Wailea-Makena Vacation Rentals

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Vacation Rentals in Wailea-Makena

Aston Maui Hill
Outdoor pool, sun loungers
Aston Maui Hill
3.0 star property
9.0 out of 10, Wonderful, (698)
"Extremely happy with our recent stay at Aston Maui Hill! We are a family of 3 - Mom, dad and 1.5yo baby. The accommodations provided were perfect for our family! From a full-size kitchen with all dishware, etc., needed included, to a handy washer and dryer, our stay was both easier and more affordable than had we not had both those options. The layout of our reservation was perfect, including a master suite and a small bedroom. This allowed us to put the baby to bed at a reasonable time, still...
Aston Maui Hill
Maui Banyan Vacation Club
Aerial view
Maui Banyan Vacation Club
3.0 star property
8.0 out of 10, Very Good, (289)
"Location was perfect if you like quiet beach towns. The beach was so beautiful and totally within walking distance. The pool was also very clean."
Maui Banyan Vacation Club
Maui Kamaole
Exterior
Maui Kamaole
3.5 star property
8.8 out of 10, Excellent, (794)
"This was first time staying condo and we liked the place. The place was clean, provided beach towels, snorkeling gear, beach umbrella and others. The location is great. "
Maui Kamaole
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Castle Kama'ole Sands
Deluxe Condo, 3 Bedrooms | Balcony
Castle Kama'ole Sands
3.0 star property
8.0 out of 10, Very Good, (2143)
"This was a perfect way to lay your head for my stay. "
Castle Kama'ole Sands
Wailea Ekahi - CoralTree Residence Collection
Exterior
Wailea Ekahi - CoralTree Residence Collection
3.0 star property
9.2 out of 10, Wonderful, (468)
"Close to the beach and beautiful"
Wailea Ekahi - CoralTree Residence Collection
Kihei Akahi
Beach nearby
Kihei Akahi
3.0 star property
8.2 out of 10, Very Good, (569)
"We love this part of the beach and Kihei Akahi meets all our needs. The unit is spacious enough and has been remodeled. Everything was in good working order. This is our 4th stay at Kihei Akahi. "
Kihei Akahi
Palms at Wailea Maui
Outdoor pool
Palms at Wailea Maui
3.5 star property
8.4 out of 10, Very Good, (464)
"This condo was absolutely gorgeous! The air conditioner was wonderful. I would definitely recommend this place. Amazing view from the Lani. "
Palms at Wailea Maui
Wailea Grand Champions - CoralTree Residence Collection
2 outdoor pools
Wailea Grand Champions - CoralTree Residence Collection
3.0 star property
9.0 out of 10, Wonderful, (662)
"WiFi had issue and Technical support had to come to condo to repair. Master bathroom toilet had to been leaking and owner had to be contacted fir approval to be replaced during our stay and left us with 1 toilet to share for 24 hours. We had to inconvenience our invited guest with this situation. "
Wailea Grand Champions - CoralTree Residence Collection
Hale Kamaole
2 outdoor pools, sun loungers
Hale Kamaole
3.0 star property
8.4 out of 10, Very Good, (321)
"Great location, amazing room! One thing to improve on is to get another fan or AC in the living room because that area gets hot easily"
Hale Kamaole
Absolutely Incredible Penthouse Front Facing Ocean Views with Pickleball!
Beach nearby, sun loungers, beach towels
Absolutely Incredible Penthouse Front Facing Ocean Views with Pickleball!
9.8 out of 10, Exceptional, (262)
"Centrally located in South Kihei, beautiful sunsets and breakfasts on the lanai. Clean unit and communicative owners. We hope to be back!"
Absolutely Incredible Penthouse Front Facing Ocean Views with Pickleball!
Wailea Beach Villas
2 outdoor pools, free cabanas, pool umbrellas
Wailea Beach Villas
4.5 star property
9.8 out of 10, Exceptional, (154)
"Incredible! Excellent from start to finish!"
Wailea Beach Villas
Maui Kamaole by VTrips
Outdoor pool
Maui Kamaole by VTrips
4.0 star property
9.0 out of 10, Wonderful, (27)
"Good condo, but little outdated. "
Maui Kamaole by VTrips
Kihei Akahi by VTrips
Condo, 1 Queen Bed with Sofa bed, Balcony, Ocean View (#C-513) | Private kitchen | Fridge, microwave, oven, stovetop
Kihei Akahi by VTrips
4.0 star property
7.6 out of 10, Good, (24)
"Central location for Kehie Town. Bed was hard, bathroom small. TV hard to work. Bedroom warm not air conditioned (room). Overall good. "
Kihei Akahi by VTrips
Wailea Ekolu - CoralTree Residence Collection
2 outdoor pools
Wailea Ekolu - CoralTree Residence Collection
3.5 star property
8.8 out of 10, Excellent, (241)
"Loved the ocean view. Although our unit was old it was well kept and offered us every amenity."
Wailea Ekolu - CoralTree Residence Collection
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
Exterior
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
8.4 out of 10, Very Good, (26)
"We had an amazing time in Maui and loved staying in your place. It is perfectly located near great local shops and beaches, with our favourite shave ice and gelato place just down the street. It is a very nice place and well stocked. We made great use of the cooler and beach chairs. Shower head is a little low for taller people, but a minor factor on a great vacation. Our family is already looking forward to planning another trip to Maui!"
The price is $116
$534 total
includes taxes & fees
Jun 2 - Jun 3
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
Beautiful Quiet Unit Steps From Maui's Finest beaches
Beach nearby, sun loungers, beach towels
Beautiful Quiet Unit Steps From Maui's Finest beaches
9.4 out of 10, Exceptional, (131)
"This was our first time to Maui, and I am so glad I stumbled into this place. It was a great base camp for all of the Adventures Maui has to offer. We went to a ton of beaches and some of our favorites were within walking distance from the condo (down the parking lot) the beach chairs, umbrella and boogie boards were a bonus. Kitchen was well stock with pots and pans, bed was comfortable and my kid said she slept well on the pull out couch. Bathroom was nice and clean. Shops and restaurants all...
Beautiful Quiet Unit Steps From Maui's Finest beaches
Wailea Ekahi Studio #52-E Beautifully Renovated Studio on Keawakapu Beach
Terrace/patio
Wailea Ekahi Studio #52-E Beautifully Renovated Studio on Keawakapu Beach
9.8 out of 10, Exceptional, (13)
"Excellent property! The bed and pillows were so comfortable! The street noise is the only negative comment and that’s really minor. Decorated just as you would expect for Hawaii."
Wailea Ekahi Studio #52-E Beautifully Renovated Studio on Keawakapu Beach
Kamaole Sands by VTrips
Condo, Multiple Beds (#8-402) | Private kitchen | Fridge, microwave, oven, stovetop
Kamaole Sands by VTrips
4.0 star property
9.0 out of 10, Wonderful, (24)
"This property is in a great walkable location to the ocean. Very clean and pretty. We had here very good time. Love this place and will be happy to return back. I would definitely recommend it to my friends. "
Kamaole Sands by VTrips
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
Pool | Outdoor pool, a heated pool
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
10.0 out of 10, Exceptional, (130)
"Beautiful property in Wailea. We enjoyed the pool all day and Elaine was so sweet. Will stay here again."
Private 2BR Cottage House with Waterfall Pool Maui Meadows Permitted
New Listing! GC 30- Fabulous Updated Condo! Ideal Wailea Location!
Pool
New Listing! GC 30- Fabulous Updated Condo! Ideal Wailea Location!
10.0 out of 10, Exceptional, (3)
"Our family has enjoyed GC many times before and enjoy this well situated property. Tastefully refinished unit is well stocked and comfortable. Property managers are excellent."
New Listing! GC 30- Fabulous Updated Condo! Ideal Wailea Location!
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See all available properties in Wailea-Makena
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Wailea-Makena Vacation Rental Travel Info

Vacation rentals
814
Popular accommodation
Wailea-Makena condos
International airport
Kahului, HI (OGG)

Other types of properties in Wailea-Makena you may be interested in

Grand Wailea Maui, A Waldorf Astoria Resort
2 bars/lounges, 2 poolside bars, swim-up bar
Grand Wailea Maui, A Waldorf Astoria Resort
5.0 star property
9.0 out of 10, Wonderful, (1001)
"Best resort in Maui. Views everywhere that are spectacular. Amazing guest experience with fantastic rooms. Pool area was lots of fun and adjacent to the best beach in Wailea! Unbelievable resort. "
The price is $824
$1,030 total
includes taxes & fees
Jun 7 - Jun 8
Grand Wailea Maui, A Waldorf Astoria Resort
Fairmont Kea Lani Maui
View from room
Fairmont Kea Lani Maui
4.5 star property
9.4 out of 10, Exceptional, (1001)
"Easily some of the best service at any resort we’ve ever stayed. Start to finish everyone was fantastic. Front desk. Valet. Pool. Restaurants. Everyone went above and beyond. Will definitely return. "
The price is $807
$1,011 total
includes taxes & fees
Jun 4 - Jun 5
Fairmont Kea Lani Maui
Wailea Beach Resort - Marriott, Maui
4 outdoor pools, pool umbrellas, sun loungers
Wailea Beach Resort - Marriott, Maui
4.5 star property
9.0 out of 10, Wonderful, (829)
"The hotel was above expectation. "
The price is $809
$1,019 total
includes taxes & fees
Jun 2 - Jun 3
Wailea Beach Resort - Marriott, Maui
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Everything you need to know about Wailea-Makena vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wailea-Makena vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wailea-Makena vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wailea-Makena vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wailea-Makena. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wailea-Makena in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $116 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Wailea-Makena rentals

At Expedia, we put the best Wailea-Makena vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wailea-Makena rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wailea-Makena vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wailea-Makena. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Recent reviews of Wailea-Makena properties
Expedia verified reviews

Wailea Beach Resort - Marriott, Maui

Wailea Beach Resort - Marriott, Maui

5/5 Excellent
"The hotel was above expectation. "
A verified traveler stayed at Wailea Beach Resort - Marriott, Maui
Posted 1 day ago
Wailea Beach Resort - Marriott, Maui