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
    Turtle Bay Pupukea***NUC 90-TVU-0246

    Turtle Bay Pupukea***NUC 90-TVU-0246

    Kahuku, HI

    Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf courses, and are the only condos on the North Shore. This is a great place to relax,...

    Pool
    FREE CANCELLATION

    $323 to $358/night

  2. COTTAGE
    The Cottage

    The Cottage

    Kailua-Kona, HI

    "The Cottage", Mahina Meli Makai (Oceanside Honey Moon)This truly oceanfront Cottage, captures spectacular coastline views as well as the captivating ocean right in front of you. The "Honeymoon Getaway" begins the moment you arrive and step through...

    $239 to $379/night

  3. CONDOMINIUM
    Kaleialoha #109

    Kaleialoha #109

    Lahaina, HI

    Kaleialoha #109This DIRECT oceanfront unit has Queen bed and is fully equipped with all basic amenities. AC in living area! New 55" flat screen in living room and 2nd TV in bedroom. Open and airy living area and open kitchen with recent upgrades...

    Pool
    FREE CANCELLATION

    $183 to $384/night

  4. CONDOMINIUM
    Kaleialoha #305

    Kaleialoha #305

    Lahaina, HI

    Nicely updated 3rd floor unit. New King bed, tile throughout. AC, washer/dryer, Free internet, local phone, cable and onsite parking.Near Shopping, Restaurants and all beach activities. Farmer's Market, coffee shop and beach park 3 blks away. Swim...

    Pool
    FREE CANCELLATION

    $183 to $384/night

  5. CONDOMINIUM
    Turtle Bay Hula House Budget NUC 90-TVU-0566

    Turtle Bay Hula House Budget NUC 90-TVU-0566

    Kahuku, HI

    Ground Floor. Older unit. A/C in bedroom. Great rate. On the first fairway of the Fazio Golf Course, steps away from Lei Lei's and a short walk to the beach and hotel. WiFi.Welcome to Kuilima Estates, the condo property located on the grounds of...

    Pool
    FREE CANCELLATION

    $144 to $156/night

  6. CONDOMINIUM
    Honua Kai- Hokulani 612- Great Ocean View! 2b/2b

    Honua Kai- Hokulani 612- Great Ocean View! 2b/2b

    Kaanapali, HI

    GREAT SOUTHSIDE OCEAN VIEW!This great 2 bedroom 2 bath 1100 sq ft OCEAN VIEW condo at the Honua Kai resort and spa has just been upgraded with NEW DESIGNER FURNISHINGS, PORCELAIN TILE FLOORING THROUGHOUT and SAMSUNG SMART TV's. It is located on the...

    Pool Hot Tub

    $376 to $1,650/night

  7. CONDOMINIUM
    Kona Nalu 304

    Kona Nalu 304

    Kailua Kona, HI

    Enjoy an amazing Hawaiian vacation in this completely remodeled spacious Air Conditioned, 1200 sq ft 2 bedroom, 2 bath third-floor top floor unit in a private 15-unit, elevator equipped, shoreline complex. This unit has spectacular ocean views from...

    Pool

    $263 to $397/night

  8. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Wow, you'll have this fabulous north shore beach all to yourselves!!! All remaining August 2019 dates now discounted! For over a year now, the North Shore past Hanalei has been closed to everyone except local residents. Wildlife, like fish and...

    Pool
    FREE CANCELLATION

    $488 to $581/night

  9. CONDOMINIUM
    Turtle Bay 126 West Budget NUC 90-TVU-0538

    Turtle Bay 126 West Budget NUC 90-TVU-0538

    Kahuku, HI

    Cozy studio with loft condo. Recently remodeled full kitchen. A/C in the living room. TV with DVD. 10 minute walk from the hotel and the public beach. No WiFi. Why pay more?Welcome to Kuilima Estates, the condo property located on the grounds of...

    Pool
    FREE CANCELLATION

    $144 to $156/night

  10. HOUSE
    2 Bedrooms Oceanfront

    2 Bedrooms Oceanfront

    Lahaina, HI

    This premium oceanfront Two Bedroom, Two Bath condo is conveniently located on the ground level. Master Bedroom has a King Bed with a private bathroom. Second Bedroom has a queen bed; and the living room has a queen sofa bed for the extra guests....

    Pool Hot Tub
    FREE CANCELLATION

    $516 to $620/night

  11. CONDOMINIUM
    Turtle Bay Ohana Hale***NUC 90-TVU-0518

    Turtle Bay Ohana Hale***NUC 90-TVU-0518

    Kahuku, HI

    Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf courses, and are the only condos on the North Shore. This is a great place to relax,...

    Pool
    FREE CANCELLATION

    $225 to $260/night

  12. CONDOMINIUM
    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2b

    Honua Kai- Konea 501- OCEAN FRONT with private BBQ! 2b/2...

    Kaanapali, HI

    Absolutely the MOST DESIRABLE 2 bedroom 2.5 bath condo in the entire complex.Konea 501 is the top unit 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...

    Pool Hot Tub

    $603 to $2,466/night

  13. CONDOMINIUM
    Keauhou Akahi 210

    Keauhou Akahi 210

    Kailua Kona, HI

    This Keauhou Akahi condo with beautiful sweeping ocean views overlooks the newly resurfaced Akahi swimming pool and 9th tee of the famous Kona Country Club Golf Course. Accommodated with flat-screen HD Cable TV, high-speed internet, Tempur-Pedic...

    Pool
    FREE CANCELLATION

    $286 to $299/night

  14. HOUSE
    Hale Aikane

    Hale Aikane

    Kailua Kona, HI

    Modern Hawaiian island style single level home located in a small private subdivision offers stunning panoramic ocean and sunset views providing for ultimate tranquility. Beautifully furnished in traditional Hawaiian island style décor, this...

    Pool

    $502 to $776/night

  15. CONDOMINIUM
    Alii Villas 340

    Alii Villas 340

    Kailua Kona, HI

    This top floor Alii Villas condo is a perfect fit for anyone's vacation!Unit#340 is very well maintained, and we can assure you will have an amazing time in this fantastic, extremely affordable condo.Wifi included! There is a Queen sized bed in the...

    Pool
    FREE CANCELLATION

    $218 to $292/night

  16. HOUSE
    Junior Suite Oceanfront #1007

    Junior Suite Oceanfront #1007

    Lahaina, HI

    Our Junior Suite on the TENTH Floor is spacious and well-appointed with a King Bed as well as a sofa bed for the occasional guest. You will find seating arrangements for relaxing and dining. There is plenty of space to store your clothing and...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  17. HOUSE
    Junior Suite Oceanfront #906

    Junior Suite Oceanfront #906

    Kaanapali, HI

    Our Junior Suite is spacious and well-appointed with a Queen Bed and seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and personal items. The kitchen comes fully equipped with all the modern...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  18. CONDOMINIUM
    Turtle Bay 077 West***NUC 90-TVU-0337 Avail to 2 adults only

    Turtle Bay 077 West***NUC 90-TVU-0337 Avail to 2 adults ...

    Kahuku, HI

    Ground Floor Unit. Light, bright, updated end unit-on first fairway. Two flat screen TVs. Maple kitchen. Tile floors. King bed. A/C in bedroom. DVD player, WIFI, computer desk. Enjoy beautiful sunsets from the lanai. 5 night minimum stay. Shower...

    Pool
    FREE CANCELLATION

    $191 to $237/night

  19. CONDOMINIUM
    Turtle Bay Blue Hawaii***NUC 90-TVU-0192

    Turtle Bay Blue Hawaii***NUC 90-TVU-0192

    Kahuku, HI

    Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully manicured golf courses, and are the only condos on the North Shore. This is a great place to relax,...

    Pool
    FREE CANCELLATION

    $179 to $202/night

  20. CONDOMINIUM
    Honua Kai- Konea 643- Two Bed Ocean Views! 2b/2b

    Honua Kai- Konea 643- Two Bed Ocean Views! 2b/2b

    Kaanapali, HI

    OCEAN VIEW CENTER COURTYARD GREAT DEAL!!!This great sixth floor 1315 square foot condo is in the interior courtyard of the Konea building with wonderful ocean views from the spacious lanai. Enjoy your morning coffee while watching the whales play...

    Pool Hot Tub

    $483 to $1,704/night

  21. HOUSE
    Junior Suite Oceanfront #403

    Junior Suite Oceanfront #403

    Lahaina, HI

    Lovely Oceanfront Junior Suite that features one large room with fully equipped kitchen and bath. Queen-size bed (Sleeps 2). Can accommodate 3 people with added roll-away. Located on the shores of Ka‘anapali Beach in West Maui, Maui Kai is an...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night

  22. CONDOMINIUM
    Casa De Emdeko 211

    Casa De Emdeko 211

    Kailua Kona, HI

    ***BRAND NEW OWNERS AS OF NOVEMBER 2017! We're thrilled to announce that all the flooring has been changed out as of August 2018! Freshly painted bathrooms, new lanai furniture, new lanai ceiling fans as well!***This 2nd floor Casa De Emdeko 2...

    Pool
    FREE CANCELLATION

    $337/night

  23. HOUSE
    1 Bedroom Oceanfront #804

    1 Bedroom Oceanfront #804

    Lahaina, HI

    Our One Bedroom Oceanfront unit is spacious and well-appointed with a King Bed in the bedroom and sofa sleeper in the living room. This condo will accommodate four persons. You will find seating arrangements for relaxing, dining, and there is...

    Pool Hot Tub
    FREE CANCELLATION

    $341 to $413/night

  24. CONDOMINIUM
    Kahaluu Bay Villas #304

    Kahaluu Bay Villas #304

    Kailua Kona, HI

    This beautiful, private top floor condo at Kahaluu Bay Villas is quite the gem.The unit has a well equipped kitchen and all the rooms are spacious with a balcony overlooking the pool and the ocean.The bedrooms and baths are wonderfully appointed.The...

    Pool
    FREE CANCELLATION

    $319 to $388/night

  25. CONDOMINIUM
    Honua Kai 322

    Honua Kai 322

    Lahaina, HI

    This luxury Honua Kai one bedroom located in the 'Konea Tower' features everything you need to make your Hawaiian vacation truly enjoyable!We provide you with those extra amenities that make a difference, including comfortable beach chairs, beach...

    Pool Hot Tub
    FREE CANCELLATION

    $235 to $370/night

  26. CONDOMINIUM
    Fairway Villas Waikoloa O21

    Fairway Villas Waikoloa O21

    Waikoloa, HI

    Designer furnishings, tropical artwork, luxurious linens and toiletries! Outstanding accommodations await you. Conveniently located parking to condo and elevator. Well-appointed, spacious master bedroom features a comfy Cal-king size bed, with...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $464/night

  27. COTTAGE
    2 Charming Cottages on the Ocean

    2 Charming Cottages on the Ocean

    Kamuela, HI

    Offering an idyllic oceanfront setting in the town of Puako, this 2BR/2BA property boasts unobstructed views of the Kohala coastline. Nestled on 1/3 acre of private tropical gardens that lead to a sand and lava rock beach, this seaside locale cannot...

    FREE CANCELLATION

    $526 to $1,369/night

  28. CONDOMINIUM
    Kapalua Ridge Villa 611 Ocean View 1 bed 2 bath

    Kapalua Ridge Villa 611 Ocean View 1 bed 2 bath

    Kapalua, HI

    Beauty surrounds you in this lovely 1 bedroom 2 bath split level villa. One of few with an ocean view from the master suite! New king size sealy posturepedic firm in the master suite 2017! While you will feel nestled in and pleasantly secluded,...

    Pool

    $269 to $494/night

  29. CONDOMINIUM
    Kapalua Ridge Villa 2614 Gold Ocean View

    Kapalua Ridge Villa 2614 Gold Ocean View

    Kapalua, HI

    Breathtaking ocean vistas will amaze you from the moment you arrive. This palatial Kapalua Ridge Villa offers the perfect setting for families or couples. Spacious and elegantly designed, surrounded by lush tropical landscape and endless ocean...

    Pool

    $525 to $869/night

  30. CONDOMINIUM
    Kapalua Bay Villa 34G5 Partial Ocean Front

    Kapalua Bay Villa 34G5 Partial Ocean Front

    Kapalua, HI

    New central AC system throughout! Stunning ocean views, new mattress, (2019), and a second private lanai off your master suite. Downstairs, a beautiful new well equipped kitchen The open and flexible floor plan offers a lovely setting and an...

    Pool

    $313 to $531/night