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
    Hale Kuilima Turtle Bay Condo

    Hale Kuilima Turtle Bay Condo

    Kahuku, HI

    Comfy ground floor condo, located on the last fairway of the Fazio Golf Course. One of the closest locations to the hotel and beach. Free WiFi Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The...

    Pool
    FREE CANCELLATION

    $161 to $191/night

  2. CONDOMINIUM
    Kanai A Nalu 414

    Kanai A Nalu 414

    Wailuku, HI

    Ocean front condo on 4th and top floor with beautiful ocean views! HIGHEND gorgeous upgraded property. Quiet home listen to the sounds of the sea. If you prefer high-end living, this condo is for you! It is fully renovated and gorgeous with...

    Pool
    FREE CANCELLATION

    $251 to $482/night

  3. CONDOMINIUM
    Kanai A Nalu 302

    Kanai A Nalu 302

    Wailuku, HI

    Oceanfront ocean view third floor! Gorgeous upgraded condo. Quiet home listen to the sounds of the sea. Welcome to Kana'i A Nalu a quiet resort that sits on the ocean away from the road. This property has the BEST ocean front views of Molokini...

    Pool
    FREE CANCELLATION

    $212 to $482/night

  4. CONDOMINIUM
    Kihei Akahi Resort- Unit C618

    Kihei Akahi Resort- Unit C618

    Kihei, HI

    Charming ocean and garden view top floor upgraded artist home. Kathy McCartney owns popular C618 located on the top floor of building C at the Kihei Akahi Resort. Enjoy spectacular views of the Pacific Ocean, Mount Haleakala, Kaho'olawe Island,...

    FREE CANCELLATION

    $135 to $353/night

  5. CONDOMINIUM
    Kihei Akahi Resort- Unit D605

    Kihei Akahi Resort- Unit D605

    Kihei, HI

    Panoramic ocean views! Top Floor Luxury Pent House - Building D. Penthouse Suite D605 - Luxury One Bedroom One Bath 655 sq. ft. located on the top floor, the 6th floor, in building D. Enjoy spectacular PANORAMIC views from your living room,...

    FREE CANCELLATION

    $186 to $379/night

  6. CONDOMINIUM
    Kihei Kai Nani- Unit 341

    Kihei Kai Nani- Unit 341

    Kihei, HI

    Beautiful garden and partial ocean view upgraded condo. Clean, comfortable and plenty of natural light. Property Info 1 Br/1 Ba | Sleeps 4 | 621 SF Garden and partial ocean view. Upgraded condo with window AC in the living room. This lovely...

    Pool
    FREE CANCELLATION

    $127 to $302/night

  7. CONDOMINIUM
    Island Sands 401

    Island Sands 401

    Wailuku, HI

    Oceanfront Condo with Ocean and Mountain Views on Beautiful Ma`alaea Bay. Welcome to Island Sands, an oceanfront community that sits along the waterfront away from the road. Spectacular ocean and mountain views! Lynn owns this fourth floor 675...

    Pool
    FREE CANCELLATION

    $173 to $366/night

  8. CONDOMINIUM
    B-305: Hale Moana Ko Olina Beach Villa

    B-305: Hale Moana Ko Olina Beach Villa

    Kapolei, HI

    Located in the Beach Tower, only steps away from all the Beach Villa amenities, is our professionally decorated, spacious, split bedroom layout villa. Offering the benefits of an open plan living space and seamlessly flowing on to the lanai, Hale...

    Pool Hot Tub

    $508 to $1,268/night

  9. CONDOMINIUM
    Maui Eldorado Condo J221

    Maui Eldorado Condo J221

    Kaanapali, HI

    J221 has one of the best ocean and golfcourse views from your private lanai surrounded by plumerias and palm trees at the Maui Eldorado. 15 minute walk to Whaler's Village shops, restaurants. Bright Hawaiian style decor adorns this comfortable and...

    Pool
    FREE CANCELLATION

    $212 to $439/night

  10. CONDOMINIUM
    Hale Mokulani 57 Condo

    Hale Mokulani 57 Condo

    Kahuku, HI

    Lovely upgraded ground floor unit on Fazio first fairway. Extended living room replaces lanai with wall of windows /sliders facing golf course. Beautiful cherry wood and granite kitchen and baths. Porcelain tile throughout. A/C in bedroom. Wi-Fi. No...

    Pool
    FREE CANCELLATION

    $237 to $261/night

  11. CONDOMINIUM
    Palms at Wailea #702

    Palms at Wailea #702

    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, whale watching and strolling. The Palms at Wailea is a gorgeous property; lush with tropical landscaping....

    Pool Hot Tub
    FREE CANCELLATION

    $196 to $347/night

  12. VILLA
    Bay Villa 11g4 Gold Ocean View

    Bay Villa 11g4 Gold Ocean View

    Kapalua, HI

    Only a couple minutes walk to the beach at Oneloa Bay and a short walk to 3 other world class beaches! Recently and fully upgraded, brand new central AC. This lovely villa offers every creature comfort and is easy on the eyes. Resort amenities...

    Pool

    $374 to $688/night

  13. CONDOMINIUM
    L Honoapiilani Condo #143705

    L Honoapiilani Condo #143705

    Lahaina, HI

    Gorgeous 1 bedroom 1 bath, walk out to the pool deck or sea wall to view the amazing turtles. Great place to snorkel and just relax. Rooms and Amenities Property Type: Condominium Beds: 1 king bed, 1 sleeper sofa Bathrooms: 1 bathroom Rooms: Sleeps...

    FREE CANCELLATION

    $196 to $284/night

  14. CONDOMINIUM
    Palms at Wailea #1902

    Palms at Wailea #1902

    Wailea, HI

    Enjoy your stay in paradise at The Palms at Wailea, a gorgeous property with lush, tropical landscaping and expansive lawn areas. The complex is conveniently located within short walking distance of popular restaurants, shops, and a spectacular...

    Pool Hot Tub
    FREE CANCELLATION

    $284 to $458/night

  15. CONDOMINIUM
    O-226: Hale Ka Wailele Malu Ko Olina Beach Villa

    O-226: Hale Ka Wailele Malu Ko Olina Beach Villa

    Kapolei, HI

    Hale Ka Wailele Malu is one of the most unique and desirable Beach Villas in all of Ko'Olina. The large (1,650 sq ft) 3 bedroom, 3 bathroom, 2nd floor, ocean-facing Beach Villa is one of only four Villas (out of the 247) that fronts the soothing and...

    Pool Hot Tub

    $636 to $1,668/night

  16. CONDOMINIUM
    Kamaole Sands #6-108

    Kamaole Sands #6-108

    Kihei, HI

    This is a beautiful ground floor spacious condo with a new king size bed in the master bedroom and a new queen sleeper sofa with memory foam mattress in the living room and two bathrooms. Because of the unique sea life tile floor, custom mural...

    Pool Hot Tub
    FREE CANCELLATION

    $151 to $360/night

  17. CONDOMINIUM
    L Honoapiilani Condo #121037

    L Honoapiilani Condo #121037

    Lahaina, HI

    Your Maui vacation can be enjoyed in one of our beachfront one-or-two bedroom condos which come fully furnished and equipped for your vacation. L Honoapiilani Condo #121037 oceanfront condo is unique because it was furnished and decorated by its...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  18. CONDOMINIUM
    Kihei Bay Vista #D-204

    Kihei Bay Vista #D-204

    KIHEI, HI

    One Bedroom one bath garden view condo. Fully equipped kitchen, perfect for enjoying meals in your condo and not having to eat out for every meal. The Kihei Bay Vista is located in central Kihei. It is across the street from Kalepolepo beach and the...

    Pool Hot Tub
    FREE CANCELLATION

    $231 to $281/night

  19. APARTMENT
    KV208A THTH-CTOM(SJ)-00-ACH

    KV208A THTH-CTOM(SJ)-00-ACH

    Honolulu, HI

    Enjoy this great studio on the Quiet side of the building with a Queen size bed. Watch cable TV on a large 32" flat screen TV, wall mounted for easy viewing. The studio comes with a kitchenette, and kitchen-wares including pots, pans, hot plate,...

    FREE CANCELLATION

    $103 to $153/night

  20. CONDOMINIUM
    Aloha Nui Loa

    Aloha Nui Loa

    Kahuku, HI

    This newly renovated second story unit with high ceilings and loft is located on the Fazio Golf Course adjacent to the Kuilima West tennis court, pool and BBQ area at Turtle Bay.  This is resort living at its best!  Unit has Koa laminate floors...

    Pool
    FREE CANCELLATION

    $283 to $312/night

  21. CONDOMINIUM
    Hale Lilly 57 Condo

    Hale Lilly 57 Condo

    Kahuku, HI

    This 2 bedroom + loft unit is located on the first fairway of the Fazio golf course. Window A/C's in both bedrooms. Trundle bed on the loft. Flat screen TV/VCR/DVD/CD player. New couch and dining room furniture. Refurbished bath tub and marble...

    Pool
    FREE CANCELLATION

    $283 to $312/night

  22. CONDOMINIUM
    L Honoapiilani Condo #121069

    L Honoapiilani Condo #121069

    Lahaina, HI

    This 2 bedroom/ 2 bath townhouse has everything you need for that once in a lifetime vacation to remember. Our small, quiet complex is located just north of Kaanapali and minutes to Lahaina Towne. We are very close to shopping, restaurants and all...

    Pool
    FREE CANCELLATION

    $302 to $354/night

  23. CONDOMINIUM
    Hale Kamaole #241

    Hale Kamaole #241

    Kihei, HI

    Fantastic Ocean/Garden View. Just remodeled and includes new furnishings. Sleep well on the new Tempurpedic King size bed in the master bedroom. The TEMPUR-Breeze® mattresse responds to body temperature in three ways to transfer heat and humidity,...

    Pool
    FREE CANCELLATION

    $196 to $309/night

  24. HOUSE
    1 Bedroom Corner Oceanfront #808

    1 Bedroom Corner Oceanfront #808

    Lahaina, HI

    Maui Kai unit #808 is a one Bedroom Corner - King bed; Flat screen TV; queen sofa sleeper; TV in bedroom. Beautiful one bedroom corner condo. The ocean front location with its view of the water from our eighth floor lanai is very much like a cruise...

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  25. CONDOMINIUM
    L Honoapiilani Condo #121042

    L Honoapiilani Condo #121042

    Lahaina, HI

    With sweeping ocean views and a bright, comfortable living area, this condo is an ideal destination for a relaxing getaway. L Honoapiilani Condo #121042 is located on the second floor of the Kulakane, allowing for beautiful views toward both Lanai...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  26. CONDOMINIUM
    S Kihei Condo #135

    S Kihei Condo #135

    Kihei, HI

    Aloha! Welcome to our Hawaiian Home, and your vacation beach haven! Newly renovated, we hope you enjoy our elegant, spacious 'beach home'! This ground floor condo is located in the beautiful Hale Kamaole resort, close to the vibrant heart of the...

    Pool
    FREE CANCELLATION

    $196 to $309/night

  27. APARTMENT
    KV1208A THTH-PTO-00-CHK

    KV1208A THTH-PTO-00-CHK

    Honolulu, HI

    Nice and clean, renovated studio with a large lanai with a fabulous ocean view! Cozy studio with soft full size bed and mounted flat screen TV with cable. Below TV is unlimited WiFi! Unit features Kitchenette with microwave, coffee, hot plate...

    FREE CANCELLATION

    $109 to $171/night

  28. CONDOMINIUM
    Hoyochi Nikko #102

    Hoyochi Nikko #102

    Lahaina, HI

    Large one bedroom, custom tile throughout, glass block shower, new appliances and new cabinetry all make for a beautiful unit that flows from the living room onto the lanai and oceanfront garden area. King size bed allows total comfort. The lanai...

    Pool
    FREE CANCELLATION

    $240 to $308/night

  29. CONDOMINIUM
    Kamaole Sands #4-408

    Kamaole Sands #4-408

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $261 to $406/night

  30. CONDOMINIUM
    Wailea Ekolu #501

    Wailea Ekolu #501

    Kihei, HI

    Wailea Ekolu is one of most sought after properties in Wailea as it is nestled on the Wailea Golf Course. The property has a quiet and private atmosphere as the buildings are spread out across the lush tropical foliage. Wailea Ekolu has two lovely...

    Pool
    FREE CANCELLATION

    $261 to $521/night