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

Stunning One Bd Partial ocean, AC, wifi,Pool C209
Leslie’s place was a gem! If we are ever back to Maui, we would love to stay here again. The location was perfect for snorkeling, and Leslie’s local recommendations were awesome. The check in and out was very easy to follow. The place has beach chairs, boogie board, beach towels and so many more! We also appreciated the hot jacuzzi in the condo and the beach in the front.

Oceanview Home with Private pool and hot tub
Excellent location, beautiful view, house was well stocked and the communication was terrific from both homeowner Steve alongside the property manager Walker. Speedy responses to any questions we had. Our family had a blast in Maui and would rent from Steve again. Steve also had great recommendations for local eating alongside a picturesque sunset spot. For our family of five, Steve's home was a winner.

Luxury Panoramic Ocean Views!
Kapalua Ridge is an incredible development and Kevin’s place was absolutely stunning. The entire setup gives all the resorts in the area a run for their money. The place itself was clean, well equipped, massive and luxurious. The views of the coast and islands was beautiful and we enjoyed stunning views everyday. It’s a short walk to the beach and few steps past the nearby beach gets you to Kapalua bay which is where the restaurants are. The bathrooms were very large and luxurious - which we loved. Our host Kevin was super responsive and was very helpful with recommendations and helping us find things in the airbnb. Will come back here if in Maui - amazing place.

Maalaea Kai 307 - Maui Prime Oceanfront
We had the best time at this condo! It was quiet and clean and was exactly what we were hoping for! Don was incredibly responsive when I had questions or needed recommendations to rent baby gear! We had a great time and hope to Come back again

Best Studio Ocean Views at Honua Kai -Hokulani 719
We, a small family, recently stayed in Kaanapali Maui and couldn’t have been happier with the experience. From the moment we arrived, everything exceeded our expectations. The unit was spotless, beautifully decorated, and fully stocked with all the essentials — from kitchenware including a blender and all of the beach necessities. After going around the island and picking up some fresh fruit, it was a nice afternoon treat to be able to make our own smoothies! Highly recommend it. The view from the lanai (balcony) was absolutely stunning. Every morning we enjoyed our coffee while watching the sunrise over the ocean, and in the evenings we were treated to the most spectacular sunsets. The sound of the waves crashing was the perfect background to a truly relaxing vacation. The location was ideal just a short walk to the beach, shops, and great local restaurants. We loved being close to snorkeling spots and whale watching opportunities. The complex also had a pool, hot tub, and BBQ grill

Aloha Aku Honu2 Suite – Relax by the Sea in Tranqu
Absolutely incredible stay. The suite was everything we needed and more. The beachfront porch was peaceful and private. There was gear for every beach activity you could ever want to do and it was so fun. We cannot wait to come back!

#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!!!

Beautifully Remodeled 3 Bedrooms/2Bathrooms
Luan was a wonderful host, was available with any questions I had. The home was clean and felt cozy. A home away from home. The location was great and was walking distance from the gorgeous beach, shopping, and restaurants. I would definitely stay again and highly recommend.
Weekly house rentals

Paia Family Cottage
We loved Maria’s place! Open plan with lots of space to relax and socialize. We loved having a washer and dryer! The beach chairs were an added bonus. The lanai was my favorite place. It faces due east so we were able to watch the sunrise every day while listening to the birds and drinking our coffee. The beds were very comfortable. A lovely neighborhood within walking distance to town, which we did every day. I highly recommend this lovely home!

Paia Town Plantation Home
An absolute gem! Quiet and clean and only a couple blocks from the main stretch in Paia. Easy walk to the beach!

Mahalo Pono @ Ka'anapali Royal
We had an amazing time. Amy & Jay were extremely responsive and the property was immaculate. Our family of 5 had everything we needed to be comfortable, enjoy the beach and be within 15 minutes of anything on the west side of Maui. We plan on returning soon!

Island-Inspired 2BD Oceanfront ~ Quam Properties
Book it! I have come to Maui several times and stayed at both Hotels and condo type resorts and let me te you this is perfect (especially for families) The house had everything from a fully stocked kitchen (minus food ofc) , Pack and play for babies to beach chairs, cooler, boogie boards, snorkel gear. I usually rent those, so that was nice to have! The view of the ocean from the kitchen, living room, and bedroom was such a treat. The condo atmosphere is mostly quiet and laid-back. The lanai was my absolute favorite! I was nervous about not having AC but it honestly was not needed between the fans and the natural ocean breeze that comes in(especially in the second room) the whole house stays comfortable. I absolutely will be staying here again in the future!

Newly Remodeled Cottage
A wonderfully comfortable Hawaiian cottage with plenty of room to spread out. It’s fully equipped with beach chairs, snorkel gear, pickle ball paddles and even a cooler. Van was so helpful and accommodating during our stay. Easy 10 minute walk down to the main beach access with a great boardwalk. Highly recommend this great little spot.

3BR/3BA Pualei Beach House
Ryan's place was truly exceptional and worth the price. The spaces matches the photos and description, the neighborhood was stunning with plants and flowers everywhere, and you can't get any better than being steps from the ocean. We will absolutely be staying here again! The AC worked great, the beds were comfortable, and they had good quality linens and towels. Something important to me is how comfortable the sitting area is, where people gather together. This living room was perfect! Couch was clean and comfortable, and the chairs next to it were too. It was easy to lounge in there with our family. We also really appreciated that there were so many great beach accessories we could use, like chairs, boogie board, sand castle buckets, etc. Ryan was easy to get a hold of and gracious. We did suggest that he put some grease on the bathroom door in the Ocean (master) bedroom because it gets quite loud when opening at night. He said they will get that fixed! Can't wait to come back!

ICC 13 Beautifully Furnish Kaanapali Cottage
We had a wonderful stay at Maui Paradise Properties! The location is unbeatable and the space is well-lit, roomy, and well-decorated. I loved the open space kitchen and patio. We will definitely come back to Maui Paradise Properties on our next visit!

The Art Estate, Haiku Maui Hawaii
I recently had the pleasure of staying at this incredible location, and it exceeded my expectations! The place was immaculate; we felt right at home. The kitchen was fully equipped with all the essentials, allowing us to prepare meals with ease. The thoughtful details and comfortable setting truly enhanced our stay, making it a memorable experience. Located just a few minutes’ drive to MM 0 on the Hana Highway, it was a perfect location to stay for our two-day exception checking out all that time allowed on the road to Hana. Would love to stay here again when we get back to Maui.
Private house rentals

Ocean View Condo 533- A/C, Free Parking, and WiFi
Had a great time. Home had everything needed.

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 :)

Haiku Hale: Permit# BBPH 2019/0009 SUP2 2019/0010
This house was perfect for us. We loved how it was close to everything but private you feel like you’re way out in the country but in reality you’re just close to the main road in the main town. There are a lot of chickens walking around in the morning and clocking, but they go to sleep at night and they’re fun to watchthe house had everything we needed to cook as we cooked most of our meals

Your Beachfront Island Home Awaits! #1A2
Fantastic place if you like being off the beaten path. It provides excellent access to necessities without the overcloud of a tourist destination. When you can go right out the front door to the beach and snorkel with sea turtles, why do you need a tour? I would highly recommend this place to folks who are looking for peace and serenity during their vacation!

One Block to the Beach! Cozy Beach House in Kihei
Cozy and in a great spot. Super close to neighborhood beaches and a quick walk to Kalama Park and village area. Would stay here again.

Gratitude Bed and Breakfast BBWK2022/0001
We loved staying at Rhonda’s cottage . The house is absolutely beautiful, a charming, traditional Hawaiian-style cottage with such a warm and inviting feel. The deco is adorable, full of thoughtful touches that make the space feel cozy and authentic. The kitchen is incredibly well-equipped, and there's even a dedicated closet for luggage. Rhonda goes above and beyond for her guests, We were greeted each day with delicious banana bread and fresh fruits. She also provides everything you need for a perfect beach day: beach chairs, sun umbrellas, snorkel gear, and more. Rhonda herself is simply lovely. She helped us with laundry, offered great recommendations for things to do in Maui, and restaurants. There's also a handmade booklet in the cottage full of helpful information about nearby activities and dining spots We truly felt like we were being welcomed by family like staying a kind aunt who wants you to feel completely at home during the holidays.

Vineyard Village Maui House of Aloha
Todd's place was clean and cozy. The town is a local's town, not touristy & fancy. The kitchen was well stocked with utensils etc. It was nice to have the use of folding chairs & umbrella to take to the beach. The Four Sister's bakery one block away is a must try! Get the butter rolls for sure! There are also some food trucks a couple of blocks away.

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-Makena
Total rentals
50 properties
Nightly prices starting at
G$14,645 GYD 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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