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.
Wailea Luxury Resort Vista
Summary:Completely remodeled (Sept 2023). Our new Wailea luxury condo is immaculate and offers direct ocean views. Airy, comfortable, and with stylish decor, every amenity a Maui visitor could hope for is provided. Guests will fall in love with Wailea's beautiful...
Luxurious 4 Bedroom Retreat, Private Pool, Located in KuKui' Ula Community.
***** Construction Disclaimer ***** A new home is currently being built next door, with construction taking place Monday through Friday, 8:00 a.m. – 4:30 p.m. You may hear some daytime activity during these hours. Evenings and weekends remain peaceful, perfect for...
Unforgettable Oceanfront Stay | Nature & Luxury | Lanai & Moloka’i Views
The Space:Notice - This home is in the HOTEL ZONE, so it will NOT be banned by the new law that will restrict short term rentals in the Apartment Zone.Our home is conveniently located at the prime location in the heart of West Maui. Wake up to breathtaking panoramic...
Peaceful Big Island Hawaii Retreat with Private Beach Club Access
Our home is a classic Hawaiian style bungalow (no shared walls) 3 BR / 3 Bath (2 master ensuite) with attached garage parking. It's a space to relax, recharge and enjoy "island time". We have beach cruiser bikes, beach towels, snorkel gear, and paddle boards for your...
Enjoy Water's Edge Hale
The Kona Reef Vacation Complex. Although the complex is elevator equipped, this unit is on the ground floor and requires 5 steps down from the parking lot to access the unit. From your sliding glass door, it's only a few steps to the ocean. Resting or enjoying happy...
G106 - Stunning Ground-Floor Oceanfront Suite with AC Steps to the Water!
This oceanfront ground-floor two bedroom, three-bath suite is just steps from the beach at top ranked Waipouli Beach Resort and Spa on the island of Kauai. Enjoy spectacular sunrises from the lanai while enjoying the tranquility the quiet side of the resort has to...
Kihei Alii Kai A404
Welcome to Kihei Ali'i Kai A404. This remodeled, top floor, ocean view, 2 bedroom 1 bathroom condo is your perfect Maui getaway. Enjoy sunsets & ocean views from your large private lanai. The condo has a fully equipped kitchen, new AC, new towels & linens, & beach gear...
Golf Course Front - Upgraded - Kulalani Mauna Lani
Welcome to Kulalani 1004, where comfort meets modern charm in this newly remodeled 2-bedroom, 2.5-bathroom townhouse-style condo. Situated within a private gated community, this unit offers a delightful golf course view, making it the perfect retreat for those seeking a...
Oceanfront, Split A/C, incredible sunsets, king bed, remodeled October 2023
• Oceanfront• Split A/C units• King bed• Remolded Oct 2023• Beach access from condo complexFully remodeled in October 2023, this custom built, detailed, upscale condo 209 welcomes you. You will find this bright, beautiful one bedroom, one bathroom oceanfront property in...
Sealodge J7 - 2BR/2BA, 2nd Floor Prime End Unit, Spectacular Oceanfront Views
This idyllic getaway has the absolute best view of any other condo in the complex! It's a perfect place for family vacations, weddings and honeymoons. Spend your evenings lounging on the Lanai, watching the sunset along the Anini reef or relax inside on the punee...
Princeville Paradise - Luxury A/C
New to VRBO! See our 5-star reviews on AirBnB. Beautiful high-end, newly remodeled condo in stunning Princeville. These desirable condos have the best pool in Princeville. You are just minutes from the beach, golf courses, Hanalei, and the world-famous Napali Coast....
Modern, serene condo + lush views and top-notch amenities at Grand Champions #29
Modern and sophisticated with a splash of Aloha, #29 is an ideal spot for honeymooning couples and those returning for their tropical anniversary celebration. Tucked in the lush foliage at the back of Grand Champions, this condo has the unique feature of being in one of...
Fairways at Mauna Lani#203 w/ VIEWS! Ultra Luxury 2/2.5 at Mauna Lani Resort
Relaxing views of North Golf Course at Fairways at Mauna Lani! You won't find a better appointed unit like this one. This beautifully maintained luxury 2 bedroom 2 and one half bath 1646 sq. ft. Fairways at Mauna Lani is designed for the discerning guest looking for...
Kamaole Sands 1-403 - Ultimate getaway! Spacious 2/2 with split AC, Large Lanai
Welcome to Kamaole Sands 1-403, your perfect Hawaiian retreat in the heart of South Kihei. This spacious two-bedroom, two-bathroom condo offers breathtaking ocean views from a large private lanai, where you can relax with your morning coffee or enjoy sunset cocktails....
Seahorse Luxury Suite at Seaspray Ocean View
A private oasis across from the desirable Kahaluʻu Beach Park. This two bedroom luxury suite is bright & airy with a private lanai & your own KOI pond. A private guest only pool deck includes a barbecue and dining area for outside entertainment. The living room is a...
Sunset Oceanside Condo
Don't waste your trip to Hawaii on an average rental. Treat yourself to this Ocean view Condo with a pool. A private lanai overlooks the Kahalu'u Beach Park, you'll delight in morning coffee with ocean sounds and surf watching. Then relax in the evening with sunsets and...
Surfside Suite at Seaspray Ocean View
If your planning a trip to HAWAII, treat yourself to the luxury of an ocean view Suite. Surfside Suite has everything you would want for your dream trip. Relax on your private lanai for a direct view to people watch as surfers ride the waves or walk across the street...
Reefside Suite at Seaspray Ocean View
Treat yourself to a fabulous ocean view suite. A great place to start your day of adventures on the Big Island. Come home to a dip in the pool and a relaxing night with the sound of waves from Kahalu'u Beach Park. Prepare a meal in this fantastic new kitchen with fusion...
❤️PiH❤️ BLUE SERENITY ~ Sleeps 14 ~ Private Pool & Spa ★ Detached Ohana Suite ★ eBikes ★ water slide
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Blue Serenity, a brand new exquisite 4 bedroom, 4 1/2 bath home located in Hapuna Estates within the Mauna Kea Resort. Prepare to embark on a truly remarkable escape where luxury, comfort, and natural beauty...
Fabulous central location! Walk to restaurants, grocery store, and many beaches.
FABULOUS CENTRAL LOCATION! This condo is newly remodeled and is walking distance to the Kailua pier, beaches, restaurants and we are right next to a grocery store. This unit is located one block from the best coffee shop in town. This older Hawaii complex has a...
Luxe, 1st-floor condo with sunset mountain views, lanai, pool, hot tub & gym
Plantation at Princeville #511Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find your own little piece of paradise on the spectacular North Shore of Kauai at this garden-level...
Quiet Condo Oasis! Walk to Beach & Town -Shops and Dining in Minutes!
Aloha!My condo is located in the heart of Kailua Kona, just two blocks from famous Alii Drive with tons of restaurants and souvenir shops. It’s walking distance to the pier, trolley line and sandy beach by King Kamehameha hotel. Kalanikai is very quiet complex with...
Maui Vista 322: Ocean Palms Oasis | Remodeled, Prime Location
Located just across the street from the ocean and surf spot, paradise awaits! Fabulous corner unit in arguably one of the best locations on Maui! Across from Charley Young Beach and Kamaole Beaches, you are only steps away from a beautiful beach where turtles often...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 2-Bedroom Condo, Great for Families! HKK-213
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Affordable, Luxury Resort condo w/ AC @ Kam III Beach
Aloha from Maui.Our beautiful, spacious, Resort Condo is located at Kamaole III Beach Park...one of Maui's finest swimming and snorkeling beaches! The unit is fully equipped with everything you need for a great stay, including a full kitchen, washer/dryer, beach gear,...
Beautifully Furnished Downtown Kailua-Kona Hawaii Condo.
Located on the ground floor at Kona Plaza Condominiums, Unit 107 is newly remodeled & just steps away from downtown Kailua Historic Village & the Kailua Pier. Decorated with a taste of Hawaii that will set the mood to kick start your Hawaiian adventures. Fully furnished...
KBR #608 - 1 Bedroom / 1 Bath - Awesome Ocean Front View Unit on Sugar Beach!
Entering this totally remodeled 1 bedroom/1 bath beachfront condo you are immediately confronted with stunning, unobstructed ocean views. The upgraded kitchen and bathroom are beautiful with marble tiling, granite counters, and lovely cabinets. The bedroom has a...
Stylish new renovation, Oceanfront ground-floor
Noelani 104 is a 1-bedroom, 1-bathroom condo featuring such as panoramic ocean views, a remodeled kitchen, and a washer/dryer. The condo can accommodate up to 4 guests with a Queen-size bed (King-size as of 2/11/26) in the bedroom and a queen sleeper sofa in the living...
"Sea Gem" a Oceanfront Condo at Lae Nani 515
"Sea Gem" A Oceanfront Ground Floor 2 Bedroom | 2 Bathroom at Lae NaniPanoramic views at Lae Nani of Wailua Bay await in this sunny condo located along the island's east shore. Situated just steps from the shoreline, the sights and sounds of the waves are palpable from...
Sea and Sky Beachfront Condo, AC, Ocean Views, Sunrises, Steps to Beach!
A spectacular second-floor beachfront condo offers breathtaking views of the ocean. The beach is steps away so take your morning cup of coffee on the beach as you watch the inspiring sunrise and listen to the soothing sound of the waves. Conveniently close to shops,...
Papakea Resort E305 is Open! Please Visit West Maui & Help Our Businesses.
ALOHA,As an owner at Papakea Resort and living on the west side of Maui, we lived thru the devastation of the wildfires that took our precious Lahaina town, on August 8, 2023. Many locals lost their homes and businesses, and many need your help by returning to paradise....
Kihei Akahi Garden View Studio
Located steps away from gorgeous Kamaole I, II, and III beaches, wonderful restaurants, shopping and nightlife. Perfect location convenient to everything. Unit is quiet, cool, and private on the ground floor.
Hilton Hawaiian Village - Lagoon Tower, 2 Bedroom Premier
This spacious two-bedroom, two-bathroom ocean front view suite with lanai located on the 3rd - 23rd floors, features a primary bedroom with king-size bed, 55-inch flat panel HDTV, and bathroom with a standard shower/tub combination and TOTO washlet. The second bedroom...
Oceanfront Island Living at its Finest! Unbeatable Panoramic Ocean Views!
Waikiki Shore #1400 – 2161 Kalia Rd.TRUE direct beachfront unit overlooking the sandy Waikiki shoreline with breathtaking panoramic ocean views! Full kitchen, free Wi-Fi, free parking for 1 vehicle. This 1-bedroom condo's generous 1,188 sqft of interior living space...
Maui Resort Rentals: Kaanapali Ali'i – Ground Floor + Yard Area, 4 Total Bedrooms+DEN, Sleeps 14, Steps to Pools, Beach, BBQs!
This tandem package consists of two luxurious two-bedroom suites directly next door to each other. Together, these suites offer a massive 3350 sq ft of combined interior living area, and a sleeping capacity of up to 14 guests in two king-size beds, two queen-size beds,...
Kona Islander Hawaiian Style Poolside
Fun and functional, this studio apartment has everything you need for an enjoyable downtown Kona vacation experience. Unique design and attention to detail provide a charming and relaxing environment. The convenient "no stairs" location is close to parking, the lobby...
Maui Resort Rentals: Kaanapali Ali'i 312 - Luxurious 2BR Ground Floor w/ Partial Ocean Views & Large Lawn Area, Steps to Pools, Beach, BBQs!
Luxuriously remodeled, this 2br gem provides an expansive 1500 sq ft of interior living area and features a convenient ground floor location. Enjoy peek-a-boo ocean views from the expansive ground floor lanai and the large adjacent lawn area. Due to the convenient...
KAUAI VIBES! All New 3BD Air Conditioning, Oasis,Private,Tropical,Outdoor Shower
Welcome to Your Dream Getaway in Kaua‘iTranquility. Adventure. Aloha. Imagine waking up in a home where tropical breezes dance through sunlit rooms, and the spirit of Aloha is infused into every detail. Welcome to your home away from home—our fully renovated,...
OCEAN FRONT top floor/penthouse 2bd/2ba + Loft + gorgeous lanai VIEWS & SUNSETS!
Return to Maui! 🩵Aloha! Welcome to Papakea and this beautiful OCEAN FRONT - 2 bedrooms, 2 bath + loft. The property is located within minutes of both Whaler’s Village and Black Rock and resides within a 13-acre resort like property. This “penthouse” style property is...
A Blissful Retreat in the Heart of Seaview - 5 minutes from the beach!
Kitsune Cottage: Your Oceanfront Oasis in the Heart of Seaview.Welcome to Kitsune Cottage, where the beauty of the Hawaiian islands meets the comfort of home. Nestled on the Hilo side of the Big Island, our cottage offers an unforgettable retreat, with cozy charm,...
New Luxury Home in Nohea w/ Private Pool Spa and Two Ohanas
Step into refined island living with Abita Luxury Rentals at this 3,000 sq ft, 4-bedroom home built in 2023 in Nohea at Mauna Lani. Combining sophistication and comfort, this private retreat features a private pool and spa nestled among tropical landscaping along the...
Maui Resort Rentals: Kaanapali Alii 314 – Expansive 2BR+DEN Ground-Floor Residence, Luxuriously Remodeled, Steps to the Beach!
Luxuriously remodeled, this two-bedroom den ground-floor gem delivers partial ocean views, an expansive 1850 sq ft of interior living area, and a sleeping capacity of up to eight guests. The oversized outdoor living space and lawn area effectively doubles your lanai,...
Luxury Gem at Kauai Beach Resort and Spa KBR 3122 - TWO QUEEN BEDS!
Enjoy a delightful beach vacation at Kauai Beach Resort and Spa, a full-service oceanfront resort situated on 25 lush acres along Kauai’s longest strolling beach. This is a privately owned, immaculate ground floor unit steps from the ocean and 4 salt water pools. The...
Newly listed luxury home - great location, views, AC + free toys
With its wrap-around lanai and amazing views, this newly remodeled 3 bedroom/3 bath home in Princeville will make you want to move to Kauai. The skylights and sliding glass doors in every room remind you of the tropical paradise just outside. The open-concept, airy...
HALE KE`PUA! Secluded Gem w/ Stunning Jungle Views
Summary:Indulge in an unparalleled retreat at Hale Ke` Pua! Our exquisite property nestled in the heart of Princeville with a breathtaking Jungle backdrop.The Space:Welcome to Hale Ke' Pua, (House of Flowers) our spacious, serene space on the beautiful North Shore of...
Nihilani 7A: Resort Style Living! Central A/C+Pool
Summary:Experience the epitome of family resort-style living with central A/C for your comfort and a refreshing pool for endless fun and relaxation.The Space:Welcome to your dream vacation destination in Princeville, Kauai! Our two-story, three-bedroom condo offers the...
Peaceful North Shore Beach Oasis
Our beautiful 2 bedroom 3 bathroom house has direct access to one of the most beautiful beaches on the North Shore. The house is the last house on the beach so you have unobstructed views of a beautiful cove with warm, calm waters and a large horse ranch on one side....
Walk to Charley Young Beach - 2BR/2BA Kihei Condo w/ Pool, AC & Haleakalā View
Our 2BR/2BA condo is perfect for families and groups. With split AC in every room, memory foam toppers on both queen beds, and plenty of space to relax, it’s a true Maui home base. • Primary Suite: Queen bed, walk-in closet, private bathroom • Second Bedroom: Queen bed,...
Ocean + Skyline Views: Honolulu Retreat
1,400 Sq Ft | Walk to Wa'Ahila Ridge State Park | Connects to State Park Trail SystemEnjoy your island vacation in comfort at this picturesque Honolulu vacation rental. This 3-bedroom, 2-bath home features mid-century modern touches, a breezy lanai, and a living room...
New Bathrooms! Modern Spacious Penthouse Oceanview
Indulge in the allure of a stunning ocean-view penthouse nestled within the renowned Kamaole Sands Resort, accommodating up to eight guests comfortably. Ideal for families or travel parties. Enjoy enticing amenities like the spacious pool, hot tub, let the little ones...