Holiday Homes in Wailea-Makena

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Our top choices for Wailea-Makena holiday homes

Holiday Home in Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
9.0 out of 10, Wonderful, (12)
"Loved having the hot tub to come home to!!"
United States
Pedro
The price is €239
includes taxes & fees
5 Jan - 6 Jan 2026
Yonegan Maui Getaways - Haiku
10.0 out of 10, Exceptional, (3)
"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."
United States
JoAnn H.
The price is €418
includes taxes & fees
11 Jan - 12 Jan 2026
Hinano Suite | Historic Maui Hideaway
10.0 out of 10, Exceptional, (71)
"We had an amazing vacation here. We had 4 generations ranging from 4 months to 81 years and everyone had a great time. There was room to spread out and room to all gather together. Having the private pool and spa was perfect. Host was available when we needed her and the B and B was well stocked. We also loved the Maui feel of the accommodations and being out of the busier parts of Maui. I highly recommend this venue for larger groups! "
United States
Kari L.
The price is €2,770
includes taxes & fees
6 Jan - 7 Jan 2026
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
10.0 out of 10, Exceptional, (4)
"Parking and check in was easy and just as described. The interior was simple, yet felt upscale. Lovely original art on the walls, comforts bed, and bathroom and shower were wonderful. Would stay here again. "
United States
e o.
The price is €291
includes taxes & fees
23 Dec - 24 Dec
Experience luxury at The Ulu Suite | Garden patio
10.0 out of 10, Exceptional, (50)
"Eve and her family were incredibly kind and welcoming. The property was better than we hoped with ample space for the kids to explore. We loved our stay and would come back!"
United States
Jessica S.
The price is €2,288
includes taxes & fees
27 Dec - 28 Dec
PERMITTED Charming LOG HOUSE in REAL Upcountry Maui. Magical and Peaceful!
9.8 out of 10, Exceptional, (109)
"This place was in a good location in Kihei. You are within 5 mins of dozen of beaches. All the beach gear a person needs is provided(towels, chairs, snorkels, flippers, coolers and more)! Jon is super friendly and a great host!"
United States
Troy s.
The price is €471
includes taxes & fees
23 Dec - 24 Dec
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
10.0 out of 10, Exceptional, (2)
"This property had everything you would want in a vacation home. Great location. We enjoyed the beach, community pool and grounds. The photos were exactly as pictured. We had a great time in your home. Thank you for hosting us."
United States
Joey M.
The price is €1,097
includes taxes & fees
5 Jan - 6 Jan 2026
Oceanview Retreat in Puamana – Steps from the Beach & Surf
9.8 out of 10, Exceptional, (86)
"Cottage was clean and well kept. Location is convenient to shopping, dining, and many beaches including a small beach just a short walk from the property. Stay was very enjoyable."
United States
Robert B.
The price is €879
includes taxes & fees
21 Jan - 22 Jan 2026
New! The Aloha Cottage in Puamana, Maui Hawaii
10.0 out of 10, Exceptional, (24)
"Amazing!!! Great location, amazing hosts, great hospitality! We absolutely loved our stay!!"
United States
Anonymous traveller
★ - Rainbow Lookout! Private Hot Tub + Pool Access + New Central Conditioning
10.0 out of 10, Exceptional, (26)
"Fantastic location and great communication from Kevin! We thoroughly enjoyed our stay!!"
United States
Janelle G.
The price is €1,948
includes taxes & fees
29 Dec - 30 Dec
OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS
10.0 out of 10, Exceptional, (4)
"Wonderful experience. Loved the house... bathtub was excellent!"
United States
Marcy M.
The price is €1,486
includes taxes & fees
15 Jan - 16 Jan 2026
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
10.0 out of 10, Exceptional, (18)
"This spot is amazing. You cant find a better spot on the island. "
United States
Jon L.
Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to the Beach!

Holiday Home in Central Kihei

Oceanfront Hideaway on the Beach
10.0 out of 10, Exceptional, (2)
"We really enjoyed this house! It had everything we needed and more! They provided beach chairs and umbrellas, all the kitchen necessities, and even a high chair and port-a-crib for the baby! It was clean and spacious. Host was been very efficient and friendly. "
United States
Kristine D.
Oceanfront Hideaway on the Beach
10.0 out of 10, Exceptional, (4)
"Clean, well lit, private, Haiku is a sweet town. Note that there are a few steep steps to master bedroom."
United States
Linda S.
The price is €1,075
includes taxes & fees
4 Jan - 5 Jan 2026
Haiku Hale - 3 Bedroom Maui Getaway!
10.0 out of 10, Exceptional, (2)
"The house is an easy walk to a quiet beach and any easy drive to a grocery store and restaurants. The house was clean and well stocked. "
United States
Kimberly F.
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
10.0 out of 10, Exceptional, (54)
"Well managed, clean, good location"
United States
Andrew P.
Villas By The Cove, Plantation House · Dreamy Indoor-Outdoor Living Opposite a Sandy Beach
9.6 out of 10, Exceptional, (107)
"Nice property with plenty of space, great location on the island, super communicative and polite host, and such a great backyard/outdoor area. Would highly recommend!"
United States
Michael B.
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
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

Wailea-Makena Holiday Homes information

Number of reviews
390
Accommodation
71 Holiday Homes
Lowest Price
€239
Highest Price
€2,770

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