Luxury Hawaii Vacation Homes
Oahu Vacation Rentals - Kauai Vacation Rentals - Maui Vacation Rentals - Big Island Rentals

Hawaii's luxury vacation homes are properties of distinction having in common a standard of excellence: from secluded private residences to upscale luxurious beach front villas to elite deluxe estates for the privileged; these awesome, exclusive 5-star Hawaii vacation rentals provide deluxe, sophisticated, refined, elegant accommodations for the discriminating traveler. Simply put, these are the best holiday and finest vacation rentals Hawaii has to offer.
Oahu Vacation Rentals | Maui Vacation Rentals | Big Island Vacation Home Rentals | Kauai Private Home Rentals
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Oahu Vacation Rentals Kauai Vacation Rentals Maui & Molokai Vacation Rentals Big Island of Hawaii Vacation Rentals
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Luxury Hawaiian Vacation Homes is owned and operated from Kailua on Oahu, Hawaii, and has been serving discriminating visitors to the islands since 1996. These listings represent the very best vacation rentals available on Oahu, Kauai, Maui and the Big Island of Hawaii.

Luxury Hawaiian Vacation Homes 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.

Luxurious Oahu Vacation Rentals

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 Vacation Rental in Kailua, Oahu
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


Kailua Beachfront vacation rental with pool and jacuzzi
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


A Place on the Beach Kailua Beach Front Vacation Rental House
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



Kailua, Oahu Vacation Rental Home
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



Kailua, Oahu Vacation Rental Home
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


Diamond Head, Oahu Vacation Rental Home
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


Makaha Beachfront Vacation Rental
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


Makaha ocean front rental
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


Kailua beach side vacation home with pool
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


Lanikai Vacation Rental on Oahu
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


Kaneohe Vacation Estate
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




Diamond Head Vacation Home with Plunge Pool
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



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



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


Estate on the Beach
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



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



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


Kailua Beach Front Vacation House Renta on Oahul
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


hawaii kai vacation rental on oahu
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


kailua vacation rental
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


Hawaii Kai oahu vacation rental beach front
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


Hawaii Kai vacation rental with pool
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


Lanikai beach front vacation rental 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


Lanikai beach front vacation rental 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


lanikai oahu vacation rental home
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





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



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


kahala beach house rental on Oahu
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


kahala beach house rental on Oahu
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


Kahala, Oahu Vacation Rental
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


Kailua, Vacation Estate on Kailua Beach 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



Kailua, Vacation Estate on Kailua Beach 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

Kailua, Vacation Estate on Kailua Beach 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


kailua, oahu vacation rental
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


kailua beach side villa
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


Lanikai Ocean Front Vacation Rental
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


Kailua ocean front vacation rental
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



Kailua Beach Oahu Vacation Rental
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


Kailua Beach Oahu Vacation Rental
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


kawela oahu luxury beachfront vacation home
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


Kailua Beach Front VACATION RENTAL
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


koko head oahu vacation rental
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


kualoa oahu vacation home rental on the water
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


laie oahu vacation home rental on the water
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


North Shore Oahu vacation home in Laie
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


Laie beachside vacation home rental
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


Lanikai Beach Front vacation rental home on Oahu
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


Lanikai Beachfront Villa rental - pool and jacuzzi
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


Lanikai Beach House
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


Lanikai Oahu Beachfront Vacation Home with Jacuzzi
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


Lanikai Country Cottage 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


Lanikai beach front vacation rental 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


Lanikai Hale Beachfront Home Rental
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


Lanikai Luxury Vacation Rental
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


Kailua Beach Front vacation rental on Oahu
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



Lanikai Luxury Vacation Rental
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


Kaneohe Oceanfront Vacation Estate
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


Hawaii Loa Ridge Vacation Rental on Oahu
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


Lanikai Beachfront Vacation Home
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


north shore oahu beachfront vacation rental
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
   
north shore oahu beachfront vacation rental
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


Lanikai Ocean Front Vacation Rental 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


Kapolei Oceanfront Vacation Rental 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


Waikiki Luxury Vacation Rental
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


Waikiki Luxury Vacation Rental
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


Kahala Vacation Rental with Pool and Gym
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


Lanikai Ocean Front Vacation Rental
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


North Shore, Oahu Vacation Rental Home
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



Lanikai Beachfront Oahu Vacation Rental
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


Portlock, Hawaii Kai Beachside Vacation Home
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


Portlock, Hawaii Kai vacation rental
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


portlock oahu vacation rental
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


hawaii kai beachfront vacation home
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


hawaii kai beachfront vacation home
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


lanikai ocean front vacation rental
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




Kailua ocean front vacation rental
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


lanikai ocean front vacation rental
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


kailua beach front vacation rental with pool
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


Lanikai Vacation Rental with Pool
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


kailua villa, oahu holiday villa rental on the beach front
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


Kahala Oahu Vacation Home in Waialae Iki
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


Kahala Oahu beach front vacation home rental in Wailupe
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


Waimanalo Ocean Front Vacation Rental
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


Kauai Vacation Rental Homes and Houses

Kauai Vacation Rental Homes, Estates, Villas and Private Residences

Kauai, 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.


Haena Kauai Beach Front vacation rental
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


Haena,Kauai vacation rental
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


Poipu, kauai vacation rental
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


Poipu Kauai vacation rental home ocean front
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




Maui Vacation Rentals

Maui Vacation Rental Homes, Estates, Villas and Private Residences

Maui 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.


Ka'anapali Maui Vacation Home Rental
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

Napili Maui Vacation Home Rental
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


Lahaina Maui vacation rental
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




Wailea,Maui vacation rental property
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


Big Island Vacation Rentals

Big Island Vacation Rental Homes, Estates, Villas and Private Residences

The 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.


Kona Estate Rental
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


Kapoho Beach Side Villa in Hawaii
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


Big Island Estate Rental
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


kohala ranch vacation estate big island
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



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



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


Kohala Big Island Hawaii Vacation Rental
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


Kona,Hawaii Gold Coast Vacation Home
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


Kona,Hawaii Ocean Front vacation property
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


Kohala vacation rental on the Big Island of Hawaii 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



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


Beachfront Hawaii Vacation Villa
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





Luxury Hawaii Vacation Rentals
571 Pauku Street
Kailua, Oahu, Hawaii 96734

Phone 808.262.8133
Fax 808.262.5030
Email aloha@pacificislandsreservations.com

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