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 Kahana Maui 904 Ocean View Studio
Enjoy your stay in this bright and airy studio featuring panoramic ocean views, just steps from the beach. Perfect for couples or solo travelers. Unit 904 Ocean View Studio• 9th floor studio with balcony overlooking the ocean • Studio kitchen includes microwave,...
Vacation at The Coconut Plantation in the renowned Ko Olina Resort | TCP-1174-2
Indulge in the epitome of Hawaiian luxury with our exquisite three-bedroom, three-bathroom, two-story townhome nestled within the prestigious Coconut Plantation in the renowned Ko Olina Resort. Impeccably maintained inside and out, this opulent retreat boasts newly...
Kahala Beachside Estate – Premier Luxury Living on Oahu’s Gold Coast
Where timeless Hawaiian charm meets modern sophistication, Kahala Beachside Estate by Gather offers the ultimate oceanfront escape on Oʻahu’s prestigious south shore. Set directly along the sands of Kahala Beach, this magnificent estate spans 7,860 square feet of indoor...
Kanaloa at Kona Oceanfront 2 Bedroom
Beautiful condominium situated on 16 acres of a secluded oceanfront lava flow overlooking beautiful Keauhou Bay. Relax in tropical gardens and lush flower-filled landscapes. Golfers, families and outdoor enthusiasts will enjoy snorkeling, golf and deep-sea fishing...
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...
Near Lahaina Town | Dining, Spa, and Pools
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
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 or...
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 February 20, 2025, and now accepting bookings for stays beginning April 18, 2026!This luxurious 3BR/3BA residence is conveniently set within Enclave Two of...
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,...
Charming 1-bedroom house in tranquil Kaneohe with AC
Make yourself at home in this gorgeous 1-bedroom Kaneohe retreat. This perfect house features a cozy king bed and a child bed, ensuring a tremendous stay for guests. With amenities like AC and a hair dryer, this charming property offers everything you need for a...
Resort Living in beautiful Ko Olina Hillside Villas!
Discover the beauty of Kapolei from this 3-bedroom townhome. This gorgeous property features 2 queen beds and 1 sofa bed, perfect for a group of guests. With amenities like WiFi, a washing machine, and AC, your stay will be brilliant. Enjoy all that Kapolei has to offer...
2 Beachfront Rooms with Scenic Views and Outdoor Pool
Step into paradise: Explore Kanaha Beach Park & indulge at Queen Kaahumanu Center, right from our welcoming Kahului Bay doorstep.This listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.✦ Each room is 540 sq. ft, equipped...
4 Star Beachfront Resort. AC. Lanai. Restaurant. Pool. Gym. Spa.
Kauai 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, this haven invites...
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...
Spectacular Beachfront Home North Shore Haena perfect for your getaway
Unwind in Haena, Kauai's North Shore, boosting direct beachfront access spectacular views, immersed in tropical splendor. With three spacious bedrooms featuring king beds and a cozy twin, plus an additional waterfall suite and game room, that includes another king 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...
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 community,...
Kaanapali Alii Unit 116
Kaanapali Alii 1162 Bedrooms | 2 Bathrooms | Sleeps 8 | Ocean Front--------------------------------------------------Welcome to Kaanapali Alii 116, a stunning ground-floor two-bedroom oceanfront residence at Maui’s exclusive Kaanapali Alii Resort. Just steps from the...
Waikiki Shore 710 Ocean View 1 Bedroom
Wake up to stunning ocean views in this inviting one bedroom condo, set in the only condo on world-famous Waikiki Beach. With lots of space and everything you need to unwind, it’s the perfect place to experience island living.Unit 710 Ocean View 1 Bedroom 1 Bathroom•...
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...
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
Experience Maui’s beauty from this serene studio with ocean vistas, close to dining, shopping, and beaches. Great for couples or solo travelers. Unit 819 Ocean View Studio• 8th floor studio with balcony overlooking the ocean • Studio kitchen includes microwave,...
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,...
World Famous Makaha Beach Oceanfront Condo!
Available 30 days or more regardless of VRBO calendar setting. Relax on the lanai watching the waves rolling in on the beach below, or take a good book down to the pool and enjoy the shade. Away from the crowds at Waikiki in a boutique condo building, so peaceful! If a...
Tranquil Stay at Wailea Ekahi Oceanfront Complex-2 Beds-Balcony
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 bathroom. Enjoy a private...
Spacious Suite with Ocean Views + Pools & Dining
Escape to paradise at Royal Lahaina Resort & Bungalows, set along Maui’s iconic Kaanapali Beach. Enjoy direct beach access, two oceanfront pools, on-site dining, tennis courts, and lush tropical gardens. Just minutes from Whalers Village and Lahaina Town, this resort...
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...
Kahana Villa 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 views—stretching...
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!
Discover Oahu's incredible attractions just minutes from your Hilton Grand Vacations Club residence. Experience Hawaii's breathtaking landscapes from above with Island Seaplane Service tours - the only aerial excursions available in Hawaii - or explore vibrant...
2BR/ 1BA Home + Own Private Tropical Orchard!
Welcome to your home away from home. Whether you're visiting from neighboring islands for a quick getaway or from other parts of the world, you'll love the private orchard and the peaceful scenery. Wander the one acre lot and pick fruits when they're in season. With...
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...