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 stars2 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 stars1 month 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
Apartment in Kihei
5 out of 5 average rating, 14 reviews

Worldmark Kihei Resort 3 BR 2 Bath sleeps 8

MokihanaRating, 5 stars2 months ago
Tim was an amazing host! Very responsive and helpful. This unit is beautiful, spacious, clean and perfect location. I definitely recommend staying here.
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, 310 reviews

Ocean view studio. 1k ft from water!June $149 m-th

DanielRating, 5 stars1 week ago
Great studio with nice amenities and easy access to Kihei. Excellent value.
Guest favorite
Condo in Kihei
4.95 out of 5 average rating, 147 reviews

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

JenniferRating, 5 stars1 day 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 stars2 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!

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 – Tropical Bliss

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, 253 reviews

South Maui Guesthouse

DanRating, 5 stars4 days 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
4.96 out of 5 average rating, 426 reviews

Stunning ocean view, heated pool at home by Wailea

EkoRating, 5 stars2 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.
Superhost
Home in Wailuku
4.78 out of 5 average rating, 64 reviews

3B2B w/HotTub FamilyComfort HawaiianaCharm Central

JohnRating, 5 stars1 month ago
Great place to stay, hot tub and small private front yard were treats. Very accommodating when our initial reservation needed to change, and to fix an A/C remote. Everything’s pretty new and common area is welcoming. The next door driveway behind master bedroom created a bit of noise very early several mornings. But overall it felt quiet and very comfortable. Would stay there again for sure.

Condo 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 :)
Superhost
Condo in Kihei
4.83 out of 5 average rating, 372 reviews

Kihei Maui Studio Condo with king size bed *2

KailiRating, 5 stars1 month ago
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.
Superhost
Condo in Kihei
4.8 out of 5 average rating, 178 reviews

Luxury 2bd2bth Kihei Maui Condo Across from Beach

BrookeRating, 5 stars4 weeks 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!
Guest favorite
Condo in Kihei
4.77 out of 5 average rating, 252 reviews

*Maui Vista Condo* Great Location*Sleeps 4-5

BlairRating, 5 stars1 month ago
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!
Superhost
Condo in Kihei
4.87 out of 5 average rating, 309 reviews

Clean & Stylish Condo in heart of Kihei, Maui

DomagojRating, 5 stars3 weeks ago
Amazing location. The condo is very clean with great kitchen and beach amenities.
Superhost
Condo in Kihei
4.92 out of 5 average rating, 142 reviews

Walk To Sand Beach, 2BR/2BA, Cozy Condo for Family

ChristianeRating, 5 stars2 weeks ago
Such a hidden gem!! It was wonderful to stay at a locally owned place rather than a management owned spot, and Chenwei’s place had everything we needed. It was very cozy, conveniently located, and felt like home after our long adventure days. Chenwei was also so responsive and helpful!
Superhost
Condo in Kihei
4.74 out of 5 average rating, 227 reviews

Tropical Resort Week of May 5th $140/night!

CynthiaRating, 5 stars3 weeks ago
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.
Guest favorite
Condo in Kihei
4.93 out of 5 average rating, 120 reviews

Close to the beach-2Bd/1Bath Condo-Great Location!

TroyRating, 5 stars1 week ago
Our family of 4 really enjoyed Su's condo. Check-in process was super easy, parking was readily available. The condo was actually better than the photos. Very modern and clean. The airconditioning worked well and all appliances were in good condition. The beds were comfy and she even has beach chairs, coolers, snorkels available inside the closet. The condominium also had good amenities like hot jacuzzi, a pool, and some grills which we were able to use. The location was also perfect as it was near the beach (sunset views), restaurants, and also a supermarket which was perfect! All in all, the place was excellent and staying here really elevated our vacation in Maui and will choose this place if we visit again in the future.

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

Destinations to explore

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