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.
Cozy Waikiki Apt with FREE parking sleeps 4
Cozy studio apartment loaded with amenities to make you feel at home while on vacation. The space can best be described as a hotel room with a small kitchen. This apartment is located in the heart of Waikiki. -parking is included (if paid separately would be at between...
Hale Hui Kai By Parrish Kauai - Central Poipu Location
Welcome to Hale Hui Kai, your Gathering Place by the Sea. This spacious three-bedroom plus den retreat in the heart of Poipu Beach Estates. Designed for families and friends to come together, this inviting home combines the ease of island living with modern comforts,...
Oceanview Condo Casa De Emdeko, Kona, Hawaii
1-bedroom 1-bath condo in the ocean front property. Close to several beaches, Kailua Village, and Coconut Grove Marketplace with restaurants, music, and shopping. The Kona Trolley and island-wide bus service has a stop in front of the property. Watch the whales and...
Ko Olina Resort - Inquire 30% off March Discount! Message for preapproval
Welcome to this brilliant townhome in Ko Olina Resort Community. This peaceful retreat offers 3 cozy bedrooms, including 2 king beds and 2 full bed. With AC and heating, guests can relax in comfort. It's easy to see why you'll be able to unwind at our place.Enjoy...
Seaside Escape Just steps to the Beach!
Breaking News! Iconic, cultural, and beautiful Maui is back in business. We are proud to be welcoming guests to our legal vacation rental which has a full kitchen and is far more affordable than the pricey hotels and resorts. Thank you in advance for showing your...
Waikiki Skyline 28th Floor Hawaiian Monarch
Located in Honolulu, this hotel suites is a dream. With a cozy bedroom featuring a queen bed, a bathroom equipped with a hair dryer and bathtub, and convenient amenities like an iron and AC, guests will feel right at home. Experience a fabulous stay in the heart of the...
Lahaina Shores Maui Dream Oceanfront Ocean Views
Your Maui Dream Awaits! Beachfront Condo in LahainaImagine waking up to the gentle rhythm of the waves, stepping onto your private lanai, and being greeted by breathtaking, unobstructed views of the Pacific Ocean. This isn't just a dream – it's your next vacation at our...
3-bedroom townhome in peaceful Ewa Beach with AC
Enjoy a peaceful stay at this charming 3-bedroom townhome in Ewa Beach. This terrific property features 2 queen beds, 1 twin bed, and a cozy office space with a futon. With amenities like AC, iron, and a hair dryer, guests can relax and escape close to the ocean in this...
Kaanapali Shores 405
Welcome to Kaanapali Shores 405. This beautifully upgraded 4th floor ocean view 1 bed/1 bath condo features upgrades throughout while honoring classic Hawaiian style. Stay cool with central AC year round and this condo can accommodate 4 people. Admire the pacific ocean,...
Keauhou Punahele B-202 2nd Floor, No Stairs, Ocean Views/Remodeled!
Beautifully Remodeled 2 Bedroom 2 Bathroom Condo with Ocean and Golf Course views within the Keauhou Punahele complex. This bridge unit offers the privacy benefit of being a second floor unit without having to climb stairs!The large sliding doors and unit position...
Newly Renovated Waikiki 2BD 2BA Ocean City View
Summary:Aloha! Experience the best of Honolulu in this fully renovated apartment at 444 Niu Street. Enjoy the convenience of a full kitchen, partial ocean views, and free garage parking. With two bedrooms and two bathrooms, this apartment is perfect for a relaxing...
Heartwarming 2-bedroom condo in Lahaina
Experience Lahaina like a local in this 2-bedroom condo. The space is excellent, with 1 king bed and 2 twin beds (along with Sofa Bed and Additional Bed in Primary Suite) to accommodate guests. This welcoming property offers a relaxing stay for all travelers. Our place...
Nihilani 18C Newly renovated plantation style home
Located on an upper floor and a corner unit .... this newly renovated and elegantly furnished town home will comfortably accommodate your family. Nihilani 18C features central air conditioning and garage parking. Sit on your lanai with a tropical beverage and enjoy the...
PK K207 Relaxing Maui 1BD Condo w Pool & Beach
Papakea K207 NEW LISTING Relax on Maui at this 1Bedroom, 1Bathroom, Just Steps from the Pool and Beach! 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...
Guesthouse in quiet Pāhoa St with AC
Come stay in our charming guest house and experience the beauty of Hawai‘i’s Puna side. Our little ‘ohana offers a peaceful place to relax, surrounded by tropical greenery, yet it’s just a short drive from black sand beaches, Hawai‘i Volcanoes National Park, and...
Poipu Retreat: 3BR with Ocean & Golf Views, Lanai Sunsets, Pool & Central A/C
Welcome to Pili Mai 8C – Your Private Poipu Retreat.Perched on the edge of the scenic Kiahuna Golf Course, Pili Mai 8C is a three-bedroom, three-bath condo that captures the very best of Kaua‘i living. With sweeping views of the ocean, golf greens, and surrounding...
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...
3BD/3BR Luxury Villa, AC, Pool, Walk to Beaches
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 luxurious resort community in Poʻipu. Check...
Whale watching from your direct ocean front condo!
This terrific ocean front condo in Kahana Reef offers a welcoming atmosphere and an ideal location to enjoy watching the whales right off your lanai. Snorkle with the turtles and fish right off the beach, or enjoy sitting by the ocean-front pool. With 1 bedroom...
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,...
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...
Beautiful Apartment in Hawaii
Newly refurbished apartment, attached to our family house. Separate entrance. The apartment is located in the historic and very authentic neighborhood of Captain Cook, 2 minutes drive to the beginning of the famous Captain Cook monument trail, and 15 minutes drive to...
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...
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 paradise at Napili Point Resort in Maui, Hawaii. You'll fall head over heels for this 5-Star (1 of a kind A Unit), BRAND NEW oceanfront 1-Bedroom Condo, boasting a gorgeous Island Kitchen, luxurious dream shower & comfy Stearns & Foster...
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...
Tranquil 4-bedroom on Tropical Flower Farm in Haiku, Maui
This tropical estate offers 4 bedrooms including 1 king bed and 3 queen beds as well as a large billiards room featuring 2 additional full size sofa beds and has garden views throughout. This lovely 5400 sq. ft. home has many mature fruit trees and tropical flowers for...
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...
Peaceful Oceanfront Hideaway at Lahaina Shores Resort 514!
Lahaina Shores 514 – West Maui Mountain ViewsLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 514 is a 5th-floor mountain view studio offering privacy, comfort, and can accommodate 2 guests. Step...
Gorgeous Luxury OF Lahaina Studio
Lahaina Shores 511 – OCEANFRONT!Lahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 511 is a 5th-floor oceanfront studio offering privacy and comfort for 2 guests. Step onto the private lanai and...
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...
STVR Home-Hawaiian Living Oasis 4Bed/4Bath/Sleep 12/AC/Pool Coming soon
**New pool coming in Nov 2025**Welcome to your dream getaway in Kona! Nestled in a prime spot, you're just 10 minutes away from Kona's best beaches, restaurants, and attractions. Whether you're here to explore or relax, everything you need is within reach. This stunning...
Awesome Ocean View Studio 34th Floor Near Everything in Waikiki!
The view is awesome from this newly remodeled, spacious studio condo on the 34th Floor of the Hawaiian Monarch, just a few blocks from Waikiki Beach! This clean, modern, luxurious space is in a great location to enjoy your vacation in fabulous Waikiki Beach. In this...
Elevated Island Elegance in Kukui'ula - A Refined Retreat in Poipu
Graciously set within the exclusive enclave of Kukui'ula, this thoughtfully designed 3-bedroom, 3.5-bath residence offers an elevated South Shore experience—both in setting and sensibility. Wrapped in the soft embrace of trade winds and tropical foliage, the home...
Waikiki 3-bed, Ocean View, Central A/C, Free Parking, 1 Block to Waikiki Beach
This 3-bedroom apartment awaits your family vacation. Experience Waikiki and create memories. Walking distance to the Honolulu Zoo, Waikiki Aquarium and shopping. World famous Hy's Steak house located in the lobby makes this the perfect Waikiki Location. Bedroom 1...
Hilo Lagoon Retreat – 2BR w/View, A/C, Pool
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...
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...
Charming Getaway in the Heart of Waikiki. Modern Studio.
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 Listing: Beachfront Studio in West Maui
Lahaina Shores 520 – Studio in West MauiLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 520 is a 5th-floor West Maui Mountain view studio offering a comfortable stay for 2 guests. At Lahaina...
Kailani Vista - 3-Story Oceanfront Home w/ Hot Tub, Elevator & Putting Green
Kailani Vista is a private, 3-story oceanfront haven perched directly on iconic Ali‘i Drive, a leisurely stroll from downtown Kailua Kona. Spend your days exploring lava-rock tide pools at your doorstep, perfecting your short game on the backyard putting green, or...
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...
Enjoy Maui Sunsets from Kapalua Golf Villa 15T2
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...