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.
Incredible Unobstructed Pacific Ocean and Diamond Head Views!
Diamond Head Vista #1903 – 2600 Pualani Way(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Located on a quiet street at the edge of the Waikiki and Kapiolani Park, this 19th-floor Diamond Head Vista beauty has unforgettable, unobstructed Ocean and...
@ Marbella Lane - Mesmerizing Ocean + MT Views
Summary:Welcome to this vibrant 3-bedroom home, conveniently located in a gated private community in the heart of the Makaha Valley. This is truly a perfect place to take a break from the hustle and bustle of the city life, as you enjoy the calming mountain and ocean...
Spacious 2 bedroom 2 bathroom on North Shore - Kuilima Estates West
You will enjoy relaxing in this spacious 2 bedroom, 2 bathroom townhome located on the first fairway of the Fazio Golf Course at the Turtle Bay Resort! Beautiful golf course views with ocean view right past the golf course. You may even see some horses grazing in the...
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....
Honolulu Waterfront Oasis
True Hawaiiana at its best! Luxury 3 bedroom 2.5 bath waterfront home with pool, spa, tiki bar, boat dock, two 60 inch flat screen TV's /DVD movie surround systems, Bose outdoor music near pool, granite, slate, and many more upgrade too numerous to mention. Located near...
Hale Makai - Charming Surf Cottage By The Sea!
Paradise Sands Hawaii Rentals8083828016E Komo Mai! Welcome to this special corner of North Shore Oahu paradise! Located just steps from some of the most beautiful coastline on Oahu, this cozy and comfortable surf cottage is the ideal spot for your next Hawaii escape....
16P - Permitted penthouse end unit at the Hawaiian Princess - best view on Oahu
Hawaiian Princess 1 bedroom, 1 1/2 bath end unit penthouse. There is no better ocean/beach view on the westside of the island than from the lanai of this 16th floor condo. This condo sits right on the beach. 850 square feet inside the condo, and 400 square feet of lanai...
Ilikai 1001 Mountain & Waikiki City Views - King Bed, Sofa Bed
BEAUTIFUL WAIKIKI CITY/MOUNTAIN VIEWS! STEPS TO WAIKIKI BEACH. Memorable Meals from the Lanai. Walking distance to shopping mall, restaurants, shops, buses, rental cars, parks & Waikiki night life.The iconic Ilikai Suites are located at the gateway to Waikiki.Newly...
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...
***SERENDIPITY ON THE MOANA - Legal & Oceanfront - Great for Work & Play!***
Serendipity on the Moana is a Beautiful, Fully Furnished, one-bedroom condo directly on the beach with over 740 square feet in Maili Cove on Oahu. This unit is perfectly located in the center of the building on the second floor and has an unobstructed, panoramic view of...
11th Floor Waikiki Ocean, Lagoon & Marina Views! Walk to Beach! Washlet!
Ilikai Marina #1184 – 1765 Ala Moana Blvd.Incredible panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; and stunning! Bring your binoculars!CONSTRUCTION NOTICE: Due to emergency building exterior spalling repairs, unit lanai will be closed...
Paradise Found at Hawaiian Princess, Makaha!
Aloha! If you're looking for an authentic Hawaiian experience, stunning beaches, local eateries, and a peaceful atmosphere far from the Waikiki hustle and bustle, you've found it! This one-bedroom, one-bath condo at Hawaiian Princess in Makaha, on Oahu’s beautiful...
🏝️Lanihonua - 2br +Office - Ground Floor Villa - Christmas in Ko Olina
Everything you want in a luxury beach rental! Great amenities, fantastic owner direct service!Virtual Tour: https://my.matterport.com/show/?m=EyRF7RHrerd&back=1Check out our reviews and photos and then compare to a stay in a tiny hotel room! Lanihonua villas are a...
Steps to the Beach Guesthouse
A private setting in a detached home on a wonderful street! The longer the reservation the better, please contact for details. To answer the most common question, yes, we are 'steps' away: 80 medium sized steps for me! The beach is down a sandy path and is a one of the...
Deluxe Waikiki Ocean Front Suite - Ilikai
Enjoy stunning sunsets from your private balcony while sipping a glass of wine. This condo stands out because it has full, direct, unobstructed ocean views overlooking the Waikiki Marina... not peek-a-boo views.You'll see ocean views from EVERYWHERE in the condo.This is...
Oceanfront-Paradise on the North Shore
If you are looking for a private, romantic location this is it!Our oceanfront unit is the premier unit in the Mokuleia Beach Colony and is 20 feet from the water. This 900 sq ft home has been in our family for decades and we are now offering it for rent on a limited...
20% Fall Discount! Newly Renovated! Oceanfront & Pool Family Hideaway. Paradise.
Kalani Kai Beach House is a newly renovated, private gated oceanfront home located on one of the Waialae Beach Lots with a beautiful swimming pool nestled next to a sandy beach.The upstairs master suite has a king-size bed and panoramic ocean views from a spacious...
Beach Lover's Haven: Cozy Condo with Ocean Views and Free Parking!
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...
Renovated Condo on Golf Course
ALOHA! This beautiful ocean inspired condo is perfect for a romantic retreat or a solo getaway! It's 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 course,...
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...
Marriott Ko Olina Beach Club (studio mountainview inquire first)
Please inquire first before making reservation request to ensure dates are available.Oceanview rates are higher about 15-30% more. Cross posted on Airbnb_platform as well. Cheaper there as it does not charge Hawaii state taxes. as Free parking for one car. No resort...
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...
37FL-Elegant Waikiki King Studio with Fabulous Views
Enjoy breathtaking views of the ocean, Diamond Head, golf course, and city skyline from this beautifully renovated condo. Immaculate and tastefully furnished, the space offers modern comfort with a quiet split A/C system for cool, relaxing stays.🌴 Prime Location –...
Hale Aloha: Luxe Waterfront Home, Island Vibe, Private Pool, Near Kailua Beach
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.Unwind at Hale Aloha by Gather, your tranquil...
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...
Ko Olina Beach Villas O224 by Gather: Luxe Villa w/ Pool & Oceanviews from Lanai
Welcome to Ko Olina Beach Villas O224 by Gather, an inviting two-bedroom, two-bathroom villa located in the prestigious Ko Olina Resort on Oahu’s sunny west side. Situated on the second floor of the Ocean Tower, this elegant retreat offers the perfect blend of...
Villa B207 Private location closest to the beach, Ko Olina 3-bed beach villa!
This privately located beach tower villa 207 has no neighbors on either side and offers beautiful ocean and lagoon pool views! Located on 2nd level in the preferred Beach Tower building, this Villa is the closest 3 bedroom to the beach! This villa has Hawaiian touches...
Ohana Beach House - 5 Bedrooms - Steps Away from Kailua Beach
Just steps from one of the most beautiful tourist-free beaches on the island of Oahu, this Hawaiian style home is a perfect peaceful getaway for your extended family. Listen to the waves crashing as you relax on the lanai, or barbeque for your group in true outdoor...
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...
Waikiki Cozy Apartment, 2 Bedrooms, FREE parking, Sleep 6
Aloha! BLACK FRIDAY LUXURY OFFER - 30% OFF.Reserve your one-week stay in paradise and enjoy exclusive savings and elevated amenities.Make your stay memorable at our island lifestyle vacation rental! Newly renovated 2 bedrooms with anti-noise windows, prime location in...
Turtle Bay Condo - Kuilima Estates East
This is a legal vacation rental located on the Legendary North Shore of Oahu!Permit #: 2211-CCH-0353TA #: TA-106-244-7616-01GE #: GE-106-244-7616-01Property TMK: 570010270159Famous North Shore Beaches, Two beautiful Swimming pools, Free Parking, No Resort Fees, AC,...
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...
Amazing Turtle Bay Condo - Kuilima Estates East
Look no further for your perfect escape to Hawaii! Nestled in the resort community of Turtle Bay, this newly updated 1 bedroom condo w/ a loft is outfitted with LUTRON Ketra lighting technology & LUTRON motorized shades and can easily sleep 4-5 guests the Kuilima...
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...
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...
Cozy Oceanfront Home - Secluded Beach, North of Sunset Beach - Near Kawela Bay
Hawaii Tax I.D for both TAT & GET. No. 027-702-8864-01Our oceanfront home, Kawela Kai, is located on the North Shore of Oahu in between Sunset Beach and the Turtle Bay Resort. The stretch of beach where we are located is beautifully secluded and uncrowded. The beach is...
Base of Diamond Head, Full Ocean View, 8th Floor, Private, 6 month special
Book 'em, Danno30 Night minimum booking is required. Available June 1, 2026Inquire about 6 month or longer rentals.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...
Amazing views of Diamond Head, Waikiki Beach, and the Pacific Ocean!
UNBELIEVABLE VIEWS!: This 2 BR condo is on the 35th floor of the Waikiki Sunset. It offers unmatched views of Diamond Head and Waikiki Beach. No expense was spared in this condo's remodel. Bold granite highlights the custom cabinetry and stainless appliances. Designer...
Kahela - Paradise for Rent
Located just steps from the best part of Kailua Beach. The beach is a short walk through Kailua Beach Park where the waves are the most gentle, the sand is wide, and there are plenty of trees for shade, so you and the kids can play and relax at the beach all day. This...
Ocean front Bali Villa w/ infinity pool to die for! 30 Day Rental - Pls Inquire
30-day Rental. Please inquire for details of rental terms.Sleeps 26 comfortably. In beds or 8" ground mattresses, plus two port-a-cribs for your little ones. Experience the beauty of the Islands at the North Shore of Oahu's Private Luxury Villa. This hidden gem sits on...
Ko Olina Beach Villas B107: Luxurious Beachfront 3-Bedroom Villa
Welcome to Ko Olina Beach Villa B107 by Gather, a stunning 3-bedroom, 3-bathroom beachfront retreat offering the perfect blend of comfort, elegance, and island charm. Located on the ground floor with direct access to the resort pool and sweeping ocean views, this villa...
Beach Tower - Luxurious 3rd floor Beach Villa Ko Olina
This spacious Villa is located in the more secluded Beach Tower. Villa faces the sunset side of the Beach Villas at Ko Olina's second crystal clear beach lagoon. Master bedroom is furnished with a newer King bed, new ceiling fan, and it has unique black out curtains,...
Amazing ocean views from this 11th floor villa!
This elegant Villa in the Ocean Tower overlooks the Pacific Ocean, sandy beach Lagoons, and the pools at KoOlina's premier residential resort community, The Beach Villas. Our resort sits aside the 2nd lagoon beach, next to the world class Disney Aulani Hotel and...
THE TREEHOUSE COTTAGE - 30 DAY RENTAL
GET number: GE-182-371-3280-01TAT number: TA-182-371-3280-01This 960 sq ft cottage is nestled at the back of a 2 acre yard on the second floor above an open air garage. The cottage is surrounded by a fair amount of trees that give it a treehouse feel. The cottage layout...
Pipeline Beachfront House - Sleeps 12 Guests
Minimum 30-day consecutive rental required. Please contact the Host for availability. Located right on the beach where dreams are made for many professional surfers every winter. This three-story house has four bedrooms and four and a half baths. Enjoy amazing ocean...
Comfortable, Bright and airy condo w/ full kitchen, sleeps four
Legally permitted rental - 2425 Kuhio Ave. #801This queen bed studio (plus futon) suite is complete with a full kitchen including gas stove and oven, microwave, a coffeemaker, beach towels, beach chairs a comfortable queen size bed & futon. Perfect for those longer...
BEAUTIFUL HOUSE WITH 7/AC,BED ROOMS AND OCEAN VIEW
Location: Hauula, North Oahu, Oahu, Hawaii, USA (LOCATED TWO MILES EAST OF THE POLYNESIAN CULTURAL CENTRE) Accommodations: House, 7 air-condition Bedrooms + Convertible bed(s), 3 full Baths (Sleeps 9-18)Keywords: 7/AC Bed Rooms HouseFIVE STAR EXPERIENCE FOR A FRACTION...
@ Marbella Lane - 2 master suites | MT+Ocean Views
Summary:Make beautiful memories in this spacious 4 BR home with 2 master suites, located in a gated community with 24 hours security. It is within the greater Waianae area, right in the heart of the Makaha Valley. On the Leeward side of Hawaii where the Ocean Trade...
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, 3 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...
Panoramic Oceanfront & Diamond Head views, just steps to beach. FREE Parking!
Colony Surf Penthouse #6 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)You'll fall in love with the amazing Diamond Head and ocean views from this 540 sqft 20th floor penthouse...