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, (16)
"It is a cozy place. It has all the amenities. It feels like home"
United States
Roberto
The price is NZ$484
includes taxes & fees
5 Jan - 6 Jan 2026
Yonegan Maui Getaways - Haiku
10.0 out of 10, Exceptional, (72)
"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 NZ$5,129
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 NZ$954
includes taxes & fees
28 Jan - 29 Jan 2026
Experience luxury at The Ulu Suite | Garden patio
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 NZ$637
includes taxes & fees
4 Jan - 5 Jan 2026
Hinano Suite | Historic Maui Hideaway
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 NZ$1,006
includes taxes & fees
1 Jan - 2 Jan 2026
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
10.0 out of 10, Exceptional, (3)
"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 NZ$2,169
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 NZ$1,878
includes taxes & fees
14 Jan - 15 Jan 2026
New! The Aloha Cottage in Puamana, Maui Hawaii
10.0 out of 10, Exceptional, (18)
"This spot is amazing. You cant find a better spot on the island. "
United States
Jon L.
The price is NZ$3,207
includes taxes & fees
3 Jan - 4 Jan 2026
Villas By The Cove, Penthouse I · Modern Oceanview Townhome Steps to 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 NZ$2,093
includes taxes & fees
4 Jan - 5 Jan 2026
Haiku Hale - 3 Bedroom Maui Getaway!
10.0 out of 10, Exceptional, (55)
"Well managed, clean, good location"
United States
Andrew P.
The price is NZ$2,976
includes taxes & fees
4 Jan - 5 Jan 2026
Villas By The Cove, Plantation House · Dreamy Indoor-Outdoor Living Opposite a Sandy Beach

Holiday Home in Central Kihei

Oceanfront Hideaway on the Beach
10.0 out of 10, Exceptional, (3)
"We absolutely loved our stay at this little gem! Beachfront access was amazing and it was the perfect size for our whole family. The location was convenient and and it's located in a great neighborhood. We would definitely book again."
United States
RaeAnne C.
The price is NZ$5,626
includes taxes & fees
21 Jan - 22 Jan 2026
Oceanfront Hideaway on the Beach
10.0 out of 10, Exceptional, (4)
"Wonderful experience. Loved the house... bathtub was excellent!"
United States
Marcy M.
The price is NZ$2,561
includes taxes & fees
7 Jan - 8 Jan 2026
Pualei Beach House 3-bedroom townhome in phenomenal Lahaina with WiFi, AC
10.0 out of 10, Exceptional, (26)
"Fantastic location and great communication from Kevin! We thoroughly enjoyed our stay!!"
United States
Janelle G.
OCEAN FRONT | POOL! Walk to the Beach! 3 KING BEDS
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.
The price is NZ$2,884
includes taxes & fees
15 Jan - 16 Jan 2026
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
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.
The price is NZ$2,249
includes taxes & fees
2 Jan - 3 Jan 2026
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
10.0 out of 10, Exceptional, (22)
"Wonderful stay in a desirable location! We absolutely loved it! "
United States
Lindsay T.
The price is NZ$3,035
includes taxes & fees
13 Jan - 14 Jan 2026
Villas By The Cove, Penthouse II · Ocean View Penthouse Steps from the Beach
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
366
Accommodation
71 Holiday Homes
Lowest Price
NZ$484
Highest Price
NZ$5,626

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