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. CONDOMINIUM
    Ilikai Tower 1233

    Ilikai Tower 1233

    Honolulu, HI

    1 Bedroom Deluxe Yacht Harbor View on the 12th Floor! This great condo is located with a beautiful view of the ocean overlooking the yacht harbor at the Ilikai Hotel. You'll be able to wake up to the beautiful and calming view of the ocean and...

    Pool
    FREE CANCELLATION

    $216/night

  2. CONDOMINIUM
    Ocean & Pool View Beachfront 3rd Floor Penthouse Villa 309

    Ocean & Pool View Beachfront 3rd Floor Penthouse Vil...

    Kahuku, HI

    Ocean & Pool View Beachfront 3rd Floor (top) Penthouse Villa 309 This penthouse villa is located on the third level just steps from the sandy beach with beautiful ocean and pool views from the lanai, living room and master bedroom. It has a serene...

    Pool Hot Tub

    $912 to $2,147/night

  3. CONDOMINIUM
    Panoramic Ocean View Second Level Studio 1-Bedroom Villa 217

    Panoramic Ocean View Second Level Studio 1-Bedroom Villa...

    Kahuku, HI

    This villa is in a private location on the second floor with dramatic ocean views just 20 yards from the ocean! The Pool and BBQs and sandy beach are just 60 yards away. Photographs are of the actual villa. This villa has new furniture in the living...

    Pool Hot Tub

    $502 to $907/night

  4. CONDOMINIUM
    Beach Level Studio Direct Ocean Views Villa 102

    Beach Level Studio Direct Ocean Views Villa 102

    Kahuku, HI

    Beach Level Studio (or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 102 This Villa has just 20 yards of lawn before the sandy beach and the pool and BBQs are just 50 yards to the right!  It has spectacular ocean views that you can see from...

    Pool Hot Tub

    $515 to $920/night

  5. CONDOMINIUM
    Second Level Studio Direct Ocean Views Villa 202

    Second Level Studio Direct Ocean Views Villa 202

    Kahuku, HI

    Second Level Studio (or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 202 Villa 202 is just 20 yards from the sandy beach and has amazing ocean views from just about everywhere in the villa! It has new top of the line furnishings including a...

    Pool Hot Tub

    $502 to $907/night

  6. CONDOMINIUM
    Direct Ocean View Beach Level 3Bed Villa 103

    Direct Ocean View Beach Level 3Bed Villa 103

    Kahuku, HI

    Direct Ocean View Beach Level 3Bed (or 4Bed w/Adjoin Studio) Villa 103 This villa is in the most desirable location in the complex. It has just 20 yards of lawn before the sandy beach and the pool and BBQs are just 50 yards to the right!  It has...

    Pool Hot Tub

    $1,069 to $2,538/night

  7. CONDOMINIUM
    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa 104

    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa...

    Kahuku, HI

    Ocean View & Beachfront Beach Level 4-Bedroom (2 Masters) Turtle Bay Villa 104 At Ocean Villa 104 you have dramatic ocean views from just about everywhere! My 4-bedroom villa is located on the beach level so you can walk right out your living room...

    Pool Hot Tub

    $1,559 to $3,517/night

  8. CONDOMINIUM
    Villa 317

    Villa 317

    Kahuku, HI

    This villa is in a private location on the third floor with dramatic panoramic ocean views, just 20 yards from the ocean and just 80 yards from the sandy beach! Watch the whales swim past while in your living room during migration season! The Pool...

    Pool Hot Tub

    $515 to $920/night

  9. TOWNHOUSE
    Mauna Kea Resort Townhouse- Kaunaoa 7B (4BR/4.5BA)

    Mauna Kea Resort Townhouse- Kaunaoa 7B (4BR/4.5BA)

    Kamuela, HI

    This luxury two-story townhome features four bedrooms (including two master suites) and 3.5 baths, with its own private pool and spa, in an exclusive gated community. Only about 500 yards from two exceptional resorts and two of the most renowned...

    Pool

    $2,505 to $4,766/night

  10. HOUSE
    3BD Estate Home at Puako Bay (10D)

    3BD Estate Home at Puako Bay (10D)

    Kamuela, HI

    This oceanfront Kohala Coast home with breathtaking coastline views offers the ultimate setting for a once-in-a-lifetime escape to paradise. Decorated in a tranquil, elegant island style, it features two master suites, central air conditioning, and...

    $1,077 to $3,365/night

  11. HOUSE
    Kahakai Estates Hale

    Kahakai Estates Hale

    Kailua Kona, HI

    This charming home is ideally situated in the gated community of Kahakai Estates on the Big Island's spectacular Kona Gold Coast. Experience the seclusion of your own Hawaiian hideaway just two miles southwest of all the incredible attractions and...

    Pool Hot Tub

    $482 to $839/night

  12. CONDOMINIUM
    Mauna Lani Golf Villas C1

    Mauna Lani Golf Villas C1

    Kamuela, HI

    Our 2-story villa is the best unit in the Golf Villas! C1 is situated in a superior end villa location on the 10th fairway of the famed championship Francis H. I'I Brown South Course at Mauna Lani. The course was the former home to the annual Senior...

    Pool

    $427 to $720/night

  13. 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

    $158 to $596/night

  14. 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

    $219 to $731/night

  15. COTTAGE
    Mauna Lani KaMilo Home (424)

    Mauna Lani KaMilo Home (424)

    Kamuela, HI

    This spectacular 3 bedroom- 3 bath single-level cottage is located within Kamilo, which is nestled near the heart of the Mauna Lani Resort area. Upon entering Mauna Lani KaMilo Home (424) enjoy the vaulted ceilings and open floor plan which allows...

    Pool Hot Tub

    $481 to $1,285/night

  16. TOWNHOUSE
    Pili Mai 11I

    Pili Mai 11I

    Koloa, HI

    Enjoy modern Hawaii living at Pili Mai 11IPack your golf clubs and get ready to enjoy modern Hawaii living in this exclusive Poipu community. Located on the 9th hole of the beautiful Kiahuna Golf Course, this exceptionally beautiful,...

    Pool Hot Tub

    $476 to $1,214/night

  17. HOUSE
    3BD Ke Kailani (1C) at Mauna Lani

    3BD Ke Kailani (1C) at Mauna Lani

    Kamuela, HI

    This golf course-adjacent luxury home in a gated oceanfront community is the premier destination for a once-in-a-lifetime Hawaiian getaway. Offering over 3,000 square feet of island elegance with stunning views, a private pool and hot tub, and...

    Pool Hot Tub

    $1,182 to $3,546/night

  18. HOUSE
    4BD Estate Home at Puako Bay (74)

    4BD Estate Home at Puako Bay (74)

    Kamuela, HI

    This elegant and timeless oceanfront estate is situated on the scenic shores of beautiful Puako Bay. One of Hawaii's last remaining peaceful little beach communities, Puako is steeped in history from abundant fishing to sugar cane farming and epic...

    $1,160 to $3,653/night

  19. 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

  20. BUNGALOW
    He'eia Bay Beach Bungalow (Big Island)

    He'eia Bay Beach Bungalow (Big Island)

    Kailua Kona, HI

    Located in a very desirable neighborhood, the Keauhou subdivision, this beautifully remodeled home sits right on the Kona Country Club Golf Course and offers exceptional golf course views! This home is surrounded by beauty and is directly across...

    $411 to $720/night

  21. HOUSE
    Mana Alana at Poipu

    Mana Alana at Poipu

    Koloa, HI

    This stunning Poipu home boasts over 3,300 square feet of elegant living space, along with sweeping views from the coastline up the sloping hills of Kalaheo. An open floor plan provides guests with the perfect setting for quality time together,...

    Pool Hot Tub

    $899 to $2,487/night

  22. APARTMENT
    Waikiki Grand 408 Studio

    Waikiki Grand 408 Studio

    Honolulu, HI

     Legally permitted vacation rental -  134 Kapahulu Ave  #408 Balcony with Ocean and Diamond Head views afford this Waikiki Grand Studio Ocean and Diamond Head view suite at the Waikiki Grand - Kitchenette with electric cook top, microwave and...

    Pool
    FREE CANCELLATION

    $142 to $179/night

  23. CONDOMINIUM
    Ilikai 404

    Ilikai 404

    Waikiki, HI

    OCEAN VIEWS! STEPS TO WAIKIKI BEACH. Sunset views. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life. The iconic Ilikai Suites are located at the gateway to Waikiki.The iconic Ilikai Suites are...

    Pool
    FREE CANCELLATION

    $168 to $250/night

  24. APARTMENT
    Waikiki Grand 315 Studio

    Waikiki Grand 315 Studio

    Honolulu, HI

     Legally permitted vacation rental -  134 Kapahulu Ave  #315  Waikiki Grand - So close to Waikiki Beach & Everything else Waikiki Offers Fun Place to stay That really is close to Everything in Waikiki! This unit features breathtaking views of...

    Pool
    FREE CANCELLATION

    $124 to $179/night

  25. CONDOMINIUM
    338

    338

    Kihei, HI

    This Colorful two bedroom Maui condo features ocean, garden, and pool views!Kitchen has been remodeled with tile floors, new cabinets and is equip with all of your cooking essentials while visiting. Unit has a full washer/dryer.Living room has...

    Pool
    FREE CANCELLATION

    $235 to $346/night

  26. CONDOMINIUM
    249

    249

    Kihei, HI

    Welcome to our home away from home at Hale Kamaole Condo 249. The kitchen remodel is now complete - check it out - it is awesome - more cupboards - new appliances - more space to cook and entertain. The dining table will accommodate 6. The kitchen...

    Pool
    FREE CANCELLATION

    $235 to $363/night

  27. CONDOMINIUM
    A3-1 Bedroom Beachfront

    A3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit A3 is a conveniently located ground floor condo, just steps from Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive views and a flat...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  28. CONDOMINIUM
    E6-2 Bedroom Oceanfront Townhouse

    E6-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit E6 - WHAT A VIEW! Sunsets on the lanai….Stunning views of the ocean and the West Maui Mountains…This 2 bedroom 2 bath second floor private condo sleeps 4 on comfortable Cal King beds, and is on a property built in the unique...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  29. CONDOMINIUM
    Kamaole Sands #2-306

    Kamaole Sands #2-306

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei, located across the street from Kamaole Beach Park III. Whale watch, swim and snorkel. Walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $347/night

  30. CONDOMINIUM
    Grand Champions #143

    Grand Champions #143

    Wailea, HI

    Unit 143 at the Wailea Grand Champions is a RARE 3 bedroom 2 bath unit with magnificent golf course views. It has a fully equipped kitchen, washer and dryer, room air conditioning in each room as well as ceiling fans throughout.Same day bookings...

    Pool Hot Tub
    FREE CANCELLATION

    $458 to $748/night