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.

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Honu Hale Waikiki: 2BDR Spacious Panoramic View

Reviews (5)

Experience a unique Hawaiian getaway in our 2BD/2BA spacious condo in the heart of Honolulu. Enjoy stunning panoramic city and ocean views through floor-to-ceiling windows and relax on two private lanais. With ensuite bathrooms, a fully-equipped kitchen, and modern...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Discover Serenity: Rooftop Bliss, Pool, Sauna, Minutes from Waikiki Beach!

Reviews (2)

Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 1772 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Stunning Ko Olina 2BR Beach Villa O414 w/ Golf Course, Mountain & Ocean Views

Reviews (37)

Welcome to Ko Olina Beach Villas O414, a beautifully positioned 4th-floor corner villa offering a refined blend of comfort, island elegance, and effortless resort living. Overlooking the Ko Olina Golf Course with framed mountain vistas and a peek of the ocean, this...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Modern, Designer Owned 2BD+2BA w/ Loft @ Kuilima Estates West

Reviews (7)

Experience this spacious, clean & comfortable, newly remodeled unique 2-story townhouse with the conveniences of a home which is fully air-conditioned w/ new quiet Mitsubishi split system a/c. This is especially important for the hot and humid days. There is no unit...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kahuku, Hawaii

Ko Olina Kai 1105F: Family-Friendly w/ Pool, Spa, Near Disney Resort

Reviews (2)

Ko Olina Kai 1105F offers a serene island escape in Kapolei, HI, where tropical greenery frames each morning and soft trade winds breeze through the airy lanai. Spanning 1,144 square feet, this thoughtfully designed condo blends comfort and elegance—an ideal retreat for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Kapolei, Hawaii

Gorgeous Condo w/ Ocean View, Near Beach + Parking

Reviews (1)

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...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Honolulu, Hawaii

Waikiki - Resort amenities for condo prices, just steps from the beach!

Reviews (2)

Enjoy your stay at this condo in beautiful Waikiki, at the iconic Ilikai Hotel where the King himself, Elvis stayed. This cozy retreat features 1 bedroom with 2 queen beds and a full-sized pullout sofa bed, perfect for a small group of guests, or a solo traveler....

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 6
📍 Honolulu, Hawaii

Hale Pono- Oceanfront, private, gated, great views, AC, large property

Reviews (130)

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...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 8
📍 Haleiwa, Hawaii

Majestic Mahakea – Oceanfront Oasis on Oahu's North Shore

Reviews (3)

Majestic Mahakea Oceanfront Oasis invites you to experience beachfront luxury on Oahu’s fabled North Shore. This modern two-story residence sits directly on Mahakea Beach, where turquoise waves meet a lush mountain backdrop. Designed for both serenity and connection,...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Laie, Hawaii

Hawaii's Number 1 Luxury Condo "Park Lane" (30 Nights Minimum Stay)

Reviews (1)

Unit 8301 at Park Lane, offers 2 bed, 2.5 bath, spacious and open lanai with a barbecue grill and relax in your own private in-ground spa, over-looking Ala Moana beach park with a special ocean view. The interior is designed by Clifford Planning & Architecture LLC. The...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Tropical Acreage + Fruit Trees + Beach ~5m drive!

Reviews (49)

Welcome to "Pua Pono House," on Oahu's captivating North Shore, where country living meets relaxation, away from the hustle and bustle of Honolulu and touristy hotels. Nestled on a lush one-acre estate, our retreat offers a serene and secluded oasis. Centrally located...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 4
📍 Haleiwa, Hawaii

Privately-owned 1 bdrm/2 bath suite in Imperial Resort Waikiki. Enjoy amenities & beach.

Reviews (1)

Experience resort living in privately-owned suite at Imperial Resort, in Waikiki core on Beach Walk. We are steps to beach, shopping and dining.This 1 bdrm, 2 bath suite is well equipped for comfort, with the essentials of home and luxuries of a resort.Enjoy roof top...

🛏 1 Bedroom
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Upscale Kailua Getaway: Steps to Swim Beach!

Reviews (2)

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...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kailua, Hawaii

Coastal Living Celebrated-North Shore Beach House

Reviews (5)

**Please contact for availability!Experience the ideal North Shore lifestyle in this architecturally renowned Hawaiian beachfront cottage. Here you will find the perfect Island getaway for couples or small families looking for privacy, modern comfort, and direct beach...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Waialua, Hawaii

Spacious 2 Bedroom 2 Bathroom City View Condo at the Ilikai Hotel

Reviews (3)

Experience the beauty of Waikiki with Happy Vacations, a short-term vacation rental company! Our team is excited to offer you a modern condo at the renowned Ilikai. You'll love the open floor plan with lots of natural lighting, a spacious balcony, AC, and thoughtfully...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 7
📍 Honolulu, Hawaii

A Modern Mix Waikiki Edition: 1 Br w/ Free Parking

Reviews (1)

***Amenities recreational deck renovations has begun. The renovation timeline is currently set from April 2025 - for the next 12-14 months (April - June 2026). Pool, hot tubs, grills, etc. will not be available during this time. Price has been adjusted due to...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 5
📍 Honolulu, Hawaii

Luxury Waikiki condo - 28th floor! Stunning views, convenient location, parking

Reviews (9)

Allure is one of the most luxurious private condominiums in Waikiki. The grounds, pool, and other amenities rival the resort hotels, but you get even more space, privacy and freedom. This property is ideal for couples or families seeking to feel at home in Waikiki for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Oceanfront Lanikai Beach Vacation Home

Reviews (2)

TA-006-302-3104-01Beautiful ocean front home at the beginning of Oahu's famous Lanikai Beach!. 2 bedroom, 1 bathroom main house and 2 bedroom, 2 bathroom guest cottage. Featuring breathtaking views, a brand new courtyard pool with privacy and manicured yard space, a...

🛏 4 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 10
📍 Kailua, Hawaii

Wailupe Seaside Haven: Beachfront Luxury Home w/ Pool & in City Proximity

Reviews (1)

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 Wailupe Seaside 4 Bedroom by...

🛏 4 Bedrooms
🛁 4 Bathrooms
👤 Sleeps 10
📍 Honolulu, Hawaii

4 BR Hawaiian Plantation-Style Home with Pickleball Court

Reviews (53)

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...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Hauula, Hawaii

Renovated 1 Bedroom W/ Stunning Views, Parking, & Central Air

Reviews (10)

If you've been imagining the perfect place to enjoy your upcoming Waikiki getaway, look no further! Expansive Ocean and Park views, private lanai, central air conditioning, covered parking and rooftop pool and saunas check all the boxes and make this newly renovated,...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Jewel Of Sunset Point <br>at world famous Sunset Beach

Reviews (94)

A Kaimaina home that is nestled on a quiet dead end street in the coveted neighborhood of Sunset Point. This one of a kind home has been in our family for over 70 years. Remodeled and completely refurbished, this is “country living” at its best. This two bedroom one...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Haleiwa, Hawaii

North Shore Rustic Country Lodge 2-Story Yurt By Beach Waialua Haleiwa Glamping

Reviews (1)

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...

🛏 4 Bedrooms
🛁 1 Bathroom
👤 Sleeps 11
📍 Waialua, Hawaii

15% off March & April 2025! Luxury Penthouse - Ocean, Beach & Pool View!

Reviews (127)

Welcome to our luxurious paradise retreat at Ko Olina Beach Villas, where relaxation meets first-class amenities. This impeccably maintained penthouse in the Beach Tower offers breathtaking views of the ocean, beach, and lagoon pools—a true tropical haven designed for...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Fairway Villa 2417

Reviews (26)

Fairway Villa #2417 – 2345 Ala Wai Blvd(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)HIGH FLOOR! TOP TO BOTTOM RENOVATION! Your Home Away from Home! Enjoy this recently renovated two-bedroom, two-bath condo (723 sqft plus 151-sqft lanai) with all...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 5
📍 Honolulu, Hawaii

Walk to the beach! North Shore Surf House

Reviews (3)

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,...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

Three Bedroom Villa at The Beach Villas at Ko' Olina

Reviews (39)

* Book with confidence! This vacation rental is a LEGAL Oahu vacation Rental Operating in a Resort Zoned District and is not affected by passage of Bill 89. This Luxury Condo is a spacious and beautiful 3 bedroom, 3 bath, professionally decorated Villa with a beautiful...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Ko Olina Beach Villas 8th Floor (Closest 3 Bedroom To The Ocean)

Reviews (90)

Aloha, and thank you for your interest in the Beach Villa's at Ko Olina. This property is one of the newest and most exclusive available for rent on the island of Oahu. But more importantly, this is our island home for much of the year. We love it here, and we know you...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Ko'Olina Retreat - Short Walk to Resorts, Golf, Restaurants & Lagoons!

Reviews (1)

Welcome to your dream retreat in the heart of Ko'Olina! This beautifully remodeled 3-bedroom, 3-bathroom townhome is nestled in the exclusive, gated community of Ko'Olina Kai, offering the perfect blend of luxury, comfort, and island charm.Step inside and be captivated...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Fabulous, Renovated Large 3BR Condo on Kahala Beach

Reviews (2)

Welcome to our newly renovated slice of paradise at Kahala Beach! Nestled in one of the most sought-after neighborhoods in Honolulu, this spacious 3-bedroom, 2-bathroom property promises a luxurious escape for your Hawaiian getaway.Step inside and be greeted by a...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

🏝 North Shore Island Bungalow, Steps to Beach

Reviews (8)

Wake up on Oahu's dreamy North Shore to the sweet sound of birds and fresh ocean breeze. Ideally situated in a quiet neighborhood yet minutes to historic Haleiwa town with lots of restaurants and shops. Enjoy island living with modern amenities - fast wifi with two work...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Waialua, Hawaii

King Bedroom Beachfront Sans Souci 1104

Reviews (1)

You'll find bicycles, golfing, and more on site at this beach apartment. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Waikiki Beach and Kaimana Beach, just a short walk away. Relax on the porch or lanai (enjoy the...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Aqua Aloha Surf Waikiki 305 Moderate Studio with Partial City Views, Sleeps 2

Reviews (1)

Aqua Aloha Surf Waikiki 305 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Spacious Home Near a Quiet Beach

Reviews (14)

Our lovely 2 bedroom surprises most guests with how spacious the rental is with expansive floor plan and the access to a yard to enjoy.The rental comes with a brand new kitchen with a very open design and lovely countertop to enjoy meal prep and dining. The large teak...

🛏 2 Bedrooms
🛁 1 Bathroom
👤 Sleeps 5
📍 Waimanalo, Hawaii

Free parking marinesurf Comfort central Waikiki

Reviews (1)

Aloha our unit have free reserve parking ,5-10 minutes walk to the beach , heart of Waikiki, International market, DFS , Royal Hawaiian shopping center. You stay in a very convenient and comfortable place .

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 3
📍 Honolulu, Hawaii

Ho'omaika'i

Reviews (31)

Welcome to Hoomaikai ~ Give Thanks, your serene retreat nestled in the heart of Kahuku. This charming 2-bedroom, 2-bathroom vacation rental offers a perfect blend of comfort and elegance, ideal for a family getaway or a romantic escape. Step inside to discover a...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kahuku, Hawaii

Amazing Oceanview at Beach Villas at Ko Olina

Reviews (135)

Looking to enjoying your vacation up close and personal with Hawaii's beautiful beaches and ocean? This oceanfront villa is the one for you! You'll be impressed with the spectacular unobstructed ocean view. It's one of the rare villas that is situated in the resort so...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

North Shore Beach House with AC, 30 day rental

Reviews (3)

LOCATION:**Message for special dates and availability not shown in the calendar**If you’re you looking for perfect white sand beaches with clear turquoise water & close proximity to everything in the North Shore, this is the place for you. Directly across the road is...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Laie, Hawaii

Beautiful Beach Villa in Oceanfront Resort

Reviews (171)

Your ultimate paradise vacation awaits you at the Ko Olina Beach Villas Resort, Oahu's premier Oceanfront resort. Stay in this beautiful two bedroom/two bath luxury suite and enjoy sunset views from the expansive lanai. This spectacular beachfront resort features a huge...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

"The Happy Seal" Oceanfront House, watch seals sunbath from our deck while BBQ

Reviews (104)

[A legal rental of minimum 30 days]This is the story of a little beach house doing its part in preserving a sanctuary on this stretch of sand for the endangered Hawaiian monk seals. For many years the beach in front of the house was known as the home of a famously...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Hauula, Hawaii

Breathtaking Ocean Views from Quiet Beachfront Condo! Free Parking & Wi-Fi!

Reviews (2)

Colony Surf #1005 – 2895 Kalakaua Ave(30-Night Minimum. ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Stunning ocean and Diamond Head views! This spacious (853 sq. ft.) open floor plan suite is the perfect spot to enjoy...

🛏 1 Bedroom
🛁 1 Bathroom
👤 Sleeps 2
📍 Honolulu, Hawaii

Island Adventure: Minivan Rental, Contact Us

Reviews (88)

Mahalo is the Hawaiian word for thanks, and a feeling of profound gratitude is what inspired this beautiful home. From the moment you arrive at Hale Mahalo, you’ll understand why. This lovely 3-bedroom, 3-bathroom home is a tribute to the stunning beauty of its...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Park Lane Ala Moana 7501

Reviews (1)

Welcome to Park Lane, an exquisite residential resort community conveniently located in the heart of Honolulu (direct elevator access to the world-class Ala Moana Shopping Center and across the street from Ala Moana Beach Park). The elegantly designed 3 bedroom, 3.5...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Honolulu, Hawaii

Tranquil Golf Course Townhome Ko Olina Kai Estates w/Great Amenities by Beach

Reviews (2)

This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.Welcome to your luxurious retreat nestled within the exclusive Ko Olina Kai Golf Estates and Villas gated...

🛏 3 Bedrooms
🛁 3 Bathrooms
👤 Sleeps 6
📍 Kapolei, Hawaii

Ocean&Mountain View Paradise - 3BD2BAParkingnCONTACT HOST FOR LENGTH OF STAY ?'s

Reviews (1)

North East Shore Hawaiian Paradise: This property is located in the perfect spot on the North East Shore with gorgeous views of the ocean. It's the perfect getaway for you and your family. Ka'a'awa Kasa is a tranquil escape for guests looking to unwind. Located at the...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 6
📍 Kaaawa, Hawaii

Luxurious High floor Waikiki Landmark Condo, Ocean & Diamond Head views!

Reviews (11)

Waikiki Landmark is Waikiki's premier condominium, located at the Gateway to Waikiki. The contemporary architecture reflects a pair of triangular towers, the Makai Tower (ocean) and Mauka Tower (mountain) this two bedroom unit is located on the Makai Tower and is...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 4
📍 Honolulu, Hawaii

Ocean View Villa on 6th floor w/Semi-Private Elevator

Reviews (116)

Our condo is both beautiful and luxurious. Take advantage of the view by opening the lanai doors that disappear into the walls for the ultimate in indoor/outdoor living. It has a full frontal ocean view from the Lanai, the living room, kitchen, and dining room. The...

🛏 3 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Kapolei, Hawaii

Waikiki Condo Has 2 Bedrooms & 2 Baths, with 1 free parking space.

Reviews (14)

This Waikiki condo was newly remodeled in June 2023, with 2 bedrooms, 2 full baths. The full kitchen has an oven, stove range, microwave, dishwasher and refrigerator, and includes fully stocked, large living room has a queen size sleep sofa/futon and 2 single full-out...

🛏 2 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 8
📍 Honolulu, Hawaii

Relaxing oceanfront home overlooking Kaneohe Bay

Reviews (1)

Take in the expansive ocean views and relax in this 3 bedroom, 1 bathroom downstairs unit just steps from the ocean! The unit is fully furnished, includes a full kitchenette with a 2 burner induction cooktop, a countertop convection oven (can cook up to a 20 lb...

🛏 3 Bedrooms
🛁 1 Bathroom
👤 Sleeps 6
📍 Kaneohe, Hawaii

Kalo Homes ~ Sunset Retreat

Reviews (13)

Where adventure meets relaxation: a gated valley retreat with room for the whole family, Makaha Beach just minutes away, and mountain views.Escape to our tropical getaway in the exclusive Mauna Olu Estates, just two miles from world-famous Makaha Beach. Perfect for...

🛏 4 Bedrooms
🛁 2 Bathrooms
👤 Sleeps 10
📍 Waianae, Hawaii

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