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Oahu Plantation Estate - Located in Fabulous Kailua

Kailua , Oahu
5 Bedrooms | 5 Bathrooms | Sleeps 10

Home / Hawaii / Oahu / Oahu Plantation Estate - Located in Fabulous Kailua

About Property

The 5 bedroom 5.5 bath exclusive five-star Plantation Estate at Paradise Point at Kailua Bay, located in a gated community 25 minutes from Honolulu, offers classic beachfront elegance at its finest. If you desire the highest in quality, Paradise Point Estates is the best luxury beachfront rental in Kailua Bay. In December and January 2008-2011, President Barack Obama and his family personally selected the Plantation Estate as their holiday vacation home, establishing Paradise Point as the Obama Winter White House.

The Plantation Estate at Paradise Point on Kailua Bay is a single level 5 bedroom/6 bed, 5.5 bath beachfront luxury rental home.  Located on Kailua Beach on the windward shore of Oahu, the elegant, yet comfortable estate is recognized for its presidential and celebrity-level security and privacy.  The estate is ideal for a family vacation, a small corporate retreat or a romantic island getaway.  Occupancy is limited to 10 overnight guests and the entire estate, including the outdoor property, is a non-smoking environment.

Paradise Point Estates is a luxury beachfront rental built for security, comfort and elegance on Oahu’s Kailua Beach.  An Obama presidential vacation destination, the Plantation Estate is a rare jewel that comes fully appointed with plantation style finishes and furnishings from around the world.  The perfect setting for island romance, wake to a spectacular Kailua Beach sunrise from the master suite and bath, which features a soothing spa bathtub.

The center courtyard features a secluded lagoon-style pool, a pavilion and tropical waterfalls next to a lavish island hot tub spa. Natural stone fencing and native vegetation maintain privacy while revealing a magnificent view of Oahu’s windward shore.  All Hawaiian beaches are public. Paradise Point Estate(s) however, is located at the very end of the beach with its own private access, ensuring ample seclusion.  A dream come true, this air conditioned beachfront luxury rental offers indoor/outdoor five-star vacation living at its very finest.

Design Details:
Island Plantation Style
Interior Living Area: 4951 Sq. ft.
Exterior Covered Lanai: 1945 Sq. ft.
Total Covered Living Area: 6896 Sq. ft.
Land Area: 27,131 Sq. ft.

Location Details:
Kailua, Oahu, Hawaii

Residence Details:
5 Bedrooms
5.5 Bathrooms
Lagoon Style Pool
Hot Tub Spa
Fitness Center
Gourmet Kitchen
Media Room
Cable TV
Wireless High Speed Internet
Air Conditioning
Celebrity Level Security
Zoned Alarm System
Gated Community

Available Activities and Amenities:
Championship Golf Courses
World-Class Medical Facilities
Fine Dining/Entertainment
Health Club and Spa
Concierge Services
Dining Reservations
Personal Chef

Paradise Point Estates is located only 2 minutes from shopping in Kailua, minutes to a world-class medical facility and 25 minutes from the airport and Waikiki. The spacious single-level home is well appointed with personal items such as hairdryers and toiletries. Two washer/dryer combos are in the home for added convenience. Concierge service, a fitness center and celebrity level security is included in guest rentals. For an additional fee, rental guests may enjoy limitless services, including daily housekeeping, in-home massage, catering or the services of a professional chef.

Fitness Center:

Guests can maintain a workout schedule in the home’s fitness center that features top-of-the-line Life Fitness cardio and weight equipment including a treadmill, elliptical, bike, Summit Climber, Smith Machine, and dumbbell rack. The center is professionally appointed with a mirrored wall, hand towels, a refrigerator, an iPod dock, and a TV/Blu-ray player

Our complimentary concierge service is available to assist with dining reservations, tee times or to suggest and make arrangements for fun and entertaining island activities to enjoy while staying at Paradise Point.

Active guests can relax with an in-home massage after a day of swimming, kite-boarding or walking along Kailua Beach. An appointment with a professional masseuse can simply be arranged by our concierge. Service charges apply.

Personal Chef:
The kitchen has everything a guest needs to prepare meals on their own but a private chef can create lavish meals for a small family gathering or a celebration among friends. Service charges apply.

Celebrity Level Security:
Paradise Point is located on Kailua Beach in a gated community. Guests step from a secured entry on the property to a private motor court. The property has a zoned alarm system and is bordered on all non-ocean view sides by a six -foot lava wall fence.

Inter Island Travel:
Guests may need to travel to other Hawaiian islands during their stay at Paradise Point Estates. Whether plans are for business in Maui or volcano-watching on the Big Island, the concierge can assist with inter-island travel. Service charges apply.


Holiday Season : 6000 USD per night + Tax   Minimum Stay Required: 14 Nights

High Season : 4500 USD per night + Tax   Minimum Stay Required: 7 Nights

Low Season : 4500 USD per night + Tax   Minimum Stay Required: 5 Nights

Booking Notes

Rates are in US funds. Cleaning Fee: $1000.00 US Refundable Security Deposit: $7500.00 US. 2 week minimum rental over Christmas and New Years.


Property Type: Villa
Bedrooms: 5
Bathrooms: 5
Sleeps: 10
Pets: No
Smoking: No
Currency: USD
International Airport: 25 minute drive to airport
Beach: Beachfront
Golf: 5 minute drive to golf course
Dining: 1 minute drive to restaurants
Floor Area: 7066.00 sq. ft.
Facilites Included:
Nearby Activities:
Staff: Laundry
Additional Information:

The Need To Know

Cancellation Policy

Booking Terms

50% Deposit at time of reservation. Final payment due 90 days prior to arrival. All deposits are final and non- refundable. We accept cheque or bank transfer to our TICO Travel Industry Trust Account.

All Christmas and New Years “Festive Season” Reservations booked between December 14-January 10 are non-refundable.

TICO Registration 50020221 / 50020229

Tico Travel

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