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Book Online or call HomeAway Booking Assistance 888-640-7927

Hawaiian Luxury Redefined....Hale Wailele

Bedrooms 4
Half Baths2
Space 5,000 sq. ft.
Property type estate
Minimum Stay 5 - 7 nights


About the property

4 Bedroom 6 1/2 Bath Private Hawaiian Resort 7th night free**

From its envious position at a cool elevation of 1000 feet on the slopes of Mount Hualalai, to its 270 degree panoramic views of Keauhou Bay and miles of the Kona coastline, this secluded luxury estate on 5 fenced and gated acres is surrounded by lush, tropical foliage. It has been said that this architecturally significant residence boasts the most amazing views available on the Big Island. The residence was also featured on the cover of Island Home magazine. Privacy and security are assured from the moment you enter the gate and proceed down the sweeping, palm tree lined drive to the main residence.

Upon entry to Hale Wailele you are greeted by magnificent koi ponds and the sound of waterfalls in your private courtyard.

MAIN HOUSE LIVING AREA: The Great Room features 18 foot vaulted ceilings and an open floor plan that encompasses a gourmet kitchen and dining/living areas. The interiors have been professionally designed and offer a luxurious yet comfortable respite. Floor to ceiling pocket doors open onto the lanais to bring the outdoors in. The gourmet kitchen will be the envy of any chef and is equipped to host parties large or small. The kitchen features a large island and a handy breakfast bar where guests can gather and chat with the chef of the party. Adjacent to the kitchen is an intimate media room and an open air tropical bar perfect for pre-dinner cocktails.

OUTDOOR LIVING AREA: Over 2000 square feet of Honed Beaumaniere French Limestone floors (imported from France by the original owners) flow seamlessly around the home. Both covered and open air patios feature plush chaise lounges and resort style furnishings surrounding the custom infinity edge pool and spa. This area is perfect for enjoying the beautiful Kona sunsets while sipping a tropical cocktail. The fun does not end after the sun sets as the area magically comes to life with the lighting of the tiki torches. Arrange your own private Luau complete with Hula lessons and fire dancers. Ideal location for intimate weddings.

SUITES OF THE HOUSE: The house is comprised of 3 separate pavilions which are connected via Honed Beaumaniere French Limestone walkways. The King Master Suite with his and her bathrooms is housed independently in pavilion 1. Pavilion 2 houses the main living area as well as two additional King bedded suites. Pavilion 3 houses the 4th King bedded suite (aka Ohana).

All of the suites are equipped with private bathrooms, televisions as well as their own outdoor lounge areas. It is rare to find a vacation rental where up to 4 couples can retreat to their own private spaces.

There is no need for air conditioning in this home as the near constant trade winds fan a delightful gentle breeze over the property. If you are looking for absolute luxury in a breathtaking setting than this Hawaiian vacation rental has it all. You will never tire of gazing at the magnificent views and swaying palm trees while enjoying the cool tropical breeze.

If you can tear yourself away from this property the Kona coastline is waiting to be explored.

See the amazing video by pulling up the thumbnail photos and clicking the last photo and then click on the arrow to "photo" # 25 which is the video (no idea why this is so hard but it is worth it! Promise!)

Events allowed with our approval and an event fee

**7th night free except on black out dates

More Details

Karen Hill
Member since: 2014
Premier Partner

This VRBO partner has demonstrated and is committed to fast response times, the best rates, and a great traveler experience.

Speaks: english
Response time:
Within 12 hours
Response rate:
Calendar last updated:
January 19, 2018

About Karen Hill

Karen is from Florida and Paul is a kiwi from New Zealand. We enjoy taking special properties from ordinary to Extraordinary! See some of our other property developments (historic church and Villa renovated to a 200 seat restaurant and accommodation) Hawkes Bay New Zealand accommodation in Auckland

Karen Hill purchased this estate in 2010

Why Karen Hill chose Keauhou

The architect who designed this house is known as the "Frank Lloyd Wright" of Hawaii. His designs all fit seamlessly into the landscape as does Hale Wailele and its beautiful separation of areas allowing for privacy and yet community when desired. The dramatic entrance, sweeping views, and a his and her bathroom in the master sealed the deal (as did the Realtor's Mai Tai's!)

What makes this estate unique

On 5 acres so it feels secluded yet so close to everything

4 bedrooms all with separate outside areas for privacy and seclusion

Incredible sweeping views of the Kona Coastline

Amazing Sunsets

18' vaulted ceilings

Indoor- outdoor flow- we rarely close the doors


Keauhou Estate Accommodation and Amenities

Property Type:
  • estate
  • Guests provide their own meals
Floor Area:
  • 5000 sq. ft.
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 10
  • Children welcome ...
  • Parties/events allowed ...
  • Pets not allowed
  • Smoking allowed ...
  • Full refund up to 90 days cancellation.50% up to 30 days See rental agreement details
  • Private chefs, massage therapists, chauffeur, yoga, concierge services available and arranged separately
Location Type:
  • Ocean View ...
  • Away From It All
  • Family
  • Romantic
  • Clothes Dryer
  • Garage
  • Hair Dryer
  • Internet ...
  • Iron & Board
  • Linens Provided ...
  • Living Room
  • Parking ...
  • Telephone
  • Towels Provided ...
  • Washing Machine
  • Coffee Maker ...
  • Dishes & Utensils ...
  • Dishwasher
  • Kitchen ...
  • Microwave
  • Oven
  • Pantry Items ...
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Room
  • seating for 12 people
  • 5 Bathrooms
  • 2 Half Baths
  • Bathroom 2-Master Suite 'His' - toilet , shower , Urinal
    Bathroom 3 - Suite #2 - toilet , shower
    Bathroom 4 -Suite #3 - toilet , shower
    Bathroom 5-Suite #4 - toilet , shower
    Bathroom 6-Pool & Spa - toilet , outdoor shower
    Bathroom 7 -Powder Room - toilet
    Bathroom 1-Master Suite 'Hers' - toilet , tub , shower , bidet
  • There are 6 full and 1 1/2 bathrooms(powder room)
  • 4 Bedrooms, Sleeps 10
  • King Master Suite - 1 king , Includes 'his' and 'her' bathrooms
    Suite # 3 - 1 king
    Suite # 2 - 1 king , may be made into twin bedded room.
    Suite # 4 - 1 king , 1 sleep sofa /futon , self contained w/fridge,cooktop, microwave.
  • All bedrooms are ensuite with walk in showers. Each bedroom is also equipped with a ceiling fan,outside lanais and Direct TV
  • Books
  • DVD Player
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Toys
  • Deck / Patio
  • Lanai / Gazebo ...
  • Lawn / Garden
  • Outdoor Grill ...
  • wheelchair inaccessible
Pool / Spa:
  • Heated Pool
  • Hot Tub
  • Private Pool ...
  • churches
  • cinemas
  • health/beauty spa
  • live theater
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • horseback riding
  • luaus
  • scenic drives
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • equestrian events
  • fishing
  • golf
  • hiking
  • jet skiing
  • kayaking
  • mountain biking
  • parasailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • surfing
  • swimming
  • wind-surfing
Hale Wailele is home to a number of little green Geckos very similar to the “Geico Insurance Gecko” seen in TV commercials. These Hawaiian Geckos, harmless to humans, are very good at hunting and controlling insects and do a lot less talking than their “Gieco” counter-parts with the British accent. A little known fact is that this Hawaiian Gecko was the alternate pick for Hawaii State mascot for 3 consecutive years. Lots of guests, especially kids, find these little guys really cute with their little suction cups for toes on their feet. Hale Wailele uses a nationally well known professional pest control service that specifically treats for Mosquitoes, on regular basis, which are so common in the tropics. Additionally Hale Wailele provides some personal insect repellent for an added layer of protection if guests so desire, as it is very difficult to control these “Mozzies” (as we call them), 100%. Some guests have a personal preference of insect repellent that they may choose to use.


Exceptional! 5/5 -
(48 traveler reviews)

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Hawaiian Luxury Redefined....Hale Wailele
average rating of 5.0 based on 48 reviews

If you can't decompress & leave your stress behind here, you never will. The views are breathtaking.

  • 5 of 5

We had a three generation stay. The kids enjoyed feeding the koi fish as much as the pool & hot tub. There was plenty of space for everyone to spread out & have "alone time" when needed. The kitchen lacks for nothing--including every spice imaginable. The location is close to great golf & snorkeling as well as the coffee & chocolate factories for tours. The only bad thing about the visit is we had to go home!

  • Submitted: Nov 25, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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Gorgeous and comfortable

  • 5 of 5

Hale Wailele is absolutely one of the best VRBOs we’ve stayed in. Of course the view is gorgeous and the home is exquisite, but one of the things that made it so perfect was the attention to “live in details.” The kitchen was VERY thoroughly appointed. Steve and Heather (property managers) made sure that everything we needed was available and perfect. Our 4-couple group was comfortable and relaxed whether we were out in the pool, making drinks in the outdoor bar or relaxing in our rooms. We will certainly be back. Note: if your travels require reliable Internet, you should bring a hot spot in case the local net is not functioning correctly. It did have a tendency to flap a bit. Thanks again, Karen, Heather and Steve!

  • Submitted: Nov 18, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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Johns Island SC

Absolutely stunning property!!

  • 5 of 5

We were attracted to the beautiful photography on the website, and as such had high expectations. Those expectations were exceeded by the reality of this incredible home and its stunning surroundings . Each evening, we were treated to a unique and very different sunset experience, all them amazing. The hospitality provided by Steve and Heather was the icing on the cake as we were warmly welcomed upon our arrival. The Hawaiian music enveloped us as we received our initial tour. The kitchen was equipped with absolutely everything our family of 7 needed or wanted, and them some.

The infinity edge pool and hot tub made it hard to leave, which we rarely did.

Ours was a 6 Star experience and we cannot wait to return. Thank you Karen, Heather and Steve ever so much!!

The Drurys

  • Submitted: Nov 7, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
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Absolute paradise-- better than the photos. Better than anything you could imagine.

  • 5 of 5

We had the best wedding, best pre-wedding honeymoon, and quite simply the best time of our lives here at Hale Wailele. When we found this home online, we thought it was so beautiful and actually switched our initial wedding destination of Kauai-- to be on the Big Island!! We looked at basically every single rental estate home on the islands, and realized this was going to be the most cost effective, and the most stunning- AND the most wedding friendly. Many other venues had a giant list of things they wouldn't permit, and excessive wedding fees. So, even though we had NEVER even been to the Big Island- we moved forward with planning our wedding here at Hale Wailele! From the moment we checked in- greeted with a cheese platter and champagne!- Steve and Heather were so gracious and welcoming. They explained that the home has "mana"-- and you can feel the magical Hawaiian power that the grounds have. We spent 5 days here and had a wedding with 50 of our loved ones. Everyone was from LA or different parts of the world- and every single person was so impressed by the space. From the pool-- which is bigger than most hotel pools by the way-- to the lovely rooms, well stocked kitchen, ample parking--- everything was perfect. I can't emphasize enough how wonderful Hale Wailele made our wedding. So much so- that it rained during our reception-- we weren't able to use the beautiful farm tables and place settings for our 50 guests-- because it was pouring-- but there was ample patio space to move the chairs under cover, and our DJ kept playing-- and despite the rain, it was still the best wedding ever. Thank you so much to Karen for creating this home and allowing us to celebrate here, and to Heather and Steve for being such gracious hosts. I could go on and on. But really, we hope to come back here every year. XO

  • Submitted: Sep 14, 2017
  • Stayed: September 2017
  • Source: VRBO, from HomeAway
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Amazing Staycation

  • 5 of 5

We could not have imagined a better place to have a staycation with our friends! Big thank you to Steve and Heather for being so helpful when we had questions or needed assistance during our time at Hale Wailele. Also thank you to Owner Karen for promptly answering any questions we had before our stay. We are forever grateful to have been able to enjoy your gorgeous property...we hope to return someday when our daughter is older. Much love & aloha, Ross & Lindsay

  • Submitted: Jul 11, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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We never wanted to leave the beautiful home!

  • 5 of 5

Our small group of friends all agreed that words could just not describe how incredible this home is. It is so well-designed for having private space (bedroom suites) and common area (living room, dining room, kitchen and ALL the outside space!) And the fantastic infinity pool and hot tub with vista views of the ocean and sunset every night! We had plans to do the usual tourist things and managed to swim with the dolphins but mostly everyone just wanted to relax, relax, relax at home. The care givers (Heather and Steve) were always available but never intrusive. They could not have been more helpful and are super nice people. The photos on the website do not do the home justice! It is so private; you see no other homes. You are surrounded by a tropical forest and your view from anywhere in the home is of tree tops, beautiful potted plantings (placed also for views from windowed showers) or ocean. The most upscale of amenities including all, and I mean ALL kitchen appliances and generous welcome items (each bathroom had complimentary groupings of personal items) and enough food and beverage items to keep you from having to grocery shop for days! The first day we were there we were planning a return.....not necessarily for Kona but for this HOME! Hardest thing was to leave this slice of paradise. Thanks to the owners for allowing others to share their lovely home. Karen Brookings

  • Submitted: Jun 20, 2017
  • Stayed: June 2017
  • Source: VRBO, from HomeAway
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Nearest Airport
12 Miles
Nearest Motorway
0.1 Miles
Hwy 11
Nearest Restaurant
1 Miles
Sam Choy's Kai Lanai
Nearest Beach
2.5 Miles
Car: necessary

Quiet and secluded on 5 acres and yet conveniently located above Kailua Kona town, 5 minutes to Keauhou shopping center and Kona Country Club. Charming villages of Captain Cook and Kealekekua are within an easy 15 minute drive. See video under Owner info tab.


Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Property Damage Protection $99
House Cleaning Fee $750 + Tax
Tax Rate 14.42%

Weekly rate includes 7th night free!

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund