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
    Papakea Unit #L407 Condo

    Papakea Unit #L407 Condo

    Kaanapali, HI

    Fourth floor 2 bedroom, 1 bath vacation condo with ocean views in North Ka'anapali. This condo features a king bed in the master bedroom downstairs. The bathroom which is downstairs features a tub/shower combo. The loft upstairs serves as a guest...

    Pool
    FREE CANCELLATION

    $290 to $653/night

  2. CONDOMINIUM
    Papakea Unit #D304 Condo

    Papakea Unit #D304 Condo

    Kaanapali, HI

    Ocean views overlooking the koi ponds from the 3rd floor in North Ka'anapali. Relax on the lanai (balcony) nestled above the tranquil koi pond, the peaceful sound of its fountain drifting sleepily in the air, you look out over one of the two pools...

    Pool
    FREE CANCELLATION

    $180 to $510/night

  3. CONDOMINIUM
    Lahaina Roads Unit #201

    Lahaina Roads Unit #201

    Lahaina, HI

    It is all about the views (oh and the location)! This remodeled 2nd floor two bedroom, one bath Maui vacation rentals has Direct Ocean Front Views. Located at Lahaina Roads on Front Street is one of the best kept secrets in Old Lahaina Town! Lahaina...

    Pool
    FREE CANCELLATION

    $290 to $867/night

  4. CONDOMINIUM
    Mahana Resort Unit #1106

    Mahana Resort Unit #1106

    Lahaina, HI

    Welcome to Mahana 1106! Located on the eleventh-floor, this recently remodeled one bedroom, one bath condo sleeps 2-4 and features stunning panoramic views of the ocean, beach and outer islands from the living room, dining area, bedroom, and lanai....

    Pool
    FREE CANCELLATION

    $325 to $638/night

  5. CONDOMINIUM
    Mahana Resort Unit #804

    Mahana Resort Unit #804

    Kaanapali, HI

    Ocean front on the 8th floor on North Ka’anapali beach. Bamboo floors, Hawaiian artwork and sculptures; remodeled and decorated by a local island designer providing welcoming island hospitality in each room. Queen sofa sleeper new as of Sep '15....

    Pool
    FREE CANCELLATION

    $319 to $574/night

  6. CONDOMINIUM
    Paki Maui Unit #109 Condo

    Paki Maui Unit #109 Condo

    Honokowai, HI

    Ocean front views in our Paki Maui vacation condo in Honokowai, one floor up from ground level. Our Paki Maui condo is remodeled with tile throughout and is tastefully furnished including new furniture package. Enjoy the Visitor's Channel on cable...

    Pool
    FREE CANCELLATION

    $162 to $332/night

  7. CONDOMINIUM
    Hale Mala Hina-245

    Hale Mala Hina-245

    Lahaina, HI

    ~Book today and Fall in LOVE with Hale Mala Hina ~ The House of Garden Mist ~ Inspired by our love for Japanese design and accented with Hawaiian spirit. In a word, it’s TRANQUIL and we hope the photos give a worthy sense for its true comfort....

    Pool
    FREE CANCELLATION

    $211 to $330/night

  8. 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

    $239 to $389/night

  9. CONDOMINIUM
    Hanalei Colony Resort F3

    Hanalei Colony Resort F3

    Hanalei, HI

    The very best of the best units in the Hanalei Colony Resort are the Premium Oceanfront units. Suite F3 is a premium oceanfront unit, only 10 steps from the sand. In this upstairs suite, there is a full kitchen, 2 bedrooms and 1.5 bathrooms....

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $918/night

  10. CONDOMINIUM
    Villas of Kamalii 10

    Villas of Kamalii 10

    Princeville, HI

    Villas of Kamalii 10 is beautifully located at the end of the Villas of Kamalii between the beautiful Makai golf course and the mountains with waterfall views. This is a very private quiet location yet the front door is near the pool and spa. Three...

    Pool Hot Tub
    FREE CANCELLATION

    $180 to $524/night

  11. CONDOMINIUM
    Nani Kai Hale # 301

    Nani Kai Hale # 301

    Kihei, HI

    Welcome to NKH 301, a wonderful 1 bedroom 2 full bath condo right on the Pacific Ocean! Enjoy views of both Haleakala and Molokini from the comfort of the air conditioned living room. Relax and dine in the fully remodeled kitchen and living room...

    $152 to $213/night

  12. CONDOMINIUM
    Kihei Surfside 210

    Kihei Surfside 210

    KIHEI, HI

    Kihei Surfside 210 is your home away from home. From the moment you walk in the door, you know you are going to enjoy your stay. This unit has recently been upgraded with new carpet throughout, a new sofa-bed and new window treatments. The hallway...

    Pool
    FREE CANCELLATION

    $363 to $485/night

  13. CONDOMINIUM
    Maui Kaanapali Villas #B133

    Maui Kaanapali Villas #B133

    Kaanapali, HI

    Garden and resort views at this studio condo in the Banyan Building at the beautiful Ocean front resort of Maui Kaanapali Villas. Our condo is nicely updated and furnished. Watch your favorite DVD on the 42" flat screen TV. Beach chairs, boogie...

    Pool
    FREE CANCELLATION

    $232 to $406/night

  14. CONDOMINIUM
    Pohailani Maui 115

    Pohailani Maui 115

    Lahaina, HI

    Our remodeled villa has all of the modern amenities of home! It is situated half way between Kaanapali and Kapalua Bay with plenty of shopping and restaurants near by. This beautifully furnished 2 bedroom 1 bath condo sleeps up to 6 people and has a...

    Pool
    FREE CANCELLATION

    $199 to $281/night

  15. HOUSE
    Keawakapu Beach Home

    Keawakapu Beach Home

    Kihei, HI

    Property Overview Set on a quiet cul-de-sac just 1 mile from Keawakapu Beach (known as one of the best beaches on the island), this newly remodeled 3BR/2BA home is perfectly located for your next Hawaiian getaway. A welcoming open floor plan...

    FREE CANCELLATION

    $426 to $683/night

  16. HOUSE
    7 C's Kona (Big Island)

    7 C's Kona (Big Island)

    Kailua Kona, HI

    ***Please note there is a 7 night minimum during the holidays. Christmas reservations must check out by 10AM on Dec. 27 and New Year's reservations can check in on Dec. 27 or after for a week. There is a 14 night minimum to book both Christmas and...

    Pool

    $482 to $720/night

  17. CONDOMINIUM
    Nani Kai Hale # 609

    Nani Kai Hale # 609

    Kihei, HI

    609 is the ONLY top floor condo at the Nani Kai Hale that is perched right at the edge of the Pacific. This serene one of a kind gem offers everything needed for the perfect Maui R&R. Light and bright with lots of windows, the gorgeous, panoramic...

    Pool

    $286 to $323/night

  18. 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
  19. CONDOMINIUM
    Maui Kamaole #J-217

    Maui Kamaole #J-217

    Kihei, HI

    Peace, Tranquility and Ocean Views abound from this gorgeous 2 Bd 2 Bath upstairs unit at the Maui Kamaole. Enjoy panoramic ocean views as you dine outside on your own private lanai. J217 features a fully equipped kitchen, washer and dryer, AC in...

    Pool Hot Tub
    FREE CANCELLATION

    $204 to $371/night

  20. CONDOMINIUM
    Kaanapali Royal Unit H302

    Kaanapali Royal Unit H302

    Lahaina, HI

    Complete remodel 2017 with ocean and golf course views! Settle into your Maui vacation in this home away from home. This thoughtfully decorated condo has been recently remodeled with golf course views on the Ka'anapali Golf course. There are stairs...

    Pool
    FREE CANCELLATION

    $278 to $638/night

  21. CONDOMINIUM
    Papakea Unit #C403 Condo

    Papakea Unit #C403 Condo

    Kaanapali, HI

    Deluxe, remodeled with ocean views in North Ka'anapali. This 4th floor condo features 2 downstairs bedrooms with king beds and 2 bathrooms. Upstairs loft bedroom has 2 double beds + 1 twin bed and bathroom upstairs. Sleeping accommodations will...

    Pool
    FREE CANCELLATION

    $435 to $940/night

  22. CONDOMINIUM
    Lahaina Shores Unit #501

    Lahaina Shores Unit #501

    Lahaina, HI

    Lahaina Sunsets Suite: On the corner, ocean front in downtown Lahaina. European styling in kitchen and bathroom. Kitchen includes a cook-top stove and microwave/convection oven. Glass block walk-in shower, no tub. Bring your CD's from home and play...

    Pool
    FREE CANCELLATION

    $302 to $669/night

  23. CONDOMINIUM
    Papakea Condo Unit D402

    Papakea Condo Unit D402

    Kaanapali, HI

    Ocean views in North Ka'anapali. This 4th floor condo features 2 bedrooms with bathrooms downstairs plus a loft bedroom, with 2 twins beds, and a half bathroom. The living room has a 37" LCD HDTV & Blu-ray player with property HD signal to match....

    Pool
    FREE CANCELLATION

    $406 to $986/night

  24. HOUSE
    6307 Kaiwiki Pl Home

    6307 Kaiwiki Pl Home

    Honolulu, HI

    Property Overview Located on a quiet cul-de-sac just minutes from the ocean, this 3BR/2BA home is perfect for a serene tropical escape. Relax on the lanai or in the private yard and enjoy meals al fresco under the tall palms. Enjoy a prime location;...

    FREE CANCELLATION

    $402 to $778/night

  25. CONDOMINIUM
    Wailea Ekolu #103

    Wailea Ekolu #103

    Wailea, HI

    Wailea Ekolu has several lovely pool areas as well as a large pavilion area for larger groups. There are also additional barbecue and picnic areas on the grounds with panoramic views of the ocean and the sunsets. The beautiful Mokapu and Ulua...

    Pool
    FREE CANCELLATION

    $240 to $521/night

  26. CONDOMINIUM
    Maui Kamaole #J-110

    Maui Kamaole #J-110

    Kihei, HI

    Kamaole Beach #3 is just across from the upscale Maui Kamaole. This property features lush tropical landscaping and beautiful ocean views, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the...

    Pool
    FREE CANCELLATION

    $204 to $327/night

  27. HOUSE
    Kauhale Pilialoha

    Kauhale Pilialoha

    Kamuela, HI

    Kauhale Pilialoha Indulge yourself in the ultimate in island style luxury, at the Big Island of Hawaii’s most exclusive retreat – Kauhale Pilialoha.  Experience breathtaking sunsets and enjoy the natural beauty of Hawaii from the ultimate...

    Pool Hot Tub

    $17,975 to $27,561/night

  28. CONDOMINIUM
    Sandpiper 121B

    Sandpiper 121B

    Princeville, HI

    Sandpiper 121B is a perfect choice for couples seeking a romantic getaway on a budget. This charming studio has a private bath bathroom and a kitchenette suitable for preparing casual meals. The kitchenette includes a hotel-size fridge, microwave,...

    Pool Hot Tub

    $121 to $153/night

  29. CONDOMINIUM
    Villas of Kamalii 44

    Villas of Kamalii 44

    Princeville, HI

    Enjoy comfort and luxury in this three bedroom/three bathroom townhouse with spectacular mountain and waterfall views, heated salt water pool, and jacuzzi. Located in a gated community adjacent to the Makai golf course, Villas of Kamalii 44 boasts a...

    Pool Hot Tub
    FREE CANCELLATION

    $240 to $625/night

  30. VILLA
    Waipouli Beach Resort G101

    Waipouli Beach Resort G101

    Kapaa, HI

    Newest Listing! Royal Oceanfront G101, an Exquisite Ground Floor Oceanfront Villa! Privacy, "Expansive Lawn" Great for Golfers".  Only 5 minutes from this Oceanfront Condo is Wailua Golf Course.  You can literally play 18 holes and be back to...

    Pool
    FREE CANCELLATION

    $458 to $890/night