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.
Kiahuna 323 - Ohana Garden Retreat - Garden Deluxe View overlooking Moir Cactus Garden
KIAHUNA PLANTATION 323 - OHANA GARDEN RETREAT AT KOLOA KAI VACATION RENTALSSerene Garden Retreat in the Heart of Poipu BeachWelcome to Kiahuna Plantation 323, lovingly known as the Ohana Garden Retreat, where tropical beauty and modern comfort blend seamlessly. This...
Waipouli Beach Resort Luxurious 5 Star Ocean Front Complex A-201 Pool and AC
If you’re seeking a 5 Star premier vacation condo experience, look no further. This deluxe oceanfront condominium property offers luxurious units with rich hardwood furnishings, gourmet kitchens, and spacious baths. A beautiful, heated river pool meanders through the...
Beautiful Air conditioned condo. Ocean within 100 yards of unit. See reviews.
Most Requested Unit due to awesome view of garden with a back drop of an ocean view. As an added feature, this unit has split air conditioner in both bedrooms which will provide a restful night sleep. This unit is clean and well maintained. UnlIke other units, guests...
Walk To Beach! Beautiful Ocean Views from Condo W/ Lanai, Pool & Hot Tub, BBQ
Address for this Condo: Kauhale Makai 938 S. Kihei Rd #633, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** If you are looking for a perfect getaway in paradise, Kauhale Makai 633 is it! The first thing you see when you arrive is a...
Maui Hill 116 - Stunning Renovation - Split AC - 3bd/3ba - Expansive Ocean Views
This stunning split-level 3/3 Maui Hill 116 features dramatic ocean views from both levels, and every comfort and convenience. The first Maui Hill unit to have a Mitsubishi 4 zone split AC system. No more hot afternoons and evenings with the under-powered window units!...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Corner Condo with Huge Lanai! HKH-620
** 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...
Big Island Green Sands House
Want to get away from city lifestyle and experience the tranquil beautiful countryside? If you long for solitude, the sound of rustling leaves (and coqui frogs at night), gently falling rain, cool breezes, crashing waves & rustic sunsets…You’ve found it here, on the...
Panoramic ocean view condo at Maalaea Bay
Island Sands 612 is a two-bedroom, two-bathroom condo located on the 6th floor accessible by an elevator. This condo can accommodate up to 4 guests with a king-size bed in the master bedroom and two twins (that can be converted to a King) in the guest bedroom. The...
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...
Oceanfront Penthouse - 50% Discount April 21-27, 2026 only. AC, Surfers, Sunsets
This spectacular air-conditioned oceanfront penthouse condo features spacious open beam ceilings and is only 25 feet from the surf crashing on the lava rocks directly below the lanai. Watch surfers launch into the spectacular blue waves of Banyans Beach, one of Kona’s...
Beachfront 2 BR Ground Floor Condo
This oceanfront home has been completely remodeled. Beautiful tile floors throughout. Walk in shower in the master suite. Welcome to The Waiohuli Beach Hale - a hidden gem tucked away on the beach in sunny Kihei. Enjoy spectacular sunsets, long sandy beaches, gentle...
Aloha Condos, Napili Bay Resort, Condo 211, Beach View
Napili Bay Resort Condo 211 offers a serene getaway with convenient beach access and stunning ocean views. Guests appreciate the clean, well-appointed unit, comfortable king-size bed, and fully equipped kitchen. Enjoy the peaceful atmosphere, modern amenities, and...
Polo Beach Club 206 - 2 Bedroom Oceanfront Condo
Polo Beach Club 206 is a second-floor vacation rental located in the renowned Wailea area of Maui. This condo offers a prime beachfront experience with direct access to the pristine Polo Beach directly in front of the property, making it an ideal choice for those...
Hale Pua: Private Oceanfront Luxury Home w/Pool, Spa, AC & Lanai - Relax & Enjoy
Hale Pua by Gather is a spectacular oceanfront home that is ready to welcome your entire extended family through its gated entry for the vacation of a lifetime. Located on Ali’i Drive along the rugged Kona coastline of the Big Island, this home boasts five...
Includes Beach Club Access-2 bedroom 2 bath condo
Summary:Palm Villas I-2 is a spacious two-bedroom, two-bath condo located on the ground level of a quiet six-plex building in the Palm Villas at Mauna Lani. With approximately 1,100 square feet of living space, this home comfortably sleeps up to four guests.The...
Maui Resort Rentals: Honua Kai Konea 401 – Crown Jewel Oceanfront 2BR, Sweeping Ocean Views w/ B.B.Q on Balcony
From the moment you enter the door of Konea 401 and experience the abundance of ocean views from this suite's luxurious interior, you will realize that you are in for something truly special. As one of only five oceanfront 2 bedroom suites at Honua Kai, Konea 401 boasts...
5th Floor Oceanfront-Great Reviews-1 of the biggest condos on Maui-AC-Sleeps 10+
In this beautiful oceanfront place, located in Kahana, the blue waters meet the vibrant green surroundings to make it a perfect haven. As you step inside, you'll be greeted by the breath taking ocean views. Unwind in the cozy living room, or step out onto the balcony to...
***NICE OCEAN VIEWS FROM LANAI AND LIVING ROOM* GREAT LOCATION***
YOU'LL LOVE THIS CONDO AND THE VIEWS FROM THE LANAI!The kitchen is brand new with new cabinets, 5 burner gas stove, microwave and refrigerator and granite counter tops and a nice dining table. The floor plan is divided into a living room area and a sleeping area. The...
Legal 3 Bedroom home on a small Haiku farm. Close to beaches and Paia
*Please note, our calendar only accepts bookings 9 months in advance, if you wish to book beyond this time restraint please message us your desired dates for approval. Located on the North Shore of Maui, Hookipa Farm is nestled in a beautiful neighborhood just minutes...
Spacious Studio/Spectacular Ocean View/Pool/Gym
This spacious studio at the Royal Kahana is zoned as a hotel property which means it is not affected by the possible apartment zoned legislation being considered by the Maui city council. It opens up to a large lanai with full ocean views. Enjoy sunsets with a cold...
Deluxe Waikiki Ocean Front Suite - Ilikai
Enjoy stunning sunsets from your private balcony while sipping a glass of wine. This condo stands out because it has full, direct, unobstructed ocean views overlooking the Waikiki Marina... not peek-a-boo views.You'll see ocean views from EVERYWHERE in the condo.This is...
Ka Nani, steps from the sand! The center of Hanalei Bay. Best $ on the bay.
This Hanalei Bay parkfront home has a superb setting with views of the ocean and Hanalei Bay from the Pu'u Poa Point to Waikoko taking in all the action on Hanalei Bay. (Standard occupancy is 6, see below.*) It is a wonderful indulgence for a honeymoon and a fantastic...
Hale Kamaole 135 one bedroom condo steps away from beautiful Kamaole 3 Beach!
Aloha & welcome to our Hawaiian Home, and your vacation beach haven! Newly renovated, we hope you enjoy our elegant, spacious 'beach home' - a ground floor condo, located in the beautiful Hale Kamaole resort, close to the vibrant heart of the South Maui.This one bedroom...
Swim with the turtles! Oceanfront condo #102
Our one bedroom condo at Honokeana Cove has been furnished to comfortably sleep two people.The kitchen is completely furnished for preparing all meals or you can use any one of the three BBQ's that overlook the cove and watch the whales or beautiful west Maui sunsets....
Awesome Maui Oceanfront! Spectacular sunsets! 1Bed/1Bath of Hawaiiana
Our little piece of paradise has been remodeled, giving you the comfort of an updated kitchen and bathroom with a beautiful open look. We also have new furnishings, including a sleeper sofa that has a 6 inch memory foam mattress that is actually comfortable to sleep...
Spacious & Quiet Upstairs End Unit Studio Loft w/ new bathroom & Split A/C units
Treehouse Experience !! Complete Bathroom Remodel completed in June, 2024. Two Mitsubishi Mini Split Air conditioning units were added, living room (24,000 BTU) and Loft Bedroom (15,000 BTU). Enjoy your Hawaii vacation at our upstairs end unit with all the conveniences...
Partial Ocean and Colorful Sunset Views!
Waikiki Shore #408 – 2161 Kalia Rd.Just another day in paradise! Imagine stepping right from the building onto world famous Waikiki Beach! You'll enjoy your stay in this 4th floor partial ocean-view condo (706 interior sqft and 124-sqft lanai with table and chairs)....
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 You have Privacy and Security along with a direct front facing...
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...
NEW! 1st Floor Condo with A/C in Poipu, 4-Min Walk to Beach
1st Floor Unit | Walk to Beach | Beach Gear ProvidedGrab a cold drink and head out to your own private lanai in this lovely 1-bedroom condo at Kiahuna Plantation Resort. Lush Hawaiian landscaping surrounds you as you dine al fresco at the four-person dining table with...
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...
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
THIS CONDOMINIUM IS A LEGAL SHORT TERM RENTAL(STR).Minimum stay 5 nights. Maximum number of guests is 6, 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...
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...
Hale Kahakai .. Beautiful Haena Beachfront home!
Come experience the beautiful Garden Island of Kauai at Hale Kahakai; which means House by the Seashore. This plantation style beachfront home features spectacular ocean views from the Lanai. Experience the leisure of relaxing on the lanai listening to the sound of the...
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
Hale Mahina A207 Spacious OceanFront 1Bedroom with Ocean Views for Whale Watching and Enjoying Year Round Indoor-Outdoor Living with Colorful Sunsets Enjoy wonderful direct ocean views from this beautifully remodeled and updated corner condo. Hale Mahina A207 is a...
Aloha Condos, Kanaloa at Kona, Condo 1904, Oceanfront, AC
Unit 1904 in Kanaloa at Kona is a top-floor, air-conditioned luxury condo located in Kanaloa at Kona. Spacious 3 Bedroom, 3 Bath Condo Fully equipped Gourmet Kitchen Cable TV in 2 Rooms Ceiling Fans Throughout (6) • Oceanfront Location• Sunset Views Year Round•...