Wailea-Makena vacation rentals

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Popular amenities for Wailea-Makena vacation rentals

Wailea-Makena condo rentals

Top guest favorite
Condo in Wailea-Makena
5 out of 5 average rating, 83 reviews

Wailea Surf Shack: Golf, shopping & beaches!

lisaRating, 5 stars1 week ago
This was our second stay and Jes and Pete's place and it was just as fantastic as our first. The condo is immaculate, well stocked and in a great location. Its so comfortable and inviting, tastefully decorated and well kept. Communication with Jes was seamless and prompt. You really can't ask for much more than this place - its amazing in every way. We'll be back again for sure!
Superhost
Condo in Kihei
4.84 out of 5 average rating, 371 reviews

Cheap Cozy Studio- Very active legal vacation zone

LilyRating, 5 stars3 weeks ago
We had a great stay at Tami’s place! She was very responsive, and the place was exactly what we needed for our trip to Maui. It was quiet, clean, the bed was comfy, and we especially enjoyed the patio. It was also very easy to park and get around. Would highly recommend staying here if you need to be in Wailea!
Top guest favorite
Condo in Kihei
5 out of 5 average rating, 56 reviews

Ohe'o || Wailea Ekahi Unit 28B || Lowered Rates

JeanRating, 5 stars1 month ago
This condo worked well for us. We were traveling with family who had rented other units in this complex. We liked ours best, due to its updated/well-stocked kitchen, paper/toiletry supplies, two bathrooms, wide lanai, convenient parking, comfortable bed, generous square footage, and beach/snorkeling gear. We enjoyed the absolute quiet (this unit is away from the road), but found lots to do, especially in the excellent main pool area and on the relatively-wide beach, with easy snorkeling and walking options (Wailea luxury resorts to the left; natural beauty to the right). If you're looking for family-friendly green space and don't mind a longish walk to the main pool/beach, consider this property. If you have mobility issues that make walking difficult or need onsite restaurants, high-end furnishings and spa-like baths, you might not be happy here. We found it very comfortable. It was evident to us that Jazlyn has put a lot of thought into meeting her guests' needs. Highly recommend.
Guest favorite
Condo in Wailea-Makena
4.95 out of 5 average rating, 118 reviews

MAUI BLISS! RARE Wailea 3-bedroom...sleeps 10!

NinaRating, 5 stars2 weeks ago
This home was perfect for our family of 2 parents, 2 grandparents, and an infant traveling to Maui. There was a crib, several pack n plays, and a little chair that can be used as a high chair. The location was perfect and quiet, the views from the balcony were beautiful. We loved sitting out on the golf course in the evenings to watch the sunset. Dane was communicative and friendly. There was beach equipment provided, enough for a few people, and plenty of beach towels. The home is just a short pleasant walk to the Shops at Wailea and a great market for fresh and prepared foods and coffee, Island Market!
Superhost
Condo in Kihei
4.81 out of 5 average rating, 97 reviews

Luxury Wailea Remodel - Beachfront Community

ShiyuanRating, 5 stars5 days ago
Beautiful condo, close to beach, awesome welcome snack
Guest favorite
Condo in Wailea
4.97 out of 5 average rating, 36 reviews

Tropical Wailea Retreat

KimRating, 5 stars3 weeks ago
This condo was perfect for my stay in Wailea. Very clean , comfortable & all the amenities you need. Pool & parking are right across from the entrance. Unit was very quiet for sleeping and relaxing. Location is perfect for everything in Wailea. Karissa was great communicating all information, and even allowed me an early check-in knowing I had a red eye.
Superhost
Condo in Wailea-Makena
5 out of 5 average rating, 22 reviews

Wailea Ekolu Village | 1205

DarylRating, 5 stars1 week ago
Enjoyed everything about this place. Love how close it was to walk to the mall and several restaurants. The beach was 4-5 min drive. The unit itself was spacious and felt very peaceful. Full kitchen and laundry in unit
Guest favorite
Condo in Wailea
4.94 out of 5 average rating, 71 reviews

Wailea Walk to Beach Spacious Lanai Full AC & Pool

LomaRating, 5 stars1 month ago
Amazing condo, super close to the best beaches and restaurants while still being in a private condo complex! Very spacious condo with lots of amenities and Jill is an amazing host, very responsive, and super pleasant, would definitely rent this place out again!

Other great vacation rentals in Wailea-Makena

Guest favorite
Condo in Wailea-Makena
4.9 out of 5 average rating, 40 reviews

Stunning Wailea Condo, Upper Floor, Full A/C

JasonRating, 5 stars4 weeks ago
I highly recommend Jeff's place. We stayed there for a week-long vacation. We were two couples each with a kid under two. Jeff's place was wonderful. Communication with Jeff was easy. The place was super clean and looked just like the pictures. The lanai and living room were particularly lovely. The location is ideal: a short drive to multiple amazing beaches, or a long-ish walk or run. Parking was easy. The AC in the bedrooms worked great - we were actually a little cold in the morning if we kept it on overnight. The beds themselves were quite comfortable. They were a little softer than my group preferred, but that's personal preference, and they were very high quality. Unfortunately, the living room AC didn't work when we arrived, but Jeff and his team went to great lengths to try to fix the problem, delivering fans and ultimately setting up a portable AC unit on short notice. These things happen and Jeff's response showed he would act quickly to fix problems. Would stay again!
Guest favorite
Condo in Kihei
4.96 out of 5 average rating, 50 reviews

Newly Remodeled-AC-Ocean Views-Modern Finishes

MollieRating, 5 stars4 months ago
This was our third stay @ Ekahi Village. This unit was our favorite, with exception of road noise. Amenities, updates, manager responsiveness all was amazing.
Guest favorite
Condo in Kihei
4.96 out of 5 average rating, 25 reviews

Amazing place to sink your toes in the sand

CharlesRating, 5 stars1 week ago
This had everything we could ask for and in a great location for most activities. The place was clean. The instructions were easy and accommodated an early arrival. The A/C worked so well we usually ably ran 1 of the 2. I Highly recommend this place and I have been to Maui many times. Thank you very much!
Top guest favorite
Villa in Kihei
5 out of 5 average rating, 5 reviews

Ocean Front Cottage, 30 steps to the beach!

DonRating, 5 stars2 months ago
We loved this place! After our go-to waterfront bungalow we had lined up on the north shore fell through last-minute, we found this amazing alternative that exceeded our expectations and definitely rivaled if not beat out the north shore place. The little beach in front, the turtle resting area next door, and the restaurants and shops within walking distance made this a fantastic home base for our entire trip. We will definitely come back!! Also, Sharaf took great care of us, was super welcoming, helped us out of a jam, and was a total pro! Thank you, Sharaf!!
Guest favorite
Apartment in Kihei
4.97 out of 5 average rating, 30 reviews

Relaxing ocean view condo in Wailea

IrisRating, 5 stars4 days ago
We loved this place. Highly recommend and will definitely try to stay there again if we ever go back to Maui.
Superhost
Condo in Kihei
5 out of 5 average rating, 7 reviews

Ground Floor, Garden View, Full a/c, Wifi, GC135

LukeRating, 5 stars5 months ago
Great location. Well outfitted for the stay with appropriate cooking utensils (though we didn’t use any) walkable to several restaurants and to the wailea mall. Good pool.
Guest favorite
Condo in Wailea-Makena
5 out of 5 average rating, 15 reviews

Wailea Ekolu 505, Ocean Views, New Furnishings

CindyRating, 5 stars2 months ago
Our family spent 11 nights at Lorie and Charles' place and absolutely loved it. It was spacious, clean and well laid out with lots of seating inside and out. The king beds were very comfortable and made for a peaceful night's sleep. The kitchen was fully stocked with all sorts of cooking utensils etc. and lots of dishware along with some basics like coffee, sugar, oil and spices. The highlight of the place had to be the view. We spent each morning out on the lanai having our coffee and each evening watching the spectacular sunsets while enjoying a cocktail. Could have stayed all day just staring out at the view but there were lots of beaches to visit close by and a nice open air mini mall (above the shops at Wailea) that was an easy walk and had a coffee shop, restaurants, a gift shop and more. Spent many afternoons at the lovely pool. Our communication with Lorie and Charles was easy, prompt and helpful. We would highly recommend a stay here.
Superhost
Condo in Kihei
5 out of 5 average rating, 6 reviews

Wailea Ekolu 1403 -1 Bed/2 Bath Vacation Condo

BryanRating, 5 stars5 months ago
We had an excellent stay at this 1 bd / 2ba condo. We stayed with our 3 month old baby, and the amenities made it easy. The condo is air conditioned, they have a pack and play bed, and the unit was very quiet. We really appreciated the opportunity to stay here and hope to be able to do it again. The host made a significant effort to welcome us and make it easy. We highly recommend.

Quick stats about vacation rentals in Wailea-Makena

  • Total rentals

    1.9K properties

  • Nightly prices starting at

    ﺩ.ﺇ220 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.

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

    Absolutely! We offer over 620 condo 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 condo rentals in Wailea-Makena?

    Experience the best of Wailea-Makena with our condo rentals, starting at about $60 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 condo rentals in Wailea-Makena?

    Wailea-Makena has more than 810 family-friendly condo 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.

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

    Yes! Dive into the perfect getaway at one of over 1,380 condo rentals with pools in Wailea-Makena, available on Airbnb. Make a splash and soak up the sun in style!

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

    Absolutely! We offer over 690 condo rentals with a bbq area in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 1,390 condo rentals with air conditioning in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our Condo Rentals with the most popular amenities: over 690 homes with a bbq area, over 1,390 homes with air conditioning, over 1,440 homes with wifi, over 620 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

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