Kailua Vacation Rentals & Beach Rentals - 33 Rentals Available

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Kailua Home
6 BR / 5 BA / Sleeps 12 6 12 14 night min stay
Home / 6 Bedrooms / Sleeps 12
6 bedrooms 5 bathrooms Sleeps 12
High Speed Internet • Dishwasher • Microwave
"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..."
- Laurie Bjorgan, Alberta, Canada
(7) Excellent (7 reviews)
1 / 19

Kailua Home
3 BR / 2.5 BA / Sleeps 8 3 8 5 night min stay
Home / 3 Bedrooms / Sleeps 8
3 bedrooms 2.5 bathrooms Sleeps 8
High Speed Internet • Dishwasher • Microwave
"The 3 of us truly enjoyed our stay in this beautiful home. I could have just sat on the lanai every day enjoying the view. Tony, your wife is a jewel! She made us feel very welcome! We had the best of everything Hawaii has to offer and your home made..."
- Debbie Wilberger, Wilmington NC
(9) Excellent (9 reviews)
1 / 9

Kailua Home
2 BR / 2 BA / Sleeps 6 2 6 No min stay
Home / 2 Bedrooms / Sleeps 6
2 bedrooms 2 bathrooms Sleeps 6
High Speed Internet • Dishwasher • Microwave
"Absolute perfect location! Maybe five minutes and you are standing in front of the most beautiful beach in Oahu. We sat at the picnic tables for hours watching the kite surfers, canoes, swimmers, runners, walkers and the best was the happy dogs..."
- Leslie Suyama, Torrance, California
(1) Excellent (1 review)
1 / 37

Kailua Home
6 BR / 4.5 BA / Sleeps 18 6 18 Min stay varies
Home / 6 Bedrooms / Sleeps 18
6 bedrooms 4.5 bathrooms Sleeps 18
High Speed Internet • Dishwasher • Microwave
"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...."
- Denice Ramage Klaus, Long Beach, CA
(1) Excellent (1 review)
1 / 33

Kailua Villa
5 BR / 5 BA / Sleeps 12 5 12 Min stay varies
Villa / 5 Bedrooms / Sleeps 12
5 bedrooms 5 bathrooms Sleeps 12
High Speed Internet • Microwave • Washer/Dryer
"The Coral House, in Kailua/Lanikai neighborhood, is conveniently located near the Kailua Park with easy access (few minutes)to spectacular Kailua Beach. Several comfortable rooms are available in an attractive building. The amenities include friendlymanagement,..."
- Reza & Carol Moinpour, Seattle, WA
(23) Excellent (23 reviews)
1 / 15

Kailua Home
5 BR / 3 BA / Sleeps 13 5 13 Min stay varies
Home / 5 Bedrooms / Sleeps 13
5 bedrooms 3 bathrooms Sleeps 13
High Speed Internet • Dishwasher • Microwave
"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 ..."
- Kitin De Castro, south bay (LA), CA
(1) Excellent (1 review)
1 / 42

Kailua Home
1 BR / 1 BA / Sleeps 3 1 3 3 night min stay
Home / 1 Bedroom / Sleeps 3
1 bedrooms 1 bathroom Sleeps 3
High Speed Internet • Microwave • Washer/Dryer
"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 keeping..."
- Minette Miller Simmons, San Diego, CA
(2) Excellent (2 reviews)
1 / 8

Kailua Cottage
1 BR / 1 BA / Sleeps 2 1 2 30 night min stay
Cottage / 1 Bedroom / Sleeps 2
1 bedrooms 1 bathroom Sleeps 2
High Speed Internet • Microwave • Washer/Dryer
"We stayed for a week in great private studio. It was right accross the street from a beautiful beach. Laniki is a wonderfull area with resturants and shops. The studio had it's own private deck. We enjoyed it and will return. Thanks to Sally, she was..."
- tim rath, Norwalk Ct.
(5) Very Good (5 reviews)
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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.


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.


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. 


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.