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.
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...
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...
CLEAN and SERENE eco-friendly private cottage!
Private cottage, gorgeous 720 sq ft one bedroom, full kitchen, bathroom, spacious living/dining area. Covered lanai with gas grill, patio seating, covered gazebo area with hammocks and hanging chairs. Conveniently located right off famous coastline of the 'Red Road.'...
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....
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...
Two bed two bath across the street from the best snorkel beach in Kona Kahaluu Bay Villas 104
Summary:Escape to Kahaluu Bay Villas 104, your Kona condo oasis! Enjoy a spacious 2-bedroom, 2-bath retreat with a prime location near the beach. Relax in style with a fully equipped kitchen, and comfortable living spaces. Perfect for families, this condo offers a blend...
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....
STUNNING Oceanview FULLY Remodeled Gem 2B/2B
Our lovely beachfront complex has an excellent location in the Maalaea Harbor – take a stroll along Sugar Beach the longest stretch of white sandy beach in Hawaii; while watching the whales and turtles play (while in season)! With its uniquely central location in...
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...
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...
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...
Discover Kamaole Sands 5-414: Penthouse Perfection w/Split AC, Ocean View, Wi-Fi
Step into the serene island elegance of Kamaole Sands 5‑414, a stunning penthouse 2‑bedroom, 2‑bath suite perched on the top floor of building 5. From your covered lanai, enjoy breathtaking panoramic views of the Pacific Ocean beyond the lush resort gardens -...
Papakea F307 OCEANFRONT Studio - STOP AND LOOK AT THE VIEWS! 🏄♂️🏄♂️🏄♂️
YOU WILL BE AMAZED BY THE VIEW THIS DIRECT OCEANFRONT STUDIO CONDO OFFERS. Papakea F307 is an oceanfront studio unit in the “F” building, so treat yourself and stay OCEANFRONT at the wonderful Papakea Resort.There are only 3 oceanfront buildings at the Papakea. The...
The Best of Indoor / Outdoor Living! A Mauna Kea Charmer!
Located in the Fairways South on the grounds of the Mauna Kea Beach Hotel, this secluded enclave is the perfect place to get away from it all. With pathways surrounded by tropical landscape, this charming home has casual elegance and the unmistakable character that is...
May 13-June 19 SPRING RATE SPECIAL 2Bed/2Bath,Ocean view,Steps from beach,nKihei
We're back to short term rentals! We were supporting Lahaina wildfire victims' long term housing needs. This would explain the lack of reviews since May 2024. We look forward to hosting you. Envision this view as you dine or prep in the kitchen! Considered the best...
Gorgeous 2 bedroom bayside house on Windward side of Oahu
Guests are sure to enjoy a memorable vacation in this fully furnished, air-conditioned 2 bedroom/2 bath top floor apartment of this gated house. The main/master bedroom has a queen-sized bed and a television, while the second bedroom has 2 twin beds that may be...
Pacific Shores A-209 | Short Walk to Pool + Beach!
The scenery cannot be beaten at Pacific Shores A-209! This beautiful second-floor condo features two spacious bedrooms, two bathrooms and sleeps six. Enjoy the beautiful view of the lush garden from the amazing balcony, WiFi, washer and dryer, community pool and hot tub...
Vacation in Paradise at our charming condo by the best of everything Maui offers
Four guests can comfortably stay in our spacious vacation condo, with a king-size bed in the main bedroom, a queen-size Murphy bed in the living room, and two full bathrooms.Welcome to our condo at Wailea Ekahi, a privately owned, beautifully landscaped, condominium...
Furnished Oceanfront Home, 30 Day Rental, Inquire for Specific Dates
Please inquire for availability/ specific dates. Inquire for parties/events.Fully Furnished & Well Appointed Oceanfront Home w/ Mauka (Mountain)⛰Views- Makaha, Oahu, HIWell Appointed 3x bedroom/ 2x bathroom (sleeps 8-10) oceanfront home on a large secured private lot...
the cozy large studio 30+days stays
Owner hosted - This comfty lower level unit has all what you need for a great vacation. The unit is walking distance to Magic Sands and Kahalu'u beach park. The unit is located a 1/2 block off of Ali'i Drive. The unit is about 550 sq/ft and it has a nice size lanai . It...
100% Renovated Top-Quality Premium Townhome #43-1
Discover an unparalleled oceanfront lifestyle experience at Puamana 43-1, where luxury meets the tranquility of Maui's breathtaking coastline. This exclusive, one-of-a-kind, single-level oceanfront townhome has been meticulously rebuilt from the ground up, offering an...
Luxury Ocean Front Property! Ocean& pool view. B204
Premium features luxury rooms including complete kitchen and laundry facilities. Ocean view from your rooms and private lanais. Pool front with easy access to grills, waterfalls, and 2 pool slides. Enjoy both the full fitness gym and the resort full service spa. Perfect...
Special 99dollar/night. Semi-private. See reviews. Check calendar for dates.
Our ground level, newly renovated, fully equipped, and centrally air-conditioned, garden view studio is located in the quiet section of the Banyan Building. It has a full semi-private lanai, and offers a full-sized and fully-stocked kitchen. We have upgraded with new...
Beautiful Princeville Condo
Welcome to paradise! Enjoy your gorgeous 2bd 2ba, upstairs 2nd floor Kauai condo, in an extremely low density sub-division of Princeville. Very quiet and semi-secluded. Backs up to Makai golf course, with a short hike to nearby Sea Lodge beach and Wylee's beach.Fully...
Private villa in a highly-sought after location
Kapalua Golf Villa 27 V 3 is a 1-bedroom, 1-bathroom villa that offers unobstructed ocean and golf course views, an in-unit washer/dryer, and central A/C. Please note that this property does not have elevators. Unit 27V 3 can accommodate up to 4 guests. As you step into...
Luxurious 3BR/3BA Retreat with Private Beach Club Access in Mauna Lani
Summary:Escape to paradise at this luxurious townhouse in Mauna Lani Resort, perfect for families! This spacious 3-bedroom, 3-bathroom home with a loft comfortably sleeps 8 and offers resort-style amenities. Enjoy the exclusive gated community of Mauna Lani Palm Villas,...
STUNNING REMODEL-OCEAN VIEWS-GREAT BEACH ACCESS-AC-METICULOUS CLEANING
Book with confidence, this stunning, 2 bedroom, 2 bathroom (902 sq. ft) condo that has been completely remodeled with beautiful modern finishes. The condo has ocean views from every window and great beach access as it is right across the street from Kamaole Beach 1....
>> Penthouse Million Dollar Direct Oceanfront View 2 Oceanfront Lanais Sleeps 6
The Paradise Penthouse The Ultimate Maui Vacation Rental. Spectacular Ocean / Beach Front Maui Penthouse the Paradise is an Ocean / Beach Front Maui Penthouse with 2 Bedrooms & 2 Bathrooms. Look no further The Paradise Penthouse Condo has views you will never want to...
Maui Kamaole G-202 - Spectacular Views, Updated and Elegant, Wi-Fi & Split-AC!
Welcome to your serene island sanctuary, Maui Kamaole G-202. A spacious two-story escape designed to elevate every moment of your Maui vacation. With sweeping ocean views, luxurious finishes, and an open, airy layout, this upscale condo offers the perfect blend of...
Tropical snowbird escape by world’s tallest volcano - lanai, yard & washer/dryer
Pukeawe HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience a unique setting at the base of the Mauna Loa volcano at this family-friendly home. You’ll love being located...
Rainbow Hale unit 4
Discover your ideal Hawaiian escape at this stunningly renovated 2-bedroom retreat in Hilo, where every detail is designed to envelop you in comfort and style. Each beautifully decorated bedroom is equipped with thoughtful amenities and air conditioning, making it the...