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Hawaii Luxury Vacation Rentals
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Private Retreat located on the 'Ahihi-Kina'u Natural Area Reserve - managed by "Luxurious Destinations" Property 20482
  • Makena
  • House (single)
  • 2 bedrooms
  • Sleeps 4
  • 2 bathrooms
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Embrace the Hawaiian experience at Seaside Galleria - managed by "Luxurious Destinations" Property 14794
  • Lahaina
  • House (single)
  • 3 bedrooms
  • Sleeps 6
  • 3 bathrooms
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Enjoy 180 degree Panoramic Views of Molokai and the Pacific from this Spectacular Beachfront Estate - managed by "Luxurious Destinations" Property 14799
  • Napili
  • House (single)
  • 5 bedrooms
  • Sleeps 10
  • 6.5 bathrooms
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Wai 'ula 'ula Condo with Ocean Views at the Mauna Kea Resort - Aloha Luxury Getaways Property 29048
  • Mauna Kea Beach Resort
  • Condo
  • 3 bedrooms
  • Sleeps 8
  • 3 bathrooms
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ExclusiveTropical Point Estate with Breathtaking Oceanfront Views - managed by "Luxurious Destinations" Property 14752
  • Kapalua
  • House (single)
  • 5 bedrooms
  • Sleeps 10
  • 5.5 bathrooms
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Kahakai Penthouse - The Diamond Head Beach Hotel Property 16456
  • Diamond Head
  • Condo
  • 1 bedrooms
  • Sleeps 2
  • 1 bathrooms
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Relax in true Hawaiian Style at this Stunning Ocean View Retreat - managed by "Luxurious Destinations" Property 14800
  • Napili
  • House (single)
  • 3.5 bedrooms
  • Sleeps 6-8
  • 3.5 bathrooms
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Luxury Oceanfront Resort! - Halii Kai at Waikoloa; 1, 2 & 3 Bedroom Luxury Villas Property 28353
  • Waikoloa
  • Villa
  • 1, 2, & 3 bedrooms
  • Sleeps 6-8
  • 2 bathrooms
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Private Gated Ocean View Estate in Lush Garden Setting Featuring 70 ft. Pool and Panoramic Views - managed by "Luxurious Destinations" Property 14453
  • Wailea
  • House (single)
  • 4 bedrooms
  • Sleeps 8
  • 4.5 bathrooms
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Pacific Luxury Villa Oceanfront home in Napili with pool and spa, 5 bedroom 5 bath. Property 18151
  • Napili
  • Villa
  • 5 bedrooms
  • Sleeps 10
  • 5 bathrooms
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Beautiful Plantation Home on Sunny South Side - Kauai, HI Property 16002
  • Koloa
  • House (single)
  • 2 bedrooms
  • Sleeps 4
  • 2 bathrooms
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Kauai 4 Bedroom Vacation Rental at the Luxurious Poipu Kai Resort Property 44288
  • Poipu
  • Villa
  • 2 - 4 bedrooms
  • Sleeps 4-8
  • 2-3 bathrooms
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Kanai a Nalu Beachfront! Remodeled with Hi Speed Internet! Property 15672
  • Maalaea Bay
  • Condo
  • 2 bedrooms
  • Sleeps 2-6
  • 2 bathrooms
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Kauai Villas at the Poipu Kai Resort Property 44287
  • Poipu
  • Villa
  • 3 bedrooms
  • 3 bathrooms
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Papohaku Beach Vacation House with Ocean Views, Secluded Beaches, Beautiful Sunsets, & Golf Property 46060
  • Papohaku Beach
  • House (single)
  • 3 bedrooms
  • Sleeps 6
  • 2 bathrooms
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  • Enter a New Period
    $200 per night or $1200 per week + $200 clean..


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BIG Island of Hawai'i Luxurious Villa with Private Pool & "180 Degree Views of WOW" Property 44619
  • Kailua-Kona
  • Villa
  • 3 bedrooms
  • Sleeps 2-6
  • 2 bathrooms
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Spectacular Oceanfront Dolphin Bay House on the Puna Coast Property 7095
  • Hilo
  • House (single)
  • 3 bedrooms
  • Sleeps 2-7
  • 2 bathrooms
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Hale Lele Villa, a tropical oasis, steps to Maui's fabulous beaches, snorkeling and surfing. The perfect family vacation home-sleeps up to 16. Property 9585
  • Kihei
  • Villa
  • 5+ bedrooms
  • Sleeps 16
  • 9 bathrooms
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  • December 20 through January 3 and Easter Week
    $3,000.00

  • Most of the Year
    $2,500.00


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Luxurious Beachfront Home on one of the best beaches in the world - Kaanapali Beach - managed by "Luxurious Destinations" Property 14754
  • Kaanapali
  • House (single)
  • 8 bedrooms
  • Sleeps 16-18
  • 9.5 bathrooms
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Luxurious Beachfront Oasis - Once Owned by John Travolta - Extreme Privacy with Swimming Pool & Jacuzzi Property 23294
  • Honolulu
  • House (single)
  • 3 bedrooms
  • Sleeps 6-8
  • 3 bathrooms
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The Exclusive Trump Tower Waikiki Property 33081
  • Waikiki
  • Condo
  • 2.5 bedrooms
  • Sleeps 6
  • 3 bathrooms
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The Villas at Poipu Kai Property 44286
  • Poipu
  • Villa
  • 4 bedrooms
  • 3.5 bathrooms
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Fabulous Mauna Kea Home - All amenities and services of the Mauna Kea Resort Property 22535
  • Mauna Kea Beach Resort
  • House (single)
  • 4 bedrooms
  • 3.5 bathrooms
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Luxury Beachfront Condo Rental Located on 12 acres in Exclusive Kapalua - managed by "Luxurious Destinations" Property 14804
  • Kapalua
  • Condo
  • 3 bedrooms
  • Sleeps 6
  • 3 bathrooms
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Hale Nalu-Beach Cottage on the West side of Kaua'i Property 16003
  • Kekaha
  • Cottage
  • 2 bedrooms
  • Sleeps 4-6
  • 1 bathrooms
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  • Entire House
    $1000/Week


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Hale Hin-Huge Executive Home on the Southside of Kaua'i Property 16004
  • Koloa
  • House (single)
  • 7 bedrooms
  • Sleeps up to 20
  • 4 bathrooms
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  • Entire House
    $4,800/Week


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Spectacular Ocean Views - managed by "Luxurious Destinations" Property 14818
  • Lahaina
  • House (single)
  • 5 bedrooms
  • Sleeps 10+
  • 5 bathrooms
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WELCOME TO THE PLANTATION HOUSE - Located in Hawi, North Kohala on the Big Island of Hawaii Property 20491
  • Hawi
  • House (single)
  • 6 bedrooms
  • Sleeps 12-14
  • 6 bathrooms
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Mauna Kea Resort - Choose from Condos, Townhomes, or Private Vacation Homes Property 26869
  • Mauna Kea Beach Resort
  • House (single)
  • 1-7 bedrooms
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5 Bedroom Estate Located in Wailea - managed by "Luxurious Destinations" Property 20485
  • Wailea
  • House (single)
  • 4-5 bedrooms
  • Sleeps 8-10
  • 4-5 bathrooms
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Luxury Oceanfront Condo Perfect Location - Maalaea Harbor - managed by "Luxurious Destinations" Property 20094
  • Maalaea
  • Condo
  • 2 bedrooms
  • Sleeps 4
  • 2 bathrooms
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Spectacular Beachfront Estate - managed by "Luxurious Destinations" Property 20093
  • Kapalua
  • House (single)
  • 4 bedrooms
  • Sleeps 10+
  • 5.5 bathrooms
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Sophisticated Luxury Living at the Upscale Villages at Mauna Lani - Aloha Luxury Getaways Property 29049
  • Mauna Lani Resort
  • Condo
  • 3 bedrooms
  • Sleeps 8
  • 3.5 bathrooms
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Luxury Lanikai Vacation Home - Amazing 180 Degree View of the Ocean with Private Pool Property 31356
  • Lanikai
  • House (single)
  • 5 bedrooms
  • Sleeps 14 - 18
  • 4.5 bathrooms
Rates Show More Rates
  • Holiday .. Dec 01-Jan 15
    $1200/night for parties of 12 or less

  • Summer .. Jun 15-Sep 15
    $1000/night for parties of 12 or less


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Honolulu, Hawaii - Oceanfront Oasis - with Pool & Jacuzzi Property 23295
  • Honolulu
  • House (single)
  • 6 bedrooms
  • Sleeps 14-16
  • 7 bathrooms
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Luxurious & Safe "Sunset Beach" Home Away from Home Property 15183
  • Sunset Beach
  • House (multifamily)
  • 6 bedrooms
  • Sleeps 15
  • 4 bathrooms
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This 5 bedroom home is an Ocean Front Maui Beauty! Property 29321
  • Maui
  • House (single)
  • 5 bedrooms
  • Sleeps 10
  • 6.5 bathrooms
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Diamond Head Beach Hotel - Exclusive HIBISCUS SUITE Property 20625
  • Diamond Head
  • Condo
  • 2 bedrooms
  • Sleeps 5
  • 1 bathrooms
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Exclusive Panoramic Ocean View Golf Course Home Property 19980
  • Kapalua
  • House (single)
  • 3 bedrooms
  • Sleeps 6
  • 3.5 bathrooms
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Wonderful Ocean Views Property 32860
  • Ko Olina
  • Condo
  • 3 bedrooms
  • Sleeps 8
  • 2.5 bathrooms
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Exquisite Beachfront Estate with Panoramic Ocean Views - managed by "Luxurious Destinations" Property 16617
  • Diamond Head
  • House (single)
  • 4 bedrooms
  • Sleeps 8
  • 5.5 bathrooms
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Unobstructed Views From This Pineapple Hill Custom Home Property 19982
  • Kapalua
  • House (single)
  • 3 bedrooms
  • Sleeps 8
  • 3 bathrooms
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Spectacular Beachfront Property-Perfect for Families - managed by "Luxurious Destinations" Property 14810
  • Kihei
  • House (single)
  • 3 bedrooms
  • Sleeps 6+
  • 3 bathrooms
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High Styled Hawaiian Elegance Situated Next to Hanama Bay. Waikiki Luxury Vacation Home Rental - managed by "Hawaii Beach Homes" Property 13421
  • Waikiki
  • House (single)
  • 4 bedrooms
  • Sleeps 8
  • 2.75 bathrooms
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Waikiki Beach - Oahu Vacation Rentals at Trump Tower Waikiki Property 33075
  • Waikiki
  • Resort
  • Studio - 3 bedrooms
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7 Bedroom Kahala Avenue Luxury Vacation Home Property 20624
  • Kahala
  • House (single)
  • 7 bedrooms
  • 7.5 bathrooms
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An exquisite luxury home in the prestigious Keauhou Estates Subdivision at Kona Country Club Property 16380
  • Kailua-Kona
  • House (single)
  • 3 bedrooms
  • Sleeps 6-10
  • 2.5 bathrooms
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Kaanapali Alii Superior 5* Completely remodeled OCEANVIEW on Kaanapali Beach! Property 45297
  • Kaanapali
  • Condo
  • 3 bedrooms
  • Sleeps 9
  • 2 bathrooms
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Oceanfront Diamond Head Tiki Estate - Oahu Property 26585
  • Diamond Head
  • House (single)
  • 3 bedrooms
  • Sleeps 8
  • 3.5 bathrooms
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Luxurious Kailua 5 Bedroom Vacation Home with Pool Property 32565
  • Kailua
  • House (single)
  • 5 bedrooms
  • Sleeps 10
  • 4 bathrooms
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Honolulu Luxury Vacation Home - Hibiscus Villa Property 33092
  • Diamond Head
  • Villa
  • 3 bedrooms
  • Sleeps 6
  • 2.5 bathrooms
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Fabulous Oceanfront Estate Home - Kailua-Kona Property 22532
  • Kailua-Kona
  • House (single)
  • 5 bedrooms
  • Sleeps 10-14
  • 5 bathrooms
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Ramashala - The Elemental Vacation Retreat - www.Ramashala.com Property 28742
  • Pahoa
  • Villa
  • 1-7 bedrooms
  • Sleeps Varies
  • 1-6 bathrooms
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Luxurious Ocean Front Kapalua Bay Villa-Fabulous Ocean Views From Every Room Property 19487
  • Kapalua
  • Townhouse
  • 2 bedrooms
  • Sleeps 6
  • 2.5 bathrooms
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Laniakea Beach - North Shore - Spectacular Views - managed by "Hawaii Beach Homes" Property 13426
  • Laniakea Beach
  • House (single)
  • 5 bedrooms
  • Sleeps 16
  • 3 bathrooms
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Luxury Vacation Rental Villa on Oahu's North Shore. “Hale Aloha” - Perfect for a private getaway, reunion, or wedding. Property 18257
  • Mokuleia
  • House (single)
  • 6 bedrooms
  • Sleeps 14-18
  • 4.5 bathrooms
Rates Show More Rates
  • Spring Break
    $9,500

  • Early Summer
    $6,950



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Come stay in the Lap of Luxury at the prestigious Hokua Property 16432
  • Honolulu
  • Condo
  • 2 bedrooms
  • Sleeps 4
  • 2 bathrooms
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Exquisite Beachfront Vacation home in prestigious Kapalua - managed by "Luxurious Destinations" Property 14753
  • Kapalua
  • House (single)
  • 5 bedrooms
  • Sleeps 10
  • 6 bathrooms
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Oceanfront Romance - 7th Floor Condo Rental with Great Views at Great Rates...................... Property 27849
  • Kaanapali
  • Condo
  • 1 bedrooms
  • Sleeps 2
  • 1 bathrooms
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Luxury Vacation Rental Home Located in Lahaina - managed by "Luxurious Destinations" Property 18576
  • Lahaina
  • House (single)
  • 4 bedrooms
  • Sleeps 10
  • 5 bathrooms
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Kapalua Bay Villas B12B3 Property 19483
  • Kapalua
  • Villa
  • 1 bedrooms
  • Sleeps 6
  • 2 bathrooms
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One Bedroom Oceanfront Luxury Rental - Honeymoon Suite at the Trump Tower Waikiki Property 33080
  • Waikiki
  • Condo
  • 1 bedrooms
  • Sleeps 3
  • 1 bathrooms
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Gorgeous Oceanfront Vacation Home with Breathtaking Views of the Pacific and Lanai - managed by "Luxurious Destinations" Property 14820
  • Napili
  • House (single)
  • 3 bedrooms
  • Sleeps 6
  • 3.5 bathrooms
Rates Show More Rates


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Luxurious Vacation Home - Heavenly Home in Hawaii Property 33084
  • Hawaii Kai
  • House (single)
  • 5 bedrooms
  • Sleeps 10
  • 4 bathrooms
Rates Show More Rates


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