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.
Perfect Family Beach House. Walk out gate to Amazing Beach.
The Waialua Beach House is located on the North Shore of Oahu, just steps from the beach. It’s only 2 miles from Haleiwa and its shops and restaurants and a short drive to the famous surf spots of Sunset, Pipeline, Haleiwa and Waimea. This recently remodeled and...
Kuilima 1 bedroom + Loft, 2.5 bathrooms
***ATTENTION DEAR GUESTS***If any of you are worried about the recent storm that hit Oahu’s North Shore, please do not be concerned in regard to our property.We are happy to share that our property has not sustained any damage at all and remains in excellent condition....
Rocky Point Hale Luxury Oceanfront Vacation Home in Haleiwa
The Rocky Point Hale is a quintessential North Shore custom built luxury home located at the peak of the famous Rocky Point surf break. The home is situated in a private setting on the point out of view of ocean goers and public beach accesses, yet its location allows...
Modern Luxury on Spectacular Pipeline Beach
The Highlights: Iconic House | Directly Beachfront on famous Pipeline Beach | Gourmet Kitchen | Sunset Views | WIFI | BBQ | Private Home | Sleeps 10The stunning Blue Wave House sits oceanfront on Pipeline Beach, one of the most desirable beach destinations in the world....
Discover the breathtaking oceanfront condo with one bedroom in Makaha. Let the mesmerizing vistas and soothing waves of the Pacific Ocean enchant you. Imagine waking up to the gentle lapping of waves and the warm Hawaiian sun, then stepping out onto your private balcony...
Luxurious 2.5 Bedroom Unit with Panoramic Ocean View in ONE Ala Moana
This luxury unit has an epic panorama ocean view with floor-to-ceiling windows. ONE Ala Moana is the pinnacle of world-class living. This unit has 2 bedrooms plus a den, 2.5 baths, and 1 parking. One Ala Moana has a long list of luxury amenities and a great service team...
Modern Waikiki Beach Oasis w/ free parking
Aloha! This 550 sq ft 11th floor 1 bedroom in Waikiki Banyan is a relaxed, contemporary space designed to create special memories in a stylish, comfortable environment. With a city and mountain view from the lanai, this fully updated, air conditioned property is just...
Beautiful Hawaii! Panoramic Ocean View, a Private Pool!
30 Days Rental!**Rates are subject to change during peak seasons, holiday and summers. Please communicate with Host for renting!Panoramic Ocean & Mountain View from Entire House.Located in central area that is close to everywhere, 5 to 10 minutes to World famous Waikiki...
Special! Coconut Plantation 1214-2 Ko Olina Beachfront Escape Resort Amenities
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.Coconut Plantation 1214-2 Aloha Lagoons is a...
PARADISE PROMISED! Spacious 6 bedroom home. Minimum Stay
This property will only be made available once every 30 days to comply with the Hawaii rental laws. Rental contracts will reflect a 30 day rental period and no other guests may occupy the home during that time period. Please contact us for further information prior to...
Executive Luxury Luxury Home in the Safe Gated Community
Effective October 23, 2022 we will not accept rental for less than 91 days because we have to comply with the new law of city and county of Honolulu. In an exclusive Gated Community, this home is safe, quiet and situated in just on top of the hill for peaceful enjoyment...
Hale Lanikai – Classic Hawaiian Style Beach House & Guest Cottage
HALE LANIKAILic# TA-161-257-7280-01Non-Conforming Use Permit Number 90/TVU-0031and is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations.Hale Lanikai is BACK! Better than ever!!All new furnishings throughout the property.Original Koa...
North Shore Rustic Country Lodge 2-Story Yurt By Beach Waialua Haleiwa Glamping
Escape to this Tropical North Shore Island Nature Rental Retreat! 2.5 blocks to the beach & famous surf breaks. Rental is a 2-Story Yurt with a generous 1500+ square foot open-concept floor plan. Sleeps up to 11 people. Features kitchen & full bathroom amenities. Close...
Ilikai 30-Day Rental in Waikiki
This rental is on the 19th floor of the Ilikai Hotel with direct lagoon and ocean views. This 1 bedroom apartment has been remodeled into a large 500 sq ft studio and is gorgeous! High-end materials were used throughout the apartment. We used beautiful flooring in the...
Bright and airy 1-bedroom cottage in charming Kailua, 1 block to beach. WiFi, AC
This sunny cottage in Kailua is a perfect choice for guests seeking a quiet retreat in a fantastic location, so conveniently close to all that Kailua has to offer, including sandy beaches, popular restaurants and eateries, all kinds of great boutique shops, Whole Foods,...
Kai Lani 14B by Gather: 3BR Resort Townhome w/ Pool & Spa
Welcome to Kai Lani 14B by Gather, your luxurious Hawaiian retreat in the exclusive Kai Lani community of Ko Olina Resort. Nestled on O‘ahu’s sunny west coast, this single-level 3-bedroom, 2-bath townhouse blends modern comfort with island serenity—perfect for families,...
5 Minutes to the Beach! Oahu Ocean View + Family retreat
Why guests LOVE our home? Whole house in Makaha Valley, Oahu's West Side, Leeward Coast — sleeps 12+, private hot tub, backyard pool, mountain and ocean views, Makaha Beach 5 minutes away. All for under $50 per person per night. The less-touristed, more-local Hawaii....
15% off March & April 2025! Luxury Penthouse - Ocean, Beach & Pool View!
Welcome to our luxurious paradise retreat at Ko Olina Beach Villas, where relaxation meets first-class amenities. This impeccably maintained penthouse in the Beach Tower offers breathtaking views of the ocean, beach, and lagoon pools—a true tropical haven designed for...
Newly Renovated Waikiki Beach 1 Bedroom/1 Bath Condo
Just 2 blocks from the world-famous Waikiki Beach. Short-term 1 to 6 month rental (28 day minimum). Completely renovated 1 Bedroom, 1 Bath condo at Waikiki Lanais with a private lanais with golf course and mountains views. Unit features all new kitchen with granite...
Poolside Waikiki Retreat w/ AC, surfboard storage, walking distance to beach!
Located in the center of Waikiki with amenities like A/C, on premises laundry, and bike & surfboard storage, this spot is a no brainer. Directly across from the *eight foot deep* outdoor pool and patio, and just blocks from the beach, this apartment is truly a piece of...
Makaha-465 Farrington: Spacious 4BR Oceanfront Haven with Modern Amenities
Set your sights on paradise at Makaha – 465 Farrington Hwy by Gather, a timeless beachfront retreat on Oahu’s serene west shore. Once a cherished family getaway and now lovingly reimagined for modern comfort, this four-bedroom, three-and-a-half-bath home offers a...
Free parking marinesurf Comfort central Waikiki
Aloha our unit have free reserve parking ,5-10 minutes walk to the beach , heart of Waikiki, International market, DFS , Royal Hawaiian shopping center. You stay in a very convenient and comfortable place .
Uncle Richard's Waikiki Beach Studio w/Parking
Soak up the island vibes from this bright, breezy studio just a short stroll from Waikiki Beach. Nestled among vibrant shops, local eateries, and island nightlife, this modern retreat features a private lanai, full kitchen, new spacious shower, fast Wi-Fi, and free...
THE GRAND ISLANDER BY HGVC, 2br Premier Ocean View Condo
This 2-Bedroom, 2-Bathroom partial ocean view Suite with lanai features a primary bedroom with a king-size bed and a 55-inch flat-panel Smart TV. The spa-inspired primary bathroom includes a sleek shower, a deep soaking bathtub, a private water closet with a TOTO...
Walk to the beach! North Shore Surf House
Step into your newly remodeled condo (one of the largest on property). Walk to the beach, restaurants and more. Indulge in luxury with 2 private pools, tennis and pickleball courts, and 5+ miles of pristine beaches just moments away. Dive into adventure with surfing,...
SEArider ONE at Turtle Bay (2 bedroom / 2 bath) - Kuilima Estates East
~ You just found your Base Camp to explore the North Shore of Oahu ~Our condo has just been completely remodeled and redecorated with two brand new bathrooms as of September 2021. We are situated alongside the Palmer Golf Course and are a short 5-10 minute walk to the...
Ko'Olina Retreat - Short Walk to Resorts, Golf, Restaurants & Lagoons!
Lagoon Loft Luxe is a newly remodeled 3-bedroom, 3-bath townhome located in the gated Ko Olina Kai community, just a short walk to Ko Olina’s lagoons, golf course, restaurants, and world-class resorts. With loft-style vaulted ceilings, two private lanais, and resort...
Pool & Beachside—NEW Kailua Luxury Beach House - Direct beach access!
Indulge in an Unforgettable 30+ Night Stay at Our NEW Luxury Beach House at Kailua BeachImportant Compliance Notice: This home is available only for stays of 30 nights or longer, in full compliance with Kailua’s strict short-term rental regulations. We appreciate your...
Large Luxury Home w/ pool and Ocean Views. Special discounted rate March 2025
This magnificent architectural masterpiece - a luxury home that captures an unobstructed 180-degree vistas of the Pacific Ocean, stretching from the iconic Diamond Head to Koko Kai awaits you. Enjoy ever-changing views, from sunrise to sunset, a daily spectacle. Nestled...
🌺 A Place of Peace: where heaven meets the Ocean 🌺
A serene haven where heaven meets the ocean. This elegant and contemporary home boasts 2 bedrooms and 2 bathrooms. Immerse yourself in the beauty of sunrises, moon rises, and the mesmerizing sight of surf and breaching Humpback whales just offshore.Located a short...
Gorgeous Ocean View w/ Full Kitchen, Lanai, Steps to Beach!
Waikiki Shore #606 – 2161 Kalia RdGorgeous ocean views & epic tropical sunsets make this contemporary suite that sleeps 4, a favorite of those craving a blend of Waikiki energy & private relaxation! Wall-to-wall sliders, and windows let the beautiful Pacific Ocean flow...
*Affordable Island Getaway with private yard *
We're situated in a prime residential neighborhood, just 2 blocks away from Kailua Beach Park Entrance and Kalapawai Market, as well as downtown Kailua. You'll find an abundance of shops and restaurants, plus two of the world's most beautiful beaches, Kailua and Lanikai...
Newly renovated guest house with lush landscaping & gazebo
Honolulu HideawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Nestled in the heart of Honolulu, this charming guest house offers a tranquil retreat surrounded by lush landscaping...
Spacious 2 Bdrm Remodeled Oceanfront 01 unit
Above and beyond any other unit. Stunningly large with separate 2 Bdrms. Newly remodeled oceanfront condo on the Gold Coast. This is definitely the quiet end of the building and with the additional windows on the mountain side, you get incredible cross breezes all year....
Kailua Beachfront Vacation Home with Pool
This property is professionally managed by Private Homes Hawaii, LLC and is licensed as a short term vacation rental, Non-Conforming Use Permit Number 1990/NUC-1783. It is compliant with Hawaii State Legislation (HB2078) for vacation rental accommodations,...
Last Minute SUMMER DISCOUNT 2026-Pristine Haleiwa North Shore Beachside Retreat
4 Weeks for the price of 3!!! ----30 day minimum rental---- FIND PEACE & ESCAPE FROM STRESS HERE. -This is considered one of the best North Shore neighborhoods for location, privacy & safety. The large North Shore Winter surf is here! Check it out just minutes away down...
2 Bedroom Condo On Hawaiian Beach - Family Friendly - 7 nights
Treat your family to the tropical vacation of a lifetime at this luxurious Marriott beachfront resort on the island of Oahu. Nestled along the sparkling Pacific Ocean and surrounded by palm-lined lagoons, this premium retreat offers the perfect mix of adventure,...
Spacious Waterfront with Gorgeous View & Pool
Waterfront home with a million dollar view of Kaneohe Bay! Enjoy fresh tradewinds on your covered decks, and the comfort of a/c inside. Custom home has spacious living areas on both levels with CHAIRLIFT access to the bedrooms and the swimming pool. Fast WIFI indoors...
Luxury 3 Bed, 3 Bath Beach Tower B-503 Great Ocean And Pool Views
Ko Olina Beach Villas.This property is one of the newest and most exclusive available for rent on the island of Oahu. But more importantly, this is our island home for much of the year. We love it here, and we know you will too.#503 in the Beach Tower has excellent...
Exceptional 5-stars Beach Villas at Ko Olina - 3 Bedrooms & 3 Full Bathrooms
2nd most reviews on VRBO!!! See other unit we have available: VRBO #950616The Resort: Beach Villas at Ko Olina.The Beach Villa is located at Ko Olina, Hawaiian for Place of Joy. Ko Olina is a picturesque resort located on Oahu's western side nestled away from the hustle...
Marriott Ko Olina Beach Club Studio -Read Description!
“This is a timeshare. While the amenities and features will be the same, you may not get the exact unit shown in the photos.”Units are assigned at check-in. Some units categorized as "Ocean view" may have obstructed view to the ocean.Welcome to our Marriott Ko Olina...
Turtle Bay Resort Oceanfront Villa - 3 Bedroom
***ATTENTION DEAR GUESTS***If any of you are worried about the recent storm that hit Oahu’s North Shore, please do not be concerned in regard to our property.We are happy to share that our property has not sustained any damage at all and remains in excellent condition....
Kaia Villa, at Turtle Bay - Modern North Shore Oahu Retreat w/Lanai & Golf Views
Debuting October 2025. Kaia Villa offers a newly renovated stay on Oahu's famous North Shore. Set within Turtle Bay Resort , This property has been thoughtfully transformed into a stylish island retreat designed for comfort and relaxation.Every detail has been curated...
Hawaiian Haven @ KoOlina Kai // Family Friendly, near pool
This gorgeous 3-bedroom, 2-bath villa is located in Hawaii's premier Ko Olina Beach Resort in the gated community. Your vacation starts as you enter the gate, surrounded by beautiful palm trees and the gorgeous Ko Olina LPGA-level golf course. Convenience is at your...
Luxury Moana Lani: Oceanfront Home with Pool & Jacuzzi
Experience the relaxed elegance of oceanfront living at Moana Lani by Gather, a captivating six-bedroom, six-and-a-half-bath architectural masterpiece designed by renowned architect Philip “Pip” White. Nestled along the tranquil shores of Maunalua Bay between Kahala and...
Hilton Hawaiian Village Lagoon Tower, private beachfront resort
Hilton Hawaiian Village one-bedroom villa in the heart of Waikiki.Thank you for choosing Dash Realty Group of Windermere, Florida. We are a registered Fla. Seller of Travel Ref. No. ST42435.Our rates are based on a standard island view, additional views may be available...
Spacious 2 BR with Ocean and Mountain View, Enjoy Sunrise, Sunset and Firework!!
Close to the Ocean!!Enjoy the wonderful panoramic views from a high floor!! A spacious 2 bedroom condo with 2 full bathrooms, a large lanai and 1 parking space! 1000+ SF living space and a lanai of 128 SF. In-unit Washer/Dryer. Free Wi-Fi in the unit, and free phone...
Epic Forest View, A/C, Fruit Trees, Beach 5m drive
Experience this forest retreat complete with a cozy queen bed, AIR CONDITIONING, vaulted ceilings, convenient kitchenette, half bath, and an outdoor hot/cold shower. Relax on the expansive deck facing breathtaking panoramic views of the untouched jungle. Immerse...
Professionally Decorated, Beachfront, Double Unit on the 18th floor.
Famed COLONY SURF condo on Oahu's 'Gold Coast' on the Diamond Head end of Waikiki. This romantic get-a-way is perfect for an unforgettable Hawaiian vacation. An extra large DIRECT OCEANFRONT 1,440 sq' condo with a 25' long panel of windows in the living room and 12' of...
Private Renovated Manoa Cottage
Go back in time to this renovated 1950's Hawaiian Cottage located in luscious Manoa Valley on the Island of Oahu. Lounge indoors on mid century Hawaiian koa furniture or outdoor on either the dining patio or the sitting patio. A short drive to shops, restaurants,...