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.
Upscale Kailua Getaway: Steps to Swim Beach!
An unforgettable Hawaiian escape awaits at this luxurious 3-bedroom, 2-bathroom Kailua vacation rental home! Sip your coffee on the deck, then walk to Lanikai Beach to enjoy the morning waves. Spend your days relaxing in the private pool, lounging in the hammock, or...
on THE SAND! Chuns Reef Beach House - Oceanfront Main House - A/C - Beach Toys
****Please note this property may not be rented for less than 30 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied. Please inquire regarding availability for stays from 5 to 30 days.Chuns...
North Shore Garden Hideaway Apartment, No Steps
This is a newly renovated 2 bedroom apartment on a large gated lot in a very secluded neighborhood on the North Shore. The property is located on a hillside above the ocean, (it is not beach front). It is a 3 minute drive from the property to the famous world class...
Coconut Plantation 1158-1: Spacious 3BR with Modern Kitchen & Private Lanais
Welcome to Coconut Plantation 1158-1 by Gather, a beautifully updated two-story retreat in the heart of Ko Olina Resort. Blending island charm with contemporary upgrades, this 3-bedroom, 2.5-bath home offers 1,784 square feet of stylish living space and private lanais...
Waikiki Sunset Hotel remodeled unit with a magnificent view of the Koʻolau Range
*Check our outstanding reviews! *1 block to Waikiki Beach*FREE parking (rare in Waikiki) + NO resort fee*High-floor views: Koolau mountains + golf course + city*Sleeps up to 6: King bed + bunk beds + sofa sleeper*Beach gear included (chairs, boogie boards, sand...
Ocean Views And Beautiful Hawaiian Sunsets
Unwind in the comfort and elegance of this beautifully designed two-bedroom retreat, where breathtaking ocean views and upscale finishes create the perfect island sanctuary. Perched on the 14th floor of Foster Tower, this expansive residence offers large windows that...
Beachfront Condo at Beach Villas at Ko Olina | Hale Hoaloha by AvantStay
Welcome to Hale Hoaloha! With an ideal location in the charming Ko Olina Kai resort, this condo offers one-of-a-kind access to the shimmering waters and sandy beaches that make Kapolei so unique. Thirsty from the tropical heat? Grab your friends and sip fruity...
Ocean View. Central AC, Parking is available. Multiple cottages to choose.
~Beautiful ocean, beach view ️ ~Balcony has dining furniture ️ ~Quiet central AC, quiet building ~Larger size cottages’s bedroom has view.~2 minutes walk to Duke‘s statue and Waikiki Beach ~Provide all kinds of kitchen appliances and cooking utensils. ️ ~Grocery stores,...
BEACHFRONT Condo OCEANVIEW -Quiet, SANDY Beach -Snorkeling, Free Parking, Extras
Our "Ocean Blue Paradise" is a BEACHFRONT condo with a beautiful, unobstructed OCEANFRONT view. On a quiet, sandy beach just steps away. Our beach is reef protected, meaning the waves break offshore, so the ones coming onto the beach are usually pretty calm. Making our...
BEACH FRONT Paradise With A/C, Pool & Jet Tub
House, 5 Bedrooms + Den, 4.5 Baths, Central A/C (Sleeps from 2-16)~Special COVID 19 cancellation/full refund policy available. Please see details in Rental Agreement. -Concierge and Grocery Shopping Services Provided Upon Request5 bdrm 4.5 bath home with Central AC,...
BEACH FRONT ESTATE SANDY BEACH Heated Saline Pool/SPA 360 Views: Please Inquire
30 Night Minimum Contract Required: Please InquireWant to share the magic and beauty of the North Shore? Swing open the gate to our Sandy Beach, sink your toes into the warm, soft white sand, and greet the turtles that come in the afternoon. You might even meet the...
Modern 3Bed, 2Bath Walking Distance to Beach! AC, 1 Free Parking, and More!
Aloha from Waikiki! Thank you for considering our short-term vacation rental company. We are pleased to offer you Kuhio at Waikiki, a newly remodeled minimalist-style unit in the heart of Waikiki. Our location is just two blocks from the famous Waikiki Beach, providing...
Modern Charm: Renovated 1BR, fast 600Mbps Wifi, W/D in unit, Stunning Views
Welcome to your island paradise! Soak in floor-to-ceiling mountain views with your morning cup of coffee; at night, savor the vista of twinkling city lights. You’ll love whipping up homecooked meals with the full kitchen, working comfortably with the remote work setup,...
Spacious 4-bedroom house 5 minutes from beach
A true taste of Hawaii - You'll find a coastline of endless beaches, limited crowds, and amazing sea life. Makaha beach can be seen from the windows of this new four bedroom home (5 mi drive), providing plenty of room for large families to come together and relax after...
Aston Waikīkī Beach Tower by Gather 2BR Condo w/ Oceanview, Pool & Lanai
Overlooking Waikiki’s sparkling shoreline, Aston Waikiki Beach Tower by Gather is a bright and stylish two-bedroom, two-bathroom retreat set in the heart of Honolulu’s most iconic district. With sweeping ocean views from your private lanai and modern resort amenities at...
GOLFERS DREAM - Located On The Famous Ko Olina #2 Fairway
If you are not familiar with the Ko Olina Resort, please Google 'Ko Olina', there are just too many fun things to do, too many beautiful places to see, too many great restaurants and shops to do them justice in this little ad.This condo is arguably in the best location...
NEW HOME in Private Community with Ocean/Mountain Views. 5 Min. Drive to Beach
BRAND NEW HOME located in a gated community in Mākaha Valley, with beautiful ocean and mountain views. Just a 5 minute drive to Mākaha Beach for swimming, surfing, boogie boarding or just relaxing. Home is equipped with all you need for a day at the beach. This 4...
Coconut Villa Entire home in Koolina Walking distance to the shops and beaches
Enjoy your morning coffee or evening cocktails out on our lush tropical lanai with the tranquil backdrop of the Ko Olina golf course. Take in the stunning sunsets from this perfect vantage point.Our villa is located in an ideal location; everything is within walking...
First Class Luxury Beach Front Resort Condominium
Located in the World-Famous Ko Olina Resort and Marina on the 2nd of four lagoons, you’ll enjoy the mile and a half walkway along the four lagoons as you pass the newest 4 Seasons in Hawaii, the Disney Aulani Hotel & Spa, the Marriot Ko Olina Beach Club and us, The Ko...
The spacePlenty of drawers and cabinets for ample storage for all your travel items. Walk-in closet with storage. I have provided all the basic necessities to start your vacation comfortably upon arrival.Guest accessThe entire property inside and out are available to...
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...
North Shore Oasis, Hot Tub, across street from beach. Inquire for dates/prices.
Aloha and welcome to your retreat along the North Shore's 7 mile miracle. Right across the street from white sand beach and famous surf spots. Please contact us prior to booking at (808) 754-6453 or request booking or quote through VRBO. We can negociate the rate based...
Walk to Pipeline Rocky Point and Waimea
Beachfront property on Northshore Oahu. Beautiful home on the beach with close access to numerous activities. Gated property with lots of privacy, beachside lanai and memorable sunsets. House has 3 Bedrooms and 2 full Bathrooms with ac in all rooms included. Covered...
4 BR Hawaiian Plantation-Style Home with Pickleball Court
Old Hawaii at its best! Enjoy the updated traditional home nestled within a fully enclosed and private one-acre tropical estate! Chase the keiki (kids) or grandkids on the spacious lawns, or just enjoy the many tropical trees and plants—coconut, banana, mango, ulu...
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,...
Charming and immaculate, fully furnished 3-bedroom 3 bath townhouse in Ko'Olina!
Stay comfortably in Kapolei at this 3-bedroom townhome. This nice property offers a fitness room, AC, WiFi, and more for guests to enjoy. With 3 bathrooms and convenient amenities like a hair dryer and washing machine, guests will have a delightful stay. Feel free to...
14FL 3 Bedroom 2 Bath + Free Parking + Partial Ocean View, 2 min from the beach
Legal vacation rental at a fabulous location by [SUPER HOST]! This renovated 930 sq ft, 3 bedroom 2 bath with 2 balcony home is across from ‘Alohilani Resort, Steps away from the Waikiki Strip (Kalakaua Ave) and Waikiki beach! There are endless shopping, dinning, and...
Take-it-easy Waikīkī Beach Condo
Stay close to Waikīkī Beach, Kūhiō Beach Park and Kapiʻolani Park. Our newly-renovated 2-bedroom 2-bathroom beach pad is in a secure building with free parking. Highlights include a balcony with dining area, full kitchen, beach gear, kids accessories and a washing...
Beautiful Marriott's Ko Olina Beach Club 2BR/2BA, Free Full Resort Access
*** Concerned about COVID-19? Vacation with Confidence at Marriott Vacation Clubs. Learn about Our Next Level of Clean at: https://clean.vacationclub.com/ ** As inventory changes constantly, please contact the owner for availability and price prior to booking. * Free...
Our beautiful home has been featured in Hawaii Home Magazine and has received a best in class award from the Hawaii Builders Association. The home is within a 2 minute walk to Kailua Beach Park, the Kalapawai Market and Buzz's Steak house. There is ocean, mountain and...
Ho'okipa Villa: Historic Home + Guest Cottage in Kahala
Tucked within the prestigious Kahala neighborhood, Ho‘okipa Villa by Gather blends vintage Hawaiian charm with modern comfort for the ultimate island retreat. Originally built in 1938 and lovingly restored, this five-bedroom, four-bathroom estate spans over 3,000 sq....
Hale Pono- Oceanfront, private, gated, great views, AC, large property
Welcome to Hale Pono!The North Shore of Oahu’s premier luxury getaway.Please message me with any questions about available bookings.This hidden, elegant beauty sits on pristine property within the exclusive, gated community of the Sunset Beach Colony. Surround yourself...
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...
Kahala Beachfront Estate – Private Resort-Style Living
For discounted rates on Main house only, please inquire. 7 Night Minimum over any major holiday except Christmas. 10 Night Minimum over the Christmas/New Years Holiday Season at $7,500 per night.Spacious beachfront estate is situated on lush tropical grounds, nestled in...
Coastal Chic Condo with Ocean View & Full Kitchen
Step into a bright and airy beautiful condo, where modern elegance meets coastal charm. Expansive windows invite natural light to flood the open living space, offering breathtaking views of the marina and the sparkling Pacific Ocean. From your private balcony, enjoy the...
High Floor Luxury Oceanfront @ Waikiki Beach Tower
Waikiki Beach Tower Relax in this exclusive upper floor unit at the most luxurious vacation rental tower on the beach in Waikiki. This 1,200 SF newly renovated condo has the only open floor plan in the entire building and its sky high location on an upper floor provides...
Beach Theme Home, with 2021 Mercedes SUV, West Oahu, Wai Kai Lagoon resort.
Aloha! Beach themed home in west Oahu! Located next to many golf courses (7 courses within 4 mile radius), including the prestigious, Ernie Els designed, Hoakalei Country Club. This 3Br, 2.5Bath 2-story townhome features 1400sq ft of living space, full amenities as you...
Ko Olina Beach Villa Ocean View 3BR/3BA - B907
Penthouse Beach Tower 9th Fl (B907) - Steps from the Ocean. Escape to a Hawaiian Paradise at the Beach Villas Palekaiko on Oahu! Sleeps up to 8.The Palekiko welcomes you to paradise from the moment you walk in the door with all you need to relax and rejuvenate during...
Ocean View! Lagoon Tower! Family Friendly Resort! Beautiful Hilton Condo On Waikiki Beach!
Set along the breezy coastline of Honolulu, and with all the comforts of home. You will have access to four swimming pools, one with multiple waterslides, a saltwater recreation lagoon, daily planned family activities, Waikiki Beach access, water sports, spa...
Corner Unit Beachfront Condo with Wrap-around Lanai at Makaha
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...
Kailua Beach "The Pink House" 100 Yards from Ocean
The Pink House is a perfect beach house set 100 yards from beautiful Kailua Beach. This Hawaiian Style Home has an open floor plan that includes a combination living/dining area with a galley kitchen with stainless steel appliances. Recently added Air Conditioning (we...
Makaha Shores Beach Front Ocean View Studio W/ AC
Makaha is a small town located on Oahu's West shore. 30 miles, 45 min from Honolulu Airport. The towns main attraction is its family friendly pristine and sandy beach. Makaha offers the best diving, snorkeling and surfing on the island. Our 5th floor gem beckons and...
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 includes...
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,...
Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo
“Notice: In compliance with the Revised Ordinances of the City and County of Honolulu, the Property will be made available for your use and occupancy for a period of thirty (30) days.” Experience Hawaii in an exquisite beachfront mansion with panoramic ocean views on...
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...
Villa Hui Hou: Luxe O'ahu Villa Private Oasis! Gourmet Kitchen & Media Room
Just steps from the sands of Lanikai Beach, Villa Hui Hou blends resort-style outdoor living with the comforts of a private luxury home. This five-bedroom, four-and-a-half-bath retreat offers 4,920 square feet of space designed for gathering, relaxing, and making...
Island condo w/ balcony & beach access
Summary:Welcome to your Waikiki island stay - just steps from the beach with ocean & mountain views and a breezy private balcony:- Sleeps 4 | 1 bedroom | 3 beds | 1 bath- Private balcony w/ ocean & mountain views- Free parking garage (1 space)- Fast wifi (213 Mbps) &...
Kailua Beach Historic Renovated Cottage
One of the original homes on Kailua Beach, this Renovated 1937 five bedroomCottage is just one house from the middle of Kailua Beach, the #1 Beach in theworld. Nestled between a park and a rarely used club with only one beachfrontneighbor, this quiet and serene gated...
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!...