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.
Quietly Nestled in the Country 30+ Nt near Volcano
Escape to the lush serenity of Hawai‘i Island with this cozy studio located in Kea'au, just a short drive from Hilo’s beaches, shops, and attractions. Perfect for extended stays, remote workers, or traveling professionals, this private studio offers an affordable...
New Listing! 2bd Oceanfront Beauty at Sugar Beach
Welcome to Sugar Beach 511 — Your Oceanfront Maui Getaway Awaits! 🌺🌊 Aloha and welcome to Sugar Beach 511, a spacious 2-bedroom, 2-bathroom condo that comfortably accommodates up to 6 guests. Perfectly situated along the golden sands of Sugar Beach, this oceanfront...
The Hilton Maui Bay Villas 2BR Resort View Suite!
Nestled among 27 acres of lush tropical gardens, the Hilton Maui Bay Villas is a luxurious, secluded resort located on South Maui's sun-drenched coast. Situated minutes from several upscale resorts, pristine beaches, and championship golf courses, guests will enjoy...
Ilikai Hotel Lite #742: Studio Ocean View condo
Ilikai Hotel Lite #742: Studio Ocean View condo with full Kitchen, adjacent to Waikiki Beach and Yacht Harbor and just 2 blocks to Hawaii Convention Center and Ala Moana Beach Park.The iconic Ilikai Hotel and Luxury Suites is defined by its bold architecture and...
Perch - Maui Vista 114: Remodeled Modern Maui Paradise
Welcome to our cozy suite in South Kihei! Our home offers everything you need for a wonderful and relaxing stay on the beautiful island of Maui. Step out onto our oversized lanai and breathe in the tropical breeze while enjoying the lush greenery of the large grassy...
Kapalua Golf Villas | Large Bedrooms | KBM Resorts | 3 Units, 4 Bedrooms | ML-2300
** 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...
** 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...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Extra Large Suite | 2 Units, 4 Bedrooms | HK ML-1187
** 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...
Waikiki 1BR at Grand Islander – Full Kitchen, Beach & Resort Fun at Hilton Villa
Indulge in island elegance at this spacious one-bedroom suite at The Grand Islander, a Hilton Grand Vacations Club, located in the heart of Waikiki at the gateway of the expansive Hilton Hawaiian Village Waikiki Beach Resort. The suite features a full kitchen with...
2/2 HGVC Lagoon Tower Beachfront Resort and Spa
Experience luxury beachfront accommodations at Lagoon Tower by Hilton Grand Vacations, situated on 22 pristine acres of world-famous Waikiki Beach. This premier Hawaii vacation ownership resort offers guests unparalleled access to Oahu's most coveted white-sand...
❤️PiH❤️ Aloha Palms ★Fully Detached Home★Beach Gear & Bikes★
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Aloha Palms, at the Mauna Lani Villages. This is a wonderful 3 bedroom elegant home with luxurious high-end finishes in a premier resort community. This is one of a very few single level free-standing homes for...
Yonegan Plumeria Hilo Hotel - Humuhumunukunukuapua'a (Trigger Fish)
Welcome to the best kept secret of all the Hawaiian Islands: Hilo. Only minutes away from our local airport, travelers from around the world enjoy the lush, natural, tropical beauty from waterfalls - large and small - to vibrant rain forests. Our rugged, craggy...
Waipouli Beach Resort Oceanfront 2 BD 3 BA
Wake up to the sound of waves in this beautifully located oceanfront two-bedroom condo. Enjoy breathtaking views, soothing ocean breezes, and the convenience of being steps from the shore.Oceanfront 2 Bedroom 3 Bathroom• Kitchen features granite countertops, Wolf...
Superior Oceanfront Condo in kihei on Maui
Enjoy watching whales (in season) while eating breakfast on the private lanai. Relax with a pool, hot tub, or beach day at the resort, or explore nearby Maui adventures. Cook your own meals, do laundry in-unit. Enjoy the on-site restaurant.Brand new to the market after...
Surfer's Sanctuary at Waikiki Lanais
This renovated surfer's getaway boasts two private bedrooms, a full kitchen, dining table, dishwasher, and private lanai. The building offers amenities like a rooftop recreation area, swimming pool, hot tub, spa, and a shared paid laundry facility. The unit includes an...
Gorgeous Ocean Views, Full Kitchen, Steps to Beach!
Waikiki Shore #1405 – 2161 Kalia Rd.Enjoy endless ocean and sunset views from your own private lanai! Come and stay in this high floor air-conditioned, ocean-view studio (347-sqft interior plus 61-sqft lanai) at Waikiki Shore, the only beach front condominium building...
2 Bedroom Villa, 2 King, Sofa Bed, Resort View,
⭐️Nanea Ocean Villas opened in 2017! Finally got to visit ourselves this year. Love the resort, it’s location, and all of Maui has to offer ⭐️On-Site Features & AmenitiesBarBBQ areaBusiness centerChildren's poolConciergeConference facilitiesFitness centerInternet...
Manoa Royal Retreat by Gather | Luxury 9-Acre Estate w/ Pool, Views & Trails
Manoa Royal Retreat is a rare 9-acre Honolulu estate where contemporary design meets lush Hawaiian mountain serenity. This three-story sanctuary sits high above the city with unobstructed views of the ocean, coastline, mountains, and sunsets. Designed by award-winning...
New Listing! Ocean View at Hale Kamaole 336 by Coldwell Banker
Welcome to Hale Kamaole, a spacious 2-bedroom + loft condo perfectly located in the heart of South Kihei, just steps from the beach and some of Maui’s most spectacular sunsets. Set within seven acres of beautifully landscaped tropical grounds, this island retreat offers...
Unwind & Relax Here! Outdoor Pool, Parking, Minutes from Nawiliwili Bay!
This listing is for a room within a hotel.✦ Your room is 419 sq. ft, equipped with complimentary toiletries, standard quality TV, available with Standard cable.✦ Cleaning services availability and frequency vary by stayThere are a few additional details to know before...
"Waimea Vista," Oceanfront Views, Walk to Beaches
Vrbo Premier Host presents: Oceanfront with sweeping views of surfers, whales, and sunsets. This 3-bedroom retreat sits within a marine sanctuary, offering rare privacy and walking distance to three iconic beaches, world-class snorkeling, local eats, grocery. Endless...
Ground Floor Kona Condo, 1Bed, 1Bath, sleeps 4 with Sofa Bed, Kitchen, AC, WiFi
This memorable condo is the perfect home base for your trip to Kailua-Kona. Guests enjoy a tranquil one-bedroom space with a soothing living room that features a comfortable sofa bed. The cool air conditioning keeps the atmosphere refreshing, while thoughtful touches...
Create Lasting Family Memories at WorldMark Kihei- 2 Bedroom
Get ready for the ultimate family vacation at WorldMark Kihei on the sun-soaked island of Maui, Hawaii! Just steps away from the pristine beaches of South Maui, this resort is your gateway to a world of adventure, relaxation, and fun for the whole family. Offering...
Fancy Peacock in Hawaii with ocean views
About this spaceWelcome to Fancy peacock, we are located 5 minutes from the famous Makaha beach surrounded by tropical landscape and close to everything but away from noise and crowds.The spaceone bedroom with queen bed and living room with futon.kitchen with all the...
Impeccably Renovated Oasis in Honolulu
*Important to note: if you're looking to book for longer than 30 days and the dates aren't showing as avaialble, please still reach out as the unit is likely available and we can assist in getting you booked for longer. Mahalo!*Enjoy a renovated oasis tucked just...
Valley Vibes and Beach Bliss 2 BR Condo Free Parking/Wi-fi/Pool Monthly Friendly
Experience Oʻahu’s beautiful West Side from this comfortable 2-bedroom, 1-bath condo located in the gated Makaha Valley Plantation community in Waianae.Just a short 2-minute drive from the stunning shoreline of Makaha Beach, this condo offers space, convenience, and...
Home located on the Beach with a view that’s unbelievable
Waking up to an unbelievable view in a safe guarded home with the option of swimming in the pool or sunbathing on the beach. Minuets from shopping and fantastic restaurants where you will experience the Aloha magic.
Ground Floor with Instant Beach Access - Polo Beach 102
Welcome to the serene Polo Beach Club 102, your perfect ocean retreat in Wailea. This stunning 2-bedroom, 2-bathroom condo offers a luxurious escape for up to six guests. Step inside to find a spacious, open-concept living area with plush furnishings, ideal for...
** 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...
Waipouli Beach Resort B102 Courtyard View 2BD 3BA
Nestled beside a lush, tropical courtyard, this two-bedroom condo offers a peaceful and inviting escape. Perfect for families or groups, it provides a quiet setting with easy access to Kauai’s vibrant local scene.Unit B102 Courtyard View 2 Bedroom 3 Bathroom• Convenient...
Golf Villas Gold Fairway View 2 Bedroom at The Kapalua Villas Maui
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Maui Resort Rentals: Honua Kai Hokulani 413/5 – Luxe 3BR Oceanview Escape!
This exceptional 3BR/3BA multi-suite offering pairs one of Honua Kai’s most coveted deluxe oceanview corner residences with a neighboring oceanview suite, creating more than 2000 sq ft of refined interior living space designed for elevated group travel. These...
Maui Resort Rentals: Honua Kai - 4 Total Bedrooms, 6th Floor Deluxe Ocean and Lush Mountain Views!
This luxurious four-bedroom offering brings three neighboring 6th-floor suites together to deliver over 2600 sq ft of combined living space. Perfect for large groups or families, this premier pairing allows guests to enjoy the space of a large luxury home without...
Ocean view 1BDR 2-Bath suite Large private terrace The Modern Honolulu Hotel
1BDRoom & 2 Bathrooms Partial Ocean View Premium SuiteYour cozy getaway awaits in Honolulu at this hotel suites. Nestled in the heart of the city, this fantastic property offers a marvelous retreat for guests. With its convenient location, you'll have easy access to all...
Honolulu Skyline & Ocean Retreat – Free Parking/AC
Enjoy a relaxing stay in the heart of downtown Honolulu at our Executive Centre condo, steps from dining, shopping, and business hubs. This inviting space offers ocean views, two full beds, and a cozy living area with kitchenette. Stay connected with free Wi-Fi and cool...
Waikikian Beach Walk Resort & Spa, Hot Tub, Beach!
Enjoy the glamour of this stylish, upscale place. Enhance your island adventure by reserving a well-appointed accommodation at the Wyndham at Waikiki Beach Walk. Situated in Honolulu, Hawaii just one block from Waikiki Beach, this stylish resort features tastefully...
1-Bedroom Ocean View at Hilton Ka'anapali: Stunning Views, Pools & Island Luxury
Escape to the breathtaking beauty of Maui at Hilton Vacation Club Ka'anapali Beach, where your 1-bedroom ocean view unit offers the perfect blend of luxury, comfort, and stunning views. Located on the world-famous Ka'anapali Beach, this resort is your gateway to endless...
Regency Villas 212 Lush Garden By Suite Paradise
Regency Villas 212 – Your Spacious Kauai Getaway for Work, Play, and Family TimeWelcome to Regency Villas 212, a beautifully upgraded retreat designed to host up to six guests in style and comfort. Perfect for families, couples traveling together, or professionals in...
Urban Paradise with a Complimentary Parking
Welcome to our charming one-bedroom suite in a popular hotel condo in the heart of downtown Honolulu! Experience comfort and convenience with 24-hour security and complimentary parking. Walk to Walmart, Ross, 7-Eleven, and trendy restaurants. Stay connected with free...
Kaanapali Alii 1152 Bedrooms | 2 Bathrooms | Sleeps 8 | Oceanfront--------------------------------------------------Welcome to Kaanapali Alii 115, a stunning two-bedroom oceanfront corner residence at Maui’s exclusive Kaanapali Alii Resort, offering unobstructed views...
🏖️Stunning Home with Ocean Views, Infinity Pool & Outdoor Kitchen – Sleeps 6
Hale Pualani – 30-Day Kona Retreat with Panoramic Ocean ViewsWelcome to Hale Pualani, a beautifully renovated 3-bedroom, 2-bath home in desirable Kona Vista Estates—offered as a 30-day rental, ideal for guests looking to truly settle into the Big Island lifestyle. With...
Redecorated! NEW Offering Summer 2025 - the Palm Coast F202 Ocean View Grand Luxe Villa Sleeps 8!
Brand New Offering! Our brilliantly refreshed and extensively redecorated The Palm Coast Villa F202 at Wailea Beach Villas that includes beautiful new furnishings from Serena and Lily is ready to welcome guests! Private Paradise Villas assumed the management of F202 in...
New Listing Oceanfront Two-Bedroom | Sunset Views + Pool Access
Perched above swaying palms, this breezy oceanfront condo offers wide lanai views, golden sunsets, and cool trade winds. With two private bedrooms, on-site pool and BBQs, and walkable dining just across the street, Hololani B302 blends comfort, convenience, and classic...
4 BDRM, Near beach, Free Prking, HotTub, Pool, Gym
Step into comfort at this beautifully styled island retreat—where natural light, coastal charm, and modern design create the perfect escape. Located just minutes from world famous Makaha beach, this airy, light-filled home offers the perfect base for families, couples,...
NEW LISTING! Spacious Condo with Resort Amenities
Spacious Golf Course Condo with Resort Amenities - Poipu, KauaiThis 1,600 sq. ft. two-story villa offers views of Kiahuna Golf Course, surrounding mountains, and ocean glimpses from a private lanai. Located on Kauai's sunny South Shore, just minutes from Poipu Shopping...
Lagoon Tower! Family Friendly Resort! Beautiful Hilton Condo On Waikiki Beach!
Set along the breezy coastline of Honolulu, and with all the comforts of home. You will have access to four swimming pools, one with multiple waterslides, a saltwater recreation lagoon, daily planned family activities, Waikiki Beach access, water sports, spa...
2nd floor studio with ocean views, pool, hot tub, AC - walk to beach
Islander on the Beach 204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'THINGS TO KNOW• This vacation rental is not equipped with a washer/dryer. However, towel exchanges are...
Couples Retreat - Getaway to Turtle Bay
This condo is a legal vacation rental located in a resort-zoned master community plan & also serves as our family's vacation home. We'd love to share it with you! Just a few minutes walk to the resort, beaches, golf, restaurants, horses & turtles.PER HAWAII STATE LAW,...
Hainoa 10 – Luxury Hualalai Villa with Ocean Views, Pool & Daily Housekeeping
Located at a higher elevation, this spacious 3-bedroom, 3.5 bath home offers dramatic panoramic ocean and golf course views for up to 6 guests. Indulge yourself by luxuriating in this home's master suite and decadent master bathroom. A chef’s kitchen with professional...
Studio in the middle of Waikiki with Free Parking!
ATTENTION! Please be advised that starting October 27th, 2025 the building will begin an exterior concrete repair and painting project. During this project, guests can expect noisy work (drilling & hammering) occurring Monday-Friday, from 8am-4:30pm. Safety measures...