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Kailua Homes & Apartments - 24 Rentals Available

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24 Vacation rentals

(18)

1 / 16

Kailua House

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 1 mi
  • Child friendly
“This was a beautifully taken care of part of a home that was clean, quiet, well stocked with anything we might need and owned by a wonderful couple with two adorable dogs and two sweet daughters. This was such a nice place to stay. We were...”
- Review left on 05/20/2014

$300

Excellent (18 reviews)

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from $300 / night

(3)

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

Very Good (3 reviews)

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from $199 / night

(1)

1 / 19

Kailua B and B

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

$300

Excellent (1 reviews)

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from $300 / night

(2)

1 / 16

Kailua House

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

$240

Excellent (2 reviews)

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from $240 / 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

(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 / 16

Kailua House

  • 4
  • 10
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$495

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from $495 / night

1 / 24

Kailua House

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

$750

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from $750 / night

1 / 44

Kailua House

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

$8000

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from $8000 / night

1 / 28

Kailua House

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

from $950 / night

1 / 24

Kailua House

  • 3
  • 6
  • Min stay varies
  • Child friendly

from $695 / night

1 / 23

Kailua House

  • 4
  • 10
  • Min stay varies
  • Child friendly

from $900 / night

1 / 37

Kailua Villa

  • 8
  • 16
  • 7 nights min
  • Child friendly

$7000

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from $7000 / night

1 / 28

Kailua House

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

from $695 / 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 / 38

Kailua Villa

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

$6250

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from $6250 / night

1 / 20

Kailua Villa

  • 6
  • 12
  • Min stay varies
  • Child friendly

$1050

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from $1050 / night

1 / 34

Kailua House

  • 7
  • 16
  • 10 nights min
  • Child friendly

$3000

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from $3000 / night

1 / 30

Kailua House

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

$2000

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from $2000 / night

1 / 25

Kailua House

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

$1670

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from $1670 / night

1 / 24

Kailua House

  • 1
  • 5
  • 3 nights min
  • Child friendly

from $225 / night

1 / 7

Kailua House

  • 1
  • 3
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$199

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from $199 / night

Your search has been expanded 9.3 miles to include more rentals

1 / 39

Hawaii House - 0.1 miles away

  • 4
  • 14
  • 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

$1100

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from $1100 / 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 / 60

Kaneohe Manor house - 3.5 miles away

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

$1578

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from $1578 / 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

(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

1 / 48

Waimanalo House - 5 miles away

  • 13
  • 26
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

$5199

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from $5199 / night

(3)

1 / 13

Waimanalo House - 5 miles away

  • 4
  • 14
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
“This was a great rental..worked well for a a couple families with kiddos. So close to the beach. So nice to be able to walk down in the am with coffee and catch the sunrise! Plenty of room for our family members to have there own area to hide out as...”
- Review left on 02/28/2017

$450

Excellent (3 reviews)

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from $450 / night

1 / 23

Kaneohe House - 7.1 miles away

  • 5
  • 10
  • 7 nights min
  • Child friendly
  • Air conditioning

from $695 / night

1 / 51

Honolulu Villa - 7.4 miles away

  • 4
  • 12
  • Min stay varies
  • Child friendly

$1250

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from $1250 / night

1 / 28

Honolulu House - 7.6 miles away

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly

from $800 / night

(4)

1 / 33

Honolulu House - 7.6 miles away

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly

$450

Very Good (4 reviews)

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from $450 / night

1 / 34

Honolulu House - 7.8 miles away

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly

$1250

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from $1250 / night

1 / 20

Honolulu House - 7.9 miles away

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1000

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from $1000 / night

1 / 19

Honolulu House - 7.9 miles away

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

from $825 / night

1 / 31

Honolulu House - 7.9 miles away

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

$1000

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from $1000 / night

1 / 18

Honolulu House - 8 miles away

  • 4
  • 11
  • Min stay varies
  • Swimming pool
  • Child friendly

from $675 / night

1 / 33

Honolulu House - 8 miles away

  • 5
  • 16
  • Min stay varies
  • Swimming pool
  • Child friendly

$2500

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from $2500 / night

1 / 24

Honolulu House - 8 miles away

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $945 / night

1 / 16

Honolulu House - 8 miles away

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

$1000

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from $1000 / night

1 / 17

Honolulu House - 8 miles away

  • 3
  • 8
  • 30 nights min
  • Swimming pool
  • Child friendly

from $425 / night

1 / 13

Hawaii Kai Villa - 8 miles away

  • 3
  • 8
  • 30 nights min
  • Child friendly

$400

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from $400 / night

(4)

1 / 18

Honolulu Townhouse - 8.1 miles away

  • 4
  • 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Child friendly

$370

Very Good (4 reviews)

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from $370 / night

(4)

1 / 19

Honolulu Townhouse - 8.1 miles away

  • 3
  • 8
  • 7 nights min
  • Nearest beach 4 mi
  • Child friendly
  • Air conditioning

$570

Very Good (4 reviews)

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from $570 / night

1 / 27

Kahala Villa - 8.2 miles away

  • 5
  • 12
  • Min stay varies
  • Child friendly

$600

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from $600 / night

(5)

1 / 27

Honolulu House - 8.2 miles away

  • 4
  • 12
  • 7 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
“We had a wonderful week at this house. There was plenty of space for everyone with four bedrooms and 3 baths. The hot tub overlooking the city was amazing. Glen was responsive during the enquiry and booking stages. Once in the property he dealt with...”
- Review left on 10/14/2015

$370

Excellent (5 reviews)

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from $370 / night

(36)

1 / 24

Kahala House - 8.3 miles away

  • 3
  • 10
  • 7 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Air conditioning
“From the moment you step out on the lanai and look at the sweeping view - from the water, Waikiki skyline and Diamond Head -all usually punctuated with the most vibrant and magical rainbows, you'll understand how special this location is. The owners...”
- Review left on 09/07/2016

$270

Very Good (36 reviews)

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from $270 / night

1 / 22

Honolulu House - 8.4 miles away

  • 5
  • 12
  • Min stay varies
  • Child friendly
  • Air conditioning

from $600 / night

(1)

1 / 30

Honolulu House - 8.5 miles away

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

$970

Excellent (1 reviews)

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from $970 / night

1 / 42

Honolulu House - 8.5 miles away

  • 6
  • 14
  • 7 nights min
  • Child friendly

$1650

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from $1650 / night

1 / 34

Honolulu House - 8.9 miles away

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly

from $950 / night

1 / 27

Honolulu House - 8.9 miles away

  • 2
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly

from $500 / night

1 / 41

Honolulu House - 9 miles away

  • 5
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly

$2500

Inquire

from $2500 / night

1 / 31

Honolulu House - 9 miles away

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly

from $550 / night

(1)

1 / 24

Honolulu House - 9 miles away

  • 5
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
“We have a party of 11 and fit in this 5 bedroom house nicely. The neighborhood is good. The owner manage the house on their own. They are very honest, trustful, reasonable and organized nice couple. We had a good experience. The location is great and...”
- Review left on 07/06/2016

$1450

Very Good (1 reviews)

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from $1450 / night

1 / 62

Honolulu House - 9 miles away

  • 5
  • 14
  • Min stay varies
  • Swimming pool
  • Child friendly

$1250

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from $1250 / night

1 / 37

Honolulu Villa - 9 miles away

  • 5
  • 22
  • Min stay varies
  • Nearest beach 0.5 mi
  • Swimming pool
  • Child friendly

from $599 / night

1 / 19

Honolulu House - 9.2 miles away

  • 4
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly

from $950 / night

1 / 40

Honolulu House - 9.3 miles away

  • 6
  • 14
  • 10 nights min
  • Swimming pool
  • Child friendly

$3000

Inquire

from $3000 / 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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