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.

Holiday Rentals in Kailua-Kona

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
    €190 Average
    |||
    |||
    €0€1,000+
    Suitability
    More filters
    Travellers to Kailua-Kona are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    All 912 Rentals in Kailua-Kona
    Sort by:
    Default
    Mahuahua Place1 / 25
    (2)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Private home with pool, cool elevation, unobstructed Ocean & Sunset views1 / 22
    (3)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Kona Pacific #A206 is a spacious and beautifully remodeled 1 bedroom 2 bath unit. (829 sqft interior and 200 sqft lanai.) The unit has Travertine flooring throughout the interior and on the lanai for the feel of a luxury retreat. The open gourmet kitchen has lots of granite counter space, all new...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Hale Nui1 / 7
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Patio
    • Wi-Fi
    • Private Garden
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This truly is a home away from home! Enjoy your stay within this quiet and safe neighborhood; only a short drive away from the beach and all of the amazing shops and restaurants on Ali'i drive. Enjoy breakfast and a cup of coffee out on the enclosed lanai with views of the lush Hawaiian foliage....
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our one-bedroom one-bathroom mountain side suite is located just across the street from the ocean. With a prime location and a host of great amenities, you’ll feel like you’re on vacationing no time! Each suite comes with air conditioning in the living area and cooling ceiling fans throughout the...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Mountain Views
    • Wi-Fi
    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, 3 Bathrooms, Sleeps 6
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • DVD Player
    • Balcony
    • Washer
    • Hot Tub
    • Wi-Fi
    • Grill
    • Waterfront
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine - warm tropical climate, gentle sounds of waves washing ashore, palm trees swaying in the breeze, panoramic views, and the perfect accommodations - is there anyway else to experience Hawaii?This one or two-bedroom, two-bath condominium gives you all of that and more! A complete remodel has...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Ocean Views
    • Hot Tub
    • Internet Access
    • DVD Player
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Slip into this two-bedroom paradise with stunning Pacific views from your lanai with wet bar. Amenities include a full kitchen, washer/dryer, wireless Internet, in-room safe, cable TV and ceiling fans. You’ll also enjoy sweet dreams with sleeping options of a sofabed and two twins, plus a king or...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Oceanfront 2 bedroom ground floor condo with amazing Ocean views1 / 24
    (29)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • Grill
    • Waterfront
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unit sets the stage for casual vacation fun! Two bedrooms, two bath condo sleeps 4 comfortably. This truly oceanfront unit features a bright and cheery atmosphere. Cook dinner while watching the Pacific! Beautiful wood flooring throughout completes this classy unit. Enjoy spectacular ocean...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Save time - get the best Kailua-Kona rentals sent straight to your email!
    Get the List
    Kawena 51 / 38
    (1)Very good
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the exquisite natural beauty of the Big Island. This beautiful 2008 home is located in an extremely quiet neighborhood in Kona.  There are 5 bedrooms – each with a king size bed option and all en suite.  The Master and 2nd bedroom have King beds. Bedroom 3, 4 & 5 have Twin Beds that can...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This large ground-floor home is easily accessible from the parking area in front, and from the gardens in back. Seniors will appreciate the lack of stairs, and families the safety and privacy of the huge lawns out back that extend to the Kona Country Club next door. Ocean access is just a short...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine a warm, welcoming place where families and friends can feel a sense of peace, and share in the wonderment of seeing the blue Pacific Ocean stretch out, uninterrupted, from South to West to North. The pictures don't lie: you have probably never been in a private home with views like these,...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Make Enquiry
    2 bedroom, 2 bath upscale bungalow in an oceanfront estate1 / 13
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Waterfront
    • Air Conditioning
    • Grill
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Kahakai (means 'near ocean') Bungalow is a 2 bedroom, 2 bath air-conditioned bungalow. This Kona home away from home lends itself to a relaxing fun vacation on the coast of the Big Island of Hawaii. Conveniently located 2.3 mile south of downtown Kailua-Kona pier, 1 mile from town and 10...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our one-bedroom one-bathroom mountain side suite is located just across the street from the ocean. With a prime location and a host of great amenities, you’ll feel like you’re on vacationing no time! Each suite comes with air conditioning in the living area and cooling ceiling fans throughout the...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • DVD Player
    • Ocean Views
    • Hot Tub
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You’ll love the island-style décor in this spacious one bedroom with sparkling Pacific views! Chill out on your private lanai while savoring meals prepared in your full kitchen. Other conveniences include ceiling fans, cable TV, high-speed Internet, and sleeping options of a sofabed plus king or...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    Hibiscus Hale- Pool, Amazing Price, Best Views!1 / 24
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Mountain Views
    • Ocean Views
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description Welcome to the Hibiscus Hale! Our large, modern Hawaiian home is 2800 sq.ft of paradise! It may be easily shared by two families or 3 or 4 couples. Relax with a sense of seclusion and privacy. In an upscale neighborhood on the slope of Mauna Loa, the wide lanai overlooks the yard, the...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Make Enquiry
    Alii Point 121 / 28
    (5)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Last minute discounts see below. 12 Alii Point commands one of the best locations on the Big Island; it's an absolute ocean-front house with spectacular views. From your oceanfront private lanai, you can watch the sun set over the Pacific or follow a pod of dolphins or whales ( seasonal) as they...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience partial ocean views in this one-bedroom one-bathroom suite, located just across the street from the Pacific. Take in gorgeous Kona views from your large private lanai. Stay cool with air conditioning in the living area and cooling ceiling fans throughout the suite. You’ll be able to cook...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Luxury Two Bedroom Suites, Ocean Views with Lanai & Yard This Time... Stay In A Villa. Guests love the experience of this luxury, ocean-view Villa within the Hualalai Resort. The Villa is decorator-furnished with separate bedroom suites, each with a full bath. The Owner's Suite also features a...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Oceanfront 2 bedroom ground floor condo with amazing Ocean Views1 / 23
    (22)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Terrace
    • Internet Access
    • Balcony
    • Cable/satellite TV
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unit is located in a highly desirable location just a short walk from down town Kailua Kona. A recently remodeled two bedrooms, two bath condo which sleeps 4 comfortably. Enjoy spectacular ocean views, sipping a cup of Kona Coffee while dolphins and whales are splashing around right in front...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Amenities & Details
    • Grill
    • Hot Tub
    • Balcony
    • Washer
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Na Hale O Keauhou is a newer complex of townhomes located just 6 miles South of Kona. Our unit is at the quiet Northern end of the complex that overlooks a protected preservation area with unencumbered panoramic white water ocean views and beyond. No looking over or into another unit or them back...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • DVD Player
    • Hot Tub
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just go with the flow in your roomy Kona Coast “home away from home!” You’ll appreciate handy amenities like a full kitchen with dishwasher, private lanai, cable TV, high-speed Internet, ceiling fans and in-room safe. Then retreat to recharge overnight with a sofabed, plus king or queen in the...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *temporary power shut down on Wednesday, June 6th, from 7am to 7pm while HELCO replaces electrical transformer Enjoy your next Hawaiian holiday in this very nicely upgraded 1 bedroom 1 bath unit with a partial ocean view. Tastefully decorated with island style furnishings and fully equipped to...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean and Golf Course Views From Upgraded Unit! Keauhou Punahele B102 Keauhou Punahele is a Non Smoking and Non Air Conditioning condominium resort. Unit B102 is located on the ground floor of Building # B which is the first building you see in front of you as you enter. The guest room faces a...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • DVD Player
    • Hot Tub
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great location at Kona Makai! This charming unit sits on the third floor in the popular building 6, one unit back from oceanfront. Nicely decorated and fully stocked with everything a guest would need for a relaxing vacation. The high, vaulted wood ceilings provide a wonderful sense of space and...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience partial ocean views in this one-bedroom one-bathroom suite, located just across the street from the Pacific. Take in gorgeous Kona views from your large private lanai. Stay cool with air conditioning in the living area and cooling ceiling fans throughout the suite. You’ll be able to cook...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Keauhou Kona Surf and Racquet Club 8201 is a wonderful, completely furnished condo in one of Kona's most popular resorts. This end unit condo features a wrap-a-round lanai with great views of the lush, tropical gardens. This two bedroom, two bath conod offers a fully equipped kitchen, all...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *temporary power shut down on Wednesday, June 6th, from 7am to 7pm while HELCO replaces electrical transformer The Casa de Emdeko is located just 1.5 miles from downtown Kailua-Kona & away from traffic noise. The complex is constructed with reinforced concrete walls between the units, so you...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    See dolphins from your lanai! Oceanfront 2 bedroom/2bathroom penthouse!  Corner unit offers gorgeous views of the Pacific.   Nicely decorated, fully equipped kitchen, ceiling fans located in the living area and in both bedrooms.  The master bedroom is equipped with a King bed and the 2nd bedroom...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to paradise! Breathe in fresh ocean air with our island-casual two-bedroom/two-bath that’s a dream for entertaining. Amenities run amok, from the full kitchen, private lanai and washer/dryer to cable TV, ceiling fans and high-speed Internet. End your perfect day by tucking into a sofabed,...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come and enjoy your stay in this beautifully upgraded 1 bedroom condo at Kona Reef. Located on a desirable single level overlooking the pool and the ocean, you will find all the comforts you would expect in this tropical paradise. Let the sound of the crashing waves be the soundtrack to your...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    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, 3 Bathrooms, Sleeps 6
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Hot Tub
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for families & couples alike, this luxury property is situated in the award winning resort community of Four Seasons Resort Hualalai. Sweeping panoramic ocean views and gorgeous natural light greet you as you walk through the front door. Receding glass pocket doors open from the living area...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Balcony
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Total ocean front and totally remodeled unit! Gorgeous upgrades and incredible ocean front views can be enjoyed in this 2 bedroom 2 bath condo at Kona Bali Kai. With a fully stocked gourmet kitchen, designer furnishings, and breathtaking views from you own private lanai, why would you want to...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Feels like Ocean Front with blue Pacific Ocean right across the street. Large 2 bedroom 2 bathroom end unit with large wrap around lanai, and slider glass doors on all sides for amazing ocean breezes.  Beautiful hardwood flooring with tiled kitchen and bathrooms.  King size bed in master and Queen...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Mountain Views
    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Balcony
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our beautiful top floor ocean view ORCHID SUITE is one of 5 lovely studios at BEARS' PLACE GUEST HOUSE in Kailua Kona. Our guest house is a great home-base for exploring the Big Island of Hawaii. We are located on the hillside, overlooking the Kona Coast, 7 miles north of downtown Kailua, at a...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Make Enquiry
    2 bedroom 2 bath Ocean front Penthouse, great Ocean views, right down town1 / 22
    (31)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Amenities & Details
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Balcony
    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 2 bedroom 2 bath at Kona Alii is a penthouse unit. Fully equiped to also include a sun deck! Star gaze or get a serious tan! The Ocean Front Lanai looks over the sea wall in down town Kailua Kona. Unit has a full kitchen. Both bedrooms have Queen size beds. You will have to see the...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Country Club Villas is located in the resort area of Keauhou, a short distance along Alii Drive south of the picturesque town, Kailua-Kona. This spacious third story “loft” unit has been recently renovated and offers amazing 180 degree panoramic ocean views overlooking the 18th fairway of the...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful ocean front unit just steps from the beach! This is a ground floor, absolutely ocean front unit where you can walk directly out onto the manicured grounds to the adjoining beach where you can bask in the sun or lounge under the trees. Or, if you prefer, hang out by the ocean front pool....
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • DVD Player
    • Hot Tub
    • Internet Access
    • Balcony
    • Ocean Views
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Slip into this two-bedroom paradise with stunning Pacific views from your lanai with wet bar. Amenities include a full kitchen, washer/dryer, wireless Internet, in-room safe, cable TV and ceiling fans. You’ll also enjoy sweet dreams with sleeping options of a sofabed and two twins, plus a king or...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lani Ahe - 'Heavenly Breezes' with Divine 180 Degree Ocean Views! This angelic home with breathtaking views offers a private swimming pool and spa, spacious tropical yard, covered gazebo and lanai with plenty of comfortable furniture to enjoy the beauty of the outdoors. The home sits high above...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Balcony
    • Terrace
    • Mountain Views
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our lovely, tiled garden view HIBISCUS STUDIO is one of 5 lovely studios at BEARS' PLACE GUEST HOUSE in Kailua Kona. Our guest house is a great home-base for exploring the Big Island of Hawaii. We are located on the hillside, overlooking the Kona Coast, 7 miles north of downtown Kailua, at a...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Amenities & Details
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ABSOLUTELY PRISTINE! 2 Bed/2 Bath, 150 ft to waters edge. Well equipped kitchen, air conditioning, ceiling fans, wireless internet, 55' flat screen TV in Liv Rm, TV's in both bedrooms, gas grill, 2 lanais with ocean/beach views, fully stocked linen closets, ample covered parking directly below...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For those looking for a place to sprawl out and take in ocean views, then our two-bedroom two-bathroom oceanfront suite is the perfect accommodation! Enjoy a large private lanai overlooking the Pacific Ocean, 806 square feet of living space, and cooling ceiling fans throughout. You’ll also have a...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Imagine having the privacy of your own little piece of paradise! Situated at the end of the building with gorgeous ocean views over the bay, this spacious 2 bedroom 2 bath condo offers guests upgrades with a comfortable tropical design. Some of the amenities include, a fully stocked good size...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Internet Access
    • Balcony
    • Air Conditioning
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ou’ll want to stay “fore-ever” in this spacious fairway view villa with “home away from home” conveniences! Enjoy the full kitchen with dishwasher, lanai, washer/dryer, cable TV, wireless Internet, in-room safe and ceiling fans. Then slip away at night on the sofabed, two twins and either a king or...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Description This fabulous ocean-view rental home is just 1 block from family-friendly White Sands Beach. You will know that you have arrived at Kona's premier estate property as you pull up to the iron gates and drive that lead to this 6 bedroom, 4 bath island oasis.   With both a large swimming...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
    Make Enquiry
    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Wi-Fi
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Tradewinds Villa! Tradewinds is set up with luxurious main house and guest house. The house has kempas hardwood floors, cherry cabinets in main kitchen, vaulted ceilings in spacious great room with large flat screen TV.  In the Guest house with 1 large suite and 1 smaller - both...
    View all property information
    Location Information
    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 14
    Make Enquiry
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    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
    List your property
    Owner log in