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.
Charming Waikiki studio close to beach and centrally located to restaurants, shops and attractions.
Want to be close to the beach and centrally located to restaurants, shops and attractions? Then this is studio for you! The beach is less than 10-minute walk. Shops and restaurants are at your doorstep. After a busy day, relax in this charming studio with queen sized...
Luxury Ocean view 2BR Waikiki
This exquisite 2-bedroom, 2-bath condo nestled in the heart of Waikiki offers a serene retreat from the bustling city life. With central air-conditioning and a splendid pool area with a spa, you can indulge in luxurious comfort with fewer guests, ensuring a tranquil...
Cozy 1-bedroom apartment with WiFi, AC in welcoming Waikiki
Your oasis in Waikiki, welcome to paradise living! Available for rent fully furnished at $3800/mo + GET (3 months min) starting 8/7/24. Just bring your clothes and toothbrush, everything else is provided. This fully renovated 1-bedroom unit at Liliuokalani Gardens...
Kahala Zen: 5BR Modern Oasis with Studio & Lush Garden
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 Kahala ZenNestled in the...
Kalo Homes - Immersed in Aloha
Escape to this stunning perimeter home with a true resort feel—featuring ocean views from nearly every room. Nestled in a 24-hour secured, gated community just minutes from pristine beaches, this peaceful retreat offers comfort, beauty, and safety all in one. Perfect...
Relaxing Kalakauan 1-Bedroom | Private Lanai
This family-friendly vacation home is tucked away at the beginning of the Waikiki strip and features secured entry. This 1-bedroom, 1-bathroom offers easy access to the Waikiki Strip, Hilton Hawaiian Village, Fort DeRussy Beach Park, world-famous Waikiki Beach, Hawaii...
Vacation at The Coconut Plantation in the renowned Ko Olina Resort | TCP-1174-2
Indulge in the epitome of Hawaiian luxury with our exquisite three-bedroom, three-bathroom, two-story townhome nestled within the prestigious Coconut Plantation in the renowned Ko Olina Resort. Impeccably maintained inside and out, this opulent retreat boasts newly...
Charming Hawaii Kai home with private pool
***Location and Getting Around***Centrally located in Hawaii Kai! Short walk to Maunalua Bay Beach Park and less than a mile to Safeway, Costco and a handful of restaurants! Less than a ten minute drive in either direction to a number of activities and attractions. Just...
Ko Olina Resort - October Discount!
Welcome to this brilliant townhome in Ko Olina Resort Community. This peaceful retreat offers 3 cozy bedrooms, including 2 king beds and 2 full bed. With AC and heating, guests can relax in comfort. It's easy to see why you'll be able to unwind at our place.Enjoy...
Ocean Views in Downtown Honolulu Studio with full kitchen, separate living room
Enjoy sweeping ocean vistas from our Ocean View Suite, where luxury meets panoramic scenery in the heart of Downtown Honolulu. Our newly renovated Ocean View Suite comes with views of the ocean, harbor, and downtown Honolulu. This suite 450 sq ft in size and features a...
2 Double Beds with Lanai – Ideal for Families
This 242 sq. ft. room, perfect for families, offers two double beds and a private lanai with vibrant cityscape views. Located between the 3rd and 9th floors, this room provides air conditioning, free Wi-Fi, and modern amenities to ensure a comfortable and memorable...
Oceanfront Bungalow with Gated Entry and Pet Friendly
A classic single-story, semi-renovated, beach cottage just steps from your own, private sandy beach. A real chance to experience an authentic Hawaiian getaway, in an old sugar farming neighborhood away from the tourist mobs of Waikiki. We're on the south shore of Oahu,...
2-bedroom Condo Marriott Ko Olina- Sleeps 8
For the week of:Sunday Sept 14th - Sunday Sept 21st 2025We aren't able to use our timeshare and would love to sell it for a deal of $550 a night (all 7 nights are required to book).Contact us to make a deal. It can be put into your name and you will receive your...
Studio City View Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #305
Castle Bamboo Waikīkī Hotel #305 - Just a short walk from the sands of Waikīkī beach sits this cozy third-floor 310 square-foot gem with all the modern conveniences to make your stay comfortable and rested. Start your day on the furnished lanai with morning coffee...
Pineapple Paradise - Natural rock tidal pool
**30-day rental. Please inquire.Welcome to Pineapple Paradise! This 2 bedroom, 2 bath oceanfront home has breathtaking ocean views along with a natural rock tidal pool, a unique feature for enjoying the water as the tide comes in. This is a perfect getaway paradise for...
Waikiki Oasis 1-Bedroom on Nahua | Lanai + Parking
Enjoy canal and mountain views from the private lanai of this lovely one bedroom, one bathroom apartment, tucked away at the end of Nahua St. This Waikiki Oasis features outdoor dining areas, full kitchen, full bath, washer/dryer, and private bedroom, plus AC,...
Sunset Villa - Resort Amenities - Short Walk to Koolina Beaches - Sleeps 8 - 30 Day Rental
**Monthly Rental**Welcome to Sunset Villa at Coconut Plantation! Located in a resort community on the West side of Oahu. The unit is composed of 4 bedrooms, 3 bathrooms, with an open-concept design, spacious upstairs and downstairs patios, two-car enclosed garage, with...
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,...
Waikiki Banyan 3409 – Mountain View Condo Rental in the Heart of Waikiki
Waikiki Banyan 3409 – Mountain View Condo Rental in the Heart of WaikikiSoak in the beauty of Oʻahu from the 34th floor of Waikiki Banyan 3409, a stylish 1-bedroom vacation rental with sweeping mountain and Honolulu city views. Located just 2 blocks from Waikiki...
Studio City View DLX Kitchenette A/C, and WiFi - Bamboo Waikīkī Hotel #410
Castle Bamboo Waikīkī Hotel #410 - This 4th floor unit is 329 square feet, comes with a lanai, and open-concept living space. This space comes with a large cozy sofa and a spacious Queen bed, a flat screen TV and Wi-Fi to keep you entertained. The bathroom has a...
Tower 2 Suite 1207 (1-Bedroom Condo) with Pool and Golf Course view
Mountain View Waikiki Condo With Free parking & Wi-Fi The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck renovation project. This condo has the perfect sleeping...
Relaxing, Convenient Location In Waikiki!
You'll love waking up to the calming view of the Pacific Ocean in the distance! This beautifully appointed condo is located on the 15th floor of Discovery Bay, offering comfort, convenience, and a perfect home-away-from-home experience in Waikiki. For your convenience,...
Kealoha Tropical Beach Villa: North Shore Surf Spot Retreat w/ Hot Tub & Views
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.Aloha and welcome to Kealoha Tropical Beach...
Island Style Studio Near the Shore!
This studio is less than 100yards from the beach. Island style furnishing this the the perfect space for a couple or a small family to stay. Includes parking, which is first come first serve. Nearby the zoo and shops this is a comfortable getaway when visiting...
Diamond Head Hale | Steps to Sand
Listed as one of Hawaii's historic properties, enjoy some of the best that island living has to offer in this fully furnished 4-bedroom, 3-bathroom Diamond Head Hale. Natural light, refreshing ocean breezes, and hardwood floors flow through this home. 3 bedrooms and 2...
Awesome Ocean View Studio 34th Floor Near Everything in Waikiki !
The view is awesome from this newly remodeled, spacious studio condo on the 34th Floor of the Hawaiian Monarch, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in fabulous Waikiki Beach. In this...
Idyllic Vacation at Ko Olina Hillside Villa 1528-4
Aparthotel with a water park, near Ko Olina MarinaA water park, a fitness center, and a hot tub are available at this smoke-free aparthotel. Other amenities include laundry facilities. The apartment provides a kitchen with a refrigerator, an oven, a stovetop, and a...
Charming Coconut Plantations 2/2.5 Townhome in Ko Olina Resort Community
Situated on the 13th fairway of the famous Ko Olina Resort, overlooking a beautiful pond inhabited by the graceful Ko Olina black swans, this fully furnished single level, 2 bdrm, 2.5 bath home feels like your own private oasis in an exclusive gated community. This...
North Shore Oahu | Turtle Bay - Hale Kahakai
Welcome to Hale Kahakai, located in the gated Turtle Bay community in North Shore. You're just a 5 minute walk to a beautiful white sand beach in a cove protected by a natural reef- perfect for children. Arnold Palmer Golf Course, Turtle Bay Resort, and Roy's Beach...
Oceanfront Styling Diamond Head Condo on Pacific- Free parking
LOCATION, LOCATION, LOCATION!! Our condo is located in one of the premier buildings on Oahu's Gold Coast, on the ocean, with unobstructed Diamond Head views, withtrade winds and the sounds of the Pacific. Not your typical rental. Very comfortable luxury bedding with...
2x Oceanfront Two Doubles Room at Park Shore Waikiki
Luxury rooms, exquisite services, the stunning sunset and sunrise view, the mesmeric view of the ocean, and the beautiful sound of rushing waves, are the gifts of relaxation that this premium beach-side hotel gives you. Whatever your reason for stopping by this...
Kailua Sands | Oceanfront Pool Retreat with Gym | Sleeps 7
Kailua Sands sits directly on the golden curve of Kailua Beach, where turquoise waters meet soft sand just steps from your lanai. This single-level, 3,360-square-foot home embraces a seamless indoor-outdoor flow, centered around a private pool courtyard framed by...
Ilikai Hotel Lite #1836: Studio Ocean View condo
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5...
Cozy 1-bedroom apartment in amazing Honolulu with WiFi, AC
Located at the riverbank of Ala Wai Canal, you can enjoy the beautiful river view from the balcony. This apartment is remodeled in 2023 with zero VOC paint on the walls for your kids’ safety. Near 7-11 convenience storeVersatile kinds of restaurants Chiba-ken...
Allure Very Nice 2-bedroom condo 30 Day Rental Minimum
This beautiful 2 bedroom condominium at Allure Waikiki #2609, 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, walking distance to lots of...
Hilton Hawaiian Grand Islander 1 bedroom 1 bathroom condo, Exceptional Pool
The gorgeous and incredible Hilton Hawaiian village Waikiki beach resort,Grand Islander towers over the legendary Waikiki coastlineYour cozy getaway awaits in Honolulu at this phenomenal condo. This 1-bedroom retreat features a king bed, a sofa bed, a bathroom with a...
BEACHFRONT REEF TURTLES KAYAK NORTH SHORE
Monthly Rental as required by Honolulu County. Please inquire before getting scared off by the rental rate or Honolulu's system. Will consider discounts as VRBO's system does not work for Honolulu. Happy to share the True Spirit of Aloha here with web Aloha Beach...
Ko Olina Kai 1081C: 3BR Tropical Retreat, Steps from Golf and Dining
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.Discover the epitome of island elegance at Ko...
Regency Waikiki 72 City View 1 Bedroom
Experience Waikiki from this stylishly renovated one-bedroom condo, perfect for up to four guests. Featuring all-new furnishings, it offers a fresh and modern retreat just moments from the beach. Unit 72 City View 1 Bedroom 1 Bathroom• Newly renovated with all new...
Surfer's Sanctuary at Waikiki Lanais
This renovated surfer's getaway boasts two private bedrooms, a full kitchen, dining table, dishwasher, and private lanai. The building offers amenities like a rooftop recreation area, swimming pool, hot tub, spa, and a shared paid laundry facility. The unit includes an...
Comfort and Convenience! Full Kitchen, Balcony, Outdoor Pool! Beach Access
Discover a serene oasis just steps from the iconic Waikiki Beach, where tranquility meets excitement. Explore nearby treasures such as the Royal Hawaiian Center and Diamond Head State Monument. Only a short drive from Daniel K. Inouye International Airport, this vibrant...
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...
Couples Retreat! Pacific Vista w/WiFi and A/C– Waikīkī Shore 504
Welcome to your beach retreat in Waikīkī! Relax in this Studio Ocean View condo, which offers fantastic lanai views of the Pacific Ocean, Waikīkī Beach, and the palm treetops of Fort DeRussy Park. The private lanai has seating for two people and has a small table so...
Ko Olina Kai 1105E: Upscale 3BR, BBQ Lanai, Near Golf & Disney Resort
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.Nestled in the heart of the exclusive Ko Olina...
Peaceful Peacock Palace in Makaha
Nestled in the lush landscapes of Makaha Valley, backed by the beautiful Mountains with a 24 hour Oceanview, our enchanting retreat offers guests a unique blend of serene natural beauty and luxurious comfort. As you enter the gates, you are welcomed by the sweet...
Nanea Kai Villa - Luxury Beachfront Estate in Hawaii Kai
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 Nanea Kai Villa by Gather, an...
Kailua vacation rental wih stunning views - 5 min to beach
The studio is an overlooking Mid Pac country club, and has 180* views of the Ko'olau mountains and also the popular Pill Box hike peak which has views of the coast line. From the studio you may feel like you are in a birds nest , since there are birds singing ,and the...
Royal Kuhio 1713 - Spacious Studio w/ Stunning City View in the Heart of Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1713, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and partial ocean and mountain viewsKitchen: Fully...
Luxury 1BR with Pool View at Sky Ala Moana
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.This property is new to our inventory, and while reviews are coming soon, we can confidently assure you...
Spacious 2BR/2BA Oceanfront Villa in Ko Olina Beach Tower with Lagoon Views
Ko Olina Beach Villas B210 invites you to experience oceanfront luxury on Oahu’s sunny west coast. Located in the prestigious Beach Tower, this 2nd-floor villa blends island elegance with modern comfort, offering 1,575 square feet of living space plus a spacious lanai...