
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

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!

Maalaea Kai 307 - Maui Prime Oceanfront
This was a fantastic place to spend our week in Maui. The condo was amazing and spacious with all the amenities you would need to enjoy your time. The location is perfect, relatively close to the airport and well situated next to route 30 so you could go everywhere on the island quite easily. The view from the condo is second to none, from the patio you can easily see the Haleakalā mountain and from the front door is a great sight of the western Maui mountains. And on top of everything this condo was much more peaceful than the huge resort areas. There were not too many people around, and even when we did go to the beach we were able to find a spot easily. I’d recommend this condo for anyone who wants to spend a week or a few days in Maui - the price is quite good compared to the normal resorts, you get a great view and anything you don’t pick up on your way from the airport you can grab on a 20 minute drive to Kihei. This place was perfect for us.

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!!

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.

The Palms 1202 - The most expansive ocean views
Andre was a tremendous host. He was promptly responsive to our questions and requests. His condo is beautiful and well-equipped. The view from the lanai and every room was spectacular. My wife and I would love to stay here again.

CLOUD 9 BEACH HOUSE - pool, walk to beach, legal
We are a family of 7. 6 adults and one teenager. Tamara's home has a Homey feeling. We felt right at home. She provided so many amenities. She was extremely friendly and responsive as if she was part of your family. Beds were very comfortable, and she supplied many daily used items. Don't just take my word. Book her home and see for yourself. We will definitely book with her again in the near future.
Weekly house rentals

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 :)

Hunter Hales KALA cottage Haiku Maui
We had a fantastic stay! The property is clean and comfortable with tons of natural light. Great local setting-around the corner from a great coffee shop and one of the best restaurants on the island. We’ve stayed at a number of properties on the island - we plan to return to this one. Highly recommend.

Oceanfront Koa Lagoon Condo w/ Sunset Views
The condo was perfect! Very quiet property and the water view was wonderful. Unfortunately, we just missed whale season but still enjoyed watching the kayakers going by. The kitchen had every item we needed and the washer/dryer was so appreciated. The elevator in the building is very efficient and parking was no problem at all. The location is excellent…not in a busy area and very easy to get to everything on the island. We will be back!

Gratitude Bed and Breakfast BBWK2022/0001
We had such a lovely week long stay here!This house is peaceful, quiet, clean, and very comfortable- a hidden gem for sure. It truly felt like a home away from home and the perfect place for us to relax, unwind and enjoy. The house was furnished with all the amenities that we needed and is walkable to restaurants and shops. Rhonda was so welcoming and was always available if we had questions or needed anything. We would happily stay at the Gratitude Bed and Breakfast again.

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.

Charming 2bd/1ba downstairs Unit with AC
Rina’s 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.

Beautiful ocean view home with central A/C
Had a great 1 night stay here. Slept 6 comfortably and was an easy walk into town. No complaints!!

Peaceful and Spacious; North Shore Maui
Great place, having a home cooked meal in this deck with some evening sun was amazing. I would recommend staying here!
Private house rentals

Kihei 533 Ocean View Condo
Beautiful little condo with a great view. Check in was hassle free, the place was clean, and it was exactly as described. The host was very responsive answered all my questions along with giving clear and concise instructions. The area is great with plenty of amenities around and there is a nice beach right by. Overall, I would highly recommend booking a stay here.

Luxury Oceanview Wailea Retreat | Hōkū 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. I’ve 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!

Charming Direct Oceanfront North Shore Beach House
Amazing house in a beautiful location. The beach is rocky but you can walk up to a sandy area easily. There is a super gorgeous tree swing in the park nextdoor that our kids loved walking to. We loved the neighborhood cat, Buddy, and watching the locals fishing out front.

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. It’s a pretty quiet neighborhood so this will be a really relaxing holiday. Perfect area to explore the island. If Germany wouldn’t be as far away, we would love to come back!

Paia cottage walk to town and beach
This is a great find. Everything was as described. Very good location. Nice clean cottage that is equipped with everything we needed for 8 days stay. I would highly recommend.

Sweeping Ocean View Modern Stylish Monthly avail
This was mine and my families first trip to Maui. The location of Holly’s house was perfect just right down the street from the market and good restaurants. The house was equipped with everything we needed and more. Never had to even bother Holly with questions she left a paper with the keys covering anything we needed to know. The location was just a short drive from beautiful beaches and great shopping . I would recommend staying at holly’s for a carefree, relaxing time. Maui was more beautiful than I had imagined we are planning on making this a yearly trip now. Thank you Holly and Airbnb. Donna S. Atlanta,GA

Sandy Paradise Royal Mauian-503
This home and its location is a very good value. The home was very comfortable. It was perfect for 4 adults with 2 king beds, 2 private baths, and A/C in every room. It should be noted the condo is advertised for up to 6 people but any additional people in the condo would have felt very crowded in the 803 sq ft space. The location is amazing with immaculate grounds and public beaches on each side of the property and a number of restaurants and shops across the street. It's in an excellent location and walking friendly. The view from the balcony was amazing. The pictures were very accurate in showing it. We went hoping to see some whales from the balcony and we were not disappointed. Whales appeared often and between 100 to 200 yards from shore and were easily seen with the naked eye. Binoculars were an added bonus for closer viewing. This property is a wonderful value when you consider the location, the view, and the quality of the property. We'll book again.
Quick stats about house rentals in Wailea, Wailea-Makena
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ257 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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- Sandy Beach
- Laie
- Kaipukaihina
- Wailea Beach
- Oneloa Beach
- Hāmoa Beach
- Maui Ocean Center
- Kaulana Beach
- Mokulau Beach
- Hallulu
- Papaloa Beach
- Ka'anapali Golf Courses
- Wailea Golf Club
- Maluaka Beach
- Pahoa Beach
- Honukanaenae
- Puu Olai Beach
- Kanaio Beach
- Oneuli Beach
- Changs Beach
- Waipu
- Palauea Beach
- Pepeiaolepo Beach
- Halepalaoa Beach