Kailua Bay Resort | Condo in Kaupulehu, Hawaii

Located in the Award Winning Resort Community of Hualalai Four Seasons.
Enjoy the sounds of the ocean serenade, the magic of sunsets, and whale watching during the winter months, from this recently updated garden level Hillside Villa.
Appreciate the close proximity to the Four Seasons Hotel and amenities, just a few minutes away via a golf cart ride or leisurely walk. Meander along the golf cart paths to the Pacific Ocean and the signature 18th hole of the Hualalai Golf Course.
The open floor plan of the Villa offers a wonderful flow for living and spending time with family. Glorious views from the Great Room and Dining area set the backdrop for your next vacation in Paradise. The well- appointed Kitchen, with Koa Cabinets, high end appliances, and solid granite counter tops boasts luxuries and the comforts of home. This Villa invites our guests to return year after year.
The Primary Suite, with access to a private lanai on the main view, offers a King bed, an ensuite bath, which has been recently renovated, with gorgeous solid granite counter tops, dual vanities, an oversized soaking tub and two showers: one indoor and one located in a private shower garden. Generous walk in closet
Guest Suite 1 offers a King bed and direct access to a private lanai, spacious closets and solid wood floors.
Guest Suite 2 offers to 2 Twin Beds direct access to a private lanai, spacious closets and solid wood floors.
The Guest Suites share a newly renovated bath with sold granite countertops and stand up shower. An additional powder bath and utility room with laundry completes the Villa.
The nighty rental rate includes (2) 4 seater golf carts
Villa guests have complimentary access to the nearby Hillside Community Pool, Spa and Amenities.
Luxury Rental Experience- Special Requests for a Personalized Stay
We look forward to hosting you at our property. To ensure your experience is seamless, comfortable, and unforgettable, please forward any special requests or preferences.
Your comfort and enjoyment are our top priorities.
Hualalai Resort is an exclusive, 865-acre oceanfront community located on the renowned Kona-Kohala Coast of Hawaii's Big Island, featuring world-class amenities, state-of-the-art facilities, engaging programming, and luxurious accommodations—including private residences and villas. The acclaimed Four Seasons Resort Hualalai is also located within the resort community.
Daily Resort Fees are not included in the rental rate of your vacation home and are not required to confirm a rental reservation. However, these fees are necessary if you wish to access the Hualalai Resort amenities.Once your reservation is confirmed, we will forward your contact information to the Hualalai Resort. A representative from the Resort will then reach out to you directly to coordinate amenity access and preferences.
Access to Hualalai Resort amenities is available to our residential guests for an additional fee per person per day, subject to seasonal restrictions.
From January 1, 2025, to January 3, 2026, the daily resort guest fee ranges from $75 to $230 per person, plus taxes. Guests may elect to obtain Resort access for a minimum of two consecutive days, with the entire household required to participate.
The Resort Fees are remitted directly to Hualalai Resort, which operates independently of our company. Consequently, we do not oversee the administration of these fees, resort policies, account charges, or resort reservations.
Opting into Resort access ensures a seamless and elevated experience, granting guests use of the full array of Hualalai’s recreational, wellness, dining, and leisure facilities—making your stay at one of Hawaii’s most prestigious destinations truly exceptional.
Please Note: Special Events at the Four Seasons Hualalai Resort
The annual Chairman's Club at Hualalai Resort will take place from Monday December 1 through Saturday December 6, 2025. This event will result in modified access to select resort amenities.
The annual Mitsubishi Electric Championship at Hualalai Resort will take place from January 22-24, 2026. This event will result in modified access to select resort amenities.Please Note: Special Events at the Four Seasons Hualalai Resort
Island Resort Property Cancellation Policy differs from the options available on VRBO.
Please be advised: Our properties require a three-night reservations deposit which is non-refundable 90 days prior to check-in. We then require the remaining rent due and non-refundable 90 days prior to check-in. During Festive Season our properties require a three-night reservations deposit which is non-refundable 120 days prior to check-in. We also require the remaining rent due and non-refundable 120 days prior to check-in.
In the event the reservation is canceled by the Guest for any reason, please be advised that a 5% administrative fee will be withheld from all rental funds received at that time except in the instance of Force Majeure.
Hawaii STVR Registration: STVR # 19-362491
TAT 150 721 1776-01R
TAT# W81549191-01 and W03753393-01