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KAILUA VACATION RENTALS

Come home to Kailua vacation rentals to experience the lavishness of Hawaiian heaven. Located along the southeastern shore of Oahu and sitting luxuriously under the gleaming sun, Kailua has been carefully hiding itself from the bustles of busy living. The town has been rated as one of the most beautiful beaches in the world by Conde Nast. Kailua with its rich assortment of vacation home and condo rentals, exquisite attractions, and hospitable locals provides a vacationing experience with a difference.
Found : 38 Kailua Vacation Rentals Results Page 1 of 5
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Kailua Beachfront Vacation Estate
Oahu, Kailua Vacation Rentals
 

House - 3 Bedrooms, 2 Baths, Sleeps 8

• Beachfront
• Oceanfront
• Near Golf
• Ocean View
• Mountain View
• Partial Ocean View

Kailua Vacation Rentals , Hawaii
ID: 106928
Kailuana Main House
Kailuana Beachfront is a unique and private gated estate located on the windward side of Oahu, set in the quiet residential community of Kailua.

This charming 3-bdrm., 2-bath MAIN HOUSE with a maximum occupancy for 8 guests offers you a chance to relax in quiet comfort on one of the mo View more...
 
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Kailua Beachfront Vacation Estate
Oahu, Kailua Vacation Rentals
 

Guest House - 1 Bedrooms, 1 Baths, Sleeps 4

• Beachfront
• Oceanfront
• Near Golf
• Safe Swimming Beach
• Gated Community
• Designer Furnishings

Kailua Vacation Rentals , Hawaii
ID: 106957
Kailuana Guest House
Kailuana Beachfront is a unique and private gated estate located on the windward side of Oahu, set in the quiet residential community of Kailua.

The GUEST HOUSE is alluringly nestled between swaying palm trees and ideally situated on beachfront property fronting magnificent Kailua Beach.

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Endless Summer Getaway......the name says it all!
Oahu, Kailua Vacation Rentals
 

House - 3 Bedrooms, 3 Baths, Sleeps 6

• Private Swimming Pool
• Near Golf
• Near Beach
• Safe Swimming Beach
• Panoramic Mountain Views
• Child Friendly

Handicapped Accessible Has Rate Specials!
Kailua Vacation Rentals , Hawaii
ID: 376126
Endless Summer Getaway
This fabulous upgraded three bedroom three bath home boasts pride of ownership along with a feeling of hospitality.

As you enter into the home you walk into the living/family, then straight ahead is the sliding door that leads to the outdoor pool area. The sitting room and Kitchen are off to View more...

 
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Pineapple Hale 1 bdrm Walk to the Beach super clean and stylish Kailua's finest
Oahu, Kailua Vacation Rentals
 

House - 1 Bedrooms, 1 Baths, Sleeps 4

• Near Golf
• Near Beach
• Ocean View
• Designer Furnishings
• Professionally Decorated
• Near Amusement Park

Kailua Vacation Rentals , Hawaii
ID: 356208
Pineapple Hale
Aloha, Come visit the most beautiful beach on Oahu. "Pineapple Hale" is located in the friendly town of Kailua, known for its welcoming locals and exquisite beaches. "Pineapple Hale" is a 630 sq ft, sunny, one bedroom bungalow, with very peek-a-boo ocean views and cathedral ceiling. This slice View more...
 
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Beautiful Beach House
Oahu, Kailua Vacation Rentals
 

House - 5 Bedrooms, 4 Baths, Sleeps 10

• Private Outdoor Pool
• Near Golf
• Near Beach
• Child Friendly
• Spacious
• Designer Furnishings

Kailua Vacation Rentals , Hawaii
ID: 153970
HAWAII ISLAND PARADISE

Hire our five bedroom and four bath beach house in Kailua, Hawaii if you are planning beach vacations with your family. Located on the island of Oahu, just a spectacular scenic 20 minute drive from Honolulu & Waikiki, this is a perfect child friendly house for providing your family with a treasur View more...

 
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Beautiful Kailua Mountain View villa
Oahu, Kailua Vacation Rentals
 

Villa - 1 Bedrooms, 1 Baths, Sleeps 3

• Near Golf
• Mountain View
• Child Friendly
• Near Shopping
• Near Restaurants
• Air Conditioning

Kailua Vacation Rentals , Hawaii
ID: 440428
Charming, with Koolau Mountain Views

Welcome to our Kailua, Hawaii vacation rental villa. Located on the windward side of Oahu, our Kailua villa rentalhome is just a 30 minute drive from the Honolulu International Airport. The famous Kailua and Lanikai Beaches are just a 5 minute drive from the vil View more...

 
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Cottage Near Beautiful Beaches
Oahu, Kailua Vacation Rentals
 

Cottage - 1 Bedrooms, 1 Baths, Sleeps 4

• Near Golf
• Near Beach
• Safe Swimming Beach
• Child Friendly
• Spacious
• Near Town

Kailua Vacation Rentals , Hawaii
ID: 382008
Lovely 1 Bedroom Tropical Cottage

Plan you vacation on the most beautiful beaches in Hawaii and stay in this Kailua, Hawaii vacation rental cottage. The combination of exotic beach and beautifully furnished cottage is rare to found. Kailua is the perfect place to explore Oahu, since the cottage is only 12 miles f View more...

 
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Hiilani Apartment
Oahu, Kailua Vacation Rentals
 

Apartment - 2 Bedrooms, 1 Baths, Sleeps 5

• Private Heated Outdoor Pool
• Near Beach
• Near Shopping
• Near Restaurants
• Air Conditioning
• Ceiling Fans

Kailua Vacation Rentals , Hawaii
ID: 169080
Hiilani Apartment
Looking for a relaxing get-away from the hustle and bustle of Waikiki? If so, Kailua town is the perfect place for you.

Take advantage of our vacation rental in Kailua Oahu, and enjoy a family style atmosphere where you are provided with all of the comforts of home.

Whether i View more...

 
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Oceanside Kailua Mountain View Studio
Oahu, Kailua Vacation Rentals
 

Guest House - 0 Bedrooms, 1 Baths, Sleeps 3

• Near Golf
• Mountain View
• Child Friendly
• Near Shopping
• Near Restaurants
• Air Conditioning

Kailua Vacation Rentals , Hawaii
ID: 440427
Studio with Mountain Views

Aloha. Welcome to our Kailua, Hawaii vacation rental studio for a true Hawaiian vacation. Located in a serene neighborhood on the Windward side of Oahu just 30 minutes from Honolulu and Waikiki, our Kailua studio rental “home away from home” is just 3 miles from View more...

 
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Displaying vacation rentals 1 - 9 from a total of 38 vacation homes in
Kailua Hawaii (HI)
Page : 1 - 2 - 3 - 4 - 5
 
 
   

The town being elevated at 16 feet above sea level, Kailua vacation home and condo rentalsenjoy a pleasantly warm weather throughout the year. In addition to this, lush green forests, soothing shores and beautiful water sports turn Kailua into a perfect fun-ground. Over two miles of pristine white sand beach of the city invites vacationers to walk along the beach at sunset, indulge in adventurous water-sports or spend hours of leisurely sun-filled days. Vacationers can also enjoy short trips to attractions of the neighborhoods, especially Hawaiian Waterworks at Ewa Beach, Hawaii Museum of Flying at Honolulu and Waikiki Aquarium at Waikiki.

The Kailua Beach Park is the most popular family entertainment spot of the city. It has gathered many accolades for being one of the best amusement parks of Hawaii. Apart from outdoor recreation, the city packs a big punch of entertainment opportunities through its theaters, restaurants, bowling and boutiques. Sports enthusiasts will love to play tennis and golf here. The city has preserved an interesting historical attraction - Ulu Po Heiau on its outskirts. It is a sacred platform of ancient worship to the Gods and just a few minutes drive away from Kailua vacation rentals you can spot Pearl Harbor and Waikiki Beach.

 
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City: Kailua
 

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Featured Vacation Rentals
 

Lovely 1 Bedroom Tropical Cottage
Kailua

Kailua, Hawaii<br>United States
Cottage Near Beautiful Beaches
Read More...
 

Kailuana Guest House
Kailua

Kailua, Hawaii<br>United States
Kailua Beachfront Vacation Estate
Read More...
 

Studio with Mountain Views
Kailua

Kailua, Hawaii<br>United States
Oceanside Kailua Mountain View Studio
Read More...
 

Hiilani Apartment
Kailua

Kailua, Hawaii<br>United States
Hiilani Apartment
Read More...
 

Kailuana Main House
Kailua

Kailua, Hawaii<br>United States
Kailua Beachfront Vacation Estate
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Shangri La By The Sea
Kailua

Kailua, Hawaii<br>United States
Shangri La By The Sea
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Laulea
Kailua

Kailua, Hawaii<br>United States
Designer Home near Beach
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