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.
Hale Alapi'i Lanikai Getaway by Gather: Newly Renovated Near Beach & Hiking
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 Hale Alapi'i Lanikai Getaway by...
Stunning Lanikai studio - 5 min walk to Kailua and Lanikai Beach!
Beautiful hillside studio with breathtaking ocean views. Wake up to spectacular sunrises, watch the whales play, and enjoy the ocean breeze as you live the Lanikai lifestyle. Complies with Hawaii law.
Great Price! 4800sf 9 rooms 5 baths Gated New House Steps from Waimanalo Beach
Note:1) Please send me a message to let me know how many people & cars in total, make sure do not exceed the max. Numbers. Due to neighbors don’t like too many people & traffic in this quiet neighborhood, in the past, we have to cancel the booking that exceed quite a...
The Grand Islander, a Hilton Grand Vacations Club
This one-bedroom, one-bathroom resort view suite with balcony features a primary bedroom with king-size bed, 50-inch flat-panel HD TV and spa-like bathroom with a sleek shower, a deep soaking bathtub, private water closet with bidet seat and elegant vanity area. The...
Marine Surf 13th Renovated with Small Parking Space
• Free small parking • Studio unit for 4 with comfy sofa bed Fully equipped kitchen for home-style meals.The unit has a window AC that can be a little noisy. We have provided a tall tower fan to keep you cool and comfortable at night. Marine Surf is right in the...
Spacious 2-BR/2-bath suite with full kitchen & living room, minutes from beach
Your Honolulu vacation begins at this 2-bedroom resort suite at Club Wyndham Waikiki Beach Walk. The master bedroom features a king bed and en-suite full bathroom with shower and jetted tub. The second bedroom features 2 double beds with a full bathroom directly across...
Escape to Paradise at Lagoon Tower by Hilton Grand Vacations – Studio Retreat!
Experience the vibrant energy of Waikiki from the heart of the Hilton Hawaiian Village® Waikiki Beach Resort, where the Lagoon Tower Studio combines modern comfort with a prime tropical location. Perfect for couples or small families, this cozy retreat offers an ideal...
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...
Studio City View Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #205
Castle Bamboo Waikīkī Hotel #205 - This second-floor, 318 square-foot unit accommodates three guests and is furnished with a large cozy sofa and a spacious Queen bed with fresh linens to ensure a peaceful rest. The studio has a flat-screen TV, iPod docking station,...
Kailua Luxury Beachfront House
Prices start at $36,000/month and will not be pro-rated based on the length of stay. Please inquire for an accurate quote.Welcome to Kailua Beach Villa. This luxury beachfront home is perfect for your next Hawaiian vacation. This spacious 2 level home has 5 bedrooms (1...
Chic Unit With Mountain View In a Great Location In Waikiki!
1 Bedroom City View on the 5th Floor! Perfect for your get-away with your friends or co-workers on business. Relax on the cooler side of the building and enjoy the tropical breezes from the mountain. KITCHEN- Refrigerator- Cooktop/Oven- Microwave- Dinnerware, Glassware,...
Designer Studio in Hawaii Kai! Close to beaches, shopping, and hiking!
Come and enjoy this newly updated and professionally designed studio in beautiful Hawaii Kai. This fresh and inviting space is the perfect getaway and launch pad for all of your Hawaii adventures or just to relax and get away from it all.This is a gorgeous, designer...
Sans Souci Beachfront Studio Condo 106
Monthly Rental.True 'beachfront' vacation rentals are hard to find near Waikiki, so this well equipped Studio with Full kitchen is rare in it's location and very unique in its proximity to the golden sands and crystal clear aquamarine ocean waters.With an open airy...
Waikiki Townhouse Paradise
A light bright airy condo with gorgeous views of Waikiki from the bedroom and the living room. Relax on the lanai and watch the sunset with a glass of wine. A small table allows for a quiet breakfast where you can sip Kona coffee and enjoy a croissant.The spaceYou'll...
Awesome access to Beach 1min!Studio in Hotel&Condo
【Basic Info】This is a private studio unit in Waikiki!!You can enjoy your stay by yourself, friend or partner. The condominium is located east area in Waikiki.This area is really closed to the Diamond Head, Kapi olani Park.You can enjoy a walk while feeling the...
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...
Beautiful Condo in the heart Diamond Head Honolulu, HI
This beautiful condo is across from Kapiolani Park and near Waikiki shell is a quiet neighborhood below Diamond Head and steps outside of Waikiki.Beautifully decorated, top floor unit has wonderful views of Diamond Head & Waikiki.Full kitchen, Washer Dryer Free Wi-Fi &...
Private North Shore Studionn
Our newly renovated attached studio is located between Sunset Beach & V-land one block to the beach. Well suited for a single guest or couple (queen loft bed) who want to enjoy the comforts of home while experiencing the North Shore culture. Walk distance to beautiful,...
Private Hilltop Retreat, Spectacular View, Minutes to Kailua Beaches!
This 2 bedroom, 2 bath private downstairs level of a 3 bedroom executive house has views of Kaneohe bay and is in an ideal location between Kaneohe and Kailua, just minutes from Kailua town and its beaches. First bedroom, which opens onto the cabana deck, has a queen...
7 Mile Miracle Beach House
Beautiful fully furnished home on the very famous and highly coveted Ke Nui Road. It has direct beach access in front of Gas Chambers, and also world-famous surf spots, Rocky point (100 yards to the east), and Pipeline (300 yards to the west). This home is a surfer's...
Wyndham Waikiki Beach Walk|3BR/2BA King Balc Suite
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...
Amazing Ocean Front - Walk out your door to the Beach (HP-104)
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...
Beachfront Home for 7 in North Shore
Discover paradise in this beachfront haven. With private access to the famous Sunset beach, this idyllic location is located directly in front of the popular surf spot, Rocky Point. Lounge comfortably on the spacious private balcony and listen to the lapping waves while...
Stunning Home w/Ocean-Mountain Views in East Oahu Serene Family Vacation
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.ENHANCED PROTOCOLS : We have revised our protocols to include contactless check-in & check-out,...
Spacious 4BR/2BA Retreat in Beautiful Wahiawa
Escape to this spacious 4-bedroom family retreat perfectly positioned between Oahu's most beloved attractions.PERFECT FOR:Families | Remote workers | Beach lovers | GroupsCentral Location:- 5 mins to Wahiawa Botanical Garden- 10 mins to Dole Plantation- 30 mins to North...
Your Hawaii Vacation Awaits in Ko Olina (KoK-1029B)
One Rate, You Choose the Length of Stay!All rates quoted will be based on a 30 day period. Our monthly rentals will be made available to you for your use and occupancy for a period of thirty (30) days. You are not required to stay for a full 30 day period. Just stay for...
Hidden Oasis: Studio 1 block from the beach /w pkg
Experience island living at its finest! Walk to stunning ocean sunsets, watch surfers from cliff tops, and easily access both Waikiki nightlife and local hangouts. This unit is steps from Queens Beach & Kapiolani Park. Comfortable and walkable, it offers a queen bed,...
4-bedroom condo- Tropical luxury Villa in Ko Olina
Welcome to your private oasis in paradise! Nestled within the exclusive Coconut Plantation community in Ko Olina, Oahu, this luxurious villa offers the perfect blend of opulence, tranquility, and island living. With 4 bedrooms and 3 full bathrooms, this is the largest...
Family & Friends Getaway! 3 Great Units for 12!
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
OAHU HAWAII OCEANFRONT HOME with POOL and BEAUTIFUL SUNSETS, WEST SIDE of ISLAND
NOTE: FOR SHORTER STAY PLEASE BOOK FOR 30 NIGHTS SO WE CAN DISCUSS RATE ADJUSTMENTS. (ADJUSTMENT WILL BE DRASTICALLY MADE)NOTE: OWNER/HOST CAN NOT SEE GUESTS CONTACT INFO UNTIL BOOKING IS MADE.NOTE: REMEMBER ANY BOOKING IS 100% REFUNDABLE IN FULL, INSURANCE AND ALL 14...
Aqua Aloha Surf Waikiki 205 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 205 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...
Paradise Green, golf course front near beach
Experience a prime location on the North Shore! This single-level, ground-floor condo at Kuilima Estates West is situated along the golf course, offering serene views and direct garden access from the lanai.Conveniently located within walking distance to Turtle Bay...
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...
Ocean-MT Views From the Luxury Sky Ala Moana Condo with Amazing 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 the newest addition to the luxurious building scene in Honolulu. Consisting of two...
1BR Mountain View w/ Balcony, Pool & Free Parking
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
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...
3 Awesome Units, Pool, 3 Restaurants, Spa, Minutes to Waikiki Beach Walk
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! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Makaha 4 BR/2BA Ocean & Mountain Views home - 0.4 miles from Makaha Beach Park.
4 BR, 2 BA home with Ocean & Mountain views. Wake up to the fresh ocean air and splashing waves. Goats frolicking in the Waianae mountain range. Modern, clean and spacious home. Located in a quiet, well-established Makaha neighborhood just a few minutes walk from Famous...
Diamond Head & Oceanview Retreat – Two Condos in Waikiki Banyan
This listing is a combination of 2 separate units close to one another.Disclaimer: The calendar is not perfect and we encourage clients to make an inquiry first to check the availability before booking.Please inquire before booking. Dates are not confirmed until...
1BR Condo near Waikiki Beach w/ Private Lanai
Escape to this one-bedroom condo at Sweetwater at Waikiki, just steps from the beach. Designed for comfort and convenience, this retreat features a queen-size bed, a Murphy bed in the living area, and a private lanai with stunning views. Guests enjoy access to a pool,...
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...
Waikiki Shore 715 Ocean View Studio
Wake up to sweeping ocean views in this well-appointed studio, nestled in the only condo building on Waikiki Beach. With all the essentials and an unbeatable location, it’s the perfect home base for your island adventure.• Waikiki Shore address is: 2161 Kalia Road,...
Island Colony 1-Bedroom Suite with full Kitchen and City View
Waikiki Serenity in the Heart of Honolulu at Island Colony Apartment 1520Welcome to your tropical retreat at Island Colony Apartment 1520, a 1-bedroom suite with a full kitchen and city view. Located in the heart of Waikiki at 445 Seaside Ave #1520, Honolulu, HI 96815,...
Tropical Retreat: Cozy Getaway Steps from Waikiki’s Best! Kitchenette, Pool
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
Modern Hidden Gem in Turtle Bay Resort - Kuilima Estates East
Welcome to this charming 1-bedroom condo nestled within a serene community, offering a perfect blend of comfort and recreation. With a spacious bedroom with a king size bed and a convenient pull-out couch, this condo comfortably accommodates up to 4 guests. The condo is...
BEACHFRONT - 2bdrm 2 bath, fine art, contemporary design in luxury building.
Next to world-class Kahala Resort, 24 hr security on Kahala Beach. Condo offers 5G internet, central AC, one covered parking, washer/dryer, linens, full open kitchen, 3 flatscreen TVs, DVD, two bedrooms, two full baths. Access Kahala Resort spa, restaurants, activities,...
Spectacular 2BR 2BA Parking + Pool
Summary:**30 DAY MINIMUM**This spectacular 2 bedroom 2 bathroom city view apartment is a fully furnished retreat! Conveniently located in the stylish Waikiki neighborhood, just 15 mins from the Honolulu Airport (HNL) the apartment is near to many local attractions,...
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.• Waikiki...
All New Interior: Premium Beachfront Ocean View Condo on Hidden Gem Beach
Come enjoy the warm, soft sands of O’ahu at our cabana where no detail has been left unattended to. Located at one of the most underrated beaches on the island with turtle, dolphin and whale sightings often, we’ve incorporated the latest technology here for you to...
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...