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.
Magic Skies Top Floor Waterfall Botanical Room
Hawaiian Botanical Themed waterfall room is a top floor queen bedroom with bench, has ensuite bathroom featuring tiled walk-in shower with regular head, rain shower head and handheld, double sinks & granite counter tops. The room also has a mini frig, coffee, microwave....
Includes Beach Gear! C101 Vista Waikoloa
Vista Waikoloa C101Please scroll down for detailed informationPlease note: temporary portable Air Conditioner units in use until January 5th 2026Bedroom Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedAmenities:Beach Equipment: All of our vacation rentals...
Kaanapali Maui Eldorado A205 Partial Ocean 1 BD
Enjoy a peaceful island stay in this one-bedroom condo with partial ocean views and a lush golf course setting. Just minutes from the beach, it’s ideal for couples or small groups and offers everything you need for a laid-back Maui escape. Unit A205 Partial Ocean View 1...
Gorgeous Beachfront Maui Ocean Club Resort + Amenities - STUDIO
🌺 Escape to Paradise: Your Dream Vacation 🌺Ideally located in the heart of Kaanapali Beach along the famous Kaanapali beachwalk. It is right next to Kaanapali Point and mere minutes from the shops and restaurants of Whaler’s Village.An Additional Savings from $500-$1000...
37th Fl Penthouse | King Bed | AC | Ocean View
Prime, high-floor, corner unit with unobstructed ocean and Diamond Head views. Enjoy Hawaii island living with all the comforts of home!This private 2-bedroom, 2-bathroom is within walking distance to Waikiki Beach, Waikiki Zoo, Waikiki Shell, Royal Hawaiian Shopping...
Maluhia Beach House by Gather: Oceanfront Home w/ Lanai & Views
Nestled along Oahu’s storied North Shore, Maluhia Beach House is an oceanfront retreat that blends barefoot luxury with effortless island living. This gated four-bedroom, three-and-a-half-bathroom home sits directly on the sand, surrounded by lush greenery and the...
Majestic Ocean Views ~A/C ~Pool ~BBQ
Experience the breathtaking beauty of this majestic ocean-view retreat, featuring Air Conditioning, two luxurious king beds and two bathrooms. Nestled on the edge of an enchanting ocean bluff, you'll be greeted each morning by stunning sunrises that paint the sky with...
Club Wyndham Royal Sea Cliff - 1 Bedroom Deluxe
*** Sanitation/Cleaning Update ***Wyndham resorts have always met the highest standards of cleanliness, and now we are exceeding those standards with enhanced cleaning protocols and disinfecting measures, including the use of hospital-grade, virus-killing products...
Kiahuna Plantation Resort 139 Partial Ocean 1 BD
Enjoy the gentle island breeze and partial ocean views from this cozy one-bedroom cottage-style condo. Just steps from Kauai’s most iconic beach, it’s an ideal escape for up to four guests. Unit 139 Partial Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes...
Royal Kahana Maui 303 Ocean View Studio
Relax in your charming studio with panoramic ocean views, close to world-class beaches and local dining. Ideal for small families or friends. Unit 303 Ocean View Studio• 3rd floor studio with balcony overlooking the ocean • Studio kitchen includes microwave,...
Napili Point | 3 Free Rental Cars | KBM Resorts | Ocean View 1-bedroom Villa At Napili Point Maui | 3 Units, 5 Bedrooms | NAP ML-1568
** 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...
Royal Kahana Maui 1109 Oceanfront 1 Bedroom
Enjoy your stay in this spacious oceanfront one-bedroom, where spectacular views and serene surroundings create the perfect setting for groups, families, or couples. Unit 1109 Oceanfront 1 Bedroom 1 Bath• 11th floor condo with beautiful oceanfront views and views of the...
Kiahuna Plantation Resort 132 Ocean View 1 Bedroom
This ocean-view one-bedroom 1st floor condo offers front-row access to Kauai’s most famous beach. With cozy living spaces and all the comforts of home, it's an ideal escape for two to four guests. Unit 132 Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen includes...
Aloha Condos, Kanaloa at Kona, Condo 2105, Oceanfront, AC, Renovated
A modern, top floor ocean view condo 50 feet from the ocean featuring ocean views and cool breezes - let the sounds of the waves lull you to sleep. A chef-ready kitchen with quartz countertops and dining that accommodates large groups - vaulted ceilings throughout....
2 Bedroom Twin at WorldMark Kihei
Enjoy a relaxed Maui escape in this comfortable 2 Bedroom Twin villa at WorldMark Kihei, located along South Maui’s warm and sunny shoreline. Perfect for families or small groups, this villa features a master bedroom with a king bed and en-suite bath, plus a second...
Charming first-floor condo next to the ocean with shared pool, hot tub & grills
Paki Maui 112Our 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 paradise in Lahaina, HI! This charming first-floor condo offers easy access to the ocean, making...
Beautiful 4-bedroom house in quiet neighborhood in Ewa Beach!
This meticulous house is the perfect home base! With four comfortable bedrooms, and additional loft space, guests have plenty of space to relax. 3.5 bathrooms make getting ready easy for everyone. Spacious backyard with BBQ to enjoy the Hawaii weather, invites you to...
Lihau Boho House
Spacious, stylish, newly renovated tropical boho home. Stunning ocean views! LOTS of space - 3 bedrooms, 2 sleeper couches and a futon.Quiet, residential neighborhood. NOT A PARTY PLACE!!!Everything is done for your comfort and rest. Fully equipped kitchen, massive...
The Lodge at Kukui‘ula - Bungalow 6
Welcome to Lodge at Kukui'ula Bungalow 6, a luxurious two-bedroom private retreat nestled on the pristine South Shore of Kauai. This idyllic bungalow offers the perfect blend of tranquility, modern comforts, and island charm. Designed with meticulous attention to...
Sleek Oceanside Oasis 1-Bedroom at Colony Surf
Indulge in seaside living at the iconic Colony surf building, located along the sand of Waikiki's tranquil and tucked-away Gold Coast. Enjoy gentle island breezes and incredible ocean, palm tree, and Diamond Head views from the enormous sliding window/wall that bring...
Affordable Oceanfront Stay! Outdoor Pool, Pets are Allowed
This listing is for a room within a hotel.✦ Your room is 270 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV, available with Standard cable.✦ Cleaning services availability and frequency vary by stayThere are a few additional details to know...
Gorgeous Poipu 5 Bedrooms for 12 with AC!
New Listing!!Gorgeous Poipu 5 bedrooms for 12 with AC! The 5 bedrooms are made up of a separate 3 bedrooms 3 baths for 6, and a 2 bedroom, 2 bath just steps apart! 2 kings, 2 queens, 2 twins and a sofa sleeper.5 bathroom total.This fabulous property located in wonderful...
KBM Resorts | FREE CAR | Waikoloa Colony Villas | 3-Bedroom Condo with Golf Course views! WCV-305
** 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...
16th Fl Luana Waikiki Studio | Park & Partial Ocean View
Relax and unwind in this top-floor studio at Luana Waikiki, where old Hawaiʻi charm meets modern comfort. Just a 5-minute walk to Waikīkī Beach, this stylish retreat offers beautiful park and partial ocean views, resort-style amenities, and an unbeatable location near...
Cozy & Affordable Seaside Studio w/ Parking
This unit has almost everything you need for a seamless stay: an in-unit washer, a relaxing bathtub, access to a pool, and just steps from the beach. Ideal for both work and leisure, it’s fully equipped to make your extended stay in Hawaii comfortable and...
Kihei Ali’i Kai Duo Getaway – Steps from Kamaole Beaches
This listing is a combination of 2 separate units close to one another.The ResidencesWelcome to Kihei Ali’i Kai, a relaxing condo community in sunny South Kihei, just a short stroll from the golden sands of Kamaole Beaches I, II, and III. Tucked back from bustling South...
Maui Resort Rentals: 6BR Retreat at Kaanapali’s Newest Luxury Residences, Steps from Beach & Resort Amenities!
This upscale 6BR retreat combines two 3BR villas from two neighboring buildings to create over 4000 sq ft of interior living space, perfectly suited for larger groups or families. Located on 38 beachfront acres within the popular Honua Kai Resort, your party will enjoy...
Stunning Ocean Side Kona Condo with breathtaking view. See whales and dolphins!
Aloha! Beauty, comfort and quality awaits! Enjoy the stunning view and sounds of the surf from your lanai, where you'll enjoy relaxing meals and watch dolphins and whales in season. No expense was spared in this beautiful ocean view condo. Designer furnishings, 2-person...
New Listing, Keauhou Punahele E102, 2/2, AC, Lanai
Escape to paradise at Keauhou Punahele E102, a beautifully maintained and spacious ground-floor condo located in one of Kona's most peaceful and lush settings. Nestled beside the Kona Country Club Golf Course, this 2-bedroom, 2-bath retreat offers comfort, tropical...
Stunning Remodel in 2025! E104 Vista Waikoloa
Vista Waikoloa E104. Please scroll down for detailed informationThis vacation rental is professionally managed by ResorticaHawaiiBedding Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedLiving Room: Sleeper SofaAmenities:Beach Equipment: All of our vacation...
Wailea Grand Champions 177 - 1 Bedroom Golf Course View Condo
Welcome to Maui\'s Wailea Grand Champions, a paradise nestled in the heart of Wailea. This exquisite one-bedroom, two-bathroom vacation rental offers the perfect blend of comfort, luxury, and breathtaking views, ideal for couples or small families seeking an...
KBM Resorts | FREE CAR | Oceanfront | NEW Premium 4 Bedroom Villa with in-home Movie Theater and Private Pool and Hot Tub, A/C! Hale Nani at Kolea Kai
** 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...
Kolea 5A - 3 bedroom garden view vacation rental
This large, ground level 3-bedroom, 3-full bath villa is just two buildings away from the pool and provides two king-sizedbeds, two twin beds, four wall-mounted TVs, and Sonos speakers throughout the unit. It condo offers a prime location withdirect access to a grassy...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Modern Beachfront Studio At Honua Kai Resort | 2 Units, 5 Bedrooms | HK ML-1907
** 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...
Royal Sea Cliff Kona 108 Oceanfront 3 BD 3 BA
This direct ocean front luxury condo is the largest and only 3 bedroom 3 bathroom unit in the entire Royal Sea Cliff complex. The open concept design flows seamlessly to the ocean at your doorsteps and outdoor wet bar. The luxurious master bedroom suite and living room...
Princeville Kauai 4 Bedroom Home Sleeps 10
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Located on a quiet cul-de-sac, this magnificent, custom home was built in 2008 by a contractor for his personal residence. Attention to detail is evident throughout, with use of the finest...
Bay Villas Gold Oceanfront 1 Bedroom at The Kapalua Villas Maui, Outdoor Pool
Nestled in lush gardens and beside pristine beaches, our secluded sanctuaries offer tranquility. Enjoy world-class golf, snorkeling, award-winning spa treatments, and farm-to-table dining. Experience luxury in our fully-equipped villas, with stunning sunsets from your...
Stunning 1-bedroom condo at Royal Kahana 308, Lahaina, perfect for your Hawaiian getaway!
Royal Kahana 308 Bright Blue Direct Oceanfront Views from this 3rd Floor West Maui GetawayWelcome to your Maui Retreat: Royal Kahana 308 is a breezy 1-bedroom, 1-bath coastal-boho retreat that sleeps up to 4 guests and offers tranquil, front-row views of the Pacific...
Royal Kuhio 2303 - Spacious Upgrade Studio w/ Stunning Mountain Views in Waikiki
Heart of Waikiki - Royal Kuhio (23rd Floor)Address: 2240 Kuhio Ave., #2303, Honolulu, HI 968151 Bed | 1 Bath | Sleeps 4Beds: 2 Full-size beds + 1 Queen sofa bedSize: 436 sq ft + 80 sq ft lanaiView: Partial ocean and mountain viewsKitchen: Fully equipped with oven,...
Kaanapali Alii | 394
Ka’anapali Alii 3943 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 394! A luxurious 2-bedroom, ocean-view residence, with a fully enclosed den that comfortably serves as a third bedroom. Located on the...
Studio Has It All Ac Sandy Beach 180 degree Ocean Front View!!
Kahana Beach Vacation Club is located directly on the Beach. Within a 10 minute drive to Napili Bay and Whaler’s Village. Enjoy a range of recreational amenities, including an outdoor pool, a spa tub and fitness center. Also, enjoy wireless Internet, concierge services...
Kaanapali Alii Unit 2112
Kaanapali Alii 21122 Bedroom | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 2112, a beautiful one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. This deluxe residence...
Wailea Elua Village 104 - 1 Bedroom Ocean View Condo
Wailea Elua Village 104 is a stunning Wailea condominium rental that offers a truly unparalleled Hawaii vacation experience. Situated along the pristine golden sands of Ulua Beach on Maui\'s southern shore, this luxurious one-bedroom, two-bathroom condo provides guests...
Aqua Aloha Surf Waikiki 212 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 212 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 222 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and solo...
2 bed 2 bath Condo in family-friendly building in Waikiki! Minimum 30 days
Located in Honolulu, this awesome condo features 2 queen beds in 2 bedrooms, along with a cozy living room with a sofa bed. With amenities like a washing machine, dryer, WiFi, and AC, guests can enjoy a wonderful stay in this cool space. Our place is equipped for both...
Kauai Beach Resort, #2540: Premium Ocean View Suite! 4 Gorgeous Pools & A/C!
Summary:Wake up to breathtaking ocean views from your room and lanai from our Premium Suite located at the Kauai Beach Resort & Spa, where luxury amenities meet authentic Hawaiian charm.The Space:Welcome to Kauai Beach Resort! Come and enjoy our Premium Pool and Ocean...
Charming Pu'ukala Sunset - Near Hiking and Golf by RedAwning
Discover the beauty of Kailua-Kona with a stay at our charming one-bedroom,one-bath Ohana vacation rental. This cozy coastal retreat is the perfectescape for couples seeking an island getaway. Nestled in a sereneneighborhood, you'll enjoy the tranquility of the ocean...
Maui Resort Rentals: Luana Garden Villas 18B – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
Nestled within the highly desirable Enclave Three of the Luana Garden Villas, this upscale 9BR haven combines three 3BR villas from two neighboring buildings to create over 6000 sq ft of interior living space, perfectly suited for larger groups or families. Located on...
Your Relaxing Getaway Awaits! Breathtaking Oceanfront Suite with Pool Privileges
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstep.This listing is for a room within a hotel.✦ Your room is 588 sq. ft, equipped with complimentary toiletries, high definition 32-inch TV,...
Hale Kailani - Sea & Sky House
Welcome to Cliff House Keaau, our Sea and Sky House, located on a peaceful half-acre in the Hawaiian Paradise Park community just south of Hilo. This inviting island home offers comfortable indoor living paired with beautiful outdoor spaces, making it an ideal retreat...