Luxury vacation rentals Kailua, Oahu Hawaii

Property Name: PAPAYA VILLA

Prices

Price Category:: $900 - $1,500 Per Night
: Oceanview Kailua
Oahu

Palm Ratings

Papaya Villa is a newly constructed home just steps from Kailua Beach! Discover just minutes away the lively town of Kailua. This charming area will engage each guest in a fanciful Hawaii experience with boutique shopping, island cuisine and local entertainment. Of course, the highlight of Kailua Town is Kailua Beach – voted consistently year after year as one of the best beaches in the world. Papaya Villa is a divine private home warmly welcoming a party of eight guests.

Property Name: PAUL MITCHELL ESTATE

Prices

Price Category:: $3000 + Per Night
: Beachfront Lanikai
Oahu

Palm Ratings

This incredible estate was the dream home of the late, world renowned hair care guru, Paul Mitchell. The Paul Mitchell estate combines contemporary amenities with superb traditional island craftsmanship. Carey Smoot of Source Tropical designed the estate as an early Hawaiian ideal with materials from Hawaii and Indonesia. The result is one of the most beautiful homes in Hawaii. Breathtaking ocean views, tropical structures with a soft and welcoming decor and the ideal beach location compare to none.

Property Name: PEONY BLOSSOM

Prices

Price Category:: $900 - $1,500 Per Night
: Beachfront Kailua
Oahu

Palm Ratings

You can't get any closer to the beach than staying right on it! This Kailua beachfront home opens out onto a cool, grassy lawn that transitions to the white sand beach only steps beyond. Whether you take a dip in the private pool or in the ocean itself, you'll have immediate access to all the splendors that picturesque Kailua has to offer by staying in this Oahu beach rental. The home's airy, 4 bedroom, 4 bath layout has enough room for 8 guests to have an amazing luxury Hawaiian vacation.

Property Name: PLANTATION PARADISE

Prices

Price Category:: * Call For Pricing
: Beachfront Kailua
Oahu

Palm Ratings

Plantation Paradise is a paradise located minutes from anything yet a million miles from everything. Situated on a two and a half mile stretch, Plantation Paradise offers access to one of the best beaches in the world. Plantation Paradise at Kailua Bay combines ideal climate with breathtaking scenery. Designed as a tribute to old Hawaii, Kailua's Plantation Paradise brings harmony between sea, land and sky. It is a lifestyle nothing less then perfect!

Property Name: PRECIOUS SHORELINE

Prices

Price Category:: $900 - $1,500 Per Night
: Beachfront Lanikai
Oahu

Palm Ratings

How would you like to stay in a vacation rental that was once the home of Vegas entertainer Don Ho? Live like Hawaiian royalty in this luxury oceanfront estate in the famous neighborhood of Lanikai. From its location along one of the most famous beaches in Hawaii to its authentic Hawaiian décor, Precious Shoreline is the vacation home that captures the essence of local Hawaiian living.

Property Name: ROSE QUARTZ

Prices

Price Category:: $1,500 - $2,000 Per Night
: Beachfront Lanikai
Oahu

Palm Ratings

Clean, bright and beachy fun are just a few ways to describe this sprawling U-shaped 6,000 square foot Lanikai villa. Sitting along one of the most beautiful white sandy beaches on Oahu, Rose Quartz is a one-of-a-kind Oahu vacation home for Hawaii travelers. Picnic on the beach, enjoy the turquoise blue views, or walk down the street for a refreshing shaved ice. Tucked in between multi-million dollar estates and verdant tropical foliage, this luxury vacation home is sure to fulfill your every expectation.

Property Name: ROYAL HORIZON

Prices

Price Category:: $3000 + Per Night
: Beachfront Lanikai
Oahu

Palm Ratings

Royal Horizon is an elegant estate on one of Oahu's most desirable beaches. Lanikai Beach, voted "Best Hawaii Beach" by the Travel Channel. Contemporary decor with a fresh island accent flows through every room of the house. The expansive living areas are phenomenal! Direct unobstructed ocean views are seen from any of the sitting areas. Additional amenities include the gym, office/den with piano and entertainment room.

Property Name: SAIL AWAY

Prices

Price Category:: $1,500 - $2,000 Per Night
: Oceanfront Lanikai
Oahu

Palm Ratings

Escape to a tropical paradise for your dream vacation at Sail Away. This awe inspiring Oahu luxury vacation rental will simply take your breath away. With views of the sparkling Pacific and Mokulua Islands and easy access to one of America's best beaches, this truly is a match made in heaven. The protected reef offers safe swimming for children and the tranquil beach town atmosphere is preserved by limited access to the beach via a small one way loop. 4 bedrooms offer sleeping for up to 8 guests whilst the separate ohana (which can be booked together with the main house) has 2 bedrooms and can accommodate a further 4 people.

Property Name: Seashore

Prices

Price Category:: $900 - $1,500 Per Night
: Beachfront Kailua
Oahu

Palm Ratings

Seashore description coming soon!

Property Name: SEASIDE DUSK

Prices

Price Category:: $1,500 - $2,000 Per Night
: Beachfront Kailua
Oahu

Palm Ratings

Seaside Dusk's impeccable location and polished features accentuate this 3,500 sq ft lustrous estate. The great room is a special gathering space equipped to entertain for any occasion. Luminous ocean views set the backdrop. Tropical breezes flow easily throughout the intertwined indoor areas, lanai and pool deck. Indulge in this elegant find located on Kailua Beach-one of Oahu's most desired beaches with white soft sand and playful waters.

Property Name: SEAWORTHY

Prices

Price Category:: * Call For Pricing
: Beachfront Kailua
Oahu

Palm Ratings

Seaworthy is the epitome of beachfront living. This property is the classical combination of our lovely Plantation Paradise and Kailua Bali to form the 9 bedroom, 11 bath, Seaworthy. Accommodating the most prestigious guests and staff including President Obama, Seaworthy is an illustrious location for any corporate retreat or family reunion. Located on the soft white sands of Kailua Beach, this home combines ideal climate with breathtaking scenery. Kailua Beach offers calm waters year round while boasting amazing sunset and ocean views.

Property Name: SPARKLING SANDS

Prices

Price Category:: $900 - $1,500 Per Night
: Beachfront Kailua
Oahu

Palm Ratings

Sparkling Sands, located directly on the three mile long white sand beach of Kailua, is part of an exclusive neighborhood that offers a private community pool, club house and tennis courts. The home features all the comfort and amenities of a luxury hotel in your own private setting. The large open spaces, the gorgeous master bedroom with its separate nursery, 4.5 additional spacious bedrooms, and gourmet kitchen let you enjoy a wonderful and relaxing vacation with your family and friends.

Property Name: SUN CORAL

Prices

Price Category:: $2,000 - $3,000 Per Night
: Beachfront Kailua
Oahu

Palm Ratings

Delight in this exquisite beachfront estate located on Oahu’s irresistible Kailua Beach-with a long stretch of sand and frolic-worthy waves. This beach is sure to grant any beach goer a day of fun in the sun! Just minutes away you will find the thriving Kailua town with bountiful entertainment, local cuisine, shops and boutiques. Kailua town is the superb location to compliment this phenomenal estate.

Property Name: SUNNYSIDE

Prices

Price Category:: $1,500 - $2,000 Per Night
: Oceanfront Lanikai
Oahu

Palm Ratings

You’ll love whiling away your vacation hours at this luxurious Oahu oceanfront villa that we have named Sunnyside. This elegant home languishes right beside the emerald seas of Lanikai Beach on Oahu’s sun-kissed windward coast. With the ocean just feet from your door, you will feel the stress easing away as you revel in the breathtaking natural beauty surrounding you. This premier vacation rental is only minutes away from shopping and restaurants in the nearby town of Kailua. The four fresh and airy bedrooms have an abundance of natural light and can comfortably sleep up to 8 guests on your dream Hawaiian vacation.

Property Name: SWEET BLOSSOM

Prices

Price Category:: $900 - $1,500 Per Night
: Oceanfront Kailua
Oahu

Palm Ratings

Take pleasure in this tropical hideaway-Sweet Blossom is sweetly enclosed in lushly landscaped grounds with ocean sounds and private pool. Sweet Blossom's location and spectacular views of Kailua Bay make this an unprecedented gem!

Property Name: TIMELESS JEWEL

Prices

Price Category:: * Call For Pricing
: Beachfront Kailua
Oahu

Palm Ratings

Overlooking the Pacific Ocean, Timeless Jewel is a stunning beachfront property on Kailua’s famed beach. Featuring Hawaiian Koa wood and stone throughout, the house imparts a feeling of elegance and style. Exquisite craftsmanship and beautiful furnishings offer guests luxurious comfort while being beachfront on one of the country's most highly rated beaches. Timeless Jewel is a perfect tropical destination.

Property Name: TOPAZ

Prices

Price Category:: $900 - $1,500 Per Night
: Beachfront Lanikai
Oahu

Palm Ratings

Topaz is a breathtaking luxury vacation home located on the island of Oahu and is situated on Lanikai beach, one of Hawaii's most famous beaches. Delight in the radiant colors of these calm waters that surround this lavish home. It's crystal blues and greens will mesmerize you as it's like nothing you have ever seen before! It's beauty is above and beyond your expectation. This wonderfully comfortable yet high-end cottage offers an ideal beachfront location with privacy and a pool but at the same time access to restaurants and shopping.

Property Name: TURTLE BEACH

Prices

Price Category:: $1,500 - $2,000 Per Night
: Beachfront Kailua
Oahu

Palm Ratings

This gorgeous beach home is perfectly situated with 100 ft of beachfront expanse directly on the world famous Kailua Beach. The site of international windsurfing competitions and great bodysurfing, Kailua Beach is a wonderfully active beach but also known for long sunny walks down stretches of soft white sand. Snorkeling, fishing, surfing and kayaking are just a few other activities within steps of this casual beach estate.

Property Name: WAYFINDER

Prices

Price Category:: $2,000 - $3,000 Per Night
: Oceanview Lanikai
Oahu

Palm Ratings

Situated on 8 tropical acres, Wayfinder is the ultimate getaway. Exquisite interiors, breathtaking views and wonderful natural sitting areas make this tropical villa exceptional. Privacy abounds. Wayfinder is surrounded by Royal Palms and tropical foliage adding to the elevated mountainside setting. Experience the most magical view of the Pacific Ocean, the Mokulua Islands and enchanting Lanikai! The pool is equally amazing and offers plenty of room to watch the sunset or enjoy an evening cocktail.

Property Name: WHITE SANDS

Prices

Price Category:: $900 - $1,500 Per Night
: Beachfront Kailua
Oahu

Palm Ratings

This plantation style beachfront home was designed to reflect traditional Hawaiian/Asian architecture while complimenting the beautiful, natural landscape of Kailua Beach. Kailua Beach is consistently chosen among the best beaches in the US.