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 studio at The Waikiki Grand in Waikiki with AC & Pool
Located in Honolulu, this fabulous studio is a dream. With a cozy living area featuring a Queen bed & futon up to 3 guests can relax in style. The bathroom offers a Shower / bathtub combo and hair dryer for added convenience. Our place is equipped for both long or short...
Serene Island Condo w/ Mountain View and pkng
This 1-bedroom condo in the heart of Waikiki offers a spacious open layout that can sleep up to 4 people. The unit is fully equipped with a kitchen that has all the appliances you need to cook up a meal, as well as a lounge area with comfortable seating. The Waikiki...
NEW! Makai Manor - AC, Hot Tub, Views!
30 night rental. Please inquire.Experience the epitome of luxury at our newly constructed vacation home, unveiled in August 2021. Nestled adjacent to a charming beach park, this magnificent property boasts breathtaking ocean vistas that promise to mesmerize guests from...
30th Floor + Views | Free Parking + Pool
SummaryEnjoy stunning city views from this bright 1-bedroom condo in Honolulu. Perfect for up to 4 guests, the space features a king bed, a queen sofa bed, and a full kitchen. Relax with resort-style amenities, including a pool, BBQ cabanas, gym, and sauna. Free parking...
Cozy & Affordable Seaside Studio w/ Parking
This unit has almost everything you need for a seamless stay: an in-unit washer, a relaxing bathtub, access to a pool, and just steps from the beach. Ideal for both work and leisure, it’s fully equipped to make your extended stay in Hawaii comfortable and...
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...
Paradise by the beach
This is a beautiful 5 bed, 3 bath home that sleeps 12. It is located just steps from famous Hukilau Beach, and within walking distance from BYU Hawaii. There is a washer and dryer, two living rooms, office room, and much more. Enjoy a sunrise stroll on the beach, spend...
7th Floor Ocean Views W/A/C and WiFi- Waikiki Shore
Waikiki Shore #705: The only beachfront vacation condominium in Waikiki, Waikiki Shore impresses with spectacular ocean, Diamond Head, and Fort DeRussy Park and garden views. Ranging from studio to two-bedroom deluxe ocean views, each condo space wows. Each...
Newly Renovated 4BR Family Home - Minutes from Dole Plantation
PERFECT FOR:Family | Groups | Pet owners | Surfers | Digital nomadsSPACE HIGHLIGHTS:- 4BR w/ queen beds- Sleeps 8- Full 2BA- Full kitchen- Living area with high-speed WiFi- In-unit washer & dryer- A/C throughoutUNBEATABLE LOCATION:- 20-25 mins drive to Sunset Beach- 25...
Honeyed Jade: 8 BD Ultra Luxury Oceanfront Diamond Head Estate with Pool & Hot Tub
Honeyed Jade is an enchanting Diamond Head vacation rental estate located on the exquisite island of Oahu. Oahu is an ideal island to visit if you envision yourself amid beautiful Pacific blue waters and within easy access to shopping and first-class restaurants....
Witness mesmerizing Sunsets!! nOcean View 2BR @ MVC Ko Olina Beach Club 2/1-2/8
Escape to Marriott's Ko Olina Beach Club, a serene oceanfront retreat nestled within the lush, gated Ko Olina Resort & Marina on Oʻahu's west coast. Just 30 minutes from Honolulu, this tropical haven offers the perfect blend of relaxation and adventure, making it an...
Grand Waikikian 1BR- Luxe Suite with Balcony, Full Kitchen, Waikiki Beach Access
Discover elevated comfort in this spacious one-bedroom residence at Grand Waikikian, nestled within the iconic Hilton Hawaiian Village Waikiki Beach Resort in Honolulu. With approximately 836 sq ft of living space, the suite features a luxurious master bedroom with a...
Kahala Beach #446 Vacation Rental
This highly desirable top-floor unit overlooks the lovely koi pond and provides the best views of the sky and stars. The lanai is oriented to the afternoon sun and sunset. Importantly, its top floor position makes it one of the most quiet apartments at Kahala Beach....
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...
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...
1 Block to Beach! Waikiki Ocean View Large Studio with work space, 3 Beds
Summary:Welcome to our newly renovated studio in the Aqua Palm Waikiki! Offers stunning ocean, park, city and Diamond Head views from the 7th floor(11floor height). Enjoy convenient access to the beach and amenities like a full bath with bidet, central AC, Smart TV, and...
Honolulu Luxury Condo w/ Resort Amenities & Private Courtyard Access
Welcome to Elevated Island Living at Sky Ala Moana West. This property can be rented for 30 nights or longer.Experience the perfect blend of luxury, comfort, and indoor-outdoor island living in this one-of-a-kind residence at Sky Ala Moana West. With soaring 12-foot...
Beautifully Remodeled 3/2 space in Wahiawa Heights
This stunningly renovated furnished 3 bed / 2 bath unit in sought-after Wahiawa Heights awaits you. Nestled in on the second floor of this cozy home, immerse yourself in the alluring charm of the transformed 3-bedroom, 2-bathroom abode, designed to be your tranquil...
Waikiki Beach Studio Condo..Minutes to Beaches!nGreat Value.
Aloha and welcome to the ideal Waikiki studio Condo rental getaway in Waikiki...just a short stroll to incredible beaches! Ideally located at the start of Waikiki, near the marina, we are close to everything for your vacaction getaway. World-class shopping & wonderful...
Harbor View 1BR! Max 6 near Ala Moana Center!
【Basic Info】This is a 1BR room in Waikiki!!＊Living area and bed room space can be separated siding door.This condominium is in front of Harbor.So, you can enjoy great harbor view from this listing unit.You can stay with you friends, partner, family. This...
Welcome to Windsor Waikiki #3804! A Beautiful Vacation Rental.
The perfect getaway, high above world-famous Waikiki Beach! The Windsor unit 3804 has Limitless views of the sparkling ocean, the Ala Wai marina, Ala Moana Park, and the twinkling lights of downtown Honolulu. Whether it's a romantic interlude or chance to work remotely...
9th Fl Waikiki Banyan | Parking | AC | Partial Diamond Head View
The SpaceEnjoy your Waikiki stay in this modern 9th-floor corner unit with views looking toward Diamond Head. The open layout makes it easy to relax after a day at the beach, with a queen bed in the bedroom and a pull-out sofa in the living room for added...
Sun-Soaked Balcony with Ocean Views, Walk to Beach, Shops, & Cafés
After a day of exploring or adventuring, go for a swim, watch the sunset from our rooftop, and relax in the jet spa or sauna. From the pool deck, you have stunning views of Waikiki Beach and the city.PLEASE NOTE:This listing is specifically for a hotel room located...
Charming Ilikai Marina Studio, Great Location In Waikiki!
Construction Notice 10/20/25: Exterior spall working is currently scheduled for 11/3 - 12/17/25 and painting work is currently scheduled from 8/10 - 9/4/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt...
Spacious 3 Bedroom / 2 Bath / Sleeps 8
Beautiful home located on the east side of Oahu in Hawaii Kai. Located near beaches such as the famous Hanauma Bay, eateries, shopping centers, hiking trails, scenic lookouts and water sports. The home offers 3 bedrooms (3 queen beds), 1 sofa bed and 2 bathrooms....
Colony Surf Getaway: Elegant Condo, Designer Touches &Amazing Diamond Head Views
Welcome to Colony Surf Getaway by Gather, a spacious two-bedroom retreat perched high above Honolulu’s prestigious Gold Coast at Diamond Head. With sweeping views of the Pacific, Diamond Head, and the city skyline, this 1,500-square-foot residence is offered as a...
OmniView Sunset Penthouse : Mountain, Ocean, City
Rise above Honolulu in this art deco-inspired penthouse, where sweeping harbor sunsets and bold architecture create your private sanctuary in the sky. With 24/7 security, private elevator, secure parking, infinity pool, and gym, every detail balances luxury and peace of...
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...
Stylish Modern King 1-Bedroom Condo Central Waikiki, WiFi, AC, Rooftop Pool Deck
Welcome to your newly remodeled executive one-bedroom condo, perched on the 24th floor in the very heart of Waikiki. Enjoy sweeping views of the Pacific Ocean, iconic Waikiki Beach, and lush mountains by day—and prepare to be wowed by stunning sunsets and Friday night...
9th Fl Island Colony Studio | Balcony | Pool
🌴 Charming Waikīkī Studio w/ Pool View | Island ColonyAloha and welcome! Enjoy this charming studio overlooking the recreation deck and pool at Island Colony — perfect for couples or solo travelers looking for comfort, convenience, and value in the heart of...
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...
Waikiki Stay 1 BR w/Kitchen, 2 blocks from the beach
Perfect for families or groups, this unit sleeps up to 5 with a queen bed, sofa bed & a rollaway. Enjoy a full kitchen, open living area, and unbeatable location—just a short walk to Waikiki Beach, shopping & dining.- Flexible Sleeping Arrangements – The space...
30FL Hale Nalu Waikīkī | Oceanview King Bed Studio
- Located on the 30th floor of Island Colony, a secure high-rise building with 24/7 security- Elevator access for convenient arrival and departure– Building amenities on the 6th floor: swimming pool, jacuzzi, sauna, laundry facilities, convenience store, ice maker,...
Island Colony 715 Charming Studio with Pool View
Welcome to Island Colony 715 - Your Charming Studio with Pool View!Discover the allure of Waikiki at Island Colony 715, a delightful studio with a pool view. Located at 445 Seaside Ave #715, Honolulu, HI 96815, this private rental by Hawaii Dream Realty LLC offers a...
Wailupe Beach Front: Lux Oceanfront w/ Pool, Hot Tub, Beach Access & Stunning Vi
Where Oʻahu’s south shore meets crystalline waters, Wailupe Beachfront Getaway welcomes up to twelve guests to experience effortless island living. This 4,291‑square‑foot, five‑bedroom retreat unfolds across two spacious levels with sweeping oceanfront views,...
Cozy Aloha Suite with AC in charming Kailua
Welcome to our home! We are a legal vacation rental (TA-188-004-1472-01, 90/BB-0102) hosting guests for more than 30 years. We are an environmentally-conscious family doing our share to "Live Lightly" so our natural resources are protected.**PLEASE NOTE: As of November...
Oceanfront Retreat at the Ilikai! Your island escape await!
*Brand New to our Inventory* Welcome to your beautifully renovated island escape at the iconic Ilikai Hotel, where sweeping views of the lagoon and Pacific Ocean greet you from your private lanai. Enjoy front-row seats to the Friday night fireworks show and take in the...
Kahala Oasis: 6BR Retreat with Pool, Spa & Near Beach
Set along prestigious Kahala Avenue on O‘ahu’s sunny south shore, Kahala Oasis by Gather is a grand 6-bedroom, 6.5-bath luxury estate offering timeless elegance and island tranquility. Spanning 5,500 square feet of living space, this expansive retreat accommodates...
Blissful Honolulu Oasis: Renovated & Modern w/ AC
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. This special place is close to everything and UH, making...
Beachfront Studio in North Shore - Lower Unit
Discover a surfer's paradise at this beachfront studio located in Haleiwa, Oahu. With private access to the beach, this idyllic location is in front of a popular surf spot. Lounge comfortably on the porch and have lunch at the outdoor dining area right outside the...
Tranquil and Chic 1 Bd and Bth with Car and Sauna
"Tutu's Hale" a hidden tropical oasis in East Honolulu, features 1 bedroom and 1 bath, living room, kitchen, walk-in closet, outdoor patio space with hammock swings and furniture, with access to our shared dry sauna, cold plunge and outdoor shower. Those in need of...
Cozy studio in charming Laie, Ocean view, AC, 30 day
This studio in Laie is a hidden gem for guests seeking a tranquil retreat right across from beautiful Hukilau Beach. With a cozy atmosphere and a spacious bathroom, this space is perfect for unwinding after a day at the beach or exploring. And the AC ensures a...
🌺 7th-Floor Palms Waikīkī Studio | Street View | Prime Location
🌺 7th-Floor Palms Waikīkī Studio | Street View | Prime Location⚠️ Building Notice: Spalling repair work will begin January 13 and is expected to continue for approximately 8 months. Work hours are Monday–Friday, 8:00 AM–4:30 PM (excluding weekends and...
31st Fl Waikiki Banyan 1 BR Condo | Ocean View | Parking
The SpaceBring the whole family to this remodeled 31st-floor corner unit with plenty of space, comfort, and stunning views of the ocean, Koʻolau Mountains, and Ala Wai Golf Course. With two full beds in the bedroom and two sofa sleepers in the living room, this home...
3BR/2BA New Build | Pool | W/D | Garage | Park
Welcome to this brand-new home: a spacious 3-bed, 2-bath, 1600 sqft retreat perfect for guests seeking ample space and a peaceful, safe neighborhood. Enjoy an open-concept living area with vaulted ceilings, extending to a covered lanai. The modern kitchen boasts sleek...
4th Fl Marine Surf Studio | Prime Location | Parking
Stay in comfort in the heart of Waikiki, only a short stroll to the International Market Place, restaurants, shops, and the island’s vibrant nightlife. This central location is unbeatable—and your unit includes one free parking stall, a rare bonus in Waikiki!🏠...
✅This-Is-IT!✅ 🤩location🤩 free🚙🅿️ 250mbps+💻 🌸F06A10🌸
!!! Hotel Zoned & %100 legal !!!A beautiful place to stay in the very center of the world famous Waikiki resort. Steps to the beach, great value !!!Cozy Tropical Studio apartment in one of the most desirable area in the Heart of Waikiki!Steps to the beach ( 4min walk )...
Spacious Mountain View Unit- Near Oahu's Popular Attractions, Oceanfront Resort
Spread out and kick back. This luxurious three-bedroom provides spacious luxury and intimate comfort for larger parties.Mountain View Three Bedroom Villa, Bedroom 1: 1 King, Bedroom 2: 1 King, Bedroom 3: 2 Twin, Sofa beds: 2, Bathrooms: 3, Full kitchen, Microwave,...
Makaha Beauty - Condo in Hawaii with Ocean Views
A beautiful apartment with mountain and ocean views that is perfect for those that want to get away from the hustle and the bustle of Waikiki. The area is full of greenery and even has friendly residential peacocks that you might see near the parking area.Makaha is...
Ocean View Luxury Condo in Waikiki, /w Parking!
This stunning 2 bedroom, 2 bath condo located in the heart of Waikiki is an oasis away from all the hustle and bustle. Not only does it feature central air-conditioning, but its beautiful pool area and spa make for a truly luxurious experience with fewer guests than...