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.
Royal Sea Cliff Kona 707 Ocean View 2 Bedroom 2 Ba
Just a short drive from Kailua-Kona, this ocean-view two-bedroom, two-bath retreat offers space, serenity, and spectacular sunsets. You'll love the comfort and convenience of this coastal getaway.Unit 711 Ocean View 2 Bedroom 2 Bath • 7th floor condo with balcony on the...
Perfect Ocean View! Ilikai Hotel, Great Location! One-Bedroom Unit with Many Upgrades!
1 Bedroom Standard partially renovated Yacht Harbor View on the 17th Floor! Most sought after and in a spectacular location with views of the Pacific Ocean overlooking the Ala Wai Yacht Harbor. As soon as you walk into the condo, you'll be welcomed by a clean & spacious...
Cozy Ocean View 1-bedroom, 1 bath condo in awesome Kailua-Kona with AC
Stay comfortably in Kailua-Kona at this brilliant 1-bedroom condo. The bedroom features a soothing king bed, perfect for a restful night's sleep. The bathroom includes a hair dryer and a relaxing bathtub. In addition, there is a cozy living room with an amazing sofa bed...
Family-Friendly 2BR in Paradise – Kings’ Land, Hawaii
Discover Hawaiian comfort and space in this two-bedroom, two-bathroom BR2 suite at Kings’ Land, a Hilton Grand Vacations Club on the Big Island. It accommodates up to six guests and offers a fully equipped villa experience among the lush surroundings of Waikoloa.This...
Waikiki luxury designer 1-bedroom condo w/free parking!
Welcome to our Hawaiian Garden for a beautiful vacation or long stay!A recently re-designed (by my designer wife) and remodeled condo, it took us 1 year to turn this mountain view apt into a lovely life boutique.Decorated with curated antiques and both designer and...
Wailea Elua Village 307
Welcome to your serene paradise at Wailea Elua Village 307, a stunning 2-bedroom, 2-bathroom ocean view condo nestled in the heart of Wailea. This thoughtfully designed retreat offers a perfect blend of comfort and luxury, ideal for your next Hawaiian getaway.The open...
The Lodge at Kukui‘ula - Bungalow 14
This three-bedroom bungalow at The Lodge at Kukui'ula on Kaua'i offer luxurious accommodations and exclusive access to the award-winning private club facilities and amenities of The Club at Kukui'ula, including the 18-hole Tom Weiskopf designed golf course, sprawling...
Maui Resort Rentals: Honua Kai – 5 Bedroom Groundfloor Resort Residence, Over 3200 Combined Sq. Ft., Massive Lawn Area, Steps to Pools/Beach/B.B.Q.s
This package combines two adjacent ground-floor residences at the luxurious Honua Kai Resort to create a five-bedroom masterpiece that is simply in a league of its own. Large families and groups are treated to the space of a luxury home with all the advantages of resort...
❤️PiH❤️ Dancing Honu ★ Walk to the Beach ★ Bikes and Beach Gear ★
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to The Dancing Honu, part of our exclusive Hawaiian Luxury Collection. This single-level, three-bedroom villa is beautifully designed with elegant finishes and sweeping views of the golf course.Perfectly suited...
New condo with great ocean view and minute walk to shopping center
Your family will be close to everything when you stay at this centrally-located place. The condo is located in front of Ala Moana Shopping Center. Also Walmart, Target, Japanese supermarket, Sams Club and Korean supermarket are just steps away. As being centrally...
Kohala Suites 2BR with Hilton Waikoloa Pools, Lagoon Beach, and Island Views
Escape to the beautiful Kohala Coast and unwind in this spacious two-bedroom suite at Hilton Grand Vacations Club Kohala Suites Waikoloa. Designed for families, couples, or small groups seeking comfort and convenience, this modern island retreat offers a bright and airy...
Tropical 2BR Partial Ocean View Villa at The Point at Poipu
Discover the beauty of Kauai from this well-appointed two-bedroom partial ocean suite at Hilton Vacation Club The Point at Poipu. Spacious and inviting, it’s perfect for up to six guests seeking a mix of comfort, amenities, and island charm.Your suite includes two...
Hawaiian Hideaway-Entire Home with AC
Welcome to this charming house in Keaau. This fabulous property boasts 3 bedrooms, including a king bed, bunk beds, a queen bed, and a full size pullout bed. With 2 bathrooms featuring a bath tub and bidets and showers in both, guests will feel right at home. The...
Kihei Bay Vista C-202: 1 Br located across from Kalepoleopo Beach Park
One-bedroom Garden view condo. This unit sleeps up to four people with a queen bed in the living room and a comfortable pull out sofa sleeper equipped with a new sleeping unit. The living room boasts new upgrades including a built-in shelving unit with a new 42in LCD...
581feet away from the beach on country road surrounded by greenery and mountains
Country style home with modern amenities and lush landscaping for privacy; front lanai to gaze at the moon at night and a mountain side lanai for your morning cup of coffee looking at the Makaha valley and Waianae mountain range.
2 Bedroom Resort View - Platinum
Kaanapali Alii 3343 Bedrooms | 2 Bathrooms | Sleeps 8 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 334, a gorgeous 2-bedroom, ocean-view residence with a fully enclosed den that comfortably serves as a third bedroom. This...
Poipu Crater Ohana - Lockoff, sleeps 8, 4 bedroom, 4 bath, 2 Kitchen
Summary:Poipu Crater Ohana combines two adjoining townhome-style condos—PC23 and PC24—creating a 4-bedroom, 4-bath retreat that sleeps 8. Enjoy two kitchens, four private lanais, A/C in all bedrooms, lush crater surroundings, and resort amenities including pool, sauna,...
2 Pet-friendly Units with Stunning Ocean Views, Outdoor Pool!
This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 300 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Lani Oasis & Pohaku Villa by Gather: 2 Homes w/ Saltwater Pools, AC & Ga
Welcome to Lani Oasis & Pohaku Villa, a rare dual-home retreat in Princeville offering eight bedrooms across two fully equipped homes, private saltwater pools, and lush tropical gardens. Whether you gather as one big group or split into two households, these adjacent...
Maui Banyan A-202 Unit B | Tropical Views, Pool
Escape to your tranquil island haven at Maui Banyan A-202, a beautifully appointed one-bedroom, one-bath condo situated in the heart of sunny Kihei. Just a short stroll from the pristine sands of Kamaole Beach II, this tropical retreat combines laid-back Hawaiian charm...
Rare 4bd/4ba Hualalai Villa - Great Location near 4 Seasons, Ocean Views
Two story townhouse-style villa along the 4th fairway of the Hualalai (Nicklaus) Golf Course with close proximity to the amenities of the Four Seasons Hotel including pools, golf course and the Hualalai Sports Club & Spa. Originally designed as a three bedroom, the...
Awesome 5-bedroom house in Lanikai overlooking the Mokulua islands
Experience that perfect Hawaiian getaway with breathtaking ocean and Mokulua Island views from this exquisite Lanikai hillside residence. The home is ideal for a long extended family vacation with 5 bedrooms, two of them with king-sized beds and four with their own...
Island Paradise w/ Ocean Views Across from Kam 3 Beach!
Aloha and Welcome to Island Paradise!Unwind in this spacious 2 bedroom, 2 bathroom top floor condo at the popular Maui Kamaole resort in sunny Kihei. With tasteful island-inspired decor and gorgeous ocean and sunset views from the living area and lanai, you'll instantly...
Kapalua Golf Villas Gold Ocean View 1 Bedroom
Wake up to the sight of rolling greens in this peaceful one-bedroom Golf Villa at Kapalua. Designed for relaxation and golf lovers alike, it’s a true island escape.Golf Villas Gold Ocean View 1 Bedroom• The Golf Villas are situated along Kapalua’s Bay Course fairway.•...
Private end-unit, ground-floor condo with lanai, AC, pools & hot tub
Plantation Hale Ohana RetreatOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located on the Royal Coconut Coast East Shore next to the Coconut Marketplace in Kapaa, HI, this charming...
Inviting Waikiki Grand Hotel Room-1 Block to Beach
Summary:Renovated in 2022! This unit inside the Waikiki Grand Hotel is just steps from all of the world class amenities Honolulu has to offer. Waikiki Beach, Kapiolani Park, the Honolulu Zoo and countless restaurants and shops are just minutes from your front door....
Kapalua Bay Villa 29G5 By Parrish Maui
The Kapalua Bay Villas are closest to Oneloa Beach offering spacious one and two-bedroom oceanfront and ocean view villas with well-appointed kitchens, laundry and central air conditioning. Resort amenities include three pools, two tennis courts, gas BBQs and direct...
10 minute walk from beach, shopping, and dining
The fabulous Wyndham Waikiki Beach Walk is a10 min walk from the beach, excellent dining, and amazing shopping near this amazing hotel. You will enjoy the best that Oahu has to offer making your week in the Hawaiian islands a memorable stay.
Aloha Waikiki Studio @ Ainahau Gardens
Step into your personal retreat just moments from the vibrant heart of Waikiki. Nestled steps from Kuhio and Kalakaua Avenue, this stylish haven features a full kitchen, airy open-concept layout, private bath, and a versatile desk/dining nook. From here, you're just a...
Maui Resort Rentals: Honua Kai Konea 834 – 8th Floor Penthouse | Oversized Lanai w/ Ocean & Mountain Views!
Maui Resort Rentals is proud to bring you this 2BR Oceanview Penthouse Suite at the Honua Kai Resort, newly launched and available for bookings starting October 21st, 2025!Konea 834 is an upscale 8th-floor penthouse suite that blends luxury, comfort, and unforgettable...
Park Views w/Kitchenette, Lanai - Waikīkī Shore #415
Castle Waikīkī Shore - Unit #415 on the 4th floor: Imagine beginning your day with your toes in the sand watching the sunrise from behind the Diamond Head State Monument. Afterward, enjoy freshly brewed coffee at a table for two and prepare for the day with beautiful...
Palm Villas at Mauna Lani F22 Garden 2BD+Loft 2BA
Nestled within the Mauna Lani Resort, Palm Villas offers spacious condos surrounded by tropical gardens. Enjoy serene privacy and easy access to white sand beaches, dining and world-class golf on Hawaii Island’s sunny Kohala Coast. Palm Villas at Mauna Lani Unit F22...
Napili Point | 2 FREE Rental Cars | KBM Resorts | Water Front | 2 Units, 2 Bedrooms | NAP ML-2490
** 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...
Walking distance to Waikiki beach, Alamoana shopping center and beautiful parks.
Beautiful 2 bedroom, 2 bathroom in Waikiki within walking distance to Alamoana shopping center, Hilton Hawaiian Village and beautiful Waikiki beaches. Includes 1 secure assigned covered parking, FULLY FURNISHED, spacious 1180 square feet plus large 124 square foot ocean...
Gorgeous, Fully Refurbished Kamilo Home
Welcome to "Hale Malu which translates in Hawaiian as House of Peace, a rare Kamaaina owned 'dual' home and rental at the upscale Ka Milo at Mauna Lani Resort. If you're seeking a unique and tranquil escape in the heart of paradise, our fully upgraded 3-bedroom cottage...
Shearwater Resort 2 BR w/ HOT TUB & POOL
Indulge in the ultimate South Pacific getaway amidst Kaua'i's North Shore, where tropical delights and luxurious amenities await. Nestled along the oceanfront atop a bluff with stunning views of Anini Bay and the Hanalei Valley Mountains, Shearwater offers an idyllic...
Poipu Beach 1940s Cottage • Outdoor Showers
Poipu Aloha “Shack” is a lovingly restored 1940s cottage that blends old Hawaiʻi charm with modern ease. Set in sunny Poipu Beach, this two-bedroom is steps from iconic shores and minutes to the Shops at Kukuiʻula and Poipu Shopping Village. Each bedroom opens to a...
Aqua Aloha Surf Waikiki 1404 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 1404 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen size bed, (1) Full-Size convertible bed/sofa Sleeper, Sleeps 4, 367 St FtAqua Aloha Surf Waikiki brimming with island personality offers a...
Kapalua Bay Villa 14B2 Gold Ocean View 1 Bedroom
- Villa is closest to Oneloa Beach- Split level condo with no stairs from parking to the villa- Tile flooring in kitchen, living room, and bathroom and carpet in bedroom- Fully equipped kitchen with stainless steel appliances includes stovetop/oven, microwave, and...
Ilikai Marina 1 Bedroom Yacht View, Great Location in Waikiki!
Construction Notice 10/20/25: Exterior painting work is currently scheduled from 2/9 - 3/20/26. During this time, the lanai will be locked and not accessible to guests. For your safety, please do not attempt to use the lanai at any time. You may also hear construction...
3 Units, Luxe Connecting Suite with Lanais and Sleeper Sofa, Romer House Waikiki
This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 878 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival...
Kaanapali Alii | 372
Kaanapali Alii 3722 Bedrooms | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Welcome to Kaanapali Alii 372, a fantastic one-bedroom partial ocean view residence with a fully enclosed den that comfortably serves as a second bedroom....
Serene Maui Retreat Walk to Beach & Shops
Summary:Prime Location Walk to beach dining shops Tranquil Balcony Enjoy morning coffee w lush views Luxury Beds Linens Ultimate comfort for deep rest Resort-Style Amenities Pool hot tub tennis courts Free Parking 1 spot Secure hassle-free Fast Wi-Fi Smart TV Stay...
Waikiki Ocean View Deluxe Studio
Welcome to my sweet Hawaiian style home!Newly remodeled boutique Corner Studio, located on the 15th floor of Aloha Surf Hotel. Very quiet, convenient. walk to beach.320ft living space with delightful portions ocean/sunset, and mountain view. Surround sunset surf and...
Kaanapali Alii 254
Kaanapali Alii Unit 2542 Bedroom | 2 Bathrooms | Sleeps 4 | Garden ViewWelcome to Kaanapali Alii 254, a gorgeous one-bedroom garden view condo with a fully enclosed den that comfortably serves as a second bedroom. Vast windows provide beautiful and elevated views of the...
KBM Resorts | FREE CAR | Mahana | Oceanfront | 1-Bedroom Penthouse with Gorgeous Sunsets! MAH-1006
** 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...
Aqua Aloha Surf Waikiki 215 Moderate Studio with Partial City Views, Sleeps 2
Aqua Aloha Surf Waikiki 215 Moderate Studio with Partial City Views located just 2 Blocks to Waikiki Beach, (1) Full/double bed, Sleeps 2, 175 Sq FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for couples and...
Kapalua Bay Villas | 3 Free Rental Cars | KBM Resorts | Panoramic Ocean view | 3 Units, 5 Bedrooms | ML-2044
** 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...
NEW! KBM Resorts | FREE CAR | Napili Point | 1-Bedroom Condo with Private Ocean view Oasis NAP-A24
** 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...
Lava Rock Camp🌋 Off-grid Treehouse
Lava Rock Camp is conveniently located between Hawai’i Volcanoes National Park, Kilauea Volcano 🌋and Pahoa and Hilo Town. Enjoy the sounds of nature and night sky views surrounded by tropical Hawai'ian native rainforest, Ohia trees, ferns, orchids & fruit trees. This...