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
    Sealodge J2

    Sealodge J2

    Princeville, HI

    Amazing oceanfront views from beautiful ground floor honeymoon hideaway. Beautiful comfortable furnishings, incredible view, great ground floor location with lots of room to sit outside and enjoy the wonderful Kauai weather. New kitchen appliances....

    Pool
    FREE CANCELLATION

    $182 to $257/night

  2. CONDOMINIUM
    Sealodge F9

    Sealodge F9

    Princeville, HI

    Sealodge F9 is the only top floor condo in the building. It offers privacy, expansive white water oceanfront views, and welcoming comfort inside, all at affordable rates. This one bedroom/one bathroom gem shares no common walls, so all you hear is...

    Pool
    FREE CANCELLATION

    $182 to $238/night

  3. CONDOMINIUM
    Banyan Harbor K132 at Kalapaki Beach

    Banyan Harbor K132 at Kalapaki Beach

    Lihue, HI

    Wonderful AIR CONDITIONED town-home located on the bluff above Kalapaki Beach. This beautiful 2 bedroom, 1 1/2 bath, two story, town-home has two full viewing balconies. Air conditioning units are located in the living room, master bedroom, and...

    Pool
    FREE CANCELLATION

    $100 to $486/night

  4. CONDOMINIUM
    Sealodge H9

    Sealodge H9

    Princeville, HI

    Sealodge H9 was completely renovated in 2012, with all new stainless steel appliances, granite counters in kitchen and bath, expanded walk-in shower with rain shower fixture, new flat screen TV, travertine tile, all new furnishings. This top...

    Pool
    FREE CANCELLATION

    $115 to $449/night

  5. CONDOMINIUM
    Ali'i Kai 3204

    Ali'i Kai 3204

    Princeville, HI

    Right atop the waves, this special top floor Alli Kai unit has spectacular ocean, coastline, and waterfall views from every vantage point in the home. Posturepedic king size and queen sized beds, Balinese & Hawaiian artwork, a walk-in two person...

    Pool
    FREE CANCELLATION

    $156 to $514/night

  6. CONDOMINIUM
    Maui Parkshore 202

    Maui Parkshore 202

    Kihei, HI

    Two bedroom garden view Condo with partial ocean views. Stand out on your lanai and look out over the grounds as well as Kamaole beach III across the street. This unit sleeps up to six people with a queen bed in the master bedroom, two twins in the...

    Pool
    FREE CANCELLATION

    $275 to $345/night

  7. CONDOMINIUM
    Shores of Maui #124

    Shores of Maui #124

    Kihei, HI

    Shores of Maui is located across the street from Cove Park in Kihei, a popular surfing and stand-up paddling spot. It features a tennis court, barbecue grills, swimming pool, and hot tub. Unit #124 is a ground floor 1 bedroom, 1 bath end unit with...

    Pool
    FREE CANCELLATION

    $180 to $209/night

  8. CONDOMINIUM
    Maui Kamaole j-116

    Maui Kamaole j-116

    Kihei, HI

    Beautiful New Bedroom furniture and King bed in this Ground floor one bedroom Condo. The kitchen opens up to the dining and living areas providing an open living space. The bedroom has a king bed and a flat screen TV. The living room has a pull out...

    Pool
    FREE CANCELLATION

    $373 to $468/night

  9. CONDOMINIUM
    Sugar Beach 301

    Sugar Beach 301

    KIHEI, HI

    **The Pool will be CLOSED beginning September 10th, through September 17th, 2018. In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month....

    Pool Hot Tub
    FREE CANCELLATION

    $313 to $417/night

  10. HOUSE
    Kilohana Vista

    Kilohana Vista

    Kailua Kona, HI

    Settle in at Kilohana Vista and let the warm gentle trade wind breeze envelope you as you view an unmatched spectacular view of the harbor and Cruise Ships from your Lanai, Spa or Pool provided by the perfect 500 foot elevation. Close to the center...

    Pool

    $555 to $771/night

  11. CONDOMINIUM
    Kihei Bay Surf #119

    Kihei Bay Surf #119

    Kihei, HI

    Kihei Bay Surf unit 119 is a beautifully remodeled studio that can sleep up to 3. This tiled unit features a fully equipped kitchen with new appliances and granite countertops. It is nicely furnished and has Cable TV and a DVD player. For those who...

    Pool Hot Tub
    FREE CANCELLATION

    $115 to $186/night

  12. CONDOMINIUM
    Island Surf #502

    Island Surf #502

    Kihei, HI

    Island Surf is located in the heart of Kihei, across the street from Kalama Park and Cove Park, and within walking distance of shops, restaurants, and activity shops. The Island Surf building itself has several restaurants and stores. There is a...

    Pool

    $184 to $342/night

  13. CONDOMINIUM
    Pacific Shores #A-101

    Pacific Shores #A-101

    Kihei, HI

    Located in in the heart of South Kihei, the Pacific Shores complex is central to the best activities South Maui has to offer. Just a quick stroll in any direction will take you to nearby shopping, popular restaurants, and world famous beaches. Take...

    Pool Hot Tub
    FREE CANCELLATION

    $153 to $244/night

  14. CONDOMINIUM
    Hale Ohana Aloha

    Hale Ohana Aloha

    Waikoloa, HI

    Big Island dreams begin at Hali'i Kai 7D, an ocean-view vacation condominium at renowned Waikoloa Beach Resort. Ideal for group getaways of up to six people, this 2-bedroom, 2-bath condo features an updated interior, access to impeccable resort...

    Pool Hot Tub

    $286 to $478/night

  15. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Hanalei Colony Resort E3 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 on...

    Pool
    FREE CANCELLATION

    $443 to $581/night

  16. CONDOMINIUM
    Banyan Harbor K134 at Kalapaki Beach

    Banyan Harbor K134 at Kalapaki Beach

    Lihue, HI

    Updated town-home at Kalapaki Beach! This renovated 2 bedroom, 1 1/2 bath, two story town-home has A/C in both upstairs bedrooms and is conveniently located, and affordably priced. You'll love the clean modern kitchen, and the remodeled full...

    Pool
    FREE CANCELLATION

    $143 to $554/night

  17. CONDOMINIUM
    Villas on the Prince 13 *30 Day minimum

    Villas on the Prince 13 *30 Day minimum

    Princeville, HI

    NOTE: 30-DAY MINIMUM STAY AT THIS LOCATION. The Villas on the Prince is a gated community located in Princeville on the north shore of Kauai. Our vacation rentals at the Villas on the Prince are ideally suited to guests planning a longer visit....

    Pool
    FREE CANCELLATION

    $150 to $167/night

  18. CONDOMINIUM
    E3-1 Bedroom Oceanfront

    E3-1 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit E3 is a conveniently located ground floor apartment near the large pool with fabulous ocean and sunset views. The beach itself, a four mile long golden crescent, is only steps away from the lanai. It has been remodeled from top...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  19. 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

  20. CONDOMINIUM
    Kihei Akahi C-502

    Kihei Akahi C-502

    KIHEI, HI

    This newly renovated two bedroom condo offers the BEST OCEAN VIEWS at Kihei Akahi. Located on the corner of building C, up on the fifth floor, you can enjoy views of the Pacific Ocean and the island of Kaho'olawe from the lanai. The kitchen has been...

    Pool
    FREE CANCELLATION

    $321 to $411/night

  21. CONDOMINIUM
    Leinaala 401

    Leinaala 401

    KIHEI, HI

    This one bedroom Ocean Front unit boasts beautiful views of the Pacific Ocean. The bedroom in this unit has a Queen bed and the living room has a pull out sofa bed, allowing this unit to accommodate up to four (4) people. Enjoy a fully equipped...

    Pool
    FREE CANCELLATION

    $267 to $327/night

  22. CONDOMINIUM
    Maui Parkshore #316

    Maui Parkshore #316

    KIHEI, HI

    Take in the Ocean Views from the Large private lanai in this two bedroom condo. The kitchen is open to the living area and the large lanai doors open up the living area to the lanai where you can relax in the Maui Trade Winds. The master bedroom has...

    Pool
    FREE CANCELLATION

    $290 to $352/night

  23. CONDOMINIUM
    Grand Champions #48

    Grand Champions #48

    Wailea, HI

    The nearby Ulua and Mokapu Beaches are a quick drive down the hill from the The Grand Champions Villas in Wailea. The complex is surrounded by lovely tropical gardens. It is located in the exclusive Wailea Resort. The complex offers two swimming...

    Pool Hot Tub
    FREE CANCELLATION

    $255 to $400/night

  24. CABIN
    1075 Nanihoku Pl Cabin

    1075 Nanihoku Pl Cabin

    Haiku, HI

    Located in the lush rainforest in the upcountry of Haiku, this unique and luxurious 2BR Asian-style bamboo bungalow includes a private hot tub and a shared freshwater pool. Boasting a custom eco-design, this rental features 1,800 sq ft of covered...

    Pool Hot Tub
    FREE CANCELLATION

    $329 to $677/night

  25. CONDOMINIUM
    Casa De Emdeko 336

    Casa De Emdeko 336

    Kailua Kona, HI

    Let the stresses of life drift away when you stay in this 2 bedroom, 2 bath condo in Kona Hawaii. Included are a king sized bed in the master bedroom, 2 Twin beds in the guest bedroom, Queen sleeper sofa in the living room, central air conditioning,...

    Pool

    $216 to $333/night

  26. CONDOMINIUM
    Hale Kamaole #101

    Hale Kamaole #101

    Kihei, HI

    Kamaole Beach #3 is just across the street from Hale Kamaole. This beach is one of the best beaches in the world. Whale watch, snorkel, walk the beach and witness the most amazing sunsets imaginable. Hale Kamaole features two pool areas, charcoal...

    FREE CANCELLATION

    $231 to $331/night

  27. CONDOMINIUM
    E4-2 Bedroom Oceanfront

    E4-2 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit E4, is conveniently located on the ground floor, just steps away from the large pool. It was completely remodeled October 2015. This unit is well furnished, features a full kitchen and a second bedroom and bath. Enjoy ocean...

    Pool
    FREE CANCELLATION

    $377 to $591/night

  28. 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

  29. CONDOMINIUM
    Kamaole Sands 04-306

    Kamaole Sands 04-306

    KIHEI, HI

    This Property does NOT accept Promo Codes - Please do not Book this property if you are using a discount or promotional code. One bedroom, one bath, pull out sofa bed, sleeps maximum of 4 people, queen bed in bedroom, tile throughout except bedroom...

    Pool
    FREE CANCELLATION

    $265 to $327/night

  30. CONDOMINIUM
    Kauhale Makai 512

    Kauhale Makai 512

    Kihei, HI

    Please note: Kauhale Makai is undergoing exterior building maintenance. Enjoy a stunning view of the Pacific Ocean and the West Maui Mountains from this two (2) bedroom Condo. This unit has a queen bed in the master bedroom, two twin beds in the...

    Pool
    FREE CANCELLATION

    $321 to $411/night