
House vacation rentals in Wailea, Wailea-Makena
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Top-rated house rentals in Wailea, Wailea-Makena
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Popular amenities for Wailea, Wailea-Makena house rentals
House rentals with a pool

Newly Remodeled Cottage
Look no more!! Vans place is absolutely stunning. We stayed here with our four kids & we cannot wait to return. The location is so peaceful and extremely spacious. Thank you Van for hosting our stay. We look forward to staying here again.

ICC 20 Remodeled 2BD Hawaiian Cottage w Pool AC
Beautiful property with a great deck. Was perfect for a family vacation. So close to all the resorts and the beach. Great location to get around Maui. Would highly recommend!

Luana Kai C209
Beautiful condo in Kihei with every possible amenity to make you feel right at home. Private and peaceful with a pool, beach access. Perfect for getting around to snorkeling which was nearby. Access to stores too. Great place from which to visit Haleakala as well!

Maui Sunset Resort A102 - Aloha Mai, Remodel, Grou
Gary was proactive with communications and his place was perfect for our needs! The amenities were great! the beach is a quick walk to the other end of the property and perfect for viewing the sunset!

Your Beachfront Island Home Awaits! #1A2
This place is terrific! It's clean, very comfortable, nicely laid out. The rooms are spacious and all have AC units and ceiling fans - and an AC unit in the main living/eating area. The linens and towels are high quality. There is a wonderful deck that overlooks the pool and the ocean with easy access to a small grassy area and beach. The house has lots of amenities for guests' use incl boogie boards, snorkel equipment, sand toys for kids. There are also a lot of spices and other items in the pantry which is always nice when you cook in. The hosts are responsive and friendly. The only downside is the condo sits on a pretty high traffic road and it can be noisy. You can walk to some restaurants but a car is a must. I would come back here for sure.

Centrally located and steps to the beach!
No detail is forgotten! This is the best accessorized and appointed home away from home we have ever experienced. It is a great location, and we like the Lanai that rolls out onto the lawn. We love the short 1/2 block walk to the beach. it is wonderful to have air conditioning and fans. The kitchen is well stocked for any cooking activity and we especially appreciate it that snacks and coffee were waiting for us. We loved the gift of chocolate covered macadamias. We appreciate the superlative attention to detail and the efficient accessibility of the hosts. Mahalo Ashley and Mike!!

#1 Kaanapali Beach Modern Condo C101 Maui Eldorado
Very beautiful location to stay at in Kaanapali! Has a gym with just enough equipment, grills and pools, and an included private golf cart upon request to the beautiful Kaanapali beaches. Also towel service available until 5:30pm! So wonderful! AC and other amenities were great, did not have a single issue or complaint my entire stay here. Had a great time here, will hopefully be back!!!

Oceanfront 2BR Condo w/ Pool Access & Sunset Views
Very highly recommend this listing! the views were stunning and with obstruction. The suite feels very private and the lanai is ideal for anyone looking to relax while looking out and watching the ocean. The unit is also very near attractions and beaches on West Maui with great parking access (included which is rare) and calm roads. Even during higher surf days, the sound proofing in the suite didn't disturb our sleep. we had a very enjoyable time!
Weekly house rentals

Mahalo Pono @ Ka 'anapali Royal
We absolutely loved Jay and Amyās place. It had everything we needed and more. The location was perfect ( 5 minute walk to the shopping center), restaurants and beach were also a short drive away. The house was pristine. Itās better in person than in the pictures to be honest. Amy was very helpful and super responsive with any questions we had. We truly felt at home. Would definitely stay here again. Thank you, Jay and Amy for your hospitality. You truly made our vacation very special.

Island-Inspired 2BD Oceanfront ~ Quam Properties
We stayed in two units at Hololani. This one was my fav. More spacious. Wonderful lanai. Unit is comfortable and we felt at home. Made some great dinners and enjoyed the view. This is a neighborhood condo not the high end resort. Pool amazing. 90 degrees! We loved our stay! Note units are Not air conditioned. Fans adequate. A couple of big box fans would have gone a long way to making us more comfortable.

Hunter Hales KALA cottage Haiku Maui
Mike's place was very clean and it's location is hard to beatāit's a short walk from Haiku Market for food and supplies, and also just a short walk from multiple restaurants. This was my fourth trip to the Haiku area, and this was honestly the nicest and cleanest AirBnB I've stayed at there!

Gratitude Bed and Breakfast BBWK2022/0001
We arrived at Rhondaās on Christmas Eve and she was there to greet us and show us around the space - she had a little tree with lights set up and a lovely wreathe on the door. There was also delicious banana bread and her homegrown lilikoi waiting for us inside. The space is so comfortable and well decorated- we felt immediately at home. Very convenient to walk to a few restaurants as well. Even though the house isnāt on a main street at all, if you keep the windows open (and why wouldnāt you!) you may experience a good bit of noise in the early morning (roosters, garbage truck, general people sounds). We had a lovely time enjoying breakfast on the porch and would happily stay at the Gratitude BnB again!

3-bed 2-bath Beach Bungalow w/ Bikes & Pickleball!
Clean and exactly like the pictures. Parking is easy and the place is charming.

Charming 2bd/1ba downstairs Unit with AC
Rinaās place was great for us. It had all the basic amenities that we needed. The place is a quick walk to the town of Paia and a few local beaches. All the food in the town is great and the beaches were awesome. It was a good place to rest after a long day of being out and about. No complaints here.
Private house rentals

Luxury Oceanview Wailea Retreat | HÅkÅ« Hale
Absolutely EXCEPTIONAL stay. I mean it when I say photos do not do this place an ounce of justice. Upon arrival, I was greeted with spectacular views, impeccable decor, and a spotlessly clean and comfortable spot for a large group in what is easily the best location in Maui. Watching the sunset from the lanai was breathtaking and perhaps my favorite part of the whole trip. Iāve stayed at a lot of places on Maui over the years, and this is one place I can say for certain I will be coming back to. Oh - and the guidebook was a great touch for local tips!

Clean, Ocean Front, Big 1 Bd, 1st Fl, Royal Kahana
First time in Maui was a success. Only thing we would change is the length of stay. Recommend 10 days minimum. Will definitely be looking to stay here again.

Hale Luana 4B House pool/spa/AC, STKM2023/00001
Five stars with a big caveat about the AC- see below. The many pluses: Very good value for highly walkable neighborhood, especially for families: well-locked pool, awesome playground at the end of the block, and lots of kids toys for pool and beach. Very comfortable layout with 4th bedroom garage conversion that feels like its own suite. Robyn lives in the front house and was so helpful with local recommendations and even lent some additional beach gear. For those who are more heat sensitive like us: Listing is vague about AC settings: lowest allowed temp in the main house is 73 and in the 4th bedroom, window AC goes to 72 but only can be turned on 7p-7a. These are reasonable ways to balance electricity use, but hopefully hosts will be more transparent in the listing (and include what cost would be for lower settings, which we didnāt end up asking about because we squeaked by.) It would have been nice to have option for a cooler temp at night ideally.

3 Bedroom Private House Kihei /Wailea Maui
The coconut cottage is an ideal base for Maui adventures! Large, spacious property to easily accommodate up to 6-8 people - with a full functioning kitchen, 2.5 baths, large backyard and a lovely front-facing deck. We had the most luxurious and comfy stay, and lots of fun family memories in the main living area. The property is located in Kihei, with quick access to the beach, shopping and local markets. Marc is the most gracious host, and was incredibly accommodating, easily accessible and super kind. 10/10 recommend!!!! Would love to come back at some stage :)

One Block to the Beach! Cozy Beach House in Kihei
Thank you for this amazing stay Leanne! We had such a great time and enjoyed the close beach at sunset, went snorkeling during the day and even saw turtles just 5min away (by car). All rooms have air condition which we enjoyed during the night. Itās a pretty quiet neighborhood so this will be a really relaxing holiday. Perfect area to explore the island. If Germany wouldnāt be as far away, we would love to come back!

Come Back to Puamana Nani
Annie is a great host, the home was clean and comfortable. The beach a minute or two walk. The pool is close to the condo, about a minute too. We slept peacefully in the comfortable beds, the kitchen was well stocked, and the place is beautiful and comforting. We sat outside to drink coffee in the mornings and it felt like home, but better.

Exclusive Beachfront Cottage, Ocean Views, WiFi/AC
Absolutely perfect! Beautiful beach access with great walkability to local restaurants and shops. This place was peaceful and quiet! Great sunset view from the balcony. The space was clean and very easy to find. The beach made for great turtle watching.
Quick stats about house rentals in Wailea, Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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