Royal Kailua Estate

Kailua, Oahu
$7,500 - $10,000/night
Royal Kailua Estate is the crown jewel of Kailua beachfront property. The gated entrance surrounded in lush tropical foliage is a modest inclination of what lies behind. A long pathway of oversized stones met with manicured grass provides the driveway that meanders past the luscious green lawn, scattered coconut trees and luxurious guest house. Choose your garage, there are three, or simply leave your car at the grand entrance. A solid wood gate, 10 feet tall, surrounded by black ...

Maluhia

Kailua, Oahu
$975-2000/night
Maluhia - House of Peace! Newly available!! ...

Moana Lani

Aina Haina, Oahu
$1500-2650/night
Newly Available! This beautiful oceanfront home, designed by Philip 'Pip' White, is the perfect balance of indoor/outdoor living with great sunlight and cool trade winds. Luxurious pool, tropical landscape and lanai's offer endless hours of enjoyable entertainment & relaxation. ...

Pono Wai

Hawaii Kai, Oahu
$975-2500
Available now!!! Exquisite Wide Marina Front Home. Beautiful views of marina, boats, bridge, mountain, palm trees & night lights. High ceilings. Quality construction with top of the line appliances, central vac. built in speakers. Spacious living area, maid's quarter & media room!! Heated Pool, hot tub, koi pond w/ water falls. Next to shopping mall, restaurants, theaters & water sports activity. Close to beaches and parks!  This home is currently also on the market fo...

Nani Wai

Hawaii Kai, Oahu
$850-1800
Available Now!...

Hale Ho'okipa

Kahala, Oahu
$600-1,100/night
Welcome to Hawaii. Relax. The beautifully remodeled in 2011 kamaaina home away from home offers an authentic and luxurious experience on an exclusive street in Kahala that only a privileged few may experience. “Kamaaina” is a style rich in beautiful simplicity and island tradition--so unpack, settle in, and enjoy the tropical lifestyle. Features Include: Main House with Detached Guest Cottage and Porte Cochere. Large Gorgeous Back Yard with Beautiful Mature Trees. Spacious Outdoor Covered...

Seaside Bungalow

Hauula, Oahu
$500-800/night
Newly Available! ...

Ekahi Luxury Beach House

Kaaawa, North Shore, Oahu
$500-900/night
With its breathtaking ocean views and the majestic Ko’olau mountain range as a backdrop, you’ll enjoy your stay while basking in the sun on the shores of Ka’a’awa. These two 3 bedroom 3 bathroom luxurious beauties lends to the surroundings of paradise with all the amenities for a true vacation away from home. Each house has identical layouts with the living room, gourmet kitchen, and a large lanai on the second floor for a spectacular view of the ocean coastline f...

Elua Luxury Beach House

Kaaawa, North Shore, Oahu
$500-900/night
With its breathtaking ocean views and the majestic Ko’olau mountain range as a backdrop, you’ll enjoy your stay while basking in the sun on the shores of Ka’a’awa. These two 3 bedroom 3 bathroom luxurious beauties lends to the surroundings of paradise with all the amenities for a true vacation away from home. Each house has identical layouts with the living room, gourmet kitchen, and a large lanai on the second floor for a spectacular view of the ocean coastline f...

Surfers Paradise

Portlock, Oahu
$950-2500/night
A craftsman’s masterpiece, no detail was left un-done! From the vaulted ceilings to the indoor-outdoor living, this home embodies an island lifestyle. A gourmet kitchen, complete with custom walnut cabinets, beautiful granite countertops and pass through bar to the outdoor dining area is positioned perfectly overlooking the lush landscaped backyard and pool. Perfect for entertaining, this desirable single level home also has the capability of having two in-law suites. Complete with loft and 15...

Black Point Villa

Black Point, Oahu
$975-$2,000/night
This one of a kind villa sits high atop the private gated community of Black Point, in one of the most exclusive locations on O'ahu's south shore. It is centrally located to Waialae Country Club, Kahala Mall, Surfing Breaks and a short 10 minute drive to Waikiki Beach. This lovely historical retreat offers beautiful ocean views, with all the comforts of a new home. The three/four bedroom and three bath home sleeps ten comfortably. It is perfect for a large family with kids or two families t...

Diamond Head Villa

Diamond Head, Honolulu
$3,000/night
Designed to capture Island indoor-outdoor living, this 4 bedroom & 5.5 bath oceanfront home offers all of the features expected in a luxury home: a gourmet kitchen, gorgeous living areas finished with exquisite solid wood & natural stone, opening onto a beautiful pool, spa, & cabana, all with the sound of breaking surf & views of incredible sunsets. Enjoy your own private oasis on Oahu's Gold Coast. Within walking distance to beaches, Kapiolani Park and Waikiki, this home&nbs...

Kahala Lani

Kahala, Oahu
$950-2,000/night
Aloha, and welcome to luxury Hawaiian Living! Nestled in the privacy of upscale Kahala on O’ahu’s south shore, Kahala Lani is the ultimate golfers paradise! Just outside your front door is the championship golf course at Waialae Country Club, as well as your very own putting green in the backyard. A gated rock wall provides security and privacy surrounding the nearly 20,000 sq-ft tropical oasis. A unique fusion of Hawaiian tropical, Balinese and urban style welcomes you to this lux...

Koko Kai Thai Palace!

Hawaii Kai, Honolulu, Oahu
$900-1800/night
Custom designed home is nestled in a quite cul de sac in Koko Kai. 5 bedrooms, 4 baths, and 2 half baths, beautiful wrap around views from every room. Amazing views of the sunset over Diamond Head, ocean and surf views by day and City lights at night. Bonus views of the mountain and marina too! Custom finishes include exotic hard woods, granite & marbles through out. This property has a great floor plan for a large family. Includes separate guest suite, separate office, swimming pool and Jac...

House Without Walls

Diamond Head, Honolulu, Oahu
900-$2000/night
Experience Oahu perfection, the house without walls......... in the heart of Honolulu. This newly remodeled 5 bedroom, 5 bath designer's private villa is situated in the most sought after location on Oahu, the Gold Coast, below Diamond Head at Waikiki. Modern-day engineering allowed removal of all walls on the west, ocean side ensuring sweeping ocean views. On a rise that provides a private treehouse - like perch, wrap around lanais provide a seamless indoor/oudoor experience. You will sleep ...

Kahala Ali'i - Ultimate Island Luxury

Kahala, Oahu
$2,000-4,000/night
  AS SEEN ON THE CURRENT TV SERIES "HAWAII Five-O" and “Ice Loves Koko”!! Built in late 2009 by Pyramid Premier Properties, known for supreme luxury and international sophistication in custom Island homes. The ULTIMATE Island lifestyle is created with beautiful walls of glass that seem to disappear when being opened to the beautiful tropical resort-style back yard with matured landscaping for additional privacy and a jaw dropping 10 foot glass tiled wall where the u...

Kai Nani Villa - Beachside Living At Its Finest!

Kailua, Oahu
$975-2,000/night
One-of-a-kind 5/6 bedroom beachside home on an exclusive street in Kailua. Perfect for a large family with kids or two families to share. Single level architect-designed home was completely rebuilt and renovated in 2007 with the highest quality tropical hardwoods and imported stone. Interiors by the well known designer, Marion Philpotts, for a tropical Hawaiian style relaxed lifestyle. A great entertaining house with a full gourmet kitchen, huge indoor/outdoor living room with built-in BBQ an...

Ali'i Nalu

350-$600/night
ALI'I NUI AT NAURU TOWER Named Ali'i Nalu (Royal Ocean) for its breath taking panoramic views and luxury accommodations, from the moment you walk in the door you will be memorized by the sweeping ocean views! Nauru Tower is Hawaii's premiere luxury Condominium located across the street from the beautiful white sand and turquoise blue waters of Ala Moana beach park as well as some of the BEST restaurants and shopping in the state (Ala Mona Mall-over 260 luxury brand shops, Ward Center and W...

Kai Mele

Kailua, Oahu
$550-$950/Night
Charming, Private, Hawaiian Style Home Featured in Coastal Living as guest house of the month, this private Kailua beachfront estate is nestled in among 40+ coconut tress and lush tropical gardens. With over 700 feet of ancient lava rock wall surrounding this original 1930's Hawaiian Style beach house, this is an ideal place to kick back and enjoy paradise. This charming Pottery Barn style home with old Hawaiiana decor opens on the mountain side to a wonderful, covered lanai complete with p...

Puakea - Private Kailua Beach Access & Solar Heated Pool

Kailua, Oahu
$775-1,100/Night
Welcome to Hawaii. Relax. Listen to the soothing sound of ocean surf and feel the fragrant island breeze on your skin. Your beachside 4 bedroom, 4 bathroom kamaaina home away from home offers an authentic and luxurious experience on an exclusive street in Kailua that only a privileged few may experience. “Kamaaina” is a style rich in beautiful simplicity and island tradition--so unpack, settle in, and enjoy the tropical lifestyle. Reconnect with the natural elements and with each oth...

Kahala Bungalow

Kahala, Honolulu, Oahu
$450-650/night
Comfortable 2BR Kahala Bungalow just two blocks from the beach! A perfect retreat for your family, this home sleeps 8 and is just minutes to shopping, restaurants, sightseeing, world-class golfing & the ocean! Full of charm, this home offers original architectural details, beautiful wood flooring & extensive upgrades! The screened porch offers an additional living/sleeping area & opens to the lush backyard where a beautiful brand new in-ground pool has been installed, with the extra ...

Hale Mehealani

Aina Haina, Oahu
$550-800/night
Aloha, E komo mai, welcome to Hale Mehealani, which means the House of the Full Moon. Relax in this beautifully appointed 3 bedroom 2 bathroom oceanfront home located on Niu Beach. It sleeps 9. This true beachfront home features wood floors, lofted ceilings and a huge wrap around deck with 180 degree panoramic views from the main living room and deck which are perched on the second floor of the home. The master suite is lofted with its own private oceanfront balcony, Jacuzzi tub and is situat...

Waimanalo Beach Front Estate

Waimanalo, Honolulu
Price upon request
FABULOUS OCEAN FRONT ESTATE with attached guesthouse. This is NOT Waikiki. Our beautiful Waimanalo estate is located on one of the worlds top rated beaches! Located on the eastside on the island of Oahu. It is one of the only places on Oahu where you can get away from the hustle and bustle of "town" or the tourist mania, yet still be so close to so many great activities. It's a perfect combination of fun and relaxation. Not only will you enjoy being right on the beach but you will ...

Island Colony

Waikiki, Oahu
$2,500/month
Beautiful, Panoramic Diamond Head/Mountain views from our deluxe 1-bedroom located in the heart of Waikiki. This unit is among the nicest in the building and is fully furnished for your comfort and convenience. It is our pleasure to provide you with a "home" that will make your Hawaii vacation a most enjoyable experience. We take pride in our lovely, clean, Non-smoking units, which boast full kitchens (1 Bedroom) and a very large, 9 foot X 12 foot covered lanai where you can enjoy di...

Steps to the Beach! 4BR Diamond Head Home

Diamond Head, Oahu
$650-800/night
E komo mai, welcome to ‘Ainahau, which means the cool place. Relax in this beautifully appointed 4 bedroom 3 bathroom Diamond Head home situated in the most desirable neighborhood on Oahu. This Hawaiian hale (Hawaiian for home) is steps from the famed Cromwell’s beach, one of Waikiki’s best kept secrets. Explore tide pools, snorkel, kayak and surf Diamond Head like the locals -minutes to Waikiki, award winning restaurants, shopping, hiking, breathtaking beaches, the Aquarium, t...

Ocean Front Mokulua Estate

Lanikai, Oahu
$950-2,200/Night
Exquisite oceanfront home, designed by renowned Big Island architect Lucky Bennett and completed in 2000, offers resort living and a residence of the highest quality. This 4 bedroom, 3.5 bathrooms home is perfect for your ultimate family vacation or a reunion with friends. This home has a magical ocean view with the finest Hawaiian and Indonesian décor and furnishings, limestone floors and lush carpets throughout, exotic Koa and Teak furniture. Paradise will be all around you, from the p...

Laniloa

This spectacular oceanfront home with it's breathtaking views, is nestled along the jagged lava rock coastline of Laie Point, a peninsula known for it's dramatic beauty, spirituality, and folklore. The tranquility of this home with its vaulted ceilings and soaring windows is undeniable. Sitting directly above the ocean on the endless decks, you can allow the waves to entrance you and fill your body and soul with peace, beauty, and serenity. Main Level Incredible ocean views from all rooms i...

Hale Nalu

Originally built in 1931! Newly renovated home on one of the best streets on Oahu in a private gated community and home to the famous Salt Water Pool! This charming and unique 4 bedroom 4 bath with its own private pool. Manicured landscaping includes a tree house built between the branches of an awesome banyan tree....

Exquisite Ocean Front Property

Lanikai
Kailua, Hawaii
Residing quietly behind gated walls, you will find "Kumu Wai", your respite from the rest of the world. This U-shaped six bedroom, six bathroom villa sits oceanfront on Hawaii's renowned Lanikai beach and wraps around a pool fed by a trickling pond. A gourmet kitchen, soaking tub in the master bedroom, decks, and Jacuzzi complete this estate. Kumu Wai is also partitioned to accommodate large groups that want to be together, but not so close together. The main section of the home includes the ...

Luxury Beach Front Estate

Lanikai
Kailua, Hawaii
Enter the splendor of this amazing Balinese style estate through a private gate, stroll down coral walkways, meandering by the poolside cabana, until you reach the two-story main home. Waterfalls and gardens are lush and abundant featuring various species of mature palms, gardenias, flowering ginger and bromeliads surround a pool complete with padded teak lounge chairs and an outdoor dining table. The home features five bedrooms and five baths with plenty of space to spread out. Spend the ev...

Surfers Hillside Cottage

North Shore
Pupukea, Oahu
This peaceful cottage is perfect for couples or close friends. It has been completely renovated with modern mixed with vintage amenities. The 1030' sq foot house features privacy yet is still only a 5 minute drive from world class surf beaches. You can also rent a 3 bedroom 2 bath house along with this cottage for additional guests. The front porch looks out into a Banana garden. Hope to see you here!...

Botanical Garden Getaway

North Shore
Pupukea, Oahu
This cozy 3 bedroom house sits in the hills above Sunset Beach and Pipeline. Ideal for one person, one couple, 2 couples, or parties of five. Larger parties can rent an A-frame cottage which is also on the property. This recently remodeled house sits on over 2 acres of botanical gardens and is very private. The perfect hideaway only 5 minutes drive from world famous Waimea Bay and other amazing beaches!...

Sunset Beach

Plantation Style Estate
North Shore, Oahu
AWARD WINNING DESIGN FOR GREEN SUSTAINABLE HOME, ALSO FEATURED IN HAWAIIAN STYLE MAGAZINE "ECO-ISSUE" 2008. HAVE A GREEN VACATION WITHOUT SACRIFICING LUXURY!! Enjoy the privacy of a gated enclave on the beach at Sunset Beach. This new Hawaiian plantation style home was designed with casual beach living and entertaining in mind. Large lanais are furnished to accommodate any group gathering of ohana and friends. Able to sleep up to twelve comfortably, this half acre property gives you plenty of ro...

North Kailua Beach

Private Oceanfront Home
Kailua, Oahu
This beach front home is available for rent from December 15- May 7. There are three bedrooms, three baths and a separate office. The home is immaculately clean and remodeled throughout. All accesories, linens, dishes etc. are of the highest quality and abundant. Included are boogie boards, 2 kayaks, surf boards, 4 bikes and many other toys. The location is very private and peaceful. There is a 6 person hot tub on the deck and a great out door shower. Located on 2 mile white sand beach in Ka...

North Shore Estate

Pupukea, Oahu
The North Shore Pupukea Estate is located in a quiet, secluded area on the North Shore of Oahu called Pupukea and is nestled in the Koolau Mountains just above Waimea Bay. Pupukea is between 800-1000 feet elevation so it is much cooler than being directly on the ocean and you get those soft trade winds. This beautiful Island home is in a private setting surrounded by tropical gardens and fruit trees that sits on a acre of land. You can enjoy both ocean and mountain views. On a clear day you c...

Ocean Front Upscale Colony Surf Unit

Gold Coast
Diamond Head, Oahu
The "Gold Coast" is world renowned for its exclusive waterfront residential buildings. The neighborhood atmosphere, quiet, and a short walk from bustling Waikiki, appeals to local residents, longer stay visitors, and executives on assignment. Enjoy the spectacular, unobstructed ocean and Diamond Head views from the huge roll-back window of this spacious eighth floor studio. Recently renovated in a Hawaiian-style, this vacation Condominium has new designer furnishings and appointments, includi...

Diamond Head Palace

Elegant, Vintage 4 BR 5 BA Diamond Head Home
A truly one of a kind estate on exclusive Makalei Place in Diamond Head. Residence offers grand living spaces, sweeping ocean views, timeless architecture, solid construction, and serene privacy. Originally designed by Hart Wood and remodeled by Jeff Long....

Lanikai Hillside Cottage

Wake up every morning to world famous Lanikai Beach. Within walking distance to Lanikai Beach, this 4BD/3BA hillside cottage offers stunning views of the ocean and Mokulua Islands. High cathedral ceilings, wall-to-wall windows, huge decks, a fantastic new addition and lush landscaped lot make this home a peaceful and private retreat....

Beachfront Malaekahana

3BR Vacation Home in Peaceful Laie
North Shore, Oahu
Welcome to our Beachfront Malaekahana home! This 3BD/2BA home is the ideal location for a family getaway. Located on a private lane off the highway, you'll experience privacy & peace during your stay at this North Shore hale. All the comforts of home are provided for you, from a full kitchen to bed linens & towels.... from board games to lounge chairs & umbrella... even a kayak is available for your use! An on-island property manager & on-site groundskeeper are available to you should you requ...