Hualalai Hillside Penthouse Oceanview Retreat | House in Kailua-Kona

10.0 (29 Reviews) |   3 Bedrooms  3 Bathrooms  6 Guests  Stay&Play
Kaupulehu House | Hualalai Hillside Penthouse Oceanview Retreat

3 Bedroom House in Kaupulehu, Kailua-Kona

One of only seven Hualalai Penthouse Villas. Upper-level Villa featuring single level interior with over 4,200 sq feet of living and lanai space. Hear the sounds of the Pacific Ocean while enjoying the beautiful close unobstructed ocean and beach views from the generous wraparound lanai. You may even see whales from the lanai during their seasonal migration. Villa overlooks the 18th Fairway around to the shoreline along the 16th fairway. Quick access to the golf cart and walking path located next to garage. The Residents’ Beach House Restaurant is a brief two-minute golf cart ride away!
Flexible check-in / check-out times thru 2025!
Feel the ocean breeze as you step onto the wraparound lanai of Hillside Penthouse Oceanview Retreat, where every room unveils unbelievable ocean, beach, and golf course views that take your breath away. Perfect for couples or families outgrowing a Four Seasons room but not ready for a sprawling estate, this rare 3-bedroom penthouse—one of only seven at Hualalai—offers over 4,200 sq. ft. of luxury, with a lanai spanning the entire length of the villa. Sip coffee from your gourmet kitchen’s Jura espresso machine, then gather for a breakfast on the lanai, spotting whales in the distance as the 18th Fairway gleams below. Spend your day at the Hillside pool or relax in cabana-style lounges with ancient fishponds in sight, knowing Four Seasons amenities are just a golf cart ride away. This is your gateway to Hualalai’s finest.
OVERVIEW
• 2,632 square feet (interior); wraparound lanai, 1,545 square feet
• State-of-the art décor featuring vibrant hues of blue and turquoise offer a tranquil ambiance
• Pristine Hillside residential pool, spa and BBQ available just a few steps from the villa. No resort fees required for pool access.
• Experience the benefit of complimentary maid service
• No departure cleaning fees!
LANAI FEATURES
• Both ocean, beach and sunset views rarely found at other Hualalai properties
• Exceptionally spacious wraparound lanai perfect for relaxation and entertaining. Two large dining tables – both comfortably seat 6. Gas BBQ.
• Various seating areas with sofas, chairs and cabana-style lounges
GREAT ROOM AND DINING ROOM
• Close ocean, beach, sunset and golf course views and sunset views
• Floor-to-ceiling sliding pocket doors disappear and join the wraparound lanai area – Indoor/Outdoor living at its finest!
• Unique custom hand-finished furniture; original artwork and sculptures
• 85" TV with AppleTV; central sound system throughout the Villa
• Ample plush seating and comfortable day bed
• Formal dining area seats 8 – door access leads to the lanai space
KITCHEN
• Stunning ocean views and easy access to the lanai
• Fully-equipped chef’s gourmet kitchen with high-end appliances, including dual ovens, microwave, Bosch dishwasher, ice maker and wine cooler. Bar seating for two.
• Enjoy Jura S8 Fully Automatic Espresso & Coffee Machine. Fully automatic one-button brewing of 15 drinks: flat white, caffè latte, latte macchiato, espresso macchiato and cappuccino.
BEDROOMS
SPACIOUS GRAND MASTER SUITE | Close Ocean, Beach, Golf Course and Sunset Views
• Luxury king bed. South and 180-degree west-facing ocean and sunset views; you can hear the waves! Easy access to the lanai and cabana-style chaise. Sitting area with day bed.
• En-suite bathroom with large soaking jetted tub and dual vanities. Large walk-in closet with built-in bureaus and glassed-in wardrobe closets. Personal safe for valuables.
• Large desk with combo printer/scanner/fax
• 55" TV with Apple TV; iPod docking station
JUNIOR MASTER SUITE | Close Ocean, Beach, Golf Course and Sunset Views
• Luxury king bed. Access to lanai and cabana-style chaise. Large en-suite bathroom with dual vanities, oversized walk-in shower and soaking tub
• Large walk-in closet. Personal safe for valuables. TV with AppleTV access and iPod docking station
GARDEN SUITE | Mountain and Tropical Garden Views
• King bed that may be converted to two twin beds. En suite bathroom with shower/tub. Separate lanai space with seating. TV with AppleTV access
OTHER FEATURES AND AMENITIES
• Powder room. Laundry room has deluxe steam washer and steam dryer
• High-quality linens and towels. Spa robes for each bedroom. Hualalai-quality arrival bath products provided.
• Two newer model 4-person golf carts; 3-car garage; private parking area
• Complimentary maid service. Grocery shopping service available.
• Zoned air conditioning and ceiling fans throughout. WIFI throughout.
• Beach towels, upscale beach chairs, cooler and umbrella provided
• Pack’n play, high chair and diaper genie provided; crib and other baby items rental available
• Air Filtration: 4 highest quality and extremely quiet IQ brand air purifiers for each bedroom and the great room. Will clean air of smallest particulates including those found in VOG. Good for people with allergies. Further details available.
• Villa is impeccably maintained and professionally managed by Kema Kama
• Kema Kama Property Manager available to assist you throughout your stay
• You will be personally greeted upon arrival and a full orientation of the features and amenities of the home will be provided. A delicious array of snacks will be waiting for you.
• We craft Kema Kama Signature LUXcursions especially for you. Guests tell us these once-in-a-lifetime experiences create lifelong unforgettable cherished memories. Cultural experiences may be included.
• Access to our Preferred Private Chef list
GUEST PRIVILEGES AND RESORT FEES
• Access to Club Concierge if paying resort fees; resort charging privileges for Four Seasons pools, spa, tennis, golf, fitness center, restaurants and other resort amenities (no access to the Owners' Canoe Club or Ke'olu Golf Course) if paying resort fees.
• The daily resort fees vary throughout the year from $75/day for each adult to $230/day for each adult. Resort fees for children ages 5-13 range from $37/day to $115/day. Resort Policies also vary throughout the year.
• All details, including options for paying the resort fees, are available upon request. Note: Should guest choose to Opt Out of paying daily resort fees, Guest will still have access to the beach and restaurants.
PROFESSIONALLY MANAGED
The Hillside Penthouse Villa retreat is professionally managed by Kema Kama, a real estate brokerage licensed in the State of Hawaii, known for superior standards and consistent quality for over 12 years at Hualalai. Kema offers dependable service and prompt communication with guests. The Kema Kama team of property management professionals are dedicated to excellence and will assure that your stay is exceptional.
TA-030-015-8976-01; GE-030-015-8976-01; STVR-19-351947

Hualalai Hillside Penthouse Oceanview Retreat is located in Kaupulehu. Hualalai Hillside Penthouse Oceanview Retreat provides accommodation, featuring TV, Ocean View, Balcony/Terrace, among other amenities. This House features TV, Ocean View, Balcony/Terrace, to make your stay a comfortable one.

Hualalai Hillside Penthouse Oceanview Retreat has 3 Bedrooms , 3 Bathrooms, and max occupancy of 6 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, 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 Kaupulehu has interesting places to visit. If you want to learn more about the House in Kaupulehu, such as places to visit and things to do nearby, you can check below to learn more.

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Unique Amenities

  • Air Conditioner
  • Parking
  • Pool
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Oceanfront
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Guest Services
  • Entertainment
  • Breakfast
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Hot Tub
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Check-in Check-in time starts at 3:00 pm contactless check-in available minimum check-in age: 25
Check-out Check-out before 11:00 am contactless check-out available
Child Policy Children are welcome.
Pet Policy Pets not allowed
Other Policy 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 host has indicated there is a smoke detector on the property host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip onsite parties or group events are strictly prohibited property registration number ge-030-015-8976-01, ta-030-015-8976-01 safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation this property uses eco-friendly cleaning products
 
Kailua-Kona, 96740, United States

What Our Guests say 500 + Reviews

Jan 17, 2025 02:12:58 AM
Summary: Beautiful luxury condo on the Four Seasons Hualalai resort property. Lovely and spacious interiors, beautiful views, lava rock & beach trails and pool, plus ability to access hotel amenities (for an extra daily fee). Great property management. Amazing home base for a special occasion!
Ehren K. Ehren K.
Nov 22, 2024 04:23:46 AM
Summary: Great location. Villa appointed in first class style. We had a wonderful stay. Thank you!
Ann E. Ann E.
Apr 22, 2024 07:44:06 AM
Summary: A wonderfully appointed penthouse overlooking the Hualalai Resort and ocean. We will defiantly stay there again. It is beautifully appointed with everything one could want. It was very spacious, clean, and a perfect location... walking distance, or short cart ride to the resort's amenities. The management team was wonderful and very responsive with our requests and needs...:)
MARI S. MARI S.
May 30, 2023 09:35:57 PM
Summary: Only suggestions Full length mirror in main master First bedroom slider didn’t close Magnifying mirror in master Perfectly equipped Loved having 2 golf carts
ann s. ann s.
Apr 26, 2023 11:00:25 AM
Summary: This villa was fabulous. We will be back. The villa is beautiful inside and out with with near panoramic ocean and mountain views from large lanai. The villa had a great floor plan for our family of five (kids ages 4, 6 and 12). We had nearly exclusive use of the villa's swimming pool which was super close by and was nice to visit after going to the beach. The location of the villa was a short golf cart ride from the main Four Season's hotel, shops and the beach. The kitchen was well equipped and we cooked many meals there. I don't think we could have picked a better property for our stay. Gary, our property manager concierge, was super helpful and responsive to our questions & requests for recommendations. Kalei was also super responsive and helpful. As a bonus, the toys for the little kids were age appropriate and very much appreciated by all.
Janelle P. Janelle P.
Feb 28, 2023 09:14:22 AM
Summary: We were privileged to enjoy a 9 day stay at this gorgeous property (originally a week stay that we were able to extend). The listing is accurate but words can't do justice to the exquisiteness of the villa, it's beautiful and thoughtful decor, and it's serene view. While situated very close to the resort, it is tucked away and thus very private.The kitchen was outfitted with everything one could need for serious cooking, although the noteworthy restaurants at the resort made it easy to indulge. The linens are top notch and plentiful, along with luxury bath toiletries. Beach chairs, umbrellas, and plenty of quality beach towels are provided. The property manager, and the staff at the rental agent's office, were responsive to the few questions we had. We look forward to staying at the Hilltop Penthouse Villa on a future trip. Mahalo
Harriet B. Harriet B.
Dec 16, 2022 01:00:18 PM
Summary: We stayed at the Hillside Villas for a week over Thanksgiving. The villa itself was in great shape, very clean, fully automated lighting, A/C and air filtration. All high-end finishes, the interior was exactly as described. Beds were comfortable, lots of extra towels and paper products. The exterior lanai was huge! Great views of both sunset and out to the beach in front of the Four Seasons. We loved enjoying the lanai couch in both the morning with coffee and evening with a glass of wine. Location was great, easy to get to the Four Seasons, we walked to the gym in the morning, golf carts were convenient for getting to and from the resort pool and restaurants. Overall an amazing property, we would definitely stay here again. 5-stars for sure!!
Matt B. Matt B.
Apr 12, 2022 11:00:59 AM
Summary: Beautiful property, all expectations met
Justin W. Justin W.
Mar 2, 2022 03:43:15 AM
Summary: If you want to feel like a rock star for a day or two, I would recommend a stay at this Villa. Everything about our stay was perfect, from the arrival process through departure. The space is huge and well appointed. The views of the ocean, and the stars at night are incredible. With two golf carts at our disposal, we zipped around the Four Seasons property easily. The owners are generous with the use of beach towels and chairs. The kitchen is well appointed. The AV system is easy to use. Really, an amazing property.
Andrew M. Andrew M.
Dec 13, 2021 07:07:27 AM
Summary: My family loved this beautiful condo, and had an outstanding experience with the caring concierge staff who made all aspects of the rental simple. The location on the Four Seasons property was ideal, and transport easy with the included golf carts. An absolutely outstanding experience.
Tricia G. Tricia G.

FAQ's

Is this Kaupulehu house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Kaupulehu house have a swimming pool?

Yes, this Kaupulehu house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Kaupulehu house?

Best-rates for the Kaupulehu house starts from $3,303 per night with includes Breakfast, Barbecue/Outdoor Cooking, Guest Services, Internet, Laundry, TV, Ocean View, Balcony/Terrace, Wellness Facilities, Parking, Bedding/Linens, Entertainment, Child Friendly, Hot Tub, Kitchen, Air Conditioner, Pool, View, Oceanfront, Security/Safety, Sports/Activities StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Kaupulehu house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Kaupulehu house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Kaupulehu house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Kaupulehu house?

Based on the information reported by the owner or manager, the Kaupulehu house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Kaupulehu house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Kaupulehu house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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