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
    Kamaole Sands 08-411

    Kamaole Sands 08-411

    KIHEI, HI

    Beautiful Ocean View Unit in Building 8! With recent updates and renovations to the fully equipped kitchen, this unit is our ideal vacation rental condo. The unit allows for 6 guests with a King bed in the upstairs loft, 2 twins in the main level...

    Pool
    FREE CANCELLATION

    $402 to $506/night

  2. CONDOMINIUM
    Kamaole Sands 10-410

    Kamaole Sands 10-410

    KIHEI, HI

    Enjoy ocean views from this fourth floor, two bedroom condo. This unit sleeps up to six (6) people with a King Bed with a Simmons Beauty Rest mattress in the master bedroom loft, two twins that can convert into a King in the second bedroom and a...

    Pool
    FREE CANCELLATION

    $402 to $506/night

  3. CONDOMINIUM
    Puu Poa 309

    Puu Poa 309

    Princeville, HI

    Puu Poa 309 offers 1800 Square feet of living space, two huge lanais, 2 bedrooms, 2 baths. All marble and glass-block master bath with dual shower heads and jacuzzi tub. Solid Teak Furniture, Beautiful Tile Floors throughout, Classic Plantation...

    Pool
    FREE CANCELLATION

    $402 to $1,000/night

  4. CONDOMINIUM
    Kamaole Sands 10-404

    Kamaole Sands 10-404

    KIHEI, HI

    Your Piece of Paradise at Kamaole Sands in South Kihei. This two Bedroom, 2 bath, Renovated Ocean view condominium is conveniently located at the front of the property and is a short walk across the street to the Kamaole Beach 3. The condo has two...

    Pool
    FREE CANCELLATION

    $402 to $506/night

  5. CONDOMINIUM
    Kamaole Sands 10-405

    Kamaole Sands 10-405

    KIHEI, HI

    Large Two bedroom Ocean view Loft. This two bedroom, two baths condo has a Queen Bed in Master bedroom (main level), two twins in second bedroom (upstairs in loft), and a pull out sofa bed in the living room, allowing this unit to sleep up to six...

    Pool
    FREE CANCELLATION

    $402 to $506/night

  6. TOWNHOUSE
    Kulalani at Mauna Lani 405

    Kulalani at Mauna Lani 405

    Kamuela, HI

    Welcome to our beautifully appointed town home at Kulalani, located at the prestigious Mauna Lani Resort on the Big Island of Hawaii. Kulalani is one of the newest developments in Mauna Lani and boasts the largest and best pools and workout center...

    Pool

    $401 to $731/night

  7. CONDOMINIUM
    Papakea L106

    Papakea L106

    Lahaina, HI

    Highly upgraded West Maui Kaanapali Papakea 2 bedroom, 2 full bathrooms, ground floor condo 25 feet from the oceans edge. Watch the whales, sunsets, and the ocean from the kitchen, living room and lanai. Sleep to the sound of the waves. This condo...

    Pool

    $400 to $491/night

  8. VILLA
    Bay Villa 32B3 Gold Ocean View

    Bay Villa 32B3 Gold Ocean View

    Lahaina, HI

    Spectacular views of the Pacific and the neighboring island of Molokai. Magnificent painted sky at dusk and dawn will take your breath away! Perfectly positioned to allow warm tropical breezes and gentle sounds of surf fill every room. This...

    Pool

    $400 to $644/night

  9. 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

    $398 to $1,005/night

  10. 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

    $398 to $720/night

  11. CONDOMINIUM
    Puu Poa 405

    Puu Poa 405

    Princeville, HI

    Puu Poa 405: This spacious top floor condo in the upscale Puu Poa complex on the north shore of beautiful Kauai is located directly next door to the Princeville St Regis Hotel. You'll love the newly renovated oceanfront pool! Also available onsite...

    Pool

    $397 to $458/night

  12. CONDOMINIUM
    Whaler at Kaanapali Beach 163

    Whaler at Kaanapali Beach 163

    Lahaina, HI

    Upgraded and Renovated studio garden view condo at the Whaler on Ka'anapali beach. This spacious studio can sleep up to two people. There is a King bed and a Full size sofa bed. Located on the ground floor and a short walk to the beach. There is a...

    Pool
    FREE CANCELLATION

    $397 to $591/night

  13. HOUSE
    Hale Alaula- Ocean View

    Hale Alaula- Ocean View

    Kailua Kona, HI

    May Special! 15% Off Nightly Rates for Reservations through June! Hale Alaula- (House of Sunset Glow) Bring the whole family to our home within the beautiful Malulani Gardens, a gated Community in Kailua-Kona! There's plenty of space for everyone,...

    Hot Tub

    $393 to $631/night

  14. 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

  15. CONDOMINIUM
    Puu Poa 310

    Puu Poa 310

    Princeville, HI

    This spacious, upscale Kauai vacation rental offers verdant island beauty along with all of the amenities of home. Relaxation is in abundance inside or out on your lanai (patio). The ocean view master suite has a King size bed, TV/DVD, and private,...

    Pool

    $392 to $542/night

  16. VILLA
    O-221 Hale Malu Ko Olina Beach Villa

    O-221 Hale Malu Ko Olina Beach Villa

    Kapolei, HI

    Overview: This 2 BD, 2 BA luxury villa on the 2nd floor of the Ocean Tower has stunning  views and is conveniently located just 20 miles from Honolulu International Airport on the beautiful southwestern shores of Oahu. The four pristine beaches and...

    Pool Hot Tub

    $392 to $1,204/night

  17. CONDOMINIUM
    Maui Banyan #G-410

    Maui Banyan #G-410

    Kihei, HI

    The Elevator for G & H building will be closed for Elevator Modernization starting at 10:00 am Monday September 10, 2018. We will have a bellman to help with luggage. Please call the Maui Banyan front desk (808) 875-0004. This two bedroom, two bath,...

    Pool
    FREE CANCELLATION

    $390 to $491/night

  18. CONDOMINIUM
    Maui Banyan #G-209

    Maui Banyan #G-209

    Kihei, HI

    The Elevator for G & H building will be closed for Elevator Modernization starting at 10:00 am Monday September 10, 2018. We will have a bellman to help with luggage. New to the Rental Market is a two bedroom and two bathroom condo at the Maui...

    Pool Hot Tub
    FREE CANCELLATION

    $390 to $491/night

  19. CONDOMINIUM
    Maui Kamaole l-209

    Maui Kamaole l-209

    KIHEI, HI

    Located on the second floor, this two bedroom condo features two full bathrooms and a loft bedroom. The loft bedroom has a queen bed and a full bathroom ensuite as well as a small private lanai. The second bedroom is located on the main floor and...

    Pool
    FREE CANCELLATION

    $390 to $499/night

  20. CONDOMINIUM
    Maui Banyan Q-104

    Maui Banyan Q-104

    Kihei, HI

    Located in building Q at the Maui Banyan, this two bedroom condo has many upgrades and remodels. The Master bedroom has a queen bed and a full bathroom ensuite. The second bedroom has two full beds. There is a full bathroom just outside the second...

    Pool
    FREE CANCELLATION

    $390 to $491/night

  21. CONDOMINIUM
    Maalaea Banyans 408

    Maalaea Banyans 408

    Wailuku, HI

    Get ready for Paradise! This 3bd/2ba unit sleeps 6 and truly has an unbeatable view. Located in Maalaea, you'll be right by Haycraft Beach Park, the harbor, restaurants, shops, the aquatic center, mini golf, and so much more! You're also in the...

    Pool Hot Tub
    FREE CANCELLATION

    $389 to $769/night

  22. CONDOMINIUM
    Beach Level Studio Direct Ocean Views Villa 105

    Beach Level Studio Direct Ocean Views Villa 105

    Kahuku, HI

    Beach Level Studio (Or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 105 This villa is located on the beach level just 30 yards from the sandy beach and 50 yards from the pool! It has all new top of the line furniture including a sleeper sofa...

    Pool Hot Tub

    $385 to $972/night

  23. 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

    $385 to $972/night

  24. CONDOMINIUM
    Kaanapali Shores 259

    Kaanapali Shores 259

    Kaanapali, HI

    Best Ocean View Condo At Kaanapali Shores and JUST RENOVATED! This amazing condo has just been updated with new Luxury Vinyl Plank Flooring throughout and new modern furnishings including a great new Sofa/sleeper with brand new 6" mattress! (New...

    Pool Hot Tub
    FREE CANCELLATION

    $385 to $1,220/night

  25. COTTAGE
    Plantation Cottage

    Plantation Cottage

    Hanalei, HI

    PLANTATION COTTAGE: TVNC-1104: TA#154-325-1968-01 Charming 1 bedroom, 1 bath, Hawaiian style cottage. A Private and Romantic Location. Palm trees surround the expansive yard. Very serene setting. High Speed WiFi Internet Service. A Weber Charcoal...

    $383 to $475/night

  26. HOUSE
    Nui Lani

    Nui Lani

    Princeville, HI

    This wonderful home is located on the beautiful Northshore of Kauai in the nice community of Princeville. With three bedrooms, three full baths, a spacious living area and an entertainment room that can be easily converted into a 4th bedroom! Fully...

    $381 to $720/night

  27. CONDOMINIUM
    Kamaole Sands #05-406

    Kamaole Sands #05-406

    KIHEI, HI

    This two (2) bedroom loft, Garden View Condo also has Partial Ocean views from the lanai, which overlooks the pool. The bedroom on the main floor has two twin beds. There is a full bathroom on the main floor as well. The loft has a King bed and a...

    Pool Hot Tub
    FREE CANCELLATION

    $379 to $482/night

  28. CONDOMINIUM
    Kamaole Sands 06-405

    Kamaole Sands 06-405

    KIHEI, HI

    You will not be disappointed! This well-appointed two bedroom garden view condo has been remodeled and has new furnishings throughout. The main floor bedroom has two twin beds and there is a full bath located just outside the bedroom. The loft...

    Pool
    FREE CANCELLATION

    $379 to $482/night

  29. CONDOMINIUM
    Kamaole Sands 03-407

    Kamaole Sands 03-407

    Kihei, HI

    Large two bedroom loft, Garden view Condo. Feel right at home in this spacious condo overlooking the pool and beautifully manicured green way. There is a King bed in the loft bedroom, two twins in the second bedroom, and a sofa bed in the living...

    Pool
    FREE CANCELLATION

    $379 to $482/night

  30. CONDOMINIUM
    Kamaole Sands 06-310

    Kamaole Sands 06-310

    Kihei, HI

    Escape to Maui and relax in this spacious two bedroom condo. This garden view condo sleeps up to six people. The master bedroom has a king bed, the second bedroom has a queen bed, and the living room has a sofa bed. This condo is located in building...

    Pool
    FREE CANCELLATION

    $379 to $482/night