
Vacation rentals in Wailea, Wailea-Makena
Book unique homes, vacation rentals, and more on Airbnb
Top-rated vacation rentals in Wailea, Wailea-Makena
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Wailea, Wailea-Makena vacation rentals
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

Worldmark Kihei Resort 3 BR 2 Bath sleeps 8
Tim was an amazing host! Very responsive and helpful. This unit is beautiful, spacious, clean and perfect location. I definitely recommend staying here.

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!June $149 m-th
Great studio with nice amenities and easy access to Kihei. Excellent value.

☼ 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!

Aloha Aku CoCoPalm Suite – Tropical Bliss
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!

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
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.

3B2B w/HotTub FamilyComfort HawaiianaCharm Central
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

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.

Luxury 2bd2bth Kihei Maui Condo Across from Beach
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!

*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.

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

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.

Close to the beach-2Bd/1Bath Condo-Great Location!
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
- Villa rentals Wailea
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Beach house rentals Wailea
- Luxury rentals Wailea
- Rentals with pools Wailea
- Fitness-friendly rentals Wailea
- Serviced apartment rentals Wailea
- Condo rentals Wailea
- Pet-friendly rentals Wailea
- Beach condo rentals Wailea
- Cottage rentals Wailea
- Rentals with a sauna Wailea
- Waterfront rentals Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Kid-friendly rentals Wailea
- House rentals Wailea
- Rentals with an EV charger Wailea
- Rentals with a washer and dryer Wailea
- Family-friendly rentals Wailea
- Hotel rentals Wailea
- Apartment rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes