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Oahu,
Hawaii monthly vacation rentals
This collection of Oahu
long term vacation rental listings are available on a monthly rental
basis
and
include
Diamond Head vacation rentals and Kahala vacation rentals and beach
front apartments on South Oahu and Kailua beach front rentals, Lanikai
beach front and hillside vacation rental homes, Kaneohe ocean front
vacation estates and Waimanalo beachfront home rentals on Windward
Oahu, Hawaii. Pacific Islands
Reservations has been listing the very best vacation rental
accommodations since 1996 and is locally owned, operating
from Kailua, Oahu, Hawaii. |
FEATURED
PROPERTY![]() KAILUA BEACH PARADISE RENTAL |
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Pacific Islands Reservations is a vacation
rental listing site and is
not a realtor nor does it sell, manage properties or engage in real
estate transactions. We
act as an intermediary between
vendors
who list their properties on our site and guests who rent the
properties. Therefore,
all pricing terms are determined by the individual vendor and are
subject to change.
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DIAMOND HEAD HAVEN
4 BDRM
3.5 Bath Oahu
Vacation
Rental Designer
appointed, newly renovated, ocean view home, nestled behind
Diamond Head. Enjoy the short
walk down the street to the beach.
DIAMOND HEAD OCEAN
VIEW WITH POOL
$35,625 Per Month Max: 9 Guests |
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ON A LEDGE
6 BDRM
5 Bath Oahu
Vacation
Rental With six (6) bedrooms and five (5) bathrooms this Honolulu property “On a Ledge” features a full kitchen, tropical gardens, outdoor barbeque, pool, and floor-to-ceiling windows in the great room that showcase stunning views of the city of Honolulu and world famous Diamond Head Crater.
DIAMOND HEAD, CITY, AND OCEAN
VIEW WITH POOL
$10,500 per week CALL 808.262.8133 for Monthly Rate Max: 10 Guests |
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HAWAII
KAI MARINA ESTATE 7 BDRM 7 Bath Oahu Rental Hawaii Kai Marina Estate with 7 bedrooms and 7 baths located in East Honolulu directly on an active marina. The estate has over 5000 square feet of living space including a custom pool, spa, private boat dock, and seven luxurious bedrooms suites. HAWAII
KAI MARINA ESTATE WITH PRIVATE BOAT DOCK $1500-$1700 per night CALL 808.262.8133 for Monthly Rate Max: 14 Guests |

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HAWAII
KAI BEACH FRONT 5 BDRM 4.5 Bath Oahu Rental Three bedroom main house plus two bedroom cottage on 100 feet of beach front in Hawaii Kai. The outdoor jacuzzi is surrounded by lava rock and tropical plants for privacy. HAWAII
KAI BEACH FRONT WITH JACUZZI
CALL 808.262.8133 for Monthly Rate Max: 10 Guests |

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KAHALA BEACH FRONT APARTMENT
2 BDRM 2 Bath Oahu Rental Luxurious Kahala beach living at its best in the prestigious Kahala Beach Apartments. Beautifully upgraded. KAHALA
BEACH FRONT WITH POOL
$9000 Per Month Max: 4 Guests |

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MOANIALA VILLA
4 BDRM 3.5 Bath Oahu
Vacation Rental Located at the prestigious Pointe at Hawaii Loa Ridge the villa offers exceptional quality in detail and craftsmanship. A cascading spa and infinity pool complete this masterpiece. HAWAII
LOA RIDGE OCEAN VIEW WITH POOL AND SPA
$23,750 Per Month Max: 6 Guests |
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SEA AND SKY
7
BDRM 4 Bath Oahu
Vacation Rental Luxury 7 bedroom vacation rental home with magnificent pool and sweeping panoramic views of the ocean and the Waialae Golf Course from Waialae Iki Ridge WAIALAE
IKI RIDGE OCEAN VIEW WITH POOL
CALL 808.262.8133 for Monthly Rate Max: 14 Guests |

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A
PIECE OF HEAVEN 5 BDRM 5 Bath Kailua Beach Estate
Rental This three-quarter acre estate with a gated driveway feels very secluded at the end of a white sandy beach and offers unobstructed sunrise ocean views from horizon to horizon. KAILUA BEACH FRONT VACATION RENTAL WITH
POOL AND JACUZZI
CALL 808.262.8133 for Monthly Rate Max: 10 Guests |
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A PLACE ON
THE BEACH 5 BDRM 5.5 Bath Oahu Beach Estate
Rental 4500 square feet of elegantly decorated vacation luxury on Kailua Beach. Enjoy the tennis courts, swimming pool and spacious grounds of the Hale Kai Surf and Racquet Club. KAILUA BEACH FRONT VACATION RENTAL WITH POOL
CALL 808.262.8133 for Monthly Rate Max: 10 Guests |

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ALOHA BEACHSIDE
6 BDRM 3 Bath Oahu Vacation Rental Large, spacious, airy and private--an oasis of tranquility located across the street from Kailua Beach. Three eating areas, swimming pool and tropical grounds. KAILUA
BEACH SIDE VACATION RENTAL WITH POOL
CALL 808.262.8133 for Monthly Rate Max: 12 Guests |

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CAROLINE'S
BEACH SIDE HOUSE 5 BDRM 2.5 Bath Vacation Rental This exquisite rental is located on a private beachside lane just steps from Kailua Beach with over 2700 square feet of island living at its best. KAILUA
BEACH SIDE VACATION RENTAL
$18,125 Per Month Max: 10 Guests |

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GRACIOUS BEACHSIDE KAILUA
3 BDRM 2 Bath Oahu Vacation Rental Located just four houses from world famous Kailua Beach, this three bedroom single family vacation rental home with pool sits on a quarter acre of landscaped grounds. KAILUA
BEACH SIDE VACATION RENTAL WITH POOL
CALL 808.262.8133 for Monthly Rate Max: 10 Guests |

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HALE HONU
5 BDRM 5 Bath Oahu Vacation Rental Breathtaking ocean views, large swimming pool and large front yard make this vacation rental a very special place. KAILUA
BEACH FRONT VACATION RENTAL WITH POOL
CALL 808.262.8133 for Monthly Rate Max: 10 Guests |

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HALE BY THE SEA
4 BDRM 4 Bath Oahu Vacation Rental Featuring a crow's nest with stunning ocean views, beach just 100 feet from home. Large custom jacuzzi. KAILUA
BEACH FRONT VACATION RENTAL WITH JACUZZI
CALL 808.262.8133 for Monthly Rate Max: 8 Guests |

| HULA HUT BEACH FRONT
2 BDRM 2 Bath Oahu Vacation Rental This charming 1000
square foot private vacation rental home on Kailua Beach occupies the
upstairs of the beach house.
There is a maximum occupancy of two guests.
KAILUA
BEACH FRONT VACATION RENTAL
$5000 Per Month Max: 2 Guests |
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JACKIE'S PLACE
2 BDRM 2 Bath Oahu Vacation Rental This cute two bedroom Kailua beach side vacation rental is perfect for two couples or small families. Across the street from Kailua Beach Park. KAILUA
BEACH SIDE VACATION RENTAL
CALL 808.262.8133 for Monthly Rate Max: 4 Guests |

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JUDY'S BEACH
SIDE CORNER 2 BDRM 1 Bath Oahu Vacation Rental This fabulous two bedroom beach side vacation rental is located across the street from Kailua Beach. Air conditioned living room. Non smokers only. KAILUA BEACH SIDE VACATION RENTAL
CALL 808.262.8133 for Monthly Rate Max: 4 Guests |

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KAILUA
BEACH ESTATE 6 BDRM 4 Bath Oahu Vacation Rental Six bedrooms (two master suites) and 3500 square feet of immaculate indoor living plus swimming pool and world famous Kailua Beach. KAILUA
BEACH FRONT VACATION RENTAL WITH POOL
$36,000 Per Month Max: 10 Guests |

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KAILUA BEACH
HOUSE 3 BDRM 3 Bath Oahu Vacation Rental This spacious, renovated beach front home with swimming pool, jacuzzi and extra large living room with fireplace. Large front lawn, entertainment cabana and wet bar. KAILUA
BEACH FRONT WITH POOL/JACUZZI
CALL 808.262.8133 for Monthly Rate Max: 8 Guests |

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KAILUA BEACH
WALK HOUSE 3 BDRM 2 Bath Oahu Vacation Rental This is a wonderful spacious property offering convenience, privacy and space just around the corner from world famous Kailua Beach. KAILUA
BEACH SIDE VACATION RENTAL
CALL 808.262.8133 for Monthly Rate Max: 6 Guests |

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KAILUA BEACH
WALK HOUSE PLUS COTTAGE 4 BDRM 3 Bath Rental Combines two units on one property. Both units have full kitchens and living rooms. Convenience, privacy and space just around the corner from Kailua Beach. KAILUA
BEACH SIDE VACATION RENTAL
CALL 808.262.8133 for Monthly Rate Max: 10 Guests |

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KAIMALINO OCEAN
FRONT 2 BDRM 2 Bath Vacation Rental Wonderful ocean views, fabulous snorkeling at Turtle beach--yes, there are turtles at Turtle beach. Recently remodeled with full kitchen. KAILUA
OCEAN FRONT VACATION RENTAL
CALL 808.262.8133 for Monthly Rate Max: 6 Guests |

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KALAKA PLACE
6 BDRM 3 Bath Oahu Vacation Rental Spacious kamaaina beachfront rental. Stunning tropical decor exhibits the charm and aloha of Hawaiian style living. KAILUA
BEACHFRONT VACATION RENTAL
CALL 808.262.8133 for Monthly Rate Max: 11 Guests |

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KAUMANA
BEACH LANE 2 BDRM 2 Bath Oahu Vacation Rental Lovely two bedroom vacation cottage just steps from the beach. Outside patio. Bedrooms are designed separately to insure privacy. KAILUA
BEACH SIDE VACATION RENTAL
CALL 808.262.8133 for Monthly Rate Max: 5 Guests |

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LANI LEHUA BEACH
HOUSE 4 BDRM 3 Bath Oahu Vacation Rental Architecturally designed beach front home with commanding ocean views from most every room. High open beamed ceilings with skylight. KAILUA
BEACH FRONT VACATION RENTAL
CALL 808.262.8133 for Monthly Rate Max: 9 Guests |

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OAHULANI
9 BDRM 9.5 Bath Oahu Vacation Rental World class estate featuring nine (9) bedrooms and nine and a half (9.5) bathrooms is located on the beautiful Kailua Beach. Over 10,000 square feet under roof. Air conditioning throughout, two (2) wading pools, a personal chef, maid service, and much more. The nine luxurious suites all have a unique and welcoming style. KAILUA BEACH SIDE
VACATION RENTAL
CALL 808.262.8133 for Monthly Rate Max: 20 Guests |

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PILIPU PLACE
3 BDRM 2 Bath Oahu Vacation Rental Three bedroom guest house on one acre located just 100 feet from Kailua Beach make Pilipu Place the perfect vacation retreat for large gatherings. KAILUA BEACH SIDE
VACATION RENTAL
CALL 808.262.8133 for Monthly Rate Max: 6 Guests |

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RUDY'S PLACE
4 BDRM 3 Bath Oahu Vacation Rental Just steps from Kailua Beach, this vacation house has all the modern ammenities and features exquisite touches throughout. Private roof top deck overlooking the ocean. KAILUA
BEACH SIDE VACATION RENTAL
$11,250 Per Month Max: 6 Guests |

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STEPS TO THE
BEACH 3 BDRM 2 Bath Oahu Vacation
Rental This plantation style vacation home is just a three minute walk to Kailua Beach. Large 500 square foot lanai is perfect for morning coffee or evening cocktail. KAILUA
BEACH SIDE VACATION RENTAL
CALL 808.262.8133 for Monthly Rate Max: 6 Guests |

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THE
KAILUA BEACH HOUSE
9 BDRM 5
Bath Oahu Vacation Rental Charming beachfront property consisting of a seven bedroom main house and a two bedroom cottage surrounding the swimming pool. KAILUA BEACH FRONT
VACATION RENTAL WITH POOL
CALL 808.262.8133 for Monthly Rate Max: 18 Guests |
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VILLA KAINANI 6 BDRM 5
Bath Oahu Vacation Rental Six bedrooms in 3100 square feet of living space, large back yard and living room. On world famous Kailua Beach. Swimming pool and jacuzzi. KAILUA BEACH FRONT
VACATION RENTAL WITH POOL/JACUZZI
$30,000 Per Month Max: 11 Guests |

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MENEHUNE PONDS
ESTATE 9 BDRM 7.5 Bath Oahu
Vacation Rentals The private, gated estate includes a five bedroom, four and a half-bath executive rental home, a three bedroom, three bath vacation rental home and a charming studio cottage. KANEOHE
BAY OCEAN FRONT RENTAL WITH POOL/JACUZZI
CALL 808.262.8133 for Monthly Rate Max: 18 Guests |

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CHARMING LANIKAI
3 BDRM 2 Bath Oahu
Vacation Rental This Lanikai vacation rental cottage is the ideal retreat for a couple or small family looking to relax in paradise. LANIKAI VACATION
RENTAL
$9000 Per Month Max: 6 Guests |

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HILLSIDE SUNRISE
4 BDRM 3 Bath Oahu Vacation Rental Spectacular sunrises. A cool deck spans from kitchen area all the way to the master suite. Wonderful dining area. LANIKAI
VACATION RENTAL WITH OCEAN VIEWS
$8750 Per Month Max: 8 Guests |

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LANIKAI
OHANA 4 BDRM 3 Bath Oahu Vacation Rental 4 bedroom plus loft, 3 bathroom home in Lanikai across from the beach with a large yard, spacious living room and large full kitchen. LANIKAI BEACH SIDE
VACATION RENTAL
$7125 Per Month Max: 8 Guests |

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MOKULUA VIEWS
4 BDRM 3.5 Bath Oahu Vacation Rental Exquisite oceanfront home completed in 2000 offers resort living and a residence of the highest quality with direct framed views of the Mokulua Islands. LANIKAI OCEAN FRONT RENTAL WITH JACUZZI
$35,625 Per Month Max: 8 Guests |

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OCEAN FRONT HALE
2 BDRM 2 Bath Oahu Vacation
Rental Breathtaking ocean panoramas from all 3 levels of this exquisitely remodeled Lanikai home. Top-of-the-line finishes have been used throughout. LANIKAI OCEAN FRONT VACATION RENTAL
$15,750 Per Month Max: 4 Guests |

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TREE-TOP
HOUSE 3 BDRM 2.5 Bath Oahu Vacation Rental Elegant treetop home was inspired by the architecture of Frank Lloyd Wright and was twice featured in Sunset Magazine. LANIKAI OCEAN VIEW VACATION RENTAL WITH POOL
$745 Per Night Max: 8 Guests |

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LAUMILO BEACH FRONT
5 BDRM 4.5 Bath Oahu Vacation Rental Country living Hawaiian style is provided in the wonderful beach front vacation rental in Waimanalo. Views from Rabbit Island to Kanehoe. Large yard. WAIMANALO BEACH FRONT VACATION RENTAL
$24,000 Per Month Max: 13 Guests |

![]() 571 Pauku Street Phone 808.262.8133 |