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.
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...
Aqua Aloha Surf Waikiki 1113 Moderate Studio with Partial City Views
Aqua Aloha Surf Waikiki #1113 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 223 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site amenities...
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
Kumulani I-1 offers a serene retreat in Kamuela, HI, perfectly positioned to showcase sweeping ocean views from its expansive lanai. With 1,375 square feet of thoughtfully designed living space, this inviting vacation home accommodates up to four guests and provides an...
Newly Remodeled Ocean View Steps to Waikiki Beach
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...
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...
Oceanfront Top Floor Luxury Condo for 2 - Wailua Bay View 306
Wailua Bay View Unit 306 is a premium ocean front condo with stunning views from the lanai. WBV 306 has been renovated with luxurious amenities. This unit is limited to a maximum of 2 adults. No children or pets are allowed.This is a top floor unit with incredible views...
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 2026. 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...
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...
Walk to Beach | Pool + AC | Heart of Kihei
Welcome to your tropical retreat at Kalama Terrace in South Kihei — a bright, comfortable 1-bedroom, 1-bath condo perfectly situated for exploring Maui’s best beaches, restaurants, and activities. This clean and well-stocked unit offers the ideal mix of comfort,...
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 that...
Your Maui vacation home - beautiful oceanview Maui Kamaole I-103
NO STAIRS, INSIDE OR OUTWelcome 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 and blackout blinds, the large livingroom a queen-sized...
KBM Resorts | FREE CAR | Wailea Beach Villa | Spacious 3-Bedroom Condo with Sweeping Ocean view! WBV-PH 412
** 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 Close to volcano New 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...
Alii COVE#S-1: Beautiful 2 Level Spacious 3 Bedroom with AC!
Alii Cove#S-1 is an excellent beautifully furnished option for your Vacation. This VERY spacious, 2 story 3 bedroom, 3 bath unit has fantastic features that many guests enjoy. A perfect option for up to 8 people! ~Largest Floor Plan in Alii Cove. Living Area, Main...
Stunning Ocean Front Views, Wailea, Polo Beach Club Condo - unit 303
Welcome to your tropical escape at Polo Beach Club, our cherished slice of paradise! Having fallen in love with this magical location years ago, we are thrilled to be able to share our beautiful condo with you. Nestled at the tranquil south end of Wailea Beach Walk,...
Family friendly Quiet Kailua Beachside lane, steps to lane private beach access
Only steps to beach through private street gate, and a short 1.5 mile bike to Kailua town. 2 bedrooms, family room, and kitchen on 2nd floor; laundry, 1 bedroom and bath on 1st floor. Washer/Dryer, Basic Cable, and Wifi includded. Small pets ok. Monthly rentals only -...
Waikiki Condo Has 2 Bedrooms & 2 Baths, with 1 free parking space.
This Waikiki condo was newly remodeled in June 2023, with 2 bedrooms, 2 full baths. The full kitchen has an oven, stove range, microwave, dishwasher and refrigerator, and includes fully stocked, large living room has a queen size sleep sofa/futon and 2 single full-out...
5 Star Upgraded Oceanfront 2 BR condo w/Amazing views & AC-Sands of Kahana 326
Imagine your next vacation in paradise and now imagine you are able to rent a condo that has all of the comforts of home and the views dreams are made of. Sands of Kahana unit 326 on the second floor of the oceanfront building 3 (feels like 3rd. Floor due to first...
Family fun! Recently remodeled. Closest Unit to the Amazing Pool
Welcome to Kaanapali Royal’s H-102 vacation rental. Completely remodeled in June 2019. 2 bed 2 bath condo with a queen sleeper sofa in the living room and a twin sleeper in master sitting area..Everything is brand new. The unit was remodeled from top to bottom. Onsite...
Purple House in Paradise
Our 700 sq. foot 2 story home, Miloli'i Beach Bungalow, is located 33 miles south of Kona in Miloli'i. If you are looking to get away from the hustle and bustle of the city, you've come to the right place. Our little house in paradise, 550ft from waterfront local...
Just 40 Steps to the Most Beautiful White Sand Beach in the World
Tropical Trade Winds and Unsurpassed Views are from our Beach Front Home. Opens up for full enjoyment of Hawaii's Climate. Our rap-around Lanai overlooks the beautiful beach, Kailua Bay, and Offshore Islands.Kailua is a small upscale town with excellent retail stores....
Fully Remodeled Modern Island Style!
Aloha and welcome to our condo, the Palms at Wailea 606. We’re looking forward to hosting you and making your vacation fun and enjoyable.The Palms at Wailea is an upscale community that offers you great shopping, dining, golfing, world-class resorts, and beaches all...
bright 3 bed,3 bath, pool, hot tub, tennis, breeze
Summary:Relax with the whole family in this lovely 3 bedroom 3 bathroom condo that overlooks the Waikoloa Village Golf Course and Kohala Mtn. Complex has a large swimming pool, hot tub, exercise room. tennis court and pickleball court. Barbecues within steps of the...
Deluxe, Private Sanctuary at Hawaii Volcanoes National Park!
'Volcano Mist Cottage is the perfect combination of camping out and 5-Star Hotel accommodations' (from our guestbook). This deluxe, personal and very private eco-resort is nestled in the Kilauea Forest Preserve adjacent to Hawaii Volcanoes National Park - an...
Maui Resort Rentals: Honua Kai – 3 Total Bedrooms + Den w/ Lush West Maui Mountain Views!
This exceptional four-bedroom plus den offering combines three spacious neighboring suites to create the perfect gathering place for any large group or family. Boasting an incredible oversized lanai and spacious interior, Konea 212 is a luxurious two-bedroom mountain...
Hale Leilani - Adventure Awaits
Relax and enjoy our pleasant and welcoming well equipped Home away from Home. Here you will find real Hawaiian flair within a cute renovated Plantation style Home. Location is prime - 5min to the Beach Parks, 3min to the Airport & 7min to Downtown. Our private House...
New! Lae Nani #621, AC, Ocean View, Tropical Oasis, Steps to Beach and Town
Lae Nani Resort Kauai #621, Beautiful Ocean View Unit on a Tropical Beachfront Oasis. This Kauai Vacation Rental is conveniently located in Kapaa Town within walking distance to shops, restaurants, and just steps to beautiful white sandy beaches. Accommodates up to 4...
Exquisite Oceanfront Wailea Beach Villas B202
Wailea Beach Villas has been ranked #4 in Hawaii by Condé Nast Readers. This recognition places WBV among the very best resorts in Hawaii, and the best on Maui!This property is hotel zoned, and not being affected by the recent proposed legislation.Be one of the first...
Kaanapali Royal B-102 - Remodeled - Golf Course Living - Free Fun
Completely remodeled December 2021 - With more than 1,500 sq ft of air-conditioned living space, this gorgeous condominium is ideally located directly on the Kaanapali Golf Course. "Sale" into Whale Season: PROMO CODE: SALE26. (Can not be used in combination with any...
Hale Kahili Nui – Poipu Beach Estates Luxury Villa
For those desiring larger accommodations, Hale Kahili Nui able to be combined with Hale Kahili Ohana for a Hale Kahili 8 Bedroom Estate experience.Amazingly spacious and extraordinarily appealing, this newly constructed 2-story villa is conveniently located in Poipu...