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.
Discover a Luxury Big Island Escape at Waikoloa Colony Villas 2105
Discover the ultimate getaway at the Big Island Waikoloa Colony Villas 2105, where luxury meets comfort.Nestled on the stunning Kohala Coast of Hawaii, the Big Island Waikoloa Colony Villas 2105 offers an idyllic retreat for families and couples alike. This luxurious...
Stunning 2BD 2BA Ocean Front Condo Great View, AC
Wake up to the sound of the ocean just steps from your door. This direct oceanfront 2-bedroom, 2-bath condo in Maalaea is perfect for couples, families, or friends looking for a relaxed Maui stay with unforgettable views, steady trade winds, and an easy, central...
Stunning ocean-view and is in the heart of Wailea. This beautifully appointed 2-bedroom residence offers sweeping Pacific views from the living area and lanai. Just steps from the scenic Wailea Coastal Walk and world-class beaches, the resort features two sparkling...
Chic Maui Studio Steps from Beach & Ocean
Aloha and welcome to Banyan 308. Our remodeled 250 square foot studio is one of the most stylish at the Maui Banyan. Steps away from Kama’ole Beach II in the heart of South Kihei within walking distance to world-class beaches, shopping and amazing restaurants.We’re...
Welcome to your dream Big Island getaway at Mauna Lani Point A-107! This stunning one-bedroom residence offers breathtaking ocean views that will captivate you from the moment you step inside. Immerse yourself in a tranquil ambiance as you relax in the spacious living...
Kiahuna Plantation Resort 82 Royal Garden 1 BD
Nestled among tropical gardens, this 2nd floor cottage-style condo offers a quiet, comfortable stay just moments from the beach. Ideal for couples or small families seeking a peaceful island escape. Unit 82 Royal Garden View 1 Bedroom 1 Bath• Fully equipped kitchen...
Kaanapali Alii 4262 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 426, a stunning two-bedroom condominium in Maui’s exclusive Kaanapali Alii Resort. This spacious 1,788-square-foot residence offers...
Kona Magic Sands#313:Top Floor,Direct Beachfront, Rarely Available Lanai unit
Kona Magic Sands #313 – Top Floor Beachfront ParadisePerched on the top floor of the coveted Kona Magic Sands complex, Unit 313 is a rare gem—one of the few with its own private ocean-view lanai. Fully newly remodeled from top to bottom, this bright and stylish condo...
The waterfall estate at Maunaolu
The Ultimate Hawaiian Estate RetreatWelcome to your own private Hawaiian oasis—an expansive 4-bedroom, 4-bathroom luxury estate set on over an acre of lush, landscaped grounds. Perfect for family gatherings, retreats, and unforgettable getaways, this resort-style...
*NEW* Kea’au Big Island Studio Retreat
Located on the eastern side of the Big Island, this modern 1-bathroom Keaau vacation rental puts right in the heart of the area's top outdoor destinations. Explore scenic hikes in Hawai’i Volcanoes National Park, enjoy the tropical landscape in the mists of Akaka Falls,...
Aqua Aloha Surf Waikiki 1204 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #1204 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach,(1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 360 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect...
Oceanfront Bliss: Studio Premium Villa at Westin Ka’anapali Ocean Resort Villas
Step into paradise with a Studio Premium Oceanfront Villa at Westin Ka’anapali Ocean Resort Villas, where the ocean is your backdrop, and relaxation meets adventure. This intimate yet luxurious villa offers everything you need for an unforgettable Maui retreat.–...
5th Fl Four Paddle | AC | Parking | Pool
Located on the 5th floor, this condo provides a quieter escape while keeping you close to shopping, dining, and beachside fun. This unit has a minimum 30-day stay requirement.Features include:Bedroom: Two twin beds with ample storage spaceLiving Room: Pull-out sofa bed,...
Cool studio in Naalehu with ocean views
Welcome to Avocado House, a peaceful retreat on Hawaiʻi’s Big Island with sweeping ocean views, a wraparound deck, and stunning sunrises. Close to Green Sand and Black Sand beaches and a scenic drive to Volcanoes National Park, this cozy escape features a California...
Regency Waikiki 72 City View 1 Bedroom
Experience Waikiki from this stylishly renovated one-bedroom condo, perfect for up to four guests. Featuring all-new furnishings, it offers a fresh and modern retreat just moments from the beach. Unit 72 City View 1 Bedroom 1 Bathroom• Newly renovated with all new...
Awesome Condos in the heart of Waikiki Beach
Waikiki Beach 4 U Condominiums are located a short walk to the International Market Place and approximately a 5 minute walk to the famous Waikiki Beach.Our condominiums have a full kitchen, complete with pots, pans, dishes and utensils. Bedroom is furnished with a queen...
Uncover the Ultimate Family Getaway at Kings’ Land by HGV-1 Bedroom Plus
Looking for a fun-filled family vacation in paradise? Kings’ Land by Hilton Grand Vacations is your gateway to the perfect blend of tropical relaxation, thrilling adventures, and unforgettable family memories! Located on Hawaii’s gorgeous Kohala Coast, this resort...
Waikiki Luxury Ocean Escape 33F – 1 Parking
Aloha! Enjoy this newly renovated, modern condo just steps away from World Famous Waikiki Beach with panoramic view of Ocean views on the 33rd floor of Waikiki Banyan. The condo is a true, large one-bedroom, with a King size bed in the bedroom, a queen sofa bed in the...
Waikiki Oceanview Luxe Retreat 2BD, Free Parking
Aloha! Wake up to breathtaking ocean and sunset views at this luxurious 2-bedroom, 2-bathroom oceanfront suite at Waikiki Beach Tower. With unobstructed ocean views, 1,200+ sqft of space, and a private lanai, it’s perfect for up to six guests.Enjoy a fully equipped...
HM33B Stunning Ocean View Waikiki 33F Studio
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building, with City/Ocean view, small refrigerator, microwave, AC and Wifi; ideal for 1 or 2 guests. About 10 min walking distance from the...
Find Paradise at Marriott Maui Ocean Club Towers-Three Bedroom Villa
OM Villlas is proud to present luxury villas at Marriott's Maui Ocean Club Lahaina.Reservations are available in weekly (7 night) increments with arrivals and departures on Saturdays only.Beginning Aug. 23, 2025, to Dec.16, 2025, Marriott’s Maui Ocean Club - Lahaina &...
Relax in Paradise – Studio at Sheraton Kauai Resort
Find your tropical getaway in this Studio Villa at Sheraton Kaua‘i Resort, ideally located on the sunny South Shore in Po‘ipū. Perfect for couples or solo travelers, this villa is thoughtfully designed comfort with easy access to resort amenities.Inside, you’ll find a...
Kapalua Golf Villas - Double Retreat in Maui’s Premier Resort, Sleeps 8 in Total
This listing is a combination of 2 separate units close to one another.The ResidencesExperience the best of Maui with this unique two-villa combination in the prestigious Kapalua Resort. Perfect for families or couples traveling together, these villas offer the...
Oceanfront Luxury at Lanikai 132 | Central A/C & King Suites
Lanikai 132 – Stunning Oceanfront Third-Floor Retreat with Central A/CWelcome to Lanikai 132, a beautifully appointed third-floor oceanfront condo overlooking the turquoise waters of Wailua Bay. This spacious 2-bedroom, 2-bathroom retreat features central A/C...
New Listing! Unique, modern 2bd close to the beach
Welcome to Maui Banyan P202 & P202A, a bright and inviting two-bedroom, two-bath condo with a connecting door that comfortably accommodates up to six guests. Wake up to soft ocean breezes and Maui sunlight streaming onto your private lanais. Located directly across from...
Royal Kahana Maui 1119 Ocean View Studio
Relax in this stylish ocean-view studio near Kaanapali, offering a peaceful retreat for couples or solo travelers. Unit 1119 Ocean View Studio• 11th floor studio with balcony overlooking the ocean • Studio kitchen includes microwave, stovetop/oven, coffee maker,...
Hillside Villa 2102 – Ocean View & Cozy | Onsite Staff & Daily Housekeeping
This ideally-located, 2-bedroom, 2-bath ocean view villa is the perfect size and features beautiful ocean, golf course, and sunset views and sleeps up to 4. Beach access and all of the resort’s amenities including golf, spa and sports club are less than 2 minutes away...
Townhouse with pool & golf course views
Summary:Near Golf & Beaches, 2 Pools, Paradise! Gated CommunityThe Space:Aloha & welcome to your Waikoloa retreat – a peaceful getaway surrounded by sunshine, golf views & island charm! Enjoy easy comfort, shared leisure spaces, & all the essentials for a relaxing...
Cozy Hotel Room w/ Partial Ocean Views and AC - Bamboo Waikīkī Hotel #1206
Castle Bamboo Waikīkī Hotel #1206 - This studio boasts a rustic island décor with tropic earth tones, and handsome hardwood flooring throughout. The large sliding glass doors allow for natural sunlight and lead to a private outdoor lanai where you can relax in comfort...
Honua Kai | 4 FREE Rental Cars | KBM Resorts | Ocean Front | 4 Units, 8 Bedrooms | HK ML-2543
** 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...
Dlx Oceanview Maui Studio...Steps to Ocean! Updated. AC.
Aloha: welcome to your own Deluxe Oceanview West Maui Studio condo rental,..Ideally located just minutes from famous Kaanapali resort, and steps to Beaches! Your Maui Condo rentals features an updated Hawaiian-tropical decor, in a beautiful setting... with separate...
Beach Access, Stunning Beach and Mountain Views, Spacious Family Suite
Escape to Hawaiʻi’s western coast with this spacious two-bedroom, two-bath villa at Marriott’s Ko Olina Beach Club, nestled in the luxury resort enclave of Ko Olina. Perfect for families, friends, or extended stays, this residence features a master bedroom with a king...
1BR Loft on Golf Course | Walk to Turtle Bay Beach
Wake up to mountain views from your sunny 1BDR perch in Kuilima Estates — a gated condo community right on Turtle Bay’s golf course. Brew your coffee, grab a towel, and head straight to the beach. A full kitchen, washer/dryer, and breezy upstairs sleeping nook make it a...
** 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...
Amazing 2B/2B Ocean Front Condo, Great View! AC
Come to Maui and watch the stress melt away!!Our condo is DIRECT OCEANFRONT, You can't get any closer to the ocean than our condo! Maalaea village is a gem with its central location and its fantastic trade winds. They provide a cooling breeze that keeps the temperatures...
Peaceful 180' Ocean View Getaway in Hawaii!
Escape to a wonderful 3-bedroom house in Holualoa. Each bedroom features a cozy queen bed, perfect for a soothing night's sleep. With 2 bathrooms offering both a bathtub and shower, guests can unwind in comfort. This welcoming property also includes WiFi, a hair dryer,...
Overlooking Pearl Harbor with beautiful porch views of sunrise and sunset. Centrally located, just a 20-30 minute drive to most parts of the island.5 minutes from Pearlridge Shopping Center, and only 10 minutes from the airport. Lots of great restaurants in the...
Waikiki 1BR 34th FL Corner unit with view! 30days stay Big terrace & New Floor
Waikiki super convinient location. Very easy to access to beach, restaurants, sightseeing, shopping.34th floor corner one bed room condo very nice view with ocean and Friday fireworks view from Lanai(balcony) .Lanai is very specious with outside coffee table and chairs...
Kahala Oasis: 6BR Retreat with Pool, Spa & Near Beach
Set along prestigious Kahala Avenue on O‘ahu’s sunny south shore, Kahala Oasis by Gather is a grand 6-bedroom, 6.5-bath luxury estate offering timeless elegance and island tranquility. Spanning 5,500 square feet of living space, this expansive retreat accommodates up to...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Fun at KoOlina Club Resort+Amenities.STUDIO
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this stylish 𝐒𝐭𝐮𝐝𝐢𝐨 𝐒𝐮𝐢𝐭𝐞 at the stunning 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬 𝐊𝐨 𝐎𝐥𝐢𝐧𝐚 𝐁𝐞𝐚𝐜𝐡 𝐂𝐥𝐮𝐛, 𝐎ʻ𝐚𝐡𝐮’𝐬 𝐩𝐫𝐞𝐦𝐢𝐞𝐫 𝐁𝐞𝐚𝐜𝐡𝐟𝐫𝐨𝐧𝐭 𝐑𝐞𝐬𝐨𝐫𝐭.Unlock 𝐌𝐞𝐢𝐥𝐢 𝐌𝐞𝐦𝐛𝐞𝐫-𝐎𝐧𝐥𝐲 𝐑𝐚𝐭𝐞𝐬 & 𝐔𝐩𝐠𝐫𝐚𝐝𝐞𝐬:𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 ($500–$1000 𝐎𝐅𝐅 𝐬𝐞𝐥𝐞𝐜𝐭 7-𝐧𝐢𝐠𝐡𝐭 𝐬𝐭𝐚𝐲𝐬)...
7th Floor Ocean Views W/A/C and WiFi- Waikiki Shore
Waikiki Shore #705: The only beachfront vacation condominium in Waikiki, Waikiki Shore impresses with spectacular ocean, Diamond Head, and Fort DeRussy Park and garden views. Ranging from studio to two-bedroom deluxe ocean views, each condo space wows. Each...
Wailea Elua Village 707 - 2 Bedroom Ocean View Condo
Ideally situated in a quiet corner along the northern edge of the resort, Wailea Elua Village 707 is just a short stroll to the beachfront pavilion with swimming pool. This vacation rental in the heart of Wailea offers guests a comfortable and upgraded home which...
Lovely 2 Bedroom Condo in Makaha Valley
If you are looking for gorgeous less crowded beaches, unique hikes, and perfect surf this is your kind of place. 2 bedroom, one bath unit in Makaha Valley, West Side of Oahu. Just 1.5 miles from beautiful beaches, only sand, ocean, surf and majestic mountains! 12 miles...
Luxury 2BR/2BA at One Ala Moana
Enjoy the many luxurious perks of this upgraded 2BR/2BA unit at One Ala Moana. This fully furnished and well appointed unit features fabulous ocean and mountain views, high end finishes and top of the line appliances, walk-in closet, full size washer/dryer in unit....
Kaanapali Beachfront Resort 🐢 Ground Floor Condo with Full Kitchen
🌴 The Salty Turtle Maui- D173Stay just steps from the sand at Maui Ka‘anapali Villas , one of West Maui’s most beloved beachfront resorts. Our ground-floor studio lets you walk right out to the beach path, tropical pool, or the popular Castaway Café, where you can enjoy...
Fairway Villas Waikoloa Golf View 2 Bedroom + Loft
Located on the Kohala Coast, this golf view condo features two bedrooms, two baths and a spacious loft. Enjoy quiet mornings on the lanai or explore nearby beaches from the comfort of this unit. Golf View + Loft 2 Bedroom 2 BathFairway Villas is located at 69-200...
Volcano Village Bungalow, 1 mile to Park
Poliahu is a newly built, modern bungalow designed for a refined and luxurious experience that is comparable to an upscale hotel stay. Featuring a king-sized bed, radiant heated floors, and contemporary lighting, this bungalow offers expansive forest views and a touch...
-NEW- Luxurious well appointed Hawai'i home with spectacular Mauna Kea Views
THIS PROPERTY CANNOT BE RENTED FOR LESS THAN 31 DAYSMonthly rent includes utilities (water, electric, wifi, landscaping) for rental periods of 1-3. Monthly rentals of 3 months or more are utilities included with a cap on electric. Rents under 6 months are subject to a...
Koa Kai: Waikiki studio getaway
Welcome to your elevated island retreat! This bright and breezy studio features a king-size bed, double sofa bed, and a spacious private lanai where you can soak in panoramic views from lush green mountains to the sparkling Pacific.Whether you’re sipping coffee at...
Beachfront Paradise Air Conditioner Ocean Wave Sand Pool Hot Tub Sauna
Kihei Beachfront 2BR/2BA Condo Vacation Rental in Maui! Oceanfront paradise just steps from the beach – ideal for swimming, snorkeling, sunbathing. Modern amenities: strong AC, free parking, stocked kitchen. Perfect for family vacations, group getaways. Minutes to Kihei...