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. 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

  2. CONDOMINIUM
    Kahana Villa F-410

    Kahana Villa F-410

    Lahaina, HI

    F-410 is the newest, most beautifully upgraded unit around - and the prices are FANTASTIC! There is literally nothing more you could ask for in a vacation rental condo. Everything is available to you. Upgraded kitchen, granite counter tops,...

    Pool
    FREE CANCELLATION

    $206 to $291/night

  3. CONDOMINIUM
    Kaleialoha 112

    Kaleialoha 112

    Lahaina, HI

    Enjoy the white sand beach and beautiful tiled pool while you step out of your large ground floor lanai to a gorgeous lawn and lounge area right on the ocean. Five steps to SWIMMING, SNORKELING, SURFING on the PRIVATE white sand beach! See whales...

    Pool
    FREE CANCELLATION

    $167 to $324/night

  4. CONDOMINIUM
    Valley Isle #1106

    Valley Isle #1106

    Lahaina, HI

    From the time you open your front door a magnet pulls you across the room directly to the balcony. It takes a few swallows to get that lump cleared from your throat. This is the view you see on the travel channel, travel books, magazines, and post...

    Pool
    FREE CANCELLATION

    $156 to $251/night

  5. CONDOMINIUM
    Kona Makai 1-204

    Kona Makai 1-204

    Kailua Kona, HI

    This 2 bedroom 2 bath condo has everything you need to relax in paradise! Enjoy ocean views and gorgeous kona sunsets from your private lanai.The well appointed kitchen is fully equipped to comfortably prepare meals/drinks and the spacious living...

    Pool Hot Tub
    FREE CANCELLATION

    $251 to $363/night

  6. CONDOMINIUM
    Banyan Tree 404D

    Banyan Tree 404D

    Kailua Kona, HI

    Knutson & Associates is very proud to represent this recently acquired unit. Banyan Tree 404 is a top floor condo in a secure and private building with a elevator, pool, spa and barbecue!Look no further to have the perfect vacation! This condo is a...

    Pool Hot Tub
    FREE CANCELLATION

    $350/night

  7. CONDOMINIUM
    Hoyochi Nikko #109

    Hoyochi Nikko #109

    Lahaina, HI

    One bedroom condo located in beautiful west Maui. For those wishing additional solitude, this is an end unit with a new queen bed and bedroom air conditioning. All units are fully equipped with Cable TV, DVD, CD player, washer/dryer, and...

    Pool
    FREE CANCELLATION

    $201 to $319/night

  8. CONDOMINIUM
    Pikake A-4

    Pikake A-4

    Lahaina, HI

    An incredibly comfortable unit! This renovated one bedroom unit fronts directly on a beautiful white sand beach. You'll have just enough lawn area to stretch out and shake the sand off before stepping directly into your beautiful ocean side living...

    FREE CANCELLATION

    $195 to $308/night

  9. CONDOMINIUM
    Kona Makai 1-301

    Kona Makai 1-301

    Kailua Kona, HI

    Kona Makai #1-301 is arguably the BEST condo in the entire complex! Being the top floor corner in building 1, the location is undeniably too perfect. Private & upgraded, this is direct oceanfront condo living at its finest. You can't get a better...

    Pool Hot Tub
    FREE CANCELLATION

    $625 to $674/night

  10. CONDOMINIUM
    Poipu Kapili 46

    Poipu Kapili 46

    Koloa, HI

    Remaining August 2019 dates now discounted!! Air-conditioned, awesome view, and newly renovated inside, in sunny Poipu with the beach just a short walk away! This comfortable 1200sf one bedroom condo is absolutely perfect for a couple looking for...

    Pool
    FREE CANCELLATION

    $275 to $361/night

  11. CONDOMINIUM
    Sealodge D1

    Sealodge D1

    Princeville, HI

    Sealodge D1: With a private oceanfront lanai and spacious expanse of lawn in front, you'll enjoy sitting outside admiring the view and the passing chickens and nene. Take along the provided binoculars and get an up close view of the surfers, or...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  12. CONDOMINIUM
    Sealodge J9

    Sealodge J9

    Princeville, HI

    Special discount for open August dates! Our Sealodge J9 Kauai vacation rental offers dramatic and uninterrupted oceanfront views, top floor privacy, and your own furnished oceanfront lanai. Living room and both bedrooms have big picture windows...

    Pool
    FREE CANCELLATION

    $238 to $275/night

  13. CONDOMINIUM
    Mauna Kai 5A

    Mauna Kai 5A

    Princeville, HI

    Walk to beach, shopping, and dining from this updated and very spacious condo with pool and BBQ grill.Mauna Kai is a charming townhome complex in central Princeville. The walk to north shore Anini Beach - a beautiful, uncrowded, white-sand beach -...

    Pool
    FREE CANCELLATION

    $214 to $238/night

  14. CONDOMINIUM
    Sealodge J1

    Sealodge J1

    Princeville, HI

    Sealodge J1: Private, quiet and serene with oceanfront views all the way down the Anini Reef to the Kilauea lighthouse. On the edge of the bluff between the trees and the ocean, this condo sits alone like a separate little house, facing the sea....

    Pool
    FREE CANCELLATION

    $238 to $275/night

  15. CONDOMINIUM
    Sandpiper 121B

    Sandpiper 121B

    Princeville, HI

    Special discount for open August dates! Sandpiper 121B is a perfect choice for couples seeking a romantic getaway on a budget! The private garden-level lanai is surrounded by tropical foliage and flowers. This charming studio has a private bathroom...

    Pool Hot Tub
    FREE CANCELLATION

    $121 to $153/night

  16. CONDOMINIUM
    Wailua Bay View 204

    Wailua Bay View 204

    Kapaa, HI

    This air conditioned east shore Kauai vacation rental on the Royal Coconut Coast at Wailua Bay View 204 is perfect for your romantic getaway. The beach is right in front. Literally right in front. You've got a perfect beach and ocean view that...

    Pool
    FREE CANCELLATION

    $238 to $257/night

  17. CONDOMINIUM
    Royal Sea Cliff #704

    Royal Sea Cliff #704

    Kailua Kona, HI

    ENJOY UPSCALE PENTHOUSE LIVING AT THIS FULLY FURNISHED OCEAN FRONT LUXURY RESORT CONDOMINIUM COMPLEX IN KONA!Breathtaking white water views, marble floors, soaring ceilings, spacious tiled lanai with wet bar, upgraded cabinetry and countertops with...

    Pool Hot Tub
    FREE CANCELLATION

    $343 to $467/night

  18. HOUSE
    Hale Ke Aluala

    Hale Ke Aluala

    Waimea, HI

    This large 2 bedroom/ 2 bath home has enormous square footage, vaulted bamboo ceilings and a huge wrap around deck. New furnishings, top of the line appliances, gourmet kitchen and so much more… Newly installed A/C and many ceiling fans make it a...

    FREE CANCELLATION

    $471 to $683/night

  19. HOUSE
    Hale Ulu'wehi

    Hale Ulu'wehi

    Waimea, HI

    Experience beach living in this beautiful vacation home on Puako Beach. This private residence is located right across the street from the ocean. Great place to kayak and snorkel in one of the best snorkeling spots on the Big Island. Or bask with...

    FREE CANCELLATION

    $485 to $652/night

  20. CONDOMINIUM
    Puako Beach Condo 109

    Puako Beach Condo 109

    Waimea, HI

    This Puako Beach Condo is one of the nicest remodels in the building. Granite floors throughout! Brand new furnishings, new appliances, whirl pool tub, nice flat screen TVs in 3 of the rooms. The living room TV is web enabled, plus a web enabled...

    Pool
    FREE CANCELLATION

    $235 to $367/night

  21. CONDOMINIUM
     Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Luxurious Oceanfront Condo on Molokai- Ka Hale Ola

    Kaunakakai, HI

    You will feel so comfortable and "at home" in the condo that you will be reluctant to leave, but there are other wonderful experiences awaiting you on the grounds of Wavecrest. Wander through the lush tropical grounds, enjoy the fabulous pool right...

    Pool
    FREE CANCELLATION

    $158 to $191/night

  22. CONDOMINIUM
    Hale Ono Loa #316

    Hale Ono Loa #316

    Lahaina, HI

    Enjoy our tropical paradise – Feel tension melt away when take your first look from our unit and see an unobstructed, breath-taking views of Lana'i, Molokai'i and the vast expanse of ocean. It is magnificent at all times of day. Relax to the...

    Pool
    FREE CANCELLATION

    $178 to $263/night

  23. COTTAGE
    International Colony Club #18

    International Colony Club #18

    Lahaina, HI

    Amazing 1300 sq ft 2 bedroom 2 bath cottage located on 10 tropical acres and right by one of the two pools on this property. Great place to relax after a fun day on Maui. Enjoy the beautiful sunsets from the private lanai.The owners haven taken...

    Pool
    FREE CANCELLATION

    $296 to $549/night

  24. CONDOMINIUM
    Nohonani #202

    Nohonani #202

    Lahaina, HI

    Unit 202 is a beautiful two bedroom 2 bath unit on the 2nd floor with breathtaking ocean views from the kitchen, dining areas, living room and master bedroom. As with all the Nohonani units, the master bedroom is ocean side and has a sliding door...

    Pool
    FREE CANCELLATION

    $274 to $403/night

  25. CONDOMINIUM
    Hanalei Colony Resort E3

    Hanalei Colony Resort E3

    Hanalei, HI

    Wow, you'll have this fabulous north shore beach all to yourselves!!! All remaining August 2019 dates now discounted! For over a year now, the North Shore past Hanalei has been closed to everyone except local residents. Wildlife, like fish and...

    Pool
    FREE CANCELLATION

    $488 to $581/night

  26. CONDOMINIUM
    Villas on the Prince 28

    Villas on the Prince 28

    Princeville, HI

    Villas on the Prince 28: NOTE: 30-DAY MINIMUM STAY AT THIS LOCATION.Enjoy this elegant, very private end unit which provides both mountain and golf course views. Inside you'll find three bedrooms and three bathrooms, as well as numberous upgrades...

    Pool
    FREE CANCELLATION

    $164 to $183/night

  27. CONDOMINIUM
    Nohonani #105

    Nohonani #105

    Lahaina, HI

    Unit #105 is a two bedroom, two bath unit just steps away from the beach. The master bedroom has a king-size bed; and twin beds in the guest bedroom. Free parking and WiFi are provided as well.If you have ever dreamt of lying in bed and going to...

    Pool
    FREE CANCELLATION

    $274 to $353/night

  28. CONDOMINIUM
    Nohonani #300

    Nohonani #300

    Lahaina, HI

    Nohonani 300 has recently completed a brand new renovation. Improvements include new carpeting and beautiful furnishings. This is an end unit on the third floor giving added privacy and a spectacular crows nest view of the outer islands and golden...

    Pool Hot Tub
    FREE CANCELLATION

    $274 to $403/night

  29. CONDOMINIUM
    Kona Makai 2-102

    Kona Makai 2-102

    Kailua Kona, HI

    Kona Makai#2-102 is an excellant option for your Hawaiian Vacation. The owners have put BRAND NEW CARPET in the Property as of June 2018!This spectacular ground floor unit is a true gem at the Kona Makai. The owners keep their property maintained...

    Pool Hot Tub
    FREE CANCELLATION

    $291 to $361/night

  30. CONDOMINIUM
    Kona Alii 608

    Kona Alii 608

    Kailua Kona, HI

    Welcome to the listing page of our gorgeous Kona Alii, Unit#608!You are as close to the heart of Kona as it gets. Enjoy Hawaiian Living just above the excitement of Alii Drive. This complex is directly across from the ocean, & the unit is recently...

    Pool
    FREE CANCELLATION

    $162 to $166/night