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.
Hidden gem at North Shore Turtle Bay
Enjoy our quiet condo at the renown Kuilima East Estates property (Turtle Bay). Our recently renovated rental sleeps two and gives our visitors a respite from the hustle of Honolulu, and access to a host of amenities: short walk to the beach, BBQ areas, pool access and...
Amazing 2BR Condo in Ko Olina Beach Villa OT 314
Aloha and welcome to the Beach Villas at Ko Olina!The Beach Villas at Ko Olina are in the World-Famous Ko Olina Resort and Marina on the second of the four spectacular lagoons. You’ll enjoy the mile-and-a-half walkway along the lagoons, passing the Four Seasons Resort,...
A Slice of Paradise in Kona - walk to stores, restaurants and the beach
Nestled in the center of Kona this 1BR/1BA recently fully renovated condo offers a base for 2 to 4 people as you seek local attractions or nearby restaurants. Many stores as well as the beach are in walking distance. Yearning a home cooked meal, use the fully equipped...
JC Surf House: Elegant 5BR w/ Pool, BBQ & Ocean Views
Welcome to JC Surf House, a relaxed 5-bedroom, 5-bath island haven tucked within the exclusive Kukui‘ula community on Kaua‘i’s sunny South Shore. Spanning approximately 2,900 sq ft of breezy indoor–outdoor living, this two-story retreat blends modern comfort with...
Kuhio Shores 113 - Exquisite Ground Floor Unit Right Next To The Ocean
Located on the sunny South Shore at Poipu Beach, just 10 steps from the water's edge, this 1 bedroom condo offers the best oceanfront vacation rental that Kauai has to offer. At Kuhio Shores #113 nothing can beat the location and views. Perfect paint, perfect...
Brand New! Luxurious Sky Ala Moana 2 Bed 2 Bath
Summary:*30 DAY MINIMUM* Discover the lively heart of Honolulu and enjoy leisurely walks along the beach with this 2 bed and 2 bathroom apartment on the 16th floor of Sky Ala Moana. Get a charming view of the city and take advantage of the convenience of being close to...
*Affordable Island Getaway with private yard *
We're situated in a prime residential neighborhood, just 2 blocks away from Kailua Beach Park Entrance and Kalapawai Market, as well as downtown Kailua. You'll find an abundance of shops and restaurants, plus two of the world's most beautiful beaches, Kailua and Lanikai...
Recently Renovated Studio in Palms at Waikiki
Sweeping views of Waikiki are visible from the 8th floor through the main living space through the floor-to-ceiling sliding glass doors. You will have access to the gorgeous outdoor pool, and fitness center, all just steps away from Waikiki Beach. IHOP restaurant in the...
Best unit on property! Modern, Ocean Views! Beach, Pool, Whales! Video Tour!
**Welcome to Kihei Holiday #220 – Your Oceanview Retreat in the Heart of Maui**Indulge in island living at **Kihei Holiday #220**, a newly renovated, top-floor condo offering panoramic ocean views, elegant design, and the laid-back charm of South Maui. Perfectly located...
Hawaiian home with incredible ocean views, orchids, and gorgeous sunsets
Our home is in a rural area of the Big Island, on one acre of landscaped property with orchids, palms, banana plants, a koi pond and more. This is our personal residence, available the months when we are not there. The kitchen is totally equipped with everything but a...
In the center of it all!
Maui at it finest! Fantastic oceanviews where you can watch whales from your balcony and visit sea turtles on the private beach area. This centrally located property is in a quiet area on Maui, but everything is just minutes away!Maui's beautiful southern 7 Mile beach...
Maui Eldorado K-106 - March Availability !
Centrally located in the heart of Ka'anapali, Maui Eldorado Kaanapali is the perfect place to enjoy your Maui Vacation. This ground-floor end unit with an elevated garden view is very close to the front desk and outdoor parking - handy for unloading luggage and...
International Colony Club 16 Plantation Style 2BD Cottage AC Near Beach
International Colony Club 16 Maui Plantation Style 2Bedroom Cottage with AC, Large Enclosed Lanai and a Short Walk to the Beach. Experience Maui Year-Round Island Style FREE daily activities included with your stay value up to $570! Complimentary admission, every day of...
OCEANFRONT RESORT in Koloa-Poipu with AMENITIES INCLUDING WIFI, walk to beach
ALOHA! This 2 bedroom, 2 bathroom condo is located in the beautiful resort called "The Point at Poipu", a family friendly resort.Gorgeous 2 BEDROOM, 2 BATHROOM (King in master and 2 Twins or we can request a Queen for the 2nd bedroom), OCEANFRONT RESORT, short walk to...
Modern Luxury Suite at Waikiki Beach Tower w/ Ocean View
Relax in this beautifully renovated unit with ocean views at Waikiki’s finest oceanfront condo building. Wake up to the crystal blue ocean from the luxurious king bed in the master bedroom, entertain family and friends in the open kitchen and living room, and enjoy a...
🏖️Ground Floor | Private Corner Unit | Includes Concierge
vrKCV - The Shores at Waikoloa 102, Professionally Managed by Kona Coast VacationsThe Shores in Waikoloa Beach Resort, Unit #102Welcome to Your Dream VacationWelcome to your dream vacation at The Shores in the Waikoloa Beach Resort! Nestled in the exclusive Sandalwood...
Oceanfront Bliss, Maui: nMillion dollar views without the million dollar price!
"You will not find better views anywhere in Maui, for any price."Proud to be a "Superhost" for 12 years straight, we would love to share our Maui direct oceanfront studio with you. Our condo is situated about 10 feet from the water's edge with incredible ocean views. It...
Designer oasis with waterfall & sunset views, hot tub, kayak, surfboard & bikes
Enchanting Mermaid ManorOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Take in mesmerizing waterfall and sunset views from both the living room and lanai at this tropical oasis....
Luxurious 4BR/3.5BA House: AC, Short Walk To Beach
Discover Elegance at Poipu: The Ohana House hosted by BlueTideVillas.Step into the luxury of the Ohana House, a 2,800-square-foot haven nestled on a half-acre oasis, boasting a sprawling private lanai—perfect for savoring your favorite tropical drink. Celebrated as one...
Wailea Ekolu 505 ~ Big Ocean Views ~ New Furnishings
Spectacular Ocean and Sunset Views!!A short walk or drive to Wailea’s best beaches.Newly furnished and well appointed home will provide an exceptional experience.Wailea Ekolu is peaceful and spacious development with dinning, coffee, shopping and Maui's best beaches...
Newest 2 BR at Maui Eldorado, prime Ocean View
Maui Eldorado – Spacious Top-Floor Family Retreat with Ocean & Golf Course ViewsWelcome to this expansive two-bedroom, two-bath residence located in the heart of the Kaanapali Beach Resort area. Offering approximately 1,440 square feet of interior living space plus...
Mountain/city-view condo minutes from island attractions with open layout & W/D
Waikiki Townhouse 1101 - 30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Say aloha to island luxury at this condo located in the heart of Honolulu. With breathtaking...
Oceanfront with AMAZING Views and AC! 2 Bedroom, 2 Bath Corner Unit KKSRC #3104
Oceanfront condo with amazing views! Two bedrooms, each with a Cal King bed, two full bathroom ground floor corner unit with extra large lanai and AC. Well equipped kitchen with everything you could need. Located in the Keauhou Surf and Racquet Club, which has a...
Oceanfront Beachfront Escape Hale Kai 1Bed
Discover charm and comfort in our ground floor vacation rental, nestled by the pool and oceanfront. Immerse yourself in stunning sunsets just steps from the water. This cozy unit boasts a fully equipped kitchen, a luxurious king-size Tempur-Pedic bed, and a sofa sleeper...
Professional Design Ocean View Private Apartment
Summary:Designed by Twin Islands Interior Design Group - Escape to Big Island and indulge in the tropical paradise of Hawaii with this charming 1 bedroom, 1 bathroom Airbnb property. Enjoy an ocean view from your breezy porch and sleep peacefully in a comfortable...
Top-Floor Mana Kai 814: Stunning Ocean Views, Sunsets, and Whale Watching!
Stay 5 Nights, Get 1 Free – More Time to RelaxEnjoy an extra night on us! Book 5 consecutive nights, and we’ll give you the 6th night free—a perfect way to extend your getaway without extra cost.Limited availability: This offer is not valid during peak travel...
Plantation Hale Suites H15, Top Floor, AC, Walk to Beach
NOTE: Rates Automatically Discounted from September 15 through December 2025 due to construction repairs on various H-building decks during this time. We apologize for the inconvenience. Work Hours: Monday–Friday, 9:00 AM–5:00 PM.Plantation Hale Suite H15, Top/2nd Floor...
The Sacred getaway at Fairway Villas C1! This 3 bedroom, 3 bath condo is new!
Welcome to Sacred Peaks Getaway, a newly renovated and tastefully designed condominium that can comfortably accommodate up to eight guests. This spacious vacation rental features three bedrooms, providing ample space for everyone in your group. The guest bedroom...
Oceanfront Paradise Escape on the North Shore of Oʻahu. 30-Night Minimum Stay
Please Note: In accordance with Hawaiʻi regulations, this property is available for a minimum stay of 30 nights only. We kindly ask that you do not inquire about shorter stays, as we are unable to accommodate them. That said, this home is truly special, and with its...
Amazing condo with pools and hotub across from the beach
Welcome to Maui Kamaole! This wonderful 1 Bed/2 Bath condo is the perfect location for your Maui vacation. It is conveniently located across the street from the Kamole Beach Parks and is nearby shops and restaurants. This updated, fully equipped kitchen makes it perfect...
ONE BEDROOM OCEAN VIEW
Welcome to Kihei Akahi! This wonderful 1 bed /1 bath is the perfect location for your Maui vacation. Step cross the street and enjoy Kamaole Beach 2, one of Maui's best swimming beaches. The condo has a fully equipped kitchen, making it ideal to enjoy dinners at home...
Beautiful Ocean View Studio at Kihei Akahi
Welcome to Kihei Akahi! This is the perfect location for your Maui vacation. Step cross the street and enjoy Kamaole Beach 2, one of Maui's best swimming beaches. The condo has a fully equipped kitchen, making it ideal to enjoy dinners at home. The lanai is perfect for...
Oceanfront condo with pool & BBQ | Kihei
Summary:Discover the allure of Maui with this chic and comfortable one-bedroom condo, a perfect retreat for those seeking both relaxation and adventure. Remodeled in December 2023, this fifth-floor gem offers stunning ocean views and is just steps away from the sandy...
Tropical Hawaiian flair,steps to Kamaole Beach III
Welcome to Maui Parkshore 213, your tropical paradise retreat on the stunning island of Maui. This 2-bedroom, 2-bathroom condo is designed to accommodate up to 6 guests, offering a comfortable and stylish escape just steps away from the beach. Please note there are only...
Designer Condo in Hawaii Kai! Close to beaches, shopping, hiking!
Kick back and relax in this calm, stylish condo located in Hawaii Kai in east Honolulu. This newly redesigned condo is outfitted with brand new, high end furniture to match the allure of the beautiful, newly constructed building and fabulous amenities.This beautiful...
Chic Oceanfront Escape-Boutique Studio-Noelani 219-Cold AC-Amazing Ocean View
Step into the island luxury of this brand new, fully remodeled 2nd-floor oceanfront studio vacation rental! Luxury and comfort all wrapped into one with ocean and island views, award-winning interiors, and access to a secret sea turtle beach. Endless ocean views from...
The Islands M2 Oasis at Mauna Lani Resort
Welcome to The Islands, your exclusive retreat within the luxurious Mauna Lani Resort! Nestled in a serene tropical oasis, our M2 townhouse invites you to experience the epitome of comfort and style. This 2-bedroom, 2.5-bathroom haven is ideal for up to 4 guests,...
Wailupe Seaside Haven: Beachfront Luxury Home w/ Pool & in City Proximity
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 Wailupe Seaside 4 Bedroom by...
CheCa Hale: Gorgeous Top Floor Corner Unit, With AC
Hopu i ka la ("catch the sun") at CheCa Hale! This airy, air conditioned, two-bedroom, two-bathroom corner penthouse is the perfect choice for family and friends traveling together. The home was beautifully and fully updated in 2022. Located in the beautiful Keauhou...
Updated ocean-view condo with 2 pools & hot tubs - walk to beach / dining
Maui Banyan H404Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'The beach is calling to you from across the street at this updated ocean-view condo. For endless sun-soaked leisure,...
Pahoa House with Lanai, Walk to Ocean!
Escape to the beauty of Pāhoa and experience the perfect balance of luxury and location at this 3-bedroom, 2-bath vacation rental. Situated 5 miles from Puna Kai Shopping Center, this home is a dream come true for adventurers and relaxation seekers. Immerse yourself in...
Pool & Spa, Ocean, Golf on the North Shore
Don't take it from us! Direct quotes from our 5 star reviews:"If you are questioning if you should rent or not…just do it. This place is incredible. The sunsets are amazing, the house is perfect. The two master set up is ideal for families sharing a home…..the location...
Mountain View Retreat Unit 1 - highly rated on leading rental sites!
Peaceful rain forest guest house a few miles from Volcano National Park. Mountain View Retreat is located in a lush and relaxing paradise. Enjoy your coffee or tea in the morning on your own private lanai. For larger parties there is another guest house on the same...
Mountain View Retreat Unit 2 - highly rated on leading vacation rental sites!
Peaceful rain forest guest house a few miles from Volcano National Park. Mountain View Retreat is located in a lush and relaxing paradise. Enjoy your coffee or tea in the morning on your own private lanai. For larger parties there is another guest house on the same...
Luxury Condo at Kameole Beach
Maui Banyan Resort is located a few hundred feet walk from 3 of the most famous beaches in Maui, Kameole Beach I, II, and III. Unit T106 is on the ground floor and is located at the back of the resort with garden views that appreciated for it's peace & quiet as well as...
Bamboo Canopy with Shared Bath and Common House
Escape to the enchanting Bamboo Canopy, a glamping-style retreat. This unique accommodation offers the perfect blend of rustic charm and modern comforts, making it an ideal choice for those seeking a tranquil yet luxurious getaway.The Bamboo Canopy features a queen-size...
KBM Resorts | FREE CAR | Wailea Beach Villa | Spacious 3-Bedroom Condo with Sweeping Ocean view! WBV-PH 412
** 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...
Luxurious BEACHFRONT Condo with Fabulous Ocean Views at Waikiki Shore!
Waikiki Shore #1102 – 2161 Kalia Rd.This 11th-floor beachfront condo is perfect for 2 couples, families, and friends up to 6 guests (STRICT MAX OCCUPANCY, using living room sofa bed). With spectacular views of the ocean, free parking, a full kitchen, in-unit...
Kailua-Kona Condo Rental ~ 1/2 Mi to Golf Course!
Escape to paradise at this peaceful 2-bedroom, 3-bathroom Kailua-Kona vacation rental! Boasting a full kitchen, a cozy living area, and a loft with a view, this property has all the essentials for a family retreat or a getaway with friends. Relax on the balcony while...
Walk to Beach from Lux Condo w/Hilton Pool Pass
When you stay at our 3/2 nestled between the Hilton and Marriot, you`re steps to the beach and a 5-10 minute walk to shopping, groceries, beach-front dining, a luau, a movie theatre and ancient ruins. The location simply does not get better in this resort area!Located...