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  • Things To Do

Oahu Vacation Rentals

<div class="aboutUsText"><p>Oahu is a dynamic and vibrant island with intriguing cityscapes, pastoral countryside and world famous beaches. Waikiki on the south shore is a gathering place for people from all around the world and nearby is downtown Honolulu with great restaurants and a storied past visible in all the historic buildings. Oahu's lush windward side is towered over by the steep and verdant Koolau mountain range and home to more great beaches including the water sports playground of Kailua Bay. Oahu's north shore has a string of beautiful beaches and is one of the world's premier surfing destinations. Oahu is bustling with activity yet still you can find remote beaches where you swim in the azure waters, relax to the sounds of the waves rhythmically lapping at the shoreline and doze off in the shade of a palm tree.</p></div>

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<h3>Things To Do</h3>

<p><span class="aboutTextRight"></span>Waikiki is more than a place, it's an experience! Take a swim at the iconic Waikiki Beach and stroll down Kalakaua and Kuhio Avenues for great shopping, dining and entertainment. Visit Pearl Harbor in Honolulu to see the USS Arizona Memorial, Battleship Missouri Memorial and the Pacific Aviation Museum. A new Pearl Harbor Visitor Center enhances the experience of learning about the infamous December 7th 1941 attack that brought the US into World War II. To beat the crowds to this popular attraction go early before the tour buses arrive. The Bishop Museum in Honolulu is another great way to learn about Hawaii's past and includes a Planetarium with programs for kids. The Waikiki Aquarium is a fascinating place to learn about Hawaii's marine life with exhibits including coral reefs, sharks, eels and a touch tank for kids. A departure from city life is found in Oahu's many botanical gardens such as Senator Fong's Plantation &amp; Gardens where you can take a guided tour through forests of native and Polynesian-introduced plants, tropical fruits, ferns, palm trees and fragrant blossoms. Kids love the Dole Plantation in Wahiawa with its giant Pineapple Garden Maze which covers three acres and includes 2.5 miles of paths creating a challenging labyrinth to navigate. Other botanical gardens include Hoomaluhia in Kaneohe and Koko Crater Botanical Garden (yes, it's in a crater!) in east Oahu. The Nuuanu Pali Lookout is about five miles from downtown Honolulu and provides stunning views of the windward (east) shoreline including Kailua and Kaneohe. Visit Kailua Bay for a variety of water sports in a well-protected bay and enjoy one of Hawaii's prettiest beaches nearby at Lanikai Beach with its crystal clear water and pure white sand.<br><br>On the north shore you can visit world famous surfing spots like Banzai Pipeline and Waimea Bay, hike through a tropical rainforest and go snorkeling at some of the island's most pristine beaches. Lea…

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<h3>Nearby Beaches</h3>

<p><span class="aboutTextRight"></span>Beautiful beaches are found on all sides of the island of Oahu with some better than others for particular activities including snorkeling, scuba diving, kayaking, windsurfing, surfing stand up paddle boarding or just relaxing on the sand and enjoying a seaside stroll. Waikiki Beach is a 3-mile stretch of golden sand fronted by Kalakaua Avenue and its high-rise resorts and hotels, shops and restaurants. This is a great place to take a surfing lesson, ride in an outrigger canoe or go for a swim. Just east of Waikiki is Hanauma Bay, Hawaii's most popular snorkeling location where fascinating fish and other marine life thrive on a coral reef in a submerged volcanic crater bordered by a large, sandy beach. For more fun in the water visit the Kailua Beach on the windward (eastern) shore. Many ocean activities take place in the relatively well-protected waters of the Kailua Bay. Nearby is the picturesque Lanikai Beach with powdered-sugar sands ideal for sunbathing and crystal clear water perfect for a day in paradise. Offshore are the scenic Mokulua Islands making this a fun area for kayaking.</p></div>

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<h3>Restaurants</h3>

<p><span class="aboutTextLeft"></span>Oahu has an abundance of great restaurants from Honolulu and Waikiki on the south shore to Haleiwa town and Turtle Bay Resort on the north shore and Kailua on the windward side. Take advantage of all the fresh local fruits and vegetables at the Farmers Markets, and make sure to try shave ice, plate lunches and visit a shrimp truck. Luaus are a great place to indulge in traditional Hawaiian fare including poi and pork laulau. The Royal Hawaiian Center in Waikiki offers eating choices that vary from fine cuisine to hot dogs and burgers. Around sunset is a great time to dine and listen to live music at various venues like the Waikiki Beach Walk and the numerous hotels and resort bars and restaurants along Kalakaua Avenue. In Honolulu, Alan Wong's serves up delicious Hawaiian regional cuisine. Wong, who is one of Hawaii's premier chefs and a pioneer of the cuisine, creates such delicacies as pit-roasted kalua pig, Kona lobster and nori-wrapped tempura ahi. For local home-style cooking try Kakaako Kitchen, on Ala Moana Blvd. in Honolulu, known for its trademark styrofoam plates, budget prices, multi-ethnic entrees and hearty helpings. Roy's in Hawaii Kai is the flagship restaurant of famed Hawaii chef Roy Yamaguchi and known for its "Fusion Cuisine" featuring the freshest seafood and an open kitchen where you can see the culinary artistry first-hand. Ola is located seaside in an open-air beach pavilion literally on the beach near the Turtle Bay Resort on the north shore serving up contemporary island cuisine dishes such as ahi and lobster poke, and open for both lunch and dinner.</p></div>

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<h3>Shopping</h3>

31 vacation rentals found. Page 2 of 4 shows 10 properties (10 per page, same as the live site).

Oahu Vacation Rentals

Page 2 of 4 — 31 properties total — 10 per page (matches site listing view).

Kaapuni Kainani- Steps away from beach

Kailua, Oahu

Rating: 5

  • 3 Bed
  • 3 Full Baths

From $800.00 / night — Total price: $2400.00

Our Hawaiian-style 3 bedroom 3 bath vacation home is just steps from the sand of beautiful Kailua Beach on the island of Oahu. Hear the sounds of the surf at night and the trade winds through the coconut trees. Relax. Walk on the beach. Swim. Lay in the sun. Enjoy life Hawaiian-style. Our home is designed for a comfortable, casual way of life, whether you just want to kick-back and relax at world-famous Kailua Beach (consistently voted one of the worlds top beaches) or participate in the many ac

Kaapuni Kainani- Steps away from beach

Kahala Beach Estate/Mini Resort - Permit #TVU-90/TVU-0376

Kahala, Oahu

Rating: 5

  • 7 Bed
  • 7 Full Baths

From $15750.00 / night

Majestic Kahala is a fabulous home perfect for accommodating a large family or group of friends. Located in the most prestigious neighborhood on Oahu, Kahala, Majestic Kahala is ideally located on Oahus South Shore. Enjoy the short distance to Black Point, and Kahala Beaches. Majestic Kahala offers plenty of entertainment both on property and the Waikiki vicinity commonly referred to as The Playground of the Pacific. International Waikiki, famed for its diversity from luxe boutiques, fine d

Kahala Beach Estate/Mini Resort - Permit #TVU-90/TVU-0376

Kakela Kai - 4BR Home

Kailua, Oahu

Rating: 4.9

  • 4 Bed
  • 3 Full Baths

From $1700.00 / night — Total price: $5100.00

MINIMUM RENTAL PERIOD: Minimum stay requirements vary by property. On Oahu, the City and County of Honolulu regulations require a minimum 30-day rental agreement for properties outside of resort-zoned areas. Therefore your rental agreement will be for a minimum of 30 days. Monthly rates range from $26,000 - $30,000, depending on season. Well maintained beachfront home set in a security-gated neighborhood. Decorated with island style rattan furnishings, ceiling fans through out. Complemente

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All 31 properties in this listing

31 vacation rental properties available to browse.

  • Kai Nani Kailua Beach
  • Koohoo Place - 2BR Home Ocean View
  • Bamboo Waikiki - 1BR Condo City View #207
  • Bay Front Combo - 8BR Condo
  • Bay Front Kohola Hale - 5BR Home
  • Beachside Zen NEW MONTHLY SPECIAL
  • Garden Bungalow Waimea Bay - 3BR Home
  • Hale Ainoni - 3BR Home
  • Hale Alapi 'i - 4BR Home
  • Hale Maluhia Lanikai New Monthly Special 18000 Plus tax and cleaning
  • Kaapuni Kainani- Steps away from beach
  • Kahala Beach Estate/Mini Resort - Permit #TVU-90/TVU-0376
  • Kakela Kai - 4BR Home
  • Kokokahi - 3BR Home
  • Lani Retreats - 6BR Home + Private Pool + Private Hot Tub
  • Lanikai Cottage - 2BR Home
  • Makai Manor - 10BR Home
  • Makana's Place
Kakela Kai - 4BR Home
Kakela Kai - 4BR Home

Kokokahi - 3BR Home

Kaneohe, Oahu

Rating: 5

  • 3 Bed
  • 2 Full Baths

From $1650.00 / night

With its 180 degree views of Kaneohe Bay and the Koolau Mountains this is home away from home. With 2 lovely bedrooms and an extra large master bedroom and 2 full baths, there is more than enough room for a family. The space The property will be made exclusively available to the renter for a full period of 30 days and no one else may occupy the property during that period. The 30-day rental period will be communicated to guest upon booking. All rates quoted will be based on a 30 day period.

Kokokahi - 3BR Home

Kokokahi - 3BR Home

Kaneohe, Oahu

Rating: 5

  • 3 Bed
  • 2 Full Baths

From $1650.00 / night

With its 180 degree views of Kaneohe Bay and the Koolau Mountains this is home away from home. With 2 lovely bedrooms and an extra large master bedroom and 2 full baths, there is more than enough room for a family. The space The property will be made exclusively available to the renter for a full period of 30 days and no one else may occupy the property during that period. The 30-day rental period will be communicated to guest upon booking. All rates quoted will be based on a 30 day period.

Kokokahi - 3BR Home

Lani Retreats - 6BR Home + Private Pool + Private Hot Tub

Windward Side, Oahu

Rating: 5

  • 6 Bed
  • 6 Full Baths

From $5400.00 / night

This Property is a legally established rental accommodation that is rented for periods of 30 consecutive days or more at any one time. Enjoy staying in this prime waterfront property facing coastlines of Windward Oahu. dive into your gunite pool 30 x14x9 ft. The home has custom bay window design. Stand on your own lanais facing the shimmering ocean. Lavish spectacular private bay ocean water views. Do your grocery shopping close by, as well as dining at restaurants. Safeway (grocery store), lon

Lani Retreats - 6BR Home + Private Pool + Private Hot Tub

Lani Retreats - 6BR Home + Private Pool + Private Hot Tub

Windward Side, Oahu

Rating: 5

  • 6 Bed
  • 6 Full Baths

From $5400.00 / night

This Property is a legally established rental accommodation that is rented for periods of 30 consecutive days or more at any one time. Enjoy staying in this prime waterfront property facing coastlines of Windward Oahu. dive into your gunite pool 30 x14x9 ft. The home has custom bay window design. Stand on your own lanais facing the shimmering ocean. Lavish spectacular private bay ocean water views. Do your grocery shopping close by, as well as dining at restaurants. Safeway (grocery store), lon

Lani Retreats - 6BR Home + Private Pool + Private Hot Tub

Lanikai Cottage - 2BR Home

Kailua, Oahu

Rating: 5

  • 2 Bed
  • 2 Full Baths

From $1350.00 / night

This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and surroundings at your fingertips. This very new rental has been renovated and re-decorated for a clean, open tranquil feel. Lanikai is the place to stay in Kailua, still close to all amenities such as restaurants, shopping. Honolulu is but a drive over the mountain about 15-20 minutes and your back in th

Lanikai Cottage - 2BR Home

Lanikai Cottage - 2BR Home

Kailua, Oahu

Rating: 5

  • 2 Bed
  • 2 Full Baths

From $1350.00 / night

This cute quaint cottage is perfect for a vacation! It feels of beach house when you walk into it. With in walking distance to many beach access points along Lanikai beach. Luxury views and surroundings at your fingertips. This very new rental has been renovated and re-decorated for a clean, open tranquil feel. Lanikai is the place to stay in Kailua, still close to all amenities such as restaurants, shopping. Honolulu is but a drive over the mountain about 15-20 minutes and your back in th

Lanikai Cottage - 2BR Home

Makai Manor - 10BR Home

Honolulu, Oahu
  • 10 Bed
  • 7 Full Baths

From $6300.00 / night

This newly constructed home, made its grand debut August 2021. We are pleased to invite you to this stunning property. The home is located next to a beach park and has gorgeous ocean views. The neighborhood is quiet and extremely family friendly. Everything you will need from grocery shopping, outlet shopping, hiking and beaches are all within a 10 minute drive. 10 bedrooms, 7 bathrooms, hot tub, 3 balconies, bbq area, spacious kitchen, and ample parking. **Caretaker lives onsite. The spa

Makai Manor - 10BR Home

Makai Manor - 10BR Home

Honolulu, Oahu
  • 10 Bed
  • 7 Full Baths

From $6300.00 / night

This newly constructed home, made its grand debut August 2021. We are pleased to invite you to this stunning property. The home is located next to a beach park and has gorgeous ocean views. The neighborhood is quiet and extremely family friendly. Everything you will need from grocery shopping, outlet shopping, hiking and beaches are all within a 10 minute drive. 10 bedrooms, 7 bathrooms, hot tub, 3 balconies, bbq area, spacious kitchen, and ample parking. **Caretaker lives onsite. The spa

Makai Manor - 10BR Home

Makana's Place

Kailua, Oahu

Rating: 4.9

  • 1 Bed
  • 1 Full Baths

From $600.00 / night

Makana's Place is a one bedroom, one bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1400 square feet living quarters, which is equivalent to a three bedroom home. Beautifully decorated with fine quality furniture (Koa). Makana's Place features a full kitchen plus an extra queen sofabed and single bed. Wonderful for children. The beach, yes the beach. It is about a 5 minute drive away or 15 minute walk. It has been rated the #1 beach in "best beaches" survey. Most pe

Makana's Place

Makana's Place

Kailua, Oahu

Rating: 4.9

  • 1 Bed
  • 1 Full Baths

From $600.00 / night

Makana's Place is a one bedroom, one bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1400 square feet living quarters, which is equivalent to a three bedroom home. Beautifully decorated with fine quality furniture (Koa). Makana's Place features a full kitchen plus an extra queen sofabed and single bed. Wonderful for children. The beach, yes the beach. It is about a 5 minute drive away or 15 minute walk. It has been rated the #1 beach in "best beaches" survey. Most pe

Makana's Place

Makana's Place 3 Bedroom 2 bath home

Kailua, Oahu

Rating: 4.7

  • 3 Bed
  • 2 Full Baths

From $625.00 / night — Total price: $1875.00

Makana's Place is a 3 bedroom, one bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1600 square feet living quarters, which is equivalent to a 4-5 bedroom home. Beautifully decorated with fine quality furniture (Koa). Makana's Place features a full kitchen plus kitchenette with 2 rooms, 1 bath an extra queen sofabed and single bed located in the extra large spacious living room. There is a very cozy patio area with a fountain and beautiful cooper lighting to enjoy out

Makana's Place 3 Bedroom 2 bath home

Makana's Place 3 Bedroom 2 bath home

Kailua, Oahu

Rating: 4.7

  • 3 Bed
  • 2 Full Baths

From $625.00 / night — Total price: $1875.00

Makana's Place is a 3 bedroom, one bath home in quaint Kailua Town. This Non-Smoking home is very spacious over 1600 square feet living quarters, which is equivalent to a 4-5 bedroom home. Beautifully decorated with fine quality furniture (Koa). Makana's Place features a full kitchen plus kitchenette with 2 rooms, 1 bath an extra queen sofabed and single bed located in the extra large spacious living room. There is a very cozy patio area with a fountain and beautiful cooper lighting to enjoy out

Makana's Place 3 Bedroom 2 bath home

Manuela Place

Kailua, Oahu

Rating: 5

  • 3 Bed
  • 3 Full Baths

From $1485.00 / night

Manuela is a quiet spacious home, in charming Kailua town. This non-smoking home has 1400 square ft of living quarters. It is a 3 bedroom 3 bath home with a front patio and small yard safe for your children. Living and Dining room equipped with a spit A/C for your comfort. All bedrooms have air conditioning as well!!! Kailua beach is about a 3 minute drive or 10-15 minute walk. We take pride in our home and will make sure you enjoy your stay with us. There are many places to go see, ea

Manuela Place

Manuela Place

Kailua, Oahu

Rating: 5

  • 3 Bed
  • 3 Full Baths

From $1485.00 / night

Manuela is a quiet spacious home, in charming Kailua town. This non-smoking home has 1400 square ft of living quarters. It is a 3 bedroom 3 bath home with a front patio and small yard safe for your children. Living and Dining room equipped with a spit A/C for your comfort. All bedrooms have air conditioning as well!!! Kailua beach is about a 3 minute drive or 10-15 minute walk. We take pride in our home and will make sure you enjoy your stay with us. There are many places to go see, ea

Manuela Place
  • Makana's Place 3 Bedroom 2 bath home
  • Makana's Place 3 Bedroom 2 bath home
  • Manuela Place
  • Manuela Place
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  • Mini Resort 5 bedroom - 5BR Home Ocean View King
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  • Monet Room - Studio Cottage
  • Nani's Cottage - 2BR Home
  • Nani's Cottage - 2BR Home
  • Ocean Escape - 5BR Home
  • Ocean Escape - 5BR Home
  • Oceanfront Bungalow Waimea Bay - 3BR Home
  • Oceanfront Bungalow Waimea Bay - 3BR Home
  • Portlock Paradise - 3+BR Home
  • Portlock Paradise - 3+BR Home
  • Sea Breeze by the Sea - 3BR Home
  • Sea Breeze by the Sea - 3BR Home
  • Serenity Beachfront Cottage - 2BR License Number 90-TVU-0326
  • Serenity Beachfront Cottage - 2BR License Number 90-TVU-0326
  • Tranquility Beachfront - 3BR Home
  • Tranquility Beachfront - 3BR Home
  • Tropical Breeze - Studio Cottage
  • Tropical Breeze - Studio Cottage
  • Waimea Bay View Bungalows - 6BR
  • Waimea Bay View Bungalows - 6BR