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.
Kanaloa at Kona Oceanfront 2 Bedroom
- Spacious oceanfront condos located on 1st floor- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, disposal, cookware and tableware- Private balcony with wet bar- Master bedroom with 1 king bed or 1 queen bed and private...
Luxury Oceanfront 3-bedroom Retreat with AC in the heart of Kihei
Nestled in Kihei, this delightful condo boasts 3 bedrooms including 2 king beds, 1 queen bed, and 1 bunk bed. With 3 bathrooms featuring a bathtub, shower, and jetted bathtub, guests will feel right at home. The additional living room space with 1 queen bed and 1 full...
Life on the Water Hawaii with WiFi & AC & Washer/Dryer
This delightful cottage in Honolulu is the perfect escape for guests. With a cozy studio unit featuring a queen bed and a sofa bed, this property offers a brilliant space for relaxation. Enjoy the convenience of amenities like WiFi, AC, and a washing machine during your...
Studio City View Kitchenette, A/C and WiFi - Bamboo Waikīkī Hotel #305
Castle Bamboo Waikīkī Hotel #305 - Just a short walk from the sands of Waikīkī beach sits this cozy third-floor 310 square-foot gem with all the modern conveniences to make your stay comfortable and rested. Start your day on the furnished lanai with morning coffee...
Kauai 2 Bedroom Villa Sleeps 8
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.The resort is beautifully landscaped with waterfalls and lagoons, lush tropical plants, and the sandy shores of Poipu Beach just steps away. While the beach is perfect for children, the...
Aloha Getaway
waking up to the scent of tropical flowers drifting through the air. and enjoy your morning with a fresh cup of coffee. Spend your day exploring nearby beaches, hiking lush trails, or simply relaxing by the beach. A peaceful, tropical escape awaits.
Relaxing 5bd/3ba Kailua Home Just Steps from Kailua Beach with Wifi and A/C
Just four homes away from the Kailua Beach pristine white sands, this spacious retreat combines a stunning 4-bedroom home with a separate private studio cottage. Your perfect Hawaiian getaway awaits with a thoughtful blend of comfort and island living. Sleep in...
Experience oceanfront luxury at Napili Point A23
Step into the relaxed elegance of Napili Point A23, a beautifully updated 1-bedroom, 1-bathroom ground-floor condo that brings you as close to the ocean as you can get—without getting wet. Nestled just above the vibrant waters of Honokeana Bay, this oceanfront escape...
Ocean Views! 8A Halii Kai
Halii Kai 8APlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: 2 Full BedsAmenities:Beach Equipment: All of our vacation rentals include beach towels for the maximum occupancy, four beach chairs, two boogie boards,...
Maui Resort Rentals: Luana Garden Villas 7D – Modern 3BR Villa at Kaanapali’s Newest Luxury Residences!
Maui Resort Rentals is proud to present this premier three bedroom villa at Luana Garden Villas—newly launched on 2/20/25 to start taking bookings on April 18, 2025!This luxurious brand-new 3BR/3BA residence is conveniently set within Enclave Two of the Luana Garden...
3-bedroom Papakea resort in enchanting Lahaina adjacent to Kaanapali with AC
With ocean & mountain views, this spacious two-bedroom, two-bathroom + loft retreat offers a truly memorable vacation experience. Immerse yourself in the beauty of the Maui Kaanapali area, soak in vibrant rainbows, and create lasting memories with family and friends,...
4 Star Beachfront Resort. AC. Lanai. Restaurant. Pool. Gym. Spa.
About this spaceKauai Beach Resort is a hidden gem situated on the sandy shore of one of Kauai's most exclusive east-side oceanfront properties, offering a blend of luxury, convenience, and affordability, and providing a serene retreat. Surrounded by natural beauty,...
Hilton Maui Bay Villa 3-Bedroom Premier Penthouse with Ocean View
This three-bedroom, three-bathroom ocean view suite offers a forward-facing ocean view balcony with seating for six, and furniture, textiles and finishes that are unique to the suite. The primary bedroom features a king-size bed, 55-inch TV and lounge chair and the...
Your Beach Adventure Awaits! 3 Serene Units, Short Drive to Lahaina Harbor!
Your oceanfront tropical oasis awaits on beautiful Maui!This listing is for 3 separate rooms within a hotel. The price shown in the listing covers all 3 rooms.✦ Each room is 1050 sq. ft, equipped with complimentary toiletries, TV.✦ Rooms are not adjoining and...
2 Separate Entry Studio Condos-Next to Each Other-Fabulous Views- 2 Free Parking
Two separate studio condos next to each other with separate entrances. Condo 2402 has a full kitchen and a washer and dryer within the unit. Condo 2401 has a Kitchenette. Both units have king beds with memory foam mattresses and desks. Each unit has a covered designated...
Island Comfort: 2BR at Wyndham Kona Coast Resort
Enjoy your Hawaii retreat in this spacious two-bedroom suite at Wyndham Kona Coast Resort, designed to accommodate up to six guests. The villa includes two separate bedrooms, a full kitchen with modern appliances, two bathrooms (one with a whirlpool tub in many suites),...
Hilton's Lagoon Tower 1-Bd Plus Ocean View: A Paradise with Endless Fun
Elevate your vacation to new heights at the Hilton Grand Vacations Lagoon Tower, where stunning ocean views meet family-friendly comfort and a vibrant island atmosphere. Nestled in the heart of the Hilton Hawaiian Village® in Waikiki, this spacious 1-bedroom plus ocean...
🌊 Ocean Views & Island Vibes – Your O'ahu Escape! 🌺
Welcome to our "Kaimana" estate located on oceanside in Hau'ula. Hau‘ula is a small, scenic coastal community on the northeastern (windward) side of O‘ahu, about an hour’s drive from Honolulu. Known for its laid-back, rural atmosphere and strong sense of...
Kaanapali Alii Unit 116
Welcome to Kaanapali Alii Unit 116, a luxurious vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning ground-floor residence offers an unparalleled oceanfront experience, just steps away from the sparkling waters of the Pacific...
Beautiful home with ocean views, lanai, private gazebo, firepit -great location
Pualani Island Getaway - Main House- 30-night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to your hidden gem in Kailua-Kona, HI, where stunning sunset views of...
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,...
Konishiki Beachhouse: Luxury 6BR Oceanfront Home with Private Pool & Beach Access
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 Konishiki Beachhouse Estate by...
Royal Kahana Maui 819 Ocean View Studio
- 8th floor condo with balcony on the south side of the building- Updated kitchen with granite counters includes stove, oven, stainless steel refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Updated bathroom...
Honua Kai Luana Garden Villa 4D 3 Bedroom 3 Bath
Unit #4D Luana Garden Villa 3 Bedroom 3 Bath Garden Villa- Open kitchen concept – Bosch appliances to include induction cooktop, wall oven, counter-depth French Door refrigerator with two freezer drawers, quartz countertops with full height ceramic tile backsplash,...
Tranquil Stay at Wailea Ekahi Oceanfront Complex-2 Beds-Balcony
**Limited Summer Special! Relax in our 1BR/1BA condo at Wailea Ekahi Village, perfect for up to 4 guests. This renovated upstairs unit features a California King bed, Queen Murphy bed, a fully stocked kitchen, and modern amenities like WiFi, AC, and a bidet-equipped...
Escape to Paradise! 2 Attractive Units, Waikiki View, Rooftop Pool, Game Room!
Come for the beaches, stay for the adventure! With comfortable amenities and convenience to local attractions, you’ll have everything you need for a relaxing getaway or exciting family vacation. Take a dip in the rooftop pool with views of Waikiki. Enjoy a meal at the...
Modern, Comfortable with Great Amenities! Washer/Dryer, Parking, WIFI included!
New to our inventory and remodeled in 2024, this unit is a true gem, offering modern style and all the comforts of home. The living area features a cozy sofa sleeper and a large flat-screen TV with streaming capabilities. It seamlessly connects to a dining area with...
Tranquil 3-bedroom house in Waikoloa Village with fitness room, tennis & pool
Experience Waikoloa Village like a local in this 3-bedroom house. The bedrooms feature a king bed, queen bed, and bunk bed, ensuring a comfortable stay for all guests. With 3 bathrooms equipped with a bathtub and hair dryer, relaxation is just a step away. Experience...
Marriott Maui Ocean Club | Three Studio Villas
Summary:Located on the shores of Ka'anapali Beach, Marriott Ocean Club is surrounded by Hawaii's beautiful scenery! The resort is the perfect family getaway with something for everyone to enjoy - beautiful pools, golf, on-site dining, spa services, and sports courts....
Kolea 2E - Newly furnished in 2024 3 Bedroom Condo
As you enter through the large double doors you will be struck by the spaciousness as well as the new furnishings of Kolea 2E.The great room has a wrap around couch that faces a wall mounted big screen television. Adjacent to the living room is the dining room that...
KHV 32 Direct Oceanfront Views Remodeled 2BD w AC
Kahana Village 32 NEW LISTING Experience Maui with Direct Oceanfront Views, Incredible Sunsets, and Beach Walks just Steps from your Door! FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf,...
Perch - Kihei Ali‘i Kai Front Row Penthouse | Walk to Beach & Food
Experience your Maui getaway at Kihei Ali‘i Kai B402, a beautifully updated penthouse front-row condo with a fresh, modern ocean vibe. Located in one of the best view spots in the complex, this end unit boasts a spacious lanai with over 200° panoramic...
Monkeypod Canopy with Shared Bath and Common House
Escape to the enchanting Monkeypod 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 Monkeypod Canopy features a...
WAILEA POINT Sweet 2 Bedroom/3 Bath Oceanview Condominium
Please call or email us about the dates for your visit. Free Car promotion! Want a mini-Cooper or similar ride while you're here on Maui - Ask us! New media posted! Check out the new photos and video. Make yourself home at Wailea Point Village 3003. A first-floor...
🏖️2BDRM + Loft | Sleeps 6 | Ocean & Golf Views | vrKCV
vrKCV - Country Club Villas 304, Professionally Managed by Kona Coast Vacations Country Club Villas 304 is a top-floor retreat offering breathtaking ocean and golf course views. This spacious 2-bedroom plus loft, 2.5-bathroom condo comfortably accommodates up to six...
Hilton Grand Vacation Club, All Towers, Honolulu!
This two-story three-bedroom, two-and-a-half-bathroom penthouse ocean view suite with balcony features a master bedroom with king bed, bathroom with a standard shower/tub combination. The second bedroom has a king bed and bathroom with a standard shower/tub combination....
Honua Kai | 3 Free Rental Cars | KBM Resorts | Exceptional Value | 3 Units, 6 Bedrooms | HK ML-1442
** 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...
KLVR welcomes you to 2 Luana Garden Villas 6B & 7A, short walk to the beach
Kaanapali Luxury Vacation Rentals Welcomes you to the Beautiful Luana Garden Villas 6B and 7A at Honua Kai Resort. Both villas are on the ground floor and in neighboring buildings. They're about a 30 seconds walk from each other.Luana Garden Villa is the final phase of...
Marriott's Ko Olina Beach Ocean View one bedroom, full kitchen, resort access
Marriott's Ko Olina Oceanview, one bedroom ocean view with kitchen and full resort accessPamper yourself at our premium vacation ownership resort, Marriott Ko Olina Beach Club, surrounded by clear blue waters and a picturesque lagoon. Just steps from the ocean on the...
Steps to Hanalei Beach- Brand New 5 BR EPIC Views
This 5 bed/ 4 bath single family home gives you epic mountain views and is 1 block to Hanalei Bay. Totally renovated with new wood floors, fully equipped kitchen and primary living area are located on the upper level. You will find everything you need to prepare a...
Island Serenity Awaits: Studio Premium Villa at Westin Ka’anapali North
Escape to the tropical paradise of Maui with a stay in the Studio Premium Island View Villa at Westin Ka’anapali Ocean Resort Villas North—a perfect blend of luxury, relaxation, and family-friendly fun. Surrounded by lush island landscapes, this retreat is ideal for...
Island Colony 715 Charming Studio with Pool View
Welcome to Island Colony 715 - Your Charming Studio with Pool View!Discover the allure of Waikiki at Island Colony 715, a delightful studio with a pool view. Located at 445 Seaside Ave #715, Honolulu, HI 96815, this private rental by Hawaii Dream Realty LLC offers a...
Kihei Akahi C404 - Enjoy all the comforts and amenities of home
Kihei Akahi C404 - Enjoy all the comforts and amenities of home, including a full kitchen and bath with washer and dryer. Your condo will come equipped with linens, towels and an amenities starter kit. Beach Towels are not included. The Kihei Akahi is in walking...
Royal Sea Cliff Kona 707 Ocean View 2 Bedroom
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...
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...
Westin Kāʻanapali, 2 Bedroom Villa
Enjoy a marvelous stay at this 2-bedroom resort in Lahaina. The rooms feature 2 king beds, perfect for a soothing night's sleep. With amenities like a fitness room and AC, guests can relax and unwind. The living room offers additional space with 2 sofa beds for extra...
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...
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...