Holiday Rentals in Wailea-Makena

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Our top choices for Wailea-Makena holiday rentals

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (867 reviews)
"Clean room, attentive staff, and tons of things for kids and adults alike to do! "
United States
Misty
The price is €417
includes taxes & fees
28 Jan - 29 Jan
Aston Maui Hill

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
9.2 out of 10, Wonderful, (5 reviews)
"Wonderful experience. Clean, convenient, great location, pool, hot tub, beautiful property, and safe. Had a great time."
United States
Melinda
The price is €501
includes taxes & fees
15 Jan - 16 Jan
Signature Residences at Maui Banyan

The Residences at Kamaole Sands Resort

The Residences at Kamaole Sands Resort
4.5 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Upscale and incredibly comfortable. This felt like a true upgrade from standard condos. The memory foam beds were heavenly, and the AC kept the place perfectly cool. We really appreciated the fast WiFi and having Netflix on the TV for relaxing evenings. Great gym onsite, too. We’ll definitely be back!"
United States
Sophie
The price is €612
includes taxes & fees
11 Jan - 12 Jan
The Residences at Kamaole Sands Resort

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations
3.0 star property
Wailea
10.0 out of 10, Exceptional, (1 review)
"Beautiful place"
United States
Armando
The price is €1,078
includes taxes & fees
12 Jan - 13 Jan
Wailea Ekahi One Bedrooms - Garden View by Coldwell Banker Island Vacations

Wailea Ekahi 12D - Budget Friendly Ocean View Studio w/ Lanai, Kitchen, WD, & AC

Wailea Ekahi 12D - Budget Friendly Ocean View Studio w/ Lanai, Kitchen, WD, & AC
3.5 star property
Wailea
The price is €917
includes taxes & fees
26 Jan - 27 Jan
Wailea Ekahi 12D - Budget Friendly Ocean View Studio w/ Lanai, Kitchen, WD, & AC

Polo Beach - CoralTree Residence Collection

Polo Beach - CoralTree Residence Collection
3.5 star property
Wailea
9.0 out of 10, Wonderful, (62 reviews)
"Looking forward to booking again"
United States
robert
The price is €775
includes taxes & fees
21 Jan - 22 Jan
Polo Beach - CoralTree Residence Collection

Kamaole Sands Condos Close to Beach with Parking

Kamaole Sands Condos Close to Beach with Parking
3.5 star property
South Kihei
9.4 out of 10, Exceptional, (3 reviews)
"Clean property nice room good location"
United States
Richard
Kamaole Sands Condos Close to Beach with Parking

Kihei Retreat w/ Kamaole Sands Resort Amenities!

Kihei Retreat w/ Kamaole Sands Resort Amenities!
3.5 star property
South Kihei
Kihei Retreat w/ Kamaole Sands Resort Amenities!

Kamaole Sands 5-303 - Contemporary, Ocean Views, Prime Courtyard Location, AC

Kamaole Sands 5-303 - Contemporary, Ocean Views, Prime Courtyard Location, AC
3.5 star property
South Kihei
The price is €793
includes taxes & fees
11 Jan - 12 Jan
Kamaole Sands 5-303 - Contemporary, Ocean Views, Prime Courtyard Location, AC

Palms 501 2 Bedroom Condo

Palms 501 2 Bedroom Condo
3.0 star property
Wailea
The price is €1,093
includes taxes & fees
15 Jan - 16 Jan
Palms 501 2 Bedroom Condo

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
9.0 out of 10, Wonderful, (17 reviews)
"It is a cozy place. It has all the amenities. It feels like home"
United States
Roberto
The price is €240
includes taxes & fees
28 Jan - 29 Jan
Yonegan Maui Getaways - Haiku

Kuau Plaza Paia Condo with Parking

Kuau Plaza Paia Condo with Parking
3.0 star property
Paia
The price is €589
includes taxes & fees
19 Jan - 20 Jan
Kuau Plaza Paia Condo with Parking

The Ocean View Residence

The Ocean View Residence
3.0 star property
South Kihei
10.0 out of 10, Exceptional, (1 review)
"Very nice condo for a longer-term stay. We loved being able to cook. "
United States
John
The price is €542
includes taxes & fees
11 Jan - 12 Jan
The Ocean View Residence

The Kalama Residence

The Kalama Residence
3.0 star property
South Kihei
7.0 out of 10, Good, (2 reviews)
"My stay was okay. "
United States
Rosalba
The price is €810
includes taxes & fees
13 Jan - 14 Jan
The Kalama Residence

Menehune Shores 223 2 Bedroom Condo

Menehune Shores 223 2 Bedroom Condo
3.0 star property
North Kihei
Menehune Shores 223 2 Bedroom Condo

Royal Lahaina Bungalows & Spa

Royal Lahaina Bungalows & Spa
5.0 star property
Lahaina
9.4 out of 10, Exceptional, (3 reviews)
"Clean room and staff is super friendly. Would stay here again "
United States
Rene
The price is €522
includes taxes & fees
26 Jan - 27 Jan
Royal Lahaina Bungalows & Spa

Kihei Ali'i Kai Condos with Free Parking

Kihei Ali'i Kai Condos with Free Parking
4.0 star property
South Kihei
9.0 out of 10, Wonderful, (21 reviews)
"I loved that it was a short walk to the beach and there were grocery stores nearby. Lots of options of places to eat and shop and explore the island!"
United States
Emma
Kihei Ali'i Kai Condos with Free Parking

Waiohuli Beach Hale Ocean View Condos with Parking

Waiohuli Beach Hale Ocean View Condos with Parking
3.0 star property
Central Kihei
10.0 out of 10, Exceptional, (4 reviews)
"Easy access to the beach, nice kitchen, view of the water"
United States
Phillip J
Waiohuli Beach Hale Ocean View Condos with Parking

Luana Kai C210 2 Bedroom Condo

Luana Kai C210 2 Bedroom Condo
3.0 star property
Central Kihei
The price is €883
includes taxes & fees
20 Jan - 21 Jan
Luana Kai C210 2 Bedroom Condo

2BR/2BA Oceanfront Condo in Maui Sunset

2BR/2BA Oceanfront Condo in Maui Sunset
3.5 star property
Central Kihei
2BR/2BA Oceanfront Condo in Maui Sunset
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.
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Top Wailea-Makena Hotel Reviews

Find out more about Wailea-Makena

Everything you need to know about Wailea-Makena holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Wailea-Makena holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Wailea-Makena holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wailea-Makena holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wailea-Makena holiday rentals we have selected for you start as low as €417 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Wailea-Makena rentals

At Expedia, we put the best Wailea-Makena holiday 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 holiday.

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.