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Kailua Homes & Apartments - 28 Rentals Available

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28 Vacation rentals

1 / 19

Kailua House

  • 5
  • 12
  • Min stay varies
  • Ask about children
  • Air conditioning

from $739 / night

(21)

1 / 33

Kailua Villa

  • 5
  • 12
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly
“We flew our family and grandchildren from the mainland for the holidays. Anna and her husband are so gracious and kind. We had barbecues, holiday dinners with family and our extended Ohana. Their hous is perfect for large families. Everyone had...”
- Review left on 03/02/2016

$945

Very Good (21 reviews)

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from $945 / night

(2)

1 / 15

Kailua House

  • 5
  • 13
  • Min stay varies
  • Nearest beach 0.5 mi
  • Swimming pool
  • Ask about children
“This house was perfect for us. There was 6 of us that went on vacation, and this house is big enough to house more. We had friends that are also on vacation and those that are local and they were all impressed with the size and the view. It sits...”
- Review left on 05/18/2014

$450

Average (2 reviews)

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from $450 / night

(18)

1 / 16

Kailua House

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
“This was a perfect set up for our family of 5. Our two teenage girls shared one of the king size beds and were thrilled to have a room to themselves as were my husband & I. My son loved having the sleeper sofa in the living room, especially liked the...”
- Review left on 04/01/2009

$300

Excellent (18 reviews)

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from $300 / night

1 / 16

Kailua House

  • 1
  • 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$240

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from $240 / night

(2)

1 / 29

Kailua House

  • 1
  • 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“My stay was delightful in this one bedroom apartment. My view of the ocean was spectacular. Everything was meticulous and I couldn't have been more pleased. The full obscure blinds on the windows when the sun was shining in were a real benefit to...”
- Review left on 01/07/2017

$199

Excellent (2 reviews)

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from $199 / night

1 / 19

Kailua B and B

  • 2
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning

$300

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from $300 / night

1 / 17

Kailua House

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

from $319 / night

1 / 24

Kailua House

  • 3
  • 6
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly

$550

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from $550 / night

1 / 30

Kailua House

  • 4
  • 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$1070

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from $1070 / night

(5)

1 / 40

Kailua House

  • 6
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“We rented this beautiful house for 10 days over Christmas, it was an absolutely wonderful vacation in a perfect home!! Wanda was an absolute sweetheart, thank you for all the wonderful gifts when we arrived!! I requested a Christmas tree because we...”
- Review left on 01/27/2016

$1500

Very Good (5 reviews)

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from $1500 / night

(1)

1 / 37

Kailua House

  • 6
  • 18
  • Min stay varies
  • Swimming pool
  • Ask about children
“We walked into the home and all 8 of us were stoked! The indoor spaciousness, the rooming out door meeting area was the ultimate and where we spend most if not all of our time while on site. I hope we have an opportunity to stay again in the future....”
- Review left on 02/06/2016

$1240

Very Good (1 reviews)

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from $1240 / night

1 / 32

Kailua House

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$4500

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from $4500 / night

(1)

1 / 21

Kailua House

  • 5
  • 10
  • 30 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“Perfect location, right on the ocean which made for spectacular views. The house was large and accommodating, and mostly clean. The sliding doors/screens to the outside were definitely worn and old and hard to open/close. We did find a few (dead)...”
- Review left on 01/04/2017

$1015

Very Good (1 reviews)

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from $1015 / night

1 / 28

Kailua House

  • 3
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly

from $650 / night

1 / 16

Kailua House

  • 3
  • 6
  • Min stay varies
  • Child friendly

from $550 / night

1 / 20

Kailua House

  • 4
  • 11
  • Min stay varies
  • Child friendly

from $585 / night

1 / 23

Kailua House

  • 4
  • 10
  • Min stay varies
  • Child friendly

$1345

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from $1345 / night

1 / 24

Kailua House

  • 3
  • 6
  • Min stay varies
  • Child friendly

from $595 / night

1 / 28

Kailua House

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

from $850 / night

1 / 25

Kailua House

  • 4
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1500

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from $1500 / night

1 / 35

Kailua House

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly

$2895

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from $2895 / night

1 / 14

Kailua House

  • 1
  • 5
  • 3 nights min
  • Child friendly

from $225 / night

1 / 44

Kailua House

  • 7
  • 15
  • 7 nights min
  • Swimming pool
  • Child friendly

$8000

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from $8000 / night

1 / 30

Kailua House

  • 6
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1500

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from $1500 / night

1 / 38

Kailua Villa

  • 7
  • 14
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$6250

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from $6250 / night

1 / 53

Kailua Villa

  • 8
  • 16
  • 7 nights min
  • Ask about children
  • Ask about pets

$7000

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from $7000 / night

1 / 33

Kailua House

  • 5
  • 12
  • Min stay varies
  • Child friendly

$1500

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from $1500 / night

Your search has been expanded 5 miles to include more rentals

1 / 39

Hawaii House - 0.1 miles away

  • 4
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1050

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from $1050 / night

1 / 24

Oahu Villa - 0.1 miles away

  • 4
  • 12
  • Min stay varies
  • Ask about children
  • Air conditioning

$1300

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from $1300 / night

1 / 21

Honolulu Villa - 1 miles away

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning

from $950 / night

1 / 34

Kaneohe House - 2 miles away

  • 3
  • 9
  • Min stay varies
  • Child friendly

from $780 / night

1 / 53

Kaneohe House - 3.6 miles away

  • 10
  • 24
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1995

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from $1995 / night

(4)

1 / 50

Kaneohe House - 3.6 miles away

  • 5
  • 15
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“Beautiful home, beautiful location and Jennifer was a wonderful host. We would love to come back next time we're in Oahu...”
- Review left on 03/02/2017

$800

Very Good (4 reviews)

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from $800 / night

(2)

1 / 24

Kaneohe House - 3.6 miles away

  • 4
  • 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“The accomodations were wonderful, and all in our group truly enjoyed the stay - from the 2 year old to the 88 year old...”
- Review left on 10/21/2016

$499

Excellent (2 reviews)

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from $499 / night

(8)

1 / 52

Kaneohe House - 3.6 miles away

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
“Beautiful house.. Great for families.. All the amenities one could wish for.. Every detail considered for a stress free stay. Neighborhood where house is located is less than desirable.. Some of the fixtures were a bit low making for some accidental...”
- Review left on 07/20/2016

$1195

Excellent (8 reviews)

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from $1195 / night

1 / 60

Kaneohe Manor house - 4.4 miles away

  • 9
  • 20
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$1200

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from $1200 / night

(6)

1 / 14

Waimanalo House - 4.7 miles away

  • 2
  • 8
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly
“We live on the island but rented this wonderful beach house while my parents were visiting. Had a wonderful time at the beach and in the house. Can't thank the owners enough...”
- Review left on 02/03/2017

$250

Very Good (6 reviews)

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from $250 / night

(15)

1 / 19

Waimanalo House - 4.8 miles away

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning
“We loved this vacation rental. It is very close to the beach. My family loved being able to walk down to the beach whenever they wanted. The home was spacious with separate areas of you have multiple couples/families. Kitchen was nice and there was a...”
- Review left on 08/16/2016

$275

Excellent (15 reviews)

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from $275 / night

1 / 24

Waimanalo House - 5 miles away

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

from $620 / night

About Kailua

Kailua is one of the most picturesque places to visit in Hawaii. From white sand beaches to green forest canopies, Kailua offers the perfect setting for an island vacation. Book your choice of seaside Kailua vacation rentals, and enjoy an island adventure on Oahu.

Climate

When you visit Kailua, you'll enjoy a tropical climate with consistently warm temperatures every month of the year. In January, July, and every month in between, temperatures top out in the mid-80s during the day and drop to the low 70s or high 60s overnight. December and January tend to be the rainiest months, and June and July are typically the driest. Other than occasional rain, the other element that sometimes keeps the sun out is vog, a sort of volcano fog that results from Kilauea volcano activity.

Transit

Located on the island of Oahu, Kailua is a short drive from the Honolulu International Airport. To get around the town without a car, hop on the island's TheBus system, which has four routes through town. To reach the island's top parks, reserves, and attractions from most Kailua vacation homes, consider renting a car to travel at your own pace.

Things to do

No trip to Kailua is complete without a visit to the beach. Kailua Beach has won numerous awards, thanks to its three miles of soft white sand, crystal clear turquoise water, and crescent shape. The water temperature is about 75 degrees year-round, which makes it a great spot for swimming. The combination of strong winds and protective bay make it a top pick for surfers and other water sports enthusiasts. Nearby, Lanikai Beach is another popular place to catch some rays and gaze out at the distant Mokulua Islands.

Explore the Kailua area's natural beauty with a visit to the Kawai Nui Marsh, the most extensive wetland in Hawaii. This 800-acre marsh is home to more than 60 species of native fish and birds, making it a great place for wildlife spotting. Get some height with a hike along the Olomana Trail. This scenic trail features three peaks of varying difficulty, and each boasts spectacular views.

Kaloko-Honokohau National Park is also on the to-do list for many families that visit Kailua. Hike this park to see its landscape of lava formations. Here visitors will also see fish ponds, birds, turtles and native plant life while some may even spy a Hawaiian monk seal relaxing in the sun. 

Families who want to observe the ocean life would be wise to reserve a tour with Sea Quest snorkel tours. On these excursions, visitors are able to snorkel in an area of calm water. Sea Quest welcomes people with snorkeling experience as well as those who have never gone before, and also offers tours by boat to marvel at Hawaii’s sea caves and lava tubes. 

Dining

Give your day a sunny start with breakfast at Cinnamon's Restaurant, one of the city's most highly-rated spots for over 30 years. If you're in a savory mood, you can't beat the Hawaiian omelet, pork eggs benedict, or skillet with home fries. Diners with a sweet tooth should pay close attention to the restaurant's lengthy specialty pancake menu, which features delicacies like guava chiffon pancakes, red velvet pancakes, or cinnamon rolls.

For lunch or dinner, Uahi Island Grill serves up Hawaiian specialties with an Asian twist. Start with the Furikake calamari with Sriracha glaze, and try the Korean steak salad with kimchi vinaigrette or the poke bowl with fresh ahi tuna dressed with shoyu and sesame oil.

With miles of sandy beaches and natural beauty as far as the eye can see, it's no wonder Kailua is a top vacation spot on Oahu. Take your pick from dozens of Kailua vacation homes right on the beach, and settle into island life in Hawaii.

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