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
    Hale Ono Loa 101

    Hale Ono Loa 101

    Lahaina, HI

    Enjoy this West Maui Ocean Front Resort with lush grounds which includes a pool, lounge area, shuffleboard, picnic area, BBQ’s. Relax on a Lanai and enjoying sunset dinners and beautiful views of Lanai and Molokai in the distance. Maui is known...

    Pool
    FREE CANCELLATION

    $199 to $200/night

  2. HOUSE
    Hale Nui

    Hale Nui

    Kaanapali, HI

    Thoughtfully designed with your comfort in mind, Hale Nui will exceed your expectations! After a long, arduous flight, each guest will feel embraced upon entering this exquisite, spacious home and everyone will immediately marvel at the panoramic...

    Pool Hot Tub
    FREE CANCELLATION

    $2,000 to $4,750/night

  3. CONDOMINIUM
    Eldorado J111

    Eldorado J111

    Lahaina, HI

    The weather is ideal in Maui year round. MAUI ELDORADO HAS THE ONLY PRIVATE BEACH CABANA ON KAANAPALI BEACH FOR MAUI ELDORADO GUESTS ONLY. Experience Maui Eldorado in the Heart of Kaanapali - an affordable vacation in paradise. Maui Eldorado is...

    Pool
    FREE CANCELLATION

    $174 to $299/night

  4. CONDOMINIUM
    Kaanapali Shores 941

    Kaanapali Shores 941

    Lahaina, HI

    KS 941-SUMMER SPECIALS! Last Minute Summer Prices! Beautifully Remodeled Ocean Front Penthouse w A/C This 9th floor condo has a spanning view of this beautiful resort you can’t beat the view from the comfort of your lanai. Spacious Living Room...

    Pool Hot Tub
    FREE CANCELLATION

    $219/night

  5. APARTMENT
    Golf Course Views & Private! Lovely Renovated 2 Bed/2 Bath- Elima Lani 207

    Golf Course Views & Private! Lovely Renovated 2 Bed/...

    Waikoloa, HI

     This stunning 2 bedroom, 2 bathroom condo with gorgeous golf course views has everything you need for a relaxing vacation. The unit has been exquisitely remodeled from top to bottom. Beautiful new floors, cabinets and counters along with all brand...

    Pool Hot Tub
    FREE CANCELLATION

    $152 to $164/night

  6. CONDOMINIUM
    Waikiki Dream Vacation

    Waikiki Dream Vacation

    Honolulu, HI

    Beautifully remodeled 2 bedroom 2 bath with large lanai facing Diamond Head with Ocean and Mountain Views. free assigned, covered and secure parking. One queen bed in master bedroom. 2 twins in the view suite can be put together. Located centrally...

    Pool Hot Tub

    $292 to $352/night

  7. CONDOMINIUM
    Lahaina Roads 309

    Lahaina Roads 309

    Lahaina, HI

    This unit was just remodeled. Everything is fresh and new, with many details provided for your comfort. Lahaina Roads is located 50 feet from the ocean on Front Street in the historical town of Lahaina. The condominium overlooks a beautiful pool...

    Pool
    FREE CANCELLATION

    $219 to $236/night

  8. CONDOMINIUM
    HOL #216

    HOL #216

    Lahaina, HI

    Relax in luxury at your newly remodeled direct oceanfront condo. Watch gorgeous sunsets from your large private lanai! See whales jumping in season! Condo has King size four poster bed. Ceiling fans in every room! Very nice sectional sofa! Condo...

    Pool
    FREE CANCELLATION

    $159 to $325/night

  9. CONDOMINIUM
    Kihei Bay Surf #126

    Kihei Bay Surf #126

    Kihei, HI

    Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary and Kalepolepo Beach and an ancient Hawaiian fishpond. Each studio has a fully equipped kitchen and cable TV. In addition there is a large pool, hot tub, tennis...

    Pool Hot Tub
    FREE CANCELLATION

    $103 to $173/night

  10. CONDOMINIUM
    Maui Banyan #Q-403A

    Maui Banyan #Q-403A

    Kihei, HI

    Maui Banyan Resort is situated on 8 acres of beautifully landscaped grounds located in South Maui across the street from the popular Kamaole Beach Park II. This white sandy beach is perfect for swimming and snorkeling. It is a 5-minute drive to the...

    FREE CANCELLATION

    $128 to $232/night

  11. CONDOMINIUM
    Hoyochi Nikko #201

    Hoyochi Nikko #201

    Lahaina, HI

    One bedroom with high vaulted ceilings (additional sleeping capacity on sofa bed in living room). Brand new memory foam mattress. This unit has air conditioning in the bedroom along with a comfortable queen size bed. This condo is fully equipped...

    Pool
    FREE CANCELLATION

    $218 to $369/night

  12. CONDOMINIUM
    Casa De Emdeko 317

    Casa De Emdeko 317

    Kailua Kona, HI

    Casa#317 is an amazing addition to our Vacation Rental Inventory that Knutson & Associates is proud to be newly representing. **HARD WOOD FLOORS AND KITCHEN REMODEL COMPLETED IN MAY 2018! Living room & Bedrooms have gorgeous brand new hard wood...

    Pool
    FREE CANCELLATION

    $337/night

  13. CONDOMINIUM
    HOL 311

    HOL 311

    Lahaina, HI

    Flat screen TV, Cal King bed, HUGE lanai, onsite laundry facilities. All tile flooring! Tastefully remodeled! Swim in the large in ground pool and snorkel with turtles right in front of property! Weekly Farmers Market, health food store, coffee shop...

    Pool
    FREE CANCELLATION

    $171 to $325/night

  14. CONDOMINIUM
    Kaleialoha #204

    Kaleialoha #204

    Lahaina, HI

    Closest condo to the Beach! Remodeled kitchen with stainless steel appliances, quartz counter tops and ceramic stove top. Remodeled bath with walk in shower. King Bed with all new Bali inspired furniture.40" wall mounted flat screen! Free WIFI,...

    Pool
    FREE CANCELLATION

    $230 to $384/night

  15. CONDOMINIUM
    Kuleana 713 1 Bdrm

    Kuleana 713 1 Bdrm

    Lahaina, HI

    Kuleana 713 is the ultimate island home away from home! Here, you can relax and enjoy the beautiful Pacific Ocean and stunning West Maui sunsets from your living room and private lanai! You will find yourself staring at the hues of the ocean blues...

    Pool
    FREE CANCELLATION

    $230 to $346/night

  16. VILLA
    Kapalua Ridge Villa 611 Ocean View 1 bed 2 bath

    Kapalua Ridge Villa 611 Ocean View 1 bed 2 bath

    Kapalua, HI

    Beauty surrounds you in this lovely 1 bedroom 2 bath split level villa. One of few with an ocean view from the master suite! New king size sealy posturepedic firm in the master suite 2017! While you will feel nestled in and pleasantly secluded,...

    Pool

    $269 to $494/night

  17. VILLA
    Kapalua Bay Villa 32B3 Gold Ocean View

    Kapalua Bay Villa 32B3 Gold Ocean View

    Kapalua, HI

    Spectacular views of the Pacific and the neighboring island of Molokai. Magnificent painted sky at dusk and dawn will take your breath away! Perfectly positioned to allow warm tropical breezes and gentle sounds of surf fill every room. This...

    Pool

    $369 to $594/night

  18. VILLA
    Kapalua Ridge Villa 2614 Gold Ocean View

    Kapalua Ridge Villa 2614 Gold Ocean View

    Kapalua, HI

    Breathtaking ocean vistas will amaze you from the moment you arrive. This palatial Kapalua Ridge Villa offers the perfect setting for families or couples. Spacious and elegantly designed, surrounded by lush tropical landscape and endless ocean...

    Pool

    $519 to $869/night

  19. VILLA
    Kapalua Bay Villa 29B2 Ocean Front

    Kapalua Bay Villa 29B2 Ocean Front

    Lahaina, HI

    Kapalua Bay Villa at its best! This oceanfront property represents the best of Kapalua! Currently undergoing a beautiful renovation. New pics on the way! The owner spares no expense in this high end renovation Exotic Acacia Wood floors and a...

    Pool

    $563 to $1,031/night

  20. CONDOMINIUM
    Hale Lalea Ko Olina Beach Villa (B310)

    Hale Lalea Ko Olina Beach Villa (B310)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $833 to $2,016/night

  21. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #5-202

    Keauhou Kona Surf & Racquet Club #5-202

    Kailua Kona, HI

    BRAND NEW VACATION RENTAL WITH BRAND NEW OWNERSHIP! Welcome to #5-202 at the Keauhou Kona Surf & Racquet Club! The new owners are excited to have their new property that's never been rented before be placed as a new Vacation Rental! DIRECT...

    Pool
    FREE CANCELLATION

    $302 to $326/night

  22. CONDOMINIUM
    Maui Kamaole #L-202

    Maui Kamaole #L-202

    Kihei, HI

    The famous Kamaole Beach III is just across the street from the upscale Maui Kamaole. This property features lush tropical landscaping, two gorgeous pool areas with hot tubs and water features. There are gas grills peppered throughout the property...

    Pool Hot Tub
    FREE CANCELLATION

    $219 to $440/night

  23. VILLA
    Villa Cinco Resort at Kona Plantation Estates

    Villa Cinco Resort at Kona Plantation Estates

    Kailua Kona, HI

    This Villa is the owner’s primary residence under section 121 of IRC. The owners offer it for rent during limited periods. As such, it is Exempt from STVR rules, so it has no STVR registration #. TAT is TA-185-465-4464-01 . Villa operates in...

    Pool Hot Tub
    FREE CANCELLATION

    $759 to $760/night

  24. CONDOMINIUM
    Hale Hauoli Ko Olina Beach Villa (O404)

    Hale Hauoli Ko Olina Beach Villa (O404)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR If the calendar shows as available, the property is not reserved and can...

    Pool Hot Tub

    $455 to $1,204/night

  25. CONDOMINIUM
    Hale Kona Kai Ko Olina Beach Villa (O1105)

    Hale Kona Kai Ko Olina Beach Villa (O1105)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $571 to $1,668/night

  26. CONDOMINIUM
    Hale Kai 2 Ko Olina Beach Villa (B906)

    Hale Kai 2 Ko Olina Beach Villa (B906)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $478 to $1,500/night

  27. CONDOMINIUM
    Hale Ohana Ko Olina Beach Villa (B801)

    Hale Ohana Ko Olina Beach Villa (B801)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $582 to $1,784/night

  28. CONDOMINIUM
    Hale Malu Ko Olina Beach Villa (O221)

    Hale Malu Ko Olina Beach Villa (O221)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $385 to $1,204/night

  29. CONDOMINIUM
    Hale Welo Ko Olina Beach Villa (B806)

    Hale Welo Ko Olina Beach Villa (B806)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $478 to $1,500/night

  30. CONDOMINIUM
    Hale Lokahi KoOlina Beach Villa (O701)

    Hale Lokahi KoOlina Beach Villa (O701)

    Kapolei, HI

    Book with confidence! This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. LIVE CALENDAR: If the calendar shows as available, the property IS available and can be...

    Pool Hot Tub

    $455 to $1,204/night