Vacation rentals in Wailea, Wailea-Makena

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Popular amenities for Wailea, Wailea-Makena vacation rentals

Wailea, Wailea-Makena beach vacation rentals

Guest favorite
Condo in Kihei
4.91 out of 5 average rating, 151 reviews

Beach Area Condo

ManojRating, 5 stars1 month ago
Karen is an excellent Host. The Apartment is perfect, modern, great location, well equipped, there are plenty of restaurants in walking distance but yet the Apartment is in a peaceful location. There is a beautiful beach literally minutes away. Can't wait to come back.
Guest favorite
Condo in Kihei
4.91 out of 5 average rating, 111 reviews

Full Ocean- Full Sunsets- Beaches at Royal Mauiian

Colby and ShadiaRating, 5 stars1 month ago
We had an amazing and relaxing stay! The place had everything we needed and more—clean, comfortable, and thoughtfully stocked. The view was absolutely incredible, and we loved being within walking distance to great restaurants and the beach. It was the perfect getaway spot. We would definitely stay here again!
Superhost
Condo in Lahaina
4.8 out of 5 average rating, 123 reviews

Direct Beach/Ocean front, 20 Steps to the Water!

SharonRating, 5 stars2 months ago
You cannot beat the view from this place. We had a few touristy day trips planned but did not go- instead opting to just relax. We saw whales flopping in the ocean, turtles swimming right in front of us and the RAINBOWS were amazing! The place is as described and pictured. It is a bit secluded but also close enough to get food/shop, etc. Perfect. They have all TV apps and the pay laundry is easy to use with the app they have. If I ever get to make my way back to Maui- I will definitely want to come back here.
Guest favorite
Condo in Kihei
4.94 out of 5 average rating, 152 reviews

☼ Stylish & Bright 2bd Oceanfront Condo | 5★ Views

ElizabethRating, 5 stars3 weeks ago
Andrew and Heidi's condo in Kihei was the perfect getaway. With a gorgeous beach just across the street and a plethora of excellent restaurants, drink spots, and shops within a 5 min drive, the location was everything! The amenities were also wonderful, including AC units in each room and everything you'd want for a phenomenal beach day (towels, chairs, umbrella) provided for you. I would stay here again in a heartbeat!
Guest favorite
Condo in Lahaina
4.92 out of 5 average rating, 117 reviews

OCEAN FRONT Condo at Napili Bay, Near Kapalua!

GiseleRating, 5 stars1 week ago
Our 12 days at Bin’s Airbnb were amazing. It’s hard to put into words how breaktaking the view from the studio & the lanai is. Lush lawn, swaying palms, azure ocean, and a majestic island view. We had an immersive experience with ocean, as day & night we heard the sound of the waves. Bin’s place provides beach chairs, umbrella, snorkel gear & boogie board, which makes it an excellent return on your vacation dollars. Bin is the best host I’ve had on Airbnb, he replaced a broken beach chair immediately, & had more towels delivered to the studio. There is some overflow from the Gazebo restaurant, as the studio is a stones throw away, that did get annoying after the first 5 days, as people left chairs and loungers on the lawn in front of the studio. The resort really needs to manage this issue. Other than that, you would never want to leave and go back home, so maybe it’s a positive!
Superhost
Condo in Kihei
4.83 out of 5 average rating, 141 reviews

"Life is a beach "Kauhale Makai 614 Oceanview

FelicityRating, 5 stars3 weeks ago
This condo had a beautiful view and was the perfect space for me and my family. Beds were very comfortable and kitchen had everything we needed. The beach view was beautiful, but we preferred to go to Wailea Beach which is just a short 12 minute drive. The condo had all the things for us to take to the beach such as a wagon that could tote the chairs and cooler. It was a great stay!
Superhost
Condo in Kihei
4.83 out of 5 average rating, 172 reviews

Spectacular Direct Ocean Front location!

PeterRating, 5 stars1 month ago
We had a great time at this condo in Kihei. The waterfront location and building amenities were wonderful. The gigantic roof deck was perfect for viewing the sunset and full moon. The north Kihei location was very convenient for getting to all of the main spots on the island. The pictures of the view did not do it justice! This is truly a waterfront location that was very comfortable for a family of 4 and has truly spectacular views.
Superhost
Condo in Kihei
4.79 out of 5 average rating, 161 reviews

Newly Remodeled Oceanfront with Ocean Views - Kihe

JosephRating, 5 stars4 months ago
Very convenient and comfortable, well-appointed. The condo is on the shady side of the complex, which might be an important advantage in the summer months; it was not an issue now, although it was hard to find a sunny space to dry shoes. The general aspect was very pleasant, with very easy access to the beach, which is gently sloped and has calm waves. Easy highway access to drive to other places. The ceiling fans keep the rooms feeling cool; we were always comfortable. The (patio? lanai?) outside the living room was an extremely pleasant place to sit. The instructions warned about ants, but we saw none. Possibly the season, or the fact that we didn't cook much. The one thing I could have wished for was some specification in the description about the hardness of the mattresses. Preferences on this vary; we prefer very firm mattresses and these were somewhat soft, which caused problems for my wife's back.

Home rentals in Wailea, Wailea-Makena

Top guest favorite
Home in Wailea
4.98 out of 5 average rating, 113 reviews

Mana Hale Vacation Rental

MadelonRating, 5 stars2 months ago
This home is extremely well equipped with everything you may need. Kitchen tools, speaker to play music, beach gear and towels, it's all there. The house has a beautiful garden and it's a quiet neighborhood. Cassie is very responsive and flexible. She gave us some great recommendations in the area. The location of the house is very convenient, centrally located on the island. Beds are comfortable and so is the living room. If we come back to Maui we will stay here again!
Guest favorite
Home in Kihei
4.88 out of 5 average rating, 152 reviews

Cajudoy's Hale - STKM 2O13-OO18/TA-081-709-8752-01

AlecRating, 5 stars2 weeks ago
Overall good place to stay- very large and open layout. Clean and had most everything we needed. Walkable to many restaurants, shops and a park. Parking was good, fairly quiet street. Had lots of extra beach stuff to use (cooler, 2 beach chairs, 2 umbrellas, swimming stuff, snorkeling stuff)
Top guest favorite
Home in Wailea
4.97 out of 5 average rating, 255 reviews

South Maui Guesthouse

MatthewRating, 5 stars1 month ago
This is a cozy and convenient cottage near Wailea (although technically I think it is in Kihei). It is very convenient to all the beautiful southern beaches. Quiet, peaceful, and comfortable. Even though he was out of town, Peter was very responsive. There are ample accommodations and a cozy little deck for breakfast munching. Jim was pleasant and Timmy the cat was kind enough to show us to our place and checked in with us throughout our stay to make sure all was well.
Superhost
Home in Haiku
4.9 out of 5 average rating, 183 reviews

Perfect Haiku Location! Very Clean 3 bedroom

NoamRating, 5 starstoday
Such an amazing place.....the surroundings are stunning and the location is great, close to shops yet quiet and beautiful.
Top guest favorite
Home in Paia
4.93 out of 5 average rating, 167 reviews

PAIA HALE Walk to beach and town

JustineRating, 5 stars1 month ago
Nothing but great things to say about this Airbnb. Clean, safe, comfortable, walkable, convenient, good wifi, air conditioning and fans, it was one of the best airbnbs I’ve stayed at. Friendly and easy to communicate with hosts. I really enjoyed my time here and can’t wait to return soon, thank you!
Superhost
Home in Lahaina
4.93 out of 5 average rating, 111 reviews

Beautifully Remodeled 3 Bedrooms/2Bathrooms

MarieRating, 5 stars3 weeks ago
We absolutely enjoyed our time here. The house was clean and comfortable. The property was beautiful and so convenient to the beach and shops and restaurants. The a/c in each room was so nice and the bedding was comfortable. The kitchen was well stocked with everything we needed and all the beach items were so helpful.
Top guest favorite
Home in Paia
4.86 out of 5 average rating, 113 reviews

Two Bedroom Paia North Shore Beach House

MarkRating, 5 stars1 month ago
Toni's place was great and she is an excellent host. Super responsive and helpful.
Guest favorite
Home in Paia
4.89 out of 5 average rating, 163 reviews

Villa Parthenope in Paia bnb #3 *****

MaryRating, 5 stars4 months ago
Manolo is such a hospitable host and was a pleasure to meet upon our arrival. We loved his passion and care for his home and appreciated all the local restaurant recommendations. The home is beautiful itself with lush landscaping and I loved relaxing in the courtyard each afternoon. The walk into town is super easy and quick! You can also keep going and walk to the beach if you’d like, or all the beaches in the area are a very short drive and we found parking to be a breeze. Highly recommend staying here!

Condo rentals in Wailea, Wailea-Makena

Superhost
Condo in Kihei
4.82 out of 5 average rating, 140 reviews

My Maui Beach Condo #3318

RickiRating, 5 stars2 months ago
Great place - will stay again. Complex is nice, quiet and very cleaen. BBQs, small pool. Parking is easy. Walk across to beach and sunset :)
Top guest favorite
Condo in Lahaina
4.98 out of 5 average rating, 184 reviews

Kaanapali Shores - SUPER CLEAN! OceanView 1bd/1ba

JordanRating, 5 stars3 months ago
Wish we could have stayed longer. Place was so clean, convenient location in the building and easy in and out access to explore the surrounding areas. We felt right at home. Loved the balcony views. Washer and dryer are big and nice, perfect for us between stops on different islands. Kelly was super nice, communicative and responsive! Would absolutely come back.
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 stars1 month 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.
Guest favorite
Condo in Wailea
4.95 out of 5 average rating, 118 reviews

Luxurious Condo in South Kihei

KindraRating, 5 stars3 months ago
Honestly, John’s place was fantastic. The fact that he had snorkeling gear, chairs, towels, and a beach with so many turtles so nearby was amazing. His place was immaculate, easy to get into, a parking spot so close by, his communication was on point and the place was just honestly one of the best Airbnbs I have ever been to is saying a lot. Thank you John for everything.
Guest favorite
Condo in Kihei
4.89 out of 5 average rating, 133 reviews

Incomparable Maui Sunset condo, includes all taxes

DanRating, 5 stars2 weeks ago
First and foremost was the excellent, prompt communication with the host. Kyra always responded to any questions, and offered suggestions that encouraged us to explore the beautiful island. The condo itself has everything one would expect, from a very comfortable bed, to a fully equipped kitchen, BBQ's cleaned daily in the beautifully maintained grounds, and a short walk to the beach. Also, with a security guard present, one feels very safe. Definitely recommend!
Superhost
Condo in Kihei
4.8 out of 5 average rating, 184 reviews

Luxury 2bd2bth Kihei Maui Condo Across from Beach

KoryRating, 5 stars1 week ago
Rebecca was a great host. And the unit is great, clean, and easy to find
Superhost
Condo in Wailea
4.83 out of 5 average rating, 146 reviews

Beautiful Palms At Wailea #608-May/June Discount

SusanRating, 5 stars2 months ago
Had a wonderful, relaxing stay at Elise and Bruce's condo. Explored different beaches (walkable and drive to), did some biking, hiking, many books read, weather perfect as it usually is in S Kihei, enjoyed sunsets at the pool, and cribbage matches on the lanai after a day outside. Appreciated some food staples already in the cupboards and Safeway store not far away. Tried a Bruce-recommended Sushi restaurant (Avo was the name, I believe in Wailea) which we liked and also pre-booked at Star Noodle in Lahaina to enjoy another wonderful asian meal, otherwise cooking in and at the condo community BBQ. Well set up for a small family and recommend it.
Guest favorite
Condo in Kihei
4.97 out of 5 average rating, 117 reviews

NEW Ocean View 1 Bedroom Condo with Common Hot Tub

SarahRating, 5 stars1 week ago
Me and my husband loved the ocean front view! We enjoyed all the things that came with the condo, as snorkel gear,beach chairs, to laundry soap if needed! Fully stocked kitchen with dishes, and pots pan utensils. We did have a problem with the WiFi which we reached out to Dan and it was resolved very quickly! The place is so central and local to everywhere we wanted to explore! We truly enjoyed it!

Quick stats about vacation rentals in Wailea, 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

Destinations to explore

  1. Airbnb
  2. United States
  3. Hawaii
  4. Maui County
  5. Wailea-Makena
  6. Wailea