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.
Maui Banyan Remodeled Top Floor - Steps to Beach and Shopping
The Maui Banyan complex has always been HOTEL-zoned (not apartment zoned).This stylishly remodeled top floor unit (with elevator) has a well-equipped modern kitchen with granite counters, remodeled bathrooms, flat screen TV in living room and bedroom, and double-wide...
Maui Resort Rentals: Luana Garden Villas 7C – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
This luxurious brand-new 3Bedroom/3Bath residence is conveniently set within Enclave Two of the Luana Garden Villas. This premiere offering is defined by its west-facing orientation and open view plane between the Hokulani and Konea Towers. Its designation within our...
🏝 North Shore Island Bungalow, Steps to Beach
Wake up on Oahu's dreamy North Shore to the sweet sound of birds and fresh ocean breeze. Ideally situated in a quiet neighborhood yet minutes to historic Haleiwa town with lots of restaurants and shops. Enjoy island living with modern amenities - fast wifi with two work...
Pikake ocean front 20 feet from ocean
First floor corner unit at The Pikake. Extra windows for extra breezes. Senior & kid friendly. Able to watch turtles, whales, and sunsets from the lanai. Steps from the beach. No extr Only 12 units in complex. 1 parking space for each unit.
Royal Hawaiian Estate – Oceanfront Luxury in Waimanalo
“Notice: In compliance with the Revised Ordinances of the City and County of Honolulu, the Property will be made available for your use and occupancy for a period of thirty (30) days.” Experience Hawaii in an exquisite beachfront mansion with panoramic ocean views...
Stunning Ocean View Wailea Beach Villa- Book & Save
Most popular Maui Condo Wailea Beach Villa L409 Rated Perfect . 4BR (3 Kings/1 Queen, or 2 Kings/ 2 Twins/1 Queen) 3 BA villa . Spectacular panoramic ocean view. This elegant 4th Floor Villa is nestled between The Grand Wailea & The Shops at Wailea. Almost 3000' with...
Maui Resort Rentals: Marriott's Maui Ocean Club 1BR Oceanfront Suite
Freshly Renovated 1 Bedroom Oceanfront Suite at Marriott's Maui Ocean Club. When you can’t afford a mediocre Maui vacation! Family time is limited, make the most of your vacation time with an out of this world Ocean front experience. Why pay for a small hotel room...
🏖️Impressive Ocean Views & Sunsets | AC | Pool | Gated | vrKCV
vrKCV - Laulea Hale in Kahakai Estates, Professionally Managed by Kona Coast Vacations Welcome to Laule'a Hale: Your Peaceful, Happy Home in KonaExperience breathtaking panoramic ocean views and stunning sunsets at Laule'a Hale, a beautifully remodeled retreat designed...
JC Surf House: Elegant 5BR with Pool, BBQ & Ocean Views
Welcome to JC Surf House by Gather, a delightful 5-bedroom, 5-bath vacation home nestled in the heart of Kauai’s exclusive Kukui'ula community. This charming two-story property, accommodating up to 10 guests, boasts a prime location for exploring, being in close...
Konea 642: Upgraded 2-Bedroom Honua Kai Condo with Ocean Views & Private Lanai
Discover your perfect Maui retreat at Konea 642, a beautifully remodeled two-bedroom, two-bathroom condo on the sixth floor of Honua Kai Resort. This luxurious unit offers complete privacy, stunning ocean views, and all the upgrades to make your stay comfortable and...
The Palm Treehouse: 3BR Serene Kauai North Shore Retreat
Experience the unparalleled majesty and tranquility of Kauai's North Shore! The Palm Treehouse (#30) at Hanalei Bay Villas is uniquely situated between the mountains and ocean, allowing you to admire both at the same time. Come get lost admiring the stunning landscape...
Alii Cove J-4 - Beautiful upgraded Townhome at the top of Alii Cove overlooking the ocean.
Alii Cove J-4 - Beautiful high-end 3 bedroom 3 bath townhouse, only two blocks from town. This condo is located at Alii Cove upper drive, top of the complex in historic Kailua Village and offers the best Kona Coast ocean views you can get from Alii Cove. This 1815...
🏖️Beautiful Home | Private Pool | Fantastic Ocean View | vrKCV
vrKCV - Nani Kahakai, Professionally Managed by Kona Coast Vacations Welcome to your tropical retreat! This beautiful 3-bedroom, 2.5-bath home offers breathtaking ocean views and a private pool, all nestled within a gated community. Ideal for those seeking the...
Luxurious BEACHFRONT Condo with Fabulous Ocean Views at Waikiki Shore!
Waikiki Shore #1102 – 2161 Kalia Rd.This 11th-floor beachfront condo is perfect for 2 couples, families, and friends up to 6 guests (STRICT MAX OCCUPANCY, using living room sofa bed). With spectacular views of the ocean, free parking, a full kitchen, in-unit...
Bright Waikiki 1BR with Stunning Ocean Views
Aloha from Midway Vacations! Our team of local hospitality experts is dedicated to turning your Hawaiian getaway into a reality. When you stay at one of our properties, you can count on a professionally cleaned and meticulously maintained experience. We're even...
Kuilima West Estates 198B
Surf's up on the North Shore and our condo is the perfect place to Hang Ten! You'll appreciate the attention to detail, modern amenities and the chic, decor when you escape to our Surfer's Paradise. Our location provides easy access to the surrounding amenities, and we...
New Luxury Kanoala, Upscale, Oceanfront. Total remodel. 3 bed, 3 ba, AC Sleeps 8
Wake up to ocean waves and panoramic views at this stunning Kona retreat. Steps from turquoise water in a resort with 3 pools and jacuzzi's, shaded lounge, and tropical gardens. (next to golf course) and the bay that does Manta Ray and boat tours. Perfect for families,...
Oceanfront 2BD/2BA Condo with Private Lanai
Welcome to Alii Villa Unit #333, your perfect vacation rental in Kailua Kona! This exceptional corner unit boasts stunning oceanfront views, providing a breathtaking panorama of Kailua Bay and the picturesque Kona coast.Location: Situated in the heart of Kailua Kona,...
Marriott Ko Olina Beach Club Ocean View 2 BDRM Villa
Currently we have this reserved for a one-week reservation sleeping up to 8. Located on one of four picturesque lagoons, Marriott's Ko Olina Beach Club is a premium vacation resort offering a secluded hideaway within a beautifully landscaped, gated community, on the...
Luxury Oceanfront Escape – A/C, Hot Tub, 5 bedrooms & Stunning Ocean Views!
Wake Up to Panoramic Ocean Views & Fall Asleep to the Sounds of the WavesWelcome to Albatross Ocean Bluff, where the breathtaking Pacific Ocean stretches out before you, and cool trade winds complement the comfort of our brand-new Lennox 34,000 BTU whole-house air...
KLVR welcomes you to Luana Garden Villa 6B, short walk to the beach Honua Kai
Kaanapali Luxury Vacation Rentals welcomes you to the Beautiful Ground floor Villa Luana 6B at Honua Kai ResortKaanapali Luxury Vacation Rentals welcomes you to the Beautiful Ground floor Villa Luana 6B at Honua Kai ResortLuxurious private villa steps away from world...
Hale Aloha - Large Gated Oceanfront Estate on Aliomanu Bay
Hale Aloha… On The Sand TVNC-4185Anaik Martin, is the property manager, lives nearby and is available 24 hours a day, 7 days a week, (808) 652-3410. Professionally cleaned and disinfected by a licensed company. Contactless check-in. Hale Aloha is located in a Tsunami...
🏖️Renovated Ocean Front | Concierge Included |vrKCV
vrkcv - Alii Villas 134, Professionally Managed by Kona Coast VacationsAlii Villas Unit 134 – Oceanfront Serenity in KonaExperience true oceanfront living at Alii Villas Unit 134, a beautifully renovated 2-bedroom, 2-bathroom retreat designed to accommodate up to 4...
IMPECCABLE! LUXURY GROUND FLOOR DIRECT OCEANFRONT. 50' TO THE TURTLE SANCUARY!
“IMMACULATE"..."IMPECCABLE"..."FRESH" One of the most beautiful and luxurious ground floor units in all of Ma'alaea. Full remodel just completed with all brand new designer furniture/appliances/finishes/surfaces/accessories, plus stunning original art paying respect...
Luxury Beachfront Home in Haena
Makana Akua is approximately 1,700 square feet with over 1,000 square feet of decks. Beachfront near Tunnels Beach and Tunnels Reef in Haena, it is truly a tropical rainforest. This home offers two master suites with private granite bathrooms, king beds, and individual...
KS-212-Oceanview-Pool-Gym-Turtles-Monk Seals
Discover the charm of Kauai at Kuhio Shores nestled in Poipu. This 1-bedroom, 1-bathroom rental offers breathtaking oceanfront views from atop a cliff. Enjoy modern comforts including essentials, a washing machine, air conditioning, high-speed internet, a kitchen stove,...
BEST LOCATION - Spectacular OCEANFRONT Views from EVERY Room - No Stairs
Location, location & location! Or, you could say: Ocean, Ocean & more Ocean. Breathtaking ocean views are captured on the lanai's WEB CAM: https://hollyskauaicondo.com/#HKCWebcamHollysKauaiCondo offers substantially advantages over the VAST majority of other lodging....
Experience paradise at Kahana's beachfront 3-bedroom condo near Kaanapali Beach
The Lahaina fire destroyed Lahainatown, but there is much more to see and do on the island. Our beautiful west Maui condo is away from the devastated area and calling your name!Escape to the stunning beachfront condo in Kahana, where the sound of the waves and the warm...
Absolute Oceanfront Gorgeous views 2-bedroom house with Air Conditioning!
Marvelous 2-bedroom 2-bath oceanfront estate on ancient lava cliffs and black sands with the most incredible wrap around ocean views on the island! The views make it feel more like you are living on a luxury yacht than a house. This tranquil retreat was designed by a...
A Slice of Paradise in Kona - walk to stores, restaurants and the beach
Nestled in the center of Kona this 1BR/1BA recently fully renovated condo offers a base for 2 to 4 people as you seek local attractions or nearby restaurants. Many stores as well as the beach are in walking distance. Yearning a home cooked meal, use the fully equipped...
Luxury Condo! Short walk to the beach and pool! Kolea 13E
Kolea 13E is a luxury condo with everything you need for your vacation. This second story unit has an ocean view of Anaeho'omalu Bay and mountain views that can be seen from the lanai off the main living space and the master bedroom. This 3 bedroom, 3.5 bath is...
Fantastic 4th Floor Views of Ocean, Pool & Haleakala
IF you have been hearing on the news that Short Term Rentals on Maui might be phased out NO WORRIES about booking at Sugar Beach Resort. We are located in a Country Zoned Hotel/Resort area. Only those in Apartment Zones are potentially going to be phased out. Watch the...
Kaanapali Alii | 4102
Kaanapali Alii 4102 is a sophisticated vacation rental located in a prime location along Maui’s picturesque western shore. This upscale condo offers a luxurious escape with its elegant design and unbeatable ocean views, making it an ideal choice for travelers seeking...
The Westin Kāanapali Ocean Resort Villas- Studio
Summary:Explore the summit of a dormant volcano. Or hike through a rainforest to a 400-foot waterfall. There’s no better place than Maui for a once-in-a-lifetime experience. The Westin Kā‘anapali Ocean Resort Villas maintains relationships with the top tour...
Kamaole Sands 10-410: Ocean View 2 Br near Kamaole Beach Park III
This Aloha themed two-bedroom S. Kihei vacation rental located on the 4th floor has all the ingredients for a memorable stay on Maui. The sunlight and wide layout of the living room create an ideal space to sit back and enjoy the flat screen television. There are also...
Kona Palm House 3 Bed/2.5 Ba with Pool
The Kona Palm House has a total of 3 bedrooms and 2.5 bathrooms. The Master with Cal King bed is located upstairs with an en suite bathroom and walk in closet. The half bathroom is located next to the kitchen at the top of the stairs. Also, upstairs you will find a...
*Turquoise Ocean Views!* | Walk to Waikiki
Summary:🌺 Aloha from Waikiki Beach Tower! 🌴 This airy, island-inspired condo has full ocean views from every room so you can savor every moment of your long-awaited vacation :)You'll be able to watch the magical sunsets over Waikiki Beach and feel the pull of the...
Beautiful Condo Overlooking the Pacific Ocean
. On a bluff overlooking the Pacific on Kauai's north shore, this polished condo resort is a 10-minute drive from the Hanalei National Wildlife Refuge and 2.1 miles from the Princeville Golf Club.Units have ocean or garden views, full kitchens with hardwood floors and...
Milowai 101 Ground Floor, Corner Condo w/ Stunning Ocean Views!
Escape to paradise and experience the wonders of Ma'alaea Harbor in this exceptional 2-bedroom condo. With its array of features and stunning ocean views, your vacation here promises to be truly unforgettable.Step onto the grand double-sized lanai, where you'll find a...
TOP FLOOR - OCEAN VIEWS - PAPAKEA RESORT
Welcome to our HOME!!! We are located on the top floor of the popular H building in Papakea resort. We do welcome families but our condo is not suitable for children under the age of 5. From the minute we walked in we were in heaven!!! The VIEW will take your breath...
New Listing! Modern Ocean-View Condo at Luana Kai C203
New Listing! Modern Ocean-View Condo at Luana Kai C203.Interior photos coming soon.Welcome to Luana Kai #C-203, your Maui home away from home! This beautifully updated 1-bedroom, 1-bath condo offers modern comfort, stunning views, and an unbeatable location on the...
Remodeled "Seas The Day" Golf Villas Mauna Lani, Private Beach Club Access!
The kitchen and main floor have recently been renovated with fresh paint, new floors, designer furnishings, quartz counters, and stainless appliances.This well appointed condo is located in the gated Golf Villas community of Mauna Lani and features two bedrooms on the...
Maui Ocean Front 1bd/2ba Condo at The Whaler on Ka'anapali Beach - Sleeps 5
Our updated corner unit condo is located at The Whaler on Kaanapali Beach. Privately owned and rented, this 1 bedroom, 2 bath unit has an updated interior and a beautiful wrap-around lanai for additional space to relax and entertain.This oceanfront resort includes a...
Beautiful Home With Spectacular Amenities
Our large and sun-filled condo has plenty of space for a large family and lifelong memories. We are part of the Hali'i Kai community. Enjoy the Hawaii vacation you've dreamed of in the gated community of Hali'i Kai.Our 3-bedroom, 3-bathroom two-story condo offers guests...
Hale Nani Lanikai: Beautiful Tropical Home Close to Beach w/Pool, Yard & AC
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Hale Nani Lanikai by Gather, a...
3BD NEW! Luxurious, Newly Remodeled, Walk to beach
Summary:Walk to the world-famous Napili Bay Beach. It is so close! The sand there is soft, beautiful and year-round. This extraordinary three-bedroom, newly remodeled from top to bottom, two and a half bath condominium sleeps up to nine guests. This west side island...
Ohia Cottage: Your Coastal Retreat near Napoopoo Beach
Ohia Cottage is a well-appointed guest house on a secluded private farm in the heart of Kona s coffee belt.How amazing would it be to wake up and smell the coffee in Hawaii?! Our cottage is a perfect setting to host honeymooners celebrating their love or simply hosting...
Halenani - Eco-Friendly Ocean View 7-Bedrooms @ Mauna Lani (Heated Salt Pool)
Aloha and welcome to Halenani, the premiere estate on Hawaii's sunlit Kohala Coast. Halenani is unique in its ability to create a paradise oasis within paradise itself. The superb landscape design, ponds and gardens surrounding the home sing to you from afar and beckon...
Stunning Ocean Sunset Views From Your Private Lanai
Relax and recharge while sitting in your private lanai enjoying the gentle trade winds and ocean views. * Bedroom with king size bed* Queen size murphy bed in living room to easily accommodate up to 4 guests* Quiet, safe and clean* Fast and reliable WiFi* Samsung Smart...
Hale 'O Lalani - Ocean View Estate with Pool & AC
Looking for a unique and luxurious Kauai getaway with incredible views, a pool, and air conditioning? Would you like something that feels private and secluded yet close to some of Kauai's most amazing beaches? Escape to this bluff estate overlooking Anini Beach and...