Oahu Vacation Rentals – Explore Condos, Villas & Beachfront Homes
Oahu vacation rentals range from oceanfront condos in Waikiki to luxurious resorts in Ko Olina, surfside escapes on the North Shore, and peaceful retreats in towns like Kailua and Waialua. With options for families, couples, long-term visitors, and remote workers, Oahu offers the perfect stay for every traveler.
From world-famous beaches and luxury resorts to quiet towns and hidden coves, Oahu offers a wide range of vacation rentals to match your travel style. Whether you want a high-rise with Diamond Head views or a secluded cottage near the waves, you'll find it here.
In Waikiki, experience vibrant city life, surfing, nightlife, and shopping-all within walking distance. Families and upscale travelers alike love the Ko Olina area in Kapolei, known for its protected lagoons, golf courses, and luxury villas.
The legendary North Shore delivers laid-back beach towns, world-class surf, and open landscapes. Here you'll find spacious rentals near Kuilima Estates and Turtle Bay, perfect for outdoor adventure and ocean lovers.
For a more peaceful setting, head east to the windward side. Kailua and Lanikai are favorites for couples and families seeking calm waters, beach walks, and a more local vibe. On the northwestern shore, Waialua provides a rural escape away from the crowds, ideal for a quiet and reflective stay.
Why Choose Oahu Vacation Rentals?
- Wide variety: from beachfront condos to private villas and family homes
- Full kitchens, lanais, air conditioning, Wi-Fi, and pools
- Convenient access to beaches, hiking, dining, and shopping
- Pet-friendly, extended stay, and snowbird-friendly options available
- Great for couples, groups, digital nomads, and first-time island visitors
Popular Areas for Oahu Rentals
- Waikiki – Iconic beachfront condos, shopping & surf
- Ko Olina – Luxury villas and family-friendly lagoons
- North Shore – Surf culture, remote beaches, and nature
- Kailua – Calm waters and laid-back Windward vibes
- Waialua – Secluded retreats and country charm
Explore all available Oahu vacation rentals below and start planning your perfect island stay today.
Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 2-202, Oceanfront
Keauhou Kona Surf & Racquet Condo 2-202 is a perfect place to stay in Hawaii. Located next to the ocean, it is fully furnished with wonderful amenities, including a pool. It offers easy access to beach activities and is clean and neat. Ideal for families, it is...
Ocean View Casa De Emdeko
Our ocean view condominium is kept updated and comfortably furnished to offer you a relaxing, quiet, and enjoyable vacation. You'll love the bamboo floors, which lends to the clean, open feeling of our wonderful condo. This top floor end unit also offers great ocean and...
Ko Olina's Hillside Villas 1538-2: 3BR, Comfort & Style with Lanai
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Hillside Villas 1538-2 by Gather, a...
Aloha Condos, Kanaloa at Kona, Condo 703, Fairway View, AC
Kanaloa at Kona Condo 703: Discover the ultimate getaway at our beautiful Kona condo! Immaculate accommodations, stunning décor, and convenient amenities, including 3 pools and a nearby grocery store. Guests rave about the comfort, cleanliness, and exceptional...
Luxury Living at the Allure in Waikiki (30 Nights Minimum Stay)
This beautiful 2 bedroom condominium at Allure Waikiki #2709, offers state of the art kitchen appliances, great for people that love to cook. It also has a washer and dryer in the unit. The Allure is located in a prominent Waikiki location, within easy reach to many...
2-bdrm condo in Kona. Quiet garden setting with pool & sunset views.
Welcome to Lani Iki, our Little Heaven. Our lovely 2 bedroom, 2 bath condo is located in Keauhou Resort in a peaceful garden setting with mature fragrant plumerias, gingers and hibiscus. Luxuriate in one of our two salt-water pools or enjoy the sweet Kona sunset from...
Free parking, 2 weekly towel changes, F/Kitchen, GYM, AC, WiFi, pool, Pool/ping
This deluxe studio is in the Royal Kuhio building. We manage 39 units and are offering a rare experience opportunity to stay in one of our units. Each unit has a full kitchen, including a box of chocolate macadamia nuts and 4 bottles of water to WELCOME you to our...
Cozy & Peaceful Oahu North Shore Oasis - Kahuku
A lovely, peaceful oasis for your wonderful North Shore getaway — “Hale Blue Aloha”🏝This end/corner unit offers nice privacy, away from the foot traffic of other units, just steps from the Fazio golf course 'back nine'. Simple, clean, and cozy, the unit has an...
18FL Partial Ocean View, Close to Waikiki Beach
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Direct Ocean View Luxury 2 beds/2 baths - Waikiki NO RESORT FEES! FREE WIFI
Beautiful unit overlooking the ocean and lagoon that you can enjoy from either of the two large lanais. This unit features new furniture (April 2019) including an Eastern King bed in the master bedroom, one queen bed and one twin bed in the second bedroom and a queen...
KONA REEF D-26: DIRECT OCEANFRONT, REMODELED, AIR CONDITIONING, ELEVATORS!
Spectacular, Direct Oceanfront, Kona Reef Condominium! This incredible unit truly is one of the best at the development.Unit#D-26 is on the Second Floor of the very popular Kona Reef Development. Notable features include: ~Gorgeous Ocean Views, this is as Direct...
🏖️AC | Easy Walk to Restaurants Shopping | Concierge Included | vrKCV
vrKCV - Kona Pacific C520, Professionally Managed by Kona Coast VacationsStep into this graciously appointed home and let the spirit of Aloha embrace you! Located adjacent to the Historic Kailua Village, this lovely one-bedroom, two-bath home offers a tranquil retreat...
HONU KAI HIDEAWAY
Honu Kai Hideaway is like a treehouse with views of ocean, golf course and mountains. We are nestled among the trees and lush landscaping of the spectacular Turtle Bay Resort, an 880 acre tropical paradise. Our Hideaway is the perfect blend of tropical seclusion amidst...
Kona Makai 2103: Remodeled Condo w/ AC in Oceanfront Complex
Set along iconic Ali‘i Drive and framed by the rocky shoreline of the Pacific, Kona Makai 2103 is a recently upgraded 1-bedroom, 1-bathroom condo that combines modern style with resort-style amenities. With tropical garden surroundings, a peek of the ocean, and an...
Wow! Ocean View Studio at Waikiki Shore, Just Steps to Waikiki Beach!
Waikiki Shore #814 – 2161 Kalia Rd.Toast colorful ocean sunsets from the private lanai of this air-conditioned ocean view studio (347 interior sqft plus 61-sqft lanai) at Waikiki Shore – the only condo in Waikiki where you can step directly from the building onto...
HUGE Luxury Suite in Waikiki! Full Kitchen & Pool! Great for Families!
Luana Waikiki #M400 – 2045 Kalakaua Ave.Your family will feel right at home in this spacious 2,122 sqft 2-Bed/2.5-Bath residence that has the feel of a house! With a coveted spot at the edge of beautiful Fort DeRussy Beach Park, luscious green views fill the windows,...
Heart of Waikiki Corner Unit just a short walk to Beach and Restaurants!
Regency on Beachwalk #46 – 255 Beach WalkYou'll feel relaxed in the comfort and convenience of this modern, fully-furnished 4th-floor, two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on...
Aloha Condos, Kanaloa at Kona, Condo 2004, Oceanfront, AC
The best located condos at Kanaloa include this top floor luxury condo. Sunset Views Year RoundDirectly OceanfrontTop FloorArguably the Best Location in KanaloaRecent Kitchen Renovation• Oceanfront Location• Sunset Views Year Round• Quiet, Residential Location•...
Kalae Villa ~5 min walk to Beach, A/C, New Remodel
Kalae Villas are an ideal gathering place for larger groups with easy access to a sandy beach. This listing represents several comparable homes located just south of Kahana Bay (📢 not near Laie or Hauula⚠️). All homes feature a matching layout, number of bedrooms...
Luxury Waikiki beachfront for 2. Waikiki Shore!
Step out of the elevator and on to the warm sands of Waikiki Beach. You can not find a better location! Walk to restaurants, shopping, and all that Waikiki has to offer. You don't walk to the beach, you are on the beach. This Suite is perfect for two people that want a...
The Kumu House
Welcome to the Kumu House! Designed with rustic, island, surf vibes & located in a lush private lane of bungalows right off the famous Ali'i Dr. We are are a 5 minute walk from a lovely hidden beach and 10 minute drive to the town center.The Kumu House is a two story 3...
Luxury condo next to Disney Aulani Resort and Marriott's KoOlina Beach Club
Beach front condo on lagoon 2 at Ko Olina shoreline. Only steps away to white sandy beach where you are looking for and enjoy tropical trade winds. Very convenient to almost everything like eat-out, golfing, luau show and even shopping. The unit is large enough for 3...
Stunning ✨ Comfortable and Well Decorated Property 🌺 Incredible Views! 🏖 White Sands 318
Short distance away from Magic sands beach but without road noise! (less than 100 yards from the beach) Enjoy watching body surfing, boogie boarding, and beach activities while drinking a beverage on your lanai. Enjoy amazing sunsets and the crash of ocean waves while...
A beautiful Turtle Bay condo on the golf course - Kuilima Estates East
Welcome to paradise, enjoy this North Shore Turtle Bay condo. Brand new state of the art air conditioner in master bedroom, living room, and loft. Private master bedroom with A/C and king sized bed and bathroom. Upstairs find two queen size beds in a loft and fan. This...
New listing! Kona Makai, #4205, Ocean Views
Sunset Haven at Kona Makai is a charming one-bedroom, one-bathroom property with an updated kitchen and room for up to four guests. Enjoy ocean views from the lanai and breathtaking sunsets. The oceanfront amenities include a pool, BBQ area and stunning oceanfront...
Permitted Hawaiian Princess condo on beach with sea turtles and amazing sunsets
This mid-floor beachfront condo at the Hawaiian Princess comes complete with a spectacular sunset ocean view from the lanai. The condo has been remodeled with the best of everything. Amenities include a deluxe fully equipped kitchen with top-of-the-line stainless steel...
Amazing Direct Ocean Front Condo - Beautiful Sunsets, watch dolphins and whales
Welcome to my Sea Village home on the ocean. This beautiful, 1 bedroom condo is waiting for you to enjoy your island stay. An amazing location with a ground floor entrance, no stairs to climb! Yet, on the other side, the ocean front lanai sits 25 feet above the sea...
Summer Reduced! Gorgeous Ocean and Pool View Villa O503!
Ocean Tower villa 503 has a gorgeous view over the pool to the ocean! This villa offers Hawaiian touches and high-end furnishings throughout. This villa is great for families or couples looking to get away! Photographs are of the actual villa.- 1,575 sq ft of living...
Haleiwa Beachfront Condo. Perfect Peaceful Paradise!
E komo mai!Hawaiian for "Welcome" to the North Shore of O‘ahu. Make this one bedroom/two bath beachfront front condo your home away from home. In June 2019 the interior was completely remodeled: A beautiful kitchen; waterproof flooring throughout; smoothed ceilings,...
Exquisitely Beautiful High Floor Rental At The Colony Surf -30 Nights Minimum
Beautifully studio on the waterfront of the spectacular Gold Coast. Short, convenient location to Waikiki yet quiet and private-like location. The exclusive, 20-story, (the unit is on the 18th, unit 1806.) Colony Surf is near the base of Diamond Head and across the...
Home of Aloha, 5 Bedrooms / 4 Baths, Sleeps 14
The Home of Aloha is a beautiful two story home located on the east side of Oahu in Aina Haina. Located near beaches, eateries, shopping centers, hiking trails, scenic lookouts and water sports. The home offers 5 bedrooms and 4 bathrooms. Reliable high speed internet...
Spacious, Luxurious, Tropical Townhouse Style Condo For A Truly Aloha Vacation
Aloha Hale is a one of a kind, 2 bedroom, 2 1/2 bath, fully appointed town house style condominium that is located near the calm, protected harbor and beach of Keauhou Bay. The downtown Kailua-Kona area, on Alii Drive, is a short 10 minute drive or take the Kona Trolley...
North shore living! Walking distance to Hale’iwa town. Private lanai, AC, WiFi.
30 day minimum! Welcome to north shore living! This comfortable, vibrant beach house upstairs unit has everything you need plus more for an amazing vacation. Enjoy ice cold AC after a long day at the beach, a fun, private lanai with a hammock overlooking beautiful views...
True oceanfront, ground-floor condo with 180-degree view, pool & lanai
Kona Riviera Villa #101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A spectacular oceanfront setting awaits at this ground-level condo in Kailua-Kona, where it feels as though the...
Lymans Bay Hale: Ocean View Surfer's Paradise with Hot Tub & Game Room
Right off Ali’i Drive in Kailua-Kona, Lymans Bay Hale is a spacious three-story, 5-bedroom, 3.5-bath home designed for ocean lovers and family gatherings. With sweeping ocean, beach, and mountain views, a game room, and a hot tub framed by tropical gardens, this...
Private Waterfront House AC & Fast Wi-Fi 30 Day
This house is all about being right on the water. A seawall provides protection from waves at high tide. A North Shore Beach House with the comforts of a nice home ideal for long term stays. Local pickle ball played right down the street. 30 Day Minimum ContractIncluded...
Famous Ilikai Ocean View Luxury Condo! NO RESORT FEES! FREE WIFI
This 500 s.f large Ililai studio offers a cozy retreat for guests. With a comfortable king bed and a pull out queen sized sleeper couch make 4 people sleep comfortable. There are open full kitchen with granite counter tops and a granite shower bathroom. Split AC and...
HALE LIO KAI: GORGEOUS HOME WITH POOL, HOT TUB & STUNNING OCEAN/SUNSET VIEWS
Welcome to Hale Lio Kai! Home of the Seahorse, translated in Hawaiian. Absolutely incredible home built in 2015, this is an incredible option for your Vacation. Enjoy incredible amenities such as a beautiful 5 foot deep salt water pool & hot tub! Hale Lio Kai is located...
Laniakea Beach House – Oceanfront Bliss on Oahu’s Turtle Beach
- Laniakea Beach House - NUC 90-TVU/0373 or 1990/NUC-2113- NUC Registered. Recently remodeled to reflect a stylish Hawaiian beach videUltra High Speed Internet Spacious and sunny family home on stunning “Turtle Beach” – Amenities include large deck, hot tub,...
Panoramic Oceanfront & Diamond Head views, just steps to beach. FREE Parking!
Colony Surf #PH6 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)You'll fall in love with the amazing Diamond Head and ocean views from this 540 sqft 20th floor penthouse studio in...
Epic View w/Gourmet Kitchen–Waikīkī Shore #1100
Castle Waikīkī Shore unit #1100: Elevate your Waikīkī experience within 1,190sf of pure paradise! Our largest air-conditioned retreat indulges with an open design kitchen and living area, where floor-to-ceiling windows unfold to a beautiful panorama spanning the...
Hale Nalu ~ The Surfer House
This well-appointed unit has a half bath downstairs and two bathrooms upstairs. The master bedroom has a queen bed with a full bathroom with stand-up shower and window air conditioner. The second bedroom upstairs has two twins, and window air conditioner and a full...
Ocean Front Complex, Watch dolphins, boats, from lanai
Kona Makai is an ocean front complex with pool, hot tub, tennis courts, 5 BBQ's, gated entry at night. Beautiful landscaping, plenty of parking, a clean and quiet complex, you only hear the sound of the ocean, not the traffic. When the ocean is flat there is good...
Ground Floor Beach Condo Spectacular Views AC in Bedroom 30 day Minimum Rental
Welcome to Coastal Living at Its Finest! Stylish ground-floor condo with unobstructed ocean views and direct beach access in a quiet oceanfront complex — this 1-bedroom/2-bath unit has been remodeled and is loaded with high-end upgrades. Amenities include high-speed...
Two bedroom ocean view home locates in the safe gated community of Kumulani.
Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of the city and county of Honolulu. This property is about 30 minutes from the airport. And about 12 minutes from Disney Aulani Resort & Spa and...
The Cove Waikiki Condo w/Full Kitchen by the Beach and Free Parking/WiFi
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.One of the newest building in Waikiki is The Cove Waikiki. This 2 bedroom and 1 bathroom condo is still...
MINUTES TO KAILUA BEACH-FABULOUS POOL great indoor/ outdoor living
ABSOLUTELY FABULOUS very large two bedroom two bath house or more.... if you rent the loft which has another HUGE bedroom bath and kitchenette. .Sparkling pool in a private courtyard in the back yard VERY PRIVATE. Asian inspired furniture from a designers eye. ONCE YOU...
Luxury Oceanside/Beauty, FREE Parking/Wi-Fi, 2/2, AC, W/D, Washlet, Sleeps 6
Ilikai #744 – 1777 Ala Moana Blvd.Enjoy luxurious high-end ocean-view living in this beautiful 2014 remodeled condo at the ILIKAI, the iconic Hawaiian apartment/hotel made famous by the TV show Hawaii Five-O. This 7th floor corner unit boasts magnificent views of the...
Aloha Condos, Kanaloa at Kona, Condo 1803, Oceanfront, AC
Kanaloa at Kona Condo 1803 is an exceptional oceanfront getaway with breathtaking views and luxurious amenities. Guests rave about the spacious, well-appointed interior, fully equipped kitchen, and ample beach gear. The lanai is perfect for relaxing, offering incredible...
Lovely condo at Waikiki beach 2 Bedrooms & 2 Baths, with 1 free parking space.
Aloha! Thank you for checking out our property.The house has been completely remodeled and is very spacious—almost 1,000 sq. ft. of interior space plus two lanais totaling 150 sq. ft. It features 2 bedrooms and 2 full bathrooms.The full kitchen is equipped with an...