Wailea-Makena vacation rentals

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Popular amenities for Wailea-Makena vacation rentals

Stay near Wailea-Makena's top sights

Wailea Beach24 locals recommend
Kamaole Beach Park II30 locals recommend
Cafe O'Lei Kihei35 locals recommend
Monkeypod Kitchen by Merriman72 locals recommend
The Shops at Wailea36 locals recommend
Polo Beach9 locals recommend

Other great vacation rentals in Wailea-Makena

Guest favorite
Condo in Kihei
4.91 out of 5 average rating, 97 reviews

Kamaole Sands - Remodeled - King Bed - Ocean View!

CherylRating, 5 stars1 week ago
Great location, walkable to beach and a few restaurants. Appreciated the beach chairs and umbrella and cooler. Pretty surroundings.
Guest favorite
Apartment in Kihei
4.91 out of 5 average rating, 174 reviews

Stunning Luxury Oceanview Condo

SaraRating, 5 stars3 weeks ago
We loved our stay! The view is unbeatable and the tiki torches at night add to the ambiance. The place is clean, great location, and had all we needed. Many thanks to John for hosting us!
Guest favorite
Condo in Kihei
4.87 out of 5 average rating, 187 reviews

Relaxing Kihei Condo right on the Beach in Maui

MandyRating, 5 stars3 weeks ago
We loved our stay here! Beautiful property and beach. Everything we needed was available. It was so helpful to have access to beach chairs, towels, snorkel gear, etc.
Superhost
Condo in Kihei
4.81 out of 5 average rating, 312 reviews

Ocean view studio. 1k ft from water!

JohanaRating, 5 stars1 week ago
Very nice place! It’s right across from the beach and very close to great food. The apartment is very cozy and had AC.
Superhost
Apartment in Lahaina
5 out of 5 average rating, 3 reviews

2 BR Suite @ Maui Ocean Club

AleemRating, 5 stars5 months ago
Jason was incredibly helpful in securing a place for my family after we made a last minute decision to travel to Maui for Thanksgiving. It was challenging to find something to our liking but Jason was persistent and ultimately found us a place to our liking a day before our travel. I was initially apprehensive but Jason was super responsive and provided clear instructions and stayed in touch till we checked-in successfully. The place (Marriott Ocean Club and the room) exceeded our expectations and we couldn’t be more grateful for Jason’s assistance. I would not hesitate to book with Jason again for any of our future travel plans. Mahalo, Jason!
Guest favorite
Condo in Wailea-Makena
4.89 out of 5 average rating, 73 reviews

Exquisite Remodel-Sleeps 8-Well Equipped-AC

JosephRating, 5 stars2 months ago
We had a lovely stay and the host was very responsive and helpful. They even brought us two brand new boogie boards to use when we asked about them. We had such a good time and were very happy with our stay. We are chemical sensitive, so the only difficulty for us was the clothes washer as a strong fragrance (tide) was used so we had to buy some sheets while on the island and use our own towels etc. This isn’t uncommon for us though, there are so many strong detergents used these days and they are instant headaches for us. A HUGE relief is that they did not use any air fresheners, just strong smelling laundry detergent. Everything else was absolutely wonderful. 10/10 recommend.
Guest favorite
Vacation home in Lahaina
4.94 out of 5 average rating, 67 reviews

Marvelous Maui, Oceanfront Paradise!

LauraRating, 5 stars3 months ago
We love staying at the Pikake- have stayed in the complex many times and this is an awesome unit. Great communication from host. Hard to beat!
Guest favorite
Condo in Wailuku
4.95 out of 5 average rating, 22 reviews

Oceanfront 5 star Retreat

AndrewRating, 5 stars1 month ago
We really loved our trip to Maui and just loved being right on the water. The unit itself is very nice with two bedrooms and a large couch that pulls out into a bed. The kitchen was very well equipped with high-quality items and the unit is updated very nicely And very well maintained. The beds were very comfortable with plenty of blankets and pillows. I’m not sure if the unit has air-conditioning or not, we got by just fine with Ocean breeze and fans. It was about 80° every day we were there and we were perfectly comfortable. The turtles coming up onto the beach at night was super cool and our kids loved it. The location being near the marina offered convenience for our snorkel trip and Kihei is close enough by for grocery, etc. Our only complaints would be that the elevator did not work at all and were not told about that at booking. I believe they fixed it the following week. Lastly, not being able to see the sunset from the condo is a bummer, but the sunrise is pretty spectacular!

Quick stats about vacation rentals in 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

Your guide to Wailea-Makena

All About Wailea-Mākena

Located on the southern shore of the Hawaiian island of Maui, Wailea is a resort area famous for its white-sand beaches, sprawling golf courses, and relaxing spas. Wailea-Mākena provides a great base for visiting southern Maui’s sandy shores, such as the nearby Wailea Beach, which is just a short walk from town, or Mākena Beach, where you can go for a refreshing swim or explore the pristine coastline by paddleboard or kayak.

You can also find many interesting natural attractions nearby, such as La Perouse Bay or Ahihi-Kinau Natural Area Reserve, which is teeming with marine life. Take a break from the sun and water by visiting the Shops at Wailea, a complex that features 70 retail stores — art galleries, boutiques selling Hawaiian shirts and water-sports gear —and restaurants serving creative takes on local mahi mahi and deep-water ahi tuna.


The best time to stay in a vacation rental in Wailea-Makena

Thanks to Maui’s consistent heat all year round, this is a great place to visit at any time. During the summer, the days are long, hot, and sometimes muggy, which is why many travelers cool off in the crystal-clear water found on Maui’s beaches.

During the spring and fall, the crowds thin out, making this a great time to visit if you want to have the beaches and hiking trails all to yourself. While the clouds gather overhead more frequently in the winter and the region sees a higher amount of rain, the warm weather remains, and showers are generally quick to come and go. Winter is also the best time to visit if you’re interested in whale watching or driving along Maui’s Road to Hana, a winding road famous for its waterfall hikes and lush greenery.


Top things to do in Wailea-Makena

Mākena State Park

Mākena Beach State Park, on the south side of town, is home to one of the largest undeveloped beaches on Maui. This stretch of shoreline, commonly referred to as “Big Beach,” features glistening white sand and cerulean waters surrounded by native kiawe forests and mango groves. Wander inland and you can hike up the 360-foot-tall Pu’u Olai, a dormant volcanic cinder cone, where you can survey the coastline from on high.

Ahihi-Kinau Natural Area Reserve

Located less than a 10-minute drive from Mākena State Park, this marine reserve offers one of the area’s best snorkeling spots. The ocean floor is covered by a coastal lava field intermixed with coral, making it a popular home for many different species of tropical fish, including butterfly fish, parrotfish, surgeonfish, and turtles. At the reserve, you can snorkel directly from the shoreline.

La Perouse Bay

Just 20 minutes south of Wailea-Mākena, La Perouse Bay is outlined by lush green vegetation and jagged lava rock formations, created when the now-dormant Haleakalā Volcano last erupted in 1790. Now the blackened lava rocks shelter numerous tide pools. If you’d like to peer in at the marine creatures living there, bring shoes with thick soles, as lava rock has many sharp edges.

Frequently Asked Questions

  • Are there pet-friendly vacation rentals in Wailea-Makena?

    Four-legged friends are welcome in Wailea-Makena. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Wailea-Makena?

    Yes! Work meets play with ease at over 1,060 vacation rentals in Wailea-Makena featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Wailea-Makena vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 1,750 vacation homes with pools in Wailea-Makena, available on Airbnb. Make a splash and soak up the sun in style!

  • Do townhouse rentals in Wailea-Makena have a gym?

    Absolutely! We offer over 10 townhouse rentals with a gym in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Wailea-Makena?

    Experience the best of Wailea-Makena with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly townhouse rentals in Wailea-Makena?

    Wailea-Makena has more than 20 family-friendly townhouse rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do condo rentals in Wailea-Makena have wifi?

    Absolutely! We offer over 1,440 condo rentals with wifi in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Wailea-Makena have a bbq area?

    Absolutely! We offer over 30 apartment rentals with a bbq area in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Wailea-Makena have air conditioning?

    Absolutely! We offer over 30 hotel rentals with air conditioning in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Hotel Rentals in Wailea-Makena?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with air conditioning, over 20 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

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