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.
A View to Die for! 3 bedroom 3 bath on the sand at Waikiki Beach
Discover the little known secret of one of the most prized stretches of Waikiki Beach. The only privately owned condominium in Waikiki where you can step right from the building onto the sand of world famous Waikiki beach. If you're seeking Hawaii sunshine with the view...
Slice of Heaven Studio
A newly renovated self contained 300 sqft studio that is a short 5-7 mins walk from our local quiet beach. The tastefully decorated studio has modern amenities and is comfortably furnished finished with a beautiful marble floor and bathroom. Studio has its own entrance...
Base of Diamond Head, Full Ocean View, 8th Floor, Private, 6 month special
Book 'em, Danno30 Night minimum booking is required. Available Oct 1-Nov 30, 2025 and June 1-Nov 30 2026.Experience TRUE ALOHA in this condo that was home to James MacArthur, the original Danno of Hawaii Five-0, and is still owned by the MacArthur family. This premiere...
Beachfront Palaypa - Former Mission House
Direct beachfront at Sunset Beach. Incredible views to Kaena Point. Watch the sunsets from your covered lanai. World class surf break right in front of the house. Pumping surf in the winter, glassy and calm in the summer.This charming cottage has everything you need for...
Immaculate maintained Turtle Bay Condo - Kuilima Estates West
ALOHA! Perfect North Shore getaway! This surf inspired condo is bright and clean, and stocked with all you should need for a great stay! Located in the Turtle Bay Area, it's very close to beaches (about a 5 minute walk), golf coarse, and some amazing restaurants. This...
Awesome Ocean View Condo w/ FREE Wi-Fi and Parking!
Waikiki Banyan #3601-T1 – 201 Ohua Ave.It hardly gets better than the vantage point from this 36th floor end unit! Your panoramic view includes the Pacific Ocean views, Waikiki, Diamond Head, and Kahala to Koko Head! This modern air-conditioned contemporary has...
Stylish 1BR Apartment with AC, Full Kitchen & W/D - Just Steps to the Beach
Welcome to our newly renovated 1-bedroom apartment in Kailua, Oahu. This rental offers everything you need for a comfortable stay, providing a family-friendly atmosphere that will make you feel right at home.Whether you prefer to barbecue on the covered lanai or take a...
Ocean View - Studio - Marriott's Ko Olina Beach Club - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...
Waikiki 2 Bedroom with Free Parking
Legal transient vacation rental Permit 2211-CCH-0190Amazing location! Right in the heart of Waikiki Our beautiful beach condo is located 2 minute walking distance to the waikiki beach & one block away from the Honolulu Zoo. This location is the best location in Waikiki...
Mea Kanu Paradise, Beach Access, A/C, Sleeps 6
Escape to paradise with this beautiful 2 bedroom, 2 bath unit on Oahu's stunning Windward North Shore. Located on a quiet street near beach access to a gorgeous sandy beach, this newly renovated unit offers the ultimate Hawaiian experience! Within walking distance of...
Marriott's 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...
Stunning Ocean /Mountain Views in Luxury Million$ Homes w/ Ping Pong, Air Hockey
Feel the warmth of the Ohana spirit as you gather with family and friends in this stunning and yet affordable 4-bedroom, 2.5-bathroom paradise, nestled in the prestigious Mauna Olu Estates—“Cottages of Mauna Olu.” With breathtaking 360-degree views that stretch...
Deluxe 1 bedroom, 1 bathroom with beautiful ocean views at the Waikiki Shore
Waikiki Shore unit 508 has deluxe one-bedroom one-bathroom and is the perfect mixture of modern island styles. You’ll go crazy over the Waikiki beach Pacific Ocean views from your furnished lanai. This unit has a full-size kitchen with stainless steel appliances,...
Surfers Paradise!
AMAZING COUNTRY RETREAT ON THE COVETED NORTH SHORE!! Enjoy creating memories with your family and friends at our favorite place in the world. Surf, hike, swim, snorkel, take in the rays!!! This private estate offers ocean views just up the hill from world renowned...
Ocean and Diamond Head views from quiet end of Waikiki Beachfront!
Colony Surf #908 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)This sunny, 540 sq.ft. tropical décor studio has wonderful views of the Pacific Ocean and Diamond Head! During winter...
2 BDRM w/ 5 Beds + 2 Bath + Parking + Peekaboo Ocean View, 2 min from the beach
Legal vacation rental at a fabulous location! This renovated 1000 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! This unit comes with 1 FREE dedicated parking stall...
Experience Authentic Hawaii on Oahu's West Side! 5 Minutes to the Beach!
ABOUT OUR CONDO: This is a beautiful 2 bedroom, 1 bath condo with vaulted ceilings and two separate lanais, a unique feature in the complex. Located on the third floor, the master bedroom lanai has a gorgeous view of the Makaha Valley mountain range, while the living...
Imperial Hotel at the Waikiki Beach Walk Penthouse
PLEASE READ THIS IN IT'S ENTIRETY......Hawaii Tax ID #TA-137-632-1536-01 & GE-137-632-1536-01 TMK/Parcel# 260020140286 Address: 205 Lewers St Unit C/12B, Honolulu, HI 96815Located atop the newly remodeled Imperial Hotel at the Waikiki Beach Walk! New salt water rooftop...
SPECIAL DISCOUNT PRICE!Great Family 3BR OceanView of Waikiki Beach&Free PARKING
TAT Tax Registration identification number :TA-198-110-8224-01The GET tax number is :GE-198-110-8224-01TAT tax 10.25 % , GET tax 4.712% and CTA tax 3 % are charged separately on room charge .It automatically added to your rental cost and there no other hidden fees after...
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...
Ko Olina Beach Villas 610: Luxury 2BD w/ Captivating Views of Ko Olina's Lagoon
Experience oceanfront luxury at Ko Olina Beach Villas B610 by Gather, a breathtaking villa located in the exquisite Ko Olina Resort. This sixth floor two-bedroom, two-bathroom villa with space for up to six guests, offers unparalleled ocean views from almost every...
New Listing! Marina-front Home Near the Ocean w/Private Pool & AC: Nani Wai
Nani Wai is a five-bedroom, four-bathroom private retreat tucked into the prestigious Hawai‘i Kai neighborhood of Honolulu, O‘ahu. With its enviable waterfront perch on a private marina and unobstructed views of Koko Crater, this gated home delivers a seamless blend...
Top Remodel of a gorgeous Diamond Head Oceanfront Lanai Condo - Sleeps 4
Legally permitted vacation rental - 2947 Kalakaua Ave 968115Stunning Gold Coast Diamond Head Condo fully remodeled over a two year period.Perfectly situated on Hawaii's Gold Coast, this beautiful home has been treated to nothing but the best with care and attention to...
Tranquil Sandy Beachfront - minimal beach traffic. Like your own private beach
This home's 1700 square feet interior is newly remodeled and has 3 bedrooms, 2 bathrooms. Two bedrooms have queen size beds and one bedroom has 2 twin beds. The bedrooms and living rooms have ceiling fans or you can enjoy the cool ocean breezes. The living room has two...
Beachy Hawaiian Cottage on the Famous North Shore. 2 bed, 1 bath. Sleeps 4
Aloha! Charming beachy 2 bedroom, one bathroom cottage on Oahus famous North Shore. All new stainless steel appliances, fresh fluffy towels and amazing sheets. WiFi, internet, cable, and AC in bedrooms. -The Master has ice cold AC, bedroom fan, a super comfortable king...
Ko'olina Beach Villa. Steps to the pool and beach!
Amazing beachfront condo in the Ko'Olina resort overlooking swimming pool with beautiful pool and sunset views! Pristine residence features spacious living area and lanai with pocket sliding doors. Enjoy home cooked meals in your gourmet kitchen with island granite...
Magnificent Ocean View Penthouse, FREE PARKING-n Pool renovation until 2026
Enjoy being on top of the world and just one block from Waikiki's best beach. Our one bedroom beach house has breath taking panoramic ocean views from front and side windows, a separate fully equipped kitchen, 50" flat screen Smart T.V., large lanai facing the ocean,...
Pua Oriana: A Polynesian Tropical Retreat
E komo mai — welcome to our hale. Welcome to the Pua Oriana – a mix of Hawaiian and Samoan language, ‘pua’ meaning flower, and ‘oriana’ means the flower that adorns a woman’s head. Enjoy the space and the grounds with 880 acres of pristine gardens, walking...
Marriott Ko Olina Beach Club 1BR Villa, Full Kitchen. Includes Tax, Parking
The Marriott Ko Olina Beach Club Resort offers daily and mid-week availability. ( 3- 5 Night Minimum ) Rates are based on weekly stays in USD and will vary by week, view and season / holiday. Daily rates will increase for 3 - 7 night stays. Marriott owner services is...
Hawaiian Monarch Waikiki Condo with Free Parking
Relax in this recently renovated, sophisticated condo at the Hawaiian Monarch building. The spaceLocated at the beginning of Waikiki, this unit offers ac, a free parking, smart tv, wifi and cable. The Hawaiian Monarch is a secured building that includes a spacious sun...
Spacious and Renovated Waikiki Condo With Full Kitchen and Ocean Views
Renovated, clean and spacious studio in Waikiki. Unit is on 38th floor of the Hawaiian Monarch Hotel/Condo building and comes with queen bed, full kitchen, full bath and amazing ocean, canal, diamond head and mountain range views. Walk to Waikiki beach, Waikiki strip,...
Lucky you! Penthouse with 1 bedroom, stunning sea views, great amenities, sleeps 5
Stunning inside and out! From the moment you enter this uniquely decorated safari-themed condo, you'll feel the exciting difference. Step out on the spacious lanai to feast your eyes on the expansive ocean panorama from Diamond Head to a peek of the Pink Lady. Prepare...
Beachfront Location with GREAT View! Washer/Dryer, Washlet, A/C, Wi-Fi!
Waikiki Shore #1412 – 2161 Kalia Rd.Waikiki Shore is the only condo in Waikiki where you can step right from the building onto the sand of world famous Waikiki Beach! This premier beachfront condo is a FAVORITE with repeat guests! With 706 sqft plus the large 124-sqft...
Sweet Vintage Hawaiian Cottage and Guest House! Great deal in beautiful Lanikai!
At Old Hawaii Beach House and Guest Cottage in Lanikai, we extend to all our guests the old-fashioned Hawaiian Hospitality, and the famous Spirit of Aloha. Step back in time to the romance, the charm, that is truly 'Old Hawaii.' Tropical plants and flowers (seasonal) in...
Luxurious DistantOcean View Villa
THIS IS THE BEST VALUE ONE CAN GET AT THE 5 STAR ACCOMODATIONS AT THE BEACH VILLAS AT KO OLINA! Located in the Beach Villas at Ko Olina, within the Ko Olina resort and Marina, this relaxing 2 bedroom 1200 sq ft totally upscale villa has mountain and distant ocean views....
Ko Olina Beach Luxury Villa Rental, West Oahu, Hawaii
Luxurious splendor and tropical tranquility await you in this beautifully appointed two-bedroom condo located at the world-class Ko Olina resort. The Oahu beach villa’s signature design features exotic woods, natural stone finishing, and expansive panoramic ocean view...
Hale Kolea - Luxury Lanikai Hillside Retreat
Hale Kolea is perfect for families and larger groups... A 3 story home at the end of Lanikai with access to an exclusive secluded beach within a gated drive. This beautiful home is on a hillside overlooking the crystal clear, gorgeous blue and green hued water. Wake up...
Tropical Turtle Bay Condo - Kuilima Estates East
This newly listed unit features a loft bedroom, with a large kitchen and living room. Unit is located right on the Arnold Palmer golf course and a 5 minute walk or 2 minute drive from Turtle Bay Resort. Enjoy luxury gated community amenities featuring gated access,...
Hale Lani ~ Heavenly Home
This beautifully decorated one bathroom with a loft is the perfect space for your next family vacation! This well-appointed unit has a king bed in the primary bedroom downstairs with a full bathroom. There is a flat screen smart TV with Spectrum cable access, ceiling...
Stunning Makaha Condo w/ Pool Access + Ocean View!
Get the most out of your next stop in Oʻahu when you book this incredible Makaha vacation rental! With on-site beach access, a resort-style pool and spa, and a private balcony overlooking the stunning blue Pacific water, this 2-bedroom, 2-bath condo is perfect for...
Manoa Valley A 2BR with ocean and mountain views
Permit 90/BB-0065Located on a hill overlooking Honolulu and the majestic Diamond Head crater, this two bedroom, two and half bath plus bonus sleeping space in Manoa Valley features gorgeous custom touches and a large lanai that’s perfect for a barbecue. The home is...
Kailua Beachside Studio - Tropical Breeze
This is a legally established property, please read more belowSerene tropical comfort in your own private studio, just steps away from 1 of the top 5 best beaches in the world. Here you can walk for miles on a white, sandy beach or go wind surfing, kite sailing, boogie...
M. KoOlina Beach Club Oceanfront Resort, Beautiful, Tropical Oceanfront Retreat!
Please choose a Friday through Sunday check-in for a seven night stay. Rates are based on a garden view and will fluctuate for holiday weeks. Thank you for your interest in booking with Dash Realty Group, Windermere Florida. Dash Realty Group is registered in Florida as...
Spacious & Quiet Upstairs End Unit Studio Loft w/ new bathroom & Split A/C units
Treehouse Experience !! Complete Bathroom Remodel completed in June, 2024. Two Mitsubishi Mini Split Air conditioning units were added, living room (24,000 BTU) and Loft Bedroom (15,000 BTU). Enjoy your Hawaii vacation at our upstairs end unit with all the conveniences...
Newly Renovated Lanikai, steps to Ocean A/C, kayak, Detached Private cottage
Enjoy a restful respite in this private cozy cottage with a beautiful private garden. The Lanikai Bungalow is a private separate cottage. It has one bedroom with beautiful relaxing living spaces, full kitchen and bathroom. The cottage has a gorgeous private lanai/patio...
TMK 570010290064nNeighbor island feel - with the benefits of Oahu nearby.
Like being on a neighbor island, with the benefit of Oahu nearby.My unit is on the West side and is a 10 minute walk by to Turtle Bay Resort by sidewalk. Resort has restaurants and dining, the beach, family-friendly activities, nightlife. The unit has 1 bedroom and loft...
Lovely condo at Waikiki beach 2 Bedrooms & 2 Baths, with 1 free parking space.
Aloha! Thank you for checking out our property.The house has been completely remodeled and is very spacious—almost 1,000 sq. ft. of interior space plus two lanais totaling 150 sq. ft. It features 2 bedrooms and 2 full bathrooms.The full kitchen is equipped with an...
Waikiki Shore 1 bedroom with large lanai on Waikiki Beach - free parking & WiFi
Waikiki Shore one bedroom upgraded condo with full kitchen overlooking Fort DeRussy park and famous Waikiki Beach. Walk outside to the sandy beach or to many nearby shops and restaurants. Enjoy the extra large lanai with views of beautiful palm trees, the beach and the...
Aqua Aloha Surf Waikiki Studio
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...
Hale Kalea - Oceanfront Vacation Rental on the North Shore of Oahu
Oceanfront Paradise on Oahu’s North Shore!Escape the city and experience the legendary North Shore of Oahu at its finest—where sunsets, surf, and the spirit of “Real Hawaii” come alive. Perfectly situated on the iconic stretch between Sunset Beach and Pipeline,...