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
    South Kihei Condo A1-2

    South Kihei Condo A1-2

    Kihei, HI

    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. The king size...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  2. CONDOMINIUM
    South Kihei Condo D1-2

    South Kihei Condo D1-2

    Kihei, HI

    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 size bed. Sofa...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  3. CONDOMINIUM
    South Kihei Condo H4-2

    South Kihei Condo H4-2

    Kihei, HI

    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 a bath. Enjoy the ocean views and Maui's majestic sunset from...

    Pool
    FREE CANCELLATION

    $416 to $664/night

  4. CONDOMINIUM
    South Kihei Condo C1-2

    South Kihei Condo C1-2

    Kihei, HI

    Deluxe in every sense. C1 is a conveniently located ground floor unit, just steps from the small pool. This unit is splendidly furnished. Enjoy oceanfront outdoor living on your large private lanai with enough seating for 6. The beautiful beaches...

    Pool
    FREE CANCELLATION

    $377 to $591/night

  5. CONDOMINIUM
    South Kihei Condo E4-2

    South Kihei Condo E4-2

    Kihei, HI

    E4 is conveniently located on the ground floor, just steps away from the large pool. It was completely remodeled in October 2015. This unit is well furnished, features a full kitchen and a second bedroom and bath. Enjoy ocean front outdoor living on...

    Pool
    FREE CANCELLATION

    $377 to $591/night

  6. CONDOMINIUM
    South Kihei Condo G9-2

    South Kihei Condo G9-2

    Kihei, HI

    G9 is a townhouse unit situated on the second floor which offers our guest total privacy. This unit has stunning ocean views and overlooks the large pool. This elegant unit features a fully furnished gorgeous kitchen and is equipped with central...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  7. CONDOMINIUM
    South Kihei Condo E5-2

    South Kihei Condo E5-2

    Kihei, HI

    E5, the most glorious and romantic sunset views is why the architect who designed the resort chose this unit for his home. Steps away from the wonderful walking beach and pool. This fully equipped unit features flat screen tv, cd, VCR, cable, wifi,...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  8. CONDOMINIUM
    South Kihei Condo F5-2

    South Kihei Condo F5-2

    Kihei, HI

    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 bath. Relax and...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  9. CONDOMINIUM
    South Kihei Condo G10-2

    South Kihei Condo G10-2

    Kihei, HI

    G10 is a two-story townhouse unit with vaulted ceilings. Situated on the second floor this unit has a very open feel and offers our guest total privacy. This unit has a large lanai, stunning ocean views and overlooks the large pool and shuffleboard...

    Pool
    FREE CANCELLATION

    $343 to $540/night

  10. CONDOMINIUM
    Kauhale Makai Condo #212

    Kauhale Makai Condo #212

    Kihei, HI

    New to the Market! Two bedroom ocean view condo at the Kauhale Makai, Village by the Sea. This condo has two bedrooms and two bathrooms and will accommodate up to six people. The master bedroom has a King bed, the second bedroom has two twin beds...

    Pool Hot Tub
    FREE CANCELLATION

    $321 to $411/night

  11. CONDOMINIUM
    South Kihei Condo D4-1

    South Kihei Condo D4-1

    Kihei, HI

    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 your spacious private...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  12. CONDOMINIUM
    South Kihei Condo D10

    South Kihei Condo D10

    Kihei, HI

    D10 is a townhouse unit on the second floor which offers our guest total privacy and is located beachfront on the property. This loft suite with 2 baths is very well furnished. Enjoy oceanfront outdoor living on your spacious private lanai (patio)...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  13. CONDOMINIUM
    South Kihei Condo D3-1

    South Kihei Condo D3-1

    Kihei, HI

    D3 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This well-appointed unit features a fully furnished kitchen, large master suite with king size bed and a queen size sofa bed in the living room. Enjoy the...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  14. CONDOMINIUM
    South Kihei Condo H2-1

    South Kihei Condo H2-1

    Kihei, HI

    Beautifully appointed, H2 is an ideally located ground floor unit, approximately 5 steps from the white sandy beach. This comfortable unit features a contemporary kitchen and a large living area that looks out on the ocean. Enjoy the ocean views and...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  15. CONDOMINIUM
    South Kihei Condo A3-1

    South Kihei Condo A3-1

    Kihei, HI

    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-screen TV. Enjoy amazing...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  16. CONDOMINIUM
    South Kihei Condo A2-1

    South Kihei Condo A2-1

    Kihei, HI

    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 flat-screen TV. Enjoy...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  17. CONDOMINIUM
    South Kihei Condo D5-1

    South Kihei Condo D5-1

    Kihei, HI

    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 with king size bed. The...

    Pool
    FREE CANCELLATION

    $304 to $467/night

  18. CONDOMINIUM
    Wailea Ekahi #45-E

    Wailea Ekahi #45-E

    Wailea, HI

    Wailea Ekahi Village is a 34-acre beachfront complex. The beautifully manicured grounds offer enchanted walking paths to the beach. Hang out at Keawakapu Beach in front of the village, play paddle tennis or shuffleboard, or swim in one of our four...

    Pool
    FREE CANCELLATION

    $284 to $435/night

  19. CONDOMINIUM
    South Kihei Condo G5-1

    South Kihei Condo G5-1

    Kihei, HI

    Just steps from one of Maui’s longest white sand beaches recently renovated G-5 has all the amenities of a luxury resort. Centrally located between the tourist's centers of Lahaina/Kapalua and Wailea/Makena, this property is just 15 minutes from...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  20. CONDOMINIUM
    South Kihei Condo B2-1

    South Kihei Condo B2-1

    Kihei, HI

    B2 is a conveniently located ground floor unit, just steps away from the pool and ocean. This luxurious unit features a fully furnished kitchen, a large master suite with king size bed and a queen size sofa bed in the living room. Enjoy the ocean...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  21. CONDOMINIUM
    South Kihei Condo C4-1

    South Kihei Condo C4-1

    Kihei, HI

    Totally upgraded, 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 counters, a comfortable spring-free sofa...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  22. CONDOMINIUM
    South Kihei Condo C5-1

    South Kihei Condo C5-1

    Kihei, HI

    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 Maui's colorful...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  23. CONDOMINIUM
    South Kihei Condo G4-1

    South Kihei Condo G4-1

    Kihei, HI

    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 in the living room....

    Pool
    FREE CANCELLATION

    $259 to $428/night

  24. CONDOMINIUM
    South Kihei Condo E3-1

    South Kihei Condo E3-1

    Kihei, HI

    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 to bottom and...

    Pool
    FREE CANCELLATION

    $259 to $428/night

  25. CONDOMINIUM
    Mahana At Kaanapali 306

    Mahana At Kaanapali 306

    Lahaina, HI

    Why do we love Mahana 306? First, it is on our favorite island - Maui. Second, it is right on the beach and has great views from the living room, the lanai, and even the bedroom. We can see two other islands, Molakai and Lanai, see whales in the...

    Pool

    $223 to $287/night

  26. CONDOMINIUM
    Royal Kahana 119 Studio

    Royal Kahana 119 Studio

    Lahaina, HI

    Experience the true sense of Aloha at the Royal Kahana Resort!  We offer a much in demand ground level condo with all the amenities of home. This spacious studio suite is elegantly REMODELED with beautiful island décor.  It has a private lanai...

    Pool Hot Tub
    FREE CANCELLATION

    $217 to $341/night