Luxury vacation rentals Kailua, Oahu Hawaii

Property Name: BAREFOOT BAY

Prices

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

Palm Ratings

This laidback Kailua beach house named "Barefoot Bay" combines antique missionary charm with modern Oahu luxury. Sitting directly on Kailua beach, this luxury Oahu rental boasts priceless tropical views of the picturesque Pacific Ocean. Watch the glittering waters from the expansive lawn, covered lanai or complete outdoor entertainment cabana. If you want to get in the water, you can choose between walking down to the beach or indulging in the Kailua home's Jacuzzi or full swimming pool.

Property Name: BEACH CROSSING

Prices

Price Category:: $500 - $900 Per Night
: Across The Street From the Beach Kailua
Oahu

Palm Ratings

Beach Crossing is a lovely and fresh beachside home. Just 4 houses from #1 rated Kailua Beach in a friendly neighborhood, Beach Crossing offers a stressfree vacation on Oahu. Start your day with a beautiful sunrise over the ocean from the upstairs Master suite deck and finish with cocktails, poolside. Beach Crossing is a terrific option for a party of 8-10 guests who desire a pool and easy beach access.

Property Name: BLUE BELLE

Prices

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

Palm Ratings

Old Hawaiian charm meets luxury oceanfront living in this delightful vacation rental along Oahu’s famous Lanikai Beach. Blue Belle is a 2,500 square foot home that captures the essence of Hawaiian plantation design with its large open decks and lush tropical landscaping. Two houses make up the accommodations at Blue Belle for the ultimate privacy of multi-family parties.

Property Name: BLUE WAVE

Prices

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

Palm Ratings

Blue Wave's unsurpassed location encompasses the stunning natural beauty of Lanikai and access to Kailua and Lanikai Beaches, two of Oahu's most sought after. Experience the pristine stretches of sand and playful torquoise waters. This newly built beachfront home defines well "a paradise found". This extravagant oasis has over 5,000 square feet of living space.

Property Name: GRAND PAVILION

Prices

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

Palm Ratings

Grand Pavilion is a one-of-a-kind beachfront estate on Kailua Bay. A rare find in a quaint beach town, this 10 bedroom, 11.5 bath estate, is a finely appointed mansion on one of the worlds most spectacular beaches. Enjoy the custom-made and expansive pool with two wading areas. Relax in the Jacuzzi, or entertain in the barbeque and lounging area that connects the private pool to the front lawn opening onto the ocean, whatever your preference, prepare to repose and fall in love with Hawaii!

Property Name: HULA BREEZE

Prices

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

Palm Ratings

Hula Breeze is a classic beach front home. This homely five bedroom, four bath beachfront home with pool is ideal for a family vacation or relaxing getaway. Located on Kailua Beach, rated the best beach in the US by Conde Naste, and minutes from Kailua town for endless fun.

Property Name: IMPERIAL POINT

Prices

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

Palm Ratings

Imperial Point is a gated Hawaiian Estate offering unsurpassed, beachfront elegance. Constructed in 2008, this property features two buildings connected by a private, pool-lounge area. Views of the ocean from every bedroom and custom hand-made furniture make this luxury estate unforgettable.

Property Name: INDIGO WATERS

Prices

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

Palm Ratings

Indigo Waters is nestled in the small town of Waimanalo located on the eastern shores of Oahu. Waimanalo's simple pace, soft sandy beaches and ravishing indigo views make this location perfect for a relaxing Hawaii vacation. This tropical oceanfront estate consists of four bedrooms and three and a half baths, comfortably accommodating a party of eight guests. The layout is enchanting, designed to capture endless aqua views and entertainment for any occasion.

Property Name: Island Living

Prices

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

Palm Ratings

Property description coming soon!

Property Name: ISLAND TRADITIONS

Prices

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

Palm Ratings

Enter this magnificently decorated home where Bali chic meets island elegance. Island Traditions is a one-of-a-kind luxury oceanfront vacation home in the exclusive beach town of Lanikai. Replete with unique architectural details and handcrafted wood furnishings, this is a beach house fit for a celebrity. Enter the 6,000 square foot main residence through a private gate and take in the grandeur of this unique Lanikai home.

Property Name: JOVIAL SUN

Prices

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

Palm Ratings

Experience island beachfront living like a true local at Jovial Sun. This amazing vacation home is unlike any other with its choice location along a secluded portion of Kailua Beach and its luxurious design and décor. With five bedrooms and five baths, this house is perfect for large families or groups of friends who want to enjoy the laidback beachside living of Kailua Town.

Property Name: JUBILEE

Prices

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

Palm Ratings

Located directly on the beautiful Kailua Beach, Jubilee is casual beachfront living at its best. A large covered lanai overlooks an expansive, enclosed yard and 59 linear feet of beach frontage. Blue sky and white sand are literally at your doorstep.

Property Name: KAILUA BALI

Prices

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

Palm Ratings

Kailua Bali is a serene oasis situated perfectly in the heart of Kailua Bay. Kailua is a playful town filled with unlimited activities, entertainment, landmarks, and world renowned beaches. Delight in the tropical essence Kailua Bali has to offer. This beachfront hideaway offers both exquisite interiors and majestic ocean views set on the soft sands of Kailua Beach.

Property Name: KAILUA PASSION

Prices

Price Category:: $1,500 - $2,000 Per Night
: Across The Street From the Beach Kailua
Oahu

Palm Ratings

Kailua Passion is a charming newly built haven located in the heart of Kailua town. Explore activities, restaurants and miles of beach within steps of your front door!

Property Name: LANIKAI WISHES

Prices

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

Palm Ratings

Lanikai Wishes is a charming plantation home with endless classic luxuries. Enjoy the priceless location and unique expressions this nestled gated property has to offer - Perfect for a family retreat! A large open living area with tropical decor accents this simple but, charming home. A twist of new appliances, furnishings and upgraded bathrooms create the fine luxuries and a traditional touch. Enjoy modern technologies, television VCR/DVD and high speed wireless Internet, while reminiscing in old Hawaiian charm.

Property Name: MANGO SOL ESTATE

Prices

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

Palm Ratings

Mango Sol Estate is the essence of beach living. Enjoy comfort, space, convenience and all the amenities you expect of a beachfront vacation home. Mango Sol Estate is perfectly situated on Kailua Beach for long walks along the sparkling shores and breath taking views of the Mokolua islands and the Pacific Ocean. The expansive beach side lawn creates an additional sense of privacy between the home and the popular beach. Kailua Beach is made of fine sand with a sandy bottom for swimming.

Property Name: OAHU RIVIERA

Prices

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

Palm Ratings

Oahu Riviera is an impeccable home encompassing superior quality, outstanding views of turquoise blue waters, privacy and convenience. Perched above Lanikai Beach, Oahu Riviera is designed to capture the spirit of indoor/outdoor living with an open floor plan. Lanikai is known as an affluent enclave providing privacy, majestic views and a peaceful comfortable holiday.

Property Name: OCEAN BLISS

Prices

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

Palm Ratings

Ocean Bliss invites you to the natural beauty of Lanikai. Ideally located between Kailua Beach and Lanikai Beach, this home provides magnificent views of Flat Island and the crystal turquoise waters of Kailua Bay. Ocean Bliss is a short five minute drive to Kailua town with its bustling boutique shopping, several cafes, and quaint dining spots. Whatever you are craving from a fresh fruit smoothie to a local favorite plate lunch, there is no shortage of options. Kailua/Lanikai is also just thirty minutes from the airport and downtown Honolulu.

Property Name: PACIFIC RIM

Prices

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

Palm Ratings

Pacific Rim exemplifies beach living and is the perfect home for a sprightly sandy vacation! Its simple pleasures and transcending location will satisfy your beachfront desires. Pacific Rim is located just a short drive from delightful Kailua town offering a refreshing yet relaxing energy with activities, shops and island cuisines.

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.