Holiday Homes in Kailua

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Our top choices for Kailua holiday homes

Yonegan Maui Getaways - Haiku

Yonegan Maui Getaways - Haiku
3.0 star property
Haiku
8.8 out of 10, Excellent, (31 reviews)
"Good location for the Road to Hana and exploring Paia, hot tub was enjoyable."
United States
Matt
The price is AU$442
includes taxes & fees
2 June - 3 June
Yonegan Maui Getaways - Haiku

HALE NIHI, Paia, Maui

HALE NIHI, Paia, Maui
Paia
9.6 out of 10, Exceptional, (106 reviews)
"great location, great host"
United States
Peter M.
The price is AU$611
includes taxes & fees
28 May - 29 May
HALE NIHI, Paia, Maui

Fisher's Hana Bay Hale, Across from Hana Bay

Fisher's Hana Bay Hale, Across from Hana Bay
Hana Town Center
9.4 out of 10, Exceptional, (433 reviews)
"Very peaceful place to stay. Enjoyed location and would stay again if I come to Hana!"
United States
Nicholas
The price is AU$561
includes taxes & fees
22 June - 23 June
Fisher's Hana Bay Hale, Across from Hana Bay

Hale Nihi - Paia, Maui

Hale Nihi - Paia, Maui
Paia
9.6 out of 10, Exceptional, (63 reviews)
"Great stay, responsive host, clean and well equipped lanai, wonderful location. "
United States
JW B.
The price is AU$611
includes taxes & fees
28 May - 29 May
Hale Nihi - Paia, Maui

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Kaʻeleku
9.8 out of 10, Exceptional, (246 reviews)
"I appreciated everything as advertised. Would have preferred mini splits or AC in the bedrooms, but still a nice peaceful spot."
United States
Robert
The price is AU$831
includes taxes & fees
31 May - 1 June
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006
Kaʻeleku
9.8 out of 10, Exceptional, (86 reviews)
"Great tropical location with ocean view. "
United States
Myra S.
The price is AU$1,190
includes taxes & fees
9 June - 10 June
3 Bedroom Ocean View Private Home in Hana Permit#SUP2 2019/0006

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei
North Kihei
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$662
includes taxes & fees
31 May - 1 June
Tropical Honeymoon Suite - BBQ, Hot Tub - Walk 2 Beach - In the Heart Of Kihei

Villa 8

Villa 8
South Kihei
9.8 out of 10, Exceptional, (73 reviews)
"Had a nice time, close to beach and restraunts."
Canada
Jessica M.
The price is AU$1,004
includes taxes & fees
2 June - 3 June
Villa 8

Kahili Suite - Historic charm meets Luxury

Kahili Suite - Historic charm meets Luxury
Wailuku
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$431
includes taxes & fees
28 May - 29 May
Kahili Suite - Historic charm meets Luxury

Haiku Hale - 3 Bedroom Maui Getaway!

Haiku Hale - 3 Bedroom Maui Getaway!
Haiku
10.0 out of 10, Exceptional, (5 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$1,197
includes taxes & fees
28 May - 29 May
Haiku Hale - 3 Bedroom Maui Getaway!

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub
North Kihei
9.6 out of 10, Exceptional, (110 reviews)
"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 AU$1,401
includes taxes & fees
29 May - 30 May
Tropical Garden Family Home - Sleeps 6 - Walk to Beach, BBQ, Hot Tub

Hana Homestead by the Beach

Hana Homestead by the Beach
Hana Town Center
9.8 out of 10, Exceptional, (143 reviews)
"We loved are quiet, peaceful stay in Hāna! So much fun! Beautiful property!"
United States
Justin
The price is AU$2,017
includes taxes & fees
3 June - 4 June
Hana Homestead by the Beach

Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!
Hana Town Center
9.6 out of 10, Exceptional, (33 reviews)
"Beautiful cottage, great furnishings, beautiful bay, great location, would love to stay!!"
United States
Debbie P.
Oceanfront Hana Bay Beach Cottage. 5-Minute Walk to Hana town & beaches!

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub
North Kihei
9.4 out of 10, Exceptional, (3 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$1,837
includes taxes & fees
31 May - 1 June
Tropical Garden Family Home & Penthouse - Sleeps 8 Walk to Beach, BBQ, Hot Tub

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL

★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL
Haiku
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$1,274
includes taxes & fees
16 June - 17 June
★Rainbow Lookout - PRIVATE HOT TUB+ACCESS TO POOL

Beach front Honu Cottage

Beach front Honu Cottage
South Kihei
9.6 out of 10, Exceptional, (8 reviews)
"Perfect location with a private beach a few steps outside the back door. All kitchen essentials available and a bbq included. Perfect place to relax and beautiful scenery. "
United States
JESSICA S.
The price is AU$1,642
includes taxes & fees
3 June - 4 June
Beach front Honu Cottage

Mele Suite - Private Patio Retreat | ADA Compliant

Mele Suite - Private Patio Retreat | ADA Compliant
Wailuku
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$471
includes taxes & fees
28 May - 29 May
Mele Suite - Private Patio Retreat | ADA Compliant

Penthouse I

Penthouse I
South Kihei
10.0 out of 10, Exceptional, (19 reviews)
"Great location!"
United States
John Michael S.
The price is AU$2,318
includes taxes & fees
29 May - 30 May
Penthouse I

Elegant Puakenikeni Suite- Historic & Ground Floor

Elegant Puakenikeni Suite- Historic & Ground Floor
Wailuku
10.0 out of 10, Exceptional, (7 reviews)
"I liked the quaint ambiance of the property, beautiful landscape and the room was great."
United States
Wayne
The price is AU$439
includes taxes & fees
28 May - 29 May
Elegant Puakenikeni Suite- Historic & Ground Floor

Hinano Suite | Historic Maui Hideaway

Hinano Suite | Historic Maui Hideaway
Wailuku
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$494
includes taxes & fees
29 May - 30 May
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
1,462
Accommodation
156 Holiday Homes
Lowest Price
AU$431
Highest Price
AU$2,318

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