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
    Paniolo Hale R2

    Paniolo Hale R2

    Maunaloa, HI

    This is a lovely one bedroom, 2 bath condo with open beam ceilings and hardwood floors. Ground floor level has a treetop view living area with a large screened lanai, kitchen,full bath, and dining/living room with flat screen TV/VCR, high speed...

    Pool
    FREE CANCELLATION

    $141 to $169/night

  2. CONDOMINIUM
    Wavecrest B209

    Wavecrest B209

    Kaunakakai, HI

    Wavecrest B209 is a One Bedroom One Bath Ocean View Condo located on a second floor. This condo has a beautiful ocean view and views of the tropically landscaped grounds. You have access to pool, cabana, BBQ's, coin-op washer/dryers & beautiful...

    Pool
    FREE CANCELLATION

    $113 to $152/night

  3. HOTEL ROOM
    Hotel Molokai Hotel Room 201

    Hotel Molokai Hotel Room 201

    Kaunakakai, HI

    Cute little one room studio with King bed and two twins.  Unit is located upstiars and has a small kitchen with  4 burner stove top, microwave, low fat fryerr, coffee maker, toaster and other small applicance to be able to cook some.  Hotel...

    Pool
    FREE CANCELLATION

    $141 to $169/night

  4. CONDOMINIUM
    Kepuhi Beach 1226

    Kepuhi Beach 1226

    Kalua Koi, HI

    This one is a corner unit and tends to be more private because it is at the end of the Building Nice views of the ocean from this unit. The condo is a studio with queen size bed and a couch that fold into a full size bed. There is a small kitchen...

    Pool
    FREE CANCELLATION

    $113 to $135/night

  5. CONDOMINIUM
    Ke Nani Kai Condo 113

    Ke Nani Kai Condo 113

    Kalua Koi, HI

    Ke Nani Kai 113 a bright and cheery 2 bedroom, 2 bath ocean view condo on Molokai's West End. Main bedroom has a queen bed and second bedroom has two twins. There is a sleeper sofa in the living room. It's a ground floor unit with views of the ocean...

    Pool
    FREE CANCELLATION

    $152 to $169/night

  6. TOWNHOUSE
    Pili Mai Townhouse 2-K

    Pili Mai Townhouse 2-K

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $371 to $770/night

  7. TOWNHOUSE
    Pili Mai Townhouse 2-M

    Pili Mai Townhouse 2-M

    Poipu, HI

    Welcome to Poipu's Newest luxury Townhomes of Pili Mai. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the distance, Pili Mai offers serenity of Kauai vacations. With central air conditioning and large...

    Pool
    FREE CANCELLATION

    $371 to $770/night

  8. CONDOMINIUM
    New! Updated! Modern, Maui Beachfront with Central A/C

    New! Updated! Modern, Maui Beachfront with Central A/C

    Lahaina, HI

    Most frequently asked questions re: payments, cancellations, our home, and the area, can be answered in the property info, guest reviews, and pictures, below. We kindly ask that you read all of these details, as we offer a lot of amenities that...

    Pool Hot Tub
    FREE CANCELLATION

    $561 to $731/night

  9. CONDOMINIUM
    Kaleialoha 401

    Kaleialoha 401

    Lahaina, HI

    Great Location! This spacious studio condominium has all of the comforts of home. This condo is perfect for an active family vacation or a couple looking for a romantic getaway. The living area has a new Queen Sofa Sleeper with a Flat Screen TV,...

    Pool
    FREE CANCELLATION

    $149 to $306/night

  10. CONDOMINIUM
    Menehune Shores #308

    Menehune Shores #308

    Kihei, HI

    Menehune Shores is a beautiful six story oceanfront property located in North Kihei and offers unobstructed views of the clear blue Pacific. The property features an immaculately kept lawn area, a shuffleboard court, an on-site restaurant (Monsoon...

    Pool Hot Tub

    $246 to $336/night

  11. CONDOMINIUM
    Kaanapali Shores 819

    Kaanapali Shores 819

    LAHAINA, HI

    This beautiful 1-bedroom, 1-bathroom oceanfront condominium provides everything you need for your vacation in paradise. With spectacular views of the ocean from the 8th floor and a spanning view of the beautiful resort, you can’t beat the view...

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $406/night

  12. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #5-202

    Keauhou Kona Surf & Racquet Club #5-202

    Kailua Kona, HI

    BRAND NEW VACATION RENTAL WITH BRAND NEW OWNERSHIP! Welcome to #5-202 at the Keauhou Kona Surf & Racquet Club! The new owners are excited to have their new property that's never been rented before be placed as a new Vacation Rental! DIRECT...

    Pool
    FREE CANCELLATION

    $302 to $326/night

  13. CONDOMINIUM
    Kanai A Nalu 410

    Kanai A Nalu 410

    Maalaea, HI

    Kanai A Nalu #410 is registered as a Transient Accommodation. Owner Registration I.D. TA-155-0813184-01 Luxurious vacationing right on the beach and only steps to the sand! Very Recent Remodel. Be one of the first guests to stay in the most...

    Pool
    FREE CANCELLATION

    $380/night

  14. CONDOMINIUM
    Makani A Kai B4

    Makani A Kai B4

    Maalaea, HI

    Makani A Kai B4 is registered as a Transient Accommodation. Owner Registration I.D. TA 141-775-7696-01 Prime Maui Beach Front And Only Steps To The Sand Very few places on the island are this close to the beach! 2 bedroom, 2 bath condo beach...

    Pool
    FREE CANCELLATION

    $400/night

  15. CONDOMINIUM
    Makani A Kai B9

    Makani A Kai B9

    Maalaea, HI

    Makani A Kai #B9 is registered as a Transient Accommodation. Owner Registration I.D. TA-137-505-9968-01 Right on the beach and only steps to the sand - 2 bedroom 2 bath condo beach retreat at the Makani A Kai Condo complex in the Quaint Harbor...

    Pool
    FREE CANCELLATION

    $287/night

  16. CONDOMINIUM
    F5-2 Bedroom Oceanfront Townhouse

    F5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit F5 is a townhouse unit situated on the second floor offering guest total privacy. With the latest in contemporary upgrades, this gorgeous unit features a fully furnished modern kitchen and the convenience of a second bedroom and...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  17. CONDOMINIUM
    G4-1 Bedroom Oceanfront

    G4-1 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit G4 is a conveniently located ground floor unit, just steps away from the large pool. This warm luxurious unit features a recently upgraded fully furnished kitchen, large master suite with King size bed and a queen size sofa bed...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  18. CONDOMINIUM
    H4-2 Bedroom Beachfront

    H4-2 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit H4 is deluxe in every sense. H4 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This exceptional unit features a full kitchen, second bedroom and bath. Enjoy the ocean views and Maui's...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  19. CONDOMINIUM
    E5-2 Bedroom Oceanfront Townhouse

    E5-2 Bedroom Oceanfront Townhouse

    Kihei, HI

    Ma'alaea Surf, Unit E5, the most glorious and romantic sunset views at is why the architect who designed Ma'alaea Surf chose this unit for his home. Steps away from the wonderful walking beach and pool. This fully equipped unit features flat screen...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  20. 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

  21. 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

  22. CONDOMINIUM
    D5-1 Bedroom Beachfront

    D5-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit D5 - Newly renovated, and perfectly located, D5 is a ground floor unit, approximately 5 steps from the white sandy beach. This stylish unit features a new kitchen with top grade electrical appliances. Enjoy the large master suite...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  23. CONDOMINIUM
    C5-1 Bedroom Oceanfront

    C5-1 Bedroom Oceanfront

    Kihei, HI

    Ma'alaea Surf, Unit C5, is a conveniently located ground floor unit, just steps away from the small pool. This luxurious unit features a fully furnished kitchen, large living room and a large master suite with a king bed. Enjoy the ocean views and...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  24. CONDOMINIUM
    A2-1 Bedroom Beachfront

    A2-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit A2 is a conveniently located ground floor condo, just steps from the beach. This luxurious unit features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive views and a...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  25. CONDOMINIUM
    Hanalei Bay Resort 5201

    Hanalei Bay Resort 5201

    Princeville, HI

    World class resort on world class beach! Hanalei Bay Resort includes 20 tropical acres with ocean and sunset views of both Hanalei Bay and world famous Bali Hai mountain, plus a gorgeous north shore beach fronting the property. A paved path...

    Pool Hot Tub
    FREE CANCELLATION

    $220 to $238/night

  26. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Wow, you'll have this fabulous north shore beach all to yourselves!!! July 1 marks the date our Hanalei Colony Resort rentals re-open to guests - and for a limited time we'll have a special rate available. For a year now, the North Shore past...

    Pool
    FREE CANCELLATION

    $488 to $581/night

  27. CONDOMINIUM
    Mahana 701

    Mahana 701

    Lahaina, HI

    Beautiful 7th floor 2br/2ba condominium at The Mahana at Kaanapali provides everything you need for your vacation in paradise. Equipped with granite counter tops, beautiful tile floors, central A/C, WiFi, flat screen TV, stocked kitchen, and...

    Pool Hot Tub
    FREE CANCELLATION

    $563 to $1,665/night

  28. CONDOMINIUM
    Hale Ono Loa 101

    Hale Ono Loa 101

    Lahaina, HI

    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 of Lanai and Molokai in the distance. Maui is known...

    Pool
    FREE CANCELLATION

    $194 to $454/night

  29. CONDOMINIUM
    Hale Ono Loa 409

    Hale Ono Loa 409

    Lahaina, HI

    Top 4th floor Corner Penthouse suite! "Beach House" is uniquely situated on waters edge! Breathtaking direct oceanfront 275 degree views from our 50'long wrap around lanai. Watch turtles, whales, Molokai and Lanai island sunsets.Completely remodeled...

    Pool
    FREE CANCELLATION

    $319 to $1,388/night

  30. CONDOMINIUM
    Papakea K306

    Papakea K306

    Lahaina, HI

    A beautifully updated kitchen allows for cooking family meals in, saving money for activities and adventures. In addition to the flat screen TV and dvd player in the living room, there is also a TV in the bedroom.. Bring your electronic equipment...

    Pool Hot Tub
    FREE CANCELLATION

    $230 to $668/night