Kailua Homes & Apartments - 235 Rentals Available
235 Vacation rentals
Palione Papalani Two Bedroom Steps to Kailua Beach
Kailua House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 1 mi
- Child friendly
$300.00
from $300.00 / night
Absolutely Oceanfront Kailua Vacation Rental- $199
Kailua House
- 1 bedroom 1
- 1 bathroom
- Sleeps 3 3
- 3 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$299.00
from $299.00 / night
Kailua Surf Paradise Hale, pool
Kailua House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$595.00
from $595.00 / night
Kailua Ocean View Studio 2 decks-Upgraded-60 foot pool w waterfalls-Wow! $199
Kailua House
- 1 bedroom 1
- 1 bathroom
- Sleeps 3 3
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$299.00
from $299.00 / night
Stunning Kailua Oceanfront Getaway
Kailua House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$550.00
from $550.00 / night
Oasis Villa - outdoor kitchen, pool and jacuzzi - ID
Kailua House
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 18 18
- Min stay varies
- Swimming pool
- Child friendly
$1,305.00
from $1,305.00 / night
Jungle Waterfall Retreat - w/ AC, BBQ
Kailua House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- Min stay varies
- Ask about children
- Air conditioning
$330.00
from $330.00 / night
Ohana Beachfront Villa - luxury home w/ pool - ID
Kailua House
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$4,725.00
from $4,725.00 / night
Shangri La By The Sea - Stunning views with pool - ID
Kailua House
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 10 10
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,070.00
from $1,070.00 / night
Unforgettable Beachfront Oasis
Kailua House
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- 7 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$1,500.00
from $1,500.00 / night
$200.00
from $200.00 / night
Castle Point Estate
Kailua House
- 7 bedrooms 7
- 8 bathrooms
- Sleeps 15 15
- Min stay varies
- Swimming pool
- Child friendly
$9,500.00
from $9,500.00 / night
Stunning Estate Owned by Paul Mitchell on Lanikai Beach on Oahu!
Kailua Villa
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$7,500.00
from $7,500.00 / night
$226.00
from $226.00 / night
$695.00
from $695.00 / night
Royal Kailua Estate
Kailua Villa
- 8 bedrooms 8
- 10 bathrooms
- Sleeps 16 16
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$9,500.00
from $9,500.00 / night
Premier Oceanfront Vacation Home
Kailua Villa
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- Min stay varies
- Child friendly
$1,050.00
from $1,050.00 / night
Lanikai Hillside Estate
Kailua House
- 5 bedrooms 5
- 7 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
$7,000.00
from $7,000.00 / night
Kai Nani Villa
Kailua House
- 6 bedrooms 6
- 3 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2,250.00
from $2,250.00 / night
Hale Mokulua
Kailua Villa
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 14 14
- Min stay varies
- Ask about children
- Ask about pets
$1,600.00
from $1,600.00 / night
Lanikai Cottage
Kailua House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
$600.00
from $600.00 / night
Just steps to the beach with private pool. *Monthly rental**
Kailua House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$1,050.00
from $1,050.00 / night
$901.00
from $901.00 / night
Plantation at Paradise Point
Kailua Villa
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Ask about children
- Ask about pets
$4,500.00
from $4,500.00 / night
$600.00
from $600.00 / night
Lanikai Oceanside
Kailua House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 10 10
- Min stay varies
- Child friendly
- Air conditioning
$2,500.00
from $2,500.00 / night
Kailua Beach House
Kailua Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Ask about children
- Ask about pets
$1,250.00
from $1,250.00 / night
Kailua Beach House
Kailua House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
$1,250.00
from $1,250.00 / 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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