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.
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...
Absolutely Incredible Penthouse Front Facing Ocean Views !
ALOHA and Welcome to our Island Paradise! 🌴🌸 Maui No Ka Oi. This C-601 corner studio unit is on the TOP FLOOR of Kihei Akahi right across from the beautiful Kamaole Beach II, in very sunny South Kihei with Pickleball. You have Privacy and Security of a Top Floor...
Maui Resort Rentals: Luana Garden Villas 2C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious brand-new 3Bedroom/3Bath residence is conveniently set within Enclave One of the Luana Garden Villas. Villa 2C's north facing orientation offers a Shady respite from West Maui's legendary endless sun and its designation within our "Elevated" collection at...
Recently Remodeled, Turtle House, Kanaloa at Kona, AC, 2 Bed Ocean View, #3406
NEW Cleaning Procedures. We are supporting our guests and support staff by distancing bookings and sanitizing after every visit. We will do our best to work with you in the coming months and years to make your visit to Hawaii as comfortable and safe as possible.'Want...
Kona Pacific E632: Ocean View Luxury in Kailua Kona!
In the heart of Kailua Kona, Kona Pacific E632 is truly a jewel. This home was lovingly decorated, and no detail was left out. You will not want to miss spending time on the lanai, taking in the ocean views. The large kitchen is fully stocked so that you may cook up...
Oceanfront sanctuary with light-filled interior, lanai, W/D, & full kitchen
Manini Beachfront GetawayOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Fill your next Hawaii vacation with an abundance of aloha when you book a stay at the Manini Beachfront...
Beautifully Remodeled | Concierge Included | Spectacular View | vrKCV
vrKCV - Mauna Lani Point H107, Professionally Managed by Kona Coast VacationsYour peaceful retreat awaits in this 1-bedroom, luxury condominium. Nestled in the exclusive oceanfront community of Mauna Lani Point, this serene haven promises relaxation and tranquility....
Oceanfront 2 Bedroom at Chun's Reef
Beautifully landscaped multimillion dollar gated property, there are two houses situated on this oceanfront property. The house closest to the ocean is occupied by the owner. The rental house is approximately 100 feet from the beach. There is easy access as well as an...
Experience Maui in Comfort!! ~Fully Furnished 1b/2b Recently Updated Condo
The Kamaole Sands complex and condo is one of the best and most desirable locations, located just across the street from Kamaole Beach Park III. Large grounds with beautiful fountains to enjoy the soothing sounds. This condo is beautifully updated in both baths and the...
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...
Stunning 2 bedroom retreat. Perfect location for exploring beautiful Maui!
2 bedroom, 2 bath, sleeps 7 ~ non smokingYour vacation dreams will be realized with this beautiful two bedroom, two bath tropical retreat.Imagine waking up to the sound of the ocean, tropical birds, and a babbling Koi pond fountain. This condo is well appointed with...
Top-Floor G8: Bright 2BR Condo with Ocean Views, Sunset Lanai, & Great Amenities
G8 is a beautifully updated, 2 bedroom oasis that is bright and cheerful with all the comforts of home. This very spacious condo is on the top with a large, ocean facing lanai, giving it stunning views. Watch the sun set into the Pacific each evening while relaxing on...
Large Sunny 2BR/2BA, Great Beach. Price for 5 or more nts includes Tax/Cleaning
Minimum stay 5 nights. Maximum number of guests is 5, including infants.LATEST REMODEL SEPTEMBER 2014NEW: 400Mbit 802.11ac internet speed!!!Unit A-412: An airy, open floor plan and a location just steps to Kamaole Beach Park III combine to make this a popular Kihei...
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...
Waikiki Shore 1 bedroom with large lanai on Waikiki Beach - free parking & WiFi
Waikiki Shore one bedroom upgraded condo with full kitchen overlooking Fort DeRussy park and famous Waikiki Beach. Walk outside to the sandy beach or to many nearby shops and restaurants. Enjoy the extra large lanai with views of beautiful palm trees, the beach and the...
Island View - Studio - Marriott's Maui Ocean Club: Lahaina, Napili Villas - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using...
2 Bedroom, Corner Condo 20 Steps from the Beach... Oceanfront!
A touch of Old Hawaii...this charming, comfortable, up-to-date, 2 bedroom corner condo is located on the ground floor of the two story 12 unit Pikake Condominiums in Honokowai. No long treks from the parking lot... our parking is close to our front door. The beach and...
NEW! Ocean View, Minutes to Beach - Nihi Kai 806
Experience the epitome of family-friendly vacationing at Nihi Kai 806, just a stone's throw away from the pristine Poipu Beach and Brennecke's Beach. Embark on a leisurely five-minute stroll to indulge in swimming, snorkeling, and boogie boarding or simply bask in the...
Big Island Paradise
"A Little Peace of Heaven" is an adorable picture-perfect home to experience Aloha! The sweetest place for a Romantic getaway! And just as fabulous for a family, as the second bedroom has a new Nectar queen mattress for friends or family.The living/dining room overlooks...
Condo in private 38 unit oceanfront! A/C, #214
Attractive second floor two bath unit in private 38 unit complex Mezzanine bedroom has King bed, downstairs bedroom with 2 twin beds(can be made into 1 King). Spectacular view of the Cove and Molokai Island across Pailolo Channel. The Cove is home to dozens of turtles...
Pali Ke Kua 229 Enjoy ocean views, Top Floor Condo
Perched on the bluffs overlooking the Pacific, Enjoy gorgeous white-water views and ocean breezes from the lanai of our top-floor condo in Pali Ke Kua on the beautiful North Shore of Kaua’i.Our 2 bedroom, 2 bath condominium was recently renovated with unique granite...
Luxury Home With Amazing Ocean View Above Kealakekua Bay -BIG lanai with HOT TUB
Welcome to the White Kona Whale House – a newly built LUXURY designer home with a spacious 6-person HOT TUB and breathtaking 180-degree coastline views overlooking Kealakekua and Honaunau Bays.This 2,300 sq ft top-floor residence offers a perfect blend of comfort,...
HM A207 Remodeled OceanFront 1BD w Ocean View
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 Farm Tour, and All Day Electric Bike Rental. (W1)*One ticket per...
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
The house sits in the middle of the 4 acres surrounded by lawn, flowers, fruit trees and forest. Guests are welcome to harvest the fruit and flowers. It is very quiet, and on clear nights it is like a bowl of stars turned upside down on our land.Both bedrooms have top...
Oceanfront Oasis - Beachfront Condo in paradise at Sugar Beach Resort
Wake up each morning to the sights and sounds of the waves gently hitting the shore as you sit on the private lanai looking at the oceanfront view. Sugar Beach Resort is a beachfront property, no roads to cross to get to the beach, just walk out of your unit and head...
Fantastic 2bd ocean view condo near beach
Papakea J406 is a 2-bed, 2-bath condo with stunning blue hues, modern furnishings, Maui-inspired designs and artwork. J406 can host up to 5 guests and there is a queen-size sleeper sofa in the living room for additional sleeping space. Upstairs is the loft bedroom which...
2 Bathroom 1 Bedroom New Unit K202 Maui Eldorado
Enjoy your next vacation at the Maui Eldorado in this newly designer-decorated modern ocean view 1 bedroom, 2 showers bathroom condo. Very private, this top floor unit with over 1000 sq. ft of living space, is just a few convenient steps to parking at the lobby (no...
Sandy Beach Front Property - Family Friendly - 4 min stroll to H2O - Ocean Views
Escape to paradise to our family friendly beach front property, Wailea Ekahi Villas unit 35B. 35B is a luxurious 2-bedroom, 3-bathroom 2 story condo (nobody above you!) and only a 4-minute walk down a gentle slope to Keawakapu Beach, a mile-long stretch of pristine...
SUPER Spring - Summer SALE! Reg 369 now 249 a NT. Lg 1 BD 1 BA on Golf Course.
Vacation in Paradise! J-205 Located on the Golf course at the 6th Tee in the Popular J Building, the closest building in the resort to the Beach. 1 bedroom, 1 bath, 960 square feet, 2nd floor .New double sink vanity, new flooring, walk in shower, King size bed, new sofa...
Private Kona Villa, Pano Ocean Views! Walk to Magic Sands, Private Pool & Spa
E’ Komo’ Mai’ ... Welcome to our Kona Gold Coast!Discover pure tranquility in the breathtaking Kahaluu-Keauhou area of Kona, and the Big Island ... where Time slows down ... and our Kona local entertainment is simply the best ... Indulge in opulent comfort at our...
Kapalua Ridge 2321 60%Off Last Minute May Deal at Golf Course Condo w Ocean View
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Please be advised that Unit 2311, located near this property, will be undergoing construction from August 28 to September 26, 2025....
Lush tropical escape with pool, hot tub, & tennis in a prime location
Shores at Waikoloa 323Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Dig your toes into the sand and listen to the waves crash when you book your island escape to this Hawaiian...
Affordable Luxury Mauna Lani Condo in Beautiful Location
Location, Location, Location with affordable Luxury! You will love staying at our beautiful and well maintain luxury second floor condo at the Palm Villas in the Mauna Lani Resort. Palm Villas is a privately gated, small complex centrally located in the heart of the...
Stunning Kona home with salt water pool will take your breath away
Floor to ceiling window walls retract completely to let you take in the view of the serene Pacific, and enjoy true indoor-outdoor living. Relax by the salt-water pool surrounded by tropical plants and flowers. Pick fresh papayas, citrus and passionfruit (lilikoi) from...
Aloha & welcome to beautiful Hanalei Bay Resort ocean view room 9104,5,6
The Muxlow's Hanalei Home Upon waking up you feel the sea breeze brush your face through the open lanai, at the same time the sound of the ocean sends its rhythmic music to soothe you. Hanalei's beauty has already touched you and your not even out of bed. You pour your...
Lae Nani 328 has a great view from the 2nd floor!
This Lae Nani condo is just right for your Kauai vacation. An updated kitchen, baths and wood flooring in the condo. A king bed in the master bedroom, and a queen murphy bed in the living area.We are on the second floor overlooking the Wailua Bay and then the Pacific...
Stunning views over the Pacific Ocean
Sunset views over the ocean to Lanai and Molokai islands. On the second floor of 3 story building set on acres of ocean frontage. Sleeps 4.Snug and beautiful 1 bedroom apartment, recently remodeled. A truly functional and well-equipped kitchen - granite countertops,...
Near to Volcano Village and Golf Course
Welcome to Fern Forest Hale - A 3 Bedroom, 2 Bath Vacation Home Near Hawaii Volcanoes National Park, Volcano Village and Golf Course! This beautifully decorated newly constructed home is the perfect locale for sightseeing the east side of The Big Island. From here,...
Grand Historic Hilo House
This grand Victorian is located on prestigious Reeds Island -- a hidden jewel of Hawaii's Big Island! Situated on the Wailuku River, Reed's Island was once home to royal Hawaiian families and is only minutes from Hilo's historic downtown, Bay Front and the popular...
Serendipity Kauai: 4BR Garden Paradise - 5 Min Walk to Beach
Welcome to Serendipity Kauai-a fully remodeled 4 bed/3 bath home set in a lush tropical garden. Located on a quiet cul de sac, we are a few steps off the Poipu Kai greenbelt where you can walk to the fabulous surroundings: 5 min. to Shipwreck Beach, 10 min. to Poipu Kai...
Waipouli Beach Resort Penthouse Oceanfront Jewel "A" Building - Best of Best
Oceanfront! "Oceanfront Jewel" Located In "A" Building Closest To The OceanOceanfront! Experience your dream vacation in this exquisite condo, the "Royal Oceanfront Jewel" of the newly built Waipouli Beachfront Resort & Spa featuring 2-acre fantasy pool, waterfalls,...
Oceanfront with Million-Dollar View
Welcome to Papakea, a NO FEE resort on the West Side of Maui. All Papakea Resort amenities such as parking, WIFI, cable TV, pools, hot tubs, putting greens, tennis & pickle ball courts, and 24-hr security are now FREE.So, you've found the PERFECT place for memorable...
Luxury Kapalua Villa with Breathtaking Ocean & Golf Course Views! No Resort Fees
Escape to paradise in this stunning, newly remodeled one-bedroom, 1.5-bathroom villa in the heart of Kapalua Resort! Nestled along the 4th Fairway of the World-Class Kapalua Bay Golf Course, this villa offers serene surroundings, spectacular ocean and island views, and...
Corner Unit, Close to Shops, Restaurants, Coconut Grove, Grassy Play Areas
Aloha and Welcome to Hale Kailani 22E in Hali'i Kai at Waikoloa Beach Resort. Discover the captivating allure and serenity of the sunny Kohala Coast on the magnificent Big Island. Embrace the renowned Waikoloa Resort as you embark on a journey to Hale Kailani at...
ENJOY OUR LUXURIOUS AIR CONDITIONED HOME 150 FT. FROM THE BEACH.
1) Rental agreement must be signed, scanned, and emailed back through VRBO's system.2) Please review our detailed cancellation policy consistent with our rental agreement:________________________________________________________________________Kahana Sunset is an ocean...
Mamalahoa Mountain View Luxury Condo
Enjoy the awesome view of the Hanalei Mountains from most rooms in this Ali'i Kai condo. Recently upgraded and updated, you'll appreciate the all-new luxurious furniture and finishes along with a fully stocked gourmet kitchen.Perfect for couples or a family with two...
Captivating Views W/Kitchen and Lanai-Poipu Shores
Where the sky meets the sea, this oceanfront hideaway offers an enchanting blend of natural beauty and vibrant sunset hues. This oceanfront townhouse is designed with island-inspired décor and a spacious two-level layout perfect for relaxation. With 2 bedrooms and 2.5...
Breathtaking ocean vistas from Waikiki Shore luxury penthouse suite!
Waikiki Shore #PH2 – 2161 Kalia Rd.NEW TO OUR INVENTORY! You'll never want to leave this 1-bed/1-bath penthouse suite at Waikiki Shore. Enjoy unbeatable sweeping ocean views from every room. Relax in style on your spacious private lanai and take in the mesmerizing...
Dancing Volcano Estate - sleeps 8 Near Hawaii Volcanoes National Park
Dancing Volcano Estate in Volcano, Hawaii is a fantastic place to stay and visit Hawaii Volcanoes National Park just a few minutes drive from our property. Our main house has 3 bedrooms and 2 bathrooms, full kitchen, large dining area, large living area with SMART TV,...
A403 - 1 Bedroom Fully Remodeled
Maui Kaanapali Villas (MKV) is set on 11 acres of beautifully landscaped grounds located on one of the finest beaches in West Maui. With its low-density design and large ocean frontage, the resort never feels crowded. In recent years, MKV has completed a multi-million...