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.
Walk to Beach | 20th FL Canal View | 2 Queen beds
The modern 1 bedroom is large with full kitchen and lanai with great view of the Ala Wai canal and the mountains, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The unit is private with its own entrance. This unit fits 2 guests...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, Luxury 6th Floor Interior Courtyard Offering w/ Stunning Ocean Views!
This tandem 3BR/3BA pairing is comprised of two fantastic 6th-floor oceanview suites located directly next door to each other. Each suite overlooks the Hokulani Tower's lush interior courtyard and pools and provide spectacular full ocean views.Gather, reconnect, and...
Ekahi 49E Sweeping Ocean Views
WAILEA EKAHI 49E – OCEAN & HALEAKALA VIEWSBest views at Ekahi Village! Watch the sunrise over Haleakala from the kitchen window and watch the sunset from the lanai. Original owners just completed a full down to the stud remodel in February 2021 and are now ready to...
Keauhou Kona Surf & Racquet 2/2 | Kailua-Kona Rental
**NEW LISTING**Welcome to our home “Hale ma ka Kìhàpai” @ Keauhou Surf and Racquet Club.Nestled within a gated community next to the ocean, this bright and spacious garden view 2-bedroom, 2-bath corner home is located along the 13th hole of the Kona Country Club....
Mauna Lani Point | C202
Experience the epitome of Hawaiian luxury at Mauna Lani Point C202—a stunning 2-bedroom, 2.5-bathroom ocean view residence situated along the iconic 15th hole of the Mauna Lani South Course. This residence offers panoramic vistas of the Pacific Ocean, the lush...
Kaanapali Alii | 233
Welcome to Kaanapali Alii 233, a charming two-bedroom, two-bath condo that invites you to experience the best of Hawaiian living. Situated on the lower floor, this residence offers close-up views of the sparkling pool and lush tropical gardens, extending out to the...
Maui Vista, Kihei, ocean, tennis, pool and the beauty of Maui.
Consider this charming condo your home away from home while you visit Kihei. This superb 1-bedroom unit comes with a cozy living room featuring a sofa bed, perfect for extra guests. With amenities like AC, WiFi, a washing machine and dryer, your stay will be convenient...
KV E706 Breathtaking Oceanview 2BD with central AC Pool & near beach!
Kahana Villa E706 NEW LISTING! FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple Farm Tour, and All Day Electric Bike...
July 18-23, 2025 Maui 1 BDRM @ Westin Kaanapali Ocean Resort Villas
Can also book many other Westin Villa properties in AZ, CA, CO, HI, FL, MEX, St Thomas, & Bahamas.Vacation Rental -- Maui Westin Kaanapali Ocean Resort Villas/ or Westin Nanea (up to 8 days/7 nights) Now Booking Reservations 8 to 12 months in advance. Please note that...
Escape to Paradise at Lagoon Tower by Hilton Grand Vacations – Studio Retreat!
Experience the vibrant energy of Waikiki from the heart of the Hilton Hawaiian Village® Waikiki Beach Resort, where the Lagoon Tower Studio combines modern comfort with a prime tropical location. Perfect for couples or small families, this cozy retreat offers an ideal...
Drive & Camp/Ford Transit
About this spaceReconnect with nature at this unforgettable escape. Maui Camp SpotsKipahulu Campground / Haleakala National ParkTony’s Place:A nice private campground in Hana town, walking distance to Hamoa Beach.Lahaina & Westside:Camp OlowaluPapaluaRoadside on the...
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...
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...
NEW! Nihilani 6B, Premium 2BD+Bonus Room, w/ A/C & Superb Pool!
Aloha and welcome to our beautiful vacation home in Princeville, Kauai! This luxurious two-story, two-bedroom condo with an optional third bedroom (with 2 twin beds), offers the perfect mix of comfort, elegance, and island convenience. Located just minutes from the...
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...
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 | Hale Protea At Montage Kapalua Bay, Sleeps 10! 3-Bedroom Condo with Daily Housekeeping, Spa!
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!** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between...
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...
Steps from the beach! - Historic downtown Kailua-Kona
Welcome to My Hawaiian Beach View, your perfect getaway nestled in the heart of historic downtown Kailua-Kona. This newly remodeled condo offers an unparalleled Hawaiian experience, combining breathtaking ocean vistas with the authentic, vibrant energy of Alii...
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 Spectacular Direct Ocean Front Views from the 2nd Floor at this 2BD Kahana Maui 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 Direct Ocean Front 2BD West Maui Condo Amazing Views Sunsets and Island Vibes!
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...
Kamaole One #3 - Walk out to the beach
Spectacular unit in one of the most sought after locations in Kihei, directly on Charlie Young Beach (or Kamaole 1), with amazing ocean, sunset and island views. A uniquely private and protected location, this peaceful retreat combines direct beach access (just steps...
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...
NEW! Marjorie's Kauai Inn-Queen Room w/Panoramic Huge Lanai
Welcome to Marjorie's Kauai Inn, a Classic Bed [&](https://www.marjorieskauaiinn.com/) Breakfast! _It 's the experience that sets us apart. Marjorie's Kauai Inn is not just a "room in a house". It's not just the same old condo or a crowded hotel room. It's the Lawai...
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...
Beautiful home with separate ohana, ocean views, lanais, private gazebo, firepit
Pualani Island Getaway - Main House & 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, where breathtaking sunset...
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...
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...
Wyndham Paniolo Greens | Five 2BR/2BA Suites - Sleeps 30!
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;...
NEW! Queen w/Private Outdoor Gazebo Hot Tub Salt Water
Welcome to Marjorie's Kauai Inn, a Classic Bed [&](https://www.marjorieskauaiinn.com/) Breakfast! _It 's the experience that sets us apart. Marjorie's Kauai Inn is not just a "room in a house". It's not just the same old condo or a crowded hotel room. It's the Lawai...
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...