Luxury Hawaii Vacation Homes
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Oahu Vacation Rental Homes, Estates,
Villas and 5-Star Private Residences
Oahu, the island, is home
to many of Hawaii's most recognizable places: Diamond Head, Waikiki Beach, North
Shore Surfing, Polynesian Cultural Center, Pearl Harbor and more.
More info on Oahu and Luxury Oahu vacation rentals. |
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ALOHA BEACHSIDE
- Kailua Beach Side with Pool Aloha Beachside vacation rental house is located across the street from world famous Kailua Beach. The six bedroom vacation home is airy, spacious and private and can comfortably sleep 13.
6 Bedroom - 3 Bath - Sleeps 13 - $790/Night
and Up
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A PIECE OF HEAVEN
- Kailua Beach Front with Pool and Jacuzzi Three quarter acre gated estate on Kailua Beach with pool and jacuzzi and unobstructed sunrise ocean views. Open plan kitchen and dining room with gourmet double ovens.
5 Bedroom - 5 Bath - Sleeps 10 - Call 808.262.8133
For Monthly Rate
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A PLACE ON THE BEACH
- Kailua Beach Front with Pool and Tennis Courts Dramatically decorated 4500 sq. ft. home with sweeping ocean views throughout and direct access to Kailua Beach, voted #1 beach in America. Enjoy all of the amenities of the Hale Kai Surf and Racquet Resort--including tennis and paddle courts, pool and clubhouse. 5 Bedroom - 5.5 Bath - Sleeps 10 - from $2,250/seasonal |
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BALI HOUSE - Kahala Vacation Rental Three separate Balinese style homes. Absolutely beautiful sparkling pool and lighted tennis court… wonderful gardens and beautiful architecture surrounds you in the very special property. Steps to beach, fine dining, shopping mall, and world class golfing
4 Bedroom - 5.5 Bath - Sleeps 8 - $1,300/Night
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BEACHFRONT BEAUTY - Kailua Vacation Rental New Luxury Interiors, Spacious Oceanfront Yard, Lagoon Pool, Interior Courtyard, Landscaped Tropical Gardens with Waterfall, Spacious Yard and Lanai, Outdoor/Indoor Space, and Game Room. Completely Remodeled in 2010 .
5 Bedroom - 5.25 Bath - Sleeps 10 - $49,500 and up/Month
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BLACK POINT OCEAN VIEW - Diamond Head Vacation Rental A stunning home with spectacular views of one of the most gorgeous bays on Oahu–Blackpoint! An entirely separate, 1 bedroom ohana cottage with kitchenette, offers stunning views as well and privacy and accommodations for 2 more guests.
5 Bedroom - 4 Bath - Sleeps 10 - $962/Night
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BOB'S OCEAN HOUSE
- Makaha Beach Front Vacation Home Bob's Ocean House is an ocean front house on the slopes of the Waianae Mountains on Oahu's west side. This beach front vacation home is surrounded by mountains in Makaha Valley, a quiet valley on the leeward side of Oahu where sunshine is the rule.
4 Bedroom - 5 Bath - Sleeps 8 - $500/Night
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BOB'S TURTLE HOUSE
- Makaha Ocean Front Vacation Home Bob's Turtle House is a private, gated, ocean front house located on Oahu's Waianae coast near world famous Makaha surfing beach. Makaha is a quiet valley on the sunny side of Oahu. Honolulu and Waikiki are approximately 55 minutes away. May be rented as a 3, 4, or 5 bedroom.
3 Bedroom - 3 Bath - Sleeps 6 - $500/Night
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CAROLINE'S BEACHSIDE HOUSE
- Kailua Beachside Rental with Pool Caroline's Beachside House is a luxury Hawaii vacation rental home located on a private beachside lane, just steps from Kailua Beach. The swimming pool recreation area comes complete with hot and cold showers and a gas barbecue grill.
5 Bedroom - 2.5 Bath - Sleeps 10 - $875/Night and Up
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CHARMING LANIKAI
- Lanikai Vacation Rental
This three bedroom
Lanikai vacation rental cottage is the ideal retreat for a couple or small family
looking to relax in paradise.
3 Bedroom - 2 Bath - Sleeps 6 - $430/Night
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COCONUT ESTATE
AT KANEOHE BAY - Kaneohe Vacation Rental with Pool The Coconut Estate at Kaneohe Bay is a five bedroom, five bath, multi-story vacation rental overlooking Kaneohe Bay. Located midway between Kailua and The North Shore, The Coconut Estate at Kaneohe Bay is close to dining, shopping and many recreational activities, yet offers quiet and secluded tropical luxury.
5 Bedroom - 5 Bath - Sleeps 10 - $1000/Night and Up
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DIAMOND HEAD HAVEN
- Diamond Head Vacation Rental with Pool Elegant four bedroom multi-level vacation home tastefully decorated with fabulous views. Just a short stroll to Kaalawai Beach or, for those so inclined, simply relax in the private plunge pool.
4 Bedroom - 3.5 Bath - Sleeps 8 - $8,800/Week
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DON'S BEACH HOUSE
- Lanikai Vacation Home Welcome home to the former estate of the world-reknown Don Ho. Stunningly remodeled from roof-to-floor in tribute to the late performer, this Lanikai vacation residence has been brought back to life, epitomizing the glory of Hawaiian beachfront living
5 Bedroom - 5.5 Bath - Sleeps 12 - $1,175/Night
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ESTATE ON NOELA
- Diamond Head Vacation Home A botanical tapestry w/over 28,000 square feet of tropical landscaping with stunning views of Kapiolani Park, the ocean & the Waikiki coastline.
5 Bedroom - 7.5 Bath - Sleeps 10 - $2,250/Night
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ESTATE ON THE BEACH
- Lanikai Vacation Home With the Mokulua Islands as the backdrop in a setting of unspeakable beauty, this estate is the dream home of the late Paul Mitchell, who created it with a powerful sense of what is timeless, exquisite, and nurturing to body and soul.
7 Bedroom - 6 Full/5 Hall Bath - Sleeps 14 - $4,600/Night and up
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GARDEN VILLA
- Honolulu Vacation Rental A gorgeous very private house all to yourself. Beautiful two bedroom, two bath home. Lovely bedroom with views of Diamond Head and Honolulu.
3 Bedroom - 2 Bath - Sleeps 6 - $650/Night and up
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GRACIOUS BEACH
SIDE KAILUA - Kailua Beachside Rental with Pool 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.
3 Bedroom - 2 Bath - Sleeps 8 - $625/Night and up
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HALE HONU -
Kailua Beach Front with Pool Named for the numerous sea turtles that play in the local waters, Hale Honu combines breathtaking ocean views, a large swimming pool and a spacious front yard in your own private paradise comprised of a four bedroom house and a one bedroom cottage.
5 Bedroom - 5 Bath - Sleeps 10 -
$1350/night
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HALE O' KALA
- Hawaii Kai Vacation Rental with Pool Hale o Kala is a five ocean front home which features a steam room, pool, sauna, full gourmet kitchen, cable, high speed internet, and more. Fully equipped gourmet kitchen and dining table seats six.
5 Bedroom - 6.5 Bath - Sleeps 12 - CALL 808.262.8133 for rate
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HALE O' KENIKI - Kailua
Vacation Rental on the Canals with Pool This charming canal front vacation rental home with pool in Kailua is just a short stroll from world famous Kailua beach.
3 Bedroom - 3 Bath - Sleeps 6 - $22,500/Month
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HAWAII KAI
BEACH FRONT - Hawaii Kai Beachfront Rental with Jacuzzi
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.
5 Bedroom - 4.5 Bath - Sleeps 10- $1200/Night and up
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HAWAII KAI OHANA
- Hawaii Kai Hillside Rental with Pool
Two story Koko Head hillside family style vacation
rental in Hawaii Kai. This home offers great ocean views, a swimming pool and breezy
island decor.
3 Bedroom - 2 Bath - Sleeps 6 - $550/Night
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HEAVEN BY THE SEA
- Lanikai Beach Front Vacation Rental
This classic Lanikai beach front estate combines traditional Hawaiian beach living on a private, gated 18,000 square foot lot.
4 Bedroom - 3 Bath - Sleeps 10 - $1,075/Night
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HELEN'S BEACH HOUSE
- Kailua Beach Front Vacation Rental
Here is a fabulous large family house that sits 4 houses back from Kailua beach. This house is on a private road with private access to world-famous Kailua beach. Wonderful tiled pool with large deck and BBQ area. Over 3,400 sq. foot roofed living area.
5 Bedroom - 5 Bath - Sleeps 12 - $850/Night
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HILLSIDE
SUNRISE - Lanikai Vacation Rental Hillside Sunrise offers spectacular sunrise views of Lanikai Beach. A surround deck spans from kitchen area all the way to the master suite providing a wonderful relaxation outdoor area.
4 Bedroom - 3 Bath - Sleeps 8 - $620/Night and Up
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HOLIDAY AT DIAMOND HEAD - Diamond Head Vacation Rental
Holiday at Diamond Head is an elegant, contemporary home with beautiful architectural design and panoramic oceanviews in a private tropical setting.
4 Bedroom - 4 Bath -Sleeps
8 - $1,550/Night
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KAHALA BEACH FRONT APARTMENT 2 - Kahala
Apartment with Pool Kahala Beach Front Apartment is a two bedroom plus den apartment rental offering luxurious Kahala beach front living in the prestigious Kahala Beach Apartments.
2 Bedroom (plus den) - 1 Bath - Sleeps 5 - $9,165 Per Month
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KAHALA BEACH HOUSE - Kahala Beachfront
Vacation Rental with Pool The Kahala Beach House is a three bedroom, three bath vacation home, with swimming pool, offering spacious indoor/outdoor living.
3 Bedroom - 3 Bath -Sleeps 6 -
$940 Per Night
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KAHALA GLAMOUR - Kahala Beachfront
Vacation Rental with Pool This stunning executive estate at the base of Diamond Head offers complete privacy and a luxurious, romantic experience for even the most discriminating guests.
7 Bedroom - 8.5 Bath - Sleeps 10-12 -
$8,665 Per Night
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KAHALA HALE
- Kahala Vacation Home with Pool Wonderful four bedroom, three bath vacation home in Kahala with a beautiful swimming pool, big screen TV, DVD, stereo, two separate dining areas and lots of living space with well designed spacious open areas and seamless integration between indoors and out.
4 Bedroom - 3 Bath - Sleeps 8 - $725/Night
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KAILUA ALI'I
- Kailua Beach Front Rental Kailua Ali'i is one of the newest, most striking and contemporary executive beachfront estates on world-renowned Kailua beach. Constructed in 2008, the estate features two homes (main house and guest house) separated by a resort-style pool with elegant umbrellas and lounge furnishings.
7 Bedroom - 7.5 Bath - Sleeps 12 - $8,665/Night
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KAILUA BAY HALE
- Kailua Beach Front Rental Located on the windward side of Oahu, Kailua Bay Hale is a rare beachfront jewel offering plantation-style living reminiscent of old Hawaii and elegant furnishings from around the world. A dream come true, this magnificent oceanfront home available for lease, offers indoor/outdoor 5-star vacation living at its very finest.
5 Bedroom - 5.5 Bath - Sleeps 10-14 - $3500 and up/Night
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KAILUA BEACH ESTATE
- Kailua Beach Front Rental with Pool Six bedrooms (two of them master suites) and 3500 square feet of immaculate indoor living give way to tropical grounds with swimming pool and world famous Kailua Beach in this upscale vacation rental property.
6 Bedroom - 4 Bath - Sleeps 10 - $1595/Night
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KAILUA BEACH HOUSE
- Kailua Beach Front Rental with Pool and Jacuzzi Kailua Beach House is a luxurious beach front three bedroom, three bath vacation home on world famous Kailua Beach, complete with swimming pool and jacuzzi and covered lanai.
3 Bedroom - 3 Bath - Sleeps 6 - $750/Night
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KAILUA BEACH SIDE VILLA
- Kailua Beach SideVacation Rental with Pool This elegant five bedroom Polynesian beach side villa is the height of luxury. Large swimming pool, fully air conditioned, the Kailua Beach Side Villa offers the ultimate in indoor/outdoor island style living.
5 Bedroom - 4 Bath - Sleeps 8 - $875/Night
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KAILUA OAHULANI -
Kailua Beachfront Vacation Rental With Custom Pool
This world
class property with nine bedrooms and nine and a half bathrooms is located on Kailua
Beach. 10,000 feet with amenities like a custom pool, two wading pools, air conditioning
throughout, a personal chef, and much more. 100 feet of Kailua Beach Front is just
outside your door.
9 Bedroom - 9.5 Bath - Sleeps 20 - $5800/Night and
Up
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KAIMALINO
KAI - Kailua Ocean Front Vacation Rental with Pool This charming ocean front vacation rental home with swimming pool in Kailua provides magnificent surroundings and accommodations for up to eight guests.
3 Bedroom - 3 Bath - Sleeps 8
$555/Night-2 Guests - $805/Night-4 Guests - $1040/Night-6 Guests and Up |
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KALAKA PLACE
- Kailua Beach Front Vacation Home Spacious kamaaina beachfront vacation rental in stunning tropical decor exhibiting the charm and aloha of Hawaii reminiscent of days of old.
6 Bedroom - 3 Bath - Sleeps 11 - $750/Night
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KAMAIIANA HALE
- Kailua Beach Front Vacation Home Kamaiiana Hale is a spectacular 3 bedroom, 3 bathroom 100% fully air-conditioned home on one of the nicest private lanes beachside in Kailua, Oahu, with private gated access to Kailua beach.
3 Bedroom - 3 Bath - Sleeps 6 - $12,375/Night
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KAWELA HOUSE - Kawela Beach Front Vacation Rental Kawela House is a luxury beachfront five bedroom vacation home featuring an expansive covered lanai and stunning views of the ocean. Amenities include a fully equipped upscale kitchen and wet bar, oceanfront gas barbeque and kayaks for ocean fun.
5 Bedroom
- 4.5 Bath - Sleeps 10 - $898/Night and Up
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KE KELA KAILUA - Kailua Beach Front Vacation Rental Single story executive beachfront vacation rental home offering fabulous ocean views in tropical, air conditioned paradise.
4 Bedroom
- 3 Bath - Sleeps 8 - $850/Night
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KOKO HEAD HOUSE
- Koko Head Ocean Front Vacation Rental Magnificent Oahu ocean front vacation rental featuring great ocean views, heated pool, spa hot tub and complete privacy and luxury. Wine bar, multi-media room with separate self-sufficient guest house available as well.
4 Bedroom - 3.5 Bath - Sleeps 8 - $30,000/Month
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KUALOA COTTAGE
- Kualoa Beach Front Vacation Rental This cute beachfront home is located in the lush, tropical area of Kualoa on Oahu. Relax on the large outside deck and enjoy the mystic views of Chinaman's Hat. The reef-protected beach, offers safe swimming year round.
2 Bedroom - 2 Bath - Sleeps 5 - $300/Night
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LAIE BEACH VILLA
- Vacation Home on the Beach Experience the beauty and charm of this one-of-a-kind, resort style home. The home is located on an amazing 25,000 sq/ft beach front property designed around a central courtyard area with pool, spa, bali cabana, fire pots, and spilling water fountains.
4 Bedroom - 4.5 Bath - Sleeps 8 - $2500/Night
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LAIE ON THE OCEAN
- Laie Ocean Front Vacation Rental Elegance and serenity in this fabulous multi-level ocean front retreat on Oahu's north shore that is perfect for large groups, corporate meetings or family reunions. Available as five or seven bedroom.
5 Bedroom - 3 Bath - Sleeps 12 - $1075/Night
7 Bedroom - 5 Bath - Sleeps 20 - $1550/Night
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LAIE VIEWS
- Laie Beach Side Vacation Rental Three bedroom vacation home with spectacular views of the ocean especially from the large covered lanai. Minutes away from the small town of Laie and the Turtle Bay resort featuring the Arnold Palmer 36 hole golf course.
3 Bedroom - 2 Bath - Sleeps 6 - $395/Night
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LANIKAI BEACH ESTATE
- Lanikai Beach Front with Pool Luxurious six bedroom palatial estate located on Lankai Beach with 11,000 square feet featuring top-of-the-line ammenities and furnishings. Gourmet kitchen, central air conditioning, swimming pool, jacuzzi and fabulous views.
6 Bedroom - 5 Bath - Sleeps 12 - $2500/Night
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LANIKAI BEACHFRONT
VILLA - Lanikai Beachfront Villa with Pool and Jacuzzi This luxury beachfront villa is located in the central part of Lanikai, set on a half-acre of tropical garden amongst surrounding ocean views. The villa provides four spacious bedrooms with heated swimming pool and jacuzzi for your vacation
4 Bedroom - 4 Bath - Sleeps 8 - $4,330/Night
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LANIKAI BEACH HOUSE
- Lanikai Beach Front Vacation Rental The Lanikai Beach House provides dramatic views of the sun coming up between the Mokulua Islands right from your living room of this casual Lanikai beach rental. The property consists of a main house plus a guest cottage.
4 Bedroom - 3 Bath - Sleeps 8 - $3985/Week
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LANIKAI BEACH VILLA
- Lanikai Beach Front Villa with Jacuzzi The Lanikai Beach Villa is a very private beach front residence on Lanikai Beach. Central air conditioning and a natural stone waterfall Jacuzzi for your comfort. Superb indoor and outdoor tropical living at its finest.
3 Bedroom - 4 Bath - Sleeps 6 - $1800/Night
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LANIKAI COUNTRY COTTAGE
- Lanikai Vacation Rental A chic 3-bedroom 2-bath cottage perched on the hillside only 2 blocks away from the water! Privacy, cool hillside tradewind breezes, and new furniture and appliances.
3 Bedroom - 2 Bath - Sleeps 6 - $805/Night
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LANIKAI ELEGANCE
- Lanikai Beach Front Villa with Pool Stunning architectural triumph features four bedroom beach front living in Lanikai. Scrumptous terraced grounds, swimming pool and soaring interior ceilings make this a one-of-a-kind luxurious vacation experience.
4 Bedroom - 4 Bath - Sleeps 9 - $2,040/Night
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LANIKAI HALE
BEACHFRONT - Lanikai Beach Front Vacation Rental This beachfront family vacation rental home consists of main house and guest cottage located on a beautiful sandy beach in Lanikai. The ocean is protected by off-shore reefs offering safe swimming and snorkeling year-round.
4 Bedroom - 4 Bath - Sleeps 8 - $985/Night
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LANIKAI HIDEAWAY
- Lanikai Luxury Vacation Rental with Pool and Jacuzzi As you open the gate leading onto the lush lawn of this beautiful Lanikai home you enter your own personal retreat. Situated a short half-block from world famous Lanikai beach, you'll exult in sheer privacy and enchantment.
3 Bedroom - 3 Bath - Sleeps 6 - $575/Night
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LANI LEHUA
- Kailua Beach Front House Wonderful architecturally designed beach front home with commanding ocean views from most every room. High open beamed ceilings with skylights, attractive polished cement and wood floors, open gourmet kitchen, formal dining/living room, family room and wet bar off the lanai. 4 Bedroom - 3 Bath - Sleeps 9 - $1200/Night |
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LUXURY AT DIAMOND HEAD
- Diamond Head Luxury Vacation Rental with Pool The Luxury at Diamond Head, located at the slopes of Diamond Head�Honolulu's most prestigious neighborhood. This stunning beachfront property is truly suited for celebrities.
5 Bedroom - 4.5 Bath - Sleeps 10 - $4,455/Night
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MENEHUNE PONDS ESTATE
- Kaneohe House, Villa and Cottage with Pool Menehune Ponds Estate on Kaneohe Bay is made up of three separate dwellings sharing one fabulous property. The private, gated estate is home to a five bedroom executive rental home, a three bedroom villa and a charming studio cottage. The rentals share a pool, jacuzzi and large fish pond. May be rented separately.
5 Bedroom - 4.5 Bath - Sleeps 10 - $695/Night
9 Bedroom - 7.5 Bath - Sleeps 18 - $1240/Night |
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MOANIALA
VILLA - Hawaii Loa Ridge Vacation Rental with Pool and Jacuzzi This 2005 built home features 10' ceilings on the second floor, soaring up to 20' on the first. A poolside bathhouse, cascading spa, and infinity pool complete this luxurious masterpiece nestled in the hills of Hawaii Loa Ridge on Oahu.
4 Bedroom - 3.5 Bath - Sleeps 6 - $60,000/Month
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NAUPAKA BEAUTY
- Lanikai Beach Front Vacation Rental with Pool
Gentle ocean swells caress the sandy shore.
The large back yard leads directly to the beach. The oversized
living area provides great ocean and beach views of spectacular sunrises.
2 Bedroom -
2 Bath - Sleeps 6 - $1,050/Night
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NORTH SHORE
BALI - Waialua North Shore Beachfront Vacation Rental
This North Shore Beach Front vacation rental
is adjacent to a private park for noise-free privacy. Enjoy
the calm sandy beach immediately in front of the house or paddle out to one of three
surf breaks.
5 Bedroom - 5 Bath - Sleeps 10 - $5950/Week
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NORTH SHORE VISTA - Haleiwa Beachfront Vacation Rental
North Shore Vista is located on the coastline
in front of Oahu's famous Shark's Cove, this newly built custom-designed home offers
unobstructed views of the Pacific Ocean.
3 Bedroom - 3.5 Bath - Sleeps 10 - up to $800/Night
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OCEAN FRONT HALE
- Lanikai Ocean Front Luxury Vacation Rental
This three level, two bedroom exquisitely remodeled Lanikai vacation rental
provides breathtaking ocean panoramas. Top of the line construction and
exotic finishes have been used throughout.
2 Bedroom - 2 Bath - Sleeps 4 - $15,750/Month
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OCEAN FRONT PENTHOUSE- Kapolei Beachfront Vacation Rental With 4
Swimming Pools
Ocean Front
Penthouse is located in Ocean Tower of the Ko Olina Resort on the sun-drenched,
tradewind-cooled west coast of Oahu.
3 Bedroom - 3 Bath - Sleeps 6 - $500/Night
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OCEANFRONT VILLA
- Wailupe Luxury Vacation Rental
Gracing Oahu's South Shore is the lovely Oceanfront Villa. 5 sumptuous bedrooms and 4.5 luxuriating bathrooms outfit this oceanfront home. A private dock leads you explore the deep blues of the Pacific. Pool, jacuzzi, and central A/C complete your destination experience.
5 Bedroom - 4.5 Bath - Sleeps 10 - $1,860/Night
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OCEAN'S EDGE
- Waikiki Luxury Vacation Rental
Ocean's Edge is a four bedroom, three-and-a-half bath vacation property located in spectacular Waikiki. This home features dining, living, and kitchen areas with stunning ocean views, full kitchen, office, spa, air conditioning, and more.
5 Bedroom - 3.5 Bath - Sleeps 10 - $1,210/Night
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OCEAN VIEW ESTATE
- Kahala Luxury Vacation Rental with Pool and Gym
Ocean View Estate serves up spectacular panoramic
Diamond Head, Waialae Golf Course, ocean and surf views from every room in the house!
This three level luxury vacation house features gorgeous views from the huge entertainment
deck and pool, and from the expansive yard.
5 Bedroom - 4.5 Bath - Sleeps 10 - $950/Night
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ON A LEDGE
- Makiki Heights Honolulu Luxury Vacation Rental
The most
stunning views of Honolulu and Diamond Head can be seen from this six bedroom, five
bathroom home in Makiki. Featuring gardens, pool, barbeque area, fully
equipped kitchen and more. Both the main house and guest house have luxury
suites with city or garden views.
6 Bedroom - 5 Bath - Sleeps 12 - $10,500/Week
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PARADISE BEACH VILLA - North Shore Vacation Rental Experience the beauty and charm of Paradise Beach Villa- The North Shore of Oahu's newest private Luxury Villa. This hidden gem sits on one acre of amazing ocean front land. This villa is filled with many uniqe accents from the islands and around the world.
5 Bedroom - 7 Bath - Sleeps 10 - $3,200/Night, $20,000/Week
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PLUMERIA HOUSE
- Kailua Beach Front Vacation Home Rental Plumeria House is a fabulous Lanikai beach front vacation rental home with large manicured yard. Relax and enjoy the views of the Mokulua Islands from the yard or living room.
4 Bedroom 3 Bath - Sleeps 10 - $1,050/Night
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PORTLOCK BEACHSIDE
RETREAT - Portlock Beachfront Rental with Pool Fabulous four bedroom vacation home featuring swimming pool, air conditioning, fully equipped kitchen and much more.The living room is spacious and open to the tropical grounds.
4 Bedroom - 3 Bath - Sleeps 8 - CALL for RATES
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PORTLOCK OCEAN FRONT - Portlock
Ocean Front House plus Cottage w/ Pool Four bedroom, two bath main house and a one bedroom, one bath separate cottage on spacious grounds, even an ocean front gazebo to enjoy the sunset, or take in the panoramic views from your backyard poolside. Seven night minimum stay.
5 Bedroom - 3 Bath - Sleeps 10 - $1525/Night
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PORTLOCK OCEAN VIEW
- Portlock Vacation Rental with Pool Fabulous ocean view from the stunning four bedroom vacation rental. The home features air conditioning, pool, courtyards, and much more. The swimming pool with ocean and sunset views is perfect for relaxing away.
4 Bedroom - 3 Bath - Sleeps 8 - CALL for RATES
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RETREAT AT PAIKO -
Hawaii Kai Beachfront Vacation Home The Retreat At Paiko is a two story, four bedroom beachfront vacation home. The entire second floor is dedicated to the master bedroom which has its own private lanai overlooking the ocean.
4 Bedroom - 3 Bath - Sleeps 8 - $15,000/Month
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ROMANCE IN KAHALA -
Kahala Vacation Home with Private Pool and Ohana Cottage A 4 bedroom, 4 bath vacation home, Romance in Kahala offers luxury, comfort, and beauty, with a private pool outside your door and the beach only a one-minute walk away.
4 Bedroom - 4 Bath - Sleeps 10 - $2,475/Night
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SERENITY AT LANIKAI
- Lanikai Ocean Front Vacation Home Serenity at Lanikai is an architectural marvel on the ocean at Lanikai. There is a plunge pool, jacuzzi and outdoor shower. The home features stunning vistas, exotic hardwood accents and is air conditioned.
5 Bedroom - 3.5 Bath - Sleeps 8 - $1525/Night
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SUNSHINE MOONRISE
- Kailua Ocean Front Vacation Home Sunshine Moonrise is an ocean front vacation home at Kailua Beach. Features a full kitchen and dining area. There is a swimming pool, three bedrooms and baths providing comfortable accommodations for up to eight guests.
3 Bedroom - 3 Bath - Sleeps 6 - $745/Night
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SWEET LANIKAI
- Lanikai Ocean Front Vacation Home Four spacious bedrooms, 3-1/2 bathrooms with spa tubs and rainforest showers, an executive office with wireless internet access, a sprawling eat-in chef's kitchen with marble counters, two indoor dinning areas, two outdoor dining areas, a comfortable ocean-view living area, and a spacious main living area with a piano and flat-screen television.
4 Bedroom - 3.5 Bath - Sleeps 8 - $1300/Night
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THE KAILUA
BEACH HOUSE - Kailua Beach Front Vacation Rental with Pool Charming beachfront property consisting of a seven bedroom main house and a two bedroom cottage surrounding the swimming pool.
9 Bedroom - 5 Bath - Sleeps 18 - $2050/Night
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TREE TOP
HOUSE - Lanikai Vacation Rental with Pool and Views Tree Top House is an elegant vacation home whose inspiration came from the architecture of Frank Lloyd Wright and has twice been featured in Sunset Magazine.
3 Bedroom - 2.5 Bath - Sleeps 8 - $730/Night
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VILLA KAILUA
- Kailua Beach Front with Pool and Jacuzzi Six bedroom spacious kamaaina Oahu vacation rental beach front home on Kailua Beach. 3100 square feet of upscale elegance, gourmet kitchen, high speed internet, swimming pool and jacuzzi make this a great rental property.
6 Bedroom - 5 Bath - Sleeps 11 - $30,0000/Month
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WAIALAE IKI RIDGE RESORT
- Waialae Iki Ridge Ocean View with Pool Incomparable two bedroom Hawaii living. Natural materials: slate, travertine, marble, Australian cherry wood and teak furniture. A quartzite deck and lush palms surround a custom-tiled, natural salt, solar heated pool.
2 Bedroom - 2 Bath - Sleeps 4 - Call 808.262.8133 for
Monthly Rate
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WAILUPE BEACH ELEGANCE
- Kahala Beach Front with Pool Elegant island home with the flavor of pure Hawaiian luxury right on the edge of the sea in a small sandy cove. Spectacular views will take your breath away. The kitchen has stainless steel appliances and granite counter tops.
6 Bedroom - 5.5 Bath - Sleeps 14 - $10,000/Week
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WAIMANALO BEACH VILLA
- Waimanalo Vacation Rental with Pool Peace and quiet are yours in this four bedroom ocean front vacation dream rental with pool and fireplace.
5 Bedroom - 3.5 Bath - Sleeps 10 - $960/Night
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Kauai Vacation Rental Homes, Estates, Villas and Private ResidencesKauai, the garden island, Hawaii's oldest and greenest island, where the feel and pace evoke memories of plantation living from days gone by and breath taking scenery is around every bend. More info on Kauai and Luxury Kauai Vacation Rentals. |
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HAENA BEACH FRONT HOUSE - Haena Beach Front on Five Acres Three bedroom plantation style beach front house at the end of the road in Haena. The house is a gated property situated on five acres of lushly landscaped coastal rainforest.
3 Bedroom - 2 Bath - Sleeps 6 -
$10,000/Week
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HAENA KAI - Haena Beach Front Enjoy tropical paradise in this spacious Kauai beach vacation rental located on miles of white sandy beach with spacious living room, large dining area and full modern kitchen.
4 Bedroom - 4.5 Bath - Sleeps 8
- $8330/Week
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HALE MA'ANA HOU - Poipu Ocean Front with Pool Beautifully appointed, Mediterranean style house with scenic ocean views from the large open living room and master bedroom.
5 Bedroom - 6 Bath - Sleeps 10
- $7875/Week
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KAI LANI - Poipu Ocean Front House plus Cottage with Pool Three bedroom main house and a one bedroom guest cottage on the ocean in Poipu, Kauai's number one visitor destination. Large full kitchen, with the swimming pool overlooking the ocean.
4 Bedroom - 5 Bath - Sleeps 8 -
$10,015/Week
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Maui Vacation Rental Homes, Estates, Villas and Private ResidencesMaui No Ka Oi is the island of the House of the Sun: Haleakala Crater; old time whaling town Lahaina; championship golf courses and winter whale watching. More info on Maui and Luxury Maui vacation rentals. |
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KA'ANAPALI ROYAL - Ka'anapali Ocean Front
Located in the world famous Kaanapali Resort, the Kaanapali Royal is situated on the 16th fairway of the Kaanapali Golf Course just a few minutes walk to Whalers Village and the spectacular Kaanapali Beach.
2 Bedroom - 2 Bath - Sleeps 4 -
$365/Night
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HALE O KA HONU - Napili Ocean Front with Pool, Spa and Tennis Court Executive ocean front home with pool spa and tennis court with beautiful views of the ocean and Molokai and whales during the winter.
3 Bedroom - 3.5 Bath - Sleeps 6
- $725-$875/Night
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KEIKI KAI - Lahaina Beach Side with Pool Located on a cul de sac, across the street from a reef protected baby beach, this two story, centrally air conditioned vacation home with pool is the ideal family retreat.
5 Bedroom - 3.5 Bath - Sleeps 10
- From $1425/Night
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WAILEA HILLSIDE VILLA
- Wailea Vacation Rental with Pool Located hillside in Wailea, Maui this luxurious property offers panoramic ocean views, six different lanais and decks, swimming pool and convenience to resort shopping.
5 Bedroom - 4 Bath - Sleeps 10 - $1875/Night
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Big Island Vacation Rental Homes, Estates, Villas and Private ResidencesThe Big Island is full of contrasts from snow covered volcano peaks to sparkling black sand beaches and tropical rain forests there's something for everyone. More info on the Big Island and Luxury Big Island of Hawaii vacation rentals. |
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ESTATE AT KEAUHOU KONA - Historice Ocean Front Estate with Pool This historic estate, site of John Wayne's wedding, is comprised of four separate dwellings located on over three landscaped acres, with more than 500' of ocean frontage, private tennis court, swimming pool and a private dock.
7 Bedroom - 6 Bath - Sleeps 14
- $15,000/Week
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HOUSE OF STONE - Kapoho Beach Side Villa with Pool and Jacuzzi Three levels of multi-million dollar luxury in a private gated community just 100 yards from the Champagne Ponds where swimming with the ever present sea turtles is an every day occurance.
4 Bedroom - 5 Bath - Sleeps 10
- $895/Night
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KA'AWA LOA - Kealakekua Plantation
Estate with Jacuzzi Ka'awaloa is a five bedroom, 6500 square foot plantation style home situated on working, organic coffee farm and orchard. The house and grounds abound with luxury amenities.
5 Bedroom - 3.5 Bath - Sleeps 10
- $700/Night
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KOHALA HONU - Kohala Ranch Estate with Pool and Tennis Court Kohala Honu is a luxury private estate on 3-1/2 acres in the prestigious Kohala Ranch on the Big Island’s Kona Coast.
3 Bedroom - 3 Bath - Sleeps 6 -
$775/Night
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KOHALA KA'ALA - Kohala Ranch Estate with Pool and Jacuzzi 2500 square feet of luxury indoor living on 3.5 acres of land with swimming pool located in the Kohala Ranch makes this the perfect Big Island vacation retreat.
4 Bedroom - 3 Bath - Sleeps 8 -
$875/Night
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KOHALA LANI - Kohala Ranch Estate with Pool, Spa and Tennis Court 5000 square feet of luxury living with private, gated entrance, swimming pool, spa and tennis court situated on more than three acres of rolling lawns. Each of the five bedrooms is furnished with its own mini fridge.
4 Bedroom - 5 Bath - Sleeps 8 -
$1175/Night
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KOHALA MAKA - Kohala Ranch Estate with Pool This three bedroom estate sits on five acres on a bluff overlooking the Pacific Ocean and is in a prime location for whale watching from November through March.
3 Bedroom - 4 Bath - Sleeps 6 -
$1100/Night
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KONA PLANTATION - Kona Vacation Four House Estate with Pool Peaceful seclusion:the only sounds you'll hear are tropical bird songs, rustling palms and water cascading from a massive rock garden into the azure blue swirling heated swimming pool.
6 Bedroom - 6 Bath - Sleeps 12
- $7000/Week
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KONA SHANGRI-LA - Kona Ocean Front with Pool Beautiful tri-level custom designed ocean front vacation home located on beautiful Lyman's Bay. The home is fully equipped with central air, pool, hot tub, computer with internet access and a spacious full kitchen.
5 Bedroom - 5 Bath - Sleeps 12
-$1055/Night
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NANI NANA -
Kohala Gated Property with Pool This lovely estate is located on over three acres of the elite 4000 acre Kohala Ranch. Staffed security gates for both ocean and mountain entrances.
4 Bedroom - 3 Bath - Sleeps 6 -
$950/Night
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ON THE OCEAN - Kona Ocean Front
with Pool on a very private cove called Turtle Bay where whales, dolphins, turtles and manta rays play, this fabulous vacation rental is situated on half an acre of land with an ocean front pool and spa, activity room, home theatre and a gourmet kitchen.
6 Bedroom - 6 Bath - Sleeps 12
- $10,000/Week
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PUAKO PARADISE VILLA - Puako Beachfront with Hot Tub Balinese inspired luxury living abounds in this beachfront villa located between the Mauan Kea and Mauna Lani resorts on the Big Island. 4200 square feet of tropical paradise with ocean views from every room.
3 Bedroom - 3.5 Bath - Sleeps 8
- $15,400/Week
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![]() Luxury Hawaii Vacation Rentals 571 Pauku Street Kailua, Oahu, Hawaii 96734 Phone 808.262.8133 Fax 808.262.5030 Email aloha@pacificislandsreservations.com ![]()
Luxury Hawaii Vacation
Rentals Listings|Oahu, Maui, Kauai and the Big Island
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