The gorgeous wooden gateways of Obama’s Winter White House Retreat open to reveal a lush grotto area with a web of turquoise pools and hot tub ringed with lava rocks, waterfalls, stone bridges and green rainforest foliage – a world unto itself!

The spacious luxury house is laid out for luxury living with privacy, comfort and a special south eastern flare, punctuated by exquisite wood carvings which add a richness and mystic to compliment the special grounds and exotic location.

The lawn sits along the shoreline overlooking all of Kailua bay with views of the Mokulua Islets and even the neighbor islands of Lanai and Molokai on a clear day. An expansive, open lawn creates the perfect area to sun bathe and enjoy the clear evening skies.

The main house includes a gourmet kitchen, dining room, two seating areas and three bedrooms with en-suite baths. The master suite offers beautiful ocean views and adjoins a grand bathroom with separate tub and shower.

Two more bedroom suites open out into the pool courtyard as private retreats. The pool courtyard also features a full dining table, and two separate seating areas allowing you to take full advantage of the natural, tropical beauty.

Features and Amenities

  • Air conditioning
  • Formal dining area with seating for 10
  • Fully equipped kitchen
  • Dishwasher
  • Television
  • Wi-Fi

Outdoor Features

  • A lava-rock rimmed pool (heat optional) arranged with waterfall and connected hot tub
  • Alfresco dining
  • Barbeque
  • Terrace with lounge area


  • Non-smoking
  • Pets are not allowed


  • Jan. 5 – Jun 30, 2018$4,865/per night
  • Jul. 1 – Aug 31, 2018$4,865/per night
  • Sep. 1 – Nov 16, 2018$3,750/per night
  • Nov. 17 – Dec 15, 2018$4,865/per night
  • Dec. 16, 2018 – Jan. 4, 2019 Upon Request
  • Jan. 5 – Jun 30, 2019$4,865/per night

All rates vary depending on the number of guests in the party, length of stay and time of year. Higher rates apply during the holiday seasons-please note tax is not included in the quoted rates. Minimum night stay applies, rates and fees subject to change without notice.

Taxes and Fees

  • TAT Tax10,25%
  • Security Deposit$10,000
  • Cleaning Fee$1,500
  • GET Tax4,71%

Rental Information

  • Check In3:00 PM
  • Check Out10:00 AM
  • Max Guests10

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Property Features

  • Air conditioning
  • Ceiling fans
  • Dishwasher
  • DVD player
  • Formal dining area with seating for 8
  • Fully equipped kitchen
  • Television
  • Washer/Dryer
  • Wi-Fi