Castle Point Estate by Gather: Oceanfront w/Pool, Spa & Lanais | House in Kailua

At Castle Point Estate in Kailua, panoramic views of Kailua Bay and the Mokulua Islands unfold from a nearly 33,000-square-foot parcel with over 110 feet of ocean frontage. This Balinese-Hawaiian-inspired single-level estate blends exclusivity with resort-style living, once serving as the private holiday retreat of a former U.S. President.
What You’ll Love About Castle Point Estate
• Panoramic views of Kailua Bay and Mokulua Islands
• Gorgeous pool, spa with waterfall, and private gym
• Over 2,000 square feet of covered lanais and walkways
• Chef’s kitchen with Sub-Zero, Wolf, Bosch, and Miele appliances
• History of prestige and privacy with double-gated entry
Living & Dining
Soaring open-beam ceilings, travertine, and hardwood floors set the tone for timeless elegance. Expansive living spaces flow onto multiple covered lanais, creating effortless transitions from indoor relaxation to outdoor gathering. Natural light fills the interiors, framing ocean and garden views at every turn.
Chef-Ready Kitchen
Designed for both gourmet cooking and casual meals, the kitchen is outfitted with two Sub-Zero refrigerators, a Wolf gas range, dual Bosch dishwashers, double sinks, and a built-in Miele coffee maker. Ample counter space and thoughtful design make entertaining seamless.
Outdoor Oasis
Resort-style amenities define the estate’s outdoor spaces. A serene pool with spa and waterfall serves as the centerpiece, while lush tropical landscaping and ocean breezes create a sanctuary-like setting. Over 2,000 square feet of lanais and walkways invite lounging, dining, and sunset watching.
Sleeping Quarters
• Primary Suite – King bed, ensuite bath, garden view with partial ocean view, walk-in closet, split AC, room-darkening curtains
• Guest Suite 2 – King bed, ensuite bath, split AC, shades
• Guest Suite 3 – Two queen beds, ensuite bath, garden view, split AC, shades
• Guest Suite 4 – King bed, ensuite bath, garden view, split AC, shades
• Guest Suite 5 – Double bed, ensuite bath, garden view, split AC, shades
• Pool House – Twin bed, split AC
Extras
A new standing seam aluminum roof, five solar attic fans, and a mix of central and split AC ensure comfort and efficiency year-round. Private gym facilities, security gates, and ample parking add to the estate’s exclusivity.
Nearby
• 19 miles from Honolulu International Airport (HNL)
• Minutes to Kailua Town, Mid Pacific Country Club, golf, dining, shopping, and world-class water sports
Good to Know
Standard occupancy for this property is 10 guests; extra fees apply for additional guests. Utility fee of $2,000 per month.
The property will be made exclusively available to the renter for a full period of 30-days and no one else may occupy the property during that period. Rates based on a 30 day rental period. Please Inquire.
Tax ID & TMK
TAT: TA-058-138-3680-01
TMK: 1430220150002
Reserve your dates at Castle Point Estate and experience the pinnacle of oceanfront living on Kailua’s private peninsula.
Please note that this home is currently for sale:
Discover the pinnacle of oceanfront living at Castle Point Estate, offering ultimate privacy, unmatched views & a rare double-gated entrance on a private peninsula. This one-of-a-kind estate boasts panoramic views of Kailua Bay & the Mokulua Islands from its generous nearly 33,000 sf parcel w/ over 110 linear ft of ocean frontage. This Balinese-Hawaiian-inspired single-level estate offers a history of prestige & exclusivity, as it was once the holiday retreat of a former U.S. President. The gracious interior flows seamlessly onto over 2,000 sf of covered lanais, walkways & lush tropical grounds. A new standing seam aluminum roof & 5 solar attic fans, plus central & split AC, ensure comfort & efficiency year round. Chef’s kitchen features 2 Sub-Zeros, 2 sinks, 2 Bosch dishwashers, Miele coffee maker & Wolf gas range. Soaring open beam ceilings, travertine & hardwood floors add timeless elegance & charm. Resort-style amenities include a pool, spa w/waterfall & fully equipped gym. Just 19 mi from HNL Int’l Airport for easy access & minutes to Kailua Town, Mid Pacific Country Club, golf, dining, shopping & world class water sports—Welcome home to your true island sanctuary!

Castle Point Estate by Gather: Oceanfront w/Pool, Spa & Lanais is located in Kailua. Castle Point Estate by Gather: Oceanfront w/Pool, Spa & Lanais provides accommodation, featuring Air Conditioner, Parking, Pool, among other amenities. This House features Air Conditioner, Parking, Pool, to make your stay a comfortable one.

Castle Point Estate by Gather: Oceanfront w/Pool, Spa & Lanais has 6 Bedrooms , 7 Bathrooms, and max occupancy of 12 persons. The minimum rental for this property is 1 night, but this can change depending on the season you plan on staying. Previous guests have rated it 2, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Kailua has interesting places to visit. If you want to learn more about the House in Kailua, such as places to visit and things to do nearby, you can check below to learn more.