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.
Aqua Aloha Surf Waikiki 308 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #308 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Spacious Design Studio 3 mins from the beach
This spacious studio is located in the heart of Waikiki, within 5 minutes walk to Waikiki Beach. The space is completely remodelled with high end furnishings.Features:- a fully equipped kitchen- two double beds - perfect for families and groups!- a luxurious bathroom...
Island Colony 9th Fl Studio - Pool View
🌴 Island Colony Studio – Pool Views & Steps to Waikīkī BeachGorgeous modern studio with views overlooking the recreation deck and pool, perfectly located in the heart of Waikīkī. The spacious lanai with seating for four invites you to relax, share meals, or simply enjoy...
Aqua Aloha Surf Waikiki 702 Superior Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki 702 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples...
Waikiki Banyan T1-19th Fl / King Size Bed
Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12 to 14 months.Notice - Recreation Deck Work (July 28 -...
10th Fl Monte Vista | Parking | AC | Ala Wai View
The Space: This spacious 2-bedroom, 1.5-bathroom condo beside the Ala Wai Canal offers spectacular mountain and golf course vistas with hardwood floors throughout and modern amenities.Master Bedroom: Queen bed with window AC unit and mountain viewsSecond Bedroom: Two...
Ko'Olina Hawai'i - Oahu - Ocean Front Resort - by Marriott - 2 Bd. Mountain View
In the Luxury community of Ko'Olina, on Oahu's west side, sits Marriott's Ko'Olina Beach Club. This oceanfront resort has all the amenities you expect from a world-class, luxury Marriott Resort. On-site is a spa, a health club, restaurants, bars, a sundry shop, multiple...
Aqua Aloha Surf Waikiki 1100 Superior Studio with Lanai and Partial City View
Aqua Aloha Surf Waikiki #1100 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 261 Sq Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site...
HoÊ»onÄnea I Loko Kailua
If you're looking to work remotely, travel for work, remodel your home & have a place to live while it's worked on then this is the perfect home. This is a redesigned and remodel home that was originally built in the 1960's. The home is tastefully designed with a...
2 bed 2 bath Hawaii Kai Getaway
This fully furnished 2 bed, 2 bath unit with 1 parking spot located in Hawaii Kai is a peaceful getaway spot. The unit features a full kitchen, spacious living & dining area, master bedroom, 2nd bedroom, and a 2nd bathroom. The master bathroom features a vanity with...
Enjoy this 18th-floor 1br apartment with stunning ocean and Diamond Head views!
This newly renovated 18th-floor 1br apartment is the perfect retreat for up to 4 guests, offering beautiful diamond head, ocean and city views in the heart of Waikiki. Just a short stroll from world-famous beaches, you’ll be swimming, surfing, or snorkeling in no time....
8 Person Suite- 2BR/2.5Bath-Very Spacious near Waikiki Beach
**Free Parking** (parking in Waikiki hotels can be around $70/night)**Sleeps 8 Guests**Full Kitchen**In Suite Washer/DryerWelcome to your private Waikīkī residence – a rare 2,122 sq ft luxury suite that feels more like a home than a hotel room. Located on the exclusive...
Old Hawaii Waikiki 1 Bd Free Parking
Step into old Hawai'i, and plan your ideal island escape and book a minimum month stay at this 1-bedroom, 2-bathroom vacation rental in the heart of Honolulu! Centrally located just a half-mile from the island’s pristine Waikiki Beach, this 2nd-floor condo invites you...
Konishiki Beachhouse: Luxury 4BR Oceanfront Home w/ Private Pool, Beach Access
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 Konishiki Beachhouse 4BD by Gather,...
Breezy cool, cozy, & quiet, furn 1 bedroom, top of upscale Kaimuki. Ocean view,
Honolulu is waiting for you at this 1-bedroom apartment. Inside, guests find a pleasant queen temporpedic adjustible bed in bedroom. Cozy living room with sofa that can be a double bed, and take advantage of thoughtful touches like an iron, hairdryeeor your clothes....
Ilikai Hotel 805 1-Bedroom Suite in Lovely Waikiki
Luxurious Oceanview Retreat at the Iconic Ilikai Hotel - Unit 805Welcome to your dream Hawaiian getaway at the Ilikai Hotel 805, a private one-bedroom suite located at 1777 Ala Moana Blvd in beautiful Waikiki, Honolulu, HI 96815. Nestled right in the heart of Waikiki,...
5 Min Walk to Beach - Condo in Waikiki with 2 Beds
4-star boutique hotel at the entrance to the world-famous Waikiki Strip. Enjoy your stay in this hotel in the heart of an Aloha-filled Hawaii vacation. Located close to the beach in a quiet pocket yet all the excitement of Waikiki at your fingertips a short slippah...
Waialua Beachside Cottage: Lovely! Direct Beach Access
Welcome to Kala‘iku Beach Cottage by Gather, your private seaside escape on Oahu’s North Shore. Offered as a monthly rental, this charming one-bedroom retreat blends beachside tranquility with island practicality—perfect for couples, small families, or remote-working...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Fun at KoOlina Club Resort+Amenities.STUDIO
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this stylish 𝐒𝐭𝐮𝐝𝐢𝐨 𝐒𝐮𝐢𝐭𝐞 at the stunning 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛, 𝐎ʻ𝐚𝐡𝐮’𝐬 𝐩𝐫𝐞𝐦𝐢𝐞𝐫 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭 7-𝐧𝐢𝐠𝐡𝐭 𝐬𝐭𝐚𝐲𝐬)...
Marriott's Ko Olina Beach Club 2 bedroom
The exquisite western shore of Oahu is home to Marriott's Ko Olina Beach Club, where waterfalls and fountains welcome your arrival. Only 18 miles from Honolulu, this secluded beachfront oasis is nestled within Ko Olina Resort & Marina, a lush 640-acre gated community...
Rest, Relax & Recharge in Kai Lani 2BR/2BA 30days
Come enjoy a month in paradise at our 2-bedroom townhouse in Ko Olina’s Kai Lani community.Our recently updated upstairs unit features 2 full bathrooms, a full-size washer and dryer, one designated parking space, and thoughtful extras like paddleboards, snorkeling gear,...
Park Views w/Kitchenette, Lanai - Waikīkī Shore #415
Castle Waikīkī Shore - Unit #415 on the 4th floor: Imagine beginning your day with your toes in the sand watching the sunrise from behind the Diamond Head State Monument. Afterward, enjoy freshly brewed coffee at a table for two and prepare for the day with beautiful...
Waikiki King Bed· 65”Screen@ No resort fee
Your cozy getaway awaits in Honolulu at this adorable condo. Guests enjoy a tranquil space featuring one bathroom and thoughtful touches like air conditioning, a hair dryer, and an iron to keep things comfortable and convenient. Whether you’re relaxing indoors or...
Hilton Hawaiian Village Breathtaking two bedroom! Incredible Beach and Lagoon!
Concierge Realty is proud to present luxury villas at Hilton Hawaii Village!We are able to offer reservations in weekly increments with arrivals and departures on Saturdays only.This amazing resort has it all. Set on 22 acres of lushly landscaped beach front property,...
Monthly Discovery Bay 1403 1 Bedroom Ocean / Sunset / Marina / City Views Queen Bed, Sofa Bed
PANORAMIC OCEAN VIEWS, 5 Minute Walk to Beach, 1 Bed Room, Remodeled, Furnished and Fully Appointed. No smoking condo. Parking, Pool, Utilities, WIFI, BBQ, Gym, Security, Washer/Dryer Included. 1 Month Minimum / contact Agent.Ocean Views from High Rise, Tasteful and...
Happy home Hawai’i 201
Newly updated two bedrooms one bathroom home in the heart of Honolulu. 650 sq ft living space, 1 full bath, full kitchen with large dining table, and large living room. A/C in each bedroom, Ceiling fan in each bedroom and living room too. Great location and value for a...
Discovery Bay 1 Bedroom Deluxe Ocean View, Near the Beach!
Experience island living with comfort and style in this 37th-floor ocean-view condo at Discovery Bay! This inviting 1-bedroom unit features a queen bed, sleek vinyl flooring, refreshed furnishings, and a modern design perfect for a relaxing getaway or extended...
Beach Access, Stunning Beach and Mountain Views, Spacious Family Suite
Escape to Hawaiʻi’s western coast with this spacious two-bedroom, two-bath villa at Marriott’s Ko Olina Beach Club, nestled in the luxury resort enclave of Ko Olina. Perfect for families, friends, or extended stays, this residence features a master bedroom with a king...
Lava Rock Sunset Beach House. Unique oceanfront & pool property. Amazing views!
Paradise Found!! Nov Special 7000 mo. Enjoy a unique Hawaiian experience. Ocean front lava rock beach house has gorgeous ocean sunset and coastline views from all major rooms in our home. Enjoy our Hawaiian style home and relax on the outdoor lenai while enjoying your...
Aston Waikiki Sunset: Superior One Bedroom Condo w/City Views, close to Beach
Aston Waikiki Sunset one-bedroom superior with a city view condo.Just two blocks to Waikiki Beach and a short walk to Kapiolani Park and Honolulu Zoo, Aston Waikiki Sunset provides convenient access to a host of Oahu’s top attractions and activities.This is condominium...
Seahorse Beach House: Calm Oasis w/ Private Yard Just Steps from Kailua Beach
Experience relaxed coastal living at Seahorse Beach House by Gather, a serene monthly rental perched just steps from the soft white sands of Kailua Beach. Nestled along one of Kailua’s most sought-after beachside loops, this elevated 2-bedroom, 2-bath retreat blends...
Welcome to magnificent views of Diamond Head, Ala Moana Beach!
Located in Honolulu, this 2-bedroom, 2-bathroom condo lets you experience it all. Fans of nature and the outdoors will love being 13 minutes by foot from Ala Moana Beach Park and 12 minutes from Magic Island. Ala Moana Center is an easy 9-minute walk away and Hawaii...
Waikiki Shore 202 Oceanfront 2 Bedroom
Unwind in this spacious oceanfront retreat, featuring two bedrooms, two full baths, and stunning views of Waikiki Beach. Set in the only condominium on Waikiki Beach, it’s the perfect spot for relaxing, reconnecting, and soaking in the beauty of the island.Unit 202...
Spacious 1 Bedroom with Balcony at Beautiful Marriott Ko Olina July 12-19
Spacious 1 Bedroom with BalconyFully equipped kitchen including washer and dryerKing Size bed with queen size sofa sleeperFree Internet3 pools, Spa , Hot Tubs and Fitness centerHawaii Transit tax of $23,07 will be added nightlyParking IncludedCashless resort2...
King Bed Luxury Beach Studio Heart of Waikiki
About this spaceBrand new saltwater pool! This special place is close to everything, making it easy to plan your visit. Feel right at home in the heart of Waikiki's famous resort district. If you want to avoid having to have a car and prefer to walk across the street to...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Gorgeous Beachfront KoOlina Resort+Amenities.1BR Condo
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this elegant, 𝐬𝐩𝐚𝐜𝐢𝐨𝐮𝐬 𝟏-𝐁𝐞𝐝𝐫𝐨𝐨𝐦 𝐕𝐢𝐥𝐥𝐚 at one of Oʻahu’s most exclusive 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭𝐬 — 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭...
Honolulu Lagoonfront Villa by Gather | Private Pool Villa Near Waikiki & Diamond
Private Lagoonfront Villa | Courtyard Pool | Designer Living | Luxe Island RetreatExperience refined island living in this architecturally unique, resort-style villa—tucked along one of Honolulu’s most discreet and scenic coastlines. Designed for privacy, elegance, and...
Luxury 1BR Penthouse with Mountain Views – Ko Olina Beach Club
Experience island luxury from above in this 1-Bedroom Mountain View Penthouse Villa at Marriott’s Ko Olina Beach Club. Perfectly positioned on the upper floors, this villa offers sweeping views of Oʻahu’s lush mountains, combining modern comfort with the laid-back...
Relaxing Room with City View | 5 Minutes Walk to Waikiki Beach
Prime Waikīkī Beach location with easy access to shopping, dining and attractions. Relax in contemporary rooms featuring island charm, plus enjoy a rooftop pool and 24-hour fitness center.PLEASE NOTE:This listing is specifically for a hotel room located within a hotel,...
Luxurious 1-Bedroom Condo near Waikiki Beach!!!
Inside the Island Colony in Waikiki, the most popular and hottest vacation accommodations on the island!You are just a block away from famous International Marketplace restaurants, shopping centers and transportation are all near you!We are 5-10 minutes away from the...
Partial Ocean-City Luxury Retreat at Sky Ala Moana w/Great Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and The...
Villa Bianca: Oceanfront Elegance w/ BBQ, Lanai, Stunning Ocean & Sunset Views
Welcome to Villa Bianca by Gather, a four-bedroom, four-bathroom hideaway set just half a mile from Waimea Bay on Oahu’s famed North Shore. With panoramic ocean views, dual-level living spaces, and an unbeatable location near Haleiwa’s shops and dining, this elegant...
Hale Ho'omaha • Relaxation • Short Walk to Beach
This home is our passion project, with thoughtful improvements ongoing. Located in Kaaawa near Kualoa Ranch, it offers a peaceful setting with mountain views, nearby beaches, and a slower pace to unwind. The space is clean, comfortable, and intentionally simple, ideal...
Waikiki Ocean City View 2 Bedroom 2 Bath
Summary:Newly Renovated Waikiki Split 2BR/2BA Efficiency Unit. Free garage parking.The Space:Reconnect with loved ones in this family-friendly place. Situated at the entrance of Waikiki, our delightful split 2Br 2BA efficiency unit in the Hawaiian Monarch building...
Urban Oasis: A Sleek Waikiki Getaway
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building.Enjoy breathtaking park view. Hotel quality sheets, pillows, and air conditioning await you.Excellent location right across the...
The Lilikoi - Ke Iki Beach Bungalows
The Lilikoi Bungalow is our largest bungalow on the beach. The large dining area and living room has a twin bed. There is a large full size kitchen with wraparound bar. There are queen beds in the beachfront and garden side bedrooms. The outside deck is covered with...
3 Units, Standard One Queen at Romer House Waikiki, Outdoor Pool
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 168 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Cozy studio with lanai & water views - shared hot tub, rooftop pool and sauna
Fairway Villa 2411 - 30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical oasis in Honolulu, HI! This cozy studio offers ocean and mountain views,...
LARGE KAILUA STUDIO
Kailua is a much-coveted beachside town with award winning beaches and the most beautiful tepid waters.Experience a taste of paradise with laid back island vibes and activities to suit all types of personalities and moods.Adventures from the mountains to the oceans...
Velzey Ohana Villa by Gather: Family Villa Near Surf, Beach & Turtle Bay Resort
Just across the street from the golden sands of Velzyland Beach, Velzey Ohana Villa brings together a spacious main house and private studio for the perfect North Shore retreat. With 1,952 sq ft of living space, this 4-bedroom, 3-bath villa is designed for families,...