Hawaii Vacation Rentals – Island Condos, Beachfront Homes & Luxury Villas
Welcome to your guide for Hawaii vacation rentals, where tropical luxury meets everyday comfort. From sunrise-facing lanais on Maui to private bungalows near the lush valleys of Kauai, each rental is handpicked for quality, location, and local charm.
Why Book a Vacation Rental in Hawaii?
Unlike traditional hotels, vacation rentals provide full kitchens, private lanais, and dedicated living space—ideal for families, couples, or long stays. Many homes are steps from the beach, offer high-speed Wi-Fi, and include perks like pools, BBQ areas, or resort access.
Popular Vacation Rental Locations
- Waikiki, Oahu – High-rise condos near beaches, shops & nightlife
- Kihei, Maui – Walkable, affordable, and family-friendly
- Princeville, Kauai – Scenic cliffs, golf, and luxury condos
- Kailua-Kona, Big Island – Oceanfront escapes with sunset views
Rental Types Available
- Beachfront Condos with resort amenities
- Private Beach Homes with full kitchens
- Luxury Villas with pools & panoramic views
- Studios & Bungalows for solo travelers or couples
What Makes To-Hawaii.com Rentals Stand Out?
- Verified properties across all major Hawaiian islands
- Detailed descriptions, amenities, and photo galleries
- Helpful internal links to top Hawaii activities and Hawaii rental cars
- Flexible booking options, from weekend getaways to long-term stays
Plan Your Dream Island Escape
Explore the beauty of the islands with confidence. Whether you're whale watching on Maui, snorkeling on Oahu, or enjoying a peaceful sunrise on Lanai, our vacation rentals offer the perfect base for unforgettable memories. Start planning your Hawaiian adventure today.
Heart of Waikiki Corner Unit just a short walk to Beach and Restaurants!
Regency on Beachwalk #46 – 255 Beach WalkYou'll feel relaxed in the comfort and convenience of this modern, fully-furnished 4th-floor, two-bedroom, one-bath corner condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at the Regency on...
The Kumu House
Welcome to the Kumu House! Designed with rustic, island, surf vibes & located in a lush private lane of bungalows right off the famous Ali'i Dr. We are are a 5 minute walk from a lovely hidden beach and 10 minute drive to the town center.The Kumu House is a two story 3...
Kaunakakai Home at Molokai Shores w/ Pool!
Discover the tropical oasis you've been dreaming of at this 1-bedroom, 1-bathroom Kaunakakai vacation rental. Nestled in the idyllic Molokai, this cozy condo offers a patio to soak in the stunning island views. Spend the day enjoying a splash in the community outdoor...
Property is closed. due to sale of home. 12/1/25
Property is closed. due to sale of home.12/1/25We have paid to have this listing closed and all bookings rescheduled. If you continue to see this home as available, please contact VRBO.We have contacted them several times without the booking being closed.
Kona Plaza#212: Kona Hawaii Beach Vacation Rental: AC, Pool, Modern, WiFi!
Experience the best of Kailua-Kona from the comfort of Kona Plaza #212! This beautifully remodeled gem is in the heart of Kona Town, offering a central location with immediate walking access to restaurants, the ocean, pristine beaches, boutique shopping, and local...
New Listing! Bright stylish living by the Seaside
Welcome to Kahana Manor 520 — Your Relaxed West Maui Retreat. Perfectly located in the heart of Kahana, this 2-bedroom, 2-bathroom condo is ideal for families, couples, or friends. With two queen beds and a queen-size sleeper sofa, it comfortably sleeps up to six...
**Newly Renovated** Ground Floor Condo In Paradise
This one bedroom unit is not only nicely decorated and remodeled, it is fully set up for your vacation and will have everything your heart desires. All new flooring, furniture, and kitchen is well stocked, linens and towels provided. New Queen bed in the private bedroom...
🏖️AC | Easy Walk to Restaurants Shopping | Concierge Included | vrKCV
vrKCV - Kona Pacific C520, Professionally Managed by Kona Coast VacationsStep into this graciously appointed home and let the spirit of Aloha embrace you! Located adjacent to the Historic Kailua Village, this lovely one-bedroom, two-bath home offers a tranquil retreat...
Comfortable Condo on Turtle Bay Golf Course Sleeps 5 - Kuilima Estates West
Located on the North Shore of Oahu at Turtle Bay, our condo sits on the Championship Fazio Golf Course. There are multiple walking trails and paths that lead to quiet secluded beaches or world-famous beaches such as Sunset Beach, Waimea Bay, and Pipeline. A large pool...
Kiahuna Ocean View: 5 BR Poipu Home with Private Pool
Whether you're traveling with family or friends, Kiahuna Ocean View is a wonderful, welcoming home where you will want to stay forever. This lovely, 3300-square foot home offers the luxury of hard wood floors, spacious rooms, walk-in closets, a large, covered lanai and...
Wailea Elua Village Fresh and Contemporary 2Bdr+2 Bath Oceanview Condominium
6th night free! discounts applied when booked. offer good until Dec 15th 2025.New, New, New! New paint, carpet, appliances, furniture, TV's, linens, and more to come in 2025! Top Floor Elua Village vacation home with big ocean views from the lanai, living room, and...
One Bedroom Ocean View Deluxe Luana Kai Resort B206
B206 is a nice one bedroom one bathroom partial ocean view, with AC, condo with filtered views of the Ocean. B206 has a modern tile backsplash in the kitchen and has a large glass table setting where the bar has been completely removed. The bedroom has a California...
Mana Kai Maui Resort oceanfront condo with fantastic view, private lanai & WiFi
Mana Kai Maui Resort 605aOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Swim, lounge, and snorkel at the fabulous Mana Kai Maui Resort, the jewel at the end of one of Maui’s best...
Vista Waikoloa G203: Luxury Condo in Waikoloa Resort: AC, Elevators, Views!
Beautiful Offering at the high in demand, Vista at Waikoloa. Unit#G203 features mountain and golf views on a large wrap-around spacious lanai while enjoying the outdoor-indoor lifestyle. With large slider doors in the living room, the condo is filled with natural light,...
Waikiki Ocean, Lagoon & Marina Views! Short Walk to Beach, Restaurants & More
Ilikai Marina #1480 – 1765 Ala Moana Blvd.Incredible sweeping panoramic views of the Pacific Ocean, Duke Kahanamoku Lagoon/Beach, and marina; plus beautiful sunsets!CONSTRUCTION NOTICE: Due to building exterior spalling repairs, please expect some construction noise...
Oceanfront, Ocean-View, Steps to Beach, Kaha Lani Resort #221, Wailua Golf
Kaha Lani #221, Oceanfront Unit, Beachfront Resort, Kauai Vacation Rental in Wailua, Kauai. Accommodates up to 2 guests, including children and infants. As close to the beach as it gets! Paradise Awaits at Oceanfront Condo on Kauai's Royal Coconut Coast.Escape to your...
Perfect Spot For A Perfect Vacation! B101
A LITTLE ABOUT THIS CONDO....Lokelani B101 has been remodeled and the new bathroom is spectacular. The living area is equipped with a 42' Samsung flat screen TV, DVD and free Netflix . A smaller Samsung TV completes the bedroom a Cal King bed adds to the comfort of the...
Free WiFi Garage Park, 2 OceanView Pools, Full Kitchen Royal Sea Cliff #1 Kona
Royal Sea Cliff Resort, Kailua Kona, HawaiiAn architectural masterpiece that cascades down from an ancient lava-flow bluff to a wide swath of the best pristine oceanfront in Hawaii. Horizon Ocean Views of local fisherman, cruise ships, whales and dolphins, surfers, and...
Hanalei Bay Villas 19, mountain & distant bay views!
Hanalei Bay Villa 19 in Princeville, Kauai has beautiful mountain and distant Hanalei Bay views on the North Shore of Kauai Hawaii, the most beautiful, magical place on earth! This Kauai home is a free-standing pole house with over 30 windows, vaulted ceilings and two...
Most Popular Whaler #370, 1Bd/2Bath Condo with Ocean Views
The Whaler on Kaanapali Beach #370 has quickly become a guest favorite! A super cute 1-bedroom/2-bath condo with lovely ocean and garden views that overlooks the beautifully manicured courtyard and waterfall. The spacious lanai even offers views of the island Molokai...
GREAT LOCATION, SPACIOUS DIRECT OCEANFRONT 2 BEDROOM CONDO
GREAT WEST MAUI LOCATION WITH AMAZING OCEANFRONT VIEWS!ABOUT THE CONDO...This direct oceanfront 2 bedroom and 2 bath condo provides spectacular ocean views from the master bedroom as well as the living space. Centrally located in West Maui, makes this an ideal location...
Kiahuna 323 - Ohana Garden Retreat - Garden Deluxe View overlooking Moir Cactus Garden
Summary:Beautiful first-floor garden retreat overlooking the Moir Cactus Garden. Upgraded with granite countertops, modern kitchen appliances, a luxurious bath, and a spacious lanai with lush garden views. Easy access with just five steps or lanai entry. Includes beach...
Poipu Shores A104 By Parrish Kauai - oceanfront views with AC & large lanai & la
Poipu Shores is an intimate and private oceanfront resort with only 39 townhomes located in sunny Poipu Beach. This resort is tucked away on an oceanfront cliff side and all accommodations have unobstructed oceanfront views. It is also just a short walk from Poipu Beach...
Modern 2BR w/Diamond Head view, beach, FREE parking, king bed, pool, gym,& more!
Two bedroom condo with beautiful Diamond Head view in the heart of Waikiki, with full kitchen, living room, and balcony(lanai). Bedroom one features king bed, and small desk/workspace. Bedroom two features two twin beds. Sofa pulls out into a bed in the living room....
Extraordinary Molokini Views, Spectacular Renovation, New Split AC, Ocean Views!
Wailea Ekolu 102 is a bright and airy corner unit showcases spectacular, unobstructed forever ocean views that take in the sunken volcanic crescent of Molokini, with uninhabited Kahoolawe (Ka Ho O La Vey), smallest of the eight main volcanic islands. Enjoy sweeping blue...
Kihei Akahi D510, Your perfect Maui Getaway!
This property is hotel zoned, and not being affected by the recent proposed legislation.Welcome to your slice of heaven in the heart of Kihei, Maui! This beautifully updated 1-bedroom, 1-bathroom condo offers the perfect blend of comfort, convenience, and breathtaking...
Lu'uwai's at Makena Landing: Makena Oceanfront 4 BR Home
Aloha and welcome to our unique oceanfront Maui vacation rental home, Lu'uwai's at Makena Landing. We pride ourselves on offering an exceptional vacation rental experience. Whether you're planning a family getaway or a romantic retreat, we have something perfect for...
Golf Villa! Sweeping Ocean Sunset Views!
Summary:Come see for yourself why Kapalua Bay was named "Best Beach in the World" by Conde Nast magazine. Located on the Northwest tip of Maui, this tropical paradise has something for everyone.The Space:This renovated 2,300 square foot, 3-bedroom residence is located...
Oceanfront lanai with sunset view, heated pool, hot tub, walk to Hideaways Beach
Pali Ke Kua #215Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Admire breathtaking sunset views from your oceanfront lanai at this fabulous family-friendly condo. Sprinkled with...
Prime Location, Unit H-102, Oceanfront next to pool.
Mauna Lani Terrace H 102 has it all.... it is the closest middle unit to the ocean, with ocean views from every room. Direct access across the lawn to the warm pool, spa, sauna, BBQ and entertainment area is perfect for children and families.The Villa has 9'6' high...
Pauoa Beach Estate: Stunning Villa with Ocean Views, Pool, Home Theatre + Resort Amenities
Enjoy luxury living and ultimate relaxation at the gorgeous Pauoa Beach Estate. The 4 bedroom, 5.5 bath villa is located in the exclusive oceanfront enclave of Pauoa Beach, a short 800 feet from the sparkling blue Pauoa Bay.Over 1000 square feet of outdoor lanais...
2 Bedroom 2 Baths at Golf VIllas M-2
Summary:Escape to paradise at our ground-floor villa in Mauna Lani! Enjoy stunning golf course views, easy access to the beach, and the convenience of nearby shops and restaurants. This luxurious condominium offers comfort and a prime location for an unforgettable...
Top Floor! Maui Banyan Upscale Remodeled Studio, King Bed, Steps To Beach/Shops
The Maui Banyan complex has always been HOTEL-zoned (not apartment zoned).This affordable one-room studio efficiency unit with king bed is a tropical retreat that has been stylishly remodeled with granite counters and walk-in shower. The unit is equipped with a...
Family Fave w/Loft Bedroom – Kamaole Sands 8407
Placing a premium on privacy, this air-conditioned 1,102sf condo features a loft that’s perfect for families. Enjoy Haleakala views from the lanai while savoring meals prepped in the full kitchen. Other features include WiFi, ceiling fans and cable TV. Sleeps 6 in 1...
SPECIAL 350 SUMMER RATES!! Stunning Ocean View 2BR/2BA condo across KAM3 Beach!!
Come enjoy our beautifully furnished two bedroom, two bath luxury condo located in the Maui Kamaole complex; Kihei's finest luxury resort property. Nestled in the center of the sunny South Maui coast, Maui Kamaole is located across the street from famed Kamaole III...
True oceanfront, ground-floor condo with 180-degree view, pool & lanai
Kona Riviera Villa #101Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A spectacular oceanfront setting awaits at this ground-level condo in Kailua-Kona, where it feels as though the...
MK 308 OceanFront Condo w AC Pool
Maui Kai 308 Breathtaking OceanFront Sunsets at Maui Kai in Kaanapali FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay:* Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple...
Kaha Lani Oceanfront Resort #129 - Beautiful and Private 2 Bed & 2 Bath Condo
Kaha Lani Unit 129 is a beautiful ocean view home away from home. The spectacular Pacific Ocean is steps away - you will hear the sound of the waves and feel the trade winds blowing through your hair. Kaha Lani means 'heavenly place'. As you approach the Kaha Lani you...
❤️PiH❤️ Pualani Villa ★Elegance★Heated Pool & Spa★Private Cottage
Introducing Pualani Villa, by Paradise in Hawaii Luxury Homes.At Paradise In Hawaii, we pride ourselves on providing some of the most sought after homes on the Kohala Coast and are thrilled to add the exquisite Pualani Villa, a single level four bedroom home, with pool...
HIDDEN GEM: Fantastic OCEANVIEW Condo/w New AC and Windows - Recently Remodeled!
Break away to surf, sand and fun on your next family vacation. Enjoy it all when you stay at oceanfront Makahuena Resort. Our recently remodeled two-bedroom Poipu condo here (Makahuena 1309) has a fantastic view of the ocean and pool. The layout is ideal for up to 6...
Luxurious Kapalua Golf Villa: Stunning 2BR/2BA Retreat with Ocean & Golf Views
Escape to Paradise at our Luxurious Kapalua Golf Villa!Welcome to your dream Hawaiian vacation at this exquisite 2-bedroom, 2-bathroom retreat, nestled in the highly sought-after Kapalua Golf Villas. From the moment you step foot into this tranquil haven, you'll be...
🏖️Great location | AC & WIFI | Concierge Included! | vrKCV
vrKCV - Kona Makai 4202, Professionally Managed by Kona Coast Vacations.Welcome to Your Tropical Getaway!Enjoy the peaceful ambiance of this beautifully appointed second-floor condo, where you can relax on your private lanai overlooking lush tropical gardens with ocean...
Garden-Beach-Gym-Pool-Turtles on Poipu Beach #228
Experience the best of Kauai in sunny Poipu at Kiahuna Beach! This condo in Building 35 features an updated kitchen and beautiful garden views. Relax in lush resort grounds just 25 minutes from the airport and close to Waimea Canyon and Napali Coast tours. Enjoy...
Kona Plaza#217 Amazing Location. In Heart of Kona town. Ac & Elevators!
Don’t miss this fabulously updated Kona Plaza vacation rental. Condo #217 is a wonderful unit! Its amazing location right in the heart of Historic Kailua Kona Town makes this condo by far one of the most desirable condos around. This vibrant and colorful, 1 bedroom, 1...
Kona Plaza#203 2nd Floor Ocean View In Heart of Kona Town AC & Elevators
Knutson & Associates Property Management is proud to be representing Kona Plaza#203. Best location in the development! Highly desirable west facing with ocean views! Best location in all of Kona Plaza. Its amazing location puts you right in the immediate walking...
Kona Blue: Secluded Beachfront Home w/ Private Pool, AC & Ocean Views
Kona Blue is an expansive oceanfront retreat in Kailua-Kona where sweeping Pacific views, modern comfort, and thoughtful details create a truly memorable Hawaiian escape. With 4,526 square feet of living space, this four-bedroom plus common sleeping area, 3.5-bath home...
Beautiful Condo with High End Amenities Throughout & A/C in ALL Rooms
SPLIT AIR CONDITIONING SYSTEM WHICH OFFERS A/C IN THE BEDROOMS AS WELL AS THE LIVING ROOM AND KITCHEN, The unit looks amazing! The 2 bedrooms: Master has a cal king bed and the second has a queen bed and we've spared no expense to make sure our guests feel at home. The...
Beach Front w/Lanai, WiFi, Cable, Fans–Kiahuna 2194
Kiahuna Plantation - Unit 2194: Soaring ceilings, stunning ocean views, and a spacious, open-concept design highlight this dreamy 880-square-foot one-bedroom/one-bathroom vacation suite. Decorated with warm tropical color tones, tasteful artwork, and artisan...
Breathtaking, FRONT ROW seat to the azure Pacific
Maui's best kept oceanfront secret, this adorable one bedroom, one bathroom unit is sure to please! Bluish hues throughout the condo bring an instant calming effect as you enjoy the comforts of home. This condo is breezy and relaxing. Your fully equipped, upgraded and...
Hale Laki – Stunning Resort Condo, Walk to Beach!
Summary:Waikoloa is a picturesque resort area on the Big Island’s western coast, blending natural beauty with modern amenities and making it a sought-after destination for visitors and locals alike.The Space:Perhaps its most defining feature is the stunning coastline,...