Southern Oahu Vacation Rentals

Southern Oahu Vacation Rentals and Vacation Homes!
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These Southern Oahu vacation homes, condos, villas, cabins, cottages, chalets, and bed & breakfasts are presented by their owners or agents. Please contact them directly with your inquiries. Click on the underlined descriptions below for more details and property photos.

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City  Bedrooms
Weekly Rate  Interests 

  Preferred Listings
LUXURIOUS WAIKIKI LIVING
  • Waikiki
  • Condo
  • 2 bedrooms, sleeps 4
  • 2 bathrooms
     

    Honolulu's Newest Residential Property - The Hokua Sunrise
    • Honolulu
    • House (single)
    • 2 bedrooms, sleeps 4
    • 2 bathrooms
       

      Waikiki Beach - Oahu Vacation Rentals at Trump Tower Waikiki
      • Waikiki
      • Resort
         

        Hawaii at it's Best - Great Location - Lagoons, Golfing, Sailing, Swimming and So much more!!!
        • Ko Olina
        • Condo
        • 3 bedrooms, sleeps 6-8
        • 2 bathrooms
           

          Kahakai Penthouse - The Diamond Head Beach Hotel
          • Diamond Head
          • Condo
          • 1 bedrooms, sleeps 2
          • 1 bathrooms
          • Weekly rates
            From $1,800 to $2,275 USD
           

          GORGEOUS WAIKIKI 1BEDROOM +1 DEN/BEDROOM, 2 BATH CONDO W/ SPECTACULAR DIAMOND AND OCEAN VIEWS - WALK TO BEACH!!
          • Honolulu
          • Condo
          • 1 bedrooms, sleeps 3
          • 2 bathrooms
          • Weekly rates
            From $1,050 to $1,400 USD
           

          Diamond Head Beach Hotel - Exclusive HIBISCUS SUITE
          • Diamond Head
          • Condo
          • 2 bedrooms, sleeps 5
          • 1 bathrooms
          • Weekly rates
            From $1,800 to $2,500 USD
           

          The Exclusive Trump Tower Waikiki
          • Waikiki
          • Condo
          • 2.5 bedrooms, sleeps 6
          • 3 bathrooms
             

            Diamond Head Beach Hotel - Oahu Suite
            • Diamond Head
            • Condo
            • 2 bedrooms, sleeps 4
            • 1 bathrooms
            • Weekly rates
              From $1,800 to $2,500 USD
             

            Luxury Beachfront Stay in Waikiki - Waikiki Shore Get-Away
            • Waikiki Beach
            • Condo
            • 2 bedrooms, sleeps 6
            • 2 bathrooms
            • Weekly rates
              From $2,100 to $3,000 USD
             

            The Kahala Beach Suite - Ultra Luxurious
            • Kahala
            • Condo
            • 2 bedrooms, sleeps 4
            • 2 bathrooms
               

              Luxurious Beachfront Oasis - Once Owned by John Travolta - Extreme Privacy with Swimming Pool & Jacuzzi
              • Honolulu
              • House (single)
              • 3 bedrooms, sleeps 6-8
              • 3 bathrooms
              • Weekly rates
                From $6,950 to $9,750 USD
               

              Luxurious Vacation Home - Heavenly Home in Hawaii
              • Hawaii Kai
              • House (single)
              • 5 bedrooms, sleeps 10
              • 4 bathrooms
                 

                Come stay in the Lap of Luxury at the prestigious Hokua
                • Honolulu
                • Condo
                • 2 bedrooms, sleeps 4
                • 2 bathrooms
                   

                  Honolulu Luxury Vacation Home - Hibiscus Villa
                  • Diamond Head
                  • Villa
                  • 3 bedrooms, sleeps 6
                  • 2.5 bathrooms
                     

                    Diamond Head Vacation Home on Black Point Peninsula
                    • Diamond Head
                    • House (single)
                    • 6 bedrooms, sleeps 9
                    • 4 bathrooms
                    • Weekly rates
                      From $3,080 to $3,780 USD
                     

                    Honolulu Vacation Rental - Oceanfront Retreat at the Diamond Head Beach Hotel
                    • Diamond Head
                    • Condo
                    • 1 bedrooms, sleeps 4
                    • 1 bathrooms
                    • Weekly rates
                      From $1,500 to $2,100 USD
                     

                    Orchid Suite at the Trump Tower Waikiki - A Family Vacation Rental in Waikiki
                    • Waikiki
                    • Suite
                    • 2 bedrooms, sleeps 6
                    • 2 bathrooms
                       

                      High Styled Hawaiian Elegance Situated Next to Hanama Bay. Waikiki Luxury Vacation Home Rental - managed by "Hawaii Beach Homes"
                      • Waikiki
                      • House (single)
                      • 4 bedrooms, sleeps 8
                      • 2.75 bathrooms
                      • Weekly rates
                        From $4,800 to $9,100 USD
                       

                      Wyndham 2 Bedroom Condo - Fun in the Sun in Waikiki
                      • Waikiki
                      • Condo
                      • 2 bedrooms, sleeps 8
                      • 1 bathrooms
                      • Weekly rates
                        From $1,195 to $1,995 USD
                       

                      7 Bedroom Kahala Avenue Luxury Vacation Home
                      • Kahala
                      • House (single)
                      • 7 bedrooms
                      • 7.5 bathrooms
                      • Weekly rates
                        From $14,000 to $18 USD
                       

                      One Bedroom Oceanfront Luxury Rental - Honeymoon Suite at the Trump Tower Waikiki
                      • Waikiki
                      • Condo
                      • 1 bedrooms, sleeps 3
                      • 1 bathrooms
                         

                        Oceanfront Diamond Head Tiki Estate - Oahu
                        • Diamond Head
                        • House (single)
                        • 3 bedrooms, sleeps 8
                        • 3.5 bathrooms
                        • Weekly rates
                          From $9,000 to $1,200 USD
                         

                         
                          Rental Locations   (Listed alphabetically by City or Town)
                         

                          City BR(s) BA(s) Sleeps Description
                        Diamond Head Studio 1 BA 3 Gold Coast Comfort Suite - Diamond Head, Oahu
                        Diamond Head Studio 1 BA 4 Diamond Head Beach Hotel Suite
                        Diamond Head Studio - 2 BR BA Oahu Vacation Rentals at Diamond Head Beach Hotel
                        Diamond Head 1 BR 1 BA 2 Kahakai Penthouse - The Diamond Head Beach Hotel
                        Diamond Head 1 BR 1 BA 4 TOP OF THE LINE IN OCEANFRONT CONDO LIFESTYLES IN HAWAII
                        Diamond Head 1 BR 1 BA 4 Makapu'u Suite - Diamond Head Beach Hotel and Residences on the Gold Coast
                        Diamond Head 1 BR 1 BA 2 Nani Luna Suite - One of a Kind Beachfront Oasis - Diamond Head
                        Diamond Head 1 BR 1 BA 4 Honolulu Vacation Rental - Oceanfront Retreat at the Diamond Head Beach Hotel
                        Diamond Head 2 BR 1 BA 4 Diamond Head Beach Hotel - Oahu Suite
                        Diamond Head 2 BR 1 BA 5 Diamond Head Beach Hotel - Exclusive HIBISCUS SUITE
                        Diamond Head 3 BR 3.5 BA 8 Oceanfront Diamond Head Tiki Estate - Oahu
                        Diamond Head 3 BR 2.5 BA 6 Honolulu Luxury Vacation Home - Hibiscus Villa
                        Diamond Head 4 BR 5.5 BA 8 Exquisite Beachfront Estate with Panoramic Ocean Views - managed by "Luxurious Destinations"
                        Diamond Head 6 BR 4 BA 9 Diamond Head Vacation Home on Black Point Peninsula
                        Hawaii Kai 5 BR 4 BA 10 Luxurious Vacation Home - Heavenly Home in Hawaii
                        Honolulu 1 BR 1 BA 4 Located in central Waikiki, the Waikiki Banyan offers one bedroom condos minutes from the ocean
                        Honolulu 1 BR 2 BA 3 GORGEOUS WAIKIKI 1BEDROOM +1 DEN/BEDROOM, 2 BATH CONDO W/ SPECTACULAR DIAMOND AND OCEAN VIEWS - WALK TO BEACH!!
                        Honolulu 2 BR 2 BA 4 Tommy Bahama Suite on the 19th floor, Overlooks Beautiful Ala Moana
                        Honolulu 2 BR 1 BA 6 Hibiscus Suite - The Diamond Head Beach Hotel
                        Honolulu 2 BR 2 BA 4 Come stay in the Lap of Luxury at the prestigious Hokua
                        Honolulu 2 BR 2 BA 4 Honolulu's Newest Residential Property - The Hokua Sunrise
                        Honolulu 3 BR 3 BA 6-8 Luxurious Beachfront Oasis - Once Owned by John Travolta - Extreme Privacy with Swimming Pool & Jacuzzi
                        Honolulu 5 BR 3 BA 10 The Banyan Tree - South Shore - Oceanfront - managed by "Hawaii Beach Homes"
                        Kahala 2 BR 2 BA 4 Kahala Beach Estate - Hawaii Vacation Condo
                        Kahala 2 BR 2 BA 4 The Kahala Beach Suite - Ultra Luxurious
                        Kahala 7 BR 7.5 BA 7 Bedroom Kahala Avenue Luxury Vacation Home
                        Ko Olina 3 BR 2 BA 6-8 Hawaii at it's Best - Great Location - Lagoons, Golfing, Sailing, Swimming and So much more!!!
                        Portlock 2 BR 2 BA 5 Wonderful Views Located on the Marina on the South Shore of Oahu - managed by "Hawaii Beach Homes"
                        Portlock 3 BR 3.5 BA 6 Beautiful Portlock Home on the South Shore of Oahu with Indoor Pool - managed by "Hawaii Beach Homes"
                        Waikiki Studio 1 BA 3 Surfers Paradise Waikiki Beach at the Foster Tower
                        Waikiki Studio - 3 BR BA Waikiki Beach - Oahu Vacation Rentals at Trump Tower Waikiki
                        Waikiki 1 BR 1 BA 5 Koko Resorts at The Waikiki Banyan - Tower 2 Suite 2414 Waikiki Banyan
                        Waikiki 1 BR 2 BA 4 Beachfront Oahu - San Sauci Sunset
                        Waikiki 1 BR 1 BA 3 One Bedroom Oceanfront Luxury Rental - Honeymoon Suite at the Trump Tower Waikiki
                        Waikiki 1 BR 1 BA 4 Waikiki Grand Sun Deck Suite 1005
                        Waikiki 1 BR 1 BA 4 Waikiki Grand 1006
                        Waikiki 1 BR 1 BA 4 The Cabana Beachfront Home - managed by "Hawaii Beach Homes"
                        Waikiki 1 BR 1.5 BA Live the Dream - Incredible Views of Waikiki
                        Waikiki 2 BR 2 BA 6 Orchid Suite at the Trump Tower Waikiki - A Family Vacation Rental in Waikiki
                        Waikiki 2 BR 1 BA 8 Wyndham 2 Bedroom Condo - Fun in the Sun in Waikiki
                        Waikiki 2 BR 2 BA 5 Waikiki Watermark Luxury
                        Waikiki 2 BR 2 BA 4 LUXURIOUS WAIKIKI LIVING
                        Waikiki 2 BR 2 BA 4 TL. Waikiki Rise - Waikiki - 9th Floor Condo
                        Waikiki 2.5 BR 3 BA 6 The Exclusive Trump Tower Waikiki
                        Waikiki 3 BR 3 BA 8 Waikiki Vacation Rental - Beachfront Home - managed by "Hawaii Beach Homes"
                        Waikiki 3 BR 2 BA 8 Beachfront Vacation Home with Panoramic Ocean Views - managed by "Hawaii Beach Homes"
                        Waikiki 3 BR 2 BA 6 Diamond Head Bungalow - Waikiki - managed by "Hawaii Beach Homes"
                        Waikiki 4 BR 2.75 BA 8 High Styled Hawaiian Elegance Situated Next to Hanama Bay. Waikiki Luxury Vacation Home Rental - managed by "Hawaii Beach Homes"
                        Waikiki 4 BR 3 BA 14 Private Beach - Oahu Vacation Home - managed by "Hawaii Beach Homes"
                        Waikiki Beach 1 BR 1 BA 2 Ilikai Resort Hotel - Oahu Vacation Rental Bargain
                        Waikiki Beach 2 BR 2 BA 6 Luxury Beachfront Stay in Waikiki - Waikiki Shore Get-Away



                        LUXURIOUS WAIKIKI LIVING
                        Waikiki Condo, 2 bedrooms, sleeps 4, 2 bathrooms Weekly rates from $0 to $0 USD



                        Honolulu's Newest Residential Property - The Hokua Sunrise
                        Honolulu House (single), 2 bedrooms, sleeps 4, 2 bathrooms Weekly rates from $0 to $0 USD



                        Waikiki Beach - Oahu Vacation Rentals at Trump Tower Waikiki
                        Waikiki Resort Weekly rates from $0 to $0 USD



                        Hawaii at it's Best - Great Location - Lagoons, Golfing, Sailing, Swimming and So much more!!!
                        Ko Olina Condo, 3 bedrooms, sleeps 6-8, 2 bathrooms Weekly rates from $0 to $0 USD



                        Kahakai Penthouse - The Diamond Head Beach Hotel
                        Diamond Head Condo, 1 bedrooms, sleeps 2, 1 bathrooms Weekly rates from $1,800 to $2,275 USD



                        GORGEOUS WAIKIKI 1BEDROOM +1 DEN/BEDROOM, 2 BATH CONDO W/ SPECTACULAR DIAMOND AND OCEAN VIEWS - WALK TO BEACH!!
                        Honolulu Condo, 1 bedrooms, sleeps 3, 2 bathrooms Weekly rates from $1,050 to $1,400 USD



                        Diamond Head Beach Hotel - Exclusive HIBISCUS SUITE
                        Diamond Head Condo, 2 bedrooms, sleeps 5, 1 bathrooms Weekly rates from $1,800 to $2,500 USD



                        The Exclusive Trump Tower Waikiki
                        Waikiki Condo, 2.5 bedrooms, sleeps 6, 3 bathrooms Weekly rates from $0 to $0 USD



                        Diamond Head Beach Hotel - Oahu Suite
                        Diamond Head Condo, 2 bedrooms, sleeps 4, 1 bathrooms Weekly rates from $1,800 to $2,500 USD



                        Luxury Beachfront Stay in Waikiki - Waikiki Shore Get-Away
                        Waikiki Beach Condo, 2 bedrooms, sleeps 6, 2 bathrooms Weekly rates from $2,100 to $3,000 USD



                        The Kahala Beach Suite - Ultra Luxurious
                        Kahala Condo, 2 bedrooms, sleeps 4, 2 bathrooms Weekly rates from $0 to $0 USD



                        Luxurious Beachfront Oasis - Once Owned by John Travolta - Extreme Privacy with Swimming Pool & Jacuzzi
                        Honolulu House (single), 3 bedrooms, sleeps 6-8, 3 bathrooms Weekly rates from $6,950 to $9,750 USD



                        Luxurious Vacation Home - Heavenly Home in Hawaii
                        Hawaii Kai House (single), 5 bedrooms, sleeps 10, 4 bathrooms Weekly rates from $0 to $0 USD



                        Come stay in the Lap of Luxury at the prestigious Hokua
                        Honolulu Condo, 2 bedrooms, sleeps 4, 2 bathrooms Weekly rates from $0 to $0 USD



                        Honolulu Luxury Vacation Home - Hibiscus Villa
                        Diamond Head Villa, 3 bedrooms, sleeps 6, 2.5 bathrooms Weekly rates from $0 to $0 USD



                        Diamond Head Vacation Home on Black Point Peninsula
                        Diamond Head House (single), 6 bedrooms, sleeps 9, 4 bathrooms Weekly rates from $3,080 to $3,780 USD



                        Honolulu Vacation Rental - Oceanfront Retreat at the Diamond Head Beach Hotel
                        Diamond Head Condo, 1 bedrooms, sleeps 4, 1 bathrooms Weekly rates from $1,500 to $2,100 USD



                        Orchid Suite at the Trump Tower Waikiki - A Family Vacation Rental in Waikiki
                        Waikiki Suite, 2 bedrooms, sleeps 6, 2 bathrooms Weekly rates from $0 to $0 USD



                        High Styled Hawaiian Elegance Situated Next to Hanama Bay. Waikiki Luxury Vacation Home Rental - managed by "Hawaii Beach Homes"
                        Waikiki House (single), 4 bedrooms, sleeps 8, 2.75 bathrooms Weekly rates from $4,800 to $9,100 USD



                        Wyndham 2 Bedroom Condo - Fun in the Sun in Waikiki
                        Waikiki Condo, 2 bedrooms, sleeps 8, 1 bathrooms Weekly rates from $1,195 to $1,995 USD



                        7 Bedroom Kahala Avenue Luxury Vacation Home
                        Kahala House (single), 7 bedrooms, 7.5 bathrooms Weekly rates from $14,000 to $18 USD



                        One Bedroom Oceanfront Luxury Rental - Honeymoon Suite at the Trump Tower Waikiki
                        Waikiki Condo, 1 bedrooms, sleeps 3, 1 bathrooms Weekly rates from $0 to $0 USD



                        Oceanfront Diamond Head Tiki Estate - Oahu
                        Diamond Head House (single), 3 bedrooms, sleeps 8, 3.5 bathrooms Weekly rates from $9,000 to $1,200 USD


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