Big Island Vacation Rentals - 40 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 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...

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

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2

    For a virtual tour of this property scroll down to the bottom of the...

  3. 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...

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

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

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

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

    City : Kamuela
    Bedrooms : 3
    Bathrooms : 3
    Pool

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

  6. Sleeps 14, $350 to $580/night

    City : Kailua-Kona
    Bedrooms : 4
    Bathrooms : 4

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

  7. Sleeps 6, ~$485/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 3.5
    Pool

    3 bedroom, 3 and 1/2 baths, sleeps 6 Tropical Feel with a Luxury...

  8. Sleeps 8, $1715 to $2510/night

    City : Puako
    Bedrooms : 4
    Bathrooms : 4.5
    Pool

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

  9. Sleeps 8, $465 to $1125/night

    City : Kamuela
    Bedrooms : 3
    Bathrooms : 3

    After you review this virtual tour of our lovely tropical home,...

  10. Sleeps 6, $225 to $290/night

    City : Waimea
    Bedrooms : 3
    Bathrooms : 2

    Tastefully designed by the Owner's to create a carefree island...

  11. Sleeps 10, $3425 to $5020/night

    City : Kailua-Kona
    Bedrooms : 3
    Bathrooms : 4
    Pool

    Perfectly located on the Kona “Gold Coast” of the Big Island...

  12. Sleeps 4, $665 to $1100/night

    City : Kamuela
    Bedrooms : 2
    Bathrooms : 3
    Pool Hot Tub

    Hale Lani Napo'o- House of Heavenly Sunsets- in Moani Heights at the...

  13. Sleeps 4, $145 to $200/night

    City : Kailua-Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Keauhou Gardens 11-101 is a spacious one bedroom/one bath unit...

  14. Sleeps 5, $165 to $220/night

    City : Keauhou
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Historic and Charming Keauhou Bay is just steps away from Kanaloa at...

  15. Sleeps 5, $380 to $575/night

    City : Puako
    Bedrooms : 3
    Bathroom : 1

    Discover the pleasure of an authentic Old Hawaii Puako Beach House...

  16. Sleeps 6, $175 to $205/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Across from the ocean on Alii Drive. Close to  living area with 2...

  17. Sleeps 6, $695 to $810/night

    City : Kailua Kona
    Bedrooms : 3
    Bathrooms : 3
    Pool

    Last Minute Special! Unbelievable rate of $499.00 per night for...

  18. Sleeps 6, $580 to $755/night

    City : Kailua Kona
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Almost Oceanfront. Spend your vacation in a luxurious single family...

  19. Sleeps 6, $265 to $350/night

    City : Keauhou
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Recently upgraded and completely refurbished, our unique penthouse...

  20. Sleeps 4, $150 to $230/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2

    Our condo is on the second floor, providing increased privacy while...

  21. Sleeps 6, $240 to $380/night

    City : Puako
    Bedrooms : 3
    Bathrooms : 2
    Pool

    Step into this sunny and bright condo located directly across the...

  22. Sleeps 6, $175 to $205/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali...

  23. Sleeps 4, $130 to $205/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Nice clean newly furnished second floor unit with central A/C. Great...

  24. Sleeps 4, $150 to $210/night

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

    Everything you need for the perfect vacation. Total upgrade just...

  25. Sleeps 8, $500 to $665/night

    City : Kailua Kona
    Bedrooms : 4
    Bathrooms : 3

    Hale Huna Kai is located within a mile of Kona town on Alli Drive....

  26. Sleeps 6, $185 to $235/night

    City : Waikoloa
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Outstanding 2 bedroom, 2 bath Top Floor “Penthouse” condo with...

  27. Sleeps 6, ~$360/night

    City : Hilo
    Bedrooms : 3
    Bathrooms : 2

    Hale Kohola “The House of the Whale” is situated on 3 acres in...

  28. Sleeps 8, $1380 to $2510/night

    City : Waimea
    Bedrooms : 4
    Bathrooms : 4

    This unique property is situated above beautiful Wailea Bay on the...

  29. Sleeps 4, $160 to $220/night

    City : Kailua-Kona
    Bedroom : 1
    Bathroom : 1
    Pool

    Sea Village Resort sits right on the sea wall. Located on...

  30. Sleeps 6, $185 to $265/night

    City : Kailua Kona
    Bedrooms : 2
    Bathrooms : 2
    Pool

    Lovely oceanfront 2nd floor unit totally upgraded and showing...