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
    Ocean & Pool View Beachfront 3rd Floor Penthouse Villa 309

    Ocean & Pool View Beachfront 3rd Floor Penthouse Vil...

    Kahuku, HI

    Ocean & Pool View Beachfront 3rd Floor (top) Penthouse Villa 309 This penthouse villa is located on the third level just steps from the sandy beach with beautiful ocean and pool views from the lanai, living room and master bedroom. It has a serene...

    Pool Hot Tub

    $912 to $2,217/night

  2. CONDOMINIUM
    Panoramic Ocean View Second Level Studio 1-Bedroom Villa 217

    Panoramic Ocean View Second Level Studio 1-Bedroom Villa...

    Kahuku, HI

    This villa is in a private location on the second floor with dramatic ocean views just 20 yards from the ocean! The Pool and BBQs and sandy beach are just 60 yards away. Photographs are of the actual villa. This villa has new furniture in the living...

    Pool Hot Tub

    $502 to $1,005/night

  3. CONDOMINIUM
    Beach Level Studio Direct Ocean Views Villa 102

    Beach Level Studio Direct Ocean Views Villa 102

    Kahuku, HI

    Beach Level Studio (or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 102 This Villa has just 20 yards of lawn before the sandy beach and the pool and BBQs are just 50 yards to the right!  It has spectacular ocean views that you can see from...

    Pool Hot Tub

    $515 to $1,018/night

  4. CONDOMINIUM
    Second Level Studio Direct Ocean Views Villa 202

    Second Level Studio Direct Ocean Views Villa 202

    Kahuku, HI

    Second Level Studio (or 4 Bed with Adjoining 3 Bed) Direct Ocean Views Villa 202 Villa 202 is just 20 yards from the sandy beach and has amazing ocean views from just about everywhere in the villa! It has new top of the line furnishings including a...

    Pool Hot Tub

    $502 to $1,005/night

  5. CONDOMINIUM
    Direct Ocean View Beach Level 3Bed Villa 103

    Direct Ocean View Beach Level 3Bed Villa 103

    Kahuku, HI

    Direct Ocean View Beach Level 3Bed (or 4Bed w/Adjoin Studio) Villa 103 This villa is in the most desirable location in the complex. It has just 20 yards of lawn before the sandy beach and the pool and BBQs are just 50 yards to the right!  It has...

    Pool Hot Tub

    $1,069 to $2,609/night

  6. CONDOMINIUM
    Villa 317

    Villa 317

    Kahuku, HI

    This villa is in a private location on the third floor with dramatic panoramic ocean views, just 20 yards from the ocean and just 80 yards from the sandy beach! Watch the whales swim past while in your living room during migration season! The Pool...

    Pool Hot Tub

    $515 to $1,018/night

  7. CONDOMINIUM
    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa 104

    Ocean View Beachfront Beach Level 4-Bed Turtle Bay Villa...

    Kahuku, HI

    Ocean View & Beachfront Beach Level 4-Bedroom (2 Masters) Turtle Bay Villa 104 At Ocean Villa 104 you have dramatic ocean views from just about everywhere! My 4-bedroom villa is located on the beach level so you can walk right out your living room...

    Pool Hot Tub

    $1,559 to $3,517/night

  8. VILLA
    Vacation Home in Ko Olina Resort

    Vacation Home in Ko Olina Resort

    Kapolei, HI

    Ko Olina Kai is a peaceful gated community that offers all the tranquil privacy you could desire! The interior is spacious and homey with 2 bedrooms, 2 baths, a living room with an adjacent dining space, and a kitchen. This outstanding villa offers...

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $158/night

  9. TOWNHOUSE
    1085E Ko Olina Kai Townhome

    1085E Ko Olina Kai Townhome

    Kapolei, HI

    Lovely, developer upgraded unit overlooking the greenbelt close to the tropical pool area. You will feel like you are truly in paradise, when you relax in this tropical home. The home features rich wood cabinets, granite counters, all stainless...

    Pool Hot Tub
  10. CONDOMINIUM
    Honua Kai 506

    Honua Kai 506

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 506 Welcomes you... This spacious one bedroom one bath PLUS DEN can accommodate up to six (6) guests … Included in our fabulous price are many owner-supplied extras such as: • Beach chairs (2) • Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $311 to $608/night

  11. CONDOMINIUM
    Honua Kai 215

    Honua Kai 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

    $287 to $413/night

  12. CONDOMINIUM
    Honua Kai 437

    Honua Kai 437

    Lahaina, HI

    HONUA KAI RESORT AND SPA SUITE 437 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

    $294 to $413/night

  13. CONDOMINIUM
    Honua Kai 346

    Honua Kai 346

    Lahaina, HI

    We invite you to stay in our gorgeous ocean view 1 bedroom/1 bathroom condo at Honua Kai! Enjoy the sparkling blue water views from the open lanai and the bedroom, bringing a total sense of relaxation to your time in Maui. Honua Kai 346 is one of...

    Pool Hot Tub
    FREE CANCELLATION

    $427 to $1,044/night

  14. CONDOMINIUM
    Wailea Elua Unit #801

    Wailea Elua Unit #801

    Wailea, HI

    Notes from the Owner: Wailea Elua Village #801 is located in the center of the Elua Village just across from the small pool and Jacuzzi area and just steps to the paddle court. Enjoy ocean views as well as secluded garden views from this quiet...

    Pool Hot Tub

    $459 to $953/night

  15. 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

  16. CONDOMINIUM
    Wailea Elua Unit #0105

    Wailea Elua Unit #0105

    Wailea, HI

    About this condo: Wailea Elua Village #105 is a ground 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, twins in the guest bedroom and a sofa sleeper for...

    Pool Hot Tub

    $459 to $953/night

  17. CONDOMINIUM
    Sugar Beach Resort #PH23

    Sugar Beach Resort #PH23

    Kihei, HI

    Sugar Beach Resort is a tranquil beachfront condominium resort located in North Kihei offering sweeping views of the Pacific. There are two six story buildings with elevators and the beach fronting the property is exceptional for sunsets, swimming,...

    Pool Hot Tub

    $190 to $387/night

  18. CONDOMINIUM
    Wailea Elua Unit #0802

    Wailea Elua Unit #0802

    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 Hot Tub

    $459 to $953/night

  19. HOUSE
    1 Bedroom Corner Oceanfront #701

    1 Bedroom Corner Oceanfront #701

    Kaanapali, HI

    Our One Bedroom Corner unit is spacious and well-appointed with a King Bed in the bedroom and a Queen sofa bed in the living room. There is seating arrangements for relaxing and dining. You will find plenty of space to store your clothing and...

    Pool Hot Tub
    FREE CANCELLATION

    $372 to $444/night

  20. CONDOMINIUM
    Maui Kamaole #i-212

    Maui Kamaole #i-212

    KIHEI, HI

    Enjoy Ocean Views from this second floor condo featuring two bedrooms and two bathrooms. The master bedroom is located in the loft and has a king bed and a full bathroom en-suite. The second bedroom is located on the main floor and has two (2) twin...

    Pool Hot Tub
    FREE CANCELLATION

    $450 to $575/night

  21. CONDOMINIUM
    Maui Banyan #G-106

    Maui Banyan #G-106

    Kihei, HI

    This condo has a 40% discount already applied to the rate and will not accept additional promotions. Are you looking for a one bedroom condo near the beach? If so, this is the perfect condo for you! Of the one bedroom condos at the Maui Banyan,...

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $360/night

  22. CONDOMINIUM
    Grand Champions #089

    Grand Champions #089

    Wailea, HI

    Remodeled two bedroom condo at Wailea Grand Champions with fabulous views of the golf course. This condo completed renovations in November 2016 and features a completely renovated Kitchen and bathrooms and new furnishings. The Kitchen has new...

    Pool Hot Tub
    FREE CANCELLATION

    $469 to $688/night

  23. CONDOMINIUM
    Kamaole Sands #10-407

    Kamaole Sands #10-407

    Kihei, HI

    Beautiful views of the Ocean, West Maui Mountains and the lush garden landscape await you at this top floor tastefully decorated two bedroom condo. The bedroom on the main floor has two twin beds and the loft bedroom serves as the master with a...

    Pool Hot Tub
    FREE CANCELLATION

    $402 to $506/night

  24. CONDOMINIUM
    Pali Ke Kua 203

    Pali Ke Kua 203

    Princeville, HI

    This spacious two bedroom vacation rental is the perfect home away from home for traveling families and friends. Relax in Paradise at Pali Ke Kua 203. Enjoy magnificent views from your unit or lanai of the ocean or stroll down to Pali Ke Kua's...

    Pool Hot Tub

    $362 to $422/night

  25. CONDOMINIUM
    Kamaole Sands #10-417

    Kamaole Sands #10-417

    KIHEI, HI

    Large three bedroom Ocean view condo located in building ten at the Kamaole Sands. This three bedroom, three bath condo has a queen bed in the master bedroom and the second bedroom, and two twin beds in third bedroom as well as a pull out sofa bed...

    Pool Hot Tub
    FREE CANCELLATION

    $546 to $646/night

  26. CONDOMINIUM
    Kona Reef D32

    Kona Reef D32

    Kailua Kona, HI

    Private, top floor, absolute oceanfront, lovely one bedroom condo at the highly acclaimed Kona Reef Resort. Why Kona Reef: • Conveniently located along the prestigious Alii Drive in the heart of Kona town. • It’s a 5 minute walk in your...

    Pool Hot Tub
    FREE CANCELLATION

    $161 to $196/night

  27. CONDOMINIUM
    Sugar Beach #317

    Sugar Beach #317

    KIHEI, HI

    **In 2019 the pool will be closed September 9th, through September 16th. Each year the pool will be closed for one week, starting on the second Monday of the month. Enjoy stunning ocean views from the private lanai of this unit. This Ocean Front...

    Pool Hot Tub
    FREE CANCELLATION

    $352 to $468/night

  28. CONDOMINIUM
    Plantation 1111

    Plantation 1111

    Princeville, HI

    This new Plantation at Princeville located on the north shore is perfect for a family or small group. This 2 bedroom (king and 2 queens plus a queen sofa sleeper) 2 bath ground floor condo is decorated with Hawaiian Plantation style furnishings and...

    Pool Hot Tub

    $241 to $271/night

  29. CONDOMINIUM
    Kauhale Makai #605

    Kauhale Makai #605

    KIHEI, HI

    PLEASE NOTE: Kauhale Makai is undergoing exterior building maintenance. Newly Renovated One bedroom Ocean View Condo. This unit has been completely renovated from the ground up. The kitchen and bathroom have both been renovated. The kitchen...

    Pool Hot Tub
    FREE CANCELLATION

    $267 to $327/night

  30. VILLA
    Fairway Villas Waikoloa A21

    Fairway Villas Waikoloa A21

    Waikoloa, HI

    Enjoy our 2 bedroom / 2 bath home for you and your family quietly tucked away along the Big Island's sunny Kohala Coast, Fairway Villas Waikoloa offers the crisp style, gracious elegance, and modern sophistication. The master bedroom has a king bed...

    Pool Hot Tub
    FREE CANCELLATION

    $197 to $407/night