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.
Hawaiian Oceanfront Oasis
Summary:Escape to our newly renovated oceanfront property for the ultimate island getaway. Enjoy breathtaking ocean and mountain views right from your doorstep, with easy access to the best local food and famous attractions just minutes away. Experience the perfect...
Lavish Oceanfront Estate w/Pool, Spa & AC - Close to Beaches: Maunalua Sunset
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.Situated in the famed oceanside neighborhood...
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...
Luxurious Golf Course Ko Olina Kai Estates Getaway w/Parking & Near the Beach
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 located at 92-1043 Koio Drive.This enchanting second floor home away from home is situated...
Breathtaking 180-Degree Ocean Views, Ilikai Marina, Full Kitchen!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 10/29 - 12/12/2025. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear...
Dolphin House by Gather: North Shore Escape w/ Direct Beach Access
Welcome to Dolphin House, a breezy beachfront retreat in Laie on Oahu’s celebrated North Shore. This three-bedroom, two-bathroom home blends the timeless charm of island life with modern comfort, offering 1,500 square feet of open, light-filled living just steps from...
Monthly- Discovery Bay 2203 Ocean/Sunset/Marina/City Views - Q Bed/Twin Sofabed
Sweeping Ocean Views High Floor Corner Unit, PremTV HBO, Remodeled. 5 Min to Beach, Ctrl AC, Furnished, Prking Incl, Spacious Lanai, Pool, HotTub, Utilities, WiFi, BBQ, Gym, Washer/Dryer, Beach Chairs/Boogie Board. Non smoking. Queen bed/Queen Sofabd.Sweeping Ocean...
Quiet North Shore Beachfront Home
This beachfront home is located in a quiet family neighborhood. Party animals, please look elsewhere! We are well off the main road with very little traffic making it a great place to take walks or go jogging. We are situated on a long white sand beach ideal for...
Studio Suite at Waikiki Marina Resort at the Ilikai
Come enjoy this beautiful Waikiki resort! Now reopened!COVID Update: Enhanced cleaning measures are in effect. Some amenities are open with access limitations.• Must provide resort with negative covid tests taken within 72 hours of arrival (for all people staying...
Beautiful Beachfront Corner Unit Condo with wraparound lanai
30 day minimum, contact owner for additional details. Secluded beach, the Pacific surf, beautiful sunsets, mountains, whales, turtles... Enjoy them all from your spacious (nearly 400 sf) covered lanai. Swim in the salt water pool, soak in the hot tub, lounge on the...
High Fl Mount&CityView 1BRw/2Free Park Wsher/Dryer
Centrally located in Waikiki, this High Floor 1-Bedroom, 1-Bath unit features your your own Juliette balcony/Lanai, in-unit Washer and Dryer, and rare 2 Tandem Parking Stalls included —Free! Max height for parking is 6'2". Sleeps 4 (2adult and 2 small children) with a...
Available and legal for stays less than 30 days.
Hawaii Sheffield House has been a legal bed and breakfast for over 35 years. We are available and legal for stays of less than 30 days. We provide a unique neighborhood stay in Kailua Hawaii that is just down the street from Kailua Beach.The Hawaii Sheffield House...
2 BDRM w/ 4 Beds + 2 Bath + Parking + Partial Ocean View, 2 mins walk to Beach
Legal vacation rental at a fabulous location! This renovated 876 sq ft, 2 bedroom 2 bath with 2 balconies home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! There are endless shopping, dining, and activities...
B209: Ocean Views from every room of this Ko Olina Beach Villa!
Beach Tower villa 209 has a spectacular view of the sunset! Its location is superior to all other units in the complex because it is truly beachfront. Beautifully decorated with high end furnishings, two very comfortable sofas and a beautiful dining area. The master...
Unique 8th Floor King bedroom condo Full kitchen Sleeps 3
Legally Permitted Rental - WAIKIKI GRAND HOTEL®815 One-bedroom Suite 2 Rooms in 1 Space1 King Bed1 Sofa BedFULL KITCHENGrab this one if it pops up for your dates! It is seldom available and often booked far in advance. Some years ago, a much-loved radio personality...
"Coconut Crest Cottage"
"Coconut Crest Cottage" is a perfect tropical getaway for families, small groups, or visitors to BYU-Hawai'i. Nestled in the heart of Oahu's North Shore within convenient proximity to the ocean and the iconic Kahuku Sugar Mill, featuring numerous food trucks. Turtle Bay...
1 min walk to beach, New luxurious room with Ocean View!
Stunning ocean view, newly renovated and cozy bedroom, spacious living area and kitchen, with access ti rooftop pool, sauna...You and your loved ones will be close to everything when staying at this centrally-located place.Under 5 minute walk to:- 0.1 mi to Kalakaua...
Ilikai Hotels Best Kept Secret!! Updated & Furnished with Yacht views!
Conveniently located on the 3rd floor of the Ilikai Hotel, this condo is perfect for your time on Oahu. With the convenience of full kitchen, two bedrooms, two bathrooms and two spacious lanai this is a great choice when traveling with friends or bringing your family....
Villa 315: Ocean views every bedroom!
Our Villa 315 is Located on the Turtle Bay Resort! You can use the Ocean Villas pool and Jacuzzi, park for free, and pay no resort fees! You can also use most of the Turtle Bay Resort Amenities for a fee. You have FREE access to the 12 miles of hiking and biking trails,...
Panoramic Ocean & Mountain Views --we have FULL AVAILABILITY please message us.n
Let the Aloha spirit be with you during your Hawaii visit by staying along the famous Koolau Mountain range on the lush Windward Side of Oahu. With 3900 sq. ft. of space to relax and enjoy a panoramic view of the grand mountains and the peaceful ocean as a backdrop,...
Peaceful North Shore Beach Oasis
Our beautiful 2 bedroom 3 bathroom house has direct access to one of the most beautiful beaches on the North Shore. The house is the last house on the beach so you have unobstructed views of a beautiful cove with warm, calm waters and a large horse ranch on one side....
Unforgettable Ko Olina 11th Floor Penthouse, Direct Ocean View
This ocean tower 11th floor two bedroom, two bath 1466 SF luxury Penthouse villa is located in Oahu's most prestigious beachfront destination - Beach Villas at Ko Olina ('Place of Joy'). You'll experience breathtaking panoramic ocean views from your private lanai while...
Fresh 1 Bedroom with Parking at Waikiki Banyan !!
Freshly Furnished One Bedroom Unit at the Waikiki Banyan with Peakaboo Diamond Head Views! One Free PARKING already included (max 6'), Bedroom with 1 Queen + 1 Full Bed; Living room with 1 Full BedCoin and App Operated washer and dryer on the same floor.Waikiki Banyan...
Spacious 3BR/2.5BA Townhome in Quiet Ko Olina - Pool, Beaches & Golf Nearby
Enjoy our comfy 3-bedroom, 2.5-bath townhouse in the serene Hillside Villas at Ko Olina. Our home is minutes away from world-class beaches, golf, and restaurants. Our place offers the perfect blend of comfort and convenience for your tropical getaway. Nestled in a...
Pipeline Beach*Studio Large*AC*wifi*Free Pk*Steps To White Sand Beach*30nite min
The studio has a TV with cable, internet connection, air conditioner, a full kitchen with an oven and stove, a refrigerator, microwave, toaster, blender, coffee maker, plates, pans, and other eating utensils. The studio is very clean, very comfortable with soft sheets....
Fairways at Ko Olina 4A: Luxury Condo w/ Balcony Views & Resort Amenities
Fairways at Ko Olina 4A is your serene island retreat, nestled in a quiet corner of the Resort at Ko Olina. This upgraded two-bedroom, two-bath condo offers garden views, modern comforts, and resort-style amenities, all just steps from sandy lagoons and world-class...
Hidden Jewel 30-day min stay
Your Private Beachfront Retreat in Haleiwa – 30-Day Minimum Stay Escape to your own slice of paradise at Haleiwa Beach on Oahu’s legendary North Shore. This charming one-bedroom, two-bath condo offers the perfect blend of comfort and island charm, with breathtaking...
Beachfront Estate On The North Shore with AIR CONDITIONING 90/TVU-0043
Hukilau Beach and the blue waters of the Pacific Ocean on one side and the Ko'olau mountains on the other, Hale Lani lives up to its name as the “House of Heaven.” The perfect choice if you’re traveling with a large family or a group of friends, this home is one...
Honu Hale on Turtle bay golf course - Kuilima Estates West
2 bed 2 bath condo with a loft. Sleeps 4 people. Explore Oahu and enjoy North Shore's beautiful ocean. Just a 8 minute walk to the relaxing beaches of Turtle Bay Resort. A short 5-15 min drive to many legendary beaches with soft sand, turquoise water, & amazing waves!...
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,...
LUXURY DIRECT OCEANFRONT! Fully Renovated! Free Parking! Sleeps 6
Waikiki Shore #700 – 2161 Kalia Rd.TRUE direct beachfront unit overlooking the sandy Waikiki shoreline with breathtaking panoramic ocean views! Gorgeously renovated from top to bottom in 2021 with FREE onsite Parking and everything you need for a luxurious Hawaiian...
Stunning KoOlina Kai 2BR/2BA Condo sleeps 4
This vacation rental is a LEGAL Oahu vacation rental operating in a Resort Zoned District and is not affected by the passage of Bill 89. This property has a mandatory 30 day minimum. This property may not be rented for less than 30 consecutive days. Rental prices will...
North Shore Turtle Bay Hideoutn - Kuilima Estates East
BRAND NEW RENOVATION. This unit backs up to the world famous Fazio golf courses with a beautiful view of the 18th hole from the relaxing lanai. Just a five-minute walk from the beaches at Turtle Bay Resort and access to miles of walking and biking trails. Turtle Bay is...
Island Paradise Resort Villa
This newly renovated luxurious Villa is nestled in the quiet neighborhood of Ko Olina Kai. This Villa has 3 bedrooms and can sleep up to six guests. Choose to spend your days on the Ko Olina Championship golf course or at one of the 4 lagoons located within the...
Sugar Mill Shore, 2 Kitchens, A/C, Modern Finishes
This charming North Shore property offers a versatile layout perfect for multi-family vacations or groups of friends. The main house, private mother-in-law unit, and a separate bunkhouse with four twin beds offers the perfect balance for multi-family or group stays. The...
Brand New 2 Bedroom House
Experience local-style living in the cool, quiet, and tranquil Pupukea. This brand new house is a perfect place to relax.Enjoy a private entrance and free parking. 5 minutes from Waimea Bay and other famous surf spots.Family-friendly, ideal for 4 people with the option...
Kalo Homes - Breath of Life
Welcome to Breath of Life, your serene escape in Makaha Valley! Perched on a prime lot with stunning ocean and mountain views, this peaceful retreat is tucked at the end of a quiet cul-de-sac with no through traffic. With all bedrooms on the first floor, it’s the...
11th Floor 2 Bedroom Sans Souci condo w/ incredible bay views
Luxurious Monthly Rental Property:Relax in the comfort of this high floor Sans Souci condo with stunning ocean and bay views.Condo Features:2 King Size Beds, Full Kitchen, Free Wifi, Ocean Front, Ocean View, One complimentary dedicated Parking Stall is...
Alaula by AvantStay | Gated Security Home w Valley, Ocean Views!
★ Recognized as one of our best. This home was a finalist in the 2025 AvantStay Awards, our annual celebration of top-tier stays.Welcome to Alaula, located in the gated community of Makaha Valley! Boasting stunning views of the Waianae mountain range and the Pacific...
Waikiki Surfer's Paradise! Classy Studio w/Parking
Waikiki surfer's paradise on the 22nd floor of the Marine Surf. This unit is fully equipped with what you need to relax after a day of surfing, sightseeing or beach fun. The west facing lanai boasts partial ocean, city and mountain views. On Friday nights enjoy the...
Ko Olina Beach Villas B301: Serene Beachfront Luxury w/ Pool Views
Welcome to the captivating Ko Olina Beach Villas B301 by Gather, a luxurious three-bedroom, three-bathroom beachfront vacation rental with unbeatable views and space for up to eight guests. This third floor unit, adorned with direct ocean and poolside views, provides a...
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...
Waikiki Banyan Condo With Panoramic 37th Floor Ocean Views by Koko Resort Vacation Rentals
Panoramic 37th Floor Ocean Views, 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. Enjoy panoramic views of the ocean and...
Ocean, Marina, and Pool View 2BD Corner Unit w/ AC at the Ilikai Hotel
Experience the beauty of Waikiki with Happy Vacations, a short-term vacation rental company! Our team is excited to offer you a modern condo at the renowned Ilikai. Amazing views of the sunset with the sun gleaming over the ocean. During the day, you can embrace views...
AVAIL Thanksgiving 2025: BEACHFRONT Luxe. Swim with turtles! 4 bed/3 bath AC
This property is offered as a monthly rental, although full-month occupancy is not required, "Contact Host" to see if your dates are available.TURTLE POINT BEACH HOUSEWelcome to your secluded paradise! Our backyard has a sea wall in which you can step down onto the sand...
5 Minutes to the Beach! Oahu Ocean View + Family retreat
☆☆☆ Why guests LOVE our home? Why guests find it such a great VALUE?- Free parking for 5 cars (save $40–$100/car nightly)- Private SPA & BBQ in backyard, full kitchen to cut dining costs, - Spacious single-story for large family with senior and kids, 3 bedroom,...
Waikiki Condo Has 2 Bedrooms & 2 Baths, with 1 free parking space.
This Waikiki condo was newly remodeled in June 2023, with 2 bedrooms, 2 full baths. The full kitchen has an oven, stove range, microwave, dishwasher and refrigerator, and includes fully stocked, large living room has a queen size sleep sofa/futon and 2 single full-out...
Ko Olina Beach Villas O905: 3BD Luxe Villa w/ Stunning Sunset Views
Welcome to Ko Olina Beach Villas O905, a refined 3-bedroom, 2.5-bath ocean-view retreat set high on the 9th floor of the Ocean Tower in Ko Olina Resort. Spanning 1,507 sq ft of open, airy living space with room for up to 8 guests, this villa blends luxury comfort with...
Brand New! Luxurious Sky Ala Moana 2 Bed 2 Bath
Summary:*30 DAY MINIMUM* Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 16th floor of Sky Ala Moana. Get a charming view of the city and take advantage of the convenience of being close to...
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...