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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. HOUSE
    Holoholo ku Waimea

    Holoholo ku Waimea

    Waimea, HI

    HoloHolo Ku is the most charming neighborhood. It's like living in a storybook with huge ranch lands, horses and the view of beautiful Mauna Kea. Walk to town and walk to one of the most famous farmer's markets in Waimea. Minimum 30 Day Rental The...

    FREE CANCELLATION

    $193 to $255/night

  2. CONDOMINIUM
    Kahana Villa F406 1Bdrm

    Kahana Villa F406 1Bdrm

    Lahaina, HI

    Welcome to the Kahana Villas and our beautiful newly remodeled high end furnished condo. A wonderful view of the ocean and the tropical landscaped grounds are yours to enjoy in this 4th level ocean view one-bedroom, one-bath condo. This home sleeps...

    Pool Hot Tub
    FREE CANCELLATION

    $179 to $320/night

  3. CONDOMINIUM
    Eldorado K102

    Eldorado K102

    Lahaina, HI

    Maui Eldorado located in the beautiful Kaanapali Resort is a Golf and beach lovers delight. If you like a quiet beach, go to The Maui Eldorado cabana which is to the right of Black Rock and is the only \"on the beach\" private cabana in Maui. The...

    Pool Hot Tub
    FREE CANCELLATION

    $171 to $725/night

  4. CONDOMINIUM
    Kaanapali Shores 515

    Kaanapali Shores 515

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 515 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $374 to $999/night

  5. CONDOMINIUM
    Sands of Kahana 354

    Sands of Kahana 354

    Lahaina, HI

    - Direct Oceanfront 2 BR/2 BA- Spectacular Views from unit- Long Sandy Beach- High Speed Internet in unit- Full Kitchen- Washer & Dryer in unitThis fully equipped condominium is beautifully maintained and decorated in island decor, totally remodeled...

    Pool Hot Tub
    FREE CANCELLATION

    $384 to $1,188/night

  6. TOWNHOUSE
    Puamana 35-2

    Puamana 35-2

    Lahaina, HI

    Come stay with us in Puamana, the best kept secret in West Maui!! This 30 acre ocean front town home community awaits you for a vacation full of relaxation and fun! 35-2 is a 2 BR with 3 full baths and in unit laundry. There is a split AC unit in...

    Pool
    FREE CANCELLATION

    $249 to $611/night

  7. CONDOMINIUM
    Kaleialoha #313

    Kaleialoha #313

    Lahaina, HI

    Nicely updated 3rd floor unit with stunning ocean views! New Cal King bed! Washer/dryer in unit! Near Shopping, Restaurants and all beach activities. Eclectic neighborhood with walking and jogging trails along the ocean! Farmer's Market, coffee...

    Pool
    FREE CANCELLATION

    $195 to $348/night

  8. CONDOMINIUM
    Aina Nalu C 203

    Aina Nalu C 203

    lahaina, HI

    AINA NALU C-203 Welcomes you with Aloha...C-203 is decorated with a touch of ALOHA! This is an amazing location and quality unit.Included in our fabulous price are many owner-supplied extras such as:• Beach chairs (2)• Beach umbrella• Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $205 to $371/night

  9. CONDOMINIUM
    Aina Nalu G102

    Aina Nalu G102

    Lahaina, HI

    TROPICAL LUXURY, ELEGANCE AND CHARM best describe this splendid 2 bedroom / 2 bath Aina Nalu condominium. Abundant comforts await your arrival at this award winning and highly sought after Lahaina resort. You will be greeted to this 9 acre island...

    Pool Hot Tub
    FREE CANCELLATION

    $238 to $540/night

  10. CONDOMINIUM
    Hale Ono Loa 416

    Hale Ono Loa 416

    Lahaina, HI

    This beach house is furnished comfortably in an uncluttered "island style,". Spacious condo, one bedroom and one bath. Well organized Kitchen. High Definition TV, High Speed Internet. Swim, snorkel, 30 seconds away. Reef-protected, p/t...

    Pool
    FREE CANCELLATION

    $150 to $564/night

  11. CONDOMINIUM
    Kulakane 301

    Kulakane 301

    Lahaina, HI

    Incredible ocean views and sunset views from this west facing 2-story condo. Wrap around windows and lanai with one of the most expansive view on West Maui. Watch dolphins, sea turtles, and whales from the private lanai. Extra wide and spacious...

    Pool
    FREE CANCELLATION

    $283 to $725/night

  12. CONDOMINIUM
    Honua Kai Konea 508

    Honua Kai Konea 508

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 508 Welcomes you...This spacious one bedroom one bath plus den can accommodate up to six (6) guests …Included in our fabulous price are many owner-supplied extras such as:• Beach chairs (2)• Beach umbrella•...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $608/night

  13. CONDOMINIUM
    Kaleialoha #215

    Kaleialoha #215

    Lahaina, HI

    Nice corner unit offers privacy and expanded views. Cal King bed, New carpet and appliances. AC, washer/dryer, free wireless internet, local phone and basic cable.Flat screen TV. All basic amenities included including linens, beach supplies and...

    Pool
    FREE CANCELLATION

    $183 to $325/night

  14. CONDOMINIUM
    Hale Ikena Ko Olina Beach Villa (O1406)

    Hale Ikena Ko Olina Beach Villa (O1406)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89.LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $432 to $1,384/night

  15. CONDOMINIUM
    PentHouse 701

    PentHouse 701

    Lahaina, HI

    Kahana Manor Penthouse~Experience "roof top" living at this unique rental. This space is like no other on Maui~ Our Penthouse sits atop the Kahana Manor with a floor of it'sAcross the street from the ocean and above the small town of Kahana you can...

    Pool
    FREE CANCELLATION

    $204 to $370/night

  16. CONDOMINIUM
    Aina Nalu C201

    Aina Nalu C201

    Lahaina, HI

    The 2nd floor condos are desirable by guest as they offer a lanai. The condo offers a fully equipped kitchen as well as a washer and dryer for all the conveniences of home while you're on your Hawaiian Vacation. Beautiful tropical decore brings...

    Pool Hot Tub
    FREE CANCELLATION

    $188 to $658/night

  17. CONDOMINIUM
    3BR w/ Infinity Pool & Spa, Near Snorkeling Beach

    3BR w/ Infinity Pool & Spa, Near Snorkeling Beach

    Kailua Kona, HI

    Set right across the street from Kahalu’u Beach, this 3BR/2BA condo is within steps of one of the best beaches in Hawaii for surfing. Your prime locale is also close to Kona Town and Keauhou.Perched on the second-floor, this corner unit boasts...

    Pool Hot Tub
    FREE CANCELLATION

    $216 to $493/night

  18. CONDOMINIUM
    Honua kai- Luana Garden Villa 3C

    Honua kai- Luana Garden Villa 3C

    Kaanapali, HI

    Luana Garden Villas is the newest offering at the beautiful Honua kai Resort & Spa.  These spacious 3 bedroom Villas are located in 3 private enclaves and include large lanai's, private outdoor kitchens and a private garage. Each Enclave boasts a...

    Pool Hot Tub

    $844 to $2,843/night

  19. COTTAGE
    2BR Garden Cottage- Walk to Beach!

    2BR Garden Cottage- Walk to Beach!

    Honolulu, HI

    Aloha! Your 2BR Honolulu cottage is so well-located, you won’t even need a car. Find yourself just down the street from the Honolulu Zoo and Aquarium and right at the edge Kapiolani Park—the largest park on Oahu.Adventurous vacationers will...

    FREE CANCELLATION

    $167 to $224/night

  20. CONDOMINIUM
    Hale Ka Wailele Malu Ko Olina Beach Villa (O226)

    Hale Ka Wailele Malu Ko Olina Beach Villa (O226)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89.LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $508 to $1,668/night

  21. CONDOMINIUM
    Kaleialoha #312

    Kaleialoha #312

    Lahaina, HI

    Newly upgraded with stainless steel appliances, tile throughout and new bathroom with tiled walkin shower.Brand new Queen bed, AC in living area, washer/dryer in unit. Extra tall lanai seating!Near Shopping, Restaurants and all beach activities....

    Pool
    FREE CANCELLATION

    $195 to $348/night

  22. CONDOMINIUM
    Kaleialoha 205

    Kaleialoha 205

    Lahaina, HI

    A direct Beach/Oceanfront condo with an amazing view. Beach and ocean access for swimming, snorkeling, whale watching and relaxing in the sun.You can't get closer to the ocean than this unless you're on a boat. Watch the whales December through...

    Pool
    FREE CANCELLATION

    $186 to $331/night

  23. CONDOMINIUM
    Valley Isle 110

    Valley Isle 110

    Lahaina, HI

    ~Book today and Fall in LOVE with 110 Valley iIsle The"Aloha House"You will feel like you have gone back in time to the true Hawaiian experience in this condo just STEPS from the water's edge!110 Valley Isle Welcomes you with so muchSome of the many...

    Pool
    FREE CANCELLATION

    $187 to $312/night

  24. CONDOMINIUM
    Hale Moana Ko Olina Beach Villa (B305)

    Hale Moana Ko Olina Beach Villa (B305)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89.LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $397 to $1,268/night

  25. CONDOMINIUM
    Kulakane 306

    Kulakane 306

    Lahaina, HI

    This direct oceanfront condo is just 50 feet from the ocean, with unobstructed ocean views from the living room, lanai, kitchen and the mater bed room. Access gates lead you to the very private sandy/rock beach where you can enjoy snorkeling with...

    Pool
    FREE CANCELLATION

    $281 to $311/night

  26. CONDOMINIUM
    Hale Lanikai Ko Olina Beach Villa (O1104)

    Hale Lanikai Ko Olina Beach Villa (O1104)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89.LIVE CALENDARIf the calendar shows as available, the property is not reserved and can be...

    Pool Hot Tub

    $408 to $1,384/night

  27. CONDOMINIUM
    Hale Papakea Ko Olina Beach Villa (B110)

    Hale Papakea Ko Olina Beach Villa (B110)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89.LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $548 to $2,016/night

  28. CONDOMINIUM
    Honua Kai Konea 224

    Honua Kai Konea 224

    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

    $217 to $401/night

  29. CONDOMINIUM
    Honua Kai 210

    Honua Kai 210

    Lahaina, HI

    Come stay in our amazing Honua Kai Suite, new new sofa, new furniture and a new 49" Sam Sung ultra high DEF 4 K TV...Our beautiful one bedroom home, located on the 2nd floor of the newer, Konea building, is one of the larger 1 bedroom units at...

    Pool Hot Tub
    FREE CANCELLATION

    $216 to $401/night

  30. TOWNHOUSE
    Puamana 25-4

    Puamana 25-4

    Lahaina, HI

    Watch breathtaking sunset at the edge of the water surrounded by the beautiful grounds. With a king size bed in the master bedroom, a queen sofa sleeper you can comfortably house 4 people. There is a fully equipped kitchen with dinner & cookware....

    Pool
    FREE CANCELLATION

    $219 to $249/night