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.
Beautifully Renovated Beach Resort Condo on Kaanapali Beach
Beautifully Renovated Beach Resort Condo on Kaanapali Beach - Managed by Hawaii Life Vacation RentalsWelcome to our slice of paradise! Located inside the lush and serene Aston Maui Kaanapali Villas, just north of iconic Black Rock, our spacious and fully renovated...
OUTSTANDING OCEAN AND POOL VIEWS FROM TOP FLOOR! GREAT DEAL WITH NO RESORT FEES!
This is the perfect one bedroom suite! It has Ocean Views and overlooks the Pools! Enjoy your morning coffee or twilight cocktails on the patio! Room amenities include a small refrigerator/freezer, Keurig coffee maker (coffee and teas provided by host) plenty of...
Royal Kahana Maui 716 Ocean View Studio
- 7th floor condo with balcony- Updated kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, kitchen, bathroom and...
Waikiki Banyan @T2-29th 2Double Beds NEW Renovated
Summary:Parking is free. Please be informed that the Waikiki Banyan recreational deck and all associated amenities will be closed for renovation starting April 7, 2025. The renovation process is expected to take approximately 12 to 14 months.Notice - Recreation Deck...
Guest Room (Studio) Mountain View Penthouse at Marriott's Ko Olina Beach Club
Settle into the lap of luxury, where plush bedding assures pampered restfulness for the weary traveler. Just steps from the ocean on the island of Oahu, this resort is nestled within a beautifully landscaped, gated community. Marriott's Ko Olina Beach Club are near...
Lahaina Beach Getaway Destination! Steps from Ka'anapali Surf Club, Pool
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Waikiki Studio 12th Floor Paradise
Looking for somewhere to unwind and relax... This cozy studio located on the 12th floor in Waikiki is the spot. With its prime location just one block away from Waikiki Beach, this hidden gem studio offers a king bed, small couch, and a well-equipped kitchen within...
NEW! KBM Resorts | FREE CAR | Oceanview Luxury Villa | Hale Moana At Montage Kapalua Bay, Sleeps 10! 3-Bedroom Condo with Daily Housekeeping, Spa! MON
NEW Luxurious ocean view Grand Residence at Montage Kapalua Bay, featuring a gourmet kitchen, spacious lanais, and convenient beach and pool access, FREE rental car with 6+ nights!** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival...
3 Partial Ocean View Units, Pool, 3 Restaurants, Minutes to Waikiki Beach Walk
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! And with comfortable amenities and authentic Hawaiian hospitality, you'll have...
Hale Alapi'i Lanikai Getaway by Gather: Newly Renovated Near Beach & Hiking
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Hale Alapi'i Lanikai Getaway by...
Peaceful 1-Bedroom in a Quiet Community
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
New Listing! Colorful 1bd on the 3rd floor
Welcome to Valley Isle 301, a beautiful 1-bedroom, 1-bath condo with stunning ocean views, located just steps from the beach between Kaanapali and Kapalua. This spacious third-floor unit comfortably sleeps up to four guests and offers the perfect blend of island charm...
KHV 34 Direct Ocean Front Views 2BD Kahana Condo
Kahana Village 34 NEW LISTING Amazing 2 Bedroom, 2 Bathroom, West Maui Beachfront Getaway Steps to the Beach, Pool, and Hot Tub! FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch...
Royal Sea Cliff Kona 306 Garden View 2 Bedroom
- 3rd floor condo with lanai on the south side of the building- Maximum 6 persons including children and infants- Master bedroom with 1 king bed and bathroom with walk-in shower and double sinks- 2nd bedroom with 1 king- Queen sofa sleeper with premium mattress in...
Kiahuna Plantation Resort 195 Oceanfront 1 Bedroom
- Second floor oceanfront condo with unobstructed ocean views- Walk-up, no elevators- Tropical beach décor and original artwork by Coco in the living area- Custom tiled floors throughout- Custom kitchen with upgraded stainless steel appliances, microwave, full size...
Hualalai Golf Villa - Exquisite Views & Fully Remodeled
Welcome to your dream vacation at our spectacular Hualalai Resort Golf Villa, perfectly situated overlooking the 18th fairway of the world-renowned Hualalai Resort Jack Nicklaus Signature Course, with captivating ocean views beyond. This second story front-row Villa...
Aloha Hale - spacious, comfortable studio -with beach gear
The Aloha Hale studio condo, a corner unit in Kihei Bay Surf, has more space, extra windows, and a wrap-around lanai. Amenities include pool, great jacuzzi, BBQ grill, tennis court, free pool use and off-street parking. Across the street is the ocean, a small park,...
KHV 26 2BD Direct Ocean Front with Amazing Sunsets
Kahana Village 26 NEW LISTING Enjoy West Maui Like Never Before from this Relaxing Island Oasis, with Sunsets from the Beach Front Pool, Hot Tub, and BBQ's! FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your...
Beachfront Retreat: Elegant Views w/ Full Kitchen. Onsite Parking and Pool!
Step into your spacious and beautifully designed suite, where modern comfort meets tropical charm. Each unit features a fully equipped gourmet kitchen, furnished lanai, in-room washer and dryer, and luxurious bedrooms and living areas.Why Stay Here?Whether you’re...
Waikiki Beach 1-BR Oceanview Condo...Steps to the Sand!nBeachviews.
Welcome to your ownWaikiki Beach 1-Bedroom Oceanview Vacation Condo Rental...just steps to the sand,Famous Waikiki Locale. One of the few beachfront condo properties in Waikiki, Relax on our Spacious Lanai framed by coconut palms, in a beautiful tropical setting. Steps...
Ridge Villas Gold Ocean 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...
Royal Garden at Waikiki | Two Studio Suites
Summary:This listing is for 2 Studio Suites at Club Wyndham Royal Garden at WaikikiEach Studio Suite Features:• Size: 311 - 381• Kitchen: Partial• Baths: 1• Accommodates: 2 Guests• Beds: King Bed - 1Room Amenities• Hairdryer• In Room Safe• Broadband...
Wailea Beach Villas | PH403
Wailea Beach Villas Penthouse 403 offers a luxurious escape with stunning ocean views and ample space for the whole family. Spanning 2,000 square feet, this penthouse features three bedrooms and three full bathrooms, making it an ideal holiday retreat. Guests can enjoy...
Keauhou Palena#1403 Top floor, Exquisite Stunning Remodel on Golf Course!
"WOW!" A Truly Stunning Keauhou Palena condo, nestled in the historic Keauhou Bay area—just a short distance from the bay.This upstairs unit was thoughtfully and completely renovated in 2023, showcasing exceptional attention to detail. Enjoy peekaboo ocean views from...
Kaanapali Alii | 462
Experience the ultimate tropical escape at Kaanapali Alii 462, a luxurious one-bedroom ocean view vacation rental that perfectly blends comfort and style along Maui’s breathtaking coastline. This exquisite retreat offers an unparalleled combination of elegance and...
Royal Kahili 401A by Gather: Oceanfront Suite & Resort Pool
Welcome to Royal Kahili 401A by GatherDiscover oceanfront luxury at its finest with Royal Kahili 401A by Gather, a stunning 2-bedroom, 2-bathroom top-floor corner suite in Kailua-Kona. Thoughtfully designed for travelers seeking elegance and comfort, this beautifully...
Oasis Retreat: Beautiful 4BR 2BA
Welcome to our Serenity Retreat in the heart of Mililani, Hi. Our retreat is nestled in a peaceful neighborhood and offers a perfect blend of comfort and serenity, making it an ideal getaway for those seeking a rejuvenating escape.This particular unit is located at the...
Oceanfront Paradise | Maui Sunset 2BR/2BA Condo
Welcome to your Maui getaway at the beautiful Maui Sunset Resort in Kihei. This spacious 2-bedroom, 2-bathroom vacation rental offers the perfect combination of comfort, convenience, and breathtaking oceanfront views. Whether you’re traveling with family, friends, or...
Sunset Shores - Waialua Oceanfront Retreat - 30 Day Rental
**This property may not be rented for less than 90 consecutive days. Rental prices will not be reduced or adjusted based on the number of days the rental is actually used or occupied**Welcome to Sunset Shores! Located in Waialua on the North Shore of Oahu, this...
Walk to Charley Young Beach - 2BR/2BA Kihei Condo w/ Pool, AC & Haleakalā View
Our 2BR/2BA condo is perfect for families and groups. With split AC in every room, memory foam toppers on both queen beds, and plenty of space to relax, it’s a true Maui home base. • Primary Suite: Queen bed, walk-in closet, private bathroom • Second Bedroom:...
Luxury 1-bedroom villa in welcoming Princeville, Kauaʻi with WiFi, AC
Your home away from home in Princeville, Kauaʻi with 1 bedroom. This marvelous villa features a cozy living room with a sofa bed, perfect for relaxing after a day of exploring. The bedroom boasts a comfortable king bed for a restful night's sleep. Enjoy modern...
Aloha Living at Waikiki Lanais | Pool + Gym
Enjoy views of the palm tree dotted Ala Wai and lush mountains from our 1 bedroom / 1 bathroom apartment at the Waikiki Lanais building. This property features a full kitchen, breakfast bar, dishwasher, dining area, and private lanai. Building amenities include a...
LUXURY 2-Bed Condo, Kitchen, Wi-Fi, Parking, W/D, AC, LEGAL Monthly Rental!
Allure Waikiki Penthouse #3504 – 1837 Kalakaua Ave.(LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL.)Experience luxury Waikiki penthouse living at its finest! This 2-bedroom, 2-bath condominium with high-end touches...
Wyndham Paniolo Greens | Five 2BR/2BA Suites
Summary:This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. Explore all the island has to offer with golf and beautiful beaches located just minutes away, or stay on-site and enjoy the many amenities...
Maui Resort Rentals: Honua Kai - 6 Total Bedrooms with Over 3800 Combined Sq Ft and Stunning Premier Ocean Views!
This exceptional pairing combines a stunning 3BR Premier Oceanview suite overlooking the resort's lush interior courtyard and pools with a neighboring 3BR Oceanview suite offering not only stunning views of the blue Pacific but also vistas of the majestic West Maui...
Sugar Beach PH17 - Direct Oceanfront 1 bedroom
Aloha! When you think about Hawaii, do the following images come into your mind? The blue Pacific ocean? Long sandy beaches? Palm trees swaying in the gentle breeze? Warm sunshine? Tropical islands on the horizon? Stunning romantic sunsets? And also, in one word;...
Makena Surf | F111 | Beachfront Resort
Welcome to Makena Surf F111, a stunning ground floor oceanfront vacation condo that embodies the essence of tropical island relaxation. This spacious 1,510 sq. ft. suite features a quaint entryway that leads you into a beautifully furnished living space, complete with...
Valley Isle Resort #1102 - Vacation West Maui
★Free Parking, Free Wifi, No Resort Fees★New Split Air Conditioner System in Bedroom and Living Room! New Vinyl Floors!!Escape to a haven of tranquility and breathtaking ocean vistas at Valley Isle Resort 1102, your beachfront condo on Maui's sun-kissed west coast....
🏖️2BR, 2BA Condo Across from Magic Sands | Pool, AC, Tennis & BBQs
White Sands Village #224 | Across from Iconic Magic Sands Beach | 2-Bedroom, 2-Bath Condo with Central ACWelcome to White Sands Village #224 — a beautifully updated 2-bedroom, 2-bath condo, perfect for families or couples looking for comfort, convenience, and a prime...
Honua Kai Konea 307 Ocean View 2 Bedroom 2 Bath
Konea Unit 307 Konea 2 Bedroom Ocean View- Exclusive on-site provider with the only homes meeting the prestigious AAA 4-Diamond designation- Beautiful views of the Pacific Ocean and Kaanapali Beach from private spacious lanai with dining table, chairs and glass railings...
Gorgeous Napili Shores studio A/C
Come relax is this updated ground-floor studio located on famous Napili Bay (6 minute walk to beach!) Comfy, king-sized bed and twin sofa sleeper, full kitchen (all new appliances) with everything you need (fully stocked- even spices & oils!) Very close outdoor BBQ area...
Regency on Beachwalk City View 1 Bedroom
Ideally located near Waikiki Beach, this inviting one-bedroom condo comfortably accommodates up to four guests and offers all the comforts of home.City View 1 Bedroom 1 Bathroom• Kitchen includes ceramic stove top, microwave, dishwasher, refrigerator, coffeemaker,...
Kiahuna Plantation Resort 63 Royal Garden 1 BD
- Second floor end unit with lanai overlooking the twin bridges- Bright and airy contemporary tropical ambience- Luxury vinyl flooring in kitchen, bath and hallway and carpet in bedroom and living area- Full kitchen with quartz countertops and backsplash includes full...
4th Floor Oceanfront Unit in Westin Nanea Ocean Villas: 2 Bed/2Bath, Unit #8410
Stunning Oceanfront Two Bedroom/Two Bath Condo. Guaranteed Unit #8410 (Fourth Floor, Oceanfront Center Unit). Huge Oceanfront Lanai/Balcony off the Living Room. Both bedrooms are likewise oceanfront -- both squarely and fully face the ocean. A very spacious 1260 square...
Marriott's Kaua‘i Beach Club | One-Bedroom Villa
Summary:Escape to Marriott's Kauai Beach Club, nestled on the stunning Kalapaki Beach in Lihue, Hawaii. This beachfront resort offers a perfect blend of relaxation and adventure, with access to a pristine beach and a variety of amenities. Enjoy breathtaking ocean views,...
Beautifully Remodeled 3/2 space in Wahiawa Heights
This stunningly renovated furnished 3 bed / 2 bath unit in sought-after Wahiawa Heights awaits you. Nestled in on the second floor of this cozy home, immerse yourself in the alluring charm of the transformed 3-bedroom, 2-bathroom abode, designed to be your tranquil...
🏝️Summer Deals - Romantic Beach Getaway - Steps to Beach 🏝️
This one-bedroom/one-bathroom condo has been remodeled and beautifully furnished without missing any details for your romantic getaway. Everywhere you look you will appreciate the beachy details and Hawaiian theme with clean modern design. From the lanai, you have view...
❤️PiH❤️ Hawaii Magic ★ Sunset & Ocean Views ★ Near Pools
Hawaii Magic! Brought to you by Paradise in Hawaii Luxury HomesWelcome to our 4 bedroom Hawaii Magic Villa at KaMilo, on the Big Island of Hawaii a part of our Hawaiian Luxury Collection.It's is a wonderful 4 bedroom home with 3.5 Bath (Mahina Model) equipped for up to...
2 Oceanfront Units in Napili Lani, Sleeps 10
This listing is a combination of 2 separate units close to one another.This rare pairing of two oceanfront units offers an ideal setup for families or friends traveling together. Nestled on scenic Puna Point in Napili, both condos sit just steps from Maui’s famed...