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.
Ma'alaea Surf, Unit A4-2 BR Ground Floor Beachfront Condo, AC, Wi-Fi, Pool
Ma'alaea Surf, Unit A4 - Just steps from one of Maui’s longest white sand beaches, newly remodeled A4 has all the amenities of a luxury resort. Centrally located between the tourist's centers of Lahaina/Kapalua and Wailea/Makena, but once you’ve settled in your spacious...
NEW LISTING DISCOUNT! 3BD/3BR Luxe Villa, AC, Pool, Walk to Beach
NEW LISTING – Special Introductory Rates!Hosted by a proven 8-year Superhost with 100+ 5-star guest reviews, Sugar Sands Villas offers the value of a new listing discount with the peace of mind of experienced, guest-focused hospitality—all within the newest and most...
Gorgeous Views- Kuleana 514 1 bed/1ba condo
Oceanfront Paradise at Kuleana 514 – West Maui Getaway 1 Bedroom • 1 Bathroom • Sleeps 4 • Oceanfront ResortWake up to the sound of the waves and breathtaking views of MolokaÊ»i and LÄnaÊ»i. Kuleana 514 offers the perfect blend of island comfort and modern amenities,...
Ocean Front Beautiful Remodeled Unit 418! - Maalaea Bay
**Special Introductory Rate September - November 23rd - 2025!! New Unit to Vacation Rental!! Book Now!!**Looking for the perfect tropical escape? Book now and let the island vibes take over! Kanai A Nalu 418 at Ma'alaea Resort is calling your name! This oceanfront,...
Kaia Villa, at Turtle Bay - Modern North Shore Oahu Retreat w/Lanai & Golf Views
Debuting October 2025. Kaia Villa offers a newly renovated stay on Oahu's famous North Shore. Set within Turtle Bay Resort , This property has been thoughtfully transformed into a stylish island retreat designed for comfort and relaxation.Every detail has been curated...
Your Island Base: Mountain View Studio 224 LS
Enjoy the tranquility of West Maui from this beautifully appointed mountain-view studio at Lahaina Shores. Start your morning on the private lanai with a cup of coffee, listening to the trade winds and taking in sweeping views of the West Maui mountains. The studio is...
2-bedroom cottage, steps from the ocean, AC, parking
Located steps from the ocean, this oceanfront property is the second house on the property in Ewa Beach. This quaint 2-bedroom cottage offers a tremendous escape for guests. With a cozy queen bed, a comfy twin bed, a king bed, and a sofa bed, you'll feel right at home....
~NEW~ Oceanfront Luxury at Waikiki Beach Tower
Waikiki Beach Tower Unit 901 - 9th floorRelax in this beautifully renovated 2-bedroom 2-bath unit with ocean views of Waikiki Beach. Entertain with family and friends where the views from the kitchen and living room have you feeling like you're on the beach. Start your...
Modern Oceanfront Cottage
Wake up to the sound of waves and step straight onto the sand at this stunning 3-bedroom, 1.5-bath oceanfront retreat. Perfectly positioned right on the beach, this home offers the ultimate island getaway with a spacious converted basement, comfortable furnishings, and...
Maui Resort Rentals: Hokulani 605 – Premier 6th-Floor Oceanview Penthouse | Closest 2BR Column to the Ocean!
Maui Resort Rentals is proud to bring you this 2BR Premier Oceanview Suite at the Honua Kai Resort, newly launched and available for bookings starting August 29th, 2025!Boasting a premier top-floor location in the closest two-bedroom column to the ocean at the resort,...
Breathtaking 1 Bed True Oceanfront Retreat Maui
Aloha, E komo mai (welcome) to Napili Point Resort Unit A13 in West Maui, Hawaii"You will absolutely LOVE this privately owned, Spectacular, 1 Bedroom Oceanfront Condo (A Unit) at the exclusive Napili Point Resort in Maui". - Actual quote from a guest. Bring your...
Stylish Kauai Condo on the Beach
Swimmable beach right out front! Enjoy the ocean breeze and relax in our calm, stylish space. One of the best swimming beaches on island is downstairs. We even provide our surfboard for you to use!It feels like classic Old Hawaii here at the Islander on the Beach Resort...
Golf Course View Retreat | Wailea Condo GC100 | Walk to Shops & Beaches
Welcome to Grand Champions #100, a meticulously updated 2-bedroom, 2-bathroom villa located in the heart of Wailea. Overlooking the 3rd hole of the Wailea Blue Golf Course, this spacious retreat features vaulted ceilings, modern upgrades, and spectacular views of...
New! Lae Nani #621, AC, Ocean View, Tropical Oasis, Steps to Beach and Town
Lae Nani Resort Kauai #621, Beautiful Ocean View Unit on a Tropical Beachfront Oasis. This Kauai Vacation Rental is conveniently located in Kapaa Town within walking distance to shops, restaurants, and just steps to beautiful white sandy beaches. Accommodates up to 4...
Gorgeous 3-Bedroom Condo in Ma'alaea With Extra Large Waterfront Lanai
A true hidden Maui gem! Discover the beauty of Ma'alaea while relaxing in this recently constructed 3-bedroom condo, formerly the iconic WATERFRONT RESTAURANT. With 2 king beds, 1 queen sofa bed, a fold out bunk bed, extra large living room, and one of the largest condo...
STVR Home - Kona’s Cozy Retreat - 4Bd/3Bath/Sleep 12/Pool with AC
Welcome to your perfect Hawaiian getaway! Nestled in a serene neighborhood in Kailua-Kona, our charming home offers everything you need for a memorable stay on the Big Island. Whether you’re here to explore the island's natural beauty, relax by the pool, or simply...
Hilo Getaway: 2BR Condo w/ Pool, A/C & Incredible Views
Relax and Unwind at Hilo Lagoon CenterWelcome to your home away from home in the heart of Hilo! This spacious 2-bedroom, 2-bathroom condo offers comfort, convenience, and beautiful views of the peaceful waters at Wailoa River State Park.The spaceInside, you’ll find:Two...
New Listing! Ekahi 26B-Spacious & Family Friendly | Ground-Floor Garden Oasis
Ground-Floor Garden Oasis | 1BR/2BA Wailea Ekahi Condo | Walk to Keawakapu Beach & PoolsDiscover the perfect blend of island charm and modern comfort at Wailea Ekahi 26B. This remodeled, ground-floor condo offers a spacious 1-bedroom, 2-bathroom layout surrounded by...
Kona Bali Kai 362 – For 2 Guests
Summary:Escape to the Big Island and enjoy a relaxing stay at Kona Bali Kai, just minutes from the heart of Kailua-Kona. This community offers everything you need for a restful vacation—take a dip in the ocean-view pool, unwind in the hot tub, or head to your private...
18FL Charming air conditioned apartment in Waikiki with scenic view from lanai
This superb apartment in Honolulu is a cool retreat for guests looking to unwind. With modern amenities like heating, AC, an iron, and a hair dryer, this lovely space offers a queen bed, sitting area Smart tv Wifi and a cozy bathroom with a walk in shower supplied with...
Discover Serenity: Rooftop Bliss, Pool, Sauna, Minutes from Waikiki Beach!
Family-friendly property located just steps from the beachThis listing is for a room within a hotel.✦ Your room is 1772 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, high definition 32-inch TV, available with Premium cable, ensuring...
Renovated Hideaway | 2 Lanais | Location | Central
Welcome to the Hale Lanai. Location beats!!Stay in the heart of Waikiki, just a 5-minute walk to the world-famous beach and minutes from some of the island’s best food trucks and local eateries. Whether it’s sunrise surf sessions or late-night poke runs, this studio...
Kiahuna Plantation 029 By Parrish Kauai
Kiahuna Plantation Resort is the only beachfront condominium resort in Poipu. The plantation style architecture is surrounded by over thirty acres of lagoons, lily and koi ponds, swaying palms, tropical flowers, fruit trees, orchids, and plumeria trees accented by...
Maui Banyan F-103 Stunning 2 Bedroom Condo With AC
**Please note: This is a ground floor unit, although there are stairs down from the parking lot and another set of stairs down to the ground floor hallway. Everything in the unit has been upgraded! Floors, newly built walk-in showers in both bathrooms, new bathroom...
New! Maui Banyan G105 – Heart of Kihei
Maui Banyan G105 – Ground-Level Comfort Near the Pool in South Kihei!Welcome to your perfect Maui retreat! Located in the desirable Maui Banyan Resort, this ground-floor 1-bedroom, 2-bath condo offers comfort, convenience, and a fantastic South Kihei location—just steps...
Quam Properties: Kapalua Golf Villa 15T2 | Enjoy Maui Sunsets
Experience Golf Course Luxury at Kapalua Golf Villa 15T2Welcome to Kapalua Golf Villa 15T2—your private retreat in one of Maui's most prestigious resort communities. This beautifully upgraded 1-bedroom, 1.5-bathroom townhome offers sweeping views of the Bay Course and...
Bali Hai 1-bedroom resort in fantastic Princeville with Pool & Hot tub
Perched atop the cliffs of Princeville, this Kauai resort seamlessly combines the beauty of nature with luxurious comforts. Unwind with a serene escape at the on-site spa, or make the resort your launching point for unforgettable Hawaiian adventures. Discover the beauty...
Spacious 2-bedroom condo with a lanai, on-site pool, WiFi & golf courses nearby
Garden Isle at PuamanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your tropical oasis in the heart of Princeville, HI! This beautifully appointed condo offers an...
New Listing! Oceanfront 1bd in Kahana
Aloha and Welcome to Royal Kahana 213! This beautifully renovated 1-bedroom, 1-bathroom condo is located in the heart of Kahana—just steps from the beach, dining, and shopping. Thoughtfully designed with island charm and modern comfort, this inviting retreat is perfect...
New Listing – Quam Properties: Lahaina Shores 621 | Ocean Front Studio
Lahaina Shores 621 – OCEANFRONT!Lahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 621 is a 6th-floor oceanfront studio offering privacy and comfort for 2 guests. The condo has Hawaiian vibes with...
Beachfront 1BR 1BA condo on beautiful Poipu Beach Kiahuna #2
New to VRBO!! Relax in your Kiahuna Plantation condo beachfront on the white sand at beautiful Poipu Beach. Building 1 consists of 3 units and is the only ground level building with no second floor, so no one above you. This fabulous property features vaulted ceilings...
Golfer’s Lava Cove - Waikoloa, HI
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...
Walk to Dtwn Hilo: Updated Getaway Near Hiking!
2 Mi to Beach | Community Pool & Laundry Facilities | Day Trip to Volcanoes Nat’l ParkEscape to your next Big Island base, just a mile from vibrant Downtown Hilo, lush waterfalls, and black sand beaches! This 2-bedroom, 1-bathroom vacation rental condo features calming...
Ocean Views Top floor King Bed Beach Access Pools BBQ Renovated Unit with AC
Welcome to our island home! It offers 1 large bedroom with views of the Pacific Ocean and Sunrise! Steps from the pretty sandy beach right in front! This home comes with a large bedroom and a fully equipped kitchen. Guests enjoy 1 new king bed and 1 sofa queen bed with...
Maui Kamaole One Beachfront Condo at Charley Young Beach
Discover your perfect Maui beachfront getaway at Kamaole One #9, this beautiful 2-bedroom, 2-bath oceanfront vacation rental located directly on Charley Young Beach, the north end of the world-famous Kamaole I Beach Park in sunny South Kihei.This rare oceanfront condo...
Kona Reef Condo Oceanfront Top Floor A/C In Town Ocean and Pool View
Perfect location, you will love the ocean & pool view from this beautiful top floor condo. Right next to Honl's beach. A short walk to restaurants and stores, enjoy all that Kona town has to offer! This 1 bedroom condo has AC in bedroom and living room, dishwasher,...
Home away from home in 1 bedroom condo with A/C and pools in central Kapaʻa
Discover this 1-bedroom gem in Kapaʻa with a fantastic location! Less than 5 min walk to the beach, shops, restaurants, weekly farmer's markets and Kapa'a's walking/bike path. This charming and clean condo is fully furnished on the 2nd floor with staircase access only....
Skyline-Lagoon and Fireworks Magic from the Ilikai w/Top-Tier Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE: October 25, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony...
Ma'alaea Kai #102 – Oceanfront Ground-Floor Escape with AC and Tranquil Views
Ma'alaea Kai #102 – Oceanfront Ground-Floor Escape with AC and Tranquil ViewsWelcome to Ma'alaea Kai #102, a beautifully updated 1-bedroom, 1-bathroom ground-floor condo offering peaceful oceanfront living with modern comforts. This inviting retreat features a private...
Charming 1-bedroom condo in downtown Kailua-Kona just 2 blocks from the beach
Welcome to your perfect island getaway in Kailua-Kona! This beautifully updated condo is just 2 blocks from the beach and 1 block from the vibrant restaurants and shops along Ali'i Drive, putting you right in the heart of it all. Inside, you'll find brand new...
Makolea#11: Steps from the Beach, Beautifully Appointed 2 bedroom condo
Island Living at Its Best – Remodeled 2BR/2BA Ground Floor Condo Steps from Kahaluu BeachWelcome to Unit #11 at Makolea Condominiums — your perfect Big Island getaway! This beautifully remodeled 2-bedroom, 2-bathroom ground-floor condo is tucked away in the heart of...
Boldly Oceanfront. Stylishly Maui. Royal Mauian 2-Bedroom Retreat
*This is a NEW listing and it's gorgeous! This is not your average beach condo! This stunning 2-bedroom, 2-bath unit at the Royal Mauian is oceanfront living with purpose; fully renovated, thoughtfully designed, and infused with island energy throughout.The decor is...
Wailea Ekahi 24B - Modern Garden Retreat w/ Lanai, Split AC & Stylish Renovation
Nestled on the ground floor, Wailea Ekahi 24B is a beautifully remodeled one-bedroom, two-bath condo featuring a sleek, modern design and effortless indoor-outdoor living. With elegant finishes throughout, including quartz countertops and stainless-steel appliances,...
Kamaole Sands 10-307, Ocean View, Large Lanai, Twin Murphy Beds, Split-AC, Wi-Fi
Experience relaxed island living in Kamaole Sands 10-307, a beautifully renovated third-floor one-bedroom, two-bath corner condo in Building 10. Fully remodeled in 2016, this bright and airy unit offers stylish enhancements such as stainless-steel appliances, granite...
3-bedroom house with AC, parking
Oceanfront property. 2 queen beds, 1 bunk bed, a cozy living room, one bathroom.Guests can enjoy a cup of coffee in the morning with Honolulu and Diamond Head views! Good location. Close to restaurants, attractions, and shops.Located just steps from the ocean and the...
Studio by the ocean. Oceanfront property with WiFi, AC, parking, great location.
Escape to this fantastic studio in Ewa Beach. Oceanfront property, convenient amenities like WiFi and AC, queen size bed, kitchen, parking.Located just 50 steps from a natural authentic Hawaiian beach, the second house on Oceanfront property. Nothing compares to the...
Family House by the Waterfall - Private, Countryside, Waipio, Stream, WiFi, Laundry
You get the whole house! A super comfy family getaway, very private on the beautiful and peaceful Hamakua Coast - away from the tourist crowds of Kona and Hilo. We are a short walk to the Waipio valley overlook! Our house is great for adults and children. Come enjoy,...
New!-#510-Ocean-Sunset Views! Steps from It All!
Ocean-View Condo with Double Lanai & Rooftop BBQ | 2BR/2BA | Steps to Beach + DiningWelcome to your Maui retreat at Kamaole Beach Royale, a beautifully maintained 2-bedroom, 2-bathroom condo on the 5th floor, offering unmatched panoramic ocean and sunset views. Located...
Ocean View | 2 Pools | Spacious 3-Bed Makanui Condo in Poipu
Enjoy your Kaua‘i getaway from this well-located 3-bedroom, 2-bath condo in the quiet and elevated 200 building of Makanui. With sweeping ocean views, cooling trade winds, and a spacious layout that comfortably accommodates up to six guests, this split-level condo is an...
Stay in paradise minutes from the beach
Awaken to a breathtaking sunrise on the beach. Wind down each evening sipping mai tais to live music. Between the two — when you're not curling your toes in the sand at Kauai Beach Villas — immerse yourself in the lush island's magnificent Coconut Coast and the Garden...