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.
Hawaiian plantation-style home - fenced yard, ideal for families.
On Kauai's north shore in the charming town of Hanalei, this Hawaiian plantation-style home is very comfortable and has a fenced yard that is ideal for families. Its location across the street from a beach access path makes it a very short walk to the beach at...
Hale Mahina Hou – Luxury Kukui'ula Vacation Home with Pool and Ocean Views
Situated in the exclusive Kukui'ula neighborhood on Kauai’s sun-drenched south side, Hale Mahina Hou is a contemporary island retreat crafted for seamless indoor-outdoor living. Walls of retractable glass merge the home’s refined interiors with sweeping views of lush...
Shores at Waikoloa Unit 201: 1 Br condo in the Sandalwood Tower, with AC
Are you a traveler looking to relax? The Big Island lifestyle is for more leisurely than the neighboring Islands of Oahu and Maui. Whether looking to relax by the outdoor pool or take in a round of golf, this resort has everything you need for a relaxing Hawaiian...
North Shore Renovated 2 Bedroom + Loft & Pool - Kuilima Estates West
Aloha and welcome to our spacious and beautifully renovated North Shore Turtle Bay Resort 2 Bedroom condo that includes an additional 3rd loft room + 2 bathrooms. Directly outside the living room is a large manicured grassy lawn and the Fazio Golf Course. This gated...
Across The Street From The Best White Sand Beach In The Area!
This upgraded condo is the largest in the complex with a wrap around lanai with a beautiful garden/Mountain View with 3 sliders going out to the lanai from the dining room, living room and master bedroom. Recently upgraded with granite countertops in the kitchen and...
Beautiful OCEAN & CANAL View - Waikiki Studio
This fully furnished, higher floor, Hawaiian Monarch studio has stunning ocean and Ala Way Canal views where you can relax and enjoy your wonderful, Hawaiian vacation. Slide open the windows and enjoy the fresh air, or leave them closed and turn on the A/C. It is within...
Ko Olina Beach Villas 706: 2BR Villa w/ Panoramic Ocean View
Ko Olina Beach Villas B706 by Gather invites you to experience refined beachfront living in the prestigious Ko Olina Resort Beach Tower. Perched on the seventh floor, this two-bedroom, two-bathroom villa spans 1,500 square feet of elegant indoor-outdoor living and...
Ocean View Poipu Beach Condo (A/C) 804
Commanding View of the Sunny Poipu Oceanscape, where luxury & lush surroundings await you at our Poipu Beach Condo!Spectacular Ocean View, 2-story, non-smoking condominium, has over 1200 interior sq. ft. as well as 3 private lanais. It's perfect for one family, or 2...
Mana Kai 404, Beautifully Renovated, Unbelievable Ocean View
This Beautiful, renovated Beachfront Condo on the fourth floor of the Mana Kai building has breath-taking unobstructed ocean views, and southerly views extending for miles down the Wailea coastline. It has all the amenities anyone needs for extended stays and yes, it is...
Tastefully upgraded. One of the only resort units with a full size laundry team.
Enjoy your home away from home in our consistently updated unit at the Maui Hill Resort, located in Kihei. A quick walk to beach and a short drive to either Wailea or the amenities of Kihei. Very spacious, our unit has many updated features, including an expansive lanai...
Fabulous Ocean Views: Whales: Dolphins: Big Island Fun!
Check back soon for photos of newly renovated pool and pool area (January 2022 completion)New photos also coming for Master Bedroom (King Bed) and other amenities.Holualoa Bay Villas offers something special, a small 14-unit complex with lots of amenities. From the...
Shady Palms ~ 2 BR ~ Lunapule Condo ~Walking distance to town
Summary:Shady Palms offers a fantastic location and excellent value, just under a mile's walk from restaurants and shops. This ground-floor, 2 -bedroom unit features a private lanai, charming island decor, air conditioning, a well-stocked kitchen, and a convenient...
Watch sunsets from this Oceanfront Condo beside the beach!!
Beautiful unobstructed view of the ocean and Kamaole I Beach! Watch whales, turtles and the sunset every day on the lanai with your favorite beverages and pupus (appetizers). Calving whales and the graceful Hihimanu (Hawaiian spotted eagle) rays have also been observed...
2 king bed, 2 bath in-suite washer & dryer. Amazing view!
This professionally decorated two-king-bed, two-bath condo is everything you could hope for and more in a vacation retreat. Recent renovations completed kitchen upgrades in 2020. The last two years also saw the addition of new furniture and finishes. The oceanfront...
Hale Aina ~ Home of the Land
Welcome to Hale Luana ~ The House of Comfort and Ease, your idyllic retreat nestled in the heart of Kahuku, Hawaii. This charming vacation rental offers a perfect blend of comfort, luxury, and convenience, making it an ideal getaway for families and couples alike. Step...
Luxurious 2BR Beachfront Waipouli Resort, AC, Wifi, Steps to Beach
Waipouli Beach Resort #B301, Named Hawaii's #1 Resort** Waipouli, Kaua'i , East Shore of Kaua'i. Accommodates up to 5 guests, including children and infants.Conveniently located on the Coconut Coast, Wailua, walk to shops, restaurants, beaches and more! This central...
Luxurious Maui Living at Palms 203
Experience luxurious Maui living at its finest in this exquisitely remodeled 2-bedroom, 2-bathroom condo at the prestigious Palms at Wailea. This stunning vacation retreat seamlessly blends modern, chic design with island comfort, featuring a bright, open-concept living...
Unobstructed Diamond Head and Ocean Views! FREE Parking & Wi-Fi, Pool!
Waikiki Banyan #3511-T1 – 201 Ohua Ave.Unobstructed panoramic views of Diamond Head, the Pacific Ocean, and the Gold Coast from this 35th floor unit! Modern and contemporary, this air-conditioned condo has tasteful Hawaiian touches, 533 sq.ft. plus lanai with table and...
Turtle Bay Hale Lani - Kuilima Estates East
This is a beautiful, modern 1 bedroom w/loft and one and a half bathroom end unit. Unit has updated kitchen cabinets & appliances, ceramic tile floors and granite countertops. The living room has a large flat-screen TV, internet and WIFI, TV in master bedroom as well....
GORGEOUS OCEANFRONT CONDO W/AMAZING VIEWS - Waipouli A204
A204 is a prime Royal Oceanfront unit with gorgeous ocean views from every window. Sleep to the sounds of the waves right out your bedroom window. Prepare meals in the state of the art kitchen, featuring a large Sub-Zero refrigerator, Wolf glass cooktop, GE Profile...
Chic Waikoloa Condo w/ Lanai + Complex Pools!
Island breezes and sun-soaked palm trees set the scene at this stylish Waikoloa condo. The 2-bedroom, 2-bathroom vacation rental has everything needed and beyond for a memorable trip, including a furnished lanai, open layout, full kitchen, and access to complex...
Waikomo Stream Villas 530, AC, 2 bed/2 bath, Club Access
Summary:Peaceful two-bedroom, two-bath residence overlooking Waikomo Stream, featuring split-system A/C, a private lanai, and complimentary Poipu Beach Athletic Club membership. Centrally located near Kukuiʻula shops, dining, and south shore beaches, this top-floor home...
Ocean View Upgraded Waikiki Banyan
Summary:Unit Summary:Waikiki Banyan (Tower 1) 34th Floor offers unobstructed Diamond Head and Ocean views! Also overlooking Kapiolani Park. This is a clean and comfortable furnished unit.Tower 1 and the views from the 34th floor makes this one of the best and preferred...
Romantic Beachfront Getaway
Your beachfront escape awaits... This is the perfect spot for your romantic getaway! Right on the beach, you'll enjoy days in the sun, romantic meals dining on the private garden lanai with views of the azure Pacific and nights falling asleep in the luxurious canopy bed...
Holiday Sale! Turtle Bay Villas 307 by Gather: Beachfront w/ Shared Pool/Spa/AC
Turtle Bay Villas 307 invites you to experience North Shore living at its finest—where sweeping ocean views, gentle breezes, and spacious interiors create the perfect island retreat. Located on the third floor of the coveted Ocean Villas, this beautifully furnished...
Hale La'i: Dreamy Kona Oceanview Estate with Pool, Spa & AC
Welcome to Hale La‘i by Gather, your House of Peace and Tranquility on the Big Island of Hawaii. Perched at an elevation of 800 feet on the slopes of Hualālai, this luxurious three-bedroom villa offers breathtaking ocean views, refined interiors, and a serene atmosphere...
Sugar Beach 206 Highly Upgraded Condo Home with Amazing Ocean Views
Book with us and come to Maui to explore everything we have to offer!Welcome to your remodeled air-conditioned condo beach home. Enjoy the upgraded kitchen, bathroom, and living room. The lanai will allow you to take in the amazing views of the Pacific Ocean as you...
Ocean views! 180 Steps to Beach!
Maui Vista 1401 is the premiere location in the complex; building 1, top floor, corner unit. It just doesn't get any better! The views are incredible featuring the island of Lanai in the background all the way out to Maalaea and West Maui. Your whale watching will be...
Hale Kai | Ko Olina | Villa w/ Ocean Views!
Summary:Welcome to Hale Kai 2 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...
Entire 3bedrooms Apt. w/ Balcony & Ocean Sunset View, Great Location
Welcome to MaiLan Hale, Located in the heart of historic Kailua-Kona Village, This is a completely fenced-in, private 3-bedroom, 1 bathroom unit, accessed by a gate-code for the fence and key-code for the rental unit. Take in the fresh Hawaiian air, enjoy the warm Kona...
Kahala at Poipu Kai
1 bedroom, 1 bath condo with beautiful ocean views. Fully furnished kitchen. Washer and dryer, air conditioning in the bedroom. Master suite with king sized bed. Family room boasts vaulted ceilings. Bonus sleeping area in the loft above the family room. Swim in the...
Remodeled 1bd villa with ocean views
Kapalua Bay Villa 29G4 is a newly remodeled 1-bedroom, 1-bathroom villa that can accommodate up to 4 guests comfortably with privacy as well as panoramic views. The private lanai is the perfect spot to wind down with a beverage and take in those surreal Maui sunsets....
*Maalaea Kai 104* NEW LISTING Maui Stunning Prime Ocean Front!
Enjoy this ground floor unit featuring gorgeous views throughout the unit of Maalaea Bay, the grand volcano Haleakala and the sparkling Kihei lights at night. The unit is tastefully decorated with the spirit of Aloha and has a portable a/c unit in the living room and...
Home near the beaches w/ washer/dryer, central AC, shared pool, hot tub, tennis
Hale PoluOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Set in one of the best locations in all of Poipu, and with access to the Poipu Kai Association tennis courts, heated pool,...
🏖️Private Pool | Central AC | Concerige Included | Resort Access | vrKCV🏖️
vrKCV - Wai'ula'ula 334 at Mauna Kea, Professionally Managed by Kona Coast VacationsExperience Luxury at Wai'ula'ula Villa 334Aloha and welcome to your villa in paradise! Nestled in the exclusive gated community of Wai'ula'ula at Mauna Kea, Villa 334 offers breathtaking...
Kona Isle E-24 Direct Ocean front coner unit 2nd Floor,Sleeps 4, Spectacular
E-24 at the Kona Isle is a high in demand Direct Oceanfront Corner End Unit on the 2nd Floor of Building E. This gorgeous condominium has jaw dropping ocean & sunset views from your Lanai. Enjoy amazing ocean breezes that flow through this property on a consistent...
Oceanview 2 Bdrm 2 Bath at Marriott's KoOlina Beach Club
Pamper yourself in a villa surrounded by clear blue waters and a picturesque lagoon at a premium vacation ownership resort, Marriott's Ko Olina Beach Club. This secluded resort is situated in Oahu, Hawaii in a beautifully landscaped, gated community that is just a half...
Pineapple Cottage surrounded by coffee plantations
This cozy Holualoa studio offers comfortable accommodations, up-to-date amenities, and a private deck that overlooks the small Kona Coffee farm that resides on the property! While relaxing, relish the lush gardens, sounds of the local wildlife, and ocean views. When...
Pacific Monarch Top Floor Condo with Ocean, Diamond Head and Mountain Views!
Step into your own slice of paradise in this beautifully appointed 23rd-floor retreat at Pacific Monarch. Designed for those who crave both luxury and the relaxed spirit of island living, this one-bedroom escape offers a serene atmosphere with stunning views of...
Maui Resort Rentals: Hyatt Residence Club – 2BR Oceanfront Middle Floor VIlla
Exquisite Two-Bedroom Residence With Jaw-Dropping Oceanfront Views at Kaʻanapali's Newest, Most Exclusive Resort!Proudly perched upon Ka'anapali, one of the world's most beautiful beaches, is the Hyatt Residence Club Ka'anapali. Within the lush borders of this sprawling...
WOW!! CORNER UNIT- Ocean View located in the heart of Kaanapali H108
Welcome to Maui Eldorado H108, a beautifully remodeled and exceptionally spacious ground-floor residence offering ocean and Kaanapali Golf Course views in the heart of the Kaanapali Beach Resort area. This 1,700 sq. ft. luxury vacation rental was fully remodeled and...
Beachfront Paradise with A/C - Sugar Beach Resort #227 - Stunning Ocean Views!
SUGAR BEACH RESORT, #227Welcome to Sugar Beach Resort #227, a true oceanfront retreat with direct beach-facing views and all the comforts of home. Located in North Kihei, this second-floor condo places you right on Maui’s longest stretch of sandy shoreline, perfect for...
3BR, 3BA Kailua-Kona Condo. Best location. Beautiful ocean & golf course views!
This Keauhou Punahele Condo is in the best location in Kona. This lush tropical property is set in the Keauhou Bay area and features everything you want and need. A-303 is a remodeled upscale condo overlooking the 8th hole of the Kona Country Club Ocean Course in the...
Beachfront Condo With Amazing Views, Sunsets, And Whale Watching!
Beautiful sand beach, breathtaking sunsets, and remarkable ocean views await you at our well appointed oceanfront condo.Our beachfront condo is located on a quiet beach and is just a short walk (within a block or two) from shops, restaurants, grocery store, post office,...
Beautiful Volcano Getaway Tucked In The Rainforest Minutes From HI Nat'l Park!
Aloha, and welcome to your Volcano vacation home. Tucked in a beautiful rainforest and located near the Historic Volcano Village and the Hawaii Volcanoes National Park. This vacation home and its amenities has everything to offer from your Holiday Vacation, Couples...
Delightful Oceanfront Island Gem w/ Views, Shared Pool, Beach Access, Free WiFi
Wailea Ekahi Village 5COur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Are you ready for those dreamy island sunsets, Pina Coladas, and sun-kissed skin? Well, this wonderful retreat...
Private Princeville Retreat w/ Hanalei Bay View!
Discover the very best of Princeville from the comfort & convenience of this peaceful private retreat! Step outside onto your balcony for spectacular views of the majestic Hanalei Bay, enjoy a round of golf at the Makai Golf Club, or stroll down to relax on Hideaway...
Maui Paradise
AlohaWelcome to Maui Kaanapali's Hale Anuenue! ( Home of Rainbows )Hale Anuenue blends Traditional Hawaii with modern comforts located on Maui's Number One Beach " Kaanapali" Enjoy modern comforts, internet, beach equipment to relax all day on our white sandy beach....
Aloha Condos, Kona Coast Resort, Condo 5-102, Fairway Front, AC
Welcome to our "piece of paradise!" Our extremely comfortable unit is located in the quietest building in the Kona Coast Resort and looks out on to the 16th Fairway of Kona Country Club. Our updated 1 bedroom/1 bath condo is very spacious with 1453 square feet and the...
Great location, Stylish Beachy Condo With Upgraded Amenities & Ocean View
Address for this Condo: 2191 S. Kihei Rd. #3422, Kihei HI 96793***Professionally Cleaned Condo, No-Contact Check-In/Check Out***Brand New Unit!! Just Listed!! Welcome to the best of Maui Vista, #3422! This beautifully remodeled condo is ready for your next Maui getaway!...