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.
🏖️Amazing Ocean, Golf & Sunset Views | Great Location | vrKCV
vrKCV - Hali'i Kai 8G, Professionally Managed by Kona Coast VacationsWelcome to Hali'i Kai 8G – Your Perfect Getaway!Aloha! Nestled within the stunning oceanfront, gated community of Hali'i Kai in the Waikoloa Beach Resort area, this beautiful two-story townhome...
Luxe Townhome, Ocean Views, Relax by the Pool
- Luxurious two-story townhome with a private elevator and sleeps 10 comfortably- One of the few villas offering both pool and ocean views- Prime location near the pool and just minutes from the beach- Hotel-quality beds with luxury linens- Private lanai with seating, a...
Oceanfront and Sunset Views: Beautiful remodeled Ground Floor Condo - The Mahana
The property and its breathtaking views were already spectacular, but it's now even better thanks to a recent remodel. From the exquisite Travertine flooring and luxury mattresses to numerous activities and pool use, this oceanfront Maui property offers everything you...
Oceanfront Condo at Sugar Beach Resort- Stunning Sunsets and Beach Front
Premier Hosts! - Book with confidence - Sugar Beach is zoned as a Resort and won't be subject to any legislation that might change its usage.Unit #323, one of the nicest one bedroom oceanfront condos at Sugar Beach Resort, located on the 3rd floor of the Mill...
BIG ISLAND OHANA HALE- Beautiful Oceanfront Home in Puako, Stunning Sunsets!
Walking into this home, the first thing that greets you is the sight of the sea. The house is directly behind a short seawall with views from virtually every room. The designer-furnished home is two-stories with three oceanfront bedrooms, two on the ground floor and one...
Deluxe 2 Bedroom 2BA on Ocean Front Property with Private Beach Unit B131
This recently renovated and conveniently located, 1288 sq. ft ground-level unit is steps away from the pool, the private sand beach, and an ocean-front salt-water pool. It boasts a spacious living room and dining area with high speed internet. The fully equipped kitchen...
Hale Kahakai | Ko Olina | Beach Villa w/ Pool!
Summary:Welcome to Hale Kahakai in Ko Olina! Nestled between exotic gardens and shimmering koi ponds, this charming paradise beckons vacationers looking for a secluded tropical escape. Maximum occupancy strictly enforced in accordance with local ordinances.The...
Welcome to 1604, Our Little Piece of Paradise!
Welcome to Unit 1604 at the Fairways at Mauna Lani! This is the largest 1646 SF 2 bedroom floor plan where both bedrooms are located upstairs providing a peaceful sleeping area separate from the living area downstairs. They each have their own full en suite bathrooms so...
Romantic waterfall cabin in the rain forest
Your own private log cabin and waterfall! Listen to the rushing stream as it cascades over your own private 50 foot high waterfall in your own private cabin. For the writer. For the dreamer. For the romantic getaway. Be inspired, transported and immersed into our...
OCEANFRONT Poipu Studio - Honeymoon, AC, View Turtles from Lanai, Access to Gym
NEW AC Split Air SystemNEW Free Access to air-conditioned Strength Studio gym in nearby Koloa Town - 30 minute workouts. Vasper Systems, ARX and Carol bikes.Now offering an 850 sq ft Oceanfront 2nd Floor Studio with new expanded oceanfront lanai for Two. Overlooking the...
Ocean & Beach Front 1 Bed/1 Bath Condo with Central AC & Laundry
Welcome to Ocean & Beach Front Maui Paradise with Central Air! You will have a 777 sqft one bedroom and one bathroom condo in Royal Kahana that can comfortably sleep four. There is a beach, IN-UNIT laundry, community pool, gym, BBQs, ping pong table, nearby restaurants,...
Marriott's Waiohai Beach Club 2BR Islandview Villa
Tucked along the pristine Poipu beach in the heart of Kauai's South Shore, Marriott's Waiohai Beach Club invites travelers to step away from the hurried pace of daily life and ease into the soothing tempo of island living. Flanked on both sides by world-class resorts,...
Maui Parkshore 2 Bd 2 Bth Great Ocean View Vacation rental
Experience the ultimate Maui Style living with this top-floor 2-bedroom, 2-bath condo at Maui Parkshore - boasting panoramic views of the Pacific Ocean. Located just steps away from the golden sands of Kamaole Beach Park III. Designed to capture the essence of...
Magic Sands Home, Steps From The Beach! Air Conditioned!
Welcome to this wonderful 3 bedroom / 2 bathroom duplex home only a 3 min walk from Magic Sands Beach. Just remodeled and professionally decorated, this charming vacation getaway has all of the comforts you desire in your home away from home, including air conditioning!...
Wai'ula'ula J202 - Fairway-Adjacent Home
This designer-inspired, upper-level, oceanview residence offers a great room with sliding glass pocket doors for indoor/outdoor island living, a chefs' kitchen outfitted with Sub-Zero, Wolf and Fisher & Paykel, dual master suites each with a king bed, a third bedroom...
Panoramic Breathtaking Ocean-Sunset-Bali Hai Views, A/C + Surf Crashing Below!
***Come Celebrate the Holiday Season in Paradise***Last few available nights of 2025 set at the lowest rates of the year:Nov 27-29Dec 3-6Dec 14-20Welcome to Hale `Ikena Kai ("home of mystical ocean") at Pali Ke Kua, a unique home vacation experience on Kauai’s...
1BR/2BA Maui Kamaole/Wailea Border. K Cluster @ Tropical Pool!
Personal Touch:We stock everything you need: dish soap, laundry soap, paper towels, napkins, Kleenex, TP, garbage bags, coffee filters etc... All you need to bring is you! We provide the definition of a care free vacation, if this interests you, read on... This is our...
Pole House On Wooded Estate With Fabulous Coastline And Mountain Views
As of April 1, 2020, our guesthouse is now only available as a long term rental (6 month/180 days or more).Our guesthouse is nestled along the slopes of Mount Hualalai on our 40 acre ranch and coffee estate. Located above the historic and scenic Mamalahoa Highway and 2...
Poipu Shores 101B - Ocean Front, 1 bedroom, 1.5 baths, AC
POIPU SHORES 101B AT KOLOA KAI VACATION RENTALSEscape to Poipu Shores 101B, an oceanfront haven where stunning views and luxurious amenities await. Nestled along the breathtaking Poipu coastline, this condo offers a serene retreat with access to everything you need for...
Tranquil private home 5 minutes to Hawai'i Volcanoes National Park
Mauna Nani is a very quiet, secluded home surrounded by ohia trees that is close to all there is to see in Volcano. 3 bedroom 2 bathroom vacation house that truly feels like home. From the tranquil garden, to the pineapple patches and bananas, this is a great place to...
Easy walk to beach! Spacious Patio, Covered Lanai, Shared Pool, Gym
Minutes from the beach! Paradise awaits. Immerse yourself in the breezy and tropical feel of our condo with all the amenities at your convenience!Hosted by LoveRentals and locally managed by Lauren and Peter. This luxurious rental villa features three bedrooms, a...
18FL Charming air conditioned apartment in Waikiki with scenic view from lanai
This superb apartment in Honolulu is a cool retreat for guests looking to unwind. With modern amenities like heating, AC, an iron, and a hair dryer, this lovely space offers a queen bed, sitting area Smart tv Wifi and a cozy bathroom with a walk in shower supplied with...
Enjoy the Ocean View, Relaxing Beaches and Vibrant Night Life.
Located on the same block as the Fort DeRussy Park, where no other hotels obstruct the fantastic ocean and park views. Our condominium is a studio with kitchenette. It has a two burner cook top, dual purpose microwave oven/ standard oven, mini refrigerator, two cup...
Condo near the beach with lanai, shared pool & hot tub, spa, gym, tennis & wifi
Shores at Waikoloa 213Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to The Shores #213 at Waikoloa Beach Resort, a beautifully landscaped and gated community in the heart...
Experience Unmatched Comfort with Magnificent Panoramic Views and AC!
**Kapalua Golf Villas 21T 5-6**This newly remodeled, ground-level 927 square foot residence offers a spacious master bedroom with a king-size bed and a remodeled full bath. The master vanity area features excellent lighting, perfect for makeup and hair. The guest bath...
Kumulani I-1: Breathtaking Ocean Views w/ Wrap Around Lanai, Pool & AC
Your tropical dream vacation awaits you at Kumulani I-1 by Gather, a deluxe, ground-level, two-bedroom, two-bathroom condominium featuring ocean, mountain, and lush tropical views. Located inside the historic Mauna Kea, the resort built by billionaire businessman...
May Cancellation Discounts available. Island Retreat Spacious 3B 3B home.
Aloha and e komo mai (welcome) to Hale Alana, your oasis in Wailea, Maui. Please contact us for seasonal discounts and special rates!Step into Hale Alana, a Polynesian-inspired home situated on a 1/2 acre tropical paradise. With three inviting bedrooms, two being...
❤️PiH❤️ HOKU LANI HOUSE ★ Heated Private Pool & Spa ★ Hapuna Park Waterslide ★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Hoku Lani House a brand new exquisite 4 bedroom, 4 1/2 bath home located in Hapuna Estates within the Mauna Kea Resort. Prepare to embark on a truly remarkable escape where luxury, comfort, and natural beauty...
Cotton Candy Sky Kona Pacific Condo
Enjoy ocean and garden views from this third floor, corner unit condo in Building C of Kona Pacific! Located in a prime location in the heart of Kailua Kona on the Big Island of Hawaii, this 1-bedroom, 2-bathroom condo has been completely remodeled. It also offers...
Amazing 3 Bed Townhome with Private Beach Club
Luxurious vacationing at its best in this custom 3 Bed/3 Bath Townhome. Full air mattress can be set up in the office area to expand the number of guests to 8. A custom kitchen, outdoor grilling area, gorgeous bathrooms with washlet toilets, a dedicated office area,...
❤️PiH❤️ TRANQUILITY VILLA ★ NearPools/Rec Center ★ BeachToys/Bikes ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to Tranquility Villa at Kulalani on the Big Island of HawaiiThis home provides a perfect setting for your Hawaii getaway and is well suited for couples or families up to 6 people.We love friends & familiesBig...
Hilton Pool Pass incl - Spacious & Relaxing Resort Gem ~ View ~ Pool ~ Gym
Hilton Pool Pass Valid for stays in 2025. Maximum 6 persons per pass (children under the age of 5 are not counted towards the 6 person max). Use of the Hilton Waikoloa Pass is valid from 4 pm on your arrival date and 10 am on your departure date. The pass and...
Tropical Harmony Oasis with Breathtaking Ocean Views in Hawaii
Summary:Our Harmony House is a one-of-a-kind retreat that offers guests a peaceful and rejuvenating experience. It's perfect for families or couples traveling together, with two bedrooms and two bathrooms. As you enter the space, you'll be struck by the unique decor,...
Waikoloa Beach 2bdrm/2ba remodeled condo close to the beach.
Enjoy our remodeled 2 bedroom condo conveniently located close to the resort pool and Pavilion. This condo is well equipped and used exclusively for guests. It is a corner unit located on the ground floor with easy access from the reserved parking space. Also, we are...
Third floor condo with ocean views, pool and hot tub access, and golf nearby
Shores at Waikoloa 333Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself living the best life at this stunning, ocean, mountain, and fairway view condo in the heart of the...
Luxury Condo with AC, Large Pool, Golf Course, Gym
Same listing as https://airbnb.com/h/pilimai5j. The new Pili Mai Resort is an open-skied sanctuary within the popular town of Poipu. The luxury condo comes with 3 bedrooms, 3 full bathrooms, office workspace and spacious lanai to enjoy the beautiful garden view with...
MANA KAI 509 on Keawakapu beach Kihei
This amazing newly renovated two bedroom condo has breathtaking ocean views, brand-new everything including appliances and top of the line luxury mattresses and bedding! Located on the fifth floor giving you stellar ocean views. The property is oceanfront situated on...
Access to Mauna Lani Spa/Tennis/Pickleball/Gym/Lap Pool included with booking
Fabulous property overlooking the 16 hole at the Mauna Lani North Course. Spacious,sophisticated and newly refurbished. New owners have refreshed this beauty. This property boosts 20 foot ceilings in the Living room with panoramic views of the volcano and surrounding...
Direct Oceanfront - Magic Sands Beach!
Unit recently remodeled - new portable air conditioner, brand new appliances, flooring, furniture, linen, towels, and full size hot water heater!This gem is literally a few steps from the Ocean. It faces West, which allows you to see amazing sunsets every evening. Relax...
Beautiful suite with ocean view and sleeping 6 surrounded by lush gardens
Our newly renovated 2-story Manta Suite occupies two upper floors in a unique 3-story building that used to be a processing site for a macadamia nut farm, now converted into fun, spacious living quarters. A large shared outdoor kitchen and barbecue are just steps away....
King Bedroom Beachfront Sans Souci 1104
You'll find bicycles, golfing, and more on site at this beach apartment. There's convenient covered onsite parking, so you can leave your vehicle behind and head out to Waikiki Beach and Kaimana Beach, just a short walk away. Relax on the porch or lanai (enjoy the...
🏖️Ocean View | Private | AC | Child Friendly | Salt Water Pool | vrKCV
vrKCV - Hawaiian Honu House, Professionally Managed by Kona Coast VacationsHawaiian Honu House in Kahakai EstatesWelcome to Hawaiian Honu House, a stunning 3-bedroom, 2-bathroom home in the tranquil gated community of Kahakai Estates, just minutes from downtown...
Paradise found at the Hale Kalani - 3 Bedroom Surf Condo in Princeville.
Welcome to Hale Kalani, a thoughtfully curated getaway where you can relax, recharge, and immerse yourself in the magic of the Garden Isle. We’ve outfitted this space with all new linens, towels, and eco-friendly cleaning products, and adorned it with local artwork...
Your Maui vacation home - beautiful oceanview Maui Kamaole I-103
Welcome to our beautiful oceanview Maui Kamaole I-103 condo. This is a large 1040 sq ft 1-bed 2-bathroom ground-floor condo with NO STAIRS. The bedroom boasts a comfortable king-sized bed, the large livingroom a queen-sized Murphy bed (no pull-out sofa). The main...
Niki Lani Condo on the Golf course @ Turtle bay - Kuilima Estates West
*Newly renovated* 3 bed 2 bath beach condo that Sleeps 10+. Make this Island Oaisis yours! Discover O'ahu and enjoy the beautiful North Shore! Just a 5 minute walk to the relaxing beaches of Turtle bay and a 5-15 min drive to many legendary beaches with soft sand,...
KBM Resorts | FREE CAR | Wailea Beach Villa | Spacious 3-Bedroom Condo with Sweeping Ocean view! WBV-PH412
** 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...
Pineapple Paradise at Poipu Crater A/C In Bedrooms
Poipu Crater is our slice of paradise AND it's literally located inside of an extinct volcanic crater. Nestled into the hillside, this condo is shaded from the afternoon sun keeping it comfortable and cool. This is our home away from home. We live on the west side of...
2 Bed 2 Bath Condo - Stunning Ocean views, Spacious, Clean and Comfortable
- Ocean Gem - A conveniently located 2 bedroom 2 bath condominium blocks from everything you would need including, Beach, shopping, restaurants, night life, hospitals and bus transportation and Biki Bikes- 10 min walk to large local grocery store Don Quijote.- 15 min...
Sunset Suzy's big island getaway nClose to volcanonNew home
Enjoy my private secluded property that lies on a one-acre manicured lawn. Watch Hawaiian birds fly around my home and land in my yard to say hello. My new one bedroom one-bathroom comfy Hawaiian home has everything you need and more. A Brand new large kitchen equipped...
Elegant, Bright Remodel! Tropical Views! Ekahi 40D
Located just moments away from the pristine beaches, this elegant condo offers the perfect balance of tranquility and convenience. Explore the nearby attractions, engage in water sports, or simply lounge by the pool and soak up the sun.Welcome to our exquisite...