Hawaii Vacation Rentals

<div class="aboutUsText"><p>Our Hawaii vacation rentals provide affordable and luxurious places to stay in all of the most desirable areas of Hawaii, from the excitement of Honolulu and Waikiki on Oahu to pristine, remote locations on the outer islands of Maui, Kauai, Molokai, and the Big Island for a Hawaii vacation experience you will remember the rest of your life.</p></div>

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<h3>Things To Do</h3>

<p><span class="aboutTextLeft"></span> On Oahu enjoy a spacious north shore vacation rental home or luxury appointed Turtle Bay condo, both near the world-famous surfing beaches of Banzai Pipeline, Waimea and Sunset Beach. Heading over to the windward side take advantage of award winning, postcard-perfect beaches in one of the Lanikai Beach rentals or Kailua vacation rentals set on immaculate white sands and crystal blue water, where kayaking and windsurfing are popular along with bodysurfing and snorkeling.<br><br>On Oahu's southern shore enjoy a convenient location near historic downtown Honolulu or seaside in a condo on the famous beaches of Waikiki. Nearby you can stay at the elegant Ko'Olina Resort area or in a luxury vacation rental in the prestigious neighborhoods of Diamond Head and Black Point where the only sounds will be waves lapping at the shore.<br><br>On Maui we offer accommodations in all the finest areas from the scenic Makena and Wailea condos to the white-sand beaches of Kaanapali and Kapalua. You can also stay in vibrant Lahaina town or Kihei, in lush and tropical Hana with its many waterfalls and scenic beaches, or near the flower farms of Upcountry Maui on the slopes of Haleakala.<br><br> On Kauai's sunny south side, enjoy the luxury of a Poipu condo in a resort area lined with beautiful beaches with great snorkeling and swimming areas. Poipu luxury rentals also provide the opportunity for lots of activity including sailing tours, horseback riding, ATV tours, ziplining and hiking trails along the remote Mahaulepu coastline.<br><br>On Kauai's majestic north shore is crescent-shaped Hanalei Bay, an ocean playground cradled by mountains and streaming with waterfalls, and the elegant Princeville Resort with championship golf and other amenities including nearby horseback riding, ziplining, and hikes to swimming holes and waterfalls.<br><br>On the Big Island find a vacation rental or condo in historic Kona known for its sunny weather, great beaches…

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<h3>Eat And Shop</h3>

<p><span class="aboutTextRight"></span>Fresh seafood, exotic fruit or tasty fare are part of just about every menu on Hawaii, whether it's from roadside trucks, local bakeries, sunshine (farmers') markets or upscale seaside eateries. Coconut, macadamia nuts, poi, Kona coffee, breadfruit, poke (tuna that is grilled or sauted) and yes, Spam, are a few of the local foods to explore. The regional Hawaiian cuisine is prepared by some of the world's most innovative chefs.<br><br>Explore open-air markets, boutiques, grand shopping centers overlooking the ocean and seaside art galleries. Visit coffee farmstour, taste and shopwhere you'll enjoy a combination of shopping while sightseeing. Authentic handcrafted items are the top souvenirs, especially those created in front of you, and simply because they are literally a piece of Hawaii to take home. Jewelry, handbags, gourmet food, apparel and candy will fill your bags as easily as shopping for them will fill your days.</p></div>

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<h2>Getting Around</h2>

<p>Hawaii has some public transportation, but the best way to get around is by rental car. Your own schedule, flexibility and the spontaneity of a rental car are benefits to other transport. Nevertheless, on occasion, you may want to see the island and explore without worrying about parking or driving. Take a trolley, shuttle, TheBus or other local transport. Take the ferry between Maui and Molokai for the day. Inter-island travel is easy and the airports are easily navigable, with plenty of taxis and ground transport. Indulge in a limousine for special occasions. Local car rentals are generally more affordable, often with a hotel package and will allow you to select features (convertible, 4WD) that work best for you and the number of people in your travel party</p></div>

Hawaii Vacation Rentals

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Pili Mai - 3BR Condo Ocean View #14K

Koloa, Kauai

• 3 Bed
• 3 Full Baths

From $326.00 / night — Total price: $978.00

Welcome to Pili Mai 14K, a contemporary three-bedroom, three-bath condo located on the scenic Kiahuna Golf Course in Poipu on Kauais sunny south shore. With sweeping mountain vistas, distant ocean glimpses, and refined island design, this spacious second-floor retreat (no elevator) offers the perfect blend of modern comfort and resort-style living. Designed for families and couples alike, it features open living spaces, a covered lanai, and premium amenities for a relaxed yet elevated stay. Wha

Pili Mai - 3BR Condo Ocean View #6M

Koloa, Kauai

• 3 Bed
• 3 Full Baths

From $325.00 / night — Total price: $975.00

Tucked along the Kiahuna Golf Course in sunny Poipu, Pili Mai 6M blends resort comfort with Kauais signature indoor-outdoor ease. This single-level, three-bedroom, three-bath condo offers 1,478 square feet of bright, air-conditioned living space framed by golf-course greenery and distant ocean views. What Youll Love About Pili Mai 6M Open-concept great room with high ceilings and natural light Covered lanai overlooking the Kiahuna Golf Course and horizon views Two ensuite bedrooms plus a thi

Pili Mai - 3BR Condo Ocean View #7M

Koloa, Kauai

• 3 Bed
• 3 Full Baths

From $369.00 / night — Total price: $1107.00

Welcome to Pili Mai 7M, a beautifully designed single-story, ground-floor condo located in the heart of Poipu, Kauai. Overlooking the scenic Kiahuna Golf Course with ocean views beyond, this luxury retreat combines comfort, convenience, and the spirit of aloha for an unforgettable island stay. What Youll Love About Pili Mai 7M by Gather Prime ground-floor location with golf course and ocean views Central air conditioning and open-concept floor plan Three spacious bedrooms, each with its own

Pili Mai - 3BR Condo Partial Ocean View #6K

Koloa, Kauai

• 3 Bed
• 3 Full Baths

From $325.00 / night — Total price: $975.00

Experience the beauty of Kauais South Shore at Pili Mai 6K by Gather, a single-story second-floor condo overlooking the scenic Kiahuna Golf Course with ocean views beyond. This modern, air-conditioned retreat offers the perfect blend of island luxury and resort convenience, ideal for families or friends traveling together. What Youll Love About Pili Mai 6K Covered lanai with comfortable seating and stunning golf course and ocean views Spacious open-concept living area with plush seating and S

Pili Mai - 3BR Townhome Ocean View #4C

Koloa, Kauai

• 3 Bed
• 2 Full Baths

From $325.00 / night — Total price: $975.00

Pili Mai 4C welcomes you to modern island living in the heart of Poipu. Nestled on the renowned Kiahuna Golf Course, this 2nd-floor luxury townhome offers mountain and ocean views in the distance, stylish interiors, and full access to resort-style amenities. With three bedrooms, two and a half baths, and room for up to six guests, its an ideal base for families, couples, or friends eager to experience Kauais sunny south shore. What Youll Love About Pili Mai 4C * Spacious 2nd-floor townhome with

Pili Mai - 4BR Townhome Mountain View #3B

Koloa, Kauai

• 4 Bed
• 3 Full Baths

From $375.00 / night — Total price: $1125.00

Set within Poipus sunny south shore, Pili Mai 3B is a rare four-bedroom townhome offering mountain views, a generous 1,850 square feet of living space, and access to resort-style amenities. Overlooking the Kiahuna Golf Course and minutes from Poipu Beach, this upscale vacation condo features central air conditioning, fast 400-Mbps Wi-Fi, and thoughtful touches that make your Kauai stay effortless. What Youll Love About Pili Mai 3B Mountain-view lanai with comfortable lounge seating Two spacio

Pineapple House - 3BR Home Ocean View

Kona, Big Island

• 3 Bed
• 2 Full Baths

From $313.00 / night — Total price: $939.00

This elegant 3-bedroom, 2-bath home in the gated Keauhou Estates blends spacious island living with serene privacy. Set on the ground level with tropical gardens, city views, and a glimpse of the Pacific, it offers a refined retreat just minutes from downtown Kailua-Kona. What Youll Love About Pineapple House * Expansive great room with soaring ceilings & open-air design * Covered lanai with hot tub, BBQ & panoramic ocean views * Master suite with soaking tub, walk-in shower & wrap-around windo

Plantation Cottage at Poipu - 3BR Home Partial Ocean View + Private Hot Tub + Private Pool

Koloa, Kauai

• 3 Bed
• 3 Full Baths

From $750.00 / night — Total price: $2250.00

Experience island living at its finest at Plantation Cottage at Poipu, a beautifully crafted four-bedroom, three-and-a-half-bath retreat set along the first hole of the Kiahuna Golf Course in Koloa, Hawaii. Blending classic plantation-style architecture with contemporary comfort, this 3,000-square-foot home offers a private, tranquil setting just minutes from Poipu's beaches, dining, and outdoor adventures. What You'll Love About Plantation Cottage at Poipu Four thoughtfully designed sleeping

Pohaku Kauai - 3BR Cottage Mountain View

Princeville, Kauai

• 3 Bed
• 2 Full Baths

From $225.00 / night — Total price: $675.00

Set along Hanalei Plantation Road, Pohaku Kauai is a welcoming three-bedroom cottage in Princeville surrounded by garden greenery, mountain backdrops, and occasional waterfall views after passing showers. Recently refreshed and thoughtfully equipped, this holiday home offers a relaxed island lifestyle with walkable dining, breezy interiors, and quick access to Hanalei Bay. What Youll Love About Pohaku Kauai Garden, mountain, and waterfall views framed by lush tropical foliage Private lanai wi

Pohaku Villa - 4BR Home Mountain View

Princeville, Kauai

• 4 Bed
• 3 Full Baths

From $650.00 / night — Total price: $1950.00

Welcome to Pohaku Villa, a spacious four bedroom, three bathroom North Shore Kauai vacation home set in the heart of Princeville. With a private pool, lush garden scenery, and air conditioned bedrooms, this residence delivers relaxed island living with the comfort of a thoughtfully designed retreat. Vaulted ceilings, warm flagstone floors, and wrap-around windows bring the outdoors in, while the covered lanai offers an effortless flow between indoor and outdoor spaces. What Youll Love About Poh