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
    O-212 Ko Olina Beach Villa

    O-212 Ko Olina Beach Villa

    Kapolei, HI

    This 3 bedroom, 3 Bath Luxury Villa on the 2nd floor of the Ocean Tower is conveniently located just 20 miles from Honolulu International Airport on the beautiful southwestern shores of Oahu. The four pristine Ko Olina beaches and lagoons are just...

    Pool Hot Tub

    $531 to $1,500/night

  2. CONDOMINIUM
    Hale Kamaole #131

    Hale Kamaole #131

    Kihei, HI

    This condo was professionally decorated by an interior decorator with Hawaiian style. Hawaiian patterns & artwork throughout condo. King bed in bedroom and queen hide bed in front room. Kitchen cabinets are spacious with an extra wrap around for...

    Pool
    FREE CANCELLATION

    $196 to $281/night

  3. 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

  4. CONDOMINIUM
    Sea Village 4-205

    Sea Village 4-205

    Kailua Kona, HI

    This amazing 2 bedroom direct oceanfront condo is the perfect spot for your Vacation. Completely remodeled, extremely clean, the owners have done a beautiful job with this property. Wifi, Direct oceanfront views, excellent complex, close to town,...

    Pool Hot Tub
    FREE CANCELLATION

    $350 to $463/night

  5. CONDOMINIUM
    Casa De Emdeko 204

    Casa De Emdeko 204

    Kailua Kona, HI

    Casa 204 is an excellent, affordable 2nd floor property that you will certainly love. Central AC, WIFI, Elevators, Beach gear. Look no further. Unit#204 is a comfortable 2nd floor unit that's offered at a great price. Casa De Emdeko offers owners...

    Pool
    FREE CANCELLATION

    $165 to $186/night

  6. CONDOMINIUM
    Maui Eldorado Condo C101

    Maui Eldorado Condo C101

    Kaanapali, HI

    Situated in the Kaanapali Beach Resort area, enjoy this spacious ground floor studio at #1 Kaanapali Beach, Maui Eldorado Resort C101, located in the heart of Kaanapali. Conveniently walk to Whaler's Village shops and restaurants, Kaanapali beach or...

    Pool
    FREE CANCELLATION

    $176 to $377/night

  7. VILLA
    Golf Villa 15P78 Gold Ocean View

    Golf Villa 15P78 Gold Ocean View

    Lahaina, HI

    If you enjoy the serene and tranquil feel of the Golf Villas but want to be close to the beach, you will be delighted with this little gem. It is the best of both worlds! Just steps from 3 gorgeous pools and a short walk to 4 world class beaches and...

    Pool

    $344 to $719/night

  8. VILLA
    Bay Villa 28B2 Gold Ocean Front

    Bay Villa 28B2 Gold Ocean Front

    Lahaina, HI

    E Komo Mai 'Welcome' to Aloha Vacation Villa’s newest WATERFRONT vacation property! Nestled in the luxurious Kapalua area in north Maui, the spacious interior of this 2 bed 3 bath tranquil retreat is the perfect blend of premium comfort and...

    Pool

    $594 to $1,063/night

  9. 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

  10. CONDOMINIUM
    Kona Isle B31

    Kona Isle B31

    Kailua Kona, HI

    B31 at the Kona Isle is an amazing top floor condo in building B at the Kona Isle. Comfortable Queen Sized bed, and pull out sofa that can sleep 2. Comfortably sleep 4 in the property. Being on the top floor gives you a beautiful view of the...

    Pool
    FREE CANCELLATION

    $272 to $280/night

  11. CONDOMINIUM
    Keauhou Kona Surf & Racquet Club #3-101

    Keauhou Kona Surf & Racquet Club #3-101

    Kailua Kona, HI

    Welcome to Hale Malama Pono, a temporary home base for you to enjoy what Hawaii has to offer you as a visitor while treading as lightly as you can. Your hosts are long time visitors to the Island and now new owners. This home away from home is named...

    Pool
    FREE CANCELLATION

    $292 to $350/night

  12. CONDOMINIUM
    Valley Isle #1209

    Valley Isle #1209

    Lahaina, HI

    Enjoy this relaxed ocean front Hawaiian style condo on Kahana Bay. Watch spectacular views of both Molokai , Lanai & Sunsets. Feel the tropical breezes off of the ocean. Smell the fragrant flowers, dip your toes in the warm island waters. Now...

    FREE CANCELLATION

    $232 to $669/night

  13. HOUSE
    Nui Lani

    Nui Lani

    Princeville, HI

    This wonderful home is located on the beautiful Northshore of Kauai in the nice community of Princeville. With three bedrooms, three full baths, a spacious living area and an entertainment room that can be easily converted into a 4th bedroom! Fully...

    $423 to $720/night

  14. HOUSE
    Mana Alana at Poipu

    Mana Alana at Poipu

    Koloa, HI

    This stunning Poipu home boasts over 3,300 square feet of elegant living space, along with sweeping views from the coastline up the sloping hills of Kalaheo. An open floor plan provides guests with the perfect setting for quality time together,...

    Pool Hot Tub

    $899 to $2,161/night

  15. CONDOMINIUM
    Kona Mansions E-334

    Kona Mansions E-334

    Kailua Kona, HI

    Top floor end unit with Hualalai mountain views! Quality extensive renovations provide a fresh, clean look! The window A/C does a great job chilling the condo. This unit is conveniently close to the heated pool and BBQ area. With fully sized kitchen...

    Pool

    $220 to $459/night

  16. 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

    $310 to $896/night

  17. VILLA
    Ridge 114 Gold Ocean View

    Ridge 114 Gold Ocean View

    Kapalua, HI

    This enchanting ridge villa, is newly remodeled to include all the high end upgrades you would expect to find in a 5 star resort. It has an attached covered carport for 2 cars, a lovely garden off the master suite and beautiful ocean views. Just a 3...

    Pool

    $294 to $494/night

  18. CONDOMINIUM
    Kamaole Sands #7-305

    Kamaole Sands #7-305

    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

    $157 to $365/night

  19. CONDOMINIUM
    Maui Eldorado Condo F204

    Maui Eldorado Condo F204

    Kaanapali, HI

    Located in the heart of Kaanapali, this Maui Eldorado vacation rental with ocean views overlooking main pool. Bright corner unit for additional privacy and 1700 sq ft big. Large lanai extends from bedroom to living room and wraps around. BBQ on your...

    Pool
    FREE CANCELLATION

    $375 to $816/night

  20. CONDOMINIUM
    Kona Reef F11

    Kona Reef F11

    Kailua Kona, HI

    Welcome to your beautifully appointed Hawaiian hideaway, with Pacific Ocean views as far as the eye can see. This second-floor, end-unit condo in the popular Kona Reef complex has extra windows for taking in all the spectacular scenery from the...

    Pool

    $250 to $557/night

  21. CONDOMINIUM
    Kihei Bay Vista #C-101

    Kihei Bay Vista #C-101

    Kihei, HI

    Kihei Bay Vista is just across the street from the Whale Sanctuary and a very long stretch of beach. Windsurf, Whale watch, walk the beach and enjoy unbelievable sunsets. The complex features a lovely pool, hot tub and gas grills for your use. There...

    Pool Hot Tub
    FREE CANCELLATION

    $126 to $231/night

  22. CONDOMINIUM
    Hilo Lagoon Center #526

    Hilo Lagoon Center #526

    Hilo, HI

    Hilo Lagoon Center #526 is a 2 bedroom, 2 bathroom, 5th floor condo in the heart of Hilo Town. The setting is so serene that you'll easily forget you're in the middle of one of Hawaii's largest towns! Views of Wailoa State Park lagoons and more! The...

    Pool

    $274 to $304/night

  23. VILLA
    Ridge 1721 Gold Ocean View

    Ridge 1721 Gold Ocean View

    Kapalua, HI

    This Kapalua Ridge Villa is located on top of the ridge near World Class Kapalua Beach. It offers it's visitors a panoramic view of the Pacific Ocean. Tropical breezes keep this scenic location pleasant and comfortable even on the warmest Maui...

    Pool

    $294 to $494/night

  24. CONDOMINIUM
    Makai Club 1 Bedroom

    Makai Club 1 Bedroom

    Princeville, HI

    Makai Club Oversized flora, from hibiscus to plumeria bloom, sets the scene at the stunning Makai Club resort. This lush, tropical resort is situated in the Princeville community, with golf greens winding between magnificent towering Norfolk pines....

    Pool Hot Tub

    $191/night

  25. CONDOMINIUM
    Maui Eldorado Condo K206

    Maui Eldorado Condo K206

    Kaanapali, HI

    A luxurious modern Maui condo K206 with tile floor, granite countertop, marble bathroom and gourmet kitchen. Prime ocean view studio Maui Condo Maui Eldorado K206, located in the heart of Kaanapali with 15 minute walk to Whaler's Village shops and...

    Pool
    FREE CANCELLATION

    $212 to $439/night

  26. CONDOMINIUM
    Palm Leaf Condominium

    Palm Leaf Condominium

    Kamuela, HI

    Find outdoor living at its finest at the 2-bedroom, 2.5-bath Kulalani 104 at Mauna Lani. Several spacious, private lanais offer lush tropical views, including one with al fresco dining and a luxury outdoor kitchen with built-in stainless BBQ. With...

    Pool Hot Tub

    $238 to $598/night

  27. CONDOMINIUM
    L Honoapiilani Condo #120990

    L Honoapiilani Condo #120990

    Lahaina, HI

    Your Maui vacation can be enjoyed in one of our beachfront one-or-two bedroom condos which come fully furnished and equipped for your vacation. L Honoapiilani Condo #120990 oceanfront condo is unique because it was furnished and decorated by its...

    Pool
    FREE CANCELLATION

    $196 to $284/night

  28. CONDOMINIUM
    Kona Bali Kai 223- Oceanfront

    Kona Bali Kai 223- Oceanfront

    Kailua Kona, HI

    Lovely Oceanfront upgraded second floor 2bd2bth unit in Kona Bali Kai one of Kona's most popular oceanfront destinations. Watch the surfers at "Banyans" from your lanai at one of Kona's premier surfing spots. Light, Bright, and Airy with several...

    Pool

    $181 to $242/night

  29. CONDOMINIUM
    Kaanapali Royal #C101

    Kaanapali Royal #C101

    Lahaina, HI

    Golf course views on the Ka'anapali Golf course. There are stairs only to this entrance-no elevators. 3 stairs lead down to living room and to master bedroom. In addition to the TV in the living room there is also a TV, DVD player and VCR in the...

    Pool
    FREE CANCELLATION

    $284 to $600/night

  30. CONDOMINIUM
    Ali'i Kai 7204

    Ali'i Kai 7204

    Princeville, HI

    Great family vacation spot right on the bluff. Beautiful natural Koa Wood upgrades create a feeling of quality and Hawaiian comfort. Great details! Granite countertops, bamboo floors. Comfortable furniture to relax your body and ocean sounds and...

    Pool
    FREE CANCELLATION

    $167 to $516/night