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 Kalapaki Beach: Condo w/ Ocean & Mtn View!
Banyan Harbor | Saltwater Pool Access | Near Shopping & DiningSay hello to a prime location with 24-hour security and an easy drive to the North and South shores at this Lihue vacation rental. This single-level unit features 2 bedrooms, each with a private full...
A Tropical Paradise 2 Bed/1bath. Stunning Bay and Ocean Views
A Tropical Paradise on Hawaii's Big Island This updated 2bed, 1/bath penthouse has stunning views of both the bay and the ocean. Whether you are a lover of marine life or just a lover of tropical views, this home is the perfect spot for you. The penthouse's prime...
PERFECT LOCATION BEACH FRONTnINQUIRE special discounts reduced rates for march
Experience Haleiwa like a local in this delightful 1-bedroom apartment. Relax in the cozy living room or unwind in the jetted bathtub after a day of exploring. The bedroom features a comfortable king bed for a brilliant night's sleep. With amenities like a washing...
Maui Westside Presents - Eldorado H208
🌺 Aloha from Maui Eldorado H208! 🌺Winter Special - Book 7 nights and receive a 10% length of stay discount. Rates are updated automatically and applied when selecting 7 nights or more. Escape to your dream Maui getaway in this fully renovated, 1,440 sq ft, 2-bed/2-bath...
Coconut Coast Oceanview
Enjoy convenience and simplicity from this peaceful and centrally-located retreat. Watch the sunrise over the Pacific from your private lanai , walk to lots of restaurants and shopping at the nearby Coconut Marketplace as well as Longs Drugs, Safeway, Starbucks and...
Ocean View•1 BR Corner Condo•Mins to Waikiki Beach
Experience breathtaking, panoramic ocean views from this stunning top-floor 1-bedroom condo in the heart of Waikiki. This spacious retreat offers an open, airy layout with original hotel finishes, large windows, and a private outdoor dining space perfect for soaking in...
3 bedrooms 3 baths • Oceans views • Steps to beach
A combined rental for 2 adjacent, beautiful ocean & sunset view condos. One is a 2 br 2 bath double lanai unit and the other is a 1 br 1 bath unit. The combined space is 3 bedrooms 3 baths sleeping up to 10! You will have an ocean view triple wide lanai, 2 living rooms...
Spectacular View, Direct Oceanfront Kona, Top Floor
ALOHA, WE INVITE YOU TO RELAX AT SEA VILLAGE, New A/COur lovely top floor condo is perfect for you! Sit back and take in the spectacular view from the lanai as you watch dolphins and whales (in season) during the day and beautiful sunsets in the evening! Lose yourself...
40% off ! Oceanfront Views in the Heart of Kihei - Full A/C, W/D, 85"TV
Panoramic ocean views from this beautifully updated, fully air-conditioned condo at the popular Island Surf complex in Kihei. This airy guest favorite is across from Kalama Beach Park and Cove Beach. It's a 2-3 minute walk to food trucks, bars, restaurants and shopping....
Maui Resort Rentals: Honua Kai Hokulani 138 – Upgraded Large Ground Floor 1BR, Spacious Lawn Area + Easy Pools/Beach Access!
Maui Resort Rentals is proud to bring you this extraordinary 1BR Ground Floor Garden View Suite at the Honua Kai Resort, newly launched on 2/5/2025 to start taking reservations for check-ins starting 3/14/2025!Hokulani 138 is a luxurious ground floor suite with one of...
Resort-Style Home on Keauhou Bay: Great for Groups
'Hokukano Bay House' | Featured on 'Temptation Island' Season 1 | Watercraft Provided | Multiple Lanais | Family-Friendly Pool AreaWith indoor/outdoor views of the ebbing tide, a backyard oasis that invites introspection and adventure, and a 6,667-square-foot interior,...
New Listing: Waipouli Beach Resort, Pool, AC, Gym & more
Escape to the luxurious Waipouli Beach Resort, where villa F202 offers a blend of elegance, comfort, and Hawaiian charm. This stunning 2-bedroom, 2.5-bathroom condo is the perfect retreat for families, couples, or friends seeking the ultimate Kauai getaway. Step inside...
Cozy 3bd/3b Beach Retreat, Sleeps 10, AC, WiFi, Fam-Friendly in fantastic Koloa
Escape to paradise in this relaxing 3 bed/3 bath retreat at the Pili Mai condos located on the Kiahuna golf course. This unit can sleep up to 10 guests, relax in its plush interiors with a king bed, 1 queen bed and a cozy bunk room (1 queen, 1 full, 2 twin beds),...
Kona Islander Inn - #316 - Located in beachfront town of Kailua Kona Hawaii.
Experience the convenience of being close to popular beaches, shops, restaurants, and historic landmarks with this delightful and cozy retreat. Ideal for explorers and relaxers alike, it is your perfect base for memorable adventures and relaxation. You can walk to many...
Modern Spacious Beachfront Luxury in Wailea. Family Friendly!
A modern 2 bedroom, 2 bath condo with extra bunk beds and an amazing ocean view!South Maui is one of the most beautiful destinations in all of Maui and Wailea Ekahi Village is a perfectly situated, beachside resort we call home. Guests return to Ekahi year after year to...
Hale Kahakai | Ko Olina | Beach Villa w/ Pool!
Summary:Welcome to Hale Kahakai in Ko Olina! Nestled between exotic gardens and shimmering koi ponds, this charming paradise beckons vacationers looking for a secluded tropical escape. Maximum occupancy strictly enforced in accordance with local ordinances.The...
Kolu Honu – Stunning Beachfront Condo for 2!
Summary:You’re so close to making the Hawaiian vacation of your dreams a reality, and at Kolu Honu, all the enchantment of the islands comes to life, beckoning you to a truly magical experience!The Space:You're just moments away from making the Hawaiian getaway of your...
Hale Kunu | Stunning Views
Summary:Say aloha to your Big Island vacation rental! Hale Kunu is nestled in the oceanfront condo complex White Sands Village, located in the gorgeous town of Kailua-Kona. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:Guests will...
Na Hale O Keauhou | Beach Views, Hot Tub & Pool
Summary:Welcome to Na Hale O Keauhou #I1! Located in one of Keuhou’s newer neighborhoods, this one is a delightful Hawaiian getaway home. Enjoy nearby beaches and glorious sunsets, it’s perfect for vacationers looking to unwind and bask in the tropical sun. Maximum...
Kona Reef F2 – Charming Oceanfront Condo for 4!
Summary:The mesmerizing gem of Kailua-Kona is something that truly has to be seen to be believed, offering an unforgettable tropical escape for visitors from around the globe.The Space:Margo and Frank first came to the big island some 10 years ago. They came to Kona...
White Sands Village #217 – Perfect Tropical Escape
Summary:Whether you seek serenity along ocean shores or adventure beneath the waves, White Sands Village offers an unforgettable getaway immersed in the culture of the Hawaiian Islands. Located on Hawaii’s Big Island in beautiful Kailua-Kona, this 2-bedroom vacation...
Kaanapali Royal Vacation Rental - Tropical Paradise with Stunning Views
Kaanapali Royal Vacation Rental - Tropical Paradise with Stunning ViewsLocation Highlights: • Prime Kaanapali location in a quiet, gated complex • Breathtaking golf course and ocean views • Large private lanai • Convenient access to Napili and Kapalua beaches,...
Pili Pono: Elegant Honolulu Retreat with Pool & Private Oasis
Welcome to Pili Pono, a show-stopping 5-bedroom, 6.5-bath luxury estate set within Honolulu’s prestigious Black Point enclave. Spanning 7,470 sq ft of indoor–outdoor living space on a fully enclosed, gated 0.33-acre lot, this custom-designed retreat blends architectural...
Deluxe, Garden View Hali'i Kai 23E
Aloha to your peaceful island retreat in Waikoloa Beach Resort - a relaxing escape for families, couples & small groups seeking comfort & tropical charm:- Sleeps 6 | 3 bedrooms | 4 beds | 2 baths- Saltwater lagoon pool & sand-bottom hot tub- Private lanai w/ BBQ grill &...
Includes Beach Gear! A101 Vista Waikoloa
Vista Waikoloa A101Please scroll down for detailed informationBedroom Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedAmenities:Beach Equipment: All of our vacation rentals include beach towels for the maximum occupancy, four beach chairs, two boogie...
Honu Hideaway Studio at Royal Garden | Lanai Oasis
This gorgeous Waikiki studio is located at the beginning of Waikiki with easy access to some of the best Oahu has to offer. At the luxurious “Royal Garden” building, guests are free to enjoy the gardens, pool, sauna, BBQ grills, fitness center, 24/7 laundry room with...
Fully Renovated Studio in the Heart of Waikiki – A/C, Wi-Fi, FREE Parking!
Marine Surf #2207 – 364 Seaside Ave.Beautifully furnished contemporary 22nd-floor studio in the heart of Waikiki, fully renovated in January 2025, complete with resort-style kitchenette, comfortable Queen size bed, A/C, free high-speed Wi-Fi, and 1 free onsite parking...
Wailea Elua 1304 - Spectacular Oceanfront Condo with Panoramic Views
Wailea Elua #1304 – Oceanfront Comfort in the Heart of Wailea’s Resort CommunityWelcome to Wailea Elua #1304, a beautifully appointed 2-bedroom, 2-bathroom oceanfront condo offering the perfect blend of luxury and relaxation. Nestled in one of Wailea’s most exclusive...
Comfortable Camping - North Shore Oahu #2
This simple accommodation creates a distraction free space to reconnect. You’ll love peering over the banana trees and watching the sun disappear beyond the mountain. There is incredible stargazing at this site. To top off your vacation bliss, the glamping tent is just...
Ko'Olina Retreat - Short Walk to Resorts, Golf, Restaurants & Lagoons!
Welcome to your dream retreat in the heart of Ko'Olina! This beautifully remodeled 3-bedroom, 3-bathroom townhome is nestled in the exclusive, gated community of Ko'Olina Kai, offering the perfect blend of luxury, comfort, and island charm.Step inside and be captivated...
Hawaiian Oceanfront Oasis
Summary:Escape to our newly renovated oceanfront property for the ultimate island getaway. Enjoy breathtaking ocean and mountain views right from your doorstep, with easy access to the best local food and famous attractions just minutes away. Experience the perfect...
Island Oceanfront Getaway
Summary:Relax with the whole family at this peaceful home. Our newly renovated oceanfront property is the perfect island getaway. With ocean and mountain views from your doorstep yet just minutes from the best local food and famous attractions you will enjoy the perfect...
Kona Bali Kai#164:Stunning Remodeled Studio with Ocean Views: Walk to Beach!
Discover the perfect blend of island living in this gorgeous fully remodeled studio unit at Kona Bali Kai with Ocean views located on the desirable ground floor. This beautiful unit offers just what you need for your Vacation: Ocean Views, Beautiful Furnishings, Very...
Fully Renovated Condo located close to the beach!
Newly remodeled, and conveniently located, this 556 sq. ft. 1 bedroom, 1 bathroom condo villa offers privacy and modern comfort set in the heart of popular Kihei Town!This unit sleeps 2 guests on the comfortable king bed with built in wardrobe cabinetry and individual...
Kahikole Street Estate – Four Seasons Hualalai Home with Pool & Spa
Aloha and welcome to your private oasis at the exquisite 4 bedroom home in Hualalai with amenities near The Four Seasons resort. Spectacular views include an unobstructed ocean panorama and the Kohala Volcano to the north, you also enjoy a front row seat of the 8th hole...
Boutique 1-bedroom condo in Waikiki! WiFi, AC, Pool, Hot Tub, BBQ Free Parking
Enjoy a pleasant stay at this newly rennovated 1-bedroom condo in Waikiki, Honolulu with Free Parking. This 11th floor home features 2 queen beds,a pullout sofa-bed, Japanese tolilet, magnetic arm and rainshower head,perfect for a small group of guests and families....
❤️PiH❤️ Hono Loa ★ Bikes/Beach Toys ★ Private Beach Club ★
Presented by Paradise in Hawaii Luxury HomesWelcome to Hono Loa at the Fairways in Mauna Lani!Hono Loa offers the ultimate backdrop for your Hawaiian getaway. Perfectly designed to accommodate up to 6 guests, it's an inviting, luxurious, and serene retreat for both...
New Listing! Beautiful ocean view 2bed/2ba Condo on Kaanapali Beach Resort-style
Welcome to our beautiful 2 bedrooms and 2 bathrooms ocean view condo at Kaanapali Shores! Sleep up to 8 guests. Perfect for your family or group traveling together to beautiful Maui.Kaanapali Shores's location in the heart of West Maui where you can find many 5-stars...
Walk to Poipu Beaches: Koloa Condo w/ Pool Access!
Community Hot Tub, Grills & Tennis Courts | 1 Mi to Poipu Bay Golf Course | In-Unit LaundryCreate lasting memories at this 2-bedroom, 2-bath Koloa condo! Boasting an open layout with 2 balconies, access to resort-style perks, and a prime location near stunning ocean...
Gorgeous home with private pool, hammock, large patio, lanai, & enclosed yard
Kohola HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to your own private oasis in the prestigious community of Princeville on the North Shore of Kauai at Hale Mahana....
Luxury Aloha Escape Turtle Bay - Kuilima Estates West
Stay comfortably in Kahuku at this 2-bedroom condo. Experience the enchanting atmosphere of this cozy retreat, complete with a king bed and a twin bed. Enjoy the peaceful surroundings and modern amenities like WiFi, AC, and a washing machine. Relax in the living room...
Maui Parkshore 2 Bd 2 Bth Great Ocean View Vacation rental
Experience the ultimate Maui Style living with this top-floor 2-bedroom, 2-bath condo at Maui Parkshore - boasting panoramic views of the Pacific Ocean. Located just steps away from the golden sands of Kamaole Beach Park III. Designed to capture the essence of...
Kona White Sands B4 | 0 Bed, 1 Bath
Welcome to Kona White Sands – Your Beachside Retreat on Ali’i DriveNestled across from the iconic Magic Sands Beach, Kona White Sands offers the perfect blend of comfort, convenience, and breathtaking natural beauty. This charming condo provides a flexible layout with a...
3 bedroom house with WIFI and free parking, close to beaches and hikes.
Make yourself at home in this 3-bedroom Makaha retreat. With 2 queen beds, a twin with trundle, and 2 full bathrooms (with shower, bidet, and hair dryer), this home is set up for a relaxing and easy stay. Enjoy WiFi, a washer/dryer, and other thoughtful touches...
Pu'uwai Place in the heart of Volcano Village
Pu'uwai Place is centrally located in the heart of Volcano Village, just outside Hawaii Volcanoes National Park. Cooper Center, convenience stores, and restaurants are all within walking distance. You'll feel right at home in this newly updated home with full private...
Wailea Elua #2107 - Spacious, Stylish & Just Moments from Wailea Beach
Wailea Elua #2107 – Your Serene Wailea EscapeWelcome to Wailea Elua Village, a peaceful, terraced beachfront property located in the heart of the Wailea resort community. This low-density gated complex features two-story buildings set on 24 acres of lush tropical...
Oceanview condo w/ shared pool & ocean view - close to the beach
Mahina Surf 111Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to paradise at this charming one-bedroom condo located in the serene Mahina Surf resort property in Lahaina,...
Kapalua Golf Villa 27T7 - 1BD Stunning Views
Indulge in the serenity and sophistication of Kapalua Golf Villa 27T7, a beautifully appointed 1-bedroom, 1.5-bathroom retreat ideally located along the pristine fairways of the renowned Kapalua Bay Golf Course. Perfect for up to four guests, this refined villa invites...
NEW! Experience oceanfront bliss at Napili Point A26
Welcome to your home away from home! Napili Point A26 has an amazing location at the resort with oceanfront, and unobstructed views! This 1-bedroom, 1-bath features 2 split A/C systems that can be independently controlled for optimal comfort, a fully equipped kitchen,...
Special Rates ~ Experience Luxury at Kapalua Golf Villas 27T5
Experience the epitome of island elegance at Kapalua Golf Villa 27T5, a newly furnished and meticulously designed 1-bedroom, 2-bathroom retreat perched on the second level of the prestigious Kapalua Bay Golf Course. This lovely 1,100 square foot villa can accommodate up...