Kailua Homes & Apartments - 78 Rentals Available
78 Vacation rentals

Absolutely Oceanfront - Legal - 60ft waterfall lap pool - $199
Kailua House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$228.00
from $228.00 / night

Kailua Surf Paradise Hale, pool
Kailua House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 1 hour 45 minutes
$363.00
from $363.00 / night

Absolutely Oceanfront - Large Studio - Ocean/Mtn Views-60' Waterfall Pool
Kailua House
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$228.00
from $228.00 / night

Large Private Luxury Home w/Pool, A/C and Ocean Views. Kailua Shores Estate
Kailua Apartment
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- min stay varies
- Child friendly
$4,000.00
from $4,000.00 / night

$1,250.00
from $1,250.00 / night
Beach House w/amazing ocean views & 10 steps from beach access. Hale Kalio
Kailua House
- 6 bedrooms 6
- 4 bathrooms
- sleeps 11 11
- 10 nights min
- Child friendly
- Private garden
$995.00
from $995.00 / night
3bd/2ba Beachy Charm Home w/Private Pool & Close Walk to beach. Lanikai Cottage
Kailua Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 10 nights min
- Child friendly
$569.00
from $569.00 / night
Kailua Shores Estate 8 Bedroom
Kailua House
- 8 bedrooms 8
- 9 bathrooms
- sleeps 16 16
- 10 nights min
- Swimming pool
- Child friendly
- Air conditioning
$6,500.00
from $6,500.00 / night
Steps from Lanikai Beach! Private Laidback Luxury Home w/Pool, Lanikai Breeze
Kailua House
- 5 bedrooms 5
- 5 bathrooms
- sleeps 12 12
- min stay varies
- Child friendly
$1,501.00
from $1,501.00 / night
Oceanfront, Private home, Mokulua Isle views,Vintage.Lanikai Oceanside 5 Bedroom
Kailua House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Child friendly
$2,000.00
from $2,000.00 / night
3bd/3.5ba Tropical Home w/A/C, Private Yard, & Close to Beach. Hale Nani Lanikai
Kailua Apartment
- 3 bedrooms 3
- 4 bathrooms
- sleeps 8 8
- 10 nights min
- Child friendly
$795.00
from $795.00 / night
Beautiful Kailua Beachside Luxury Home w/Pool & AC. Maluhia
Kailua Apartment
- 4 bedrooms 4
- 4 bathrooms
- sleeps 9 9
- 10 nights min
- Child friendly
$2,445.00
from $2,445.00 / night
$225.00
from $225.00 / night
Ocean view, Villa, Mokulua Island view, Pool, Luxury, Lanikai Ocean View Villa
Kailua House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 12 12
- 10 nights min
- Child friendly
$2,000.00
from $2,000.00 / night
Kailani Villa - Holiday Availability! Inquire for possible discounts!
Kailua House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 10 nights min
- Child friendly
$1,600.00
from $1,600.00 / night
Beautiful Kailua Beachside Home w/Pool & AC. Lokomaika'i Kailua
Kailua House
- 5 bedrooms 5
- 3 bathrooms
- sleeps 10 10
- 10 nights min
- Child friendly
$1,000.00
from $1,000.00 / night
Kailua Beachside Home w/Pool, Jacuzzi, AC across from beach access! Hale Ohana
Kailua House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 10 nights min
- Child friendly
$875.00
from $875.00 / night
Kailua Beachfront Private Estate -A/C, Pool, Tennis Court and more- Kai Moena II
Kailua House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 12 12
- 10 nights min
- Child friendly
$4,000.00
from $4,000.00 / night
Kailua Beachfront Private Estate -A/C, Pool, Tennis Court and more- Kai Moena I
Kailua House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 10 10
- 10 nights min
- Child friendly
$5,000.00
from $5,000.00 / night
Secluded Beach w/Breathtaking Views and Crystal Clear Waters, Lanikai Seashore!
Kailua House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 12 12
- min stay varies
- Child friendly
- Private garden
$1,800.00
from $1,800.00 / night
Brand NEW!! Steps away from the beach, Private, Luxury, Ranch Beach House
Kailua House
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
$851.00
from $851.00 / night
Your search has been expanded 16.6 miles to include more rentals
STUDIO WAIKIKI NEW YEARS WAIKIKI CONDO-5* LOCATION- USE OF PENTHOUSE LOUNGE
Honolulu Condo - 10.1 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Car not necessary
Responds fast! Avg. 2 hours 18 minutes
$224.00
from $224.00 / night
STUDIO WAIKIKI BEACHNEW YEARS USE OF OWNERS PENTHOUSE,100 ft BEACH 5* LOCATION
Honolulu Studio - 10.1 miles away
- Studio -1
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Car not necessary
Responds fast! Avg. 2 hours 18 minutes
$224.00
from $224.00 / night
Popular Waikiki Banyan One Bedroom With Parking
Honolulu Condo - 9.9 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 5 5
- 30 nights min
- Swimming pool
- Ask about children
- Air conditioning
$107.00
from $107.00 / night
Wyndham Waikiki Beach Walk
Honolulu Apartment - 10 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- 7 nights min
- Child friendly
$441.00
from $441.00 / night
Vacation Rental in Quiet and Central Location 2/2
Waipahu House - 16.6 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 8 8
- 4 nights min
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 23 minutes
$132.00
from $132.00 / night
Marine Surf condo/ Free Parking/Free WiFi
Honolulu Apartment - 9.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 3 nights min
- Swimming pool
- Ask about children
- Car not necessary
$148.00
from $148.00 / night
Marine Surf Studio - 5 min.walk to Waikiki Beach!
Honolulu Condo - 9.8 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- min stay varies
- Nearest beach 0.5 mi
- Child friendly
- Air conditioning
Responds fast! Avg. 3 hours 2 minutes
$132.00
from $132.00 / night
A Center of Waikiki, High floor w/ocean, mountain ,gold course views!
Honolulu Condo - 9.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
$144.00
from $144.00 / night
Studio, Awesome Ocean/Mountain/Diamond Head or City views !
Honolulu Condo - 9.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 30 nights min
- Swimming pool
- Child friendly
- Air conditioning
$96.00
from $96.00 / night
WAIKIKI STUDIO WITH GREAT OCEAN VIEW
Honolulu Condo - 9.9 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Swimming pool
- Ask about children
- Air conditioning
$144.00
from $144.00 / night
Ala Moana Hotel rivaled Condo
Honolulu Condo - 9.7 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 3 3
- 6 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$152.00
from $152.00 / night
Our Second Home in Waikiki
Honolulu Condo - 10 miles away
- 1 bedroom 1
- 1 bathroom
- sleeps 5 5
- 5 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$240.00
from $240.00 / night
Luxury Ocean View Condo - Great Location
Honolulu Condo - 10 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- min stay varies
- Nearest beach 0 mi
- Child friendly
- Car not necessary
Responds fast! Avg. 1 hour 33 minutes
$344.00
from $344.00 / night
Spacious Renovated Studio in the Center of Waikiki
Honolulu Studio - 9.7 miles away
- Studio -1
- 1 bathroom
- sleeps 2 2
- 30 nights min
- Swimming pool
- Car not necessary
$84.00
from $84.00 / night
Luxury Condo Near Waikiki and Ala Moana w/Ocean Views, Park Lane Diamond Resort
Honolulu House - 10 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Child friendly
$1,501.00
from $1,501.00 / night
Oceanfront Condo w/Views of Diamond Head & Seaside Pool. Executive Gold Coast
Kahala Apartment - 10.7 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 90 nights min
- Child friendly
$250.00
from $250.00 / night
4bd/3ba Luxury Modern Home w/Lap Pool, A/C, & Mountain Views. Hale Laulea
Hawaii Kai House - 8.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- min stay varies
- Child friendly
$300.00
from $300.00 / night
Ocean view, Condo, Lanai, Resort amenities, Chic luxury, Park Lane Palm Resort
Honolulu Condo - 10 miles away
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Child friendly
$1,501.00
from $1,501.00 / night
2 Bedroom/ocean view/parking
Honolulu Condo - 9.8 miles away
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- 30 nights min
- Swimming pool
- Ask about children
- Air conditioning
$119.00
from $119.00 / 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.
What is Travelers’ Choice award?
Tripadvisor gives a Travelers’ Choice award to accommodations, attractions and restaurants that consistently earn great reviews from travellers and are ranked within the top 10% of properties on Tripadvisor.