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.
Private Hawaiian Estate with Pickleball Court - Old Hawaii Retreat
Old Hawaii at its best! Enjoy the updated traditional home nestled within a fully enclosed and private one-acre tropical estate! Chase the keiki (kids) or grandkids on the spacious lawns, or just enjoy the many tropical trees and plants—coconut, banana, mango, ulu...
Waikiki Banyan 1 Bedroom with Parking!
Waikiki fully furnished one bedroom condo located on the 12th floor of the popular 'Waikiki Banyan'. The condo has a full kitchen and a lanai with partial ocean views. There is Free wifi, flatscreen cable tv, ac, and garage parking. The hotel has a large amenity area...
Ocean Views, Great Sunsets, large private lanai
Welcome to your Kona home-away-from-home, a beautiful and inviting, two-story property featuring a spacious, 950+ sq. ft. two-bedroom, one-bath apartment that takes full advantage of its peaceful, elevated setting and stunning sunsets. The apartment occupies the entire...
Kailua Beach "The Pink House" 100 Yards from Ocean
The Pink House is a perfect beach house set 100 yards from beautiful Kailua Beach. This Hawaiian Style Home has an open floor plan that includes a combination living/dining area with a galley kitchen with stainless steel appliances. Recently added Air Conditioning (we...
Experience Paradise At Our Modern Hawaiian Cottage With Ocean Across The Street
Experience paradise living at "Surf Temple," a stunning Hawaiian Cottage with a perfect blend of modern decor and traditional charm. With lava rock walls gracing both the house and property, every corner of this place embodies the essence of Hawaiian culture and spirit....
Ko Olina Beach Villas B901: Luxe 3BR Penthouse w/ Beachfront Views
Welcome to Ko Olina Beach Villas B901 by Gather, a luxurious penthouse in the heart of the Ko Olina Resort. This exclusive ninth-floor beachfront vacation rental offers breathtaking ocean and pool views, providing an unparalleled experience for those seeking a tranquil...
Rare 1 Bedroom Condo in at the Heart of Waikiki 2 blocks from the beach
Newly renovated in clean white with bright accent colors. Features a separate bedroom with it's own lanai. Full kitchen with full size refrigerator, stove, new built-in microwave, Keurig coffee maker, toaster, rice pot, utensils, pots, pans & bakeware. Bathroom has new...
Wyndham Royal Garden Studio
WYNDHAM ROYAL GARDEN RESORT440 Olohana St.Honolulu, HI 96815• THE PERFECT LOCATION FOR WAIKIKI• GOLD CROWN RESORT• NEAR FAMOUS SHOPPING• 10-MINUTE WALK TO THE BEACH• RELAX ON YOUR PERSONAL LANAI OVERLOOKING THE CITY• COME HOME TO THE POOL, and TWO INDOOR...
Steps To Kailua Beach
Our beautiful home has been featured in Hawaii Home Magazine and has received a best in class award from the Hawaii Builders Association. The home is within a 2 minute walk to Kailua Beach Park, the Kalapawai Market and Buzz's Steak house. There is ocean, mountain and...
Panoramic view of ocean. Excellent location. Quiet neighborhood. Sleep 10
Do you like an unobstructed panoramic view of the ocean and sunsets? Comfortable beds? Air conditioning in 4 zones? Quiet neighborhood? Excellent location in the heart of Kona? Free WiFi? This house has it all. Wake up in the morning and have a coffee on the very large...
Luxurious, Free Parking & WiFi, Ocean View, Remodeled, 1 BR Condo, No Resort Fee
Be ready to elevate your senses to a higher ground. This sustainable space is designed to harmonize your inner energies with modern yet soothing style to bring you heightened sense of relaxation and joy. Professionally designed and remodeled in October 2021, our condo...
Charming 2BR Home near Ewa Beach, Fully Equipped, Free Parking
PERFECT FOR:Family | Couples retreats | Digital nomads | Pet ownersSPACE HIGHLIGHTS:- 2BR w/ queen beds- Sleeps 4 guests- Full kitchen- Living area w/ smart TV- Private entrance- In-unit washer & dryer- High-speed WiFiUNBEATABLE LOCATION:- Walking distance to Ewa Beach-...
Kona Makai 6303: Tropical Retreat 1BR w/ Ocean Views, Pool & Gym
Perched on the top floor of the beloved Kona Makai community, Kona Makai 6303 is a remodeled 1-bedroom, 1-bathroom oceanfront condo with a bonus loft. Featuring sweeping ocean views, breezy lanai dining, and resort-style amenities, this retreat is perfect for couples or...
Oceanfront with AMAZING Views and AC! 2 Bedroom, 2 Bath Corner Unit KKSRC #3104
Oceanfront condo with amazing views! Two bedrooms, each with a Cal King bed, two full bathroom ground floor corner unit with extra large lanai and AC. Well equipped kitchen with everything you could need. Located in the Keauhou Surf and Racquet Club, which has a...
Turtle Bay Villa 217
jewelloceanvillas.com Enjoy the comforts of home in the Luxury Ocean Villa, 217. This second floor studio villa has an exceptional, unobstructed ocean view from your private lanai. This unit is only 60 feet from the beach and a two minute walk from the newly remodeled...
Coconut Plantation 1078-1: Bright 3BR Beach Home Steps from Ko Olina Attractions
Welcome to Coconut Plantation 1078-1, a spacious 3-bedroom, 3-bath townhome in the heart of Ko Olina Resort on Oahu’s sunny leeward coast. Offered exclusively as a monthly rental, this 1,548-square-foot retreat combines comfort, convenience, and the laid-back elegance...
Steps from the beach! - Historic downtown Kailua-Kona; Pool, BBQ, & Hot Tub!
Welcome to My Hawaiian Beach View, your perfect getaway nestled in the heart of historic downtown Kailua-Kona. This newly remodeled condo offers an unparalleled Hawaiian experience, combining breathtaking ocean vistas with the authentic, vibrant energy of Alii Drive,...
Kona Sea Ridge#X1: Beautiful 2 level Spacious 3 bedroom with Ac & Ocean Views
Kona Sea Ridge#X-1 is an excellent beautifully furnished option for your Vacation. This VERY spacious, 2 story 3 bedroom, 3 bath unit has fantastic features that many guests enjoy. A perfect option for up to 6 people! ~Largest Floor Plan in Kona Sea Ridge. Living Area,...
Lanikai Cottage: Charming Tropical Oasis w/Private Pool & A/C, Walk to Beach
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.Charming Lanikai Cottage features two...
Contemporary Ocean View Suite - In the Heart of Waikiki
Thoughtfully appointed studio with contemporary decor. Fully renovated in January 2024! Includes FREE high speed Wi-Fi, cable TV, and various TV apps for streaming services.Check in and out at your convenience with a lock box. Check in after 3pm and check out before...
Kai Lani 14B by Gather: 3BR Resort Townhome w/ Pool & Spa
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 Kai Lani 14B by Gather, your...
SEArider ONE at Turtle Bay (2 bedroom / 2 bath) - Kuilima Estates East
~ You just found your Base Camp to explore the North Shore of Oahu ~Our condo has just been completely remodeled and redecorated with two brand new bathrooms as of September 2021. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the...
Stunning 5 Star Ocean View Condo with all the Amenities!
Our unit is spacious with high ceilings, ceiling fans, fabulous sunlight, and gorgeous ocean views. This elevated third story unit affords a wonderful lanai with a view overlooking manicured golf courses, tropical flowers, natural lava formations, and lush palm trees...
Lokomaika'i Kailua: Elegant Vacation Home with Pool & AC
On Oahu’s sun-kissed Windward side, Lokomaika’i Kailua (meaning “Gracious Kailua”) invites you to slow down, open the sliding glass walls, and let the island breeze transform everyday living into something magical. This single-level home blends open-concept...
Beach House: Oversized Lanai with Indoor/Outdoor Flow. EZ Stroll to Magic Sands!
Check out this drone video showing the home, neighborhood and proximity to the ocean: https://youtu.be/4d2V5HbQ1cYUpgrade your Vacation at our Magic Sands Beach House! Best Location, Lifestyle & Amenities! Maximizing Kona's beaches & weather, this open & airy retreat...
Ko Olina Beach Villas B1101: Breathtaking Ocean Views from Every Room
Discover the welcoming vibe of Ko Olina Beach Villas B1101, a beautifully appointed vacation condo that offers mesmerizing ocean views in the enchanting area of Kapolei, HI. With 1,500 square feet of living space, including a generous outdoor lanai, this home is...
Beautiful conveniently located 2-bedroom ocean view home in Kailua-Kona.
Beautiful and peaceful two bedroom home with an ocean view and convenient location. Located 7 minutes from the airport and 5 miles from town. Easy access to beaches, grocery stores, and everything Kona has to offer. This two bedroom space is the second floor of a...
Kona Islander Inn - #316 - Located in beachfront town of Kailua Kona Hawaii.
Experience the convenience of being close to popular beaches, shops, restaurants, and historic landmarks with this delightful and cozy retreat. Ideal for explorers and relaxers alike, it is your perfect base for memorable adventures and relaxation. You can walk to many...
Kona Reef D24 - Direct Ocean Front Condo - Private Lanai -nNext to Honl's Beach.
Welcome to our beautifully decorated ocean front condo in paradise - Kona Reef D-24. Our condo is our home away from home, so we respectfully request a maximum of 2 adult guests and no children under 18. Whether this is your first trip to Kailua-Kona or you are a...
Pineapple House: Ocean View Home in Keauhou Estates w/ Private Hot Tub, BBQ & AC
This elegant 3-bedroom, 2-bath home in the gated Keauhou Estates blends spacious island living with serene privacy. Set on the ground level with tropical gardens, city views, and a glimpse of the Pacific, it offers a refined retreat just minutes from downtown...
Hale Keani O-1203 stunning Views to relax
Welcome to Penthouse Hale Keani O-1203 at the Beach Villas at Ko Olina – Your Luxury Hawaiian EscapeIndulge in the splendor of our breathtaking two-bedroom, two-bath penthouse, located on the twelfth floor of the Ocean Tower at the prestigious Beach Villas at Ko...
Exceptional Oceanview Home - Heated Pool, Air Conditioning & Stunning Ocean View
Exceptional quality, unobstructed panoramic Oceanview, three-bedroom home with Air Conditioning (AC in all bedrooms) and a heated swimming pool located in Kailua-Kona. As you walk through the door and see the deep blue ocean, you have arrived in Hawaiian paradise! The...
Trivett Oceanfront Estate: 5BR Luxury Retreat in Kailua-Kona
STVR- 19-365146NUCR 20-1787TMK - (3) 7-5-005-096GE/TAT - 051-694-0288-01Transcend paradise with our absolute oceanfront 3 story 5 bedroom home located only blocks to Kailua-Kona town and within a guarded gate community of luxury estates. Your private oceanfront setting...
North Shore Oceanfront Retreat Sunset Beach
Escape to the stunning shores of Haleiwa and experience the ultimate beachfront getaway at our charming vacation rental. Nestled along the pristine sands and turquoise waters, this slice of paradise offers an idyllic setting for relaxation, adventure, and unforgettable...
STUNNING FAIRWAY VIEWS, HOME "E"-CLEAN-NEW-GATED, NEAR JBPHH, CAGE # AVAILABLE.
Welcome to Hillside Perfection on the Greens at Golf Ridge Homes!Discover your ideal fully furnished, 5 bedroom, air conditioned executive home located in central Honolulu. Perfect for leisure visitors, savvy business travelers or visiting construction crews with each...
Elegant & Peaceful, Minutes Away From The Beach & Airport!
Tucked away in a friendly family neighborhood, this island jewel will provide you with a relaxing place to come home to after a satisfying day of Big Island adventures. Key Features Include:* 1,600 ft. elevation - while the coastline radiates the warmth of the day, you...
KKSR#5103 DIRECT OCEANFRONT, GROUND FLOOR, REMODELED, AIR CONDITIONING!
Keauhou Kona Surf & Racquet Club#5-103 DIRECT OCEANFRONT, ONE OF THE VERY BEST GROUND FLOOR UNITS! REMODELED WITH STUNNING VIEWS. Welcome to unit #5-103 at the Keauhou Kona Surf & Racquet Club! Knutson & Associates Property Management is so proud to be representing this...
Hale Nalani O-202 a hidden Gem, comfort and fun
A Wonderful 3-Bedroom Villa to Enjoy the Beauty of Ko OlinaWelcome to your ocean-view beach villa, where privacy and beauty come together in a breathtaking setting. The property features serene koi ponds with waterfalls, a lagoon pool with a sandy beach for children, an...
Gorgeous partial Ocean View in the Heart of Waikiki!
Regency on Beachwalk #81 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 8th-floor end unit condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and...
🏖️Ocean View | AC & WIFI | Walk to Beach & Shopping | vrKCV🏖️
vrKCV - Na Hale O Keauhou C1, Professionally Managed by Kona Coast VacationsWelcome to Tropical Paradise at Na Hale O' Keauhou – Unit C1Experience resort-style living in this stunning 3-bedroom, 3-bath townhouse located in the highly sought-after Na Hale O' Keauhou...
Waikiki Shore Beach Front Studio
Large beach front studio (460 sq, ft,) located at the Waikiki Shore, the only condo building in Waikiki that is directly on Waikiki Beach. This unit is located in a building that is within the designated Resort Zone, and therefore eligible for short term vacation...
A Gallery of Views and Art at Waikiki
Imagine indulging in a Hawaiian vacation experience from the moment you wake up and open your eyes. Leisurely laze in bed as you enjoy sunrise through the wall-to-wall windows from a variety of angles. Watch the backdrop throughout the day like an ever-changing...
The "Promise Tree" - Great Family Gathering Place in Kailua Kona!
Please only book through VRBO or a reputable site!Experience the exquisite natural beauty of the Big Island. This beautiful custom home built in 2014 is located in an extremely quiet community 5 minutes from downtown Kailua-Kona. There are spectacular views of both the...
Aloha Condos, Kanaloa at Kona, Condo 1701, Oceanfront, AC, Renovated
Condo 1701 in Kanaloa at Kona is a beautiful two-bedroom, two bathroom, groundfloor oceanfront condo with a fully equipped kitchen, TV in three rooms, ceiling fans throughout. This condo sits directly oceanfront and is arguably in one of the best locations at the...
Ocean View•1 BR Corner Condo•Mins to Waikiki Beach
Experience breathtaking, panoramic ocean views from this stunning top-floor 1-bedroom condo in the heart of Waikiki. This spacious retreat offers an open, airy layout with original hotel finishes, large windows, and a private outdoor dining space perfect for soaking in...
Jewel Villa in Ko Olina Resort
This newly renovated, luxurious Villa is nestled in the quiet resort of Ko Olina. This Villa has 3 bedrooms and can sleep up to 6 guests. Choose to spend your days on the Ko Olina Championship golf course, one of the four lagoons on the beach, or eat at any of the...
Kona Townhome w/ Lanai & Resort Amenities!
Experience paradise from this 3-bedroom, 2.5-bathroom vacation rental townhome in Kailua Kona where you have the chance to create life-long memories with your loved ones. Sip coffee from the balcony each morning while taking in ocean views, spend your days using the...
Big 3BR / 4BA (3056sq ft) Kona Home with Pool/Jacuzzi, OceanView (Sleeps 16 max)
BEFORE BOOKING, PLEASE THOROUGHLY READ ALL ITEMS LISTED BELOW ...Three bedroom HOSTED property (Main House; 3056 sq ft / 284 sq m) sitting on a single level with a panoramic view of the ocean. We are fully Hawaii County bill HB 108 COMPLIANT; our General Excise Tax...
Beautiful 2 Bedroom / 2 Bath / Sleeps 6
The beautiful home is located on the east side of Oahu in Hawaii Kai. Located near beaches such as the famous Hanauma Bay, restaurants, shopping centers,hiking trails, scenic lookouts and water sports. The home offers 2 bedrooms (2 queen beds), 1 sofa bed and 2...
Kanaloa at Kona 3304: Delightful Oceanfront Condo w/ AC, Pool & Spa
Just a stone's throw from Heeia Bay, this private and spacious condo offers the ideal oceanfront setting for your Kona Resort getaway. Complete with huge ocean views, lovely Hawaiian décor, central air conditioning, wireless internet, cable, and a washer and dryer,...