Welcome to Hawaii! Paradise on earth! RedAwning has the perfect vacation rental for your island adventures. Beach bungalows, resort condos, and sun-kissed ocean-front villas await. Browse your island destination using the blue location links below or filter your preferences using the panel to the side. RedAwning offers easy, instant, hotel-style reservations and a simplified booking process so you can have your vacation plans covered in no time.

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  1. TOWNHOUSE
    Ko Olina Kai Condo (1085E)

    Ko Olina Kai Condo (1085E)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $218/night

  2. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Ko Olina Kai is a peaceful gated community that offers all the tranquil privacy you could desire! The interior is spacious and homey with 2 bedrooms, 2 baths, a living room with an adjacent dining space, and a kitchen. This outstanding villa offers...

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $158/night

  3. CONDOMINIUM
    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Waikiki Grand Condominium 922 *Legal Vacation Rental

    Honolulu, HI

    Our LEGALLY ZONED vacation rental at the Waikiki Grand, 134 Kapahulu Avenue.    Absolutely awesome unit located just a block from the beach. In fact, you can see the ocean and the beach from the front door! Large unit with kitchen and path...All...

    Pool
    FREE CANCELLATION

    $107 to $596/night

  4. CONDOMINIUM
    Kuhio Village Condominium 1101A *Legal Vacation Rental

    Kuhio Village Condominium 1101A *Legal Vacation Rental

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Kuhio Village Towers, 2463 Kuhio Avenue.        Two short blocks to the World's most famous beach. Wake up and enjoy beautiful ocean views and tropical breezes from your eat-in kitchen or spacious...

    FREE CANCELLATION

    $107 to $596/night

  5. APARTMENT
    Condo with Ocean View! Right on a Golf Course & Minutes from the Beach!

    Condo with Ocean View! Right on a Golf Course & Minu...

    Waikoloa, HI

     This is a wonderfully, updated condo in Waikoloa Village with sweeping ocean views!  Don't miss out on staying here and enjoying quiet sunsets on the lanai overlooking the Trent Jones golf course with 180 views of the coastline.  This complex...

    Pool
    FREE CANCELLATION

    $152 to $183/night

  6. CONDOMINIUM
    Waikoloa Villas unit A202

    Waikoloa Villas unit A202

    Waikoloa, HI

    This is a great 3 Bedroom 3 Bath condo located at the Villas at Waikoloa Complex with a lovely ocean and golf course view.  The master room has a king sized bed and it's own bathroom.  The second bedroom has two twin beds and the 3rd bedroom...

    Pool
    FREE CANCELLATION

    $213 to $274/night

  7. VILLA
    Kapalua Bay Villa 35B3 Gold Ocean Front

    Kapalua Bay Villa 35B3 Gold Ocean Front

    Lahaina, HI

    The spacious interior of this 2 bed 3 bath tranquil retreat is the perfect blend of premium comfort and contemporary modern design. Stately and well-appointed, this lovely villa is uniquely positioned for endless views of the Pacific and neighboring...

    Pool

    $781 to $1,219/night

  8. CONDOMINIUM
    Hale Koa Ko Olina Beach Villa (O222)

    Hale Koa Ko Olina Beach Villa (O222)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    $501 to $1,500/night

  9. CONDOMINIUM
    Hale Mahina Ko Olina Beach Villa (O904)

    Hale Mahina Ko Olina Beach Villa (O904)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zone District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $455 to $1,204/night

  10. CONDOMINIUM
    Hale Kaimana Ko Olina Beach Villa (B903)

    Hale Kaimana Ko Olina Beach Villa (B903)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $617 to $1,784/night

  11. CONDOMINIUM
    Hale Maluhia Ko Olina Beach Villa (O425)

    Hale Maluhia Ko Olina Beach Villa (O425)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR If the calendar shows as available, the property is not reserved and can...

    Pool Hot Tub

    $485 to $1,204/night

  12. CONDOMINIUM
    Hale Lau Wai Ko Olina Beach Villa (O704)

    Hale Lau Wai Ko Olina Beach Villa (O704)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR If the calendar shows as available, the property can be booked instantly...

    Pool Hot Tub

    $455 to $1,204/night

  13. CONDOMINIUM
    Hale Uliuli Lani Ko Olina Beach Villa (O1602)

    Hale Uliuli Lani Ko Olina Beach Villa (O1602)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $571 to $1,668/night

  14. CONDOMINIUM
    Hale Kai Ko Olina Beach Villa (B904)

    Hale Kai Ko Olina Beach Villa (B904)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $594 to $1,784/night

  15. CONDOMINIUM
    Hale Makai Ko Olina Beach Villa (O805)

    Hale Makai Ko Olina Beach Villa (O805)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $582 to $1,668/night

  16. CONDOMINIUM
    Hale Kahakai Ko Olina Beach Villa (O212)

    Hale Kahakai Ko Olina Beach Villa (O212)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR If the calendar shows as available, the Villa is not reserved and can be...

    Pool Hot Tub

    $501 to $1,500/night

  17. CONDOMINIUM
    Hale Leilani Ko Olina Beach Villa (B708)

    Hale Leilani Ko Olina Beach Villa (B708)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $508 to $1,384/night

  18. CONDOMINIUM
    Ilikai Marina Condo 1290 *Legal Vacation Rental

    Ilikai Marina Condo 1290 *Legal Vacation Rental

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Ilikai Marina Condominiums,  1765 Ala Moana Blvd.   If you are looking for a fully equipped unit with 180 degree of ocean and beautiful Hawaiian scenery, then your search is over and you have found...

    FREE CANCELLATION

    $197 to $731/night

  19. CONDOMINIUM
     Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Kaunakakai, HI

    You will feel so comfortable and "at home" in the condo that you will be reluctant to leave, but there are other wonderful experiences awaiting you on the grounds of Wavecrest. Wander through the lush tropical grounds, enjoy the fabulous pool right...

    Pool
    FREE CANCELLATION

    $158 to $191/night

  20. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    Experience beach living in this beautiful vacation home on Puako Beach. This private residence is located right across the street from the ocean. Great place to kayak and snorkel in one of the best snorkeling spots on the Big Island. Or bask with...

    FREE CANCELLATION

    $485 to $652/night

  21. CONDOMINIUM
    Aloha Surf 504

    Aloha Surf 504

    Honolulu, HI

    Immerse yourself in the Hawaiian Lifestyle. The boutique-style accommodation is located on the quiet side of the building with free wifi property wide, pool and just three blocks from the beach!    Beautifully decorated and well maintained studio...

    Pool
    FREE CANCELLATION

    $100 to $563/night

  22. CONDOMINIUM
    Quiet Gated Complex- 2 Bed/2 Bath on the Golf Course

    Quiet Gated Complex- 2 Bed/2 Bath on the Golf Course

    Waikoloa, HI

     This is an adorable, updated 2 bedroom 2 bath condo located in Waikoloa Village with fairway view. Updated furnishings with great accommodation for the travelers to Hawaii!  There's a fully furnished kitchen, two full bathrooms and two great...

    Pool Hot Tub
    FREE CANCELLATION

    $164/night

  23. CONDOMINIUM
    Aloha Surf Condominium 1412

    Aloha Surf Condominium 1412

    Honolulu, HI

    Immerse yourself in the Hawaiian Lifestyle. The boutique-style accommodation features views from the mountains to the ocean! Free wifi, pool, fitness center and just three blocks from the beach. Within our clean private unit, guests will enjoy: •...

    Pool
    FREE CANCELLATION

    $100 to $563/night

  24. CONDOMINIUM
    Kuhio Village Condominium 809A *LEGAL VACATION RENTAL

    Kuhio Village Condominium 809A *LEGAL VACATION RENTAL

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Kuhio Village Towers, 2463 Kuhio Avenue.       Awesome unit with some ocean views, two short blocks from the beach. This unit is a corner unit and has 2 balconies from which you are able to enjoy...

    FREE CANCELLATION

    $107 to $596/night

  25. APARTMENT
    Golf Course Views & Private! Lovely Renovated 2 Bed/2 Bath- Elima Lani 207

    Golf Course Views & Private! Lovely Renovated 2 Bed/...

    Waikoloa, HI

     This stunning 2 bedroom, 2 bathroom condo with gorgeous golf course views has everything you need for a relaxing vacation. The unit has been exquisitely remodeled from top to bottom. Beautiful new floors, cabinets and counters along with all brand...

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $164/night

  26. CONDOMINIUM
    Mauna Lani Palm Villas unit G-2

    Mauna Lani Palm Villas unit G-2

    Kohala Coast, HI

    Hawaii Tax ID Number: TA-115-236-8640-01We can't wait to welcome you to this exceptional property located at the world renowned Mauna Lani Resort. The Palm Villas is a small, gated complex nestled between the 17th fairway and a historical preserve....

    Pool Hot Tub
    FREE CANCELLATION

    $244 to $310/night

  27. CONDOMINIUM
    Lovely Condo with Pool & Hot Tub! Waikoloa Hills Unit 903

    Lovely Condo with Pool & Hot Tub! Waikoloa Hills Uni...

    Waikoloa, HI

    Centrally located between the rolling green hills of Waimea and the Kohala Coast. Some of the Big Island's most beautiful beaches are located within a 15 minute drive. This condo is located in the Hills complex on Paniolo Ave., directly across from...

    Pool Hot Tub
    FREE CANCELLATION

    $177 to $225/night

  28. VILLA
    Kapalua Bay Villa 20G2 Gold Beach Front

    Kapalua Bay Villa 20G2 Gold Beach Front

    Kapalua, HI

    Paint to exterior of building scheduled between April 21st and June 15th. This is a rare opportunity to experience this 5 star property for a fraction of the cost!! Contact manager for special rates and details! We invite you to be carried away...

    Pool

    $781 to $1,219/night

  29. VILLA
    Kapalua Bay Villa 15G5 Ocean View

    Kapalua Bay Villa 15G5 Ocean View

    Kapalua, HI

    This lovely one bedroom villa has two baths with the new king bed in master suite on the upper level and a private lanai just off of it with spectacular ocean views from every room Calm ocean breezes surround you in this lovely villa. It has a...

    $294 to $531/night

  30. VILLA
    Kapalua Bay Villa 29B2 Ocean Front

    Kapalua Bay Villa 29B2 Ocean Front

    Lahaina, HI

    Kapalua Bay Villa at its best! This oceanfront property represents the best of Kapalua! Currently undergoing a beautiful renovation. New pics on the way! The owner spares no expense in this high end renovation Exotic Acacia Wood floors and a...

    Pool

    $563 to $1,031/night