Middlesboro 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>
893 vacation rentals found. Page 8 of 90 shows 10 properties (10 per page, same as the live site).
Middlesboro Vacation Rentals
Page 8 of 90 — 893 properties total — 10 per page (matches site listing view).
Hanalei Colony Resort K4
Hanalei, Kauai- 2 Bed
- 2 Full Baths
From $357.00 / night — Total price: $1071.00
Hanalei Colony Resort K4 is a cute and intimate retreat in an off-the-beaten-path location on Kauai's far North Shore, perfect for romantic getaways and escaping the crowds! The sunny and cheerful condo has two bedrooms, with the option to use the second bedroom as a work space or kids bedroom, a fully equipped kitchen, and an open living and dining area that gets tons of natural light in addition to the killer ocean views. There's also a large, shady lanai with seating for 2 to enjoy the sights
Hilo Lagoon Center - 2BR Condo #707
Hilo, Big Island- 2 Bed
- 2 Full Baths
From $205.00 / night — Total price: $615.00
Hilo Lagoon Centre is a mid-century modern building in downtown Hilo, Hawaii Island. Our condo unit 707 offers sweeping views of Mauna Loa, Mauna Kea mountains and the vibrant downtown area. Inside you have two suites flanking the main living area with kitchen. Furnishings are timeless design with wood and a natural wallpaper in the living room, its a perfect fit for business or leisure. One bedroom has a king sized bed and ensuite bathroom. The second bedroom has a queen sized bed and en-suite
Hilo Lagoon Center - Studio #520
Hilo, Big Island- Studio
- 1 Full Baths
From $199.00 / night — Total price: $597.00
LOOK at this fun, bright condo in the heart of Hilo, Hawaii for your next stay! Our Studio condo features a full kitchenette, full bathroom, balcony with lagoon views, and a flexible bed configuration (one King OR two Twins - default is one King). Central air conditioning is included! This licensed vacation rental is available for two guests. We provide a stocked kitchen including coffee maker, range oven, apartment sized refrigerator with small freezer, small microwave, toaster, and all t
Hilo Lagoon Center 701
Hilo, Big Island- 2 Bed
- 2 Full Baths
From $275.00 / night — Total price: $825.00
Stay in Hilo Lagoon Centre Unit 701 for a cosmopolitan vibe in the heart of Hilo, Hawaii. Walk to our quaint downtown restaurants, shops, and ocean parks! With outstanding views of mountains and the ocean from the condo, you'll never forget you're in one of the best towns in Hawaii. Enjoy any of the three balconies in our condo with a bird's eye view of town. The condo has two bedrooms each with an ensuite bathroom. The central kitchen and living room separates the bedrooms for privacy. Four bar
Hilo Lagoon Centre - 2BR Condo Ocean View #814
Hilo, Big Island- 2 Bed
- 2 Full Baths
From $296.00 / night — Total price: $888.00
Hilo Lagoon Centre is a noteworthy mid-century modern building in downtown Hilo. Our condo unit 814 boasts epic views of the Hilo lagoons, the Pacific ocean, and quaint downtown. We invite you to visit our tastefully decorated two-suite condominium for your vacation or work trip. Unit 814 has two bedrooms, each with an en-suite full bathroom. Both bedrooms have king sized beds, a dresser, walk-in closet, SMART TVs, and bedside tables with lamps. Both bathrooms have a vanity sink, toilet, an
Hilo Shangrila - 2BR Home Oceanfront with Private Pool
Keaau, Big Island- 2 Bed
- 2 Full Baths
From $585.00 / night — Total price: $1755.00
Let the oceanfront, gated retreat of Hilo Shangrila envelop you, with its private saltwater pool, hot tub, and covered lanai, all just a stone's throw from the peaceful Pacific. New air conditioning has been added in all bedrooms for total guest comfort. We are constantly upgrading our home with guest comfort in mind! Situated in the quiet, rural Hawaiian Paradise Park neighborhood, the home beautifully accommodates six guests. Hilo Shangrila's airy, inviting living room and well-equipped kitc
Hilo Terrace - 2BR Condo #228
Hilo, Big Island- 2 Bed
- 1 Full Baths
From $187.00 / night — Total price: $561.00
Welcome to Hilo Terrace 228 in the heart of the historic town of Hilo on the east side of Hawaii Island where tourists mingle with locals and really experience the 'spirit of Aloha'. We welcome you enjoy Hilo and the surrounding areas. This complex is a mixed use with long term residents and visitors alike. The unit is a top floor location in a two story building with two bedrooms and one bathroom. There is one designated parking spot directly fronting the building , with exterior stairway lead
House of Paddles - 3BR Home Pool View
Keaau, Big IslandRating: 5
- 3 Bed
- 3 Full Baths
From $435.00 / night — Total price: $1305.00
Located in the Kaloli Point sun belt on the East side of the Big Island of Hawai, House of Paddles is within earshot of the Pacific Oceans crashing waves. This private tropical oasis is a two-minute walk from the spectacular Puna coastline to watch sea turtles and whales (when in season)! Please Note: This is a quiet residential neighborhood and local ordinances prohibit gatherings at licensed short term rental properties. Quiet hours are 9pm to 8am daily. Occupancy is set to 7 guests only.
Hualalai Pakui - 3BR Home #72-105
Hualalai, Big IslandRating: 5
- 3 Bed
- 3 Full Baths
From $6037.50 / night — Total price: $18112.50
Located at the entrance to Pakui Street - a popular area for vacation rentals, this 3 bedroom, 3.5 bath home is part of the world renown Hualalai Resort that features the Four Seasons Hotel, Sports Club & Spa, championship golf, tennis and a wide range of ocean sports activities. Owner provides two 4-person golf carts for your use. Guests of this home have the option to purchase passes for daily use of the Resort amenities, located within walking distance. Open-air in design and comfortably
Hualalai Palm Villa - 3BR #140C
Hualalai, Big Island- 3 Bed
- 3 Full Baths
From $4658.33 / night — Total price: $13974.99
This property has recently been renovated. The spacious floor plan includes a downstairs primary bedroom suite and luxury spa-like bath. Just off the master is a large living room that opens to the downstairs lanai, leading to the lawn and golf course. There is also a downstairs guest room and laundry area. Upstairs leads to the open "Great Room" with soaring high ceilings, commanding views of the golf course and ocean beyond along with an additional guest room and full bath just off the hallw
