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Big Island Vacation Rentals - 397 Properties

RedAwning’s Big Island vacation homes both include instant online booking and no security deposits, to make your trip easy and stress-free. The youngest and largest of the Hawaiian islands, the Big Island is home to an active volcano, the tallest sea mountain in the world, and countless beautiful beaches. Book your stay today!

Search results

  1. Sleeps 8, $1705 to $2500/night

    City : Waimea
    Bedrooms : 4
    Bathrooms : 4.5
    Pool

    Stately and serene, Hula Moon sits on one of the most beautiful...

  2. Sleeps 6, $430 to $790/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 3.5
    Pool

    The Villages Mauna Lani 510 feels like a large luxury home. It is...

  3. Sleeps 4, $465 to $520/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2.5
    Pool

    Beautifully appointed "like new" 2 bedroom 2.5 bath oceanfront home...

  4. Sleeps 8, $500 to $635/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2

    Watch the Dolphins frolic and the whales in season from your own...

  5. Sleeps 3, $115 to $275/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Come and enjoy this wonderful 1 bedroom 1 bath slice of paradise...

  6. Sleeps 6, $225 to $295/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Welcome to Kahaluu Bay Villas #202- Maluhia Punana, or Peaceful...

  7. Sleeps 4, $150 to $245/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Spacious 2 bed 2 bath unit just minutes from the beach! This is your...

  8. Sleeps 2, $130 to $1420/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Beautiful top floor corner unit across the street from Kahaluu Beach...

  9. Sleeps 3, $140 to $280/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Awesome location with a private lanai situated right over the ocean!...

  10. Sleeps 3, $145 to $235/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Enjoy the peaceful ambiance as you relax on your own lanai...

  11. Sleeps 6, ~$340/night

    City : Kailua-Kona
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Kaikanani ('The Beautiful Sea'). This oceanfront home is named...

  12. Sleeps 6, $160 to $295/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Located across the street from one of the best snorkel beaches on...

  13. Sleeps 4, $210 to $340/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Beautifully upgraded and exquisite furnishings with comfort and...

  14. Sleeps 4, $210 to $360/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    One of the best locations at this Alii Drive 3 story complex! Second...

  15. Sleeps 5, $245 to $310/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2

    Centrally located unit with awe-inspiring ocean views! Alii Tutu...

  16. Sleeps 5, $175 to $285/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Beautifully upgraded 2 bed 2 bath unit just steps from the ocean!...

  17. Sleeps 4, $125 to $185/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Fantastic location in the heart of Kona town within walking distance...

  18. Sleeps 3, $155 to $230/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Located across the street from one of the best beaches for...

  19. Sleeps 4, $125 to $210/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Set over the fairways of the Keauhou Golf Course with awesome ocean...

  20. Sleeps 3, $150 to $220/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Enjoy the tropical ocean breezes from this adorable Studio- absolute...

  21. Sleeps 5, $120 to $255/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Beautiful 2 bed 2 bath condo located just a quick walk from the...

  22. Sleeps 3, $215 to $325/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Stunning, oceanfront 1 bed 1 bath condo with breathtaking views! Our...

  23. Sleeps 2, $255 to $685/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Royal Sea Cliff 418 is a breathtakingly beautiful direct oceanfront...

  24. Sleeps 7, $570 to $1800/night

    City : Waikoloa Village
    Bedrooms : 3
    Bathrooms : 3.5
    Pool

    Welcome to our hand-picked collection of luxury vacation rental...

  25. Sleeps 3, $230 to $595/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Spectacular 180-degree panoramic views of the dramatic Kona...

  26. Sleeps 6, $365 to $770/night

    City : Kailua Kona
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Just steps from famed Kahaluu Beach Park considered by many to be...

  27. Sleeps 6, $190 to $445/night

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Come share the enjoyment of our home away from home in Hawaii!? We...

  28. Sleeps 4, $180 to $445/night

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This highly upgraded golf course frontage Villa is located in the...

  29. Sleeps 6, $180 to $445/night

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Newly remodeled unit, master bedroom has a king bed, guest bedroom...

  30. Sleeps 10, $1535 to $2270/night

    City : Kailua Kona
    Bedrooms : 5
    Bathrooms : 3
    Pool

    The Moana Hale (means "beautiful ocean home") is a privately owned,...