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.

Filter by Region:


Filter by Amenities:


Filter by Entertainment:


Close Filters
  1. APARTMENT
    KV1009 THTH-PTO-00-ACH

    KV1009 THTH-PTO-00-ACH

    Honolulu, HI

    Over-sized upgraded studio with 2 balconies, facing mountains! Ceramic tile flooring with luminous lighting throughout the dwelling. This unit sleeps up to 3 with the King bed and Single day bed. Kitchenette includes granite counter tops and of...

    FREE CANCELLATION

    $113 to $181/night

  2. CONDOMINIUM
    Hale Kamaole #217

    Hale Kamaole #217

    Kihei, HI

    Great Garden and Ocean view. New living room furniture, two lazy boy chairs along with queen hide-a-bed. King bed bought in 2013 in bedroom with rattan furniture. Nice, spacious, updated kitchen and appliances. 42 inch flat screen TV, safe in unit...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  3. CONDOMINIUM
    Papakea Unit #A105 Condo

    Papakea Unit #A105 Condo

    Kaanapali, HI

    Remodeled with ocean front views on the ground floor in North Ka'anapali. Sleeping accommodations will allow for a maximum of two people only. A window air conditioner in the living room cools the entire condo. The bathroom features a walk-in...

    Pool
    FREE CANCELLATION

    $186 to $459/night

  4. CONDOMINIUM
    S Kihei Condo Unit B214

    S Kihei Condo Unit B214

    Kihei, HI

    Set on a hilltop overlooking the Pacific, this beautiful 2BR/2BA offers a private beachside getaway. Your spacious condo boasts 1,279 square feet across of living space on two levels, vaulted ceilings, upgraded finishes, tropical furniture, and...

    Pool Hot Tub
    FREE CANCELLATION

    $206 to $471/night

  5. CONDOMINIUM
    Pakalana Turtle Bay Condo

    Pakalana Turtle Bay Condo

    Kahuku, HI

    Lovely ground floor condo , closest to the beach and hotel. Ceramic tile floor, new kitchen cabinets and counters. WIFI Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by...

    Pool
    FREE CANCELLATION

    $237 to $261/night

  6. CONDOMINIUM
    NorthShore Haven Condo

    NorthShore Haven Condo

    Kahuku, HI

    Very nice second story unit with great location on 1st tee, screened-in lanai, upgraded kitchen w/granite counter tops, WIFI,, 36" HDTV w/DVR, free long distance in a/c in bedroom, ceiling fans through out, new carpet and flooring through out. No...

    Pool
    FREE CANCELLATION

    $260 to $299/night

  7. CONDOMINIUM
    19th Hole Turtle Bay Condo

    19th Hole Turtle Bay Condo

    Kahuku, HI

    Comfy ground floor end unit. A/C in the bedroom. Screened-in lanai with table and chairs. TV has VCR. WiFi Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two...

    Pool
    FREE CANCELLATION

    $161 to $177/night

  8. COTTAGE
    Mauna Lani KaMilo Home (424)

    Mauna Lani KaMilo Home (424)

    Kamuela, HI

    This spectacular 3 bedroom- 3 bath single-level cottage is located within Kamilo, which is nestled near the heart of the Mauna Lani Resort area. Upon entering Mauna Lani KaMilo Home (424) enjoy the vaulted ceilings and open floor plan which allows...

    Pool Hot Tub

    $482 to $1,197/night

  9. VILLA
    Kapalua Golf Villa Gold Panoramic View 23V3

    Kapalua Golf Villa Gold Panoramic View 23V3

    Kapalua, HI

    Pamper yourself in this gorgeous penthouse villa. Amazing sunsets and panoramic ocean views with the islands of Molokai and Lanai as a back drop will take your breath away! A portion of the lanai has been enclosed to enhance and expand your living...

    Pool

    $369 to $688/night

  10. CONDOMINIUM
    Palekaiko (Paradise)

    Palekaiko (Paradise)

    Kailua Kona, HI

    This quiet beautifully remodeled 1400sf 2 bedroom condo is located at a comfortable 900 feet elevation right on the 9th Fairway of the Robert Trent Jones Jr. designed Golf Course in Waikoloa Village. The Waikoloa Villas complex is surrounded by lush...

    Pool

    $158 to $210/night

  11. CONDOMINIUM
    Hale Kamaole #209

    Hale Kamaole #209

    Kihei, HI

    Beautiful wood flooring through entire condo, tropical decor. Good Ocean View. Features large flat screen TV in living room, flat screen in bedroom. There is a king bed in the bedroom and a pull down queen Murphy bed in the living room. It has...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  12. HOUSE
    Hahalua Hale

    Hahalua Hale

    Kailua Kona, HI

    Welcome to "Hahalua Hale" (House of the Manta Ray) located in a quiet gate community. Located at a perfect coffee growing elevation that receives those cool tropical Hawaiian breezes, this magnificent, one-of-kind, architectural showpiece sited for...

    Pool

    $1,261 to $1,664/night

  13. TOWNHOUSE
    Waikoloa Beach Villas O4

    Waikoloa Beach Villas O4

    Waikoloa, HI

    Come and relax in our unique 3 bedroom, 3 bath floor plan. Amazing views with the beautiful ocean breeze. This property is one of a kind. It is a corner unit with lot's of space including 3 lanai's. We are located in the Waikoloa Beach Resort, just...

    Pool
    FREE CANCELLATION

    $333 to $654/night

  14. CONDOMINIUM
    Wicked Wahine 57 Condo

    Wicked Wahine 57 Condo

    Kahuku, HI

    Upgraded unit located on the 1st tee of the Fazio Course.Tile flooring throughout. Walk-in shower upstairs. Screened-in lanai. 50" TV in living room has VCR-DVD. TV in MB.. A/C in both bedrooms. WIFI. No phone. Wheelchair acessible. No land line...

    Pool
    FREE CANCELLATION

    $329 to $363/night

  15. CONDOMINIUM
    Kihei Bay Surf #110

    Kihei Bay Surf #110

    Kihei, HI

    The Kihei Bay Surf is located in North Kihei across the street from the Whale Sanctuary, Kalepolepo Beach, and an ancient Hawaiian fishpond. Kihei Bay Surf has a large pool, hot tub, tennis court, gas grills, and a coin-operated common laundry area....

    Pool
    FREE CANCELLATION

    $115 to $186/night

  16. 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

  17. CONDOMINIUM
    Hale Kamaole #249

    Hale Kamaole #249

    Kihei, HI

    Welcome to our home away from home. Enjoy this awsome ocean/garden/pool view. The bar high lanai furniture with swivel chairs is great to enjoy the views while sipping cocktails or enjoying meals or snacks anytime of the day. Four centrally located...

    Pool
    FREE CANCELLATION

    $245 to $379/night

  18. CONDOMINIUM
    Mahana Resort Unit #304

    Mahana Resort Unit #304

    Lahaina, HI

    Ocean front on North Ka'anapali beach. An ocean front bedroom allows for a greater view in this remodeled Deluxe unit. Remodel includes new flooring, kitchen with new cabinets and granite counter tops, new bathroom vanity, sinks & granite top and...

    Pool
    FREE CANCELLATION

    $336 to $606/night

  19. CONDOMINIUM
    Waikiki Banyan Tower 1 Suite 1912

    Waikiki Banyan Tower 1 Suite 1912

    Honolulu, HI

    Upgraded Ocean View Condo Enjoy the view on the lanai overlooking the ocean. There is a fully-equipped kitchen with plenty of counter space, and comfortable seating in the living room with a flat screen TV and floral furnishings. The eat-in...

    Pool Hot Tub

    $146 to $281/night

  20. CONDOMINIUM
    Paniolo- Kahuku Condo

    Paniolo- Kahuku Condo

    Kahuku, HI

    Upgraded condo. WIFI. Blue Ray player with Netflix access. DVR. Blu Ray player with Netflix access Welcome to Kuilima Estates, the condo property located on the grounds of world-renowned Turtle Bay. The condos are surrounded by two beautifully...

    Pool
    FREE CANCELLATION

    $254 to $280/night

  21. CONDOMINIUM
    Bird of Paradise Condo

    Bird of Paradise Condo

    Kahuku, HI

    Light, airy, remodeled end unit. Screened lanai on first fairway, close to club house and restaurant. Flat screen TV with VCR/DVD/CD/tape. Jacuzzi tub. Air conditioned bedrooms. WIFI Welcome to Kuilima Estates, the condo property located on the...

    Pool
    FREE CANCELLATION

    $283 to $312/night

  22. VILLA
    Hale Waiulu #150470

    Hale Waiulu #150470

    Kailua Kona, HI

    Our well-appointed home has everything you could possible need. Fresh, home grown mango, guava and finger lime for our guests to feast on . Enjoy the relaxing sound of the cascading rush of your private pool's waterfall. The lush golf green views of...

    Pool Hot Tub

    $1,917 to $5,992/night

  23. CONDOMINIUM
    Sealodge B6

    Sealodge B6

    Princeville, HI

    Sealodge B6 is a second floor private condo located near the Sealodge Beach trail. Enjoy this 1br/1ba, with ocean views from the living room, lanai, and bedroom. The sound of the surf will lull you to sleep each night. Four sleep comfortably with...

    Pool
    FREE CANCELLATION

    $127 to $461/night

  24. CONDOMINIUM
    Kahana Reef 101

    Kahana Reef 101

    Lahaina, HI

    Stunning Remodel completed in late 2014. This Ocean Front condo is literally steps away from the Pacific Ocean. The complete remodel includes a remodeled Kitchen, bathroom and new furniture. The kitchen has a new eat in bar and new appliances. This...

    Pool
    FREE CANCELLATION

    $290 to $344/night

  25. CONDOMINIUM
    Kamaole Sands 10-110

    Kamaole Sands 10-110

    KIHEI, HI

    Recently Remodeled Ocean view condo located on the Ground Floor at the Kamaole Sands. This One bedroom, Two Bath condo has a Queen bed in bedroom and a pull out Sofa Bed in the living room allowing this unit to sleep up to four people. Upgrades in...

    Pool
    FREE CANCELLATION

    $327 to $377/night

  26. CONDOMINIUM
    Maui Parkshore 409

    Maui Parkshore 409

    Kihei, HI

    Have fun in this two bedroom, two bath Ocean View condo. Conveniently located in South Kihei, there are shops and restaurants just a block away. There is a popular beach park across the street and other beautiful beaches are just a short walk or...

    Pool
    FREE CANCELLATION

    $290 to $352/night

  27. CONDOMINIUM
    Maui Kamaole #h-207

    Maui Kamaole #h-207

    Kihei, HI

    Enjoy your piece of paradise from this two bedroom, garden view, condo at the Maui Kamaole. This two bedroom, two bathroom, condo sleeps up to six people. There is a loft bedroom with a full en-suite and a sitting area. The second bedroom is on the...

    Pool
    FREE CANCELLATION

    $404 to $514/night

  28. HOUSE
    Leilani Kai Hale

    Leilani Kai Hale

    Princeville, HI

    Panoramic mountain views and tropical vegetation surround you in this beautifully updated Princeville luxury home with air conditioning and its own saltwater pool and spa. Complete with stylish furnishings and fine finishes such as granite counter...

    Pool Hot Tub

    $583 to $1,294/night

  29. CONDOMINIUM
    Wai'ula'ula A202 Condominium

    Wai'ula'ula A202 Condominium

    Kamuela, HI

    Welcome to Wai'ula'ula at the Mauna Kea Resort! Your vacation will truly be one to remember in this beautifully decorated condominium in the gated community of Wai'ula'ula is located on the Hapuna Golf Course. This recently built luxury development...

    Pool
    FREE CANCELLATION

    $525 to $1,205/night

  30. CONDOMINIUM
    Hale Kamaole #207

    Hale Kamaole #207

    Kihei, HI

    New everything, 2014 remodel. Travertine floor from entrance to Lanai, new carpet installed in bedroom. All new appliances. Bedroom has new King bed. Living room provides queen Hide a bed and comfortable siting chairs. Bath has tub/shower enclosure....

    Pool
    FREE CANCELLATION

    $196 to $281/night