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.
FREE Parking! Penthouse Unit at The Palms Waikiki
Amazing 12th floor Penthouse Unit. This popular unit at Aqua Palms Hotel comes with high ceiling, a spacious lanai with ocean view and larger interior living space than most condotel studio units in Waikiki. 2 queen beds can accommodate 4 guests. This is one of the most...
Luxury 3-bedroom villa with view of Waimea Bay. 30 day min stay.
Welcome to Pupukea Nahale Hale (Jungle Villa), where Hawaiian charm meets modern luxury. Immerse yourself in tropical design while soaking in stunning vistas of Waimea Bay.A short drive leads to famed surf at many beaches as close as five minutes away: Three Tables,...
Hale Ho'omaha- Vacation Home
Aloha and welcome to our home!! Newly built and luxuriously appointed, this beautiful 3 bedroom and 2 bathroom house is the ideal spot on the west side of Oahu. Located in the private gated community, with breath taking views of ocean and mountains and only a 3-min...
Free Parking in Central Waikiki! Studio with 2 Beds
Central Waikiki Studio in the Marine Surf Building. 2 Full-Size Beds. The unit has City Views and includes a Kitchenette, WiFi, TV, Window AC, and many more. For laundry needs, a Card-Operated Community Laundry Room with Washer and Dryer are on the same floor.A rare...
Private studio near Hilton Lagoon
【Basic Info】This is a studio room in Waikiki!!You can stay with you friends, partner, family. You can spend your time with a reasonable price.This condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku beach in 5-10min...
NEW LISTING! Waikiki Ocean View One Bdrm Condo. AC, Parking, Pet. Close to Beach
PET FRIENDLY. FREE PARKING (onsite). Spend your vacation in the heart of Waikiki minutes to the beach, Ala Moana mall, restaurants and more. Enjoy ocean and Diamond Head views from your lanai (balcony). Entertain on the rooftop with BBQs, picnic tables, pool, lounge...
Beachside Kailua Beach House by Gather w/ Pool & Gourmet Kitchen
Just a short stroll from the turquoise waters and powder-soft sands of Kailua Beach, Kailua Beach House is a light-filled 4-bedroom, 2.5-bath island retreat designed for laid-back luxury. This single-level residence blends open-concept living with a private outdoor...
37FL-Upgrade 1BR-Ocean View Full Kitchen w/Parking
A perfect ocean view from the 37th floor! This beautifully renovated, bright, and breezy condo is ideally located just steps away from Waikiki Beach and Kapiolani Park — the perfect getaway for couples or small families. Enjoy from the large windows, you’ll be treated...
7th Fl Ilikai | AC | Pool
The SpaceExperience Waikīkī charm with a touch of island aloha in this beautifully decorated Ilikai suite. From your private balcony, enjoy sweeping lagoon and ocean views while sipping morning coffee and watching surfers at Kaiser Bowls.Condo Features• Queen bed for...
Relaxing & Cozy Coastal Studio with FREE Parking!
Aqua Palms Waikiki ranks as one of Oahu's most popular getaways.This relaxing and cozy studio is conveniently located in the heart of Waikiki, just a few minutes walk from a variety of tourist attractions, activities, and shopping centers.This Relaxing & Cozy Coastal...
3 Units, Neighborhood One Queen with Lanai, Romer House Waikiki
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 364 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Charming 4-bedroom cottage with WiFi and AC in serene Laie
Consider this cottage your home away from home while you visit Laie. This delightful property boasts 4 bedrooms including a king bed, 2 bunk beds, a queen bed, and a futon. With 4 bathrooms equipped with showers, your group will have plenty of space to freshen up. The...
Lanikai Ola Nani: Majestic Retreat, Close to Beach, Designer Details, Views!
Lanikai Ola Nani by Gather is a refined island sanctuary just steps from the sands of world-famous Lanikai Beach. This four-bedroom, four-bathroom retreat combines designer renovations with indoor-outdoor flow, creating a private haven for monthly stays in Kailua’s most...
Diamond Head Luxury Beachfront Estate
This award-winning oceanfront residence, Diamond Head Grand Escape, offers a rare opportunity to experience contemporary Hawaiian living in one of Honolulu’s most coveted enclaves. Set directly on the sand within the exclusive Cove area of Diamond Head, this home is one...
1 BR Suite City View, w/ AC, WiFi and Kitchen - Bamboo Waikīkī Hotel #504
Castle Bamboo Waikīkī Hotel #504 - The living area is furnished with a and a desk/workspace for all those business travelers. Enjoy watching the Flat screen TV while sitting on the new couch, which doubles as a fold-out sofa bed to accommodate additional travelers. Fall...
Newly Innovated Oceanview Beach Condo Sauna Pool
Summary:Welcome to your fashion-designed retreat on Khi Avenue just one block away from famous Waikiki beach Right in the heart of Waikk Perched on a high floor this serene smart space offers a relaxing escape with a gentle ocean peek from your private balcony Designed...
2-Bedroom Ocean View, Perfect Location in Waikiki!
Modern Luxury with Stunning Views - Flexible 2-Bedroom Layout!Renovated in June 2024, this upgraded condo seamlessly blends modern luxury with practicality, creating a stylish and comfortable retreat. Featuring new kitchen cabinets with quartz countertops, luxury vinyl...
Tranquil Deluxe City View Studio w/AC and WiFi - Waikīkī Grand #518
Castle at Waikīkī Grand #518 - This Deluxe City View Studio w/Kitchenette is a 363-square foot, on the 5th floor, and offers guests a peaceful retreat after exploration. Suited for solo travelers, active couples, or a small family, it includes all the comforts you need...
ML – Aloha Hoʻonani 3BR Home | MT & Ocean Views!
Summary:Experience tranquility and luxury in this charming three bedroom residence nestled within a secure gated community in the idyllic Makaha Valley situated in the greater Waianae region Immerse yourself in the allure of this lively residence boasting a contemporary...
Long term Friendly Downtown Honolulu Oasis
LONG TERM FRIENDLY 3BR 2Bath 2 Garage Parking Spaces , small dog ok, FULLY FURNISHED AND ALL UTILITIES INCLUDED !! (Fast WiFi,electricity, cable, water, trash, sewage ) Welcome to urban convenience of a stylish condo located in historic and lively downtown Honolulu!...
"BEAUTIFUL LUXURY CONDO WITH GORGEOUS VIEWS 1BR/1BA/1PKG AT SKY ALA MOANA"
"MODERN LUXURY CONDO WITH BEAUTIFUL VIEWS 1BR/1BA/1PKG AT SKY ALA MOANA""WELCOME TO SKY ALA MOANA" Luxury condominium built in 2023 conveniently located in Ala Moana. Enjoy beautiful views of city, mountain and sparking ocean. 1br/1ba /1assigned parking with Full...
Private Luxury Home, Steps from the Beach w/ AC: Ranch Beach House Estate
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.Ranch Beach Estate is a hidden Hawaiian gem,...
Kai Lani Luxury 6D by Gather: Ground-Level 3BR w/ Ocean View Lanai
Set within Ko Olina’s premier oceanfront community, Kai Lani Luxury 6D by Gather offers a serene single-level retreat where tropical landscapes, gentle ocean breezes, and modern comforts blend seamlessly. This three-bedroom, two-bathroom villa spans 1,320 sq. ft. and...
Ilikai Hotel, Beautiful Yacht Harbor & Ocean View. Sunsets every night!
Beautiful views of the yacht harbor overlooking the Pacific ocean can be enjoyed from this comfortable & classy condo. This spacious 1-bedroom is over 500 sq ft of comfortable living space is located on the 16th floor of the Ilikai Hotel. KITCHEN- Refrigerator-...
Awesome 5-bedroom house in Lanikai overlooking the Mokulua islands
Experience that perfect Hawaiian getaway with breathtaking ocean and Mokulua Island views from this exquisite Lanikai hillside residence. The home is ideal for a long extended family vacation with 5 bedrooms, two of them with king-sized beds and four with their own...
Hawaiian Hideaway: Pool Access, 1 Mi to Beach
Get in the Aloha spirit at this luxury vacation rental townhome in Kapolei. Nestled just 1 mile from the beach and a short drive from a slew of attractions, this 2-bedroom, 2.5-bathroom home beautifully captures the beauty and small-town feel of Oahu. After days spent...
Royal Kuhio 1708 - Spacious Corner Unit w/ Ocean City Views in Heart of Waikiki
Heart of Waikiki - Royal Kuhio (17th Floor)Address: 2240 Kuhio Ave., #1708, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Queen-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Aqua Aloha Surf Waikiki 308 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki #308 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 219 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
Park Lane Getaway by Gather: Spacious 2BR w/ Ocean view Lanai & Resort Amenities
Welcome to Park Lane Getaway by Gather, an elegant two-bedroom, two-bathroom suite offering the ultimate in luxury and convenience in the heart of Honolulu. Located on the fourth floor of the prestigious Park Lane Ala Moana, this spacious 1,532-square-foot residence...
26F Partial Diamond Head & Ocean view Waikiki 1BR w/ 1 Free Parking!!
Your vacation getaway, just a quick stroll to the beach! This 1 Bedroom /1 Bath /1 Free PARKING included! Sleeps up to 4 guests. All 3 Brand NEW Beds (July 2022) - 2 x Full Bed in the Bedroom and 1 x Queen size sofaBed in the Living Room.Great location! Just two blocks...
Kealoha Tropical Beach Villa: North Shore Surf Spot Retreat w/ Hot Tub & Views
Welcome to Kealoha Tropical Beach Villa by Gather, a luxury retreat along Oahu’s legendary North Shore. This stunning two-level teak home offers island elegance across from Alligator Rock and Leftovers Beach—two of the area’s most iconic surf breaks. With 3 bedrooms, a...