We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Kailua-Kona Luxury Holiday Homes

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    AU$1,633 Average
    |||
    |||
    AU$0AU$1,000+
    Suitability
    More filters
    Travellers to Kailua-Kona are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    130 Matching Rentals in Kailua-KonaView all 869 rentals
    Sort by:
    Price (High to low)
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    9 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Alii Pua Combo is composed of two properties Alii Point and Hale Pua. Together they have a total of 9 bedrooms and 9.5 bathroom, with a maximum occupancy of 26 guests, perfect for large groups or families. Homes are located 0.2 miles down the street from each other. great for large groups that are...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 26
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful 5 bedroom, 5 bath home is newly designed and built in 2014/2015 and is conveniently located along the 9th hole of the Hualalai Golf Course, just a few minutes cart ride to the Four Seasons Resort Hualalai. Contemporary-island style with open air courtyards throughout the home, it is...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Washer
    • Waterfront
    • Patio
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description This breathtaking newly remodeled oceanfront home offers great privacy at the end of a private street, and rises above the ocean’s edge next to a beautiful lava rock bluff, offering a panoramic view of the Kona Coast on Hawaii, the Big Island. This beautiful oceanfront home is...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular sunset and panoramic view highlight this large estate home with private heated pool and spa at Hualalai Resort. Located along the first fairway of the Tom Weiskopf-designed member's golf course, the home features 4 bedrooms and 4.5 bath on one level, with spacious, fully-equipped...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    7 Bedrooms, 7 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Ocean Views
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Private Outdoor Pool (Heated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Moana Grace Combo is composed of two homes located close to each other. Together, they have a total of 9 bedrooms and 7.5 bathrooms that can accommodate a maximum of 20 guests, perfect for large groups or multi-generation families on an adventure. Both homes feature luxury and artistic touches to...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 20
    Make Enquiry
    6 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Waterfront
    • Ocean Views
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hale Pua is a coastal oasis with high-end comforts and details throughout. While this privately-owned home works wonderfully for large gatherings, it is just as warm & welcoming for several couples or a smaller family group. Hale Pua (“House of Flowers”) now features AC as an option in all of its...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 20
    Make Enquiry
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Four (4) bedrooms and four (4) and one-half bathrooms in approximately 5,000 square feet including interior space and covered lanais . - Fully furnished with tasteful furniture and artwork - Beautiful ocean views overlooking hole #1 of the Tom Weiskopf signature Keolu golf course - Master Bedroom...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Make Enquiry
    Save time - get the best Kailua-Kona rentals sent straight to your email!
    Get the List
    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Internet Access
    • Hot Tub
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Moku Moana Combo is a combination of two homes, Hale Moku and Hale Moana, with a total of 7 bedrooms and 5 bathrooms, and can accommodate a maximum of 16 guests, perfect for large groups or families. This combo is located within the unique, private and gated Kona Beach Bungalows Estate. This Estate...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
    Make Enquiry
    Hualalai 72-143 Pakui - Luxury Custom Home ~ Excellent Location~Private Pool1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Hot Tub
    • DVD Player
    • Grill
    • Private Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the premier locations in the resort, this private custom home features dual master suites with luxurious ensuite baths and two of Hualalai's signature outdoor shower gardens. The entry path meanders guests past a wonderful koi pond complete with tropical landscape and calming waterfall....
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW! This beautiful and meticulously maintained home situated on the 9th hole of Hualalai's Jack Nicklaus golf course with Pacific Ocean views has just recently become available for private rentals. Perfectly located, the home is just a short walk or golf cart ride (two golf carts provided) to the...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Internet Access
    • Grill
    • Washer
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at the entrance to Pakui Street - a popular area for exclusive vacation rentals, this 3 bedroom, 3.5 bath home is part of the world renown Hualalai Resort that features the Four Seasons Hotel, Sports Club & Spa, championship golf, tennis and a wide range of ocean sports activities. Guests...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Mountain Views
    • Ocean Views
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hale Lihikai Moana Combo is composed of 2 units, Hale Moana and Moana Lihikai with a total of 5 bedrooms and 3 bathrooms that can accommodate a maximum of 10 guests.  The Moana Hale (means 'beautiful ocean home') is a 'Lucky' Bennett, a local award winning Architect on the Big Island of Hawaii...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our exquisite 4 bedroom, 4.5 bath resort home cradles its guests in the lap of sumptuous serenity. Situated on a premiere private corner lot overlooking the 13th green of the exclusive Ke‘olu golf course, this home boasts over 4,200 square feet of interior living space and 1,500 square feet of...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Make Enquiry
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Ocean Views
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Alii Mahele Combo is a combination of two properties, both with swimming pool, Jacuzzi, and great ocean views. Together, they have a total of 6 bedrooms and 5.5 bathrooms that can accommodate a maximum of 14 guests, perfect for families or large group visiting the great Big Island! Come and have an...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning villa is part of the world-class Hualalai Resort on Hawaii's Big Island. Situated at the entrance to Pakui Street, the villa is within walking distance of the beach at the Four Seasons, and enjoys easy access to the resort's championship golf course, spa, and other superb features....
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Wi-Fi
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning villa is part of the world-class Hualalai Resort on Hawaii's Big Island. Situated at the entrance to Pakui Street, the villa is within walking distance of the beach at the Four Seasons, and enjoys easy access to the resort's championship golf course, spa, and other superb features....
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    10 Bedrooms, 10 Bathrooms, Sleeps 23 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Piko Kona Combo is composed of Piko Nani with 3-bedroom, 3.5-bath and Kona Oceanview Hale with 7-bedroom, 7-bath. They are located north of Kona Hills, but hidden away below the highway away from all traffic. There is quick and easy access to downtown Kailua-Kona, Honokohau Harbor, the airport and...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 23
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    10 Bedrooms, 11 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Ocean Views
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Mountain Views
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Paradise! Ahina Palauna Estate is the perfect vacation destination that you will never forget. Enjoy all that the Big Island has to offer with activities ranging from snorkeling, golfing, to just laying out by the pool, there is something for everyone! These two homes are located next...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 10 Bedrooms, 11 Bathrooms, Sleeps 20
    Make Enquiry
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the spectacular Kona-Kohala coast sits the incredible Hualalai Resort. With its dramatic white sand beaches, dazzling oceanfront access and views, and black lava landscapes, visitors will have their senses and desires tantalized! Kai Malino Estate 147 sits in the heart of this favorite...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96745
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Internet Access
    • Washer
    • Hot Tub
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description Our stunning Hawaiian Paradise home is located just a few blocks from the waterfront village of Kona, Hawaii in a private gated community of luxury homes. With a nearly constant year around temperature in the 80s, and a cool ocean breeze, this custom Hawaiian home is as tropical as you...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    Awesome Oceanfront Gem ~ 6 Bdrms (5 King + 1 Bunkrm) Pool/Spa, Superb Sunsets1 / 45
    (9)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 April 2017
    The moment we drove into the driveway we knew Hale Pua was a unique and special place. It is perfectly located within walking distance of downtown Kona where there are excellent...
    Reviewed 25 September 2014
    This is such a beautiful place. We travelled as a large family group; 7 adults and 5 kids (ages 6 - 16) and it was AMAZING. The house is so clean (and I am VERY picky). The...
    See all reviews
    About this property
    Hale Pua (“House of Flowers”) now features AC as an option in all of its sleeping areas: five king bedrooms, one bunkroom with four twin beds and game room with queen sofabed. This special home is maybe the only 6 bed/6 full bath oceanfront vacation rental on the Kona Coast. For recent candid...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 20
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located within the Four Seasons Hualalai Resort, this corner lot luxury villa overlooks the thirteenth hole of their prized, Ke’olu Golf Course. With privacy, provided by lush palm trees, this Hawaiian home features four beautiful bedrooms, an open-concept layout, and plenty of outdoor social...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Hot Tub
    • Grill
    • Central Heating
    • Mountain Views
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning one-level custom home with approx. 4,000 sq ft of air conditioned space located in a desirable gated subdivision at the heart of mauna lani. This unique property built in 2006 features four suites with their own private entrance, media room, heated infinity-edge pool and spa, outdoor...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96743
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    • Ocean Views
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description This gorgeous Kona Coast home is located in the beautiful gated community of Keauhou Estates. The home has been completely renovated inside and out. It practically is a new house! There is amazing flow between the inside and outside spaces with a large great room overlooking the pool...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    Hale Wailele- Luxury at its Finest! Weddings - ID1 / 25
    (1)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Internet Access
    • Hot Tub
    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2017
    Superb location at 1000ft...view was exceptional, great sunsets & could see whales with & without binoculars.We were made to feel welcome the moment we arrived by...
    See all reviews
    About this property
    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...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    10 Bedrooms, 11 Bathrooms, Sleeps 20 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Mountain Views
    • Ocean Views
    • Cable/satellite TV
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description On the Big Island of Hawaii, where beaches, waterfalls, golf courses, and rainforests are ordinary as the air we breathe, sits our TWO five-bedroom, Ten and a half bath house. Nestled in the quaint subdivision of Magic Sands Estates, Akai Hale (UNIT 1) is a 4,000 square foot,...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 10 Bedrooms, 11 Bathrooms, Sleeps 20
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Terrace
    • Internet Access
    • Washer
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whale watch while listening to the breaking waves from the shoreline from the Master bedroom's private lanai with unobstructed ocean views! This beautifully appointed three bedroom villa has over 2,500 square feet of living area. Each of the three bedrooms are en-suite. The two Master bedrooms have...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Hale Heaven- Sleeps 22!! Beautiful Setting, Pool! - ID1 / 24
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 22 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Washer
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 March 2017
    We stayed at Hale Lani feb.12-feb. 26th and felt like we had picked the best place in paradise! The house is spacious , clean , room for all 4 couples and 5 grandkids aged 4-16...
    See all reviews
    About this property
    Hale Lani (Heavenly Home) is one of the Big Island's nicest luxury vacation rentals. Boasting complete privacy, the ideal elevation, and spectacular views, the property is perfect for larger groups, family reunions, small weddings and other events. The 4,700SF home, with living room, gourmet...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 22
    Make Enquiry
    Exclusive area, heated infinity pool with waterfalls, private yard, oceanview1 / 49
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Patio
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover your private romantic paradise. The Villa itself is absolutely gorgeous with everything one could possibly ask for in luxury and amenities. Twice featured in West Hawaii Today for its outstanding qualities, you will find Collessie by the Sea nestled in an exclusive community overlooking...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 17 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oceanfront Private home onsite access to Lyman's Bay, located at White Sand Beach.   Welcome to Lymans Hale. This beautiful OCEANFRONT 4 bedroom + a studio with private kitchen, 4 bath, 3000 SF home can accommodate up to 17. Every bedroom has an ocean view. The lanai offers stunning views of...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 17
    Make Enquiry
    7 Bedrooms, 6 Bathrooms, Sleeps 17 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Mountain Views
    • Washer
    • Wi-Fi
    • DVD Player
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Artistic Sunset View House This beautiful home features luxury and artistic touches to add a splash of sophistication to your vacation. The beautiful layout, wood floors and cool tiles fill the house.  The master bedroom is located on the upper level. This room includes a California king bed,...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 17
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dramatic Golf and Ocean views, PLUS TWO Four-Seater GOLF CARTS Included One of the most luxurious villas at the resort with golf and ocean views and can easily accommodate up to 8 people comfortably.    The interiors of this villa will have you in the Aloha spirit in no time at Kaulu 129B.   This...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hale Maluhia Nestled near the top of the hill overlooking the ocean, this home is just a few minutes from Kailua Kona town center. Perched upon a knoll at the perfect elevation of 920' above sea level, it remains true to the Hawaiian word 'Iolani' (Heavenly Hawk), offering absolutely stunning...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Evans Estate Surf Cottage Combo - Oceanfront, Private Ocean Access  - ID1 / 36
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Hot Tub
    • Air Conditioning
    • Mountain Views
    • Waterfront
    • Cable/satellite TV
    • Internet Access
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 December 2017
    My family and I were guests at the Evans Estate for a week after Thanksgiving and it was absolutely perfect. The updated kitchen and rain shower were wonderful. And having our...
    See all reviews
    About this property
    Description This combo unit is composed of two cottages, the Evans Estate Surf Cottage 1 and the Evans Estate Surf Cottage 2. These renovated units are part of the Evans Estate located on a property which has been owned by the same family for almost 70 years. Both homes offer modern amenities...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
    Make Enquiry
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This exquisite villa is situated within a gated residential community at the Four Seasons Resort Hualalai, along the Kona-Kahala coast of Hawaii's Big Island. Designed by the esteemed Henderson Design Group, the 2,600-square-foot home blends beautiful décor, gorgeous ocean and golf course views,...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    Hualalai Ke Alaula 210A ~ Special Holiday Rate Available - Last Minute Deal!1 / 25
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Internet Access
    • Washer
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular three bedroom three bath villa centrally located within the Hualalai Resort. Two story townhome style in the exclusive Ke Alaula neighborhood, just a 3-4 minute cart ride to the Four Seasons Hotel. Fully receding pocket glass, screen and shutter doors capture warm ocean breezes...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • DVD Player
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This Hualalai Palm Villa is a spectacular three bedroom, three bath, two-story Hualalai condo on popular Waiulu Street at the world renowned Hualalai Resort. The Resort is home to the Four Seasons Hualalai, regarded by many as the #1 Resort in Hawaii. This exclusive Hualalai Villa is on the Four...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 2009, Haliipua Villas are the newest generation of multi-family villas at Hualalai offering an array of designer finishes throughout the home. Special features include luxurious mahogany finishes, island-inspired ceiling treatments, enhanced lighting systems, built-in lanai...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Hot Tub
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This incredible home is secluded in a 24 hour guard gated oceanfront community, yet is close to all that Kona has to offer. It is located just a short walk from the classic old Hawaiian town of Kailua and the start/finish of the Ironman. In all of Kona, there are only around half a dozen homes...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Make Enquiry
    Large 7 bedroom custom home, Private Pool & Spa, Spectacular Ocean views1 / 49
    (15)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Amenities & Details
    • Terrace
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Balcony
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 March 2013
    Our extended family (8 adults and 3 children) stayed at O'oma plantation Feb 16-24, 2013. It is a beautiful house with many bedrooms and bathrooms which allowed us all to have...
    See all reviews
    About this property
    Why book individual resorts or condos when your whole group can enjoy a mansion in paradise? Enjoy exceptional panoramic coastal views from the private and quiet custom home at the O’oma Plantation. This large home is the perfect escape for a large family or group of friends. There are seven...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 22
    Make Enquiry
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A design lover's dream, this 3 bedroom, 3.5 bath home is among the top tier of luxury villas at Hualalai.  The warm color palette and design features of this villa were inspired by a painting that hangs in the living area titled 'The End of a Perfect Day”.  The design team has used this painting to...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Ocean Views
    • Washer
    • Mountain Views
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Paradise! The Ahinahina Hale is the perfect destination to relax and enjoy all that the Big Island has to offer. With activities ranging from snorkeling, golfing, to just laying out by the pool, there is something for everyone! Not to mention you have beautiful views of the ocean and...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Make Enquiry
    Hualalai  Waiulu Villa 137D~Great Location~Punawai Pond, Golf and Ocean Views1 / 33
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This spacious 3 bedroom, 3.5 bath single-level villa is centrally located on the Resort’s popular Waiulu Street overlooking beautiful Punawai Pond, the 5th Hole of the Member’s Ke`olu Golf Course and the ocean beyond. With 2642 square feet of living space and a 414 square foot lanai with built-in...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The sun sparkles on the ocean, palm trees sway and the golf course beckons just outside Hillside Villa 7101. Set on the fairways of the Hualalai Golf Course, this Big Island vacation rental boasts a quintessential Hawaiian backdrop. Reserve its three bedrooms for a family holiday in the tropics, a...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Hualalai Fairway Villa 116D ~Festive Available~ Beautiful Ocean & Golf Views1 / 25
    (1)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Grill
    • Internet Access
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on popular Waiulu Street just three minutes by golf cart to the Four Seasons Resort Hualalai, this large three bedroom single-level villa offers views of the 15th hole of the Hualalai Golf Course and ocean beyond. The villa is professionally designed and updated to include luxurious...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Grill
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to 'Hahalua Hale' (House of the Manta Ray) located in a quiet gate community. Located at a perfect coffee growing elevation that receives those cool tropical Hawaiian breezes, this magnificent, one-of-kind, architectural showpiece sited for the utmost privacy, the unique design and...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Make Enquiry
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Are you ready to recharge, refresh and indulge in luxury in the tropics? Our amazing last minute special can help make your dreams of Hawaiian sunshine come true. Availability will not last long - book quickly and give yourself the gift of paradise! Published pricing reflects the discounted rate....
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Make Enquiry
    1
    List your property
    Owner log in