Kailua Homes & Apartments - 24 Rentals Available
24 Vacation rentals
Palione Papalani Two Bedroom Steps to Kailua Beach
Kailua House
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Beach/lakeside relaxation
- Nearest beach 1 mi
- Child friendly
$300
from $300 / night
Absolutely Oceanfront Kailua Vacation Rental- 220
Kailua House
- 1 bedroom 1
- 1 bathroom
- Sleeps 3 3
- 3 nights min
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$199
from $199 / night
Kailua Beachide- 2 houses from Kailua Beach!
Kailua B and B
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 8 8
- Min stay varies
- Ask about children
- Air conditioning
$300
from $300 / night
Tropical Love Shack One Bedroom Steps to Kailua Beach
Kailua House
- 1 bedroom 1
- 1 bathroom
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$240
from $240 / night
Shangri La By The Sea - Stunning views with pool
Kailua House
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 10 10
- 30 nights min
- Swimming pool
- Ask about children
- Air conditioning
$1015
from $1015 / night
Unforgettable Beachfront Oasis
Kailua House
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$1500
from $1500 / night
Oasis Villa - outdoor kitchen, pool and jacuzzi
Kailua House
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 18 18
- Min stay varies
- Swimming pool
- Ask about children
$1240
from $1240 / night
Kailua Surf Paradise Hale, pool
Kailua House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- 4 nights min
- Swimming pool
- Ask about children
- Air conditioning
$495
from $495 / night
Stunning Kailua Oceanfront Getaway
Kailua House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 6 nights min
- Beach/lakeside relaxation
- Swimming pool
- Child friendly
$750
from $750 / night
Castle Point Estate
Kailua House
- 7 bedrooms 7
- 8 bathrooms
- Sleeps 15 15
- 7 nights min
- Swimming pool
- Child friendly
$8000
from $8000 / night
Just steps to the beach with private pool. *Monthly rental**
Kailua House
- 6 bedrooms 6
- 6 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$950
from $950 / night
$695
from $695 / night
$900
from $900 / night
Grand Kailua Beachside Estate
Kailua Villa
- 8 bedrooms 8
- 12 bathrooms
- Sleeps 16 16
- 7 nights min
- Child friendly
$7000
from $7000 / night
Lanikai Cottage
Kailua House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
$695
from $695 / night
Stunning Estate Owned by Paul Mitchell on Lanikai Beach on Oahu!
Kailua Villa
- 7 bedrooms 7
- 7 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$6250
from $6250 / night
Premier Oceanfront Vacation Home
Kailua Villa
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 12 12
- Min stay varies
- Child friendly
$1050
from $1050 / night
$3000
from $3000 / night
Kai Nani Villa
Kailua House
- 6 bedrooms 6
- 3 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$2000
from $2000 / night
$225
from $225 / night
Kailua Ocean view Studio with 2 decks-Upgraded-60 foot pool with waterfalls-Wow!
Kailua House
- 1 bedroom 1
- 1 bathroom
- Sleeps 3 3
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
$199
from $199 / night
Your search has been expanded 9.3 miles to include more rentals
Large One-Story Home With Pool Just Steps to Kailua Beach
Hawaii House - 0.1 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1050
from $1050 / night
Gorgeous Beachfront Vacation Home
Oahu Villa - 0.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 12 12
- Min stay varies
- Ask about children
- Air conditioning
$1100
from $1100 / night
Sea Breeze Estate (9bd) w/ hot tub, pool
Kaneohe Manor house - 3.5 miles away
- 9 bedrooms 9
- 7 bathrooms
- Sleeps 20 20
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$1578
from $1578 / night
Sea Breeze Haven Combo - w/ pool, hot tub, piano
Kaneohe House - 3.6 miles away
- 10 bedrooms 10
- 8 bathrooms
- Sleeps 24 24
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$1995
from $1995 / night
Bellows Beach/Waimanalo Beach Lots,Hot Tub Sleeps8
Waimanalo House - 4.7 miles away
- 2 bedrooms 2
- 1 bathroom
- Sleeps 8 8
- Min stay varies
- Ask about children
- Air conditioning
- Pet friendly
$250
from $250 / night
Moani Ohana
Waimanalo House - 5 miles away
- 13 bedrooms 13
- 11 bathrooms
- Sleeps 26 26
- Min stay varies
- Beach/lakeside relaxation
- Swimming pool
- Ask about children
$5199
from $5199 / night
Waimanalo Beachfront House and Cottage
Waimanalo House - 5 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 14 14
- Min stay varies
- Beach/lakeside relaxation
- Ask about children
- Air conditioning
$450
from $450 / night
Heeia Fishpond Estate
Kaneohe House - 7.1 miles away
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 10 10
- 7 nights min
- Child friendly
- Air conditioning
$695
from $695 / night
Makani Lani
Honolulu House - 7.6 miles away
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
$800
from $800 / night
Marina Front Tranquility - Summer SPECIAL rate until Aug 31 - $450/nt. 8 guests!
Honolulu House - 7.6 miles away
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
$450
from $450 / night
Maile Lani
Honolulu House - 7.9 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
$825
from $825 / night
Villa Luana
Honolulu House - 7.9 miles away
- 6 bedrooms 6
- 7 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
$1000
from $1000 / night
Hale Laulea
Honolulu House - 8 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 11 11
- Min stay varies
- Swimming pool
- Child friendly
$675
from $675 / night
Moana Lani
Honolulu House - 8 miles away
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 16 16
- Min stay varies
- Swimming pool
- Child friendly
$2500
from $2500 / night
Hale Niui that
Honolulu House - 8 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$945
from $945 / night
East Oahu Oceanfront Jewel
Honolulu House - 8 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
$1000
from $1000 / night
OVK-*$370 SPEC RATE Nr WAIKIKI INCL FREE VAN* EST 2009 BBB A+
Honolulu Townhouse - 8.1 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- 7 nights min
- Beach/lakeside relaxation
- Nearest beach 3 mi
- Child friendly
$370
from $370 / night
OVH-*$570 SPEC RATE Nr WAIKIKI EST 2009 BBB A+
Honolulu Townhouse - 8.1 miles away
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 8 8
- 7 nights min
- Nearest beach 4 mi
- Child friendly
- Air conditioning
$570
from $570 / night
Hale Poola
Kahala Villa - 8.2 miles away
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 12 12
- Min stay varies
- Child friendly
$600
from $600 / night
OVW-*$370 SPEC RATE Nr WAIKIKI INCL FREE VAN* EST 2009 BBB A+
Honolulu House - 8.2 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 12 12
- 7 nights min
- Nearest beach 3 mi
- Child friendly
- Air conditioning
$370
from $370 / night
OVDH-*$270 SPEC RATE Nr WAIKIKI INCL FREE VAN* EST 2009 BBB A+
Kahala House - 8.3 miles away
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 10 10
- 7 nights min
- Nearest beach 3 mi
- Child friendly
- Air conditioning
$270
from $270 / night
Hale Poola
Honolulu House - 8.4 miles away
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 12 12
- Min stay varies
- Child friendly
- Air conditioning
$600
from $600 / night
Oceanside Paradise
Honolulu House - 8.5 miles away
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
$970
from $970 / night
Kaimoku Villa
Honolulu House - 8.5 miles away
- 6 bedrooms 6
- 5 bathrooms
- Sleeps 14 14
- 7 nights min
- Child friendly
$1650
from $1650 / night
Kahala Cottage
Honolulu House - 8.9 miles away
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
$500
from $500 / night
Kahala Lani
Honolulu House - 9 miles away
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 16 16
- 7 nights min
- Swimming pool
- Child friendly
$2500
from $2500 / night
Honu Kai Oasis SUMMER SPECIAL RATE! NOW THROUGH Aug.31st $550/nt up to 6 ppl
Honolulu House - 9 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
$550
from $550 / night
Award Winning Architect-Luxury Kahala 5 bedroom
Honolulu House - 9 miles away
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$1450
from $1450 / night
Ho'okipa Villa
Honolulu House - 9 miles away
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
$1250
from $1250 / night
KokoKaiThaiPalace 3-story OceanView w/Cottage,Pool
Honolulu Villa - 9 miles away
- 5 bedrooms 5
- 6 bathrooms
- Sleeps 22 22
- Min stay varies
- Nearest beach 0.5 mi
- Swimming pool
- Child friendly
$599
from $599 / night
Hale Koloa
Honolulu House - 9.2 miles away
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
$950
from $950 / night
Hanapepe Tide
Honolulu House - 9.3 miles away
- 6 bedrooms 6
- 7 bathrooms
- Sleeps 14 14
- 10 nights min
- Swimming pool
- Child friendly
$3000
from $3000 / night
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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.
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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