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.
Ocean Front Private Residence at Keauhou BAY with Pool & Private Dock
Enjoy everything Hawaii has to offer in a very private three-acre estate on the shore of historic Keauhou Bay, six miles south of Kailua Kona on the Big Island of Hawaii. Called “Hale Kai” (house by the sea), you will be surrounded by lawns and lush tropical gardens...
Immersed in nature Home w/ A/C, bbq area, Hale Poola
Retreat to Hale Poola by Gather, a serene five-bedroom, three-bathroom home nestled in the peaceful neighborhood of Aina Haina. Designed for those seeking comfort, privacy, and proximity to Oahu’s top attractions, this 1,678-square-foot residence offers a welcoming...
Kailua Oceanfront Villa with Heated Pool & Spa - availability Sept, Oct & Nov
Relax in the beautiful three-bedroom seaside villa in Kailua, where soothing sea waves and soft breezes carry you off. Indulge in the outdoor pool, where you can soak up the sun and relax and end a day of hiking or golf with a massage in the oceanside hot tub. Stay...
THE GRAND ISLANDER BY HGVC, 2br Premier Ocean View Condo
This 2-Bedroom, 2-Bathroom partial ocean view Suite with lanai features a primary bedroom with a king-size bed and a 55-inch flat-panel Smart TV. The spa-inspired primary bathroom includes a sleek shower, a deep soaking bathtub, a private water closet with a TOTO...
Kailua Beach/Lanikai LUX apartment w/Ocean Views from Rooftop Sun Deck
Tastefully remastered, 1937 cottage + rooftop lanai and BBQ area. The Kailua Beach Hideaway is tucked up on the hillside above the beach park, on a private lane. Ocean, park and Mountain view’s are captured from the rooftop sun deck. The Set Up:Cozy and efficient floor...
Beautiful Beach Villa in Oceanfront Resort
Your ultimate paradise vacation awaits you at the Ko Olina Beach Villas Resort, Oahu's premier Oceanfront resort. Stay in this beautiful two bedroom/two bath luxury suite and enjoy sunset views from the expansive lanai. This spectacular beachfront resort features a huge...
Luxury Living at ONE Ala Moana
Welcome to the beautiful, One Ala Moana, one of the finest luxury apartments in Honolulu.With just 206 units, this unique building provides a rare sense of intimacy often missing in Honolulu. What does that mean for you? It means no long waits for the elevator, a lounge...
20FT Walk to BEACH/ Ocean VIEWS/BOOK 7 Nights & GET the 8TH Night Free
This large corner villa is located inside the Beach Tower, the closest building to the beach (20ft walk from your condo to the beach lagoon).Promo: Book 7 Nights and you will receive the 8th Night Complimentary (dates may vary based on the season).We have a dedicated...
Cozy suite just 1 block from beautiful Waikiki Beach! FREE parking nearby!
Ni'ihau Apartments #902 – 247 Beach WalkThis cozy suite with peak-a-boo ocean view is just a quick 1-block stroll to the white sandy beaches of Oahu's south shore! FREE Wi-Fi and parking at nearby lot. Secured building/elevator. Located in the newly revitalized Waikiki...
Spacious Home In Kahala That's Centrally Located w/AC, Pool, Lanai 5BR/4Bath
Minimum rental period of 30 days, Rental included Electric, Water, Cable WiFi Clean the yard twice a month and clean the swimming pool every Tuesday and FridayUpscale neighborhood of Kahala that is walking distance to Kahala Mall. It's about a One mile drive to the...
Largest Ocean Villa at Turtle Bay! Fully Renovated 4BR w/ beach, pool & hot tub
Ocean Villa G218 is the largest and most luxurious 4BR/3BA unit at the gated Ocean Villas at Turtle Bay. With ocean-facing views, spacious interiors, and elegant design, it offers privacy and comfort just steps from the beach, pool, dining, golf, and hiking trails....
Villa Hui Hou: Luxe O'ahu Villa Private Oasis! Gourmet Kitchen & Media Room
Just steps from the sands of Lanikai Beach, Villa Hui Hou blends resort-style outdoor living with the comforts of a private luxury home. This five-bedroom, four-and-a-half-bath retreat offers 4,920 square feet of space designed for gathering, relaxing, and making...
OCEAN FRONT Luxury Villa - Stunning Ocean Views - Steps To the Beach -Central AC
Summary:Be sure to watch our video from the link below:https://www.youtube.com/watch?v=JqTc_KOQqFwThis is when QUALITY meets LOCATION!!! Implacably maintained, built with only the best of the line in luxury, this Ocean Villa is located in arguably the best location on...
Dazzling Waikiki Apt Sleeps 7-excellent A/C & PARKING included
Stylishly, modern and comfortable apartment perfect for your stay in Waikiki. Perfect for a family/group. There are 2 separate bedrooms one king bed/one queen bed. The living room has a queen sofa bed. The kitchen is stocked with necessities to cook your meals & a...
2BOV-4 Aston Waikiki Beach Tower: 2 Br with Ocean Views and Full Kitchen
Aston Waikiki Beach Tower: Two-bedroom suite with Ocean Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...
Ocean View. Central AC, Parking is available. Multiple cottages to choose.
~Beautiful ocean, beach view ️ ~Balcony has dining furniture ️ ~Quiet central AC, quiet building ~Larger size cottages’s bedroom has view.~2 minutes walk to Duke‘s statue and Waikiki Beach ~Provide all kinds of kitchen appliances and cooking utensils. ️ ~Grocery stores,...
Executive Gold Coast Oceanfront Suite: Diamond Head Views, Amazing Seaside Pool
Executive Gold Coast Oceanfront Suite offers refined island living with nearly 360-degree views of Waikiki’s Gold Coast, Diamond Head, and the blue Pacific. This two-bedroom, two-bathroom retreat at Coral Strand blends tropical elegance, modern convenience, and an...
NEW HOME in Private Community with Ocean/Mountain Views. 5 Min. Drive to Beach
BRAND NEW HOME located in a gated community in Mākaha Valley, with beautiful ocean and mountain views. Just a 5 minute drive to Mākaha Beach for swimming, surfing, boogie boarding or just relaxing. Home is equipped with all you need for a day at the beach. This 4...
Beautiful Marriott's Ko Olina Beach Club 2BR/2BA, Free Full Resort Access
*** Concerned about COVID-19? Vacation with Confidence at Marriott Vacation Clubs. Learn about Our Next Level of Clean at: https://clean.vacationclub.com/ ** As inventory changes constantly, please contact the owner for availability and price prior to booking. * Free...
Cleaning fee waived!! 5 mins to the Beach/ OCEAN+Mt View. Centrally located
For limited time only 5% monthly discount.Early check in 10:00am and late check out 3:00pm at no additional charge. Breathtaking ocean and diamond head view right from the 32nd floor, features a spacious 1100 square feet with central AC and an open concept living area...
Beachfront Estate On The North Shore with AIR CONDITIONING 90/TVU-0043
Hukilau Beach and the blue waters of the Pacific Ocean on one side and the Ko'olau mountains on the other, Hale Lani lives up to its name as the “House of Heaven.” The perfect choice if you’re traveling with a large family or a group of friends, this home is one of only...
Oceanfront Luxury Condo Closest to Beach
OCEANFRONT LUXURY CONDO CLOSEST TO BEACH 2br/2ba sleeps (4-6) White Sands Village, Kailua-Kona, Kona Coast, Big Island, Hawaii, USA (20 minutes south of airport overlooking White Sands Beach on Alii Drive 3 1/2 miles south of Historic Kona)This luxury oceanfront condo...
Naupaka Hale - Lanikai Beach Home & Cottage
NAUPAKA HALETA-151-566-1312-02THIS PROPERTY RENTS ONLY MONTHLY FOR 30 DAYS AND LONGER.Idyllic classic Hawaiian style vacation rental home on large lot with huge sandy beach right in front of your very eyes. This beautiful vacation rental home offers breathtaking views...
Welcome to our newly renovated 1-bedroom spacious and private cottage that is super centrally located in the heart of Kailua. Our cottage is situated on a beautifully landscaped property which will lead you to a lusciously landscaped garden with outdoor dining & BBQ....
Beautiful Ocean&pool View on the 4th floor BeachTower!
Wake up to sweeping ocean and pool views from this rare 2-bedroom, 2-bath villa in the coveted Beach Tower at Ko Olina Beach Villas Resort. Just steps from Ko Olina’s calm lagoon beaches, this 4th-floor retreat blends fresh 2025 upgrades, upscale finishes, and...
Hale Oka Nunu: Oceanfront Private, Spacious Paradise North Shore Home w/ Hot Tub
Hale Oka Nunu is a four-bedroom, three-bath oceanfront retreat on O’ahu’s North Shore, where the Pacific is just steps from your lanai. Designed for both relaxation and connection, this single-level home blends open living spaces, gourmet amenities, and sweeping views...
Sugar Mill Shore, 2 Kitchens, A/C, Modern Finishes
This charming North Shore property offers a versatile layout perfect for multi-family vacations or groups of friends. The main house, private mother-in-law unit, and a separate bunkhouse with four twin beds offers the perfect balance for multi-family or group stays. The...
The Grand Islander, a Hilton Grand Vacations Club
Discover the beauty of Honolulu from this adorable 2-bedroom resort. The rooms feature 1 king bed in primary room and 1 king or 2 double beds in the second bedroom. perfect for a serene night's sleep. Enjoy the convenience of 2 full bathroom with showers and a cozy...
Luana Waikiki Premium Studio- Gym & Pool
Enjoy staying at our beautiful studio at Luana Waikiki! From the private lanai you can enjoy the ever-changing City views of Waikiki, Fort DeRussy Park, and through the palms trees even catch a glimpse of the ocean. Room features premium upgrades including upscale wood...
Cozy Waikiki Apt with FREE parking sleeps 4
Cozy studio apartment loaded with amenities to make you feel at home while on vacation. The space can best be described as a hotel room with a small kitchen. This apartment is located in the heart of Waikiki. -parking is included (if paid separately would be at between...
Kai Hale: 3 BR Oceanfront Lanikai Beach Estate
AlohaRelax and unwind at Kai Hale. This beautiful Lanikai ocean front home is directly in front of the Mokulua Islands.This location is suited for year round living and is ideal for stand-up paddling, kayaking, boogie boarding, snorkeling, and children's activities. A...
North Shore Condo At Turtle Bay
Escape to the North Shore in this furnished 1-bed, 2-bath Turtle Bay retreat. Enjoy a large bedroom with king bed and private bath, open living area, full pull-out sofa, and private covered lanai. Located in a gated community with pools, BBQ areas, tennis courts,...
Ko Olina Beach Villas O805: Chef's Kitchen & Stunning Views
Welcome to Ko Olina Beach Villas O805 by Gather, where panoramic ocean views, luxurious interiors, and a prime location within the exclusive Ko Olina Resort create the ultimate Hawaiian escape. This beautifully appointed 3-bedroom, 2.5-bath villa offers sophisticated...
Waikiki 3-bed, Ocean View, Central A/C, Free Parking, 1 Block to Waikiki Beach
This 3-bedroom apartment awaits your family vacation. Experience Waikiki and create memories. Walking distance to the Honolulu Zoo, Waikiki Aquarium and shopping. World famous Hy's Steak house located in the lobby makes this the perfect Waikiki Location. Bedroom 1...
Amazing 🌺 Kailua Beach House 🌺 Pool! Game Room! 1 House from Beach
ALOHA! The Kailua Bliss Beach House is a casual and relaxed beach house in the quiet Beachside neighborhood in Kailua, located on a private street, 1 house from the white sands of Kailua beach (Private beach gate is located adjacent to our property and the house is less...
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 Olina....
Kuilima 1 bedroom + Loft, 2.5 bathrooms
Summary:ALOHA! ***As of September 16th, 2024, we have installed two new split-unit AC (air conditioners)—one in the living room and one in the loft. Both units are of the highest quality and were professionally installed by one of the most reputable HVAC companies on...
Studio Oasis in Waikīkī w/Kitchenette And A/C - Waikīkī Grand #404
Waikīkī Grand Hotel #404 on the fourth-floor: Begin the day with a fresh cup of coffee and breakfast favorites from your kitchenette. Essential kitchen items and takeout can be stored in your refrigerator. Food can be prepared on the two-burner cooktop or reheated in...
Koi Palms 1 bedroom Cottage - Great location! 5 Minute Walk to Kailua Beach!
Come and enjoy our island home with us. Koi Palms Cottage is located within our gated property alongside our lovely Koi pond, in the quaint town of Kailua. The owners live on the property in the main house.The cottage is a 600 square foot 1 bedroom unit. The kitchen is...
★O‘ahu Perfect Vacation • Million Dollar Views, Pool, Near Beach, 4BR Sleeps 14★
Aloha! Welcome to Paradise Mahalo! Nestled in stunning mountains and ocean views, enjoy our modern, luxurious and cozy home located in the majestic Mākaha Valley. Whether it's a few rounds of golf, a hiking trails near by or a five minute drive down to the world famous...
AwardWinning|PrvtBeach|RitzCarlton|$20K90"TV|3Spas with Beachfront Jacuzzis,Gym
Summary:-Listing contact must be reached at three, one, 0, 5, 7, 9, two, four nine, 4 BEFORE a booking because of the new 30-day minimum rental law.-Only home that has its OWN PRIVATE BEACH in Hawaii,where all beaches are public.-This estate has been a vacation home of...
Honu Hideaway Studio at Royal Garden | Lanai Oasis
This gorgeous Waikiki studio is located at the beginning of Waikiki with easy access to some of the best Oahu has to offer. At the luxurious “Royal Garden” building, guests are free to enjoy the gardens, pool, sauna, BBQ grills, fitness center, 24/7 laundry room with...
Hale Ohana: Kailua Retreat w/hot tub, Tropical Pool, Walk to Beach
Set along Kailuana Loop on Oahu’s beautiful windward coastline, Hale Ohana by Gather offers a spacious, family-friendly retreat designed for easy island living. With nearly 3,000 square feet of indoor-outdoor space, a private pool and hot tub, and a dedicated guest wing...
Beachfront Condo at Beach Villas at Ko Olina | Hale Hoaloha by AvantStay
Welcome to Hale Hoaloha! With an ideal location in the charming Ko Olina Kai resort, this condo offers one-of-a-kind access to the shimmering waters and sandy beaches that make Kapolei so unique. Thirsty from the tropical heat? Grab your friends and sip fruity...
2BOF1 Aston Waikiki Beach Tower: 2 Br with Ocean Front Views & Full Kitchen
Waikiki Beach Tower: Two-bedroom suite with Ocean Front Views and Full Kitchen right across from Waikiki Beach.Aston Waikiki Beach Tower provides the perfect combination of exclusive condominium living and attentive resort-quality service. Modern and lively, this...
Makaha-465 Farrington: Spacious 4BR Oceanfront Haven with Modern Amenities
Set your sights on paradise at Makaha – 465 Farrington Hwy by Gather, a timeless beachfront retreat on Oahu’s serene west shore. Once a cherished family getaway and now lovingly reimagined for modern comfort, this four-bedroom, three-and-a-half-bath home offers a...
Welcome! We hope you enjoy the newly renovated and spacious 2 bedroom/2 bathroom. This high-floor unit has an amazing wrap-up lanai deck featuring 180 views of Diamond Head, the ocean, the mountains, the sunrise, sunset, and metro Honolulu. You’ll be a 10-minute walk to...
0.1 mile to Waikiki Beach-Renovated 2B/2B Condo/Free Parking
Central Waikiki Condo. 2 bedrooms, 2 full baths, plus 1 free parking; new A/C.★ Sleeping arrangements* 2 queen beds* 2 full size sofa bed* 1 bunk bed that can sleep 2 (up to 250lb per bed)* 1 floor mattress* 1 crib.★ 1 assigned FREE parking spot, hotel public parking...
Honolulu Condo for Rent Steps to Kahala Beach
Ask owner about available dates/rates. The perfect studio for a couple on their Hawaiian get-away who want to live like locals during their stay. Please inquire about your specific dates and we can try to accommodate your stay. This beautiful and spacious studio with 1...
Luxurious BEACHFRONT Condo with Fabulous Ocean Views at Waikiki Shore!
Waikiki Shore #1102 – 2161 Kalia Rd.This 11th-floor beachfront condo is perfect for 2 couples, families, and friends up to 6 guests (STRICT MAX OCCUPANCY, using living room sofa bed). With spectacular views of the ocean, free parking, a full kitchen, in-unit...