Wheeling 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>

Wheeling Vacation Rentals

Page 29 of 112 — 1112 properties total — 10 per page (matches site listing view).

Kihei Surfside - 1BR Condo Ocean Front #205

Kihei, Maui

• 1 Bed
• 1 Full Baths

From $159.00 / night — Total price: $477.00

Welcome to Kihei Surfside #205, a beautifully remodeled one-bedroom, one-and-a-half-bathroom condo offering unbeatable views, stylish upgrades, and a true oceanfront experience. Located just steps from Keawakapu Beach, this second-floor retreat provides the perfect balance of luxury, comfort, and classic Maui charmideal for couples, solo travelers, or families of up to four guests. The interior features a king bed in the master bedroom and a convertible sofa bed in the living room. Ceiling fans

Kihei Surfside - 1BR Condo Ocean Front #211

Kihei, Maui

• 1 Bed
• 1 Full Baths

From $159.00 / night — Total price: $477.00

Kihei Surfside #211 is a beautifully remodeled one-bedroom, one-and-a-half-bathroom condo offering a seamless blend of modern upgrades and oceanfront serenity. Perfectly positioned on the second floor of this iconic South Kihei resort, the condo features expansive coastline views and immediate access to Keawakapu Beachideal for long beach walks, snorkeling, and seasonal whale watching. Inside, the fully renovated interior showcases tasteful upgrades and modern furnishings. A plush king bed in t

Kihei Surfside - 1BR Condo Ocean Front #411

Kihei, Maui

• 1 Bed
• 1 Full Baths

From $209.00 / night — Total price: $627.00

Welcome to Kihei Surfside #411, a bright and airy 1-bedroom, 1.5-bathroom oceanfront condo offering panoramic views of the Pacific Ocean and Mauis southern shoreline. Located on the fourth floor of this iconic curved resort, this upgraded unit now includes split-duct air conditioning in both the bedroom and living room, making it a cool and relaxing retreat just steps from Keawakapu Beach. Key Features: Oceanfront 1-bedroom, 1.5-bathroom layout Sleeps up to 4 guests Master bedroom with king

Kihei Surfside - 1BR Condo Ocean Front #511

Kihei, Maui

• 1 Bed
• 1 Full Baths

From $159.00 / night — Total price: $477.00

Welcome to Kihei Surfside #511, a 1-bedroom, 1.5-bathroom oceanfront condo with stunning views of Mauis south shore and a thoughtfully upgraded interior. This fifth-floor unit features a remodeled kitchen and bathrooms, split-duct air conditioning, and comfortable accommodations for up to four guests. Whether you're enjoying breakfast on the lanai or relaxing inside, this condo offers a peaceful and scenic retreat just steps from Keawakapu Beach. Key Features: Oceanfront 1-bedroom, 1.5-bathroo

Kihei Surfside - 1BR Condo Ocean Front #608

Kihei, Maui

• 1 Bed
• 1 Full Baths

From $159.00 / night — Total price: $477.00

Welcome to Kihei Surfside #608, a 1-bedroom, 1-bathroom oceanfront condo offering sweeping 6th-floor views of the Pacific Ocean and Mauis spectacular coastline. This unit features modern split-duct air conditioning, an open living space, and flexible sleeping arrangements for up to three guestsmaking it an ideal choice for couples or small traveling parties seeking a peaceful South Maui escape. Key Features: Oceanfront 1-bedroom, 1-bathroom layout Sleeps up to 3 guests Master bedroom with qu

Kihei Surfside - 1BR Condo Ocean Front #612

Kihei, Maui

• 1 Bed
• 1 Full Baths

From $159.00 / night — Total price: $477.00

Welcome to Kihei Surfside #612, a spacious 1-bedroom, 1.5-bathroom oceanfront condo offering sweeping views of the South Maui coastline. Located on the top floor of this uniquely curved oceanfront building, this unit features split-duct air conditioning, a flexible sleeping setup, and direct access to the serene beauty of Keawakapu Beach and the Wailea coastal path. Key Features: Oceanfront 1-bedroom, 1.5-bathroom top-floor layout Sleeps up to 4 guests Master bedroom with king bed and luxury

Kihei Surfside - 2BR Condo Ocean Front #501

Kihei, Maui

• 2 Bed
• 2 Full Baths

From $209.00 / night — Total price: $627.00

Welcome to Kihei Surfside #501, a rare and spacious 2-bedroom, 2-bathroom oceanfront condo perched on the top floor of one of South Mauis most sought-after properties. With panoramic views of the Pacific Ocean, this unit is just steps from the shoreline and Keawakapu Beachperfect for couples, friends, or families seeking a peaceful retreat in a truly stunning setting. Key Features: Oceanfront 2-bedroom, 2-bathroom top-floor layout Sleeps up to 4 guests Master bedroom with queen bed, ceiling

Koana Breeze - 4BR Home + Private Hot Tub Ocean View

Kona, Big Island

• 4 Bed
• 3 Full Baths

From $400.00 / night — Total price: $1200.00

This spectacular 2500 square-foot plantation-style home is perched on a hillside with breathtaking ocean views of Keauhou and Kailua Bays. Enjoy year-round outside dining with fabulous views of gorgeous Kona sunsets on the lanai, and enjoy drinks in the hot tub. We call the home Koana Breeze, as the 600 ft. elevation allows for wonderful breezes to blow through the traditional louvered Hawaiian windows, keeping the house cool year-round. Just five minutes from Magic Sands Beach, where you can

Kona Alii - 1BR Condo #602

Kailua Kona, Big Island

• 1 Bed
• 2 Full Baths

From $150.00 / night — Total price: $450.00

Unit#602 at the Kona Alii is a rare direct ocean facing unit on one of the higher floors at Kona Alii! Jaw Dropping Views from this high up. 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 renovated. A truly lovely property, with lots of natural light. A private lanai with expansive ocean & sunset views! Unit#602 is a beautiful 1 bedroom, 2 bath condo that

Kona Alii - 1BR Condo King #208

Kailua Kona, Big Island

• 1 Bed
• 2 Full Baths

From $130.00 / night — Total price: $390.00

Welcome to the listing page of our gorgeous Kona Alii, Unit#208! 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 renovated. Air Conditioning for your comfort in Hawaii's Heat!! A beautiful property, with lots of natural light. A private lanai with a view towards the Pool. Unit#208 is a beautiful 1 bedroom, 2 bath condo that has a generously sized living ro