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
    Kahana Sunset E 11

    Kahana Sunset E 11

    Lahaina, HI

    The Kahana Sunset Welcomes you with This unique condo is a beachfront property on the world famous West Coast of Maui between Kaanapali and Kapalua. Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) •...

    Pool
    FREE CANCELLATION

    $251 to $389/night

  2. APARTMENT
    Waikiki Grand 411 Studio

    Waikiki Grand 411 Studio

    Honolulu, HI

    A Sweet Freshly Remodeled & updated balcony Studio Suite next to Waikiki Beach Great View & Balcony. Recently remodeled, painted and upgraded as of November 2018 - park, zoo and ocean views from this comfortable studio with balcony - You’ll love...

    Pool
    FREE CANCELLATION

    $124 to $174/night

  3. CONDOMINIUM
    Hale Pineapple

    Hale Pineapple

    Lahaina, HI

    Welcome to Hau'oli Hala Kahiki, a hidden gem in Honokowai on Maui's beautiful west shore. Located in the quiet, low-density Kaleialoha building, this sweet 1 bedroom/1 bath condo sits on the ground floor, so no stairs to climb or having to wait for...

    FREE CANCELLATION

    $181 to $239/night

  4. CONDOMINIUM
    Honua Kai Konea 215

    Honua Kai Konea 215

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 215 welcomes you with so much This spacious studio, 1 bath can accommodate up to 4 guests. Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach umbrella • Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $275 to $413/night

  5. CONDOMINIUM
    Diamond Head Beach Hotel 1401

    Diamond Head Beach Hotel 1401

    Honolulu, HI

    Oceanfront - Spacious 1 Bd Penthouse With Large Living Area And Full Kitchen. Rooftop Penthouse - Sitting above the Pacific Ocean and nestled under Hawaii's iconic Diamond Head crater. Beautifully furnished with a light and airy ocean theme, this...

    FREE CANCELLATION

    $360 to $557/night

  6. CONDOMINIUM
    Wailea Elua Unit #0106

    Wailea Elua Unit #0106

    Wailea, HI

    About this condo: Wailea Elua Village #106 is a second floor, two bedroom-two bath, ocean view condo with a large lanai complete with a sun shade screen. It has a king bed in the master bedroom and a queen bed in the guest bedroom. This unit can be...

    Pool

    $299 to $488/night

  7. CONDOMINIUM
    Wailea Elua Unit #0908

    Wailea Elua Unit #0908

    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

    $706 to $1,065/night

  8. CONDOMINIUM
    Makena Surf Resort, #G-101

    Makena Surf Resort, #G-101

    Makena, HI

    A note from the owner. Welcome to our Maui ohana. Our unit is special because of the extra space and privacy, including the cool, shady side lanai we call our grotto - the perfect place to curl up with a good book, and a lovely respite from the...

    Pool

    $775 to $1,094/night

  9. CONDOMINIUM
    Sugar Beach Resort, #524

    Sugar Beach Resort, #524

    Kihei, HI

    A note from the owner: Tropical bliss welcomes you from the moment you walk through the door and past the gorgeous island artwork hanging on the wall. As you step into the main living area of the condo, prepare yourself to see one of the most...

    Pool

    $190 to $387/night

  10. CONDOMINIUM
    Wailea Elua Unit #0202

    Wailea Elua Unit #0202

    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

    $494 to $1,065/night

  11. CONDOMINIUM
    Wailea Elua Unit #1309

    Wailea Elua Unit #1309

    Wailea, HI

    Our condo has been in our family for 25 years. The grandparents recognized the gorgeous views that Elua represented, snorkeling among the turtles, abundant sea life, great diving, fishing, and the opportunities to bike down the side of Mt....

    Pool

    $634 to $896/night

  12. CONDOMINIUM
    Wailea Ekahi Unit #22D

    Wailea Ekahi Unit #22D

    Wailea, 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

    $336 to $432/night

  13. CONDOMINIUM
    Wailea Elua Unit #1403

    Wailea Elua Unit #1403

    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

    $931 to $1,459/night

  14. CONDOMINIUM
    Makena Surf Resort, #C-102

    Makena Surf Resort, #C-102

    Makena, HI

    Makena Surf Resort is a luxurious secluded beachfront condominium located in exclusive Makena. This gated community was developed with six 2 & 3 story buildings each offering sweeping views of the Pacific. The pristine and picturesque beach and...

    Pool

    $538 to $926/night

  15. CONDOMINIUM
    Sugar Beach Resort, #418

    Sugar Beach Resort, #418

    Kihei, HI

    Sugar Beach Resort is the Winner of Building of the Year and Manager of the Year Awards from the Institute of Real Estate Management (IREM®) Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping...

    Pool

    $190 to $387/night

  16. CONDOMINIUM
    Wailea Elua Unit #807

    Wailea Elua Unit #807

    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

    $329 to $528/night

  17. CONDOMINIUM
    Wailea Grand Champion, #148

    Wailea Grand Champion, #148

    Wailea, HI

    Wailea Grand Champions Golf Villas is a modern property located between the Wailea Blue Golf Course and the Wailea Tennis Club. This quiet low density development consists of twenty mostly two-story buildings set amongst lush tropical landscaping...

    Pool Hot Tub

    $201 to $549/night

  18. CONDOMINIUM
    A5-1 Beachfront Loft Suite

    A5-1 Beachfront Loft Suite

    Kihei, HI

    Maalaea Surf, Unit A5 is a townhouse unit on the second floor which offers our guest total privacy and is located beach front on the property. This loft suite with 2 baths is very well furnished. Enjoy ocean front outdoor living on your spacious...

    FREE CANCELLATION

    $304 to $467/night

  19. CONDOMINIUM
    Hale Mahina Ko Olina Beach Villa (O904)

    Hale Mahina Ko Olina Beach Villa (O904)

    Kapolei, HI

    LIVE CALENDAR: If the calendar shows as available, the property IS available and can be booked INSTANTLY online 24/7. This listing and availability are updated in real-time. You can click/tap the calendar tab to see availability. Feel free to...

    Pool Hot Tub

    $485 to $1,204/night

  20. CONDOMINIUM
    Kaanapali Shores Studio 742

    Kaanapali Shores Studio 742

    Lahaina, HI

    Enjoy the luxuries of home with this studio unit. You will enjoy partial ocean views from within the unit as well as from the lanai! You will also view the gorgeous West Maui Mountains from this highly desirable corner unit! The kitchen and...

    FREE CANCELLATION

    $186 to $359/night

  21. CONDOMINIUM
    Waiohuli Beach Hale #D-214

    Waiohuli Beach Hale #D-214

    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

    $139 to $244/night

  22. CONDOMINIUM
    Waiohuli Beach Hale #C-110

    Waiohuli Beach Hale #C-110

    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

    $208 to $347/night

  23. CONDOMINIUM
    Royal Kahana 702

    Royal Kahana 702

    Lahaina, HI

    Aloha from paradise! We are excited to offer our beautiful 7th floor studio suite at this popular West Maui resort! The condo has all of the amenities you would want on a tropical vacation (including AC and a washer and dryer in the unit)! The...

    Pool
    FREE CANCELLATION

    $191 to $346/night

  24. CONDOMINIUM
    Kaleialoha 112

    Kaleialoha 112

    Lahaina, HI

    Enjoy the white sand beach and beautiful tiled pool while you step out of your large ground floor lanai to a gorgeous lawn and lounge area right on the ocean. Five steps to SWIMMING, SNORKELING, SURFING on the PRIVATE white sand beach! See whales...

    Pool
    FREE CANCELLATION

    $184 to $285/night

  25. CONDOMINIUM
    Nohonani 405

    Nohonani 405

    Lahaina, HI

    Nohonani 405 is a beautiful two bedroom one and a half bath unit on the fourth floor, with vaulted ceilings and a breathtaking ocean view. Ocean views can be seen from the kitchen, dining areas, living room and master bedroom. As with all the...

    Pool
    FREE CANCELLATION

    $274 to $403/night

  26. CONDOMINIUM
    H3-1 Bedroom Beachfront

    H3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit H3 is a conveniently located ground floor condo, just steps from our large pool and Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  27. CONDOMINIUM
    A3-1 Bedroom Beachfront

    A3-1 Bedroom Beachfront

    Kihei, HI

    Ma'alaea Surf, Unit A3 is a conveniently located ground floor condo, just steps from Sugar beach. This condo features a full kitchen and dining table. The master bedroom has a king sized bed. The large living room has expansive views and a flat...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  28. CONDOMINIUM
    Royal Kahana 318

    Royal Kahana 318

    Lahaina, HI

    We are excited to offer a much demanded third level studio suite at this popular Royal Kahana resort! Our beautifully REMODELED condo has all of the amenities you would want on a tropical vacation (including AC and a washer and dryer in the unit)!...

    Pool
    FREE CANCELLATION

    $191 to $341/night

  29. CONDOMINIUM
    Waiohuli Beach Hale #A-201

    Waiohuli Beach Hale #A-201

    Kihei, HI

    Gorgeous Remodeled Oceanfront Kihei Condo – 2BR You can’t do better than this! Not only does this beautifully renovated second-floor unit have an unobstructed ocean view but the quality of the complex and its location cannot be beat. The ocean...

    Pool
    FREE CANCELLATION

    $208 to $347/night

  30. CONDOMINIUM
    Ilikai Marina Condo 1290

    Ilikai Marina Condo 1290

    Honolulu, HI

    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 your home away from home in paradise. The location cant be beat and the peaceful ambiance and tranquil...

    FREE CANCELLATION

    $168 to $309/night