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
    Hololani A204

    Hololani A204

    Lahaina, HI

    Come and enjoy your Maui vacation at this beautiful 2 bedroom condo at the Hololani Oceanfront resort in wonderful West Maui!Bright blue is all you see as you enter this amazing space! There is a perfect view of Maui’s majestic sister island of...

    Pool
    FREE CANCELLATION

    $251 to $474/night

  2. CONDOMINIUM
    Aina Nalu C201

    Aina Nalu C201

    Lahaina, HI

    The 2nd floor condos are desirable by guest as they offer a lanai. The condo offers a fully equipped kitchen as well as a washer and dryer for all the conveniences of home while you're on your Hawaiian Vacation. Beautiful tropical decore brings...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $658/night

  3. CONDOMINIUM
    Aina Nalu G204

    Aina Nalu G204

    Lahaina, HI

    TROPICIAL LUXURY, ELEGANCE AND CHARM best describe this splendid 2 bedroom / 2 bath at Aina Nalu condominium. Abundant comforts await your arrival at this award winning and highly sought after Lahaina resort. You will be greeted to this 9 acre...

    Pool Hot Tub
    FREE CANCELLATION

    $186 to $636/night

  4. CONDOMINIUM
    Kaleialoha #215

    Kaleialoha #215

    Lahaina, HI

    Nice corner unit offers privacy and expanded views. Cal King bed, New carpet and appliances. AC, washer/dryer, free wireless internet, local phone and basic cable.Flat screen TV. All basic amenities included including linens, beach supplies and...

    Pool
    FREE CANCELLATION

    $183 to $384/night

  5. CONDOMINIUM
    Waiohuli Beach Hale #D-220

    Waiohuli Beach Hale #D-220

    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

    $157 to $277/night

  6. CONDOMINIUM
    Kaanapali Shores 515

    Kaanapali Shores 515

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 515 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $374 to $1,000/night

  7. CONDOMINIUM
    Kaanapali Plantation #59

    Kaanapali Plantation #59

    Lahaina, HI

    Come spend your dream Maui vacation at the beautiful Kaanapali Plantation!Just minutes away from Kaanapali Beach , Conde Nast’s #1 rated beach, you will find this peaceful quiet Hawaiian getaway! The Kaanapali Plantation is located just north of...

    Pool
    FREE CANCELLATION

    $156 to $280/night

  8. CONDOMINIUM
    Aina Nalu C 203

    Aina Nalu C 203

    lahaina, HI

    AINA NALU C-203 Welcomes you with Aloha...C-203 is decorated with a touch of ALOHA! This is an amazing location and quality unit.Included in our fabulous price are many owner-supplied extras such as:• Beach chairs (2)• Beach umbrella• Beach...

    Pool Hot Tub
    FREE CANCELLATION

    $205 to $371/night

  9. CONDOMINIUM
    Maui Vista #1-307

    Maui Vista #1-307

    Kihei, HI

    Maui Vista #1-307 is a 1 bedroom 1 bath condo with a great ocean view. Unit 1-307 is on the 3rd floor in the closest building to the beach. Just cross the road and you are on the world renowned Kamaole Beach 1 also known as Charlie Young's Beach....

    Pool
    FREE CANCELLATION

    $157 to $300/night

  10. CONDOMINIUM
    Honua Kai- Konea 606- Partial Ocean and Mountain Views! 2b/1b

    Honua Kai- Konea 606- Partial Ocean and Mountain Views! ...

    Kaanapali, HI

    OCEAN VIEW 2 PLUS ONE!!NOTE: As of 2/6/18 construction of 72 Townhomes has commenced behind the Konea building at Honua Kai. There may be noise and dust on work days during construction hours from 8am to 5pm.CONSTRUCTION UPDATE: Phase 1 which has...

    Pool Hot Tub

    $335 to $1,211/night

  11. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #5-104

    Keauhou Kona Surf & Racquet Club #5-104

    Kailua Kona, HI

    Keauhou Kona Surf & Racquet Club#5-104 DIRECT OCEANFRONT, BEST GROUND FLOOR CORNER! REMODELED!AMAZING PROPERTYAIR CONDITIONING INSTALLED AS OF NOVEMBER 2017!! BRAND NEW SPLIT AC UNITS INSTALLED IN LIVING ROOM, & BOTH BEDROOMS!! RARE & PHENOMENAL...

    Pool
    FREE CANCELLATION

    $453 to $467/night

  12. CONDOMINIUM
    Sea Village 3-317

    Sea Village 3-317

    Kailua Kona, HI

    Sea Village#3-317 is an AMAZING Vacation Rental Property. Sitting DIRECTLY on top of the water. You can't get closer to the water than this. PHENOMENAL PRICE FOR THE VALUE!Sea Village Resort reflects the tranquil beauty of the Big Island. The resort...

    Pool Hot Tub
    FREE CANCELLATION

    $256 to $258/night

  13. CONDOMINIUM
    Kamaole Sands #10-312

    Kamaole Sands #10-312

    Kihei, HI

    Kamaole Sands is the premiere property in South Kihei. Located across the street from Kamaole Beach III. Whale watch, swim, snorkel, walk miles on the beach and watch the most amazing sunsets imaginable. There are 15 acres of lush tropical...

    Pool Hot Tub
    FREE CANCELLATION

    $174 to $348/night

  14. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club#7-102 "Honu Hale"

    Keauhou Kona Surf & Racquet Club#7-102 "Honu Ha...

    Kailua Kona, HI

    Honu Hale (turtle house) is our dream come true and could be your dream vacation home when you stay with us. Located in a prime area at the gated Keauhou Kona Surf and Racquet Club, this first floor 2 BD, 2 BA is spacious and recently decorated to...

    Pool
    FREE CANCELLATION

    $197 to $292/night

  15. CONDOMINIUM
    Wailea Ekahi 36C

    Wailea Ekahi 36C

    Wailea, HI

    Gorgeous 1 bedroom unit at the world-renowned Wailea Ekahi Village, located on Keawakapu Beach!This unit has one King Bed and one sleeper sofa, accommodating up to 4 guests. With hardwood floors, a well-stocked kitchen, cable, wifi, a washer/dryer,...

    Pool
    FREE CANCELLATION

    $174 to $406/night

  16. CONDOMINIUM
    Unobstructed Oceanfront! 2BR + Loft w/ Lanai, Pool

    Unobstructed Oceanfront! 2BR + Loft w/ Lanai, Pool

    Kailua Kona, HI

    Discover laid-back luxury at this tropical oceanfront paradise. Your 2BR/2BA condo is part of an exclusive gated community with an array of resort-style amenities. Make a splash in the shared pool or play a round of tennis on the well-kept courts....

    Pool
    FREE CANCELLATION

    $171 to $458/night

  17. CONDOMINIUM
    Aina Nalu G102

    Aina Nalu G102

    Lahaina, HI

    TROPICAL LUXURY, ELEGANCE AND CHARM best describe this splendid 2 bedroom / 2 bath Aina Nalu condominium. Abundant comforts await your arrival at this award winning and highly sought after Lahaina resort. You will be greeted to this 9 acre island...

    Pool Hot Tub
    FREE CANCELLATION

    $238 to $540/night

  18. CONDOMINIUM
    Kaanapali Shores 527

    Kaanapali Shores 527

    Lahaina, HI

    Relax on our 5th floor lanai, overlooking the ocean, well-kept grounds and pool at Kaanapali Shores! Kaanapali Shores resort is located on the beach in North Kaanapali. Unit 527 lanai has views of the ocean, renovated garden pool and spa,...

    Pool Hot Tub
    FREE CANCELLATION

    $310 to $943/night

  19. CONDOMINIUM
    Maui Kamaole #A-203

    Maui Kamaole #A-203

    Kihei, HI

    Kamaole Beach #3 is just across 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 and tennis courts...

    Pool Hot Tub
    FREE CANCELLATION

    $302 to $458/night

  20. CONDOMINIUM
    Napili Shores B214

    Napili Shores B214

    Lahaina, HI

    This amazing property offers a fully equipped kitchen and with a new hide-away queen bed, a sofa, and hide-away twin bunk beds, this unit sleeps up to 5 guests. You just can't find another property like this one, both value and location.Located...

    Pool Hot Tub
    FREE CANCELLATION

    $200 to $594/night

  21. VILLA
    Kapalua Bay Villas 23B-1

    Kapalua Bay Villas 23B-1

    Lahaina, HI

    Drift off to dream land in a comfortable king size bed and pamper yourself in the spacious master bath. One of the 3 property swimming pools and BBQ areas are conveniently located steps away for you to enjoy.Enjoy the tropical breezes and the...

    Pool
    FREE CANCELLATION

    $345 to $1,188/night

  22. CONDOMINIUM
    Island Sands 210

    Island Sands 210

    Wailuku, HI

    IS 210-SUMMER Special Prices! Tranquil Oceanfront 1-Bedroom, 1-Bathroom Condo in Maalaea: Maui's Best Kept Secret!We invite you to be our guest in our 1-bedroom, 1-bath oceanfront home.There is an air conditioner in the living room to keep those hot...

    Pool
    FREE CANCELLATION

    $169 to $384/night

  23. CONDOMINIUM
    Hale Moana Ko Olina Beach Villa (B305)

    Hale Moana Ko Olina Beach Villa (B305)

    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

    $397 to $1,268/night

  24. CONDOMINIUM
    Kona Isle C24

    Kona Isle C24

    Kailua Kona, HI

    Welcome to the page of the adorable Unit#C-24 at the Kona Isle! 2nd floor condo with an ocean view! A excellent option for 3, as the futon can certainly sleep 1, while the Queen Sized Bed sleeps 2.This condo is a comfortable spot for your Hawaiian...

    Pool
    FREE CANCELLATION

    $194 to $270/night

  25. CONDOMINIUM
    Kona Shores#130

    Kona Shores#130

    Kailua Kona, HI

    **All Reservation Requests/Online Reservations made must be approved by Knutson & Associates Management Broker In Charge**Kona Shores#130 is a spectacular ground floor condo at an Oceanfront Condominium Complex. Kona Shores is just a mile to all...

    Pool
    FREE CANCELLATION

    $219 to $230/night

  26. CONDOMINIUM
    Nohonani #402

    Nohonani #402

    Lahaina, HI

    Nohonani 402 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

  27. CONDOMINIUM
    Kulakane 306

    Kulakane 306

    Lahaina, HI

    This direct oceanfront condo is just 50 feet from the ocean, with unobstructed ocean views from the living room, lanai, kitchen and the mater bed room. Access gates lead you to the very private sandy/rock beach where you can enjoy snorkeling with...

    Pool
    FREE CANCELLATION

    $281 to $311/night

  28. TOWNHOUSE
    Puamana 25-4

    Puamana 25-4

    Lahaina, HI

    Watch breathtaking sunset at the edge of the water surrounded by the beautiful grounds. With a king size bed in the master bedroom, a queen sofa sleeper you can comfortably house 4 people. There is a fully equipped kitchen with dinner & cookware....

    Pool
    FREE CANCELLATION

    $219 to $249/night

  29. CONDOMINIUM
    Sands of Kahana 354

    Sands of Kahana 354

    Lahaina, HI

    - Direct Oceanfront 2 BR/2 BA- Spectacular Views from unit- Long Sandy Beach- High Speed Internet in unit- Full Kitchen- Washer & Dryer in unitThis fully equipped condominium is beautifully maintained and decorated in island decor, totally remodeled...

    Pool Hot Tub
    FREE CANCELLATION

    $385 to $1,188/night

  30. CONDOMINIUM
    Mahana 501

    Mahana 501

    LAHAINA, HI

    This brand-new beautiful new 5th floor listing at the Mahana at Kaanapali boasts gorgeous views of both the tranquil blue Pacific Ocean AND the lush West Maui Mountains. This property is extremely close to the water, you can literally sit in the 5th...

    Pool Hot Tub
    FREE CANCELLATION

    $438 to $1,689/night