Wailea-Makena Vacation Rentals

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Our top choices for Wailea-Makena vacation rentals

Signature Residences at Maui Banyan

Signature Residences at Maui Banyan
4.5 star property
South Kihei
9.0 out of 10, Wonderful, (12 reviews)
"Perfect location, clean room, and friendly staff! "
United States
Krystel
The price is CA $128
CA $844 total
includes taxes & fees
Mar 16 - Mar 17
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, (2 reviews)
"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 CA $98
CA $780 total
includes taxes & fees
Mar 16 - Mar 17
The Residences at Kamaole Sands Resort

Ekahi Ocean View Escape and close to beach (21F)

Ekahi Ocean View Escape and close to beach (21F)
Wailea
9.8 out of 10, Exceptional, (66 reviews)
"Great place for a beach vacation! All the supplies you need for the beach!"
United States
Chelsey N.
The price is CA $333
CA $1,253 total
includes taxes & fees
Mar 28 - Mar 29
Ekahi Ocean View Escape and close to beach (21F)

Romantic 1 BR Condo with King Tempurpedic

Romantic 1 BR Condo with King Tempurpedic
Wailea
9.6 out of 10, Exceptional, (56 reviews)
"Quite nice place, had everything we needed for our trip: air conditioning, laundry, well equipped kitchen to cook in"
United States
John P.
The price is CA $296
CA $626 total
includes taxes & fees
Mar 22 - Mar 23
Romantic 1 BR Condo with King Tempurpedic

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
The price is CA $278
CA $765 total
includes taxes & fees
Mar 31 - Apr 1
Kamaole Sands Condos Close to Beach with Parking

Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet
Wailea
8.6 out of 10, Excellent, (40 reviews)
"Clean room and everything you need for a beach stay. "
United States
Glenn
The price is CA $294
CA $777 total
includes taxes & fees
Mar 16 - Mar 17
Maui Vista 3210 Wonderful unit With New Split AC, Low VO and New Paint and Carpet

Beachside Retreat | Walk to Shops & Dining

Beachside Retreat | Walk to Shops & Dining
South Kihei
9.6 out of 10, Exceptional, (8 reviews)
"I love it in maui"
United States
Ronald B.
The price is CA $200
CA $816 total
includes taxes & fees
Mar 16 - Mar 17
Beachside Retreat | Walk to Shops & Dining

130K Hawaiian Reno on Wailea Blue Golf *Ocean View

130K Hawaiian Reno on Wailea Blue Golf *Ocean View
Wailea
10.0 out of 10, Exceptional, (34 reviews)
"We loved our stay at this condo in Wailea!! The golf course and property were meticulously maintained and it was such a peaceful location. We wish we could’ve stayed longer and would definitely stay here again!"
United States
Angie G.
The price is CA $274
CA $718 total
includes taxes & fees
Mar 19 - Mar 20
130K Hawaiian Reno on Wailea Blue Golf *Ocean View

Maui Tropical Oasis_Maui Banyan MBH306

Maui Tropical Oasis_Maui Banyan MBH306
South Kihei
9.6 out of 10, Exceptional, (21 reviews)
"Kitchen setup was great stools fit our needs perfectly."
United States
Blaine I.
The price is CA $194
CA $707 total
includes taxes & fees
Mar 16 - Mar 17
Maui Tropical Oasis_Maui Banyan MBH306

Quaint and Attractive Maui Condo

Quaint and Attractive Maui Condo
South Kihei
7.4 out of 10, Good, (20 reviews)
"Supplies in unit are minimal. Examples are: no oven mitts, no scissors, minimal cutlery, "
Canada
melody j.
The price is CA $137
CA $865 total
includes taxes & fees
Mar 17 - Mar 18
Quaint and Attractive Maui Condo

Beautiful Ocean View Studio at Kihei Akahi

Beautiful Ocean View Studio at Kihei Akahi
South Kihei
10.0 out of 10, Exceptional, (14 reviews)
"The view from the balcony was wonderful, close to beaches, beautiful grounds, great value. We loved our stay at this cozy, sweet condo!"
Canada
Carolyn
The price is CA $213
CA $721 total
includes taxes & fees
Mar 18 - Mar 19
Beautiful Ocean View Studio at Kihei Akahi

Kamaole Sands, Bldg 5, Inner Courtyard, Sleeps 4 / King Bed & NEW Sofa Sleeper

Kamaole Sands, Bldg 5, Inner Courtyard, Sleeps 4 / King Bed & NEW Sofa Sleeper
South Kihei
9.6 out of 10, Exceptional, (110 reviews)
"We loved the condo as well as the complex and proximity to the beach!"
United States
Bruce C.
The price is CA $192
CA $861 total
includes taxes & fees
Mar 26 - Mar 27
Kamaole Sands, Bldg 5, Inner Courtyard, Sleeps 4 / King Bed & NEW Sofa Sleeper

Conveniently located two bedroom two bath HK319

Conveniently located two bedroom two bath HK319
South Kihei
10.0 out of 10, Exceptional, (8 reviews)
"This unit fit all of our needs regarding location, cleanliness, and amenities. I would 100% recommend this property to my friends and family and will revisit this if I'm in town in the future!"
United States
Reservations G.
The price is CA $273
CA $1,114 total
includes taxes & fees
Mar 18 - Mar 19
Conveniently located two bedroom two bath HK319

Beachfront Bliss | Walk to Sand, Pool, Restaurants

Beachfront Bliss | Walk to Sand, Pool, Restaurants
South Kihei
8.8 out of 10, Excellent, (8 reviews)
"Absolutely wonderful! Couldn’t have asked for a better place to stay or host in general."
United Kingdom
Elly C.
The price is CA $148
CA $754 total
includes taxes & fees
Mar 16 - Mar 17
Beachfront Bliss | Walk to Sand, Pool, Restaurants

🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈

🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈
Wailea
10.0 out of 10, Exceptional, (158 reviews)
"The unit is big and comfortable, very clean, the access code setup works well (no keys), and the host was very accommodating ."
United States
pia
The price is CA $364
CA $945 total
includes taxes & fees
Apr 7 - Apr 8
🐬Georgeous 5-STAR Wailea Retreat!🏝Tranquil Corner unit, Top tier Upgrades🌈

Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach

Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach
South Kihei
9.6 out of 10, Exceptional, (119 reviews)
"This was a perfect place for our family of 5. The baby gear and beach gear at the condo made our stay so much more relaxing! The property is pretty and well-maintained, everything is a short drive away, communication was excellent."
United States
Jenia R.
The price is CA $184
CA $751 total
includes taxes & fees
Mar 16 - Mar 17
Remodeled,Ground Level, A/C Throughout,King Bed,Everything Needed for Kids/Beach

Kihei Akahi Resort D114 Partial Oceanview Paradise

Kihei Akahi Resort D114 Partial Oceanview Paradise
South Kihei
9.6 out of 10, Exceptional, (15 reviews)
"Surprisingly, one the best places on Maui!"
United States
Barbara S.
The price is CA $123
CA $797 total
includes taxes & fees
Mar 26 - Mar 27
Kihei Akahi Resort D114 Partial Oceanview Paradise

Aston Maui Hill

Aston Maui Hill
3.0 star property
South Kihei
9.0 out of 10, Wonderful, (889 reviews)
"Great location to beach. Nice pool. Well appointed condo"
United States
Bonnie
The price is CA $411
CA $488 total
includes taxes & fees
Apr 14 - Apr 15
Aston Maui Hill

Paradise at its Best KS5310

Paradise at its Best KS5310
South Kihei
8.8 out of 10, Excellent, (5 reviews)
"Everything about the condo was perfect. Ill stay here again definitely!!!"
United States
Rosemarie Tabladillo T.
The price is CA $179
CA $688 total
includes taxes & fees
Mar 22 - Mar 23
Paradise at its Best KS5310

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting

#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
Wailea
9.8 out of 10, Exceptional, (187 reviews)
"If you’re gratified by an exquisite view, this will deliver for you!"
United States
Alan D.
The price is CA $346
CA $874 total
includes taxes & fees
Apr 11 - Apr 12
#708 Wailea Ekolu - Spectacular Ocean View, Serene Setting
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Wailea-Makena. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.