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.
Spacious Waikoloa Villa | Golf, Pool, Gym, Cinema & Ocean Access Nearby
Waikoloa Colony Villas 804 offers a relaxing retreat in a beautiful garden and golf course setting. This spacious townhouse-style villa features central air conditioning for your comfort and a bright, open layout. The master bedroom is furnished with a king bed, while...
City View studio just steps from the beach
Summary:Live your best life at our premiere resort unit in Waikiki! Located perfectly between the beach, the heart of Waikiki shops and center, and the Marina. The secluded studio sits within the prestigious Ilikai community. Walk just a couple blocks to the...
Tropical Haven Retreat in Ko Olina | TCP-1196-3
Welcome to your dream vacation home at Coconut Plantation - the most amazing destination in Ko Olina! Whether you're looking for a breathtaking sunset, a romantic getaway, a fun beach stroll, an exciting round of golf or a relaxing spa retreat, this resort has got you...
Beach Bliss Retreat | Walk to Surf & Dining
Summary:Steps to the Beach Charley Young Kamaole 1 nearby Prime Location Walk to top restaurants shops Fast WiFi Smart TV Spacious Stylish Modern decor cozy ambiance Luxury King Bed Guests rave about comfort Resort Perks Pool hot tub BBQ tennis courts Free Parking Fully...
WS32 Free Parking & A block Away from Waikiki Beach
This high floor one bedroom is comes with a private lanai and a complementary parking. The 32nd-floor unit comes with amazing mountain views and is one block away from the world-famous Waikiki Beach! Included: Fast free wifi, TV, central AC, full kitchen with...
Noah's Hideaway Luxury B&B (KS), Walk to Beach!
Noah's Hideaway, a Luxury Bed & Breakfast in popular West Maui, located within the World Famous Kaanapali Beach Resort District, a short walk to the beach, shopping & restaurants!Fresh generous breakfast served daily!Koa Suite includes:- Private entrance- King bed, golf...
Hale Hou Nanea: 4 BR, 3.5 BA House in Princeville, Sleeps 10
Centrally located in Princeville, this newly built 2022 home offers a comfortable and well-appointed retreat for an unforgettable stay on Kauai’s Garden Isle. Thoughtfully designed for guests, everything in the home is brand new, from the furnishings to the dishware,...
Top Floor Ocean-View Condo: Walk to Kona Beaches!
Scenic Waterfront Ali‘i Drive Location | 3 Mi to Dtwn Kona | Royal Kahili CondosStep into vacation mode at this 2-bed, 2-bath Kailua-Kona vacation rental condo, offering an elevator and dedicated covered parking. The surf and sand are just a stroll away — ideal for...
Island Colony 25th Floor Studio - Ala Wai & Mountain Views
🌴 Island Colony 25th Floor Studio – Ala Wai & Mountain ViewsYour island retreat in the heart of Waikīkī! This beautifully furnished 25th-floor studio offers sweeping Ala Wai Canal, city, and Koʻolau mountain views — the perfect backdrop for your Hawaiʻi getaway.🏡 The...
Honua Kai | 3 FREE CARS | KBM Resorts | Extra Large Corner Suite! | 3 Units, 7 Bedrooms | HK ML-3580
** 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...
Quiet & Private Retreat w/Outdoor Soaking Tub
The Wooden Gem is a magical tiny hut custom-built by fine furniture makers (that's us) using local woods. A true work of art, it's nestled in the native forest of Kaloko Mauka. At a cool 2200 ft elevation, we're just 10 minutes from town, airport, and beaches, but it...
Private Home: Organic Farm Ocean & Sunset Views
Kona Farm Stay is perched above a working Kona coffee farm, this light-filled classic Hawaiian Hick's farm home invites you into the living, breathing rhythm of island life. From the moment you arrive, your senses are met with expansive ocean views, lush tropical flora,...
Wyndham Mauna Loa Village|Three Luxury Suites
Summary:If sunset cocktails, pools, and plenty of tennis sound like your style, you’ve found your spot. Located in Kailua-Kona next to a country club, this tranquil oasis sits away from town traffic and crowds while offering convenient access to the island’s many...
Diamond Head view Studio in Waikikiᨒ ⛰︎ ོ ☀︎𓂃⛱—Pool+A/C—½Block to Waikiki Beach
Unwind in Honolulu at this fantastic studio. The space features a comfortable living space with a queen bed, perfect for relaxing after a day of exploring. Guests enjoy a tremendous bathroom complete with a shower/tub combo and a hair dryer for convenience. Stay cool...
Kapalua Ridge Villa 2 units, Sleeps 12, Ocean Views, Total of 4 Bedrooms.
Book your 2026 vacation now!This listing is for 2 separate units close from one another. Unit 1: (1423)Spacious 2-Bedroom, 3-Bath Ocean View Villa in Beautiful KapaluaRelax and recharge in our luxurious 2-bedroom, 3-bath villa with stunning ocean views of Molokai and...
Moloa'a Bay Villa & Cottage - Beachfront on Secluded White Sand Beach
Welcome to Moloa'a Bay on the northeast shore of Kaua'i. This is a large, secluded, pristine white sand beach that lends itself to coastal hiking, snorkeling, body boarding, surfing, shelling, swimming and sunbathing.The beach bay is nearly ½ mile long. The name comes...
Honua Kai | Exceptional Value | KBM Resorts | Exceptional Value | 2 Units, 3 Bedrooms | HK ML-3544
** 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...
Central Oceanview Hawaii Style House Pool & SPA
Upgraded Jan 2026, this two-story home features 6 bedrooms, with two on the first floor & 3 on the second. The kitchen and dining area are located on the main level, while the 2nd floor includes a bar area ideal for entertaining. Floor-to-ceiling windows throughout the...
** 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...
2 Bedroom at The Bay Club, a Hilton Grand Vacations Club
This delightful two-bedroom provides the perfect respite for the whole family.Celebrate the island's hidden valleys and glowing lava from the height of a helicopter tour ... or enjoy the bounty of natural beauty firsthand along lush footpaths and walking...
Timbers, Hawaii's Finest 5 Star Resort, Luxury Pools, Golf, Dining, Oceanfront!
Experience refined island living at our luxury oceanview residence at Timbers Kauaʻi, Hawaii's finest 5 Star Resort. Overlooking the Hokuala lagoon, Kalapaki Bay, and the Haʻupu mountain range, this elegant residence features three ensuite bedrooms, a gourmet kitchen,...
Lanai Luxury, Expansive Suite Connect, Sleeper Sofa - Romer House Waikiki
This listing is for a room within a hotel.✦ Your room is 878 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Aloha Surf Condo - Private Deck - Pool - E-bikes
About this spaceWelcome to the Aloha Surf Condo at Kuilima Estates East, nestled within the Ritz-Carlton Turtle Bay Resort on Oʻahu’s North Shore. Wake up to palm trees swaying across the golf course, then stroll or ride your two Rad Power RadRunner Premium E-Bikes...
Lahaina Luxury One Bedroom Villa at Maui Bay Villas Hilton Grand Vacations
Escape to Maui Bay Villas, Hilton Grand Vacations’ stunning oceanfront resort located along Maui’s picturesque western shore. This one-bedroom villa located n the Mauka side of the resort, blends contemporary island elegance with all the comforts of home, making it the...
Hapuna Beach Residence B12 at Mauna Kea Resort
This island luxe, oceanfront, newly-constructed, ground level island masterpiece offers floor-to-ceiling sliding window walls that create indoor/outdoor living space, a fantastic chefs' kitchen outfitted with professional-grade Wolf, Sub-Zero and Miele appliances, wine...
First Floor Beach Studio Across the Street from the Beach!
Welcome to our bright & clean beachside retreat in North Kihei! Our studio condo is directly across from the beach and stocked with all the comforts of home. Enjoy keyless entry, fast WiFi, free parking directly in front of the first floor condo, and a stocked, full...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Ocean View | 3 Units, 4 Bedrooms | HK ML-1766
** 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...
Modern Tropical Retreat with Kitchen, Relaxing Ambiance and Serene Surroundings
Our villa offers sweeping Pacific Ocean views and island breezes from a private lanai. Enjoy bamboo linens, a gourmet kitchen, and access to the oceanfront club with lagoon pool and seaside dining. Steps from Waikoloa Beach Resort golf and minutes to Hapuna Beach,...
Sun-Soaked Balcony with Ocean Views, Walk to Beach, Shops, & Cafés
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 443 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...
Royal Kahana Maui 202 Ocean View Studio
Enjoy stunning sunsets from your ocean-view studio, an ideal retreat couples looking to relax in paradise. Unit 202 Ocean View Studio• 2nd floor studio with balcony • Studio kitchen includes microwave, stovetop/oven, coffee maker, refrigerator, toaster, blender,...
Island Colony 9th Fl Studio - Pool View
🌴 Island Colony Studio – Pool Views & Steps to Waikīkī BeachGorgeous modern studio with views overlooking the recreation deck and pool, perfectly located in the heart of Waikīkī. The spacious lanai with seating for four invites you to relax, share meals, or simply enjoy...
Island Escape – 2BR Lockoff Villa at Sheraton Kaua‘i Resort
Enjoy the perfect combination of space and flexibility in this 2-Bedroom Lockoff Villa at Sheraton Kaua‘i Resort, located on the sunny South Shore in Po‘ipū. With about 1,100–1,200 square feet of space, this villa comfortably accommodates up to six guests, making it...
Royal Kahana Maui 306 Ocean View 1 Bedroom
Step into this inviting one-bedroom unit featuring sweeping ocean vistas and a cozy atmosphere near many beaches. Perfect for couples, small groups, or retreat seekers. Unit 306 Ocean View 1 Bedroom 1Bath• 3rd floor condo with nice views of ocean and the island of...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Exceptional Value | 3 Units, 6 Bedrooms | HK ML-1628
** 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...
Peek-a-Boo Ocean View Studio in Waikiki w/ AC - Bamboo Waikīkī Hotel #803
Castle Bamboo Waikīkī Hotel #803 - Expansive sliding glass doors allow for natural sunlight and open to the private outdoor lanai where you can relax in comfort while taking in the views and enjoying your morning cup of coffee. The sleeping/living area is furnished with...
Vehicle to rent, Hilton Pass, Family Friendly, Grill, Beach Gear, 3bedroom, N1
This pristine 3 bedroom, 3 bathroom home has 1,725 square feet in 2 stories with expansive outdoor spaces and backs up to Hole 3 of the prestigious Waikoloa Beach Resort Golf Course.Primary Bedroom: enjoy serenity in your primary suite. King bed, large walk-in closet,...
Ohana Villa Princeville • Pool & AC • Sleeps 20+
Aloha & Welcome to Ohana Villa — Your North Shore Retreat!Escape to paradise at Tropical Ohana Villa, "Ohana" means family, and this is a spacious and newly upgraded 6-bedroom, 2.5 bathroom, AC & private pool/jacuzzi home perfectly situated in the heart of Princeville,...
New Listing! Lovely 2bd in Kihei, paradise awaits!
Welcome to Maui Banyan P409 – Bright 2-Bedroom Suite Relax and unwind in this beautifully updated 2-bedroom, 2-bathroom corner unit at Maui Banyan, comfortably accommodating up to 6 guests. With two separate entrances and a lock off option for added privacy, it's...
Waikiki Cozy and Spacious Studio with Balcony
Relax at Luana Waikiki Hotel and Suites, a newly renovated, spacious unit. Conveniently located near the entrance of the iconic Waikiki strip, a short walk to Waikiki Beach, shopping, dining, and the Convention Center.It comes with one queen bed & one queen sofa bed,...
Ocean Views Top Floor Across from Beach - Kihei Akahi D606
Book with us and come to Maui to explore everything we have to offer!Looking for an ocean view, close to the beach, and a convenient location that fits your budget? This condo is for you! New: furniture including Cal King bed, couch, Roku TV, artwork linens. A sofa...
Kahana Villas Resort & Spa, Lahaina, Hot Tub, Pool
Enjoy returning each day to your luxurious suite with views of the ocean worthy of a postcard! Kahana Villa offers one-bedroom and 2-bedroom suites featuring a fully equipped kitchen, in-room washer/dryer and private lanai. All two-bedroom units at this resort are two...
Fully renovated ocean facing condo in Kauai with Pool/AC/Hot-tub
ALOHA! Welcome to our fully renovated ocean-facing, beach-house–style condo at Plantation Hale in Kauai. Bright coastal décor, natural textures, and island breezes create an effortless, relaxing vibe. Wake up to the sounds of the ocean and relax on our expansive lanai,...
Kapalua Golf Villas | Large Bedrooms | KBM Resorts | 3 Units, 4 Bedrooms | ML-2297
** 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...
Sunny Hilo Home w/ Game Room: Walk to Golf Course!
Aloha, and welcome to Hilo! This spacious 3-bedroom, 2-bath vacation rental, on a quarter-acre of lush Hawaiian land, offers all the comforts necessary for an ideal extended stay. Boasting a game room, in-unit laundry, and a central location near many attractions, this...
1 bedroom condo with great Waikiki view
Perfect 1 bedroom in 38th floor. You may view 180 degree panoramic ocean view from the living room!!As you enter, you will find the fully equipped kitchen just remolded. In the bedroom, there is queen size bed for your full recharge. Through the bedroom, you can go to...
Hawaiian Getaway: 2BR at Hilton Grand Islander in Waikiki
Discover the perfect blend of space, comfort, and resort living in this two-bedroom, two-bathroom suite at The Grand Islander, a Hilton Grand Vacations Club in Waikiki. With accommodations for up to six guests and all the comforts of home, this suite is ideal for...
Relax, Unwind, Repeat – Lahaina Shores 527 Getaway
Wake up to the sound of waves and endless blue horizons — this 5th-floor oceanfront studio puts Maui's beauty right outside your door.Set directly on the shoreline in historic Lahaina Town, Lahaina Shores is a charming boutique resort where the ocean is just steps from...
New Listing Kalnikai 213, close to Ironman start! by Coldwell Banker
New Listing Kalanikai Unit 213, Walk to Ironman Start, Pier and Ali'i Drive!Welcome to Kalanikai Unit 213, your perfect Big Island getaway nestled in the heart of Kailua-Kona! This beautifully maintained unit offers a serene retreat just steps from the action. Ideal for...
Dreamy Ocean Views, Private Lanai, Updated Kitchen
Experience the best that Maui has to offer at our updated coastal retreat with dreamy ocean views and a large private lanai. Stroll to the beautiful, world-renowned beaches, dine at delicious local restaurants, and shop at charming boutiques. South Maui's main surf...
** 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...