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.
Waikiki Banyan @T2-29th 2Double Beds NEW Renovated
Summary:Parking is free. 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...
Modern, Comfortable with Great Amenities! Washer/Dryer, Parking, WIFI included!
New to our inventory and remodeled in 2024, this unit is a true gem, offering modern style and all the comforts of home. The living area features a cozy sofa sleeper and a large flat-screen TV with streaming capabilities. It seamlessly connects to a dining area with...
Regency Waikiki Partial Ocean View 1 Bedroom
A charming one-bedroom retreat offers the comforts of home and is just a short stroll from Waikiki Beach. Ideal for up to four guests, it features a queen bed in the bedroom and a cozy sofa bed in the living room.• Kitchen includes ceramic stove top, microwave,...
30th Floor King Bed Suite - 30 NIGHT MINIMUM
MINIMUM 30 NIGHTS, OR GREATER STAY / PRICE REFLECTS MONTHLY RATE / NO OPTIONS FOR LESS THAN 30 DAY RESERVATION 2410 Cleghorn St. Honolulu HI 96815Superb Views from this 1 bedroom Suite that features brand new Kind Bed, the suite sleeps 4 guests on High Floor (30th)...
Makaha Valley Towers Paradise
One bedroom condo beautiful view 2 minutes from beach driving 15 minutes walking nice hiking in the area and great local food heated swimming pool 6 gas grills pinning area free parking 24 hour security
Discovery Bay deluxe city view, near Ala Moana Shopping Center & the beach!
Welcome to your island escape in the sky! Located on the 24th floor of Discovery Bay, this beautifully renovated 1-bedroom, 1-bathroom condo offers 852 sq ft of comfortable living space and stunning views of Diamond Head, the city, and the lush mountains.Unit...
CW Royal Garden at Waikiki | King Balcony Studio
Summary:CW Royal Garden at Waikiki | King Balcony Studio• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband Internet Access• DVD Player• Stereo• Television•...
Beachside Kailua Beach House by Gather w/ Pool & Gourmet Kitchen
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 Kailua Beach House by Gather, a...
Picturesque views of the ocean and Diamond Head
Mesmerizing panoramic views of Diamond Head, the blue Pacific Ocean, the moon and stars! This spacious corner condo is as close as you can get to the sand without being on the beach. Step back in time for this rare opportunity to stay for a while in the home of a...
Spacious Suite With Office (Unit A)
This newly renovated multi-level luxury estate home is located between Kaneohe and Kailua overlooking the Kaneohe Bay Yacht Club with convenient access to the H3 freeway. Shopping and the beach are only about 2.5 miles away. The main portion of the home spans...
Partial Ocean View Waikiki Suite, Close to beach, AC, Free Wi-Fi & Pool!
Waikiki Sunset #2106 – 229 Paoakalani Ave.Enjoy the panoramic views from this 21st-floor partial ocean view suite, just minutes to the beautiful Pacific. Waikiki Sunset is located on a quieter street in the Diamond Head side of Waikiki. Just a short walk to the...
Poolside Paradise: with Double Bay View Rooms (Unit C)n
The newly renovated multi-level luxury estate between Kaneohe and Kailua offers a shared living experience that is second to none. With its location overlooking the Kaneohe Bay Yacht Club and easy access to the H3 freeway, this fully furnished 5,400 sq. ft. home...
Free Parking!! Renovated 1 Bedroom @ Waikiki Banyan
1 Bedroom/ 1 Bathroom / One FREE PARKING (max 6') unit at Waikiki Banyan. The unit can accommodate up to 4 guests. Total of 4 Beds: 2 Full Beds in the Bedroom & 1 Full SFBD & 1 Queen Size SFBD in the living room. 557 living sqft. & 67 sqft. Lanai(Balcony) over looks...
Walk to Beach + Parking | Epic Views!
Peaceful Waikiki condo with a fully equipped kitchen, in-unit washer/dryer, and free parking. This 1-bedroom retreat sleeps 3 with a queen bed and sofa bed. Located just a short walk to Waikiki Beach and the vibrant streets of Kuhio and Kalakaua Avenues, you’ll have...
Waikiki Studio | Balcony + Pool Access
Nestled near Waikiki Beach, this bright and modern studio offers a peaceful retreat just minutes from world-class shopping, nightlife, and iconic surf spots. Enjoy a private balcony with city and mountain views, a cozy queen bed, and a kitchenette for quick meals....
The Turtle House, a 5 Bedroom Oceanfront Villa!!!
The Turtle Villa is the perfect location for an unforgettable and authentic Hawaiian experience. One of the best oceanfront views on the island with the most stunning sunsets. Our home is great for family getaways or large gatherings. Create family memories that will...
Enjoyable 5-bedroom house with AC in Honolulu
Quiet neighborhood & desirable 2 story house build in 2023. This tremendous property boasts 5 bedrooms - 3 queen beds and 3 twin beds, perfect for families or groups of friends. With 5 bathrooms and a cozy living room with a sofa bed, guests will have plenty of space to...
Oceanfront Mokuleia Home with Stunning Views
Welcome to Oahu's North Shore, the peaceful and intimate community of Mokule'ia, home of abundant ocean life. This oceanfront home offers a clean and spacious 3 bedroom and 2 full bathrooms, with plentiful ocean life right outside your back door.The fully furnished home...
Breathtaking Ocean Views, You'll Never Want To Leave Waikiki!
Construction Notice 6/16/25: Spall repairs are currently underway on the mountain-side units. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted until early August. The project is expected to be completed by...
1 Bedroom Premier- Ocean View at The Grand Islander by HGV: A Slice Of Paradise
Experience the magic of Hawaii in unmatched comfort and style at The Grand Islander by Hilton Grand Vacations. Located in the heart of the renowned Waikiki Beach Walk, this resort perfectly combines luxury, convenience, and family-friendly fun. With stunning ocean views...
Private Luxury Home, Steps from the Beach w/ AC: Ranch Beach House Estate
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.Ranch Beach Estate is a hidden Hawaiian gem,...
Amazing views, Newly renovated centrally located with multiple resort amenities
Newly remodeled with spectacular ocean, canal and mountain view from spacious Lanai. Real hardwood floors, updated bathroom, kitchenette and full size refrigerator. Watch beautiful sunsets, canoe races & fireworks from the Hilton. Located in the heart of Waikiki just 2...
Downtown Kailua | Steps to shops | W/D | Parking
New Listing Special!Welcome to this charming 2-bed, 1.5-bath condo in a prime downtown Kailua location, just a short stroll from world-famous Kailua Beach. This updated home features a fully equipped and stocked kitchen, 2 comfortable queen beds, and modern amenities...
City View Studio with Kitchenette - Waikīkī Grand #517
Castle at Waikīkī Grand #517 - Large glass windows invite the beautiful natural Hawaiian sunshine and showcase the surrounding city of Waikīkī. The living and sleeping area is furnished with comfortable chairs, a flat screen TV, and Wi-Fi to help you relax after a...
Aloha Surf 1209 Vacation Comfortably in a Private King Suite
Discover the Perfect Blend of Comfort and Value at Aloha Surf 1209Step into your Hawaiian escape at Aloha Surf 1209, where great value meets a cozy and convenient stay. Escape to the tropical paradise of Honolulu and experience the ultimate vacation comfort in our...
Waikiki: Eat • Play • Love -Clean Comfortable Cute
Welcome to 134 Kapahulu Avenue. This delightful studio apartment located in the Waikiki Grand Hotel is perfect for your Hawaiian holiday. It is just a short stroll past shops and restaurants to the turquoise waters of Waikiki beach. Spend your vacation eating local...
Ko Olina Beach Villas O-906 | Oceanfront Lanai, Pools & Luxury 2BR/2BA
Ko Olina Beach Villas O-906 welcomes you to ninth-floor island living in Kapolei’s coveted Ko Olina Resort. This two-bedroom, two-bath vacation condo pairs sweeping ocean vistas with the comforts of home, setting the scene for families, couples, or digital nomads...
Peaceful Oceanfront Home Near Downtown Kailua w/ BBQ & AC: Kai Mele
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 Mele, your next charming...
Waikiki Getaway! Pool, Near Honolulu Museum of Art, Parking!
You’ll feel right at home at this lovely boutique property in Waikiki! Enjoy grab-and-go breakfast in the comfort of your accommodations, take a dip in the heated outdoor pool, or make a little something in your own kitchenette and relax on your private lanai. An...
!OceanView New Remodel Near Convention Ctr Waikiki
Remodeled private cozy studio on Niu Street with Ocean, Diamond Head, Ala Wai Canal and city view. Walking distance to Convention Center, Ala Moana, beaches, shops and eateries.Please inquire about other listings in same building!Monthly discounts available!*Guests...
Leaf House: Lux Retreat w/ Pool, Ocean Views & Outdoor Living Near Lanikai
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 Leaf House by Gather, a luxurious...
Oahu Dream! 2 Relaxing Units w/ Balcony, Minutes to Waikiki Beach
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! With comfortable amenities and authentic Hawaiian hospitality, you'll have everything...
HGVC Hawaiian Village Beachfront Resorts & Spa All Towers
Enjoy the glamour of this stylish, upscale place. Experience the epitome of luxury and relaxation at Hilton Grand Vacations Club at The Lagoon Tower, nestled among 22 acres of pristine Waikiki beachfront. Enjoy exclusive access to Waikiki's finest white-sand beach and...
Wyndham Waikiki Beach Walk|Two 2BR/2BA Suites
Summary:This tropical escape boasts an impressive 7.7 acres of on-site fun. The family-friendly resort is only a block from popular Waikiki Beach and serves up a game room, children’s activities, and an outdoor pool.We understand the importance of an ocean view for...
Sunlit Island Escape in Kailua
Welcome to your island getaway! Nestled in the heart of Kailua, this bright and inviting home is perfectly located just minutes from Kailua Beach, where you can soak up the sun, enjoy crystal-clear waters, or try your hand at paddleboarding.This property combines modern...
Glam Mid Century Modern 4-bedroom oceanfront estate in wonderful Honolulu
30 day minimum rental. YOU are James Bond (or a James Bond villain!) in this oceanfront architectural marvel with its own beach and cove!!! Site of dozens of editorial fashion, film and television shoots. Check out our socials at midcenturyhonolulu. This property was...
Comfy 1 bedroom steps to white sand beach
Experience Windward Hawaii at this beautiful 1 bedroom in the heart of Lanikai. You'll be within a short walking distance of one of the best beaches on the island and close to Kailua town with many unique shops and restaurants. You'll enjoy beautiful views of the...
Ocean view,1 bedroom, parking, AC, washer dryer,tax incl.
This is a beautiful private one bedroom one bathroom with Lanai (balcony). Unit offers views of Ocean, city, and mountains and canal. Rental includes one private parking, air-conditioning, clothes washer and dryer inside your unit, swimming pool, jacuzzi, sauna, 3 BBQ...
Ocean View 1 BDRM Condo w/AC/Washer and Dryer/Parking Included!
Warm greetings from beautiful Waikiki! We are thrilled to offer you the opportunity to stay at the stunning Four Paddle property for a minimum of 30 days, expertly managed by the dedicated team at Happy Vacations. You'll love the convenient location just across the...
1 BR Suite City View, w/ AC, WiFi and Kitchen - Bamboo Waikīkī Hotel #504
Castle Bamboo Waikīkī Hotel #504 - The living area is furnished with a and a desk/workspace for all those business travelers. Enjoy watching the Flat screen TV while sitting on the new couch, which doubles as a fold-out sofa bed to accommodate additional travelers....
Aloha Living at Waikiki Lanais | Pool + Gym
Enjoy views of the palm tree dotted Ala Wai and lush mountains from our 1 bedroom / 1 bathroom apartment at the Waikiki Lanais building. This property features a full kitchen, breakfast bar, dishwasher, dining area, and private lanai. Building amenities include a...
Waimea Bay Tropical Retreat w/ pool & jacuzzi 2 min walk from the beach!
Waimea Bay Tropical Retreat is in a Great Location on a private residential cul-de-sac within walking distance to Waimea Bay, Three Tables, Sharks Cove, Foodland, Food Trucks. Close to the bike path & all of the best North Shore surf breaks & beaches. Neighborhood is...
Spacious Studio, Perfect Location In Wakiki, Located Near The Beach, Shopping
Enjoy the best of city living with scenic mountain views in this inviting studio on the 35th floor of Discovery Bay. Just steps from the beach, this spacious studio offers both comfort and convenience in the heart of Honolulu.Large windows showcase panoramic views of...
1 Bedroom Suite-Marriotts-Ko
Enjoy the glamour of this stylish, upscale place. Marriottu2019s Ko Olina Beach Club is situated on the spectacular Western shore of Oahu, where waterfalls and fountains welcome you as you enter the resort. The grounds truly exude the lush beauty of a tropical oasis -...
Grand Waikikian by Hilton
The Grand Waikikian by Hilton is a resort sits on 22 acre of Hilton Hawaiian Village Beach Resort right on the famous Waikiki Beach. It is just ten minutes from downtown Honolulu and 20 minutes from Honolulu International Airport. It has six pools, a spa, fitness center...
Stunning Ocean Views and direct beach access in this Hawaiian Oasis
One of the desirable units on the ground floor with direct access to the grassy area and the beach. An oceanfront two-bedroom, two-bath in the Kai Lani community in Ko Olina offers a truly unique and desirable lifestyle, blending natural beauty, luxurious amenities, and...
Ilikai Marina #1780, Beautiful Ocean, Sunset and Harbor views!
Construction Notice 5/30/25: Spall repairs are currently underway on the mountain-side units in May. Please be aware that construction noise may occur between 8 AM and 4 PM. Access to the lanai will be restricted until late June. The project is expected to be completed...
Cozy oceanfront 1-bedroom condo with WiFi, and access to sandy beach.
Located in Hauula, enjoy what this beautiful oceanfront 1-bedroom apartment has to offer. This marvelous property features a cozy living room with 1 sofa bed, a queen bed in the bedroom, and a bathroom with a walking shower. Guests can also take advantage of amenities...
Waimea Combo: Experience Twice the Island Charm!!
Discover the epitome of North Shore living with our exclusive Waimea Combo, boasting a total of 6 bedrooms and 4 bathrooms across two exquisite properties: Waimea Bay Cottage and Waimea Bay Getaway.Waimea Bay Cottage offers a charming 3-bedroom, 2-bathroom retreat just...
Aloha Getaway
waking up to the scent of tropical flowers drifting through the air. and enjoy your morning with a fresh cup of coffee. Spend your day exploring nearby beaches, hiking lush trails, or simply relaxing by the beach. A peaceful, tropical escape awaits.