Big Island Vacation Rentals - 337 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 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...

  2. 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...

  3. Sleeps 8, $465 to $635/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2

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

  4. Sleeps 6, $315 to $430/night

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

    This beautiful, hand-crafted, custom home, with open-beam, cedar...

  5. Sleeps 8,

    City : Kealakekua
    Bedrooms : 3
    Bathrooms : 3
    Hot Tub

    Welcome to Hale-E-Kena- House with a beautiful view. This farm style...

  6. Sleeps 6, $145 to $285/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    This remodeled 2 bedroom 2 bathroom unit is perfect for guests...

  7. Sleeps 4, $175 to $205/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Lovely Oceanfront 3rd floor 2bd/2bth Beautifully maintained unit in...

  8. Sleeps 6, $145 to $260/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Located directly across the street from Magic Sands Beach awaits...

  9. Sleeps 6, $405 to $695/night

    City : Kailua Kona
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Tucked into the side of the mountain just above Kona at a cooler 600...

  10. Sleeps 4, $210 to $300/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  11. Sleeps 14, $485 to $715/night

    City : Kailua-Kona
    Bedrooms : 4
    Bathrooms : 4

    If you have a large group or extended family this is the home for...

  12. Sleeps 4, $195 to $245/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1.5
    Pool

    Awesome upgraded unit with stunning ocean views! Come and relax in...

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

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  14. Sleeps 5, $495 to $670/night

    City : Waikoloa Beach Resort
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Welcome to oceanfront living at its finest at Hali'i Kai. Hali'i Kai...

  15. Sleeps 6, $350 to $465/night

    City : Kamuela
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Located in the world famous Mauna Lani Resort, The  Palm Villas is...

  16. Sleeps 5, $235 to $370/night

    City : Waikoloa Village
    Bedrooms : 2
    Bathrooms : 2
    Pool

    The Waikoloa Fairway Villas are located in an exquisite setting on...

  17. Sleeps 4, $110 to $225/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    This beautifully remodeled 1 bedroom 1 bathroom unit makes for the...

  18. Sleeps 4, $145 to $280/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

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

  19. Sleeps 4, $220 to $585/night

    City : Mauna Lani
    Bedrooms : 2
    Bathrooms : 2.5
    Pool

    Nestled within the resort acreage of Mauna Lani, Kulalani inhabits...

  20. Sleeps 8, $290 to $380/night

    City : Kamuela
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Situated on the beautiful Kohala Coast in the heart of the...

  21. Sleeps 6, $165 to $380/night

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  22. Sleeps 4, $180 to $460/night

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool Hot Tub

    New Listing- Our unit is across from the Queens’ Market Place...

  23. Sleeps 6, $215 to $445/night

    City : Waikoloa Village
    Bedrooms : 2
    Bathrooms : 2.5
    Pool

    Aloha! Welcome to our 2 bedroom, 2.5 bathroom cozy Hawaiian retreat...

  24. Sleeps 6, $390 to $1130/night

    City : Kamuela
    Bedrooms : 2
    Bathrooms : 2.5

    This villa is decorated with the most high end luxurious style. You...

  25. Sleeps 6, $155 to $445/night

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Designer furnishings, tropical artwork, luxurious linens and...

  26. Sleeps 8, $450 to $1160/night

    City : Kamuela
    Bedrooms : 3
    Bathrooms : 3
    Pool Hot Tub

    Your visit to our vacation home will capture the essence of Hawaii....

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

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

  28. Sleeps 4, $350 to $370/night

    City : Pāhoa
    Bedrooms : 2
    Bathrooms : 2
    Pool Hot Tub

    Fabulous oceanfront home with snorkeling, kayaking, surfing and...

  29. Sleeps 8, $2160 to $2500/night

    City : Waimea
    Bedrooms : 4
    Bathrooms : 4.5
    Pool

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

  30. Sleeps 4, $130 to $195/night

    City : Kailua Kona
    Bedroom : 1
    Bathroom : 1
    Pool

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