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. APARTMENT
    Kahana Reef 201

    Kahana Reef 201

    Lahaina, HI

    Whales and dolphins frolic in our clear, warm water and you can watch surfers, windsurfers, and kite surfers playing in our waves. The occasional sea turtle (Honu) pops his head up for a quick peek at our visitors. Snorkeling and kayaking are also a...

    Pool
    FREE CANCELLATION

    $169/night

  2. CONDOMINIUM
    Kaleialoha 406

    Kaleialoha 406

    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

    $194 to $331/night

  3. 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

    $311 to $781/night

  4. CONDOMINIUM
    Kaanapali Shores 613

    Kaanapali Shores 613

    Lahaina, HI

    Relax on our 6th 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 613 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $781/night

  5. CONDOMINIUM
    Hale Ono Loa 214

    Hale Ono Loa 214

    Lahaina, HI

    Beautiful Views – Currently Being Remodeled! Enjoy this West Maui Ocean Front Resort with lush grounds which includes a pool, lounge area, shuffleboard, picnic area, BBQ’s. Relax on a Lanai and enjoying sunset dinners and beautiful views. This...

    Pool
    FREE CANCELLATION

    $219 to $231/night

  6. CONDOMINIUM
    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Ilikai Marina Condo 1786 *Legal Vacation Rental

    Honolulu, HI

    Our LEGALLY ZONED vacation rental is located at Ilikai Marina Condominiums,  1765 Ala Moana Blvd.   If you are looking for a fully equipped unit with 180 degree of ocean and beautiful Hawaiian scenery, then your search is over and you have found...

    FREE CANCELLATION

    $208 to $731/night

  7. CONDOMINIUM
    Paki Maui 123

    Paki Maui 123

    LAHAINA, HI

    Located in the front of the building, as close to the pool and ocean as you can get. At over 1200 sq feet, there is enough room to bring the whole family. Sleep 6 comfortably in our 2 bedroom 2 bath unit with full kitchen. The ocean front master...

    Pool Hot Tub
    FREE CANCELLATION

    $236 to $815/night

  8. CONDOMINIUM
    Mahana 501

    Mahana 501

    LAHAINA, HI

    This brand-new beautiful new 5th floor listing at the Mahana at Kaanapali boasts gorgeous views of both the tranquil blue Pacific Ocean AND the lush West Maui Mountains. This property is extremely close to the water, you can literally sit in the 5th...

    Pool Hot Tub
    FREE CANCELLATION

    $499 to $1,753/night

  9. CONDOMINIUM
    Honua Kai- Konea 606- Partial Ocean and Mountain Views! 2b/1b

    Honua Kai- Konea 606- Partial Ocean and Mountain Views! ...

    Kaanapali, HI

    HAPPY HOUR ON US! FREE $25 Dukes gift card for stays between 7/11/19-12/19/19. 5-night minimum, for bookings made after 7/9/19, may not be combined with any promo pricing. OCEAN VIEW 2 PLUS ONE!! NOTE: As of 2/6/18 construction of 72 Townhomes has...

    Pool Hot Tub

    $364 to $1,211/night

  10. CONDOMINIUM
    Hale Ono Loa 109

    Hale Ono Loa 109

    Lahaina, HI

    Our ground floor "Beach House" is uniquely situated on waters edge! Comfortably furnished in an uncluttered "island style," the master bedroom has a King bed with new Sealey Posturepedic firm mattress. The guest bedroom has new queen bed. The...

    Pool
    FREE CANCELLATION

    $319 to $686/night

  11. CONDOMINIUM
    Keauhou Kona Surf and Racquet Club 2-204

    Keauhou Kona Surf and Racquet Club 2-204

    Kailua Kona, HI

    Welcome to the page of our gorgeous Keauhou Kona Surf & Racquet Club#2-204! DIRECT OCEANFRONT CORNER units are extra special here. The lanai is extended for extra space. 2nd floor, so only 1 flight of stairs! This property is absolutely spectacular....

    Pool
    FREE CANCELLATION

    $311 to $350/night

  12. CONDOMINIUM
    Kuleana 208 1 Bdrm

    Kuleana 208 1 Bdrm

    Lahaina, HI

    Oceanfront spacious one bedroom condo located in beautiful West Maui approximately 6 miles north of historic Lahaina town and short walk to beautiful Pacific white sand beaches, restaurants, coffee shops, local farmers markets and much more. This...

    FREE CANCELLATION

    $225 to $423/night

  13. CONDOMINIUM
    Kuleana 614 1 Bdrm

    Kuleana 614 1 Bdrm

    Lahaina, HI

    The ultimate in luxury awaits at our completely remodeled and refurnished 1 bedroom, 1 bathroom oceanfront condo. Just steps from the water, this truly exceptional suite offers spectacular unobstructed ocean and sunset views from the lanai and...

    Pool
    FREE CANCELLATION

    $251 to $346/night

  14. CONDOMINIUM
    Wailea Ekahi 36C

    Wailea Ekahi 36C

    Wailea, HI

    Gorgeous 1 bedroom unit at the world-renowned Wailea Ekahi Village, located on Keawakapu Beach! This unit has one King Bed and one sleeper sofa, accommodating up to 4 guests. With hardwood floors, a well-stocked kitchen, cable, wifi, a washer/dryer,...

    Pool
    FREE CANCELLATION

    $180 to $645/night

  15. CONDOMINIUM
    Hoyochi Nikko 108

    Hoyochi Nikko 108

    Lahaina, HI

    This beautiful 1 bedroom ground floor condo sits just steps away from the ocean. With views of the Pacific Ocean and in season WHALES!! With all your needs for a home away from home. The kitchen is fully equipped with ll your cookware & dining ware....

    Pool
    FREE CANCELLATION

    $224 to $720/night

  16. CONDOMINIUM
    Napili Point B44

    Napili Point B44

    Lahaina, HI

    Views views views! This is the perfect escape. Napili Point B44 is a spacious 2-bedroom, 2-bathroom condo spread across 960 living square feet of single level living and it is nestled on a private corner of the community. This ground floor unit...

    Pool
    FREE CANCELLATION

    $291 to $800/night

  17. CONDOMINIUM
    Kauhale Makai 203

    Kauhale Makai 203

    Kihei, HI

    Relax and enjoy Maui from this adorable 1bd/1ba condo! This unit offers all the comforts of home with WiFi, Cable, DVD Player, and Central AC. You'll also get to enjoy the fully-stocked kitchen, on-site laundry room, and private ocean-view and...

    Pool Hot Tub
    FREE CANCELLATION

    $130 to $548/night

  18. CONDOMINIUM
    Napili Shores B214

    Napili Shores B214

    Lahaina, HI

    This amazing property offers a fully equipped kitchen and with a new hide-away queen bed, a sofa, and hide-away twin bunk beds, this unit sleeps up to 5 guests. You just can't find another property like this one, both value and location. Located...

    Pool Hot Tub
    FREE CANCELLATION

    $200 to $633/night

  19. CONDOMINIUM
    Unobstructed Oceanfront! 2BR + Loft w/ Lanai, Pool

    Unobstructed Oceanfront! 2BR + Loft w/ Lanai, Pool

    Kailua Kona, HI

    Discover laid-back luxury at this tropical oceanfront paradise. Your 2BR/2BA condo is part of an exclusive gated community with an array of resort-style amenities. Make a splash in the shared pool or play a round of tennis on the well-kept courts....

    Pool
    FREE CANCELLATION

    $196 to $436/night

  20. CONDOMINIUM
    C4-1 Bedroom Oceanfront

    C4-1 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit C4 is totally upgraded, Ma'alaea Surf C-4 is a conveniently located ground floor unit, just steps away from the small pool. This beautiful unit features a contemporary, well-equipped kitchen, with alder cabinets and Caesarstone...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  21. CONDOMINIUM
    A1-2 Bedroom Beachfront

    A1-2 Bedroom Beachfront

    Kihei, HI

    Maalaea Surf, Unit A1 is a conveniently located ground floor unit, direct beachfront, just steps away from the beach. This unit features an updated kitchen with convection oven, dishwasher and large refrigerator. The master bedroom has twin beds....

    Pool
    FREE CANCELLATION

    $416 to $664/night

  22. CONDOMINIUM
    D1-2 Bedroom Beachfront

    D1-2 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D1 is a conveniently located ground floor unit, direct beachfront, just steps away from the beach. This unit features a full kitchen and dining table. The master bedroom has a king size bed. The guest room also features a king...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  23. CONDOMINIUM
    D4-1 Bedroom Beachfront

    D4-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D4 - Deluxe in every sense. D4 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This luxurious unit features a contemporary kitchen. Enjoy the ocean views and Maui's majestic sunset from...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  24. CONDOMINIUM
    Hula Hideaway-303

    Hula Hideaway-303

    Lahaina, HI

    ~Book today and Fall in LOVE with "THE HULA HIDEAWAY" You will feel like you have gone back in time to the true Hawaiian experience in this condo just 10 FT from the water's edge! 303 Hula Hideaway Welcomes you with so much Some of the many...

    Pool
    FREE CANCELLATION

    $229 to $282/night

  25. CONDOMINIUM
    Mauna Lani Terrace D201

    Mauna Lani Terrace D201

    Kamuela, HI

    MAUNA LANI TERRACE#D-201 Beachfront Location, Breathtaking Views, BEST VALUE!!!! AMAZING NEW PROPERTY BOOKING SPECIALS FOR LAST MINUTE VACANCIES!! Call/Text Blake Kessner, Property Manager at or email for any questions at all!! To get the...

    Pool Hot Tub
    FREE CANCELLATION

    $719 to $759/night

  26. APARTMENT
    Oceanfront 1BR Oasis w/ Private Beach Access

    Oceanfront 1BR Oasis w/ Private Beach Access

    Waialua, HI

    Located in Oahu’s North Shore, this oceanfront 1BR apartment offers a lush tropical oasis. Highlights include Balinese wood accents, craftsman details, and custom flooring. Walk through the backyard and enjoy immediate private access to Waialua...

    FREE CANCELLATION

    $414 to $615/night

  27. CONDOMINIUM
    2BR Beachfront Condo w/ Ocean View

    2BR Beachfront Condo w/ Ocean View

    Kihei, HI

    Perched on one of Maui’s most picturesque beaches, this 2BR/2BA condo is the closet unit to the shore. With direct beach access and an oceanfront pool, you’ll enjoy days soaking up the sunshine.Cooled by ocean breezes and ceiling fans...

    Pool
    FREE CANCELLATION

    $319 to $784/night

  28. 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

  29. CONDOMINIUM
    Mahana 307

    Mahana 307

    Lahaina, HI

    This beautifully appointed unit has tile and bamboo flooring throughout. The updated kitchen has cherry pecan cabinets with self-closing drawers/doors, gorgeous granite counter tops, stainless steel appliances including a French door refrigerator...

    Pool Hot Tub
    FREE CANCELLATION

    $316 to $869/night

  30. 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 unit This fully equipped condominium is beautifully maintained and decorated in island decor, totally...

    Pool Hot Tub
    FREE CANCELLATION

    $414 to $1,188/night