. I really enjoyed my time here and can’t wait to return soon, thank you!

3B2B w/HotTub FamilyComfort HawaiianaCharm Central
Good location and Emma made great dinner recommendations in the area. There are also some nice restaurants and coffee shops walkable.
Condo rentals in Wailea, Wailea-Makena

My Maui Beach Condo #3318
Great place - will stay again. Complex is nice, quiet and very cleaen. BBQs, small pool. Parking is easy. Walk across to beach and sunset :)

Kihei Maui Studio Condo with king size bed *2
Aaron’s space was exactly like the photos! We were a party of 3 and had more than enough space to sleep and stay. Location is pretty central to everything we wanted to do and there are tons of eating options. Lots of great amenities included like a pool and tennis courts with rackets and towels provided. The beach is also just across the street making morning walks a dream. The kitchen is fully stocked and there is filtered water available too. Aaron is very responsive and is beyond helpful.

Luxurious Condo in South Kihei
Honestly, John’s place was fantastic. The fact that he had snorkeling gear, chairs, towels, and a beach with so many turtles so nearby was amazing. His place was immaculate, easy to get into, a parking spot so close by, his communication was on point and the place was just honestly one of the best Airbnbs I have ever been to is saying a lot. Thank you John for everything.

Luxury 2bd2bth Kihei Maui Condo Across from Beach
verry nice place and close to beach to watch the sunset👍

NEW Ocean View 1 Bedroom Condo with Common Hot Tub
Super clean, amazing ocean front Condo with everything we needed! Communication with Dan was outstanding, he provides all the information you need to find the place and access it without any problems. The Condo is beautiful, very comfy bed, equiped with everything you can think of and great view! We are looking forward to be back in December!

*Maui Vista Condo* Great Location*Sleeps 4-5
This was a fantastic condo - much bigger than we expected. Our family of 5 (kids are 12, 9, and 5) fit very comfortably. Everything was very clean and comfortable. Plenty of beach stuff (boogie boards, Tommy Bahama beach chairs, toys, snorkels, etc). No need to rent anything extra. The property is beautifully maintained - nice gardens everywhere. We had no trouble with parking, plenty of spaces right in front of the unit. There is a beach easily within walking distance which made for a great nightly tradition of watching the sunset. We would absolutely stay here again!

Clean & Stylish Condo in heart of Kihei, Maui
Amazing location. The condo is very clean with great kitchen and beach amenities.

Tropical Resort Week of May 5th $140/night!
Darlynn was so helpful and responsive before and during our stay. We loved her place, which was clean and inviting. The breeze through the rooms was ample to keep the place cool through warm days and nights. The water pressure of the shower was excellent. We really appreciated the great selection of dishes and cookware, the washer and dryer in the unit, the set up of the main rooms, and sitting at the table on the peaceful, shady lanai. We were especially grateful for finding condiments already there and beach supplies available to use. The resort's pool and hot tub were very well maintained and the open hours reasonable. We enjoyed our stay so much and would be happy to book here again.
Quick stats about vacation rentals in Wailea, Wailea-Makena
Total rentals
1.9K properties
Nightly prices starting at
$60 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
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