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.
Quaint Tropical Cottage w/Pool, Lanai & AC, Walk to Beach: Lanikai Ohana Hale
Charming Cottage in beautiful Lanikai that has been totally renovated in 2021. Everything in the Cottage is new including the furnishings! Short walk to the beach. Enjoy the comforts of home with an efficient kitchen and own washer and dryer. Large lanai to extend the...
Gorgeous Ocean & Marina Views at The Ilikai! Close to Beach! Free Parking!
Ilikai #2039 – 1777 Ala Moana Blvd.You'll love the breathtaking ocean and marina views from this chic 20th floor studio at the Ilikai! Take in the blue skies, fabulous sunsets, and enjoy al fresco dining for 4 on your spacious private lanai as you relax on your...
Oahu's Secret Hideaway, A Paradise For Two
Over 500 sq. Ft. Of living space, with a complete, well equipped kitchen, a comfortable entertainment center, a romantic dining area overlooking the valley and ocean, and a very comfortable one piece murphy bed that can be stored during the day in an attractive mirrored...
An Aloha condo in the heart of Waikiki-5 minutes to beach, parking, AC,WiFi incl
Aloha 🌺STR: 1735Expiry: 05/23/2026Tax Map Key: 260250050038Max. Occupancy: 2 in main bedroom (2 double beds) and 2 in living room (queen size sofa bed) *NO PETS ALLOWED.** No outdoor recreation deck, pool, hot tubs, playground and bbq area until July 2026.Location:...
Epic View w/Gourmet Kitchen–Waikīkī Shore #1100
Castle Waikīkī Shore unit #1100: Elevate your Waikīkī experience within 1,190sf of pure paradise! Our largest air-conditioned retreat indulges with an open design kitchen and living area, where floor-to-ceiling windows unfold to a beautiful panorama spanning the...
Gorgeous Secluded Beach Getaway Location-Large Kitchen-A/C-Grill-Fenced yard
For questions, to verify availability dates or to check the availability of other furnished rentals we manage, please contact the owner. You found it! A large 1,100 square foot, two bedroom, nicely upgraded beachside vacation rental that can sleep up to 8 guests and is...
Rare find! Actual 3 bedrooms/2 full bath 1500sf Ocean View corner unit apartment
This year we are celebrating having had over 300 five star online reviews!Minimum age requirement for principal renter: 30 years oldTop of the line 3 bdrm 2 full baths recently renovated corner unit with an ocean view in one of the most distinct buildings located in the...
BEACHFRONT LEGAL PRINCESS CONDO-FREE PKG/WIFI-POOL, HOT TUB,TENNIS/PICKLE BALL 2
LEGAL VACATION RENTAL! AWESOME 180º UNOBSTRUCTED BEACH, OCEAN & SUNSET VIEWS! FREE PARKING IN GATED LOT and FREE INTERNET/HI-SPEED WiFi. NO RESORT FEE. POOL-HOT TUB-TENNIS-PICKLE BALL-PING PONG-BBQ**NO CENTRAL AC--HAS PORTABLE AC IN BEDROOM, BUT IT WILL NOT COOL OTHER...
Makaha Beach Front Luxury Bamboo Compound Resort
Take the country road out to West Makaha's Crystal Blue Waters. Feel the ocean breezes where Bethany Hamilton's soul surfer movie was filmed in the waves in front of our very unique new beachfront luxury bamboo compound resort with over 150 feet of sandy beach!! - all...
A Cozy and Romantic Studio at Heart of Waikiki
A private cozy and comfortable studio at the heart of Waikiki. Welcome morning with rejuvenating breeze throughout the unit with a wonderful view of the beautiful Ala Wai Canal. New kitchen cabinets and laminate granite counter top, new stylish Livingroom light and...
Punahele Hale--King Bed, Wireless Internet, ~A/C~
ONE BEDROOM / 2 BATH/ PLUS MURPHY BEDCalling all visitors, sunbathers and adventurers, come to the North Shore of Oahu and enjoy our newly renovated condo. We call it the Punahele Hale, meaning “favorite house” in Hawaiian. Registration #008-128-7680-1This unit has...
Partial Ocean View Waikiki Studio with AC, WiFi, Access to Pool & More!
Aloha from Waikiki! BUDGET-FRIENDLY condo but with great views! The Hawaiian Monarch is centrally located near the Hawaii Convention Center, Shopping at the World Famous Ala Moana Center, and exploring the beautiful beaches in the world! We are not a part of the hotel,...
Calming North Shore Oahu Getaway - Kahuku
Looking for a serene, simple, and peaceful getaway?Hale O Ka Kai Nani (House of the Beautiful Sea) is the perfect oasis for you. This one-bedroom, two-bathroom unit offers guests plenty of privacy and tranquility, while also being situated in Kahuku and Kawela, and...
Hale 'oli'oli O-703 the joy comfort and views
This luxury two-bedroom, two-bath condo is located on the seventh floor of the Ocean Tower at the Beach Villas at Ko Olina. Designed for a world-class vacation, the villa features a signature kitchen created by renowned Master Chef Roy Yamaguchi, equipped with Sub-Zero...
Mahina Kai: Large Tropical Modern Home with Pool, Ocean & Koko Head Views & A/C
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.Exciting Updates Coming Soon: This property...
Spacious Ilikai Studio with one FREE parking/Wi-Fi and Marina/Ocean Views!
Ilikai #341 – 1777 Ala Moana Blvd.For those who prefer a lower floor and still enjoy great marina and Pacific Ocean views, you'll love this inviting 3rd floor studio at the Ilikai, the Waikiki landmark made world-famous by Hawaii Five-O! Enjoy your morning coffee or a...
Ko Olina Beach Villas B102: Gourmet Kitchen & Tranquil Lanai w/Ocean View
Ko Olina Beach Villas B102 welcomes you to a ground-floor retreat that blends the comforts of home with the luxuries of a private resort. Tucked within the secure gates of Ko Olina’s Beach Villas, this two-bedroom, two-bath villa offers direct access to lush lawns,...
Turtle Bay Villa 108: Ground Level 3BR Condo w/ Shared Pool
Please Note: Access to resort amenities is not included, however, the condo complex has its own pool, grills and is just steps to the beach!Prepare to settle into island time a little easier with the unparalleled accommodations and amenities that await you at Turtle Bay...
DESIGNER REMODELED CONDO AT ILIKAI MARINA
ON THE RENTAL MARKET AFTER A COMPLETE DESIGNER RENOVATION! BY FAR THE BEST LOOKING UNIT IN THE ENTIRE BUILDING!We're accepting reservations on an on-going basis. Superb Location next to the water! Completely remodeled with no expense spared condo boasts one of a kind...
King bed & Futon, Waikiki Studio with a view, kitchen & Free parking
Legal vacation Rental: 364 Seaside Ave.A beautiful 17th floor King bed Studio in the heart of Waikiki. Cook from home with ease and avoid paying hefty parking charges with your own dedicated parking spot included free.Stunning bathroom with oversized walk-in shower,...
Ko Olina's Hillside Villas 1538-2: 3BR, Comfort & Style with Lanai
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.Welcome to Hillside Villas 1538-2 by Gather, a...
Hawaiian Escape with all the Amenities
Located in one of the newest and most sought after resorts in Hawaii, this beautiful ground floor 2-bedroom, two full bath upgraded condominium with lanai and garage parking is right in the heart of the gated Ko Olina Kai golf course community. It is a short walk or...
Perfect Location In Waikiki, Near Beach, Shopping, and Dining!
If you're looking for your get-away spot, look no further. This condo located within the Ilikai Hotel on the 4th floor is perfect for your vacation on Oahu. Wake up to the beautiful ocean view or relax on your spacious and private lanai at watch the surfers riding the...
Private Waterfront House AC & Fast Wi-Fi 30 Day
This house is all about being right on the water. A seawall provides protection from waves at high tide. A North Shore Beach House with the comforts of a nice home ideal for long term stays. Local pickle ball played right down the street. 30 Day Minimum ContractIncluded...
Resort Living Off the Beaten Path
The fabled North Shore of Hawaii is a hidden jewel off the beaten path. Enjoy wonderful dinners watching the sunset on your peaceful breezy lanai.This spacious condo has 1 bedroom, 1 bath, plus loft with 2 queen beds and is fully air conditioned and can sleep 6. Kuilima...
Luxury Living at the Allure in Waikiki (30 Nights Minimum Stay)
This beautiful 2 bedroom condominium at Allure Waikiki #2709, offers state of the art kitchen appliances, great for people that love to cook. It also has a washer and dryer in the unit. The Allure is located in a prominent Waikiki location, within easy reach to many...
Luscious Green Golf Course & Mountain Views! FREE Wi-Fi, Parking, Pool!
Canal House #1604 – 2611 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.) You'll appreciate this recently renovated, 600-sqft contemporary style one-bedroom condo on the 16th floor of the secure Canal House condominium. Take in the...
Heart of Waikiki! Lower Floor! Close to Beach!
Regency on Beachwalk #32 – 255 Beach WalkYou'll really appreciate the convenient location of this fully-furnished 3rd-floor end unit condo (494sf plus 145sf lanai with table and chairs, for a total of 639 sf) at Regency on Beachwalk, right in the heart of Waikiki and...
Hale Maunalua hillside hideaway with ocean views & pool - walk to Hanauma Bay
Hale Maunalua - 30-Night MinimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Breathtaking ocean views greet you at Hale Maunalua, a one-of-a-kind 4BR/4BA hillside hideaway that...
Absolutely Oceanfront - 60' Waterfall Lap Pool
Kailua Absolutely Oceanfront Deluxe Legal Vacation RentalThe closest house to the Ocean in KailuaLocated in a quiet upscale neighborhood away from the crowdsHear the waves breaking just outsideGo tide pooling steps away60ft salt-sanitized waterfall lap poolDramatic...
34th Floor Ala Moana Large Regal Suite - 2Br/3Ba, Book Now at Special Rate!
Here in our 34th floor 2 bedroom/3 bath Regal Suite at the Ala Moana Hotel condo, you will experience island-style comfort in one of Hawaii's most convenient locations. This unit is located very close to the beaches and the state's largest shopping mall, Ala Moana...
Waikiki Studio with Stunning Views!
As of January 1, 2026, Hawaii will increase its Transient Accommodations Tax (TAT) rate by 0.75%. For reservations booked before January 1, 2026, an additional payment request will be sent for the 0.75% tax increase.This is a legal conforming vacation rental. Please see...
High floor with AC and Tropical Ko'olau Mountain views! Washlet!
Waikiki Sunset #3209 – 229 Paoakalani Ave.You'll treasure the fabulous mountain views by day and sparkling city lights at night from this 32nd floor, one-bedroom condo (546 sq.ft. plus access to lanai from bedroom with table and chairs) with central AC and natural...
Steps to Waikiki Beach! Newly Renovated w/ 75" TV
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...
Chic Waikiki condo! Kitchen, city/mountain views, close to beach!
Ilikai Marina #1287 – 1765 Ala Moana Blvd.Fall in love with this beautifully remodeled studio located near the Ala Wai Yacht Harbor! With city/mountain views, this 427-sqft condo (plus small 28-sqft lanai), is centrally air-conditioned, fully-furnished, and has...
Trendy Hawaiian Monarch Studio | Ocean View | Pool
Relax in this beautifully renovated, modern studio at the Hawaiian Monarch building. Located at the beginning of Waikiki, this unit offers ac, smart tv, wifi and cable. It is a short walk from Fort DeRussy Beach Park, Hilton Hawaiian Village, Ala Wai Canal and more. The...
Sleek & Modern 32nd Floor Condo at the Waikiki Banyan - Free parking! by Koko Resort Vacation Rentals
Deluxe High Level Renovated Condo with Ocean & Diamond Head View, Free parking& Wi-Fi Aloha and Welcome to Koko Resorts! We are so happy you stay with us! The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14...
Ko'olau Mountains & Ala Wai Canal Views - City Lights Sparkle at Night!
Waikiki Banyan #3205-T2 – 201 Ohua Ave.Enjoy beautiful views of the Ko'olau Mountains by day and city lights by night from this contemporary 32nd floor, air-conditioned one-bedroom suite (557 sq.ft. plus lanai with table and chairs). 4-person max.The Waikiki Banyan is...
Free WiFi/No Resort Fees/Oceanview at the Ilikai Hotel! Beautiful Sunset Views!
1 Bedroom, Ala Wai Boat Harbor and Ala Moana Beach view on the 10th Floor! This condo was fully renovated from top to bottom with all new furniture & appliances! Open your sliding door to enjoy your morning coffee, afternoon cocktail or sharing an evening meal while...
Hale Hauoli | Ko Olina | Villa w/ Beach & Pool!
Summary:Welcome to Hale Hauoli in Ko Olina! Immerse yourself in this coastal getaway, where colorful landscaping and shimmering lagoon pools await. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Whether you're unwinding in the steamy...
Renovated adjoining studio rooms for up to six guests in Waikiki
Unit Description:Walk to Waikiki beach, Ala Moana mall, convention center, restaurants, shops and many other Waikiki attractions in this newly renovated unit. Unit comes with wifi internet, cable TV, window air conditioning, microwave, toaster, hair dryer, iron, soap,...
4 bedroom, 2.5 bath, Sleeps 9 in beds
DUE TO BILL 41 we are only allowed to rent one time in a 30 day period so our minimum bookings will be 30 days or longer. We have been waiting to remodel this home, but first the pandemic made it difficult with not being able to travel, and now the 90 day rule, so not...
Ocean View Luxury Rental at Waikiki Shore #303! Steps to Beach!
Waikiki Shore #303 – 2161 Kalia RdRelax in this breezy and spacious (692 sqft) condo overlooking beautiful Waikiki Beach! This luxury rental is outfitted with top-of-the-line furniture and appliances, including a comfy Stearns & Foster California King bed, 60" Sony...
Downtown studio near attractions with amazing views, lanai, & full kitchen
SeaShore 62Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience Honolulu at this beautiful studio in the heart of Waikiki. You'll be within walking distance of many of the...
Direct Ocean Front One-Bedroom Condo at the Iconic Ilikai Hotel
This one-bedroom luxury condo has beautiful unobstructed views of the Pacific Ocean, yacht harbor and coastline.Just steps away from the Hilton lagoon, Waikiki beach and Ala Moana center, enjoy stunning Hawaiian sunsets while sipping a Mai Tai on the spacious lanai. The...
New! Tiki Terrace Studio@Turtle Bay - Kuilima East
**2 adults + 1 child only. Tiki Terrace Studio is located at the center of Turtle Bay Resort. Nearby restaurants offer up delicious, locally sourced gourmet foods. You can visit some of the most breathtaking beaches in Hawaii in minutes. Being less than 20 minutes away...
Spacious Ewa Beach Guesthouse On Beachfront Lot 30-day minimum.
30-day minimum stay by required by law. This property may not be rented for less than 30 consecutive days and rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied. No bookings of fewer than 30 days will be...
Beautiful Sunset Views, Ilikai Hotel #410 Free WIFI, No Resort Fees!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. Access to the lanai will remain available during work hours; however, please note that noise may be present as contractors work on this...
Last Minute Spacial! Oceanview's on 31st Flr
**Notice:There is a one time check-in fee of $50.00 and $30.00/daily resort service fee for unlimited access to the building resort facilities. This fee is mandatory and must be paid during check-in at the hotel front desk.The daily parking rate is $39.00. Tax(17.962%)...
Upgraded Spacious Corner Unit – Beautiful Ocean View
Aloha and welcome to our condo at the Waikiki Banyan, a premier resort located one block from Waikiki beach. Our suite is a corner unit on the 12th floor of Tower 1, facing the ocean and Diamond Head.We have equipped this condo for our own occasional vacation use with...