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Cypress Point - Pebble Beach House - Oceanview Luxury at Cypress Point
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Reviews
9.8 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 10
Popular amenities
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
1 Queen Bed
Bedroom 5
2 Single Beds
4 bathrooms, 1 half bathroom
Bathroom 1
Toilet · Jetted bathtub
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Half Bath
Toilet
Spaces
Deck or patio
Kitchen
About this property
Cypress Point - Pebble Beach House - Oceanview Luxury at Cypress Point
With dramatic ocean views from the entire top floor, this luxury estate is located on the first hole of Cypress Point—one of the most exclusive golf courses in the world. "Champagne at Five" was the original owners' motto, and it's easy to see why: this home was made for entertaining. Drive down a private lane onto a circular driveway with parking for over a dozen cars…a rarity in Pebble Beach.
Double doors open to a light-filled entryway and a large living room with wall-to-wall glass. Skylights spill sunshine throughout the open floor plan, while travertine-like flooring increases the feeling of warmth, spaciousness and calm.
Built in the 50s by legendary golfer Loma Smith, this mid-century modern was brought back to life by a talented design team who honored the original—while incorporating every modern luxury. The living room—with a large fireplace and 56" Smart TV—overlooks the golf course and a vast swath of the Pacific. Two love seats, a ten-foot sofa, four armchairs, and cushions on the hearth supply ample seating. The bar—with TV, full-sized refrigerator, double sink, and a second prep kitchen—features a wall of trophies, photos and memorabilia that illuminate this home's place in Pebble Beach history and the golden age of golf.
In the kitchen, the designers retained the retro feel with the original Geneva cabinetry, while updating it with solid surface countertops and stainless steel appliances, including two Kitchenaid convection ovens with warming drawers, a five-burner gas cooktop, a built-in desk and a 42" table for casual dining. The formal dining room seats 12.
In the Master Suite (with ocean, forest, and golf course views), two upholstered chairs invite conversation or contemplation, while a luxurious Serta iComfort King bed guarantees restful nights. The walk-in closet—with ten individual closets (hanging, drawers, accessories)—is a testimony to another era, and the perfect spot for a bride-to-be to prepare for her special day. The master bath has double sinks, a walk-in shower, and a new jetted tub.
A second guest room off the entry has ocean views, a King bed, reading chair, and a built-in TV. The en suite bath—with its original pink decor—is a nostalgic nod to the past. On the opposite end of the upper floor, a soothing seafoam palette in the third guest room mirrors the ocean views. This suite has a King bed, a bath with a tub/shower, and a small vanity set in grey and white Carrera marble.
Downstairs, two bedrooms share a spacious bath with a double vanity, large walk-in shower, and a separate toilet compartment. The first bedroom, decorated in sunny yellows, has two extra-long twin trundle beds. Pass through the bedroom and bath to enter a Queen bedroom (with a second, private entrance via a covered stairway to the upper floor).
The Cypress Point estate features an oversized two car garage, a laundry room with extra capacity washer/dryer, and televisions in all bedrooms, living room, kitchen and bar. The covered, 900 square foot ocean view upper deck has a barbecue, two chaise lounge chairs, and two outdoor dining tables with seating for eight.
Double doors open to a light-filled entryway and a large living room with wall-to-wall glass. Skylights spill sunshine throughout the open floor plan, while travertine-like flooring increases the feeling of warmth, spaciousness and calm.
Built in the 50s by legendary golfer Loma Smith, this mid-century modern was brought back to life by a talented design team who honored the original—while incorporating every modern luxury. The living room—with a large fireplace and 56" Smart TV—overlooks the golf course and a vast swath of the Pacific. Two love seats, a ten-foot sofa, four armchairs, and cushions on the hearth supply ample seating. The bar—with TV, full-sized refrigerator, double sink, and a second prep kitchen—features a wall of trophies, photos and memorabilia that illuminate this home's place in Pebble Beach history and the golden age of golf.
In the kitchen, the designers retained the retro feel with the original Geneva cabinetry, while updating it with solid surface countertops and stainless steel appliances, including two Kitchenaid convection ovens with warming drawers, a five-burner gas cooktop, a built-in desk and a 42" table for casual dining. The formal dining room seats 12.
In the Master Suite (with ocean, forest, and golf course views), two upholstered chairs invite conversation or contemplation, while a luxurious Serta iComfort King bed guarantees restful nights. The walk-in closet—with ten individual closets (hanging, drawers, accessories)—is a testimony to another era, and the perfect spot for a bride-to-be to prepare for her special day. The master bath has double sinks, a walk-in shower, and a new jetted tub.
A second guest room off the entry has ocean views, a King bed, reading chair, and a built-in TV. The en suite bath—with its original pink decor—is a nostalgic nod to the past. On the opposite end of the upper floor, a soothing seafoam palette in the third guest room mirrors the ocean views. This suite has a King bed, a bath with a tub/shower, and a small vanity set in grey and white Carrera marble.
Downstairs, two bedrooms share a spacious bath with a double vanity, large walk-in shower, and a separate toilet compartment. The first bedroom, decorated in sunny yellows, has two extra-long twin trundle beds. Pass through the bedroom and bath to enter a Queen bedroom (with a second, private entrance via a covered stairway to the upper floor).
The Cypress Point estate features an oversized two car garage, a laundry room with extra capacity washer/dryer, and televisions in all bedrooms, living room, kitchen and bar. The covered, 900 square foot ocean view upper deck has a barbecue, two chaise lounge chairs, and two outdoor dining tables with seating for eight.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Outdoor space
Parking available
Ocean view
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9.6 out of 10, Exceptional, (10 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Property Registration Number VR000643
About the area
Pebble Beach
Located in Pebble Beach, this holiday home is next to a golf course and by the sea. Pebble Beach Golf Links and Fisherman's Wharf are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Carmel Beach and Monterey Bay. Check out an event or a game at WeatherTech Raceway Laguna Seca, and consider making time for Monterey Bay Aquarium, a top attraction not to be missed. Spend some time exploring the area's activities, including golfing.

Pebble Beach, CA
What's nearby
- 17-Mile Drive - 2 min walk - 0.2 km
- Cypress Point Golf Club - 6 min walk - 0.6 km
- Peter Hay Golf Course - 3 min drive - 2.2 km
- Spyglass Hill Golf Course - 4 min drive - 3.3 km
- Lone Cypress Pine - 9 min drive - 1.9 km
Getting around
Restaurants
- Roy's at Pebble Beach - 10 min drive
- Carmel Valley Coffee Roasting Company - 10 min drive
- Belas DFAC - 11 min drive
- Carmel Bakery and Coffee Company - 10 min drive
- The Bench - 10 min drive
Frequently asked questions
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.6/10
Cleanliness
9.6/10
Check-in
9.8/10
Communication
10/10
Location
9.6/10
Listing accuracy
Reviews
From a partner site
21 August 2025
Verified
10/10 Excellent
Dave C.
12 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Golf Trip
Dave C.
Stayed 5 nights in Apr 2024
Verified
10/10 Excellent
heather r.
8 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful
heather r.
Stayed 6 nights in May 2024
Verified
10/10 Excellent
Liz D.
24 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Paradise
Liz D.
Stayed 6 nights in Aug 2023
Verified
10/10 Excellent
Elena V.
26 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay
Elena V.
Stayed 5 nights in Jul 2024
Verified
10/10 Excellent
Kathleen C.
19 February 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
20-million-dollar views
Kathleen C.
Stayed 5 nights in Jan 2025
Verified
10/10 Excellent
alison q.
24 March 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Post Covid family vacay
alison q.
Stayed 5 nights in Mar 2021
Verified
10/10 Excellent
Toby P.
28 June 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the Views
Toby P.
Stayed 5 nights in Jun 2022
Verified
2/10 Terrible
Kait M.
4 August 2025
Liked: Location
Disliked: Cleanliness, check-in, listing accuracy
Deceptive listing
Kait M.
Stayed 5 nights in Jul 2025
Verified
10/10 Excellent
fonerules
28 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy


fonerules
Stayed 6 nights in Sep 2025
From a partner site
10/10 Excellent
Peter A.
9 January 2023
Cypress Point New Year
Peter A.
From a partner site
10/10 Excellent
Ben D.
17 December 2022
👍
Ben D.
Verified
10/10 Excellent
Phil C.
17 July 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful location
Phil C.
Stayed 7 nights in Jul 2022
From a partner site
10/10 Excellent
Marc D.
22 March 2022
Cypress Point property always a winner
Marc D.
Verified
10/10 Excellent
jennifer s.
28 November 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing house on Cypress Golf Course off of 17 mile drive
jennifer s.
Stayed 5 nights in Nov 2021
Verified
10/10 Excellent
Jim C.
5 October 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Location
Jim C.
Stayed 5 nights in Sep 2021
From a partner site
10/10 Excellent
Gayle S.
30 September 2021
CARMEL
Gayle S.
Stayed 5 nights in Sep 2021
From a partner site
10/10 Excellent
Stephanie A.
15 September 2021
Peaceful oasis
Stephanie A.
Verified
10/10 Excellent
Grace C.
9 August 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect!
Grace C.
Stayed 7 nights in Aug 2021
Verified
10/10 Excellent
Claudia C.
21 June 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful stay at Cypress in Pebble Beach!
Claudia C.
Stayed 5 nights in Jun 2021
Verified
10/10 Excellent
Maureen F.
29 May 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Superb house
Maureen F.
Stayed 5 nights in May 2021
From a partner site
10/10 Excellent
Marc D.
18 May 2021
Our home away from home in Pebble Beach
Marc D.
From a partner site
10/10 Excellent
John R.
12 April 2021
Cali Cool
John R.
Verified
10/10 Excellent
Dr. Jill M.
28 March 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Heaven
Dr. Jill M.
Stayed 9 nights in Mar 2021
Verified
10/10 Excellent
Dr. Jill M.
4 January 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Soul renewing beauty in the house and out
Dr. Jill M.
Stayed 9 nights in Dec 2020
About the host
Hosted by Michael Wiederholt
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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