Oahu Vacation Rentals

Oahu Vacation Rentals & Vacation Homes!

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These 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
"North Shore Oasis" Beach Front - Oahu
  • Mokuleia
  • House (single)
  • 4 bedrooms
  • 2 bathrooms
     

    Luxurious & Safe "Sunset Beach" Home Away from Home
    • Sunset Beach
    • House (multifamily)
    • 6 bedrooms, sleeps 15
    • 4 bathrooms
    • Weekly rates
      From $3,000 to $4,000 USD
     

    Place in Paradise Directly on Kailua Beach
    • Kailua
    • House (single)
    • 4 + nurser bedrooms, sleeps 14 + crib
    • 5.5 bathrooms
    • Weekly rates
      From $1,050 to $1,300 USD
     

    Beautiful Home in Upper Makakilo
    • Makakilo
    • House (single)
    • 4 bedrooms, sleeps 8-15
    • 3 bathrooms
       

      Luxury Ko Olina Resort Condo
      • Ko Olina Resort
      • Townhouse
      • 2 bedrooms, sleeps 5
      • 2 bathrooms
         

        Waikiki Luxury Vacation - managed by "Hawaii Beach Homes"
        • Waikiki
        • Apartment
        • 4 bedrooms, sleeps 8
        • 2.75 bathrooms
           

          Hale Nanea "House of Relaxation" is a 4+ bedroom, 5.5 bath luxury villa! Located in one of the most prestigious areas in Hawaii.
          • Diamond Head
          • House (single)
          • 4 bedrooms, sleeps 10
          • 5.5 bathrooms
             

            5-Acre - Beachside - Hideaway VILLA - Mokuleia
            • Mokuleia
            • House (single)
            • 6 bedrooms, sleeps 18
            • 4.5 bathrooms
            • Weekly rates
              From $6,000 to $9,500 USD
             

            North Shore Beachfront Vacation Home
            • North Shore
            • House (single)
            • 5 bedrooms, sleeps 18
            • 3.5 bathrooms
               

              Spectacular, North Shore, Ke Iki Beach House! The View, Beach and Setting Is Unbeatable!!
              • Haleiwa
              • Beach House
              • 3 bedrooms, sleeps 7
              • 2 bathrooms
              • Weekly rates
                From $3,500 to $4,725 USD
               

              Affordable Beach-Front Condo --Completely Renovated!!
              • Makaha
              • Condo
              • 1 bedrooms
              • 1 bathrooms
                 

                High Styled Hawaiian Elegance Situated Next to Hanama Bay. Waikiki Luxury Vacation Home Rental - managed by "Hawaii Beach Homes"
                • South Shore
                • House (single)
                • 4 bedrooms, sleeps 8
                • 2.75 bathrooms
                • Weekly rates
                  From $4,800 to $9,100 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 $875 to $1 USD
                 

                Honolulu, Hawaii - Oceanfront Oasis - with Pool & Jacuzzi
                • Honolulu
                • House (single)
                • 6 bedrooms, sleeps 10-12
                • 7 bathrooms
                • Weekly rates
                  From $1,150 to $2,850 USD
                 

                Oceanfront Beach House - Tropical Paradise!
                • Haleiwa
                • House (multifamily)
                • 3-7 bedrooms, sleeps 1-16
                • 1-4 bathrooms
                • Weekly rates
                  From $1,750 to $1,995 USD
                 

                Exclusive Ko Olina Resort of Oahu - 2 Villas Side by Side Available..
                • Ko Olina
                • Villa
                • 3 bedrooms, sleeps 1-14
                • 2.5 bathrooms
                   

                  Beautiful 2-Bedroom Vacation Rental in Hawaii
                  • Kailua
                  • Condo
                  • 2 bedrooms, sleeps 6
                  • 2 bathrooms
                     

                    Honolulu Vacation Home - Waikiki Beach - in the Shadow of Diamond Head
                    • Honolulu
                    • House (single)
                    • 3 bedrooms, sleeps 6
                    • 1 bathrooms
                       

                      Breathtaking Makakilo Home with Sunset and Mountain Views
                      • Makakilo
                      • House (single)
                      • 3 bedrooms, sleeps 6-15
                      • 2 bathrooms
                         

                        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
                         

                        The Seaside Tiki Hut- Artistic and Cozy Romantic Bungalow
                        • Waimanalo Beach
                        • Apartment
                        • 1 bedrooms, sleeps 2
                        • 1 bathrooms
                           

                          Romantic Oceanside Cottage Nestled in Lush Tropical Garden
                          • Waimanalo Beach
                          • Cottage
                          • 1 bedrooms, sleeps 4
                          • 1 bathrooms
                             

                            Tropical Oceanside Home, Mountain Views, Lush Private Garden
                            • Waimanalo Beach
                            • House (single)
                            • 3 bedrooms, sleeps 6
                            • 2 bathrooms
                               

                              Beachfront Hawaiian Vacation Home on Sunset Beach with Incredible Views!
                              • Sunset Beach
                              • House (single)
                              • 3 bedrooms, sleeps 8
                              • 2 bathrooms
                                 

                                Real Hawaii RECESSION SPECIAL RATES - Ka'a'wa- Weddings, reunions Welcome! DEALS ON OPEN DATES
                                • Windward
                                • Villa
                                • 3-10 bedrooms, sleeps 6-21
                                • 2-7 bathrooms
                                • Weekly rates
                                  From $6,000 to $10,000 USD
                                 

                                Gated Home On Sandy Sunset Beach!
                                • North Shore
                                • House (single)
                                • 3 + bedrooms, sleeps 2-10
                                • 2.5 bathrooms
                                • Weekly rates
                                  From $1,950 to $2,600 USD
                                 

                                 
                                  Rental Locations   (Listed alphabetically by City or Town)
                                 

                                  City BR(s) BA(s) Sleeps Description
                                Diamond Head 0 - Studio+ BR 1 BA 2 Discover the Beauty of Oahu - Five Minutes from Waikiki Beach- in the Shadow of Diamond Head - Hawaii Vacation Rentals
                                Diamond Head 0-studio BR 1 BA 2 Lani Lanai; Affordable Oahu Luxury Vacation Condo
                                Diamond Head 1 BR 1 BA 2 Kahakai Penthouse - The Diamond Head Beach Hotel
                                Diamond Head 1 BR 1 BA 4 Magnificent Gold Coast Condo - "The Leilani Suite" - Diamond Head
                                Diamond Head 1 BR 1 BA Kuuipo Suite - Diamond Head Condo
                                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 TOP OF THE LINE IN OCEANFRONT CONDO LIFESTYLES IN HAWAII
                                Diamond Head 1 BR 1 BA 2 Makapu'u Suite - Diamond Head Beach Hotel and Residences on the Gold Coast
                                Diamond Head 2 BR 1 BA 5 Diamond Head Beach Hotel - DELA301DHBH - Exclusive HIBISCUS SUITE
                                Diamond Head 2 BR 2.5 BA 6+ Majestic Diamond Head Estate - In one of the Most Prestigious Neighborhoods on the South Shore of Oahu
                                Diamond Head 2 BR 1 BA 4 Luxury Ocean Front Condominium - The Oahu Suite
                                Diamond Head 2 BR 1 BA 4-6 The Rainbow Penthouse; Luxurious Condo with Forever Views - Oahu
                                Diamond Head 3 BR 3.5 BA 6-8 Oceanfront Diamond Head Estate - Oahu
                                Diamond Head 3 BR 2.5 BA 6+ HIBISCUS PLACE VILLA WITH SWEEPING OCEAN VIEWS - DIAMOND HEAD
                                Diamond Head 4 BR 5.5 BA 8 Exquisite Beachfront Estate with Panoramic Ocean Views - managed by "Luxurious Destinations"
                                Diamond Head 4 BR 5.5 BA 10 Hale Nanea "House of Relaxation" is a 4+ bedroom, 5.5 bath luxury villa! Located in one of the most prestigious areas in Hawaii.
                                Diamond Head 5 BR 5.5 BA 10 #125 Diamond by the Sea
                                Ewa Beach 3 + 3 BR 1.5 + 1.5 BA 2-6-12 Oceanfront /Beach Duplex W/ Diamond Head and Waikiki Views / Tidepools
                                Ewa Beach 4 BR 3 BA 10 Executive, Elegant, and Exclusive Ewa Beach Home - Island Paradise
                                Haleiwa 1 BR 1 BA Elegant Studio - Hale'iwa, Oahu - Hawaii
                                Haleiwa 1 BR 2 BA 4 Haleiwa Town - Beachfront!
                                Haleiwa 1+ BR 2 BA 2-4 Beach Front Haleiwa on North Shore Oahu: ;
                                Haleiwa 2 BR 1 BA 2-4 KaHaleO'olina in Beautiful Haleiwa, Oahu
                                Haleiwa 2 BR 1 BA 2-4 KaHaleO'olina in Beautiful Haleiwa, Oahu
                                Haleiwa 2 BR 1 BA 4 Hale'iwa - The Surfing Capital of the World !
                                Haleiwa 3 BR 2 BA 6 North Shore Beachside Cottage - Breathtaking Views
                                Haleiwa 3 BR 1 BA 8 "Waimea" Our Large Ocean View Home - in Haleiwa, Oahu
                                Haleiwa 3 BR 2 BA 6 V. Mikes - Hawaii Beachfront Vacation Home
                                Haleiwa 3-7 BR 1-4 BA 1-16 Oceanfront Beach House - Tropical Paradise!
                                Haleiwa 3 BR 2 BA 7 Spectacular, North Shore, Ke Iki Beach House! The View, Beach and Setting Is Unbeatable!!
                                Haleiwa 5 BR 3 BA Surfers Paradise - Have the Run of the House - Haleiwa, Hawaii
                                Hawaii Kai 3 BR 3 BA 12 Secrets Beach House; a tropical, very private 1/2 acre estate with gas tiki torches, saltwater pool & spa
                                Hawaii Kai 3 BR 2 BA 6-8 Private Waterfront Hawaii Kai Home
                                Hawaii Kai 4 BR 3 BA 10 Hawaii Kai - 4 Bedroom · 3 Bath· Executive Home - 520 Lunalilo Home Rd
                                Honolulu 1 BR 1 BA 4 Waikiki studio - Ocean View
                                Honolulu 1 BR 1 BA 2 Renovated Ilikai Unit
                                Honolulu 1 BR 1 BA 9 Ocean View - Sleeps 9 - FREE Surfing
                                Honolulu 1 BR 1 BA 4 Located in central Waikiki, the Waikiki Banyan offers one bedroom condos minutes from the ocean
                                Honolulu 1 BR 1 BA 6 Ocean view Studio Sleeps 6 - FREE use of surfboards
                                Honolulu 1 BR 1 BA 4 FREE use of surfboard with condo!
                                Honolulu 2 BR 1 BA 9 Waikiki Two Bedroom - FREE use of surfboards
                                Honolulu 2 BR 2 BA Hokua Heaven - One-of-a-Kind Hawaiian Oceanfront
                                Honolulu 2 BR 2.5 BA 5 Spacious Penthouse Unit� 180-Degree Views - Honolulu, Oahu. Waikiki Vacation Rental
                                Honolulu 2 BR 2 BA 4 Best of the Best in Waikiki - Five-Star Luxury Condominium
                                Honolulu 2 BR 2 BA 4 Tropical Resort Living - Ocean View - Executive Home
                                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 in one of the most esteemed condominiums in all of Hawaii
                                Honolulu 2 BR 2 BA 4 Tommy Bahama Suite on the 19th floor, Overlooks Beautiful Ala Moana
                                Honolulu 3 BR 2 BA Moana Pacific Luxury Condo
                                Honolulu 3 + Den BR 3 BA 8 Large Luxury (10500-sq-ft) WATERFRONT Home in Hawaii Kai-HONOLULU
                                Honolulu 3 BR 3 BA 6-8 Luxurious Beachfront Oasis - Once Owned by John Travolta - Extreme Privacy with Swimming Pool & Jacuzzi
                                Honolulu 3 BR 2 BA 8 Beachfront Estate - 5543 Kalanianaole Hiway, Honolulu
                                Honolulu 3 BR 1 BA 6 Honolulu Vacation Home - Waikiki Beach - in the Shadow of Diamond Head
                                Honolulu 4 BR 4 BA 169 Kailuana Loop, Kailua - 4 Bedroom · 4 Bath · Close to Beach · Fully Furnished - Monthly Rental
                                Honolulu 6 BR 7 BA 10-12 Honolulu, Hawaii - Oceanfront Oasis - with Pool & Jacuzzi
                                Kaaawa 3 BR 1 BA 6 ***** CHECK THE BEST DEAL IN TOWN *****
                                Kahala 2 BR 2 BA 4 Kahala Dream Condominium
                                Kahala 2 BR 2.5 BA Beautiful Home with Wrap Around Porch Overlooking Pool
                                Kahala 2 BR 2 BA 4 Kahala Beach Estate - Hawaii Vacation Condo
                                Kahala 3 BR 3 BA 6 LUXURIOUS BLACK POINT VACATION HOME
                                Kahala 4 BR 4.5 BA 8 #126 Kalani Kai
                                Kahala 4 BR 4 BA 4 Bedroom Luxury Estate on Prestigious Kahala Avenue
                                Kahala 4 BR 4.5 BA Kahala Coastal Estate
                                Kahala 5 BR 5.5 BA 10 5 Bedroom, 5 1/2 bath oceanfront home is full of amenities including Steam room, Sauna and Pool.
                                Kahala 6 BR 7.5 BA 12 #129 Kilauea Hale
                                Kahala 6 BR 6 BA Incredible Kahala Beachfront Luxury Vacation Home
                                Kahala 6 BR 6.5 BA 12+ 6 Bedroom Kahala Avenue Luxury Vacation Home
                                Kahuku 1 BR 2 BA 4 Serene Setting - Stroll to Restaurants & Resort!
                                Kailua 1 BR 1 BA 2-3 Come and Experience the "House of Sweet Dreams" Kailua Beach
                                Kailua 1 BR 1 BA 2 "Savannah's Cabana," Wireless Internet -1 Block to Kailua Beach!
                                Kailua 2 BR 2 BA 6 Beautiful 2-Bedroom Vacation Rental in Hawaii
                                Kailua 2 BR 2 BA 6 #249 Naupaka Hale, Kailua 2 bedroom vacation home rental
                                Kailua 3 BR 2 BA Perfect Blend of Fun and Relaxation - Kailua Beachside
                                Kailua 3 BR 3 BA 8 Beautiful 3 bedroom, 3 bathroom home oceanfront in Kailua. Hear the sound of the waves crashing against the shore.
                                Kailua 3 BR 2 BA 8 Your Island Home Away from Home
                                Kailua 3.5 BR 4 BA 10 #262 Hale Yu Hai
                                Kailua 4 BR 4 BA Luxury in Paradise - Bedroom · 4 Baths · Kailua
                                Kailua 4 BR 3 BA 8 Kakela Kai is a newly remodled, nicely furnished, 4 bedroom, 3 bath, beachfront home!
                                Kailua 4 BR 3.5 BA 8-10 Luxurious Kailua Beachfront Estate with Pool & Jacuzzi
                                Kailua 4 BR 3.5 BA 2-8 LANIKAI LUXURY VILLA
                                Kailua 4 BR 4.5 BA 12 Kailua Beachfront Home with Pool and Spa.
                                Kailua 4 + nurser BR 5.5 BA 14 + crib Place in Paradise Directly on Kailua Beach
                                Kailua 4 BR 3 BA Beachside Hawaiian Retreat - 4 Bedroom · 3 Baths · Kailua Beachside · Fully Furnished
                                Kailua 5 BR 4 BA 10 Luxury Oceanfront Villa with Gated Entrance and Breathtaking Ocean Views!
                                Kailua 5 BR 3.5 BA Spectacular Beachfront Estate - 5 Bedroom · 3-1/2 Baths · Kailua Beach · Fully Furnished
                                Kailua 5 BR 4 BA Click here to view more details about this property
                                Kailua 6 BR 4 BA 10 Kailua Bay Estate - Award Winning Architecture - Breathtaking Views with Pool
                                Kailua 6+ BR 3 BA 11-12 Windward Hawaii Beachfront Paradise - Spectacular Views
                                Kailua 6 BR 5 BA Kailua Beachfront - Beautiful Beach · Surfing, Swimming, Kayaking, Fishing
                                Kailua 9 BR 9.5 BA 22 #141 Oahulani , Oahu Beachfront 9 bedroom Luxury Home is perfect for your next Hawaii Family Reunion
                                Kaneohe 1 BR 1 BA 3 Kaneohe Bay 1 BR 1 BA Vacation Rental - No Better View on Oahu!
                                Kaneohe 3 BR 1.5 BA 6 WELCOME TO BEAUTIFUL HAWAII
                                Kaneohe 5 BR 5.5 BA 13 #154 Coral House, Oahu Beachfront vacation home
                                Ko Olina 2 BR 2 BA 7 Gorgeous world-class beachfront Beach Villas
                                Ko Olina 3 BR 2 1/2 BA 6-8 Elegant Luxury Coconut Plantation Marble 2 Story 1700 Sqft Townhome w/ Pool View
                                Ko Olina 3 BR 2 BA 8 Ko Olina Resort * * * Ocean View * * * 3-BR Luxury Condo, Sleeps 8