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Holiday Rentals in Hawaii

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    Travellers to Hawaii are booking December dates now. Secure your holiday rental today, and have the perfect trip.
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    2 Bedrooms, Sleeps 4Quick View
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    Enjoy paradise in this stylish one bedroom two bath condo. This garden view condo has a king bed in the bedroom and sofa bed in the living room, which allows this unit to accommodate up to four (4) people. There are many upgrades throughout including a new bedroom set, fresh paint and many...
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    Kihei, Maui 96753
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Kahala at Poipu Kai Resort located on the island of Kauai. Relax in this spacious one bedroom condo, located on the top floor. This condo has an open beam ceiling and boasts partial ocean views from the living area and lanai. There are many upgrades in this condo, including new kitchen...
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    Koloa, Kauai 96756
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    8 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Private Outdoor Pool (Heated)
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    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    7 Reviews
    1 Bedroom, Sleeps 3Quick View
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    Pet friendly
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    About this property
    Affordable rates and amazing oceanfront views, that’s what you’ll find at Sealodge. Located on the north shore of Kauai, in Princeville, these adorable vacation rental condos are rated a “Solid Gold Value” by the Ultimate Kauai Guide Book. Our guests agree that you won’t find a better value. On the...
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    Princeville, Kauai 96722
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Review
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    Unit: Puu Koa #6 (Studio) | Maui Guidebook Summary Solid value for a studio apartment in a residential neighborhood. This house has three vacation rental apartments with shared covered gas BBQ entertaining area and lawns; The lawns and BBQ are shared for two homes with rentals. Located in a...
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    Haiku, Maui 96708
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, Sleeps 6Quick View
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    This beautiful ground floor 2-bedroom 2-bath villa comes fully furnished with a tropical flair and everything necessary for the perfect vacation! Imagine being at the perfect place in paradise and making it your home away from home! With the Roy Yamaguchi designed open kitchen, you will enjoy...
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    Kapolei, Oahu 96707
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Reviews
    2 Bedrooms, Sleeps 8Quick View
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    Oceanfront! Resort Living at its Best in this Ultimate Luxury Condo Waipouli Beach Resort Oceanfront an Extraordinary Oceanfront 2 bedroom 3 bath condo at the beautiful Waipouli Beach Resort & Spa on the island of Kauai named Hawaii’s #1 Resort by Expedia Insiders Select 2008. One of the unique...
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    Kapaa, Kauai 96746
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, Sleeps 6Quick View
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    Located on the beautiful East side of the Big Island. This newly built 1880 sq. ft. home is located in a neighborhood surrounded by Ohia trees, wild orchids & hapu'u ferns and sits high above the ground which makes it feel as if you are staying in a tree house. The neighborhood is peaceful with...
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    Keaau, Island of Hawaii 96749
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    28 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Satellite TV
    • Mountain Views
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    • Ocean Views
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    Pet friendly
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    Still looking NEW, enjoy our GORGEOUS OCEAN VIEW, from our RENOVATED, DECORATED, VERY GREEN,very sound proof, 2 Bedroom, 1 1/2 Bath Condo, just a 4 minute walk to the nicest Beach on Maui, Keawakapu, and snorkle with the sea turtles! Take a nap or read a book looking out on lawn, woods, and ocean...
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    Kihei, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    2BR Condo with full kitchen Kauhale Makai is The Village by the Sea: This beautiful, family-friendly, oceanfront property is located in North Kihei and offers breathtaking ocean and garden views. The palm-dotted white sand beach fronting the property is popular with windsurfers during the summer...
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    Kihei, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    19 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Balcony
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    About this property
    Beautiful two bedrooms, two bathrooms interior condo unit with ocean front balcony. Newly remodeled, with fully equipped kitchen, granite countertops, upgraded bathrooms, and TV/cable and free Wi-Fi. This unit has everything you need for a comfortable and memorable vacation No A/C however; we get...
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    Lahaina, Maui 96761
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    8 Reviews
    1 Bedroom, Sleeps 3Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Waikiki condo rentals provide fine affordable Hawaii vacation rentals at deeply discounted prices. These accommodations appeal to travelers who desire high-quality lodging at budget rates. Our Waikiki resort condominium vacation rental packages are tailored to meet your needs and include free...
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    Honolulu, Oahu 96815
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Review
    3 Bedrooms, Sleeps 6Quick View
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    This Hawaiian Style Sweetheart home is a favorite to many! 100 yards left or right to famous Hanalei Bay makes this charming cottage ideal for your Kaua’i vacation. Comfortable and cozy, Kuuipo features a full kitchen (new appliances), 3 bedrooms, 2 baths (1 shower and 1 tub), new living room...
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    Hanalei, Kauai 96714
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Ocean Views
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    • Children's Pool
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    Enjoy elegant and deluxe accommodations at this world-class oceanfront resort in Ko'Olina, known for Hawaii's most pristine white-sand beaches. This three-bedroom Oahu vacation rental condo offers unmatched comfort and sophistication featuring an abundance of amenities including panoramic views,...
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    Kapolei, Oahu 96707
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    7 Reviews
    1 Bedroom, Sleeps 4Quick View
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    Enjoy the ocean breeze while sitting on your lanai with your first cup of coffee of the day. This ocean front comfy condo has been remodeled. The kitchen was updated with granite counter tops and new appliances. The floor has tile throughout. The bathroom now features a large walk-in shower Bring...
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    Lahaina, Maui 96761
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Mountain Views
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waikiki fully furnished one bedroom condo located on the 18th floor of the popular "Waikiki Banyan Hotel". The condo has a full kitchen, queen and single bed, and a lanai with partial Ocean and Diamond Head views. It also over looks the pool, jacuzzi, tennis court, and other outdoor activities....
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    Honolulu, Oahu 96815
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    2 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    A note from the owner: "Our unit overlooks a beautiful cove, where in the late afternoon, we can see the turtles swimming on the surface of the ocean and popping their heads out of the water. We especially like to see how the color of the ocean changes during the day as the sun makes it's way...
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    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    21 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    About this property
    ONLINE SPECIAL. Book now & Save 10*! Valid only for stay dates 4/10/17 to 9/15/17 Please use coupon code: SSPEC10 Upon Check-Out Welcome to our lovely Condo at Keauhou Punahele Resort, located seven miles from downtown Kailua-Kona. You are within walking distance to Keauhou Bay or a short drive to...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    22 Reviews
    Studio, Sleeps 6Quick View
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    Welcome to our home-away-from-home. John and I have completely remodeled our 1200-square-foot condominium to ensure you have a comfortable stay while enjoying paradise. There is a fully-equipped kitchen for those who love to cook, a large dining room table for those who love to entertain, or...
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    Lahaina, Maui 96761
    Holiday Rental House - 2 Bathrooms, Sleeps 6
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    2 Reviews
    4 Bedrooms, Sleeps 8Quick View
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    There are very few executive homes like this for rent on the entire island. Large, and inviting, and begging for you to relax. It even has a private swimming pool and hot tub. When people enter the Ku Kilakila Villa, the first thing you see is a majestic sunken great room overlooking the private...
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    Princeville, Kauai 96722
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    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.​...
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    Kailua-Kona, Island of Hawaii 96740
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 6Quick View
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    About this property
    Enjoy ocean views from this well appointed second floor Condo. This unit features two bedrooms and two full bathrooms. The furnishings are a mixture of modern and tropical. The kitchen features bright white cabinetry and a light gray counter top which are open to the dining and living areas and...
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    Kihei, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Ocean View Waikiki Condo Enjoy the view of the ocean from this 29th floor condo. Save money and enjoy the convenience of a full kitchen, FREE covered parking, and FREE in room internet access upon request. Newly Remodeled Kitchen!!! Clean and bright condo suite with newly updated...
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    Honolulu, Oahu 96815
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Island Colony is located in the heart of Waikiki. Close to everything; world famous Waikiki beach, world class shopping, romantic dining and dancing. all with lanais; some with views of the ocean or Ala Wai canal; a wide variety of sleeping arrangements, just let us know your preferences....
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    Honolulu, Oahu 96815
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    About this property
    P’ani means play, sport, game, amusement. This is the perfect name for this well appointed condo on the 3rd hole & 4th tee of the Princeville Makai Lakes Course with its nearby trail to Anini Beach seen at left. We just started renting this for Allan after an extensive remodel. Allan tried to think...
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    Princeville, Kauai 96722
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Regency at Poipu Kai‘s Kauai vacation rentals are spacious, well appointed condos with fully equipped kitchens, sunken living room areas as well as two resort swimming pools, two hot tubs plus access to the Poipu Kai Resort pool, tennis and more. In addition, Brenneckes, Shipwrecks and Poipu Beach...
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    Koloa, Kauai 96756
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    11 Reviews
    Studio, Sleeps 2Quick View
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    Located in the heart of Kaanapali, this spacious condo offers one of the best locations on Maui. In condo 364 you are just a few steps from the famous Kaanapali beach and refreshing oceanfront pool. Ready for some action take a stroll along the beachfront sidewalk enjoying the amazing hotels,...
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    Lahaina, Maui 96761
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    About this property
    Discounted Rates Available for the Summer of 2017 - Promo Code: ‘HOTSUMMER’! Royal Mauian 501 is nicely tiled throughout, tastefully decorated, and comfortable. There is air conditioning throughout as well as 2 ceiling fans, comfortable furnishings and flat screen TV. A separate dining area and...
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    Kihei, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Reviews
    1 Bedroom, Sleeps 5Quick View
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    Very nice, remodeled condo with amazing ocean views, huge balcony where you can sit down, relax and enjoy spectacular ocean views. Kitchen does have everything you need for cooking. New hardwood floors just installed, custom cabinets in the bedroom. Huge flat screen TV, large 120 square feet...
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    Honolulu, Oahu 96815
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 5
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    1 Review
    Studio, Sleeps 3Quick View
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    BEST of the BEST Direct Oceanfront Studio Condo - Air Conditioned! Islander on the Beach Oceanfront STunning Oceanfront Paradise! This Stunning Oceanfront at the Studio Condo at the Islander on the Beach Condo Studio #246 is on the second floor. Truly Paradise with warm tropical breezes and...
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    Kapaa, Kauai 96746
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    16 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known for it’s romantic sunsets, great swimming, miles...
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    Kihei, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, Sleeps 8Quick View
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    ***Please note there is a 7 night minimum during the holidays.  Christmas reservations must check out by 10AM on Dec. 27 and New Year's reservations can check in on Dec. 27 or after for a week.  There is a 12 night minimum to book both Christmas and New Year's.*** Individually owned, privately...
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    Lahaina, Maui 96761
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    About this property
    This townhouse unit has good oceanviews, ratan furniture, new appliances, tile flooring in the kitchen, the bathrooms have been remodeled, 3 TV's, VHS, DVD player, new kitchen cabinets, and free internet access.There is a 60’ heated swimming pool on property as well as several gas BBQ areas....
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    Lahaina, Maui 96761
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    15 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    About this property
    Cliffs at Princeville Unit #9306, Ocean-bluff view on Kauai's beautiful North Shore! 3rd Floor (Top Floor), End Unit, Sleeps up to 6. Save $25 by booking online at the Garden Island Properties website. The Cliffs at Princeville sits on the ocean-bluff above the blue Pacific Ocean on Kauai's...
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    Princeville, Kauai 96714
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, Sleeps 4Quick View
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    About this property
    We welcome you to our Hale, Waikiki Banyan 1 Block to Waikiki Beach fully equipped kitchen and parking too! Lanai to enjoy your coffee in the morning and a cocktail in the evening with tropical peaceful palm trees swaying in the breeze. from this low floor fully furnished and equipped with two...
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    Honolulu, Oahu 96815
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Reviews
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    • DVD Player
    • Terrace
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Affordable rates and amazing oceanfront views, that’s what you’ll find at Sealodge. Located on the north shore of Kauai, in Princeville, these adorable vacation rental condos are rated a “Solid Gold Value” by the Ultimate Kauai Guide Book. Our guests agree that you won’t find a better value. On the...
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    Princeville, Kauai 96722
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 Bedrooms, Sleeps 6Quick View
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    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • DVD Player
    • Waterfront
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This elegant corner unit penthouse will take your breath away!  Fully remodeled and beautifully updated, it boasts three bedrooms, each with its own full bathroom.  Larger groups may also wish to reserve the unit below, which is connected to the penthouse by a private elevator.  The lower unit...
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    Wailuku, Maui 96793
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • Internet Access
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the best locations on Kauai’s lush North Shore fronting the white sands of Hanalei Bay with amazing views of tropical sunsets, lush green mountains and the sparkling blue waters of the Pacific Ocean. These Kauai condos are located on over 22 acres of Hawaiian paradise, featuring mature...
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    Princeville, Kauai 96722
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    • DVD Player
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Balcony
    • Air Conditioning
    • Satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Island Colony is located in the heart of Waikiki. It is close to everything; world famous Waikiki beach, world class shopping, romantic dining and dancing. We offer a wide variety of units within this property: studios with kitchenettes; one bedroom/one bath units with full kitchens; all with...
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    Honolulu, Oahu 96815
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    • Washer
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This experience is one of a kind- ocean front cottage by the sea! Enjoy the crashing surf at one of Kona's best resorts. Townhome #182 is the perfect location for your Big Island vacation! Watching for dolphins, whales and for the famous Kona Sunsets on your ocean front lanai! Making meals from the...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, Sleeps 6Quick View
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    • Washer
    • Patio
    • Grill
    • Satellite TV
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bright and cheery is this 2 bedroom, 2 bath Ocean view condo on Molokai's West End. Main bedroom has a queen bed and second bedroom has two twins. There is a futon in the living room. Upstairs unit with views of the ocean. End unit which gives more deck room for relaxing in the sun. Fully...
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    Maunaloa, Molokai 96770
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Washer
    • Grill
    • Parking
    • Internet Access
    • Air Conditioning
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great value on an Ocean Front condo located on the Ground Floor, just steps from the beach and the Ocean. You can't get closer than this! The Fully equipped kitchen is open to the living and dining areas creating a large living space. The bedroom has a king bed and the bathroom is just off of...
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    Kihei, Maui 96753
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    1 Review
    Studio, Sleeps 4Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
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    You'll love the location of our OCEANFRONT condo #104. Napili Bay Condominiums is located directly on the famous Napili Bay Beach! As you'll see from the photos we have a fabulous view of the ocean and the beach. We have a queen bed and also a trundle bed that has two twin mattresses allowing us to...
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    Lahaina, Maui 96761
    Condo/Apartment - 1 Bathroom, Sleeps 4
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    43 Reviews
    1 Bedroom, Sleeps 4Quick View
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The peaceful surrounding of this condominium is not only a perfect romantic getaway, but also a great place for a family vacation. Within walking distance there are plenty of activities suited for the whole family to enjoy.  Central A/C  along with wireless internet access, sofa sleeper, and inside...
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    Kailua-Kona, Island of Hawaii 96740
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    10 Reviews
    2 Bedrooms, Sleeps 6Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small island oasis by the sea is...
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    Koloa, Kauai 96756
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    • Waterfront
    • Balcony
    • Washer
    • Parking
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ilikai Marina 1786 If you are looking for a fully equipped unit with 180 degree of ocean and beautiful Hawaiian scenery, then your search is over and you have found your home away from home in paradise. The location cant be beat and the peaceful ambiance and tranquil views and surroundings will...
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    Honolulu, Oahu 96815
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    14 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and rocky shoreline fronting the property is exceptional...
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    Location Information
    Wailea, Maui 96753
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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