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
    Waikiki Banyan Tower 2 Suite 807

    Waikiki Banyan Tower 2 Suite 807

    Honolulu, HI

    Deluxe Mountain View Condo, Free parking & WiFi Upgraded Waikiki Banyan condo at an affordable rate. Enjoy paradise in this Mountain View Waikiki Banyan condo suite with 2 high-end luxury queen sized mattresses! Only one block from world famous...

    Pool Hot Tub

    $168 to $236/night

  2. CONDOMINIUM
    H3-1 Bedroom Beachfront

    H3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit H3 is a conveniently located ground floor condo, just steps from our large pool and 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...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  3. CONDOMINIUM
    Palms at Wailea #604

    Palms at Wailea #604

    Wailea, HI

    The fabulous Keawakapu Beach is just a short 10 minute stroll from the Palms at Wailea. This beach is world famous for its great snorkeling and long walking beach. The Palms at Wailea is a gorgeous property; lush with tropical landscaping. There is...

    Pool Hot Tub
    FREE CANCELLATION

    $242 to $376/night

  4. CONDOMINIUM
    273

    273

    Kihei, HI

    Unit 273 a two bedroom with a loft has an Ocean/garden & pool view. Modern style furniture with king bed in master bedroom, 2 twins in downstairs bedroom. Queen hide-a-bed in loft area. Large flat screen in living area. Spacious kitchen cabinets and...

    Pool
    FREE CANCELLATION

    $258 to $366/night

  5. TOWNHOUSE
    Keauhou Kona Surf & Racquet Club#37

    Keauhou Kona Surf & Racquet Club#37

    Kailua Kona, HI

    Knutson & Associates Property Management is proud to newly represent this wonderful 3 bedroom townhome that sleeps 6! Have a larger group? We manage the 3 bedroom townhome right next door! Townhome#36 is available within our inventory as well!!!...

    Pool
    FREE CANCELLATION

    $222 to $229/night

  6. HOUSE
    Sands Of Kahana 336

    Sands Of Kahana 336

    Lahaina, HI

    Nestled on the pristine coastline of Kahana, located approximately halfway between Kaanapali and Kapalua, the beachfront condominium community known as the Sands of Kahana is the perfect family resort. With 2 bedrooms and two baths, this unit...

    Pool Hot Tub

    $332 to $388/night

  7. CONDOMINIUM
    Waiohuli Beach Hale #A-201

    Waiohuli Beach Hale #A-201

    Kihei, HI

    Gorgeous Remodeled Oceanfront Kihei Condo – 2BR You can’t do better than this! Not only does this beautifully renovated second-floor unit have an unobstructed ocean view but the quality of the complex and its location cannot be beat. The ocean...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  8. CONDOMINIUM
    Royal Kahana 318

    Royal Kahana 318

    Lahaina, HI

    We are excited to offer a much demanded third level studio suite at this popular Royal Kahana resort! Our beautifully REMODELED condo has all of the amenities you would want on a tropical vacation (including AC and a washer and dryer in the unit)!...

    Pool
    FREE CANCELLATION

    $191 to $341/night

  9. ESTATE
    Kailua Shores Estate

    Kailua Shores Estate

    Kailua, HI

    One of the largest, most private and secluded Estates on the island of Oahu. A spectacular beachfront location-at Kailua Shores Estate with the comfort of a resort, consisting of separate houses, newly remodeled, set on extensive grounds featuring a...

    Pool

    $7,860 to $12,620/night

  10. HOUSE
    Kahana Sunset C5

    Kahana Sunset C5

    Lahaina, HI

    This is an ocean view condo located in the C Building. Two Bed Two Bath condo with king bed in master bedroom, queen and a twin bed in the second bedroom and a queen sofa sleeper in the living room. There is A/C throughout condo, Awning on lower...

    Pool

    $276 to $332/night

  11. CONDOMINIUM
    Maui Sunset #A-117

    Maui Sunset #A-117

    Kihei, HI

    Maui Sunset is a fabulous oceanfront property in Kihei that has lush tropical landscaping, large pool which is heated during the winter months, hot tub, gas grills, workout room, and tennis courts out on the beach for your use. Guests return here...

    Pool Hot Tub
    FREE CANCELLATION

    $144 to $231/night

  12. CONDOMINIUM
    Maui Kamaole #A-201

    Maui Kamaole #A-201

    Kihei, HI

    Kamaole Beach #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping and beautiful ocean views, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the...

    Pool Hot Tub
    FREE CANCELLATION

    $304 to $459/night

  13. CONDOMINIUM
    Waiohuli Beach Hale #D-124

    Waiohuli Beach Hale #D-124

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $157 to $277/night

  14. CONDOMINIUM
    Nohonani 405

    Nohonani 405

    Lahaina, HI

    Nohonani 405 is a beautiful two bedroom one and a half bath unit on the fourth floor, with vaulted ceilings and a breathtaking ocean view. Ocean views can be seen from the kitchen, dining areas, living room and master bedroom. As with all the...

    Pool
    FREE CANCELLATION

    $274 to $403/night

  15. VILLA
    Hale Waiulu

    Hale Waiulu

    Kailua Kona, HI

    Our well-appointed home has everything you could possible need. Fresh, home grown mango, guava and finger lime for our guests to feast on . Enjoy the relaxing sound of the cascading rush of your private pool's waterfall. The lush golf green views...

    Pool Hot Tub

    $1,917 to $5,992/night

  16. CONDOMINIUM
    Country Club Villas#115

    Country Club Villas#115

    Kailua Kona, HI

    Country Club Villas, Unit#115 is a remarkable NEW addition to the Vacation Rental Market that Knutson & Associates Property Management is proud to represent. Picture yourself living on the "Kona Country Club" golf course, be mesmerized by the...

    Pool Hot Tub
    FREE CANCELLATION

    $221/night

  17. HOUSE
    Hale Pua

    Hale Pua

    Kailua Kona, HI

    Hale Pua (“House of Flowers”) is one of the few 5 bedroom/6 full bath oceanfront vacation rental homes with its own private pool & spa in the Kailua-Kona area. For recent candid photos and input from guests, please visit our FB page,...

    Pool Hot Tub

    $1,938 to $2,627/night

  18. TOWNHOUSE
    Keauhou Kona Surf & Racket Club Townhouse #4

    Keauhou Kona Surf & Racket Club Townhouse #4

    Kailua Kona, HI

    Looking to stay direct oceanfront & within steps to the beach? Look no further, you've found the perfect property! Welcome to the page of our direct oceanfront, townhome#4 at the Keauhou Kona Surf & Racquet Club. We're extremely proud to be newly...

    Pool
    FREE CANCELLATION

    $428 to $447/night

  19. HOUSE
    Sands Of Kahana 356

    Sands Of Kahana 356

    Lahaina, HI

    Grasp the beautiful sunsets and rainbows from this very spacious three bedroom, two bathroom condominium. This unit is one of the few 3 bedroom units at the Sands of Kahana that has air conditioning! Ocean views and vivid rainbow skies are visible...

    Pool Hot Tub

    $501 to $557/night

  20. HOUSE
    Lanikai Breeze

    Lanikai Breeze

    Kailua, HI

    Just steps away from coveted Lanikai Beach, sits our newest luxury rental - Lanikai Breeze! Brand new construction, built in 2017, this home features upgraded appliances and furnishings meticulously hand picked by local designer, Lotus Home Staging,...

    Pool

    $1,910 to $3,695/night

  21. APARTMENT
    Blue Oasis

    Blue Oasis

    Kamuela, HI

    Located in the prestigious Champion Ridge gated community at Mauna Lani, The Oasis provides the ultimate spacious vacation destination, with over 5,500 square feet, five large king bedrooms, and five bathrooms. For family reunions, wedding parties,...

    $1,434 to $3,267/night

  22. HOUSE
    Puu Poa 107

    Puu Poa 107

    Princeville, HI

    * Unit 106 in the next building will be undergoing renovation from March 11, 2019–September 15, 2019 * This Kauai vacation rental is sure to take your breath away with its luxurious furnishings and stunning ocean views from almost every room. The...

    Pool

    $362 to $512/night

  23. 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

    $409 to $525/night

  24. CONDOMINIUM
    Sugar Beach Resort PH 40

    Sugar Beach Resort PH 40

    Kihei, HI

    The Sugar Beach Resort is the perfect destination for your tropical Hawaiian getaway! This oceanfront complex is just a few steps away from Maui's longest continual white sand beach, perfect for long strolls on the beach or enjoying postcard...

    Pool Hot Tub
    FREE CANCELLATION

    $393 to $544/night

  25. CONDOMINIUM
    Hoyochi Nikko 206

    Hoyochi Nikko 206

    Lahaina, HI

    Beautiful Direct Ocean front 2 bedroom second floor condo! Enjoy calm relaxing mornings watching rainbows, turtles,waves and million dollar sunsets! Easy access to the pool and a sandy beach. This beautiful, two bedroom unit has one bedroom on the...

    Pool
    FREE CANCELLATION

    $300 to $449/night

  26. HOUSE
    Maui Eldorado Condo J100

    Maui Eldorado Condo J100

    Kaanapali, HI

    Don't miss this rare opportunity to relax in this privately-owned two bedroom two bath spacious 1500 square foot Maui condo - Maui Eldorado J100!! Situated in the heart of Kaanapali, short walk to world class shopping and restaurants at Whaler's...

    Pool
    FREE CANCELLATION

    $408 to $816/night

  27. 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

  28. HOUSE
    Kihei Akahi #C-401

    Kihei Akahi #C-401

    KIHEI, HI

    Welcome cool ocean breezes and incredible ocean views from this newly renovated studio condo. Astonishing sunset views from the lanai. Enjoy all the comforts and amenities of home, including a full kitchen and bath with washer and dryer. Your condo...

    Pool
    FREE CANCELLATION

    $217 to $281/night

  29. HOUSE
    Kihei Akahi #C-317

    Kihei Akahi #C-317

    KIHEI, HI

    This one bedroom garden and mountain view condo sleeps up to 2 people with a Cal-King bed in the bedroom. The fully equipped kitchen has new granite counter tops. There is a washer and dryer in the unit for your use. Enjoy the cool breeze out on the...

    Pool
    FREE CANCELLATION

    $248 to $312/night

  30. HOUSE
    Maui Kamaole #b-107

    Maui Kamaole #b-107

    KIHEI, HI

    This Property does NOT accept Promo Codes - Please do not Book this property if you are using a discount or promotional code. Beautifully upgraded and renovated one bedroom condo. Renovated Kitchen and Bathrooms and new furniture throughout. Sleeps...

    Pool Hot Tub
    FREE CANCELLATION

    $313 to $411/night