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.
PRIVATE HOUSE ON MAUI / 3 BEDROOMS / 5MIN TO BEACH /UPGRADED WAILEA / KIHEI HI.
FIVE STAR REVIEWS FROM OUR GUESTS GIVES YOU THE ASSURANCE OF QUALITY.A FULLY EQUIPPED PRIVATE BEACH HOUSE WITH EASY ACCESS TO ALL ATTRACTIONS, BEACHES RESTAURANTS, SHOPPING ETCALSO, WE NOW OFFER A 'PEACE OF MIND' FULL REFUNDED FOR YOUR RESERVATION. (conditions apply see...
Live a Piece of History at My Hilo Home
Enter the home onto the grand lanai (porch) which is fully screened in and offers a view of the manicured acre with Hilo Bay views in the distance. Through the front doors you'll be greeted by our huge living room. The original hardwood floors and plantation era...
8th floor Studio w/ stunning ocean & island views
Welcome to Royal Kahana 804. This well appointed studio condo features central air conditioning, California King bed, & dining areas both inside & on the lanai. Lay in bed and admire the ocean, whales, sailboats, & the island of Molokai. You'll truly feel the essence of...
Somewhere Over Rainbow Loft - Hilo NEW
Stay in lovely Hilo town and make this comfortable and clean House your Home away from Home. You will love the central location and quiet neighborhood as a restful interlude to your Big Island Adventure. Our newly renovated home is only a short stroll away from the...
Ocean View Townhouse, Two Story, Central Air, Free Internet, & Washer & Dryer
Wailea Ekolu Village 410Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome home to this light and airy end-unit two-story townhouse situated right next to the Wailea Blue (Ol'...
Nohonani 303 - Great summer getaway and rates! Relax to the sound of waves and amazing ocean views!
Nohonani #303 It doesn't get any better than this view: panoramic ocean and colorful Maui sunset views from this direct oceanfront one bedroom / one bath condominium located north of Kaanapali in Honokowai. Spend the day relaxing in the sun and surf. Enjoy snorkeling,...
Kona Alii#410 Gorgeous 4th Flr Ocean v condo w/ Elevators,INCREDIBLE LOCATION
Kona Alii#410 is A STUNNING REMODELED UNIT! Beautifully updated throughoutFrom this location you'll enjoy lovely ocean views, the ocean breeze, and the sound of the waves crashing on the shoreline. With easy walkability to Kona town restaurants, shopping, beaches,...
Oceanfront, one-bedroom, ground floor condo, steps to beach - Brand new remodel!
This Hale Kai O’ Kihei groundfloor condo offers a breathtaking ocean view and includes a private patio that lets you enjoy the ocean’s many moods ranging from a tranquil sunrise to a glorious sunset.Your Maui vacation will be even more enjoyable when you take...
Beautiful Condo at the Princeville Resort on Kauai,Hi
'A Breathtaking Experience' at Sealodge, Princeville Resort, North Shore of Kauai.WE ARE EXTENDING A BARGAIN RATE FOR AN INDEFINITE PERIOD OF TIME. TAKE ADVANTAGE OF OUR LOW RATES. THIS BY NO MEANS REFLECTS THE UPSCALE QUALITY AND BEAUTY OF OUR FIRST CLASS CONDO....
Oceanfront Affordable Luxury ~ 2 Bed/Bath En Suite Style ~ Top Floor
Our oceanfront condo, Kanai A Nalu Unit 402, with 1000 sq ft, is perfect and affordable for families or two couples traveling together looking to relax and enjoy Maui for an extended period of time. The floorplan affords comfortable suite-like living with privacy for...
Pali Ke Kua #141 - Exceptional ocean views!
Pali Ke Kua #141, PrincevillePanoramic ocean and mountain views await you at Pali Ke Kua #141.Spectacular Bali Hai sunsets and seasonal whale watching are all steps away from this 2-Bedroom (King, Queen, Queen) 2-full bath ground-floor unit. The condo’s master bedroom...
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...
Maui Resort Rentals: Honua Kai Konea 708 – Rare Top Floor 2BR/1BA with Ocean + Mountain Views
Unquestionably one of Honua Kai's best values, Konea 708 is a rare two bedroom, one bath suite that offers the space and privacy of an additional bedroom without the price tag of a standard two bedroom, two bathroom. Enjoy beautiful ocean views, as well as awe-inspiring...
37FL-Elegant Waikiki King Studio with Fabulous Views
Enjoy breathtaking views of the ocean, Diamond Head, golf course, and city skyline from this beautifully renovated condo. Immaculate and tastefully furnished, the space offers modern comfort with a quiet split A/C system for cool, relaxing stays.🌴 Prime Location –...
Special Low Rates for Staying with us at Nihilani 22A
Luxury House of Aloha Condo, Elegant Style at Affordable Price!We want to welcome you to our House of Aloha and to become part of our Ohana (family). We have put together this house for you to enjoy while you're spending time on Kauai. We want you to feel at home and...
Paradise Found
We visited Maui, fell in love with this property, and purchased this unit in a little piece of paradise. We are so excited to be able share it with others. We have updated the unit and hope you will adore it as much as we do.Kahana Sunset is located in Kahana,...
HOLUALOA COUNTRY HOME
The Holualoa Country Home is a one bedroom with a queen bed, small private patio area with some ocean view, cable TV, WiFi, full kitchen, bath with tub/shower. The sofa in living area lays flat to a bed. Minutes to Holualoa village. Close to Kailua-Kona town, the ocean,...
The Gold Coast of Waikiki
Beautifully furnished 750 square ft. condo in an oceanfront building, secured parking.Fabulous 1 bedroom 1 bath condo that sleeps four( 2 adults and 2 children) ( king bed, and a comfortable pull-out sofa bed). The owner spared no decor for the full kitchen and granite...
Kukuiula Cottage #08 By Parrish Kauai - Private Pool and AC Great for the Family
Located in one of Poipu's newest and exclusive neighborhoods Kukuiula Makai Cottage #8 is one of the South Shores spectacular homes. With distant ocean views and over 4,000 square feet of living space with a private pool, this oasis can be your home away from home while...
Renovated 2BR/2BA Wailea Ekahi 26A: Ground-Floor Condo with Ocean & Sunset Views
Welcome to Wailea Ekahi Village 26A, two bedroom/two bathroom ground-floor condominium unit that has been completely renovated and offers a clean, contemporary feel. As you enter this luxury living space, premium wood tone flooring stretches throughout the spacious...
Ocean View - Studio - Marriott's Ko Olina Beach Club - 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...
APRIL/MAY 162.00 per night -2 bedroom/2 bath Kihei Resort a hidden Gem!
Beautiful Remodeled Condo is centrally located in Kihei Resort with beautiful garden views. The Resort is close to Sugar Beach and across the street from Humpback Whale National Marine Sanctuary and Kalepolepo Beach Park.This well appointed 2 bedroom/2 bathroom condo...
Molokai Island Retreat w/ Ocean View & Pool!
Venture to the picturesque island of Molokai for a solo trip or romantic getaway. Discover the tallest sea cliffs in the world, lush hikes to Kalaupapa and Halawa Valley Falls, sport fishing, and colorful reefs perfect for snorkeling when you stay at 'Blue Marlin', a...
Panoramic Ocean View Wailea Ekahi 34D overlooking Ekahi's lush greenbelt
Wailea Ekahi 34D is located in the lower village, on the greenbelt, with direct views of the ocean, Molokini and Kaho'olawa. This condo has been completely renovated from the studs in. Furnished with high end furniture, fixtures and decor in an Asian flair, this condo...
1-Bdrm Top Floor Condo in Koloa | AC | Pool | Gym
This beautiful 1-bdrm Kiahuna Plantation top floor condo has vaulted ceilings, partial ocean views, and a central property location. With Poipu beach a short 3-min walk away, this condo is an ideal haven to relax between outings to the beach, hikes, and all the amazing...
Oceanfront Penthouse Paradise ~Heaven on Earth
The Ma'alaea Kai Penthouse Suite is a two-story, non-smoking unit with two full bedrooms, 2 full bathrooms, living room, and lanai. It can easily accommodate two couples or a family of four. Probably the best feature is a two-story, open-beam ceiling living room, and...
1-bedroom condo, short walk to Kamaole Beach I.- Low Last Minute Spring Rates!
Welcome to our cozy 1-bedroom condo in the heart of Kihei! Nestled just a short walk from the beautiful Kamaole Beach Parks, this property offers the perfect blend of relaxation and adventure. As a guest, you'll be able to enjoy the heated private pool, stay connected...
Beach Villas at KoOlina Oceanviews
Summary:My place is close to Disney Aulani Hotel, Four Seasons Hotel, Marriott Vacation Club, art and culture, restaurants and dining, parks....Beach Villas at KoOlina is one of the most beautiful get-a-ways in Hawaii!Paradise Cove Luau is moments away too!. You’ll...
Stunning Makaha Condo w/ Pool Access + Ocean View!
Get the most out of your next stop in Oʻahu when you book this incredible Makaha vacation rental! With on-site beach access, a resort-style pool and spa, and a private balcony overlooking the stunning blue Pacific water, this 2-bedroom, 2-bath condo is perfect for...
Sunny Villa Poipu Beach
Beautiful POIPU on the sunny south side of KAUAI!"Special" for inquiring couples celebrating their honeymoon or anniversary, we are offering a free gift for your special trip by using the code "LOVE”.Also enjoy our brand new outdoor pro putting green and putting holes...
1202AB Cliffs RESORT-2 Unit A&BwKitchen 199.00 5/2-5/7 BlowOutSal 10StarReview
This rental is for 2 Units (Side A-Aloha and Side B-Ohana) can be used as two independent studios or leave inner door entrances open and use as one complete unit with 2 studios/2 bedrooms, 2 bathrooms and 2 lanais with approximately 1000 sq ft of living space for a...
Ocean view condo near Kamaole Beaches
Welcome to Kihei Akahi D205! This bright and airy 1-bedroom, 1-bathroom, 2nd-floor condo offers split A/C in the living room and bedroom, tropical views, and a sleek kitchen design. This property has elevators for easy access. Unit D205 can accommodate up to 4 guests....
E 207 A WONDERFUL VIEW! You can see the ocean and the pool from your lanai
This is my fourth property at the beautiful Maui Eldorado. I am the owner and manager of the property and I really enjoy my work. Check out my 5 star ratings on E202, A107, and E206. This studio Maui Eldorado resort condominium offers comfortable non-smoking...
Maui Resort Rentals: Marriott's Maui Ocean Club 3 Bedroom Oceanfront Villa
Three Bedroom Oceanfront Villa at Marriott’s Maui Ocean Club! With its premier location, luxurious accommodations, and sprawling tropical grounds, Marriott Maui Ocean Club is a perennial Maui favorite, delighting couples and families with amazing vacations year after...
Top floor 1BR with AC, beach gear, lanai, and mountain views. Walk to the beach!
Air Conditioned, Vaulted Ceilings, and Full of Aloha!Recently renovated in September 2024 with a new kitchen and hardwood floors! Nestled in the cozy and quiet Hale Moi complex in Princeville, our spacious one-bedroom condo is perfect to serve as your home base as you...
AMAZING PRIME OCEANVIEW 2 BDRM, 3 BATH PENTHOUSE
Luxurious sense of a Five-star 'hotel' - is the amazing Waipouli Beach Resort. Location: Waipouli, East Kauai, Hawaii, USA (Next to the Historic Town of Kapaa) . Accommodations: Upscale, fully furnished two bedroom, three bath condominium.This incredible resort has all...
Mauna Lani: Enjoy golf; snorkeling, helicopter tours Flexible cancellation terms
Come and enjoy the wonders of the Big Island while staying in the comfort of our home. The Fairways is a luxurious gated community in the renowned Mauna Lani Resort on the South Kohala Coast of Hawaii. The South Kohala Coast rests in the protection of the rain shadow of...
Laie Palms/Oahu - Beachfront 3BR/2BA + Studio/1 BA Home
This Non-Smoking, beachfront home sparkles with granite countertops, ceramic tile floors, and ceiling fans in all the rooms. Enjoy ocean views from the deck, dining room, living area, and kitchen; and mountain views from the bedrooms. The upstairs half of a duplex...
Villas By The Cove, Villa 7 · Walk to the Beach from a Modern Hideaway
Villa 7 at Villas By The Cove is an ocean view 1 bedroom Villa Suite located just steps from two of South Maui's most popular white sand beaches. Newly remodeled, and conveniently located, this 600 sq. ft. single story 1 bedroom villa offers ocean views, privacy and...
New Remodel, Pool, Beach Access, A/C - Kuilima Estates West
Relax and unwind with your family in modern luxury. We’re excited to share with you our newly renovated oceanside condo. Nestled perfectly between the North Shore of Oahu’s world class surfing destinations and world famous golf courses - you’ll never be without...
Maui Resort Rentals: Whaler 673 – Elegantly Remodeled 6th Floor Corner 2BR w/ Gorgeous Ocean & West Maui Mountain Views!
Completely remodeled in late 2021, Whaler 673 is a gorgeous 2br/2ba corner suite boasting views of the Pacific Ocean, Maui's neighbor island Lanai, and the lush West Maui Mountains.Your party will have plenty of space to gather and reconnect because suite 673 offers an...
Beachfront Kolea, Private Access to Beach, BBQ on Lanai, 2025 Hilton Pool Pass
Check out @escapetokolea on IG and FB for more details. Spacious 1270 square foot, 2 Bed / 2 Bath condominium located in desirable Kolea Beach Resort at Waikoloa Beach Resort that offers the much sought after daily Hilton Resort Pool Passes for up to 6 guests for 2025....
Includes Mauna Lani Beach Club Pass. Fairways at Mauna Lani 206
This vacation rental is professionally managed by ResorticaHawaiiFairways at Mauna Lani 206. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: king BedLiving Room: Sleeper Sofa...
Lae Nani 214. A/C throughout this Ocean Front Condo and only a few steps to the Beach
Convenient ground floor condo. New A/C throughout, new large shower and full kitchen. Only steps to the pool and our beautiful beach. Ages 1 to 91 enjoy our beach every day. Great for snorkeling, surfing or just relaxing and watching for whales in the winter and sea...
🏖️Connoisseurs of eye candy | Fanatics for light & space |vrKCV
vrKCV - GMH at Keauhou Estates 9, Professionally Managed by Kona Coast VacationsImagine a warm, welcoming place where families and friends can feel a sense of peace, and share in the wonderment of seeing the blue Pacific Ocean stretch out, uninterrupted, from south to...
Gorgeous Oceanfront Condo! - Kamaole Nalu #202
Kamaole Nalu #202 – Panoramic Ocean View Retreat in KiheiKamaole Nalu #202 offers a stunning second-floor setting with panoramic ocean views and the perfect combination of comfort and convenience. This two-bedroom, two-bathroom condo is ideal for families or groups...
Welcome to H206, 2nd Floor, You Can Hear The Waves, Beautiful Ocean Views
Aloha and welcome to Maui!****Beautiful ocean views****Our condo is Hokulani 206We have a collection of beautiful Honua Kai condos in both towers. We have several one bedroom, 2 bedroom and 3 bedroom condos and Villas.#206 in Hokulani offers the combination of a...
Westin Kaanapali Ocean Resort Fully-equipped One-Bedroom Villa Ocean view
Our One-bedroom and our studio timeshares are described in detail on the Westin Ka'anapali Ocean Resorts website.In 2025, we have no more availability for the 1-Bedroom or our Studio.For 2026, please inquire early, we'll check availability for your datesBeautifully...
Stunning Luxury Remodel I Wailea Beach Villas J206
Wailea Beach Villas is simply the best of the best! Enter the community through the 24hr private guarded gate & drive down to the complimentary self parking in the indoor garage. Check-in and receive your key card from the lobby you'll be able to access your own...
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout
Kihei Akahi. D 514 .. across from Kamaole II Beach Park VIEW: Panoramic 5th floor views of ocean and outer islands of Molokini, Kahoolawe, and Lanai enhanced by a full wall of ceiling to floor windows. Back door view to slopes of Haleakala. Canadian owned. Sister condo...