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
     Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Kaunakakai, HI

    You will feel so comfortable and "at home" in the condo that you will be reluctant to leave, but there are other wonderful experiences awaiting you on the grounds of Wavecrest. Wander through the lush tropical grounds, enjoy the fabulous pool right...

    Pool
    FREE CANCELLATION

    $158 to $191/night

  2. HOUSE
    Hale Lokahi

    Hale Lokahi

    Waialua, HI

    Hale Lokahi - House of Peace and Serenity - This home is located in one of the best kept, secret neighborhoods on the north shore. Right on a white sand beach, this family-owned house is perfect for your vacation in paradise.. This 4 bedroom, 2...

    FREE CANCELLATION

    $683 to $992/night

  3. CONDOMINIUM
    HiiLani-204

    HiiLani-204

    Lahaina, HI

    Book today and Fall in LOVE with "HiiLani" (In the arms of Heaven)... You will feel like you have gone back in time to the true Hawaiian experience in this condo just 15 FT from the water's edge! 204 Pohailani Welcomes you with so much ALOHA.....

    Pool
    FREE CANCELLATION

    $199 to $264/night

  4. 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

  5. CONDOMINIUM
    Lil Grass Shack-103

    Lil Grass Shack-103

    Lahaina, HI

    Book today and Fall in LOVE with "THE LIL GRASS SHACK" 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! 103 Pohailani Welcomes you with so much Included in our fabulous...

    Pool
    FREE CANCELLATION

    $199 to $235/night

  6. CONDOMINIUM
    Wailea Elua Unit #2304

    Wailea Elua Unit #2304

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $695 to $1,065/night

  7. CONDOMINIUM
    Kihei Beach Unit #501

    Kihei Beach Unit #501

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $296 to $448/night

  8. CONDOMINIUM
    Maalaea Surf Unit #G-7

    Maalaea Surf Unit #G-7

    Kihei, Maui, HI

    Maalaea Surf Resort is an exceptional beachfront property located in North Kihei offering spectacular ocean views. This property consists of eight two story buildings spread out over five acres of immaculate tropical landscaping. It lies on the...

    Pool

    $313 to $526/night

  9. CONDOMINIUM
    Wailea Elua Unit #0702

    Wailea Elua Unit #0702

    Wailea, HI

    About this condo: Wailea Elua Village #702 is a spacious two bedroom, two bath oceanview condo with a king bed in the master bedroom, 2 twins in the guest bedroom and a sofa sleeper in the living room. It's located in the oceanfront area of the...

    Pool

    $459 to $953/night

  10. CONDOMINIUM
    Wailea Ekahi Unit #33B

    Wailea Ekahi Unit #33B

    Kihei, HI

    Wailea Ekahi Village is a beautifully terraced property located at the entrance to the resort community of Wailea. This relaxing low-density property consists of 54 two-story buildings spread out over thirty-four acres of immaculate tropical...

    Pool

    $280 to $414/night

  11. CONDOMINIUM
    Waiohuli Beach Hale #D-127

    Waiohuli Beach Hale #D-127

    Kihei, HI

    Waiohuli Beach Hale is a small oceanfront complex located in Kihei Maui Hawaii. This property has a great aloha feeling with a relaxed and quiet atmosphere. Each unit is steps from the ocean and is centrally located to great shopping, restaurants,...

    Pool
    FREE CANCELLATION

    $168 to $289/night

  12. CONDOMINIUM
    Kihei Beach Unit #606

    Kihei Beach Unit #606

    Kihei, HI

    Kihei Beach is a moderately sized six story beachfront property located in North Kihei. It offers sweeping views of Kahoolawe, Molokini and the dazzling Pacific Ocean and a friendly casual atmosphere. Fronting the property is Sugar Beach, well known...

    Pool

    $241 to $326/night

  13. CONDOMINIUM
    Wailea Elua Unit #0302

    Wailea Elua Unit #0302

    Wailea, HI

    Wailea Elua Village is an exclusive beachfront property located in the heart of the resort community of Wailea. This relaxing low-density property consists of two-story buildings terraced over twenty-four acres of immaculate tropical landscaping....

    Pool

    $448 to $823/night

  14. CONDOMINIUM
    Leinaala Oceanfront #301

    Leinaala Oceanfront #301

    Kihei, HI

    Leinaala Oceanfront Unit 301 is a 1 bedroom 1 bath fully furnished condo. This property has a panoramic view of the ocean, mountains and sunsets. Watch the whales from your lanai while you have your morning coffee. In addition,this property offers...

    Pool
    FREE CANCELLATION

    $138 to $290/night

  15. HOUSE
    Kona Bay Seaclusion-Oceanfront

    Kona Bay Seaclusion-Oceanfront

    Kailua Kona, HI

    Beautifully appointed "like new" 2 bedroom 2.5 bath oceanfront home with pool. Gourmet kitchen and huge deck for tanning, dining & sunset cocktails. Upstairs master has shower & hot tub. Sliding doors disappear into walls for the ultimate "on the...

    Pool

    $486 to $608/night

  16. 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
  17. CONDOMINIUM
    Kanai A Nalu 408

    Kanai A Nalu 408

    Maalaea, HI

    Kanai A Nalu #408 is registered as a Transient Accommodation. Owner Registration I.D. TA-204-467-8144-01 Right on the beach and only steps to the sand! This Comfy 2  bedroom / bathroom 4th-floor condo beach retreat is located at the popular...

    Pool
    FREE CANCELLATION
  18. CONDOMINIUM
    Maui Kai 108

    Maui Kai 108

    Lahaina, HI

    Enjoy unbeatable panoramic views from this coveted first floor oceanfront unit on the Kaanapali coast. This very special unit is one of only 2 that have a door on your lanai to access the ocean side of the condo directly! You can’t get any closer...

    Pool Hot Tub
    FREE CANCELLATION

    $156 to $563/night

  19. CONDOMINIUM
    Kulakane 307

    Kulakane 307

    Lahaina, HI

    You can't get closer to the ocean than this unless your on a boat. The property is beautiful and well kept. Watch the whales December through April from your lanai. Sunsets every night. Conch blowing at sunset. Swimming, snorkeling and relaxing in...

    Pool
    FREE CANCELLATION

    $214 to $906/night

  20. CONDOMINIUM
    Maui Kai 601

    Maui Kai 601

    Lahaina, HI

    Enjoy unbeatable panoramic views from this highly desirable 6th floor oceanfront corner unit on the Kaanapali coast. You can’t get any closer to the ocean than this resort! Watch gorgeous sunsets over Molokai and Lanai every day from the comfort...

    Pool
    FREE CANCELLATION

    $249 to $688/night

  21. CONDOMINIUM
    Kahana Sunset E4

    Kahana Sunset E4

    Lahaina, HI

    Come and enjoy the amazing views and sunsets at Kahana Sunset Oceanfront Condos!! This beautiful 2 bedroom, 2 bathroom condo with breathtaking views of the ocean provides everything you need for your vacation in paradise. With a fully equipped...

    Pool
    FREE CANCELLATION

    $224 to $500/night

  22. CONDOMINIUM
    Kahana Reef 103

    Kahana Reef 103

    Lahaina, HI

    Come see the whales with us this winter! Imagine yourself sitting on the lanai, sipping on a Mai Tai and watching the sun fall into the Pacific Ocean right in between Lanai & Molokai. Kahana Reef sits right on the ocean in Kahana in between Kapalua...

    Pool
    FREE CANCELLATION

    $139 to $635/night

  23. CONDOMINIUM
    Maui Kai 602

    Maui Kai 602

    Lahaina, HI

    Enjoy unbeatable panoramic views from this highly desirable 6th floor oceanfront unit on the Kaanapali coast. You can’t get any closer to the ocean than this resort! Watch gorgeous sunsets over Molokai and Lanai every day from the comfort of your...

    Pool Hot Tub
    FREE CANCELLATION

    $224 to $630/night

  24. COTTAGE
    2 Charming Cottages on the Ocean

    2 Charming Cottages on the Ocean

    Kamuela, HI

    Offering an idyllic oceanfront setting in the town of Puako, this rental sleeps up to six guests between the 1BR cottage and a separate studio. Perfect for groups seeking extra privacy, this charming seaside compound boasts unobstructed views of the...

    FREE CANCELLATION

    $526 to $1,455/night

  25. CONDOMINIUM
    Kauhale Makai #330

    Kauhale Makai #330

    Kihei, HI

    Hawaiian for "Village By The Sea," the Kauhale Makai complex is an oceanfront property located in Kihei. This is one of a few buildings in the area with central air conditioning - not window units. This condo stays as cool as you like it. Kihei is...

    Pool
    FREE CANCELLATION

    $150 to $254/night

  26. 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

  27. CONDOMINIUM
    78-6721 ALii Dr Condo Unit 1-203

    78-6721 ALii Dr Condo Unit 1-203

    Kailua Kona, HI

    The Beach Villas represent the first new beachfront condo construction on Alii Drive in the last 20 years. This two bedroom, two bath villa is large, luxurious, designer decorated and has all the amenities you desire. You'll find ocean front views...

    Pool
    FREE CANCELLATION

    $171 to $500/night

  28. 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

  29. VILLA
    Bay Villa 23B3 Ocean Front

    Bay Villa 23B3 Ocean Front

    Kapalua, HI

    This unique oceanfront villa is a whale watchers dream! Ocean views span the entire coastline! Uniquely positioned to include sunset views and situated on one of the most beautiful stretches of coastline in Maui. You will be captivated by the beauty...

    Pool

    $563 to $969/night

  30. HOUSE
    Junior Suite Oceanfront #403

    Junior Suite Oceanfront #403

    Lahaina, HI

    Lovely Oceanfront Junior Suite that features one large room with fully equipped kitchen and bath. Queen-size bed (Sleeps 2). Can accommodate 3 people with added roll-away. Located on the shores of Ka‘anapali Beach in West Maui, Maui Kai is an...

    Pool Hot Tub
    FREE CANCELLATION

    $278 to $341/night