Dumfries 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>
1125 vacation rentals found. Page 103 of 113 shows 10 properties (10 per page, same as the live site).
Dumfries Vacation Rentals
Page 103 of 113 — 1125 properties total — 10 per page (matches site listing view).
Ocean Dreams Villa 2203 at Montage Kapalua Bay
Kapalua, MauiRating: 5
- 3 Bed
- 3 Full Baths
From $2199.00 / night — Total price: $6597.00
Aloha and welcome to Ocean Dreams Premier Grand Residence Villa 2203 at The Resort at Kapalua Bay, a 3.5 bedroom and 3.5 bathroom direct oceanfront and panoramic ocean view private residential vacation rental villa with combined total of 3,532 square feet of living space that comfortably accommodates up to 8 guests, set within the iconic Kapalua Bay Resort and Spa in the prestigious building 2 location. As of March 2026, the former Montage Kapalua Bay on Maui has transitioned to The Resort at K
Ocean Escape - 5BR Home
Kailua, OahuRating: 5
- 5 Bed
- 4 Full Baths
From $3150.00 / night
This is a legally established property, please read below for more info... Hawaiiana home just steps from the world famous Kailua Beach. This Hawaiiana house second of two homes of the beachfront property. It is the perfect place to relax and enjoy paradise. The tropical large living room opens onto a spacious private lawn leading out directly via a secure gate beteen the two homes to a sandy walkway, steps to breathtaking Kailua beach. A rear private courtyard lanai with 15ft x 32ft
Oceanfront Bungalow Waimea Bay - 3BR Home
North Shore, OahuRating: 4.7
- 3 Bed
- 2 Full Baths
From $3135.00 / night
Private, ocean front home on the North Shore of Oahu just steps from beautiful beaches - Waimea Bay and 3 Tables. (No roads to cross, so safe for kids...) Great snorkeling, swimming,...white sand beaches. Open-beam ceilings. High end finishes, sub-zero refrigerator. Spectacular views, lush landscaping, lanais with sliding doors from each of the 3 bedrooms. (3rd bedroom has a queen-size futon so it will sleep 6- room can also be opened up to be used as an extension off the living/dining/kitche
Ohana Kamalani - 3BR Condo Ocean View + Private Pool
Princeville, Kauai- 3 Bed
- 3 Full Baths
From $530.00 / night — Total price: $1590.00
Ohana Kamalani is a spacious and inviting North Shore retreat set along the Makai Golf Course in Princeville. With 2,534 square feet of interior space, Bali Hai and partial ocean views, a private courtyard pool, and three king suites with ensuite bathrooms, this two-level home offers comfort, privacy, and room for up to 10 guests. The combination of sweeping golf course vistas, lush tropical surroundings, and refined indoor-outdoor living creates a peaceful base for exploring Kauais most iconic
Ono Oasis - 3BR Home Ocean View + Private Pool
Kona, Big Island- 3 Bed
- 3 Full Baths
From $321.00 / night — Total price: $963.00
Ono Oasis is a striking retreat in Kailua Kona, HI, offering a private heated pool, lush tropical landscaping, and serene indooroutdoor living for an unforgettable Hawaiian getaway. Spanning 2,800 square feet, this elegantly crafted home accommodates up to six guests across three beautifully appointed bedroom suitesperfect for families or groups seeking tranquility, comfort, and island adventure. What Youll Love About Ono Oasis Private solar heated saltwater pool ideal for sunlit afternoons E
Pali Ke Kua - 2BR Condo #207
Princeville, Kauai- 2 Bed
- 2 Full Baths
From $275.00 / night — Total price: $825.00
Welcome to Pali Ke Kua 207, a 904 sq. ft. two-level vacation condo in Princeville on Kauais North Shore. With two bedrooms, two baths, and space for up to five guests, this updated retreat blends modern comfort with Hawaiian-inspired style. Sweeping views of the ocean and gardens make every moment here unforgettable. What Youll Love About Pali Ke Kua 207 * Freshly renovated with wood floors, new furniture, and Hawaiian-themed artwork * Ocean-view dining area plus a breezy private lanai * Primar
Piko Nani - 3BR Home Ocean View + Private Pool + Private Hot Tub
Kona, Big Island- 3 Bed
- 3 Full Baths
From $300.00 / night — Total price: $900.00
Perched on a picturesque hilltop with sweeping Pacific Ocean views, Piko Nani by Gather offers a serene luxury escape in Kailua Kona. Meaning Hilltop Beauty, Piko Nani lives up to its name with 2,740 square feet of elegant indoor living and expansive outdoor space, all surrounded by lush tropical landscaping and the propertys own fruit trees and coffee orchard. This private three-bedroom estate accommodates up to six guests and blends comfort, privacy, and island tranquility. What Youll Love Ab
Pili Aloha - 3BR Condo Mountain View
Princeville, Kauai- 3 Bed
- 3 Full Baths
From $275.00 / night — Total price: $825.00
Welcome to Pili Aloha by Gather, a beautifully designed three-bedroom, three-bathroom luxury condominium offering 1,318 square feet of elegant living space in the heart of Princeville, Kaua?i. Situated on the upper level of the Plantation at Princeville, this home captures sweeping views of the Hanalei mountains, Makai Golf Course, and tranquil nearby lakes. With vaulted ceilings and an open-concept layout, its the ideal Kaua?i escape for families or couples seeking space, comfort, and a touch o
Pili Mai - 2BR Condo #7F
Poipu, Kauai- 2 Bed
- 2 Full Baths
From $450.00 / night — Total price: $1350.00
Located in the Poipu Resort area, Pili Mai 7F is situated on 35 acres of landscaped lawns and gardens filled with tropical flowers. Enjoy an open air gathering place with barbecues, air conditioned work out facility, and a large swimming pool, spa, and kiddie spray pool. This newly-built, ground-floor townhome has 2 bedrooms and 2.5 baths. The master suite has a king bed and opens directly to the patio with a beautiful view of the golf course and the blue ocean waves on the horizon. The secon
Pili Mai - 3BR Condo #7J
Koloa, Kauai- 3 Bed
- 3 Full Baths
From $325.00 / night — Total price: $975.00
Nestled in the heart of Koloa on Kauais sunny south shore, Pili Mai 7J blends relaxed island living with modern luxury. This ground-floor, single-level condo offers serene views across the Kiahuna Golf Course stretching to the ocean beyonda perfect setting for families, couples, or friends seeking an effortless retreat close to Poipu Beach. What Youll Love About Pili Mai 7J * Ground-floor layout with panoramic golf course and ocean views * Dual king suites plus a twin bedroom, all with ensuite
