Wailea-Makena beach vacation rentals

Find and book unique accommodations on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.
0 of 0 items showing
1 of 3 pages

Popular amenities for Wailea-Makena vacation rentals

Stay near Wailea-Makena's top sights

Kamaole Sands3 locals recommend
Wailea Beach35 locals recommend
Mana Kai Maui Resort12 locals recommend
Kamaole Beach Park II201 locals recommend
Cafe O'Lei Kihei241 locals recommend
Monkeypod Kitchen by Merriman240 locals recommend

Other great vacation rentals in Wailea-Makena

Guest favorite

Condo in Kihei

4.93 out of 5 average rating, 81 reviews

Kamaole Sands - Remodeled - King Bed - Ocean View!

HeatherRating, 5 stars1 month ago
We were extremely pleased with this pristine unit in such a beautiful location. We normally stay on the first floor of this building but switched it up to the 2nd floor - what a great view of Kam III/perspective from up here! Everything was as described in the unit, fully stocked, and ready for us to enjoy some much needed R&R. You just can't beat the location which is walking distance to one of the most beautiful beaches and so much more. Turtles said hi to us every day we were in the water and the sunsets are spectacular. The pool is top notch and a great place to catch some rays. We can't wait to come back! Mahalo, as always Anke, for being such a gracious host.
Guest favorite

Apartment in Kihei

4.9 out of 5 average rating, 166 reviews

Stunning Luxury Oceanview Condo

ChrisRating, 5 stars1 month ago
John's place was just what we were looking for. The location was perfect and the beach access was wonderful. The condo had everything we needed. There are county pickleball courts between building D and the beach, but be prepared to double up with expert players in early mornings. Afternoons can be quite windy (gusty) at this location. There are plenty of beach chairs at the pool, but more umbrellas are needed imo. Overall a wonderful expereince.
Guest favorite

Condo in Kihei

4.87 out of 5 average rating, 174 reviews

Relaxing Kihei Condo right on the Beach in Maui

MaryRating, 5 stars3 weeks ago
Derek's place was very clean and comfortable with everything you could need. Great ocean view and access. Would love to stay again!
Superhost

Condo in Kihei

4.81 out of 5 average rating, 302 reviews

Ocean view studio. 1k ft from water!June $149 m-th

GinelleRating, 5 stars1 week ago
Karen is an amazing experienced host and so great to work with. She has an impressive wealth of knowledge about Maui and being a former Maui resident, her recommendations were spot on. Karen definitely knows her stuff! The unit was immaculate and featured thoughtful personalized touches throughout with access to the tennis court, laundry, pool, and hot tub. And the location... just perfect, directly across the street from the beach, and a short drive from restaurants and attractions. Mahalo for a wonderful stay!
Superhost

Condo in Lahaina

4.78 out of 5 average rating, 9 reviews

OCEAN Front! Walk to the Beach! Private & Gated!

RoyRating, 5 stars16 months ago
Kevin was a great host unfortunately the Lehiana fire disaster forced us out after 3 days of our week stay and Puamana resort community is currently decimated. Kevin graciously offer to do what he could to return our abandoned personal item when and if he could get access to the unit which was a pretty big offer given the circumstances and his personal and family losses. We did manage to retrieve our belongings ourselves and then donated just about everything back into a local relief effort gathering such items for those who had lost everything. In the hopes that the owner or Airbnb is insured for such things we have applied for partial refund under Airbnb disaster circumstances refund policy and plan to get it into the hands of the most impacted. I'll be looking to rent properties hosted by Kevin in the future, when the community recovers from this tragedy and travel is resumed. Kevin's earned my loyalty as a host and that's the highest rating I can give.
Guest favorite

Condo in Wailea-Makena

4.88 out of 5 average rating, 69 reviews

Exquisite Remodel-Sleeps 8-Well Equipped-AC

VarshaRating, 5 stars3 months ago
Beautiful condo, in a great area in Wailea. The beach is a 4 min drive away. Great shopping center and food places nearby. The community has a beautiful clean pool (cleanest public pool I have ever seen). Plenty of beach towels. Bathrooms were very clean! Thank you!
Guest favorite

Vacation home in Lahaina

4.93 out of 5 average rating, 60 reviews

Marvelous Maui, Oceanfront Paradise!

RahulRating, 5 stars2 weeks ago
Probably the most beautiful Air BNB we’ve EVER stayed at!! The decor and patio really make you feel you those Hawaii ocean vibes. You can walk right up to the beach and the condo has all the snorkeling equipment, boogie boards, etc you could possibly need. We saw some sea turtles out by the water and some tropical fish near the shore rocks. We wish we stayed longer!! If we ever visit again, we will definitely be booking again.
Superhost

Condo in Kihei

4.79 out of 5 average rating, 127 reviews

Ocean View 1 BR sleeps 4, Steps to the Beach!

LarsonRating, 5 stars7 months ago
Dan was very helpful and the place is right on the beach, less than a 5 minute walk. It is also walking distance from town with all nice places to eat and surf rentals! Awesome place hoping to be back one day.

Quick stats about vacation rentals in Wailea-Makena

  • Total rentals

    1.9K properties

  • Nightly prices starting at

    $10 before taxes and fees

  • Total number of reviews

    46K reviews

  • Family-friendly rentals

    1.1K properties are a good fit for families

  • Pet-friendly rentals

    10 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

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

    Absolutely! We offer over 710 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 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.

  • Do villa rentals in Wailea-Makena have wireless internet?

    Absolutely! We offer over 50 villa rentals with wireless internet in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.

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

    Four-legged friends are welcome in Wailea-Makena. Choose from more than 10 vacation rentals for guests traveling with pets.

  • 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.

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

    Yes! Work meets play with ease at over 30 serviced apartment rentals in Wailea-Makena featuring dedicated workspaces. Stay connected and productive in your home away from home.

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

    Yes! Dive into the perfect getaway at one of over 30 house rentals with pools in Wailea-Makena, available on Airbnb. Make a splash and soak up the sun in style!

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

    Absolutely! We offer over 130 house rentals with a bbq area in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.

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

    Absolutely! We offer over 40 house rentals with air conditioning in Wailea-Makena. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our Villa Rentals with the most popular amenities: over 50 homes with air conditioning, over 40 homes with a gym, over 50 homes with wireless internet, over 20 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore