Vacation Rentals Hawaii  »  Oahu »  Kailua

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Piece-Of-HeavenKailua-1

A Piece of Heaven

A Piece of Heaven is five bedrooms of beach front paradise... More

$ 50,000 /
Month


» Location: Kailua
» Bed(s): 6
» Bath(s): 5 1/2
» Sleeps: 12


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pip-beach-01

A Place on the Beach

A Place on the Beach is a five bedroom five-and-a-half... More

$ 1,500 (seasonal) and up /
Night


» Location: Kailua
» Bed(s): 5
» Bath(s): 5.5
» Sleeps: 12
» Full Kitchen!

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A Walk to the Beach Cottage

Just a short walk brings you to world famous... More

$ Avail Spring 2018 /
Night


» Location: Kailua
» Bed(s): 1
» Bath(s): 1
» Sleeps: 2


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Kailua Beach

A Walk to the Beach House

A Walk to the Beach House is a charming three... More

$ Avail Spring 2018 /
Night


» Location: Kailua
» Bed(s): 3
» Bath(s): 2
» Sleeps: 6
» Full Kitchen!

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02b

A Walk to the Beach House & Cottage

A Walk to the Beach House is a charming... More

$ Avail Spring 2018 /
Night


» Location: Kailua
» Bed(s): 4
» Bath(s): 3
» Sleeps: 8
» Full Kitchen!

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Relax by the pool

Beach Corner

Beach Corner is a beachside private retreat just steps to... More

$ 1,795 and up /
Night


» Location: Kailua
» Bed(s): 7
» Bath(s): 4.5
» Sleeps: 14
» Full Kitchen!

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Beach2-Beachside-Beauty

Beach Side Beauty

A charming four Bedroom two bathroom home just a few... More

$ 550 /
Night


» Location: Kailua Beach, Oahu
» Bed(s): 4
» Bath(s): 2
» Sleeps: 7
» Full Kitchen!

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01CarolinesBeachHouse

Caroline’s Beachside House

Caroline's Beachside House is an exquisite... More

$ 20,000 /
Month


» Location: Kailua
» Bed(s): 5
» Bath(s): 2.5
» Sleeps: 10
» Full Kitchen!

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Covered Lanai

East Side Ocean Sweetheart

East Side Ocean Sweetheart is a magnificent... More

$ 2,200 /
Night


» Location: Hawaii Kai
» Bed(s): 4
» Bath(s): 4.5
» Sleeps: 7
» Full Kitchen!

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Relaxing open spaces that invite beautiful outdoors in

Estate on the Beach

With the Mokulua Islands as the backdrop in a setting... More

$ 4,600 and Up /
Night


» Location: Lanikai
» Bed(s): 7
» Bath(s): 6 full, 5 half
» Sleeps: 14
» Full Kitchen!

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Lanai shaded by gorgeous banyan tree with ocean view

Hawaii Kai Beach Front

Hawaii Kai Beach Front is comprised of a three... More

$ 1200 and up /
Night


» Location: East Oahu
» Bed(s): 5
» Bath(s): 4.5
» Sleeps: 10
» Full Kitchen!

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Sparkling private pool

Hawaii Kai Ohana

Hawaii Kai Ohana is a two-story family style vacation... More

$ 760 /
Night


» Location: East Oahu
» Bed(s): 3+
» Bath(s): 3
» Sleeps: 8-10
» Full Kitchen!

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Holiday at Diamond Head

Holiday at Diamond Head

Holiday at Diamond Head, remodeled in 2009, is... More

$ 2,000 /
Night


» Location: Diamond Head
» Bed(s): 4
» Bath(s): 4
» Sleeps: 8
» Full Kitchen!

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Private Pool

Home Sweet Home

Home Sweet Home is a two bedroom, two bath vacation home... More

$ 550 /
Night


» Location: Kailua
» Bed(s): 2
» Bath(s): 2
» Sleeps: 4


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Relax in garden setting next to private pool

Kahala Hale

Kahala Hale is a wonderful four bedroom, three bath Oahu... More

$ 900 /
Night


» Location: East Oahu
» Bed(s): 4
» Bath(s): 3
» Sleeps: 8
» Full Kitchen!

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Relax poolside at Kahala Moon Resort or step from yard to Kahala Beach

Kahala Moon Resort

Kahala Moon Resort This spacious private estate situated... More

$ 4350 & up /
Night


» Location: East Oahu
» Bed(s): 7
» Bath(s): 6
» Sleeps: 14
» Full Kitchen!

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View of Beach from the House

Kailua Bay Hale

Located on the windward side of Oahu, Kailua Bay Hale... More

$ 4500 and up /
Night


» Location: Kailua
» Bed(s): 5
» Bath(s): 5.5
» Sleeps: 10
» Full Kitchen!

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528-N-Kalaheo-1

Kailua Beach Villa

Kailua Beach Villa is a beautiful luxury villa situated... More

$ 1995 /
Night


» Location: Kailua
» Bed(s): 6
» Bath(s): 4
» Sleeps: 10


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kbwh-11

Kailua Beach Walk Cottage

Kailua Beach Walk House and Cottage combines... More

$ 195 /
Night


» Location: Kailua
» Bed(s): 1
» Bath(s): 1
» Sleeps: 4
» Full Kitchen!

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kbwh-01

Kailua Beach Walk House

Kailua Beach Walk House is a wonderful accommodation... More

$ 425 /
Night


» Location: Kailua
» Bed(s): 3
» Bath(s): 2
» Sleeps: 8
» Full Kitchen!

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728 Mokapu Rd-1

Kailua Palms Estate Guest House

Kailua Palms Estate Guest House is a handsome... More

$ 425 /
Night


» Location: Kailua
» Bed(s): 2
» Bath(s): 2
» Sleeps: 4


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01-outdoor.dining

Ke Kela Kailua – Vacation Rental Kailua, Hawaii

Ke Kela Kailua is a four bedroom three bath, executive... More

$ from 1075 /
Night


» Location: Kailua
» Bed(s): 4
» Bath(s): 3
» Sleeps: 8
» Full Kitchen!

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Ketta’s Place

Ketta’s Place is a large, ocean front, non-smoking... More

$ 150 /
Night


» Location: Punalu'u
» Bed(s): Studio
» Bath(s): 1
» Sleeps: 3
» Full Kitchen!

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lbeach_01

Laie Beach Villa

Experience the beauty and charm of this one-of-a-kind,... More

$ 2500 /
Night


» Location: Laie
» Bed(s): 4
» Bath(s): 4.5
» Sleeps: 8
» Full Kitchen!

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Beach-as seen from front-of-cottage

Lanikai Beachfront Cottage

Lanikai Beachfront Cottage is a comfortable... More

$ 495 /
Night


» Location: Lanikai
» Bed(s): 2
» Bath(s): 1
» Sleeps: 4
» Full Kitchen!

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lhbf_01

Lanikai Hale Beach Front

This beachfront family vacation rental home consists... More

$ 1240 /
Night


» Location: Lanikai
» Bed(s): 4
» Bath(s): 4
» Sleeps: 8
» Full Kitchen!

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loft-02

Loft in Kailua

Loft in Kailua is a charming one bedroom vacation rental... More

$ 225 /
Night


» Location: Kailua
» Bed(s): 1
» Bath(s): 1
» Sleeps: 2


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empress_02

Luxury at Diamond Head

Stunning beachfront home in Diamond Head. The... More

$ 4,455 /
Night


» Location: Diamond Head
» Bed(s): 5
» Bath(s): 4.5
» Sleeps: 10
» Full Kitchen!

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45-027 B Lilipuna Pl-1

Menehune Ponds Estate – 3 Vacation Rental Homes

Menehune Ponds Estate on... More

$ 1,485 - 2,900 /
Night


» Location: Kaneohe
» Bed(s): 9
» Bath(s): 7.5
» Sleeps: 18
» Full Kitchen!

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paka_04

Naupaka Beauty

Naupaka Beauty is the Lanikai beach front vacation rental... More

$ 25,000 - 48,000 /
Month


» Location: Lanikai
» Bed(s): 3
» Bath(s): 3
» Sleeps: 8
» Full Kitchen!

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Relax with sweeping ocean vista

Ocean Estate

Ocean Estate a 5000 square foot home is gated and has a... More

$ 1200 /
Night


» Location: East Oahu
» Bed(s): 4
» Bath(s): 3.5
» Sleeps: 8
» Full Kitchen!

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Bath

Ocean’s Edge

Oceans Edge is a two story, four bedroom duplex vacation home... More

$ 1,100 - 1,575 /
Night


» Location: East Oahu
» Bed(s): 4
» Bath(s): 3
» Sleeps: 8


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View of Ocean's Edge Too! from the water.

Ocean’s Edge Too!

Ocean’s Edge Too! is a luxury tropical villa located... More

$ 960 /
Night


» Location: Diamond Head
» Bed(s): 3
» Bath(s): 3.5
» Sleeps: 8
» Full Kitchen!

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onaledge_01

On a Ledge

On a Ledge is a six bedroom, five bathroom property featuring... More

$ 1565 /
Night


» Location: Waikiki
» Bed(s): 6
» Bath(s): 5
» Sleeps: 12
» Full Kitchen!

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hook_01

Paradise Beach Villa

Experience the beauty and charm of Paradise... More

$ 3200 /
Night


» Location: Malaekahana
» Bed(s): 5
» Bath(s): 7
» Sleeps: 10
» Full Kitchen!

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