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.
Waipouli Beach Resort C104 Garden View 2 BD 3 BA
Escape to this relaxing two-bedroom condo tucked among swaying palms and flowering gardens. Ideal for small groups or families, it offers a calm and comfortable home base with a distinct island feel.Unit C104 Garden View 2 Bedroom 3 Bathroom• Ground floor condo with...
Magic Skies Top Floor Dream
You are in paradise when you stay with us in the Top Floor Living space at Magic Skies! With 1,954 sq feet, the top floor is a complete living quarters! Enjoy the entire top floor all to yourselves, complete with 3 bedrooms (2 kings, 1 queen), 3 bathrooms (2 are...
Amaui Villa #9
Nestled within the exclusive enclave of Mauna Kea Resort, Amaui Villa 9 embodies Hawaiian luxury with breathtaking ocean views and thoughtfully designed spaces. The epicurean kitchen, adorned with premium appliances and natural stone countertops, seamlessly flows into...
Modern Coastal Retreat with Ocean Views and Beach Access – Puako Beach Drive #310
Welcome to your island getaway! This newly remodeled 3-bedroom, 2-bath Puako condo #310 blends modern comfort with timeless Hawaiian charm. Just steps from the ocean, this bright and airy retreat offers stunning views of swaying palms and the sparkling Pacific.The...
Beautiful Poipu 6 Bedrooms for 12 with AC!
New Listing!!Gorgeous Poipu 6 bedrooms for 12 with AC! The 6 bedrooms are made up of two separate 3 bedrooms 3 baths for 6, just steps apart! 6 bedrooms, 6 baths for 12 total! This fabulous property located in wonderful proximity to Brenneckes, Poipu, and Kiahuna...
Aqua Aloha Surf Waikiki 1103 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #1103 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed+ (1) Queen Sofa sleeper, Sleeps 4, 363 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo...
True beachfront 5-bedroom house in Haena perfect for family getaways.
Welcome to this charming house in Haena. With five bedrooms featuring a mix of king, queen, full, twin beds, a futon, and sofa beds, guests will find plenty of comfortable sleeping options. Attached self contained studio for extra privacy. Four bathrooms include a...
Escape to Family Fun and Island Bliss at WorldMark Kihei- 1 Bedroom
If you're looking for the ultimate Hawaiian escape packed with adventure, relaxation, and family fun, look no further than WorldMark Kihei on the stunning island of Maui! Nestled just steps away from the beautiful beaches of South Maui, this resort offers the perfect...
Near Malls, Beaches & Honolulu Zoo: Colorful Condo
Outdoor Community Pool | Private Balcony Welcome to the heart of Waikiki! This bright vacation rental is your ideal city-and-sand launchpad, perfectly positioned for days of adventure and nights of relaxation. Walk down the street to the International Market Place, soak...
Ocean View One Bedroom Kaanapali Shores 826
Located in Kaanapali Shores, large one bedroom with a king size bed, queen size sleeper sofa in the living room, fully equipped kitchen with appliances, dining table with seating for four, workspace with desk, and WIFI. The condo features central AC along with an...
The Ultimate in Tranquility! 2 BR Condo in Ka'Iulani at Princeville!
30 day minimum stay. Ka'iualani at Princeville is the perfect spot to enjoy the tranquility and unmatched natural beauty of Kauai! This updated residence features two spacious bedrooms, a luxurious kitchen, and relaxing dining and living areas. Beautifully furnished...
Luxurious 2-Bedroom Ocean View Escape at Westin Ka’anapali Ocean Resort Villas
Experience the pinnacle of tropical luxury with a 2-Bedroom Lockoff Ocean View Villa at Westin Ka’anapali Ocean Resort Villas, where breathtaking vistas and family-friendly amenities come together to create an unforgettable Maui getaway. Perfect for larger groups or...
Royal Sea Cliff Kona Garden View 1 Bedroom
This garden-view one-bedroom retreat tucked away near Kailua-Kona, offering privacy, comfort, and local charm. Enjoy quiet mornings on the lanai and easy access to beaches, shops, and dining. Garden View 1 Bedroom 1 Bath• Condos are located on 1st through 5th floors •...
Cozy historic home in Manoa Valley, view of Diamond Head, walk to UH
Private home in a quiet historic neighborhood in Manoa Valley. This hidden gem is tucked away on a quiet little road, surrounded by greenery. Above the city with picturesque view of Diamond Head and mountainside rainbows in the day and view of Waikiki City lights and...
Waikiki 2 Bedroom Family Condo with Gated Parking
2 bedroom, 1 bath, with your assigned parking in Waikiki!! Royal Aloha, 625 sqft w/50 sqft Lanai located on the 7th floor condo with cityscape views. Short stroll to beach, dining, and shopping.Royal Aloha building is located at the gateway to Waikiki, easy access to...
Hotel Room City View with WiFi and AC - Bamboo Waikīkī Hotel #1102
Castle Bamboo Waikīkī Hotel #1102 - Peace and relaxation found! This cozy unit is located a few blocks from the shores of Waikīkī. The hotel boasts resort-style amenities in a prime location at the Bamboo Waikīkī, you’ll have everything you need to maximize your...
Private studio near Hilton Lagoon
【Basic Info】This is a studio room in Waikiki!!You can stay with you friends, partner, family. You can spend your time with a reasonable price.This condominium is located west area in Waikiki.You can walk to Hilton village lagoon and beach and Kahanamoku beach in 5-10min...
Westin Ka'anapali Ocean Resort North - 1 BDR Premium Villa - Comforts of home
Clean, high end property nestled between two sister properties (Ka'anapali Resort and Nanea Pcean Villas - with access to all amenities of all properties). Just footsteps to Ka'anapali beach, once named America's best beach, where you can watch sunrise and sunsets on...
Studio Room in Lahaina
Amid the azure Pacific, along the crystal sands of Kā‘anapali Beach, Marriott’s Maui Ocean Club is an oasis of relaxation, adventure and bliss. On the island of Maui enjoy some of the best golf, tennis, diving and mountain biking you'll find anywhere, all surrounded by...
Garden View Doubles + Pools, Tennis, and Spa
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
The Lodge at Kukui‘ula - Bungalow 11
This three-bedroom bungalow at The Lodge at Kukui'ula on Kaua‘i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling...
Charming 3-bedroom house with a pool and AC in beautiful Kailua
This 3-bedroom house is perfect for your escape to Kailua. Nestled in a soothing neighborhood, this beautiful property offers 2 queen beds, 2 twin beds, and a queen-sized pull-out couch to ensure a peaceful night’s sleep for everyone. With amenities like AC, WiFi, a...
*NEW LISTING Sunset Views, Pool and Spacious Modern Comfort Getaway!!
Hoku Lani which means Heavenly Star is a relaxing peaceful retreat. This spacious 3-bedroom 3 bath resort style home with 180-degree ocean views are located on 4 acres for maximum privacy and quiet in Kohala Estate. Gaze out over the inviting lap pool to the blue...
Perfect Adventure Near Beach! Parking, Pool, Near Waikiki Beach
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 360 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...
Lux 2BR Beachfront Maui Condo... South Shore/Kihei.nSteps to Beach!
Welcome to your own Dlx 2Br Beachfront Maui condo... Ideally located just steps to the beach on the sunny South Shore/Kihei. We are right on beautiful Keawakapu Beach, just minutes from Wailea. Enjoy stunning views from the private lanai/balcony, while enjoing your...
Tranquil Retreat in South Kihei: Maui Kamaole A-106 – Your Dream Island Escape!
Maui Kamaole, #A-106 – Ground-Floor Comfort Near the BeachMaui Kamaole #A-106 is a beautifully remodeled 1-bedroom, 2-bathroom ground-floor condo offering easy access, peaceful garden surroundings, and modern comfort just a short stroll from Kamaole Beach Park III....
Cozy ohana studio with lush landscaping, lanai with ocean views, gazebo, firepit
Pualani Island Getaway - Ohana - 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI! This charming 1-bedroom ohana studio...
Makena Surf B201 Beachfront Resort
Welcome to the Makena Surf B201 Beachfront Resort, your perfect Hawaiian retreat. This stunning 2-bedroom, 2-bathroom oceanfront condo offers a luxurious escape for up to six guests. Step into the open-concept living area, where the sleek, modern design seamlessly...
Casa Aloha Designer Condo w Oceanfront Pool
Summary:1-Bedroom Condo in the Heart of KonaStay in the perfect location—right in town—where comfort meets island charm. This 1-bedroom condo offers a breathtaking pool set right on the ocean, making it the ideal place to relax after a day of exploring.Step outside and...
Golf Villas Gold Fairway View 1 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...
Ilikai Hotel One-Bedroom Unit. Perfect Ocean View. Fully Remodeled!
Come and relax in this renovated unit at the Ilikai Hotel. This spacious 1-bedroom condo has been making updates to make the space more comfortable and relaxing for travelers! This condo can comfortably sleep 4, with a California King bed and sofa sleeper in the living...
Kona Shores#113: Ground Floor Adorable Remodeled Studio, No Stairs!
Welcome to Kona Shores #113 — a beautifully upgraded ground-floor vacation rental that blends relaxed island living with modern comfort, perfectly situated in the heart of Kailua-Kona.Step inside and feel instantly at ease. This thoughtfully furnished condo features...
Oceanfront Paradise in the Heart of Kailua Kona with AC & Stunning Views
Welcome to Kona Alii, one of the most sought-after oceanfront condo communities in Kailua Kona! This beautifully updated 1-bedroom, 2-bathroom end unit offers breathtaking, unobstructed views of the Pacific Ocean from an oversized private lanai — the perfect perch to...
Beachfront • Pool + Hot Tub • Pickleball, Tennis
Welcome to your escape in Lahaina — where golden sunsets light up the sky, ocean breezes drift through the palms, and every moment feels like a deep exhale. Start your mornings with coffee and sea views, then spend the day floating in the oceanfront pool, walking along...
Kaanapali Alii 1103
Kaanapali Alii 11032 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 1103, a stunning oceanfront retreat at Maui’s exclusive Kaanapali Alii Resort. Expansive windows and a private lanai offer breathtaking...
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
**PROPERTY PROJECT**Ilikai Hotel Spalling and Exterior Painting ProjectAn exterior painting and spalling repair project to enhance the building’s structural integrity and appearance with minimal disruption will commence on August 18, 2025. Work Schedule: 9 AM – 5 PM,...
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...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Panoramic Ocean Views 2-bedroom Luxury Villa At Kapalua Bay Villas Maui | 2 Units, 3 Bedrooms | KBV ML-1993
** 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...
Ocean Views 3BD 3BA in Wai'ula'ula, Mauna Kea!
Escape to a gorgeous 3 BD, 3 BA in Mauna Kea's Wai'ula'ula with views of the ocean and Kohala. This condo retreat features 2 master suites with king beds and ample closet, and delux ensuite baths with showers and bath tubs. The third bedroom has 2 twin beds and the...
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...
❤️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...
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...
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...