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.
2 bedroom Waikiki Apt sleeps 6 PARKING included with stay
This roomy apartment is perfect for a family or group. There are two separate bedrooms-both with queen sized beds. Both bedrooms also have a basic desk with chair which can also be used as a vanity table. The living room has a pull out queen size sofa bed. I have...
Old Hawaii Waikiki 1 Bd Free Parking
Step into old Hawai'i, and plan your ideal island escape and book a minimum month stay at this 1-bedroom, 2-bathroom vacation rental in the heart of Honolulu! Centrally located just a half-mile from the island’s pristine Waikiki Beach, this 2nd-floor condo invites you...
Royal Kuhio 2302 【PARKING INCLUDED】- Spacious Upgrade Studio w/ Stunning Mountain Views in Waikiki
1 Bedroom 1 bathroom unit (445 sq ft living area + 71 sq ft lanai) Sleeps 4Parking includedRoyal Kuhio - Located in Heart of Waikiki (legal short-term rental) Good for couple, family, friends and remote work.Military discount available!1 Bedroom / 1 Bathroom...
Partial Ocean-City Luxury Retreat at Sky Ala Moana w/Great Amenities
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and The...
Surfers Paradise w/ Oceanview 29+ nights
Lovely Hawaiian Pole House w/ oceanview on 1.1 Aces w/ fruit trees and ample parking on the property. Up on the hill of Pupukea -- one of the most thought after locations in Hawaii. Away from the traffic noise and fumes on Kam-Hwy, but close enought to get to all the...
30FL-Fantastic Ocean View 2BR/2BTH-Waikiki Beach!
Summary:On the 30th floor of the iconic Pacific Monarch Condominiums, this rare 2BR 2BTH condo offers just under 1000 sq ft of living space, making it an ideal choice for families, couples, or groups of friends looking for a comfortable and luxurious stay. Don't settle...
Experience Waikiki’s Charm – 2 Rooms w/ Balcony | Free Breakfast | Onsite Pool
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Peaceful Golf Course Retreat with Partial Ocean Views-Wailea Grand Champions #78
Beautiful Golf Course Views | Wailea Grand Champions #78Escape to the peaceful beauty of Wailea Grand Champions #78, a spacious two-bedroom, two-bathroom second-floor villa with partial ocean and fairway views. Ideally situated between the Wailea Blue Golf Course and...
Beachfront condo in Waianae, breathtaking view, newly renovated, Mākaha Shore
BEACHFRONT Condo, Makaha shore Beautiful BEACHFRONT condo on Makaha shore, 1 bedroom and 1 bathroom. Enjoy your breathtaking ocean views and sunset views from the bedroom, kitchen and lanai areas.The beach is filled with white soft sand, turquoise clear water, and...
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 June 2026Bedroom Configuration:Master Bedroom: King BedGuest Bedroom: Queen BedAmenities:Beach Equipment: All of our vacation rentals include...
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,...
** 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...
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...
** 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...
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...
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...
Enjoy Complimentary Breakfast | 3 Relaxing Rooms | Outdoor Pool
Unwind in a spacious suite with private lanai, deep soaking tub, free WiFi, and plush bedding. Enjoy continental breakfast with Kona coffee, then stroll to Waikiki Beach or nearby shops. After exploring, relax by koi ponds or dip in the pool. Perfect for couples,...
Ocean Front Cozy 2-bedroom condo in peaceful Kapaʻa with AC and full kitchen
Welcome to this enchanting ocean front condo in Kapaʻa. With two cozy bedrooms featuring a king bed and two twin beds, plus a living room with a comfy sofa bed, guests have plenty of space to unwind. The two bathrooms both include refreshing showers and one with a tub...
April rates ONLY 129/nt! Accommodates 6 guests/ 2 BEDROOM!
Charming Ground-Floor Retreat at Kihei Holiday just steps away from the renowned Sugar Beach, this beautifully updated 2 bedroom, 1-bathroom condo offers a serene and inviting escape to Maui. Beachfront Access & Seasonal Whale Watching just across the street! Both...
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...
Watch Golfers From Your Lanai | Grand Champions 177
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...
** 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...
** 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...
OCEANFRONT PARADISE - Steps Away From Your Own Private Sandy Beach! Hale Mahina
Welcome to Your Exclusive Oceanfront Haven at Hale Mahina, Unit A206."Hale Mahina" means house of the moon ... and as you watch a beautiful Maui sunset and the skies light up with the galaxy above, you'll understand how this beautiful oceanfront resort inspired its...
Royal Sea Cliff Kona 108 Oceanfront 3 BD 3 BA
Discover the only oceanfront three-bedroom, three-bath unit in the resort. This rare and spacious retreat offers stunning panoramic views and the perfect setting to unwind. Unit 108 Oceanfront 3 Bedroom 3 Bath• Royal Sea Cliff’s only 3 Bedroom 3 Bathroom unit • Kitchen...
In this cozy condominium located in Waikiki
Bright High-Floor Studio at Inn on the Park | Safe & Walkable16th-Floor Studio · Fully Furnished · Great Central LocationWelcome to our bright and comfortable studio apartment on the 16th floor of Inn on the Park Apartments. This space is perfect for solo travelers,...