Holiday Homes in Kailua

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Our top choices for Kailua holiday homes

Holiday Home in Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
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 AU$419
includes taxes & fees
28 Jan - 29 Jan
Yonegan Maui Getaways - Haiku
9.6 out of 10, Exceptional, (416 reviews)
"We were only able to stay one night, but we loved it and definitely plan on going back!!"
United States
Trista B.
The price is AU$529
includes taxes & fees
24 Jan - 25 Jan
Fisher’s Hana Bay Hale - In Hana Town across from the Bay STHA-2017 0002
10.0 out of 10, Exceptional, (6 reviews)
"A lovely historic bnb"
United States
Maggie M.
The price is AU$486
includes taxes & fees
12 Jan - 13 Jan
Pikake Suite - Historic Elegance, Wailuku

Holiday Home in Hana Town Center

Fisher's Hana Bay Hale, Across from Hana Bay
9.6 out of 10, Exceptional, (411 reviews)
"Great location"
United States
peter
The price is AU$591
includes taxes & fees
24 Jan - 25 Jan
Fisher's Hana Bay Hale, Across from Hana Bay
9.4 out of 10, Exceptional, (147 reviews)
"Great space. Centrally located with easy proximity to food & groceries. Perfect for our needs. Comfy bed too. "
United States
Tracy A.
The price is AU$836
includes taxes & fees
16 Jan - 17 Jan
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
9.8 out of 10, Exceptional, (77 reviews)
"Phenomenal property for your stay in Hana - especially for a large group "
United States
Logan G.
The price is AU$1,276
includes taxes & fees
12 Jan - 13 Jan
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
10.0 out of 10, Exceptional, (72 reviews)
"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 AU$4,342
includes taxes & fees
15 Jan - 16 Jan
Historic Upcountry Maui Property With Pool, 7Bedrooms, Sleeps 16
9.8 out of 10, Exceptional, (109 reviews)
"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 AU$810
includes taxes & fees
22 Jan - 23 Jan
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Holiday Home in Hana Town Center

Hana Homestead by the Beach
9.8 out of 10, Exceptional, (140 reviews)
"This property is amazing! Not right on the water but great view of the ocean, can hear the ocean and 3minute walk to the beach!! Beautiful property and plenty of extras such as a jacuzzi, sauna, boogie boards, beach chairs, beach toys for the kids, and an on-site private outside shower to clean up after walking or playing in the beach. "
United States
Christopher
Hana Homestead by the Beach
10.0 out of 10, Exceptional, (2 reviews)
"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."
United States
JoAnn H.
The price is AU$522
includes taxes & fees
12 Jan - 13 Jan
Lehua Suite - Hawaiian elegance | Patio garden
10.0 out of 10, Exceptional, (3 reviews)
"We loved our stay there. The rooms were very comfortable and stylish. We loved the historic charm and the private courtyard. Holly was a fantastic help."
United States
Charity G.
The price is AU$578
includes taxes & fees
27 Jan - 28 Jan
Mele Suite - Private Patio Retreat | ADA Compliant
10.0 out of 10, Exceptional, (3 reviews)
"Loved this B&B. The location worked well from exploring different areas. Will stay here again."
United States
Arthur C.
The price is AU$567
includes taxes & fees
14 Jan - 15 Jan
Romantic Maui Hideaway at The Historic Wailuku Inn
10.0 out of 10, Exceptional, (5 reviews)
"This was my 2nd time staying here and I love it. Super nice rooms, yummy breakfast."
United States
Jane D.
The price is AU$558
includes taxes & fees
18 Jan - 19 Jan
Mamane Suite - Historic charm and views
10.0 out of 10, Exceptional, (24 reviews)
"Amazing!!! Great location, amazing hosts, great hospitality! We absolutely loved our stay!!"
United States
Anonymous traveller
The price is AU$1,430
includes taxes & fees
24 Jan - 25 Jan
★ - Rainbow Lookout! Private Hot Tub + Pool Access + New Central Conditioning
10.0 out of 10, Exceptional, (2 reviews)
"What a beautiful treasure of a property. My wife and I had an unexpected night in Wailuku and I'm so glad we found this inn. There were very few other people during our stay and we felt as though we had the property to ourselves. Pretty gardens, lovely spacious rooms. Great work on the renovation!"
United States
Scott H.
The price is AU$574
includes taxes & fees
13 Jan - 14 Jan
Kahili Suite - Historic charm meets Luxury
10.0 out of 10, Exceptional, (4 reviews)
"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 AU$1,292
includes taxes & fees
19 Jan - 20 Jan
Haiku Hale - 3 Bedroom Maui Getaway!

Holiday Home in Central Kihei

Oceanfront Hideaway on the Beach
10.0 out of 10, Exceptional, (3 reviews)
"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 AU$4,667
includes taxes & fees
21 Jan - 22 Jan
Oceanfront Hideaway on the Beach
10.0 out of 10, Exceptional, (2 reviews)
"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 AU$2,155
includes taxes & fees
21 Jan - 22 Jan
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
10.0 out of 10, Exceptional, (3 reviews)
"Great place to stay"
Canada
Samara C.
The price is AU$522
includes taxes & fees
12 Jan - 13 Jan
Lokelani Suite - Historic charm | Gardens oasis
10.0 out of 10, Exceptional, (3 reviews)
"Thank you for a wonderful stay. Our suite was great and comfortable. We well truly be back."
United States
JoAnn H.
The price is AU$531
includes taxes & fees
12 Jan - 13 Jan
Hinano Suite | Historic Maui Hideaway
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 Kailua Hotel Reviews

Find out more about Kailua

Kailua Holiday Homes information

Number of reviews
1,210
Accommodation
152 Holiday Homes
Lowest Price
AU$419
Highest Price
AU$4,667

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