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Compare 122 Vacation Homes in Kailua with updated reviews, rates, and availability.

STHA-2017/0002 Across from Hana Bay
9.6 out of 10, Exceptional, (292)
"Amazing. thank you. "
STHA-2017/0002 Across from Hana Bay
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
9.8 out of 10, Exceptional, (193)
"We had a wonderful experience."
The price is SAR 1,126
SAR 2,231 total
includes taxes & fees
17 Jum. II - 18 Jum. II
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
10.0 out of 10, Exceptional, (199)
"We were a large family but there was plenty of room for us all (10 and babies). The location was perfect for anywhere you wanted to go on the island and the house met the highest standards. We had everything we needed for cooking, for washing and for the beach. One hiccup was we lost air condenser the first day but the owner resolved it right away. Not a problem most would ever encounter. Oh, and we laughed at the goats, cows, and birds interacting next door. A calf was born the first day. And...
Private lush 2 Acre Mountain Home Maui Permitted#STMP 2013-0001 many amenities
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Spacious Hawaiian home 50 steps from Sugar Beach!
8.8 out of 10, Excellent, (58)
"Thai is a fabulous location. Truth about how close to beach! Our only issue was there was no table to sit at inside. No table for cards or coffee. Outside wasn’t always appropriate. Major construction going on next door was an eyesore…"
Spacious Hawaiian home 50 steps from Sugar Beach!
PRIVATE RESORT near Cove Park in Kihei. Sleeps up to 18 in TWO separate houses!
9.8 out of 10, Exceptional, (14)
"This place was perfect for our family of 13. Kihei was the perfect place to stay at on Maui - it was close to everything, and Kihei itself was beautiful and had plenty of amazing food options. Our host was so friendly and accommodating. We didn’t need much from him because we had everything we could possibly need when we arrived. I wish we didn’t have to leave we could have stayed there forever!"
PRIVATE RESORT near Cove Park in Kihei. Sleeps up to 18 in TWO separate houses!
Beautiful Home in paradise!
9.6 out of 10, Exceptional, (150)
"Beyond expectations! Beautiful property,"
Beautiful Home in paradise!
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
10.0 out of 10, Exceptional, (38)
"We absolutely loved our stay! The house was spacious and comfortable - perfect for our family of 5. There are gorgeous views from the front (where you can see and hear the ocean!) and the back (where you can enjoy sunrises over the mountain). The beach is even closer than I had realized, and we loved walking there every evening to watch the sunset and the turtles that come to shore. The pool area is beautiful as well. All in all, this was the perfect place for our family’s Maui vacation!"
Spacious Maui Beach House, Private Pool, AC, Sleeps 6
HOUSE.. ON THE BEACH MAUI
9.8 out of 10, Exceptional, (141)
"This property was just as listed and even better! Great communication with our host Brian, great location to access community and restaurants and even greater natural environment! One night we counted 36 turtles on the beach...mornings on the deck were glorious. The house is stocked with more than we expected and plenty of room for all of us. We couldn't have picked a better place."
HOUSE.. ON THE BEACH MAUI
Stunning Beach Front Townhouse
10.0 out of 10, Exceptional, (79)
"Property is a little dated but location and view more than make up for that drawback. You'd be hard pressed to get any closer to the water. Pool was an added bonus. Kitchen was well equiped with everything you would need to cook meals. Overall, we really enjoyed our stay here"
Stunning Beach Front Townhouse
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
9.6 out of 10, Exceptional, (84)
"Clean, modern condo on a great location. Beautifully kept grounds. There’s a putting green right outside the back door and it’s only a few more steps to the pool and beach. Easy and open parking. Air conditioners worked great and we were never hot. Everyone we met at the resort was very friendly. Looking forward to returning soon. Highly recommend."
Maui Sunset Resort A102 - Aloha Mai, Remodel, Ground floor, 1BR/2BA, Sleeps 5, A
Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios.
9.4 out of 10, Exceptional, (19)
"The decks and lanai should be hosed down. Base boards and windows cleaned. Better cooking pans. I wasted some food because of one of the pans. Phone number left for manager not avail. The closet downstairs that is locked. Not for guests. The light was on the whole time. I tried emailing because I could not get the manager’s number. No response. I put a pillow over the door at the bottom so I could sleep. The stay was awesome great location. Comfortable. I’m not sure if I ever received the local...
Hana Bay View 3 BR/2 BA house sleeps 6 comfortably with 2 patios.
Haiku Hale - 3 Bedroom Maui Getaway!
10.0 out of 10, Exceptional, (3)
"Our family of five (all adults) couldn't have been more pleased with this property! The house was clean, well supplied/equipped, and very comfortable. The landscaping was beautiful. Having the grill available made for great outdoor meals. We took advantage of the short walk into town at least a couple times daily, and the distance to beaches and other activities was quite convenient. We're hoping this property will be available for our next trip to Maui! Thank you, Jorma, for helping us to...
The price is SAR 1,857
SAR 3,713 total
includes taxes & fees
21 Jum. II - 22 Jum. II
Haiku Hale - 3 Bedroom Maui Getaway!
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
10.0 out of 10, Exceptional, (2)
"Loved everything about our stay here. Will book again."
The price is SAR 1,142
SAR 2,975 total
includes taxes & fees
20 Jum. II - 21 Jum. II
Maaleaa Surf C5 Oceanfront townhouse on miles of Sandy Beach
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
9.8 out of 10, Exceptional, (179)
"Celebrating Granddaughters High School Graduation! And in June her 2 year associates degree!! 9 family members!"
Tropical Gated Oceanfront Estate, Pool, Privacy, and huge ocean view on 2/3 acre
Hana Bay Oceanfront Cottage
10.0 out of 10, Exceptional, (6)
"My husband and I spent two weeks in Maui for his birthday and to get some R&R. Staying in Hana was at the top of our vacation list, and we spent quite a bit of time looking for top-notch lodging. This cottage was absolutely spectacular! The unobstructed views of the beach, the sounds of the surf, and the quiet neighborhood were beyond our expectations! We spent a lot of time on the lanai just watching the waves crash on the beach, reading our books, eating homemage meals.... it was so...
Hana Bay Oceanfront Cottage
Modern 3 Bedroom Tropical Kihei Home Near Beach
9.8 out of 10, Exceptional, (133)
"Lovely home in Kihei, well appointed, modern and comfortable. Easy walking distance to beaches, restaurants and the food trucks at South Maui Gardens!"
Modern 3 Bedroom Tropical Kihei Home Near Beach
Ocean view home on beautiful Sugar/Kihei Beach - PERMIT #STKM 2015/0003
10.0 out of 10, Exceptional, (149)
"Our daughter was married last Saturday. We wanted another week to relax. This place was perfect! Easy to get anywhere! Just a great spot!! We loved it!"
Ocean view home on beautiful Sugar/Kihei Beach - PERMIT #STKM 2015/0003
Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Surf, Bike, Golf, More
9.2 out of 10, Wonderful, (35)
"Just what we needed!"
Sugar Beach Resort Condo w/ A/C, Shared Pool/Hot tub-Surf, Bike, Golf, More
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf
8.8 out of 10, Excellent, (38)
"Things we really enjoyed: fantastic location only 15 mins from airport; ocean view from our patio door; literally steps from the beach (loved our walks on the beach in the early morning ); updated kitchen with large island, nice parking spot , air conditioning and very quiet area. Things to improve the stay: screen door would not fully close and because of the little flies we always had to keep patio door always closed; need for a dresser or luggage rack to place suitcase. Didn’t mind the bed or...
Sugar Beach Resort condo with ocean view, AC - surf, bike & golf
★Jump Start The Road to Hana at The Lookout House! Private Hot Tub + Pool Access
10.0 out of 10, Exceptional, (21)
"This home was gorgeous! From check-in to check-out communication was great! Can’t thank the crew enough for restaurant recommendations (prior to checking in)to the detailed touches throughout the home once we arrived! Great home base to be able to wind down after exploring the Island!"
The price is SAR 4,877
SAR 7,226 total
includes taxes & fees
10 Raj. - 11 Raj.
★Jump Start The Road to Hana at The Lookout House! Private Hot Tub + Pool Access
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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.

Other property types in Kailua

Maui Beach Vacation Club
2.5 star property
8.2 out of 10, Very Good, (627)
"Great staff, great room. We will stay here again"
Maui Beach Vacation Club
Sugar Beach Resort
3.0 star property
8.6 out of 10, Excellent, (986)
"decent place to stay"
Sugar Beach Resort
Maui Schooner Resort
3.5 star property
9.2 out of 10, Wonderful, (369)
"It was everything we expected. "
Maui Schooner Resort
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.

Recent reviews of Kailua hotels
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