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. HOUSE
    Kalina at Hapuna Beach

    Kalina at Hapuna Beach

    Kamuela, HI

    Located on Kohala Coast on the Big Island of Hawaii, this luxurious private home is just a short golf cart ride away from the premier Mauna Kea Golf Course. It is beautifully appointed with spectacular views of the ocean and the Mauna Kea and Hapuna...

    Pool Hot Tub

    $4,524 to $4,955/night

  2. HOUSE
    Hale Nui 2827

    Hale Nui 2827

    Lahaina, HI

    Thoughtfully designed with your comfort in mind, Hale Nui will exceed your expectations! After a long, arduous flight, each guest will feel embraced upon entering this exquisite, spacious home and everyone will immediately marvel at the panoramic...

    Pool Hot Tub
    FREE CANCELLATION

    $2,000 to $4,750/night

  3. HOUSE
    Hale Lani

    Hale Lani

    Kailua Kona, HI

    Welcome to Hale Lani. This gorgeous house is a Brand New Vacation Rental that Knutson & Associates Management is proud to represent. Hale Lani is the perfect spot to host a unforgettable Hawaii Vacation. With 4 bedrooms, and a capacity to sleep 14,...

    Pool
    FREE CANCELLATION
  4. HOUSE
    Kona Bubbles

    Kona Bubbles

    Kailua Kona, HI

    'Kona Bubbles' is a absolute spectacular property that Knutson & Associates is extremely proud to be newly representing as of November 2018. A gorgeous home in gated Meilani View Estates with ocean views just above Kailua Kona. Recently finished in...

    Pool
    FREE CANCELLATION
  5. CONDOMINIUM
    Luana Garden Villa 3C

    Luana Garden Villa 3C

    Kaanapali, HI

    Luana Garden Villas is the newest offering at the beautiful Honua kai Resort & Spa.  These spacious 3 bedroom Villas are located in 3 private enclaves and include large lanai's, private outdoor kitchens and a private garage. Each Enclave boasts a...

    Pool Hot Tub

    $795 to $3,303/night

  6. HOUSE
    Heeia Bay Hale

    Heeia Bay Hale

    Kailua Kona, HI

    Welcome to the listing page of Heeia Bay Hale. A Brand New Vacation Rental as of October 2018. This wonderful 2 story home in Keauhou is walking distance to heeia bay. This private & spacious 3 bedroom, 3.25 bath multi-level Hawaiian style beach...

    Pool
    FREE CANCELLATION
  7. CONDOMINIUM
    Mauna Lani Terrace D201

    Mauna Lani Terrace D201

    Kamuela, HI

    Mauna lani terrace#D-201 Beachfront Location, Breathtaking Views, Best Value. Amazing new property booking specials for last minute vacancies. Brand new ownership at one of the finest properties that the Mauna Lani Terrace has to offer. Enjoy...

    Pool Hot Tub
    FREE CANCELLATION
  8. VILLA
    Villa Cinco Resort at Kona Plantation Estates

    Villa Cinco Resort at Kona Plantation Estates

    Kailua Kona, HI

    This beautiful custom home, built in 2007, boasts 5 buildings totaling interior 3,829 sq. feet; including main house, and a private master suite situated at each of 4 corners. Main house has a private study converted to bedroom with a sink, a half...

    Pool Hot Tub
    FREE CANCELLATION
  9. HOUSE
    Keauhou Elima

    Keauhou Elima

    Kalilua Kona, HI

    What is better than a Hawaiian sunset over the ocean? A sunset over the ocean that you can take in from the privacy of your tropical home-away-from-home! With nearly 5,000 square feet of indoor/outdoor living space, including a lanai with a pool...

    Pool

    $689 to $1,678/night

  10. HOUSE
    Newly Remodeled Kailua Gem- Walk to Beach

    Newly Remodeled Kailua Gem- Walk to Beach

    Kailua, HI

    Just an 11-minute walk from the brilliant blue waters of the Pacific Ocean, this spacious 5BR/3BA home has recently undergone a massive remodel. Inside, you’ll find elegant tile floors, modern appliances, new furnishings, and stylish decor....

    FREE CANCELLATION

    $631 to $1,321/night

  11. HOUSE
    Koana Breeze

    Koana Breeze

    Kailua Kona, HI

    This spectacular 2500 square-foot plantation-style home is perched on a hillside with breathtaking ocean views of Keauhou and Kailua Bays. Enjoy year-round outside dining with fabulous views of gorgeous Kona sunsets on the lanai, and enjoy drinks in...

    Hot Tub
    FREE CANCELLATION
  12. CONDOMINIUM
    New! Updated! Modern, Maui Beachfront with Central A/C

    New! Updated! Modern, Maui Beachfront with Central A/C

    Lahaina, HI

    Most frequently asked questions re: payments, cancellations, our home, and the area, can be answered in the property info, guest reviews, and pictures, below. We kindly ask that you read all of these details, as we offer a lot of amenities that...

    Pool Hot Tub
    FREE CANCELLATION

    $561 to $731/night

  13. CONDOMINIUM
    Kona Alii 608

    Kona Alii 608

    Kailua Kona, HI

    Welcome to the listing page of our gorgeous Kona Alii, Unit#608. You are as close to the heart of Kona as it gets. Enjoy Hawaiian Living just above the excitement of Alii Drive. This complex is directly across from the ocean, & the unit is recently...

    Pool
    FREE CANCELLATION
  14. HOUSE
    Ono Hale

    Ono Hale

    Kailua Kona, HI

    We welcome you to stay at our private luxury home (Ono Hale) in the lush hills above historic Kailua Kona. Located just minutes from town and Kona’s beautiful sandy beaches. Cool and quiet. Ono Hale is situated on a very private lot on a quiet...

    Pool
    FREE CANCELLATION
  15. CONDOMINIUM
    Honua Kai Konea 301

    Honua Kai Konea 301

    Kaanapali, HI

    One of the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex. Konea 301 is one of only 5 Two Bedroom Ali'I Suites with Direct Ocean Views and private Outdoor Kitchens. At 1620 sq ft with a HUGE 415 sq ft lanai this gorgeous home has 180...

    Pool Hot Tub

    $508 to $2,287/night

  16. HOUSE
    Ainamalu Home 69-9242

    Ainamalu Home 69-9242

    Waikoloa Village, HI

    Come and enjoy a luxurious laid-back island living in our new home located in the beautiful new neighborhood in Waikoloa Beach Resort – Ainamalu. This gated community Ainamalu is the newest resort community in the beautiful Waikoloa Beach Resort,...

    FREE CANCELLATION

    $493 to $896/night

  17. CONDOMINIUM
    Hanalei Colony Resort I1

    Hanalei Colony Resort I1

    Hanalei, HI

    Hanalei Colony Resort I1 is unique among north shore Kauai condo complexes. It's directly on the path to follow, just take a few steps and you're on the sand. You can also take advantage of the restaurant and spa onsite, or prepare your own food in...

    Pool
    FREE CANCELLATION

    $488 to $581/night

  18. CONDOMINIUM
    Ko Olina Beach Villa (O425)

    Ko Olina Beach Villa (O425)

    Kapolei, HI

    LIVE CALENDAR If the calendar shows as available, the property is not reserved and can be booked instantly online. This listing is updated in real-time. Please click the calendar tab to see availability. This Villa requires a minimum 6 night stay....

    Pool

    $485 to $1,204/night

  19. CONDOMINIUM
    Casa De Emdeko 219

    Casa De Emdeko 219

    Kailua Kona, HI

    **Newly Remodeled Kitchen And Master Bathroom As Of September 2018.** Casa#219 is a direct oceanfront 2 bedroom. 2 bath property that sits right on the water. Huge lanai. This unit has everything you will need to feel like you are royalty a great...

    Pool
    FREE CANCELLATION
  20. APARTMENT
    67-011 Kaimanu Place Apartment

    67-011 Kaimanu Place Apartment

    Waialua, HI

    Located in Oahu’s North Shore, this oceanfront 1BR apartment offers a lush tropical oasis. Highlights include Balinese wood accents, craftsman details, and custom flooring. Walk through the backyard and enjoy immediate private access to Waialua...

    FREE CANCELLATION

    $414 to $615/night

  21. CONDOMINIUM
    Sea Village 3-317

    Sea Village 3-317

    Kailua Kona, HI

    Sea Village#3-317 is an Amazing Vacation Rental Property. Sitting Directly on top of the water. You can't get closer to the water than this. Phenomenal Price For The Value. Sea Village Resort reflects the tranquil beauty of the Big Island. The...

    Pool Hot Tub
    FREE CANCELLATION
  22. TOWNHOUSE
    Keauhou Kona Surf & Racket Club Townhouse #3

    Keauhou Kona Surf & Racket Club Townhouse #3

    Kailua Kona, HI

    This oceanfront townhouse is beautifullly furnished, very clean, and cozy. It has Wifi, HD Television & DVR. Have a bigger group? We manage Townhome#4 right next door. This property sleeps 4, and next door sleeps 6. A great option for 10 to be right...

    Pool
    FREE CANCELLATION
  23. VILLA
    Kapalua Bay Villa 23B-1

    Kapalua Bay Villa 23B-1

    Lahaina, HI

    Drift off to dream land in a comfortable king size bed and pamper yourself in the spacious master bath.  One of the 3 property swimming pools and BBQ areas are conveniently located steps away for you to enjoy. Enjoy the tropical breezes and the...

    Pool
    FREE CANCELLATION

    $381 to $1,348/night

  24. CONDOMINIUM
    Keauhou Punahele E-102

    Keauhou Punahele E-102

    Kailua Kona, HI

    Keauhou Punahele#E-102 is a beautiful ground floor 2 bedroom, 2 bathroom condo with approximately 1200 interior sq feet. It sits right on Keauhou Country Club golf course. Enjoy an expansive lanai that reaches from living room to the master bedroom....

    Pool Hot Tub
    FREE CANCELLATION
  25. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #3-101

    Keauhou Kona Surf & Racquet Club #3-101

    Kailua Kona, HI

    Welcome to Hale Malama Pono, a temporary home base for you to enjoy what Hawaii has to offer you as a visitor while treading as lightly as you can. Your hosts are long time visitors to the Island and now new owners. This home away from home is named...

    Pool
    FREE CANCELLATION
  26. CONDOMINIUM
    Wailea Ekolu 1606

    Wailea Ekolu 1606

    Kihei, HI

    Located in beautiful Wailea, this 2bd 2ba condo is on the top floor and boasts high ceilings and a gorgeous ocean view. Visting with a larger group? We have another unit in the same building! Make sure to ask us the availability for booking 1604...

    Pool
    FREE CANCELLATION

    $343 to $874/night

  27. CONDOMINIUM
    Casa De Emdeko 317

    Casa De Emdeko 317

    Kailua Kona, HI

    Casa#317 is an amazing addition to our Vacation Rental Inventory that Knutson & Associates is proud to be newly representing. **Hard Wood Floors And Kitchen Remodel Completed In May 2018. Living room & Bedrooms have gorgeous brand new hard wood...

    Pool
    FREE CANCELLATION
  28. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #3-203

    Keauhou Kona Surf & Racquet Club #3-203

    Kailua Kona, HI

    Keauhou Kona Surf & Racquet Club#3-203 Direct Oceanfront, 2nd Floor Of Building#3 in complex. #3-203 is extensively upgraded & remodeled. A truly beautiful oceanfront condo in a gated complex with unobstructed ocean and Kailua town views. Elegant...

    Pool
    FREE CANCELLATION
  29. CONDOMINIUM
    Holualoa Bay Villas #106

    Holualoa Bay Villas #106

    Kailua Kona, HI

    Holualoa Bay Villas#106 is a brand new rental in our inventory, that Knutson & Associates is proud to be representing as of June 2015  Come stay at this beautifully appointed 2 bedroom, 2 bath condo right on Alii Drive! Excellent Location. It's...

    Pool Hot Tub
    FREE CANCELLATION
  30. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #5-202

    Keauhou Kona Surf & Racquet Club #5-202

    Kailua Kona, HI

    Brand New Vacation Rental With Brand New Ownership. Welcome to #5-202 at the Keauhou Kona Surf & Racquet Club. The new owners are excited to have their new property that's never been rented before be placed as a new Vacation Rental. Direct...

    Pool
    FREE CANCELLATION