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.
Bali Hai 1-bedroom resort in fantastic Princeville with Pool & Hot tub
Perched atop the cliffs of Princeville, this Kauai resort seamlessly combines the beauty of nature with luxurious comforts. Unwind with a serene escape at the on-site spa, or make the resort your launching point for unforgettable Hawaiian adventures. Discover the beauty...
Spacious 2-bedroom condo with a lanai, on-site pool, WiFi & golf courses nearby
Garden Isle at PuamanaOur 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 oasis in the heart of Princeville, HI! This beautifully appointed condo offers an...
New Listing! Oceanfront 1bd in Kahana
Aloha and Welcome to Royal Kahana 213! This beautifully renovated 1-bedroom, 1-bathroom condo is located in the heart of Kahana—just steps from the beach, dining, and shopping. Thoughtfully designed with island charm and modern comfort, this inviting retreat is perfect...
6th Floor Ocean Front Condo - Best Ocean Views!
Lahaina Shores 621 – OCEANFRONT!Lahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 621 is a 6th-floor oceanfront studio offering privacy and comfort for 2 guests. The condo has Hawaiian vibes with...
Golfer’s Lava Cove - Waikoloa, HI
Ocean-view studio on golf course with heated pool, pickleball, & washer/dryerDirectly on the prestigious Waikoloa Village Golf Course, Golfer’s Lava Cove is a chic boutique which is a charming and romantic studio condo offering stunning golf course views and a peek of...
Walk to Dtwn Hilo: Updated Getaway Near Hiking!
2 Mi to Beach | Community Pool & Laundry Facilities | Day Trip to Volcanoes Nat’l ParkEscape to your next Big Island base, just a mile from vibrant Downtown Hilo, lush waterfalls, and black sand beaches! This 2-bedroom, 1-bathroom vacation rental condo features calming...
3 bedroom Beachfront Beach Villas Ko Olina with Pacific Ocean views ~ beautiful!
Aloha! Please note that this rental is under new management, therefore, it is shown as a brand new listing. It has been a regular rental unit at the Beach Villas Ko Olina for many years prior. Please inquire if you have any questions.~~~~~~~~~~~~~~~Welcome to your dream...
Modern 3BR w/ Ocean Views | Steps to Kamaole III
Summary:Completely reimagined in 2025, this modern 3-bedroom condo blends designer style with island comfort—just steps from Kamaole III Beach. Enjoy ocean views from your lanai, a fully equipped kitchen, and luxe touches throughout. Sleeps 8 with 2 king rooms, a bunk...
Ocean Views Top floor King Bed Beach Access Pools BBQ Renovated Unit with AC
Welcome to our island home! It offers 1 large bedroom with views of the Pacific Ocean and Sunrise! Steps from the pretty sandy beach right in front! This home comes with a large bedroom and a fully equipped kitchen. Guests enjoy 1 new king bed and 1 sofa queen bed with...
Maui Kamaole One Beachfront Condo at Charley Young Beach
Discover your perfect Maui beachfront getaway at Kamaole One #9, this beautiful 2-bedroom, 2-bath oceanfront vacation rental located directly on Charley Young Beach, the north end of the world-famous Kamaole I Beach Park in sunny South Kihei.This rare oceanfront condo...
Kona Reef Condo Oceanfront Top Floor A/C In Town Ocean and Pool View
Perfect location, you will love the ocean & pool view from this beautiful top floor condo. Right next to Honl's beach. A short walk to restaurants and stores, enjoy all that Kona town has to offer! This 1 bedroom condo has AC in bedroom and living room, dishwasher,...
Skyline-Lagoon and Fireworks Magic from the Ilikai w/Top-Tier Amenities
Book with confidence! This property is professionally managed by Ali'i Beach Rentals, an award-winning property management company.ILIKAI BUILDING NOTICE: October 25, 2025Spalling repairs and full exterior painting of the building in effect. Please be advised: Balcony...
Ma'alaea Kai #102 – Oceanfront Ground-Floor Escape with AC and Tranquil Views
Ma'alaea Kai #102 – Oceanfront Ground-Floor Escape with AC and Tranquil ViewsWelcome to Ma'alaea Kai #102, a beautifully updated 1-bedroom, 1-bathroom ground-floor condo offering peaceful oceanfront living with modern comforts. This inviting retreat features a private...
Charming 1-bedroom condo in downtown Kailua-Kona just 2 blocks from the beach
Welcome to your perfect island getaway in Kailua-Kona! This beautifully updated condo is just 2 blocks from the beach and 1 block from the vibrant restaurants and shops along Ali'i Drive, putting you right in the heart of it all. Inside, you'll find brand new...
Makolea#11: Steps from the Beach, Beautifully Appointed 2 bedroom condo
Island Living at Its Best – Remodeled 2BR/2BA Ground Floor Condo Steps from Kahaluu BeachWelcome to Unit #11 at Makolea Condominiums — your perfect Big Island getaway! This beautifully remodeled 2-bedroom, 2-bathroom ground-floor condo is tucked away in the heart of...
Boldly Oceanfront. Stylishly Maui. Royal Mauian 2-Bedroom Retreat
*This is a NEW listing and it's gorgeous! This is not your average beach condo! This stunning 2-bedroom, 2-bath unit at the Royal Mauian is oceanfront living with purpose; fully renovated, thoughtfully designed, and infused with island energy throughout.The decor is...
Wailea Ekahi 24B - Modern Garden Retreat w/ Lanai, Split AC & Stylish Renovation
Nestled on the ground floor, Wailea Ekahi 24B is a beautifully remodeled one-bedroom, two-bath condo featuring a sleek, modern design and effortless indoor-outdoor living. With elegant finishes throughout, including quartz countertops and stainless-steel appliances,...
Kamaole Sands 10-307, Ocean View, Large Lanai, Twin Murphy Beds, Split-AC, Wi-Fi
Experience relaxed island living in Kamaole Sands 10-307, a beautifully renovated third-floor one-bedroom, two-bath corner condo in Building 10. Fully remodeled in 2016, this bright and airy unit offers stylish enhancements such as stainless-steel appliances, granite...
Studio by the ocean. Oceanfront property with WiFi, AC, parking, great location.
Escape to this fantastic studio in Ewa Beach. Oceanfront property, convenient amenities like WiFi and AC, queen size bed, kitchen, parking.Located just 50 steps from a natural authentic Hawaiian beach, the second house on Oceanfront property. Nothing compares to the...
Family House by the Waterfall - Private, Countryside, Waipio, Stream, WiFi, Laundry
You get the whole house! A super comfy family getaway, very private on the beautiful and peaceful Hamakua Coast - away from the tourist crowds of Kona and Hilo. We are a short walk to the Waipio valley overlook! Our house is great for adults and children. Come enjoy,...
New!-#510-Ocean-Sunset Views! Steps from It All!
Ocean-View Condo with Double Lanai & Rooftop BBQ | 2BR/2BA | Steps to Beach + DiningWelcome to your Maui retreat at Kamaole Beach Royale, a beautifully maintained 2-bedroom, 2-bathroom condo on the 5th floor, offering unmatched panoramic ocean and sunset views. Located...
Ocean View | 2 Pools | Spacious 3-Bed Makanui Condo in Poipu
Enjoy your Kaua‘i getaway from this well-located 3-bedroom, 2-bath condo in the quiet and elevated 200 building of Makanui. With sweeping ocean views, cooling trade winds, and a spacious layout that comfortably accommodates up to six guests, this split-level condo is an...
Stay in paradise minutes from the beach
Awaken to a breathtaking sunrise on the beach. Wind down each evening sipping mai tais to live music. Between the two — when you're not curling your toes in the sand at Kauai Beach Villas — immerse yourself in the lush island's magnificent Coconut Coast and the Garden...
Includes Mauna Lani Beach Club Pass. 801 Kulalani
Kulalani 801. Includes Mauna Lani Beach Club Pass Please scroll down for detailed informationAloha!We’re excited to share that you this property is being beautifully updated with brand-new Restoration Hardware furnishings and refreshed interiors. The remodel is designed...
Bright Condo w/ views of the Ocean & shared pool/hot tub - close to golf & beach
Making Makahuena Memories in 2204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to Makahuena at Poipu Unit #2204, a gorgeous second-floor condo in Koloa, Hawai‘i, where...
Kona Sea Ridge#Y22: Beautiful Top Floor unit with Ocean Views in Gated area
.Oceanview Paradise | Top-Floor 2BR/2BA Kona Sea Ridge Condo | Kailua-Kona, HawaiiWelcome to your slice of paradise at Kona Sea Ridge! This top-floor, two-bedroom, two-bath condominium offers beautiful ocean views and the perfect blend of island comfort and modern...
Shangri-la escape! Ohana studio with private entrance and parking.
Asia House, sits on an ocean bluff in Princeville on the spectacular north shore of Kauai. The ocean or Queen's Bath is right across the street. There are beaches all over Princeville, all within 1-2 miles or less. Princeville Resort is a jewel on Hanalei Bay, known as...
Walk to Dtwn Hilo: Island Escape w/ Pool!
5 Blocks to Bayfront & Beach | 1 Mi to Rainbow FallsPack up for paradise, where relaxation and adventure blend seamlessly. This 2-bedroom, 1-bath Hilo vacation rental places you within just 1 mile of hot spots like the lively Hilo Farmers Market and the breathtaking...
Beach, City lights and Mountain Views 180 degrees view & centrally located
Discover this charming 3-bedroom gem in Honolulu. This excellent condo features 1 king bed, 1 queen bed, 2 full beds and another queen queen blow up bed that can be use in the living room, perfect for a group getaway. With 2 bathrooms equipped with hair dryers and...
Puna Rainforest Retreat Hotspring - Purple Passion Cottage
The Purple Passion Cottage is located on a serene 20 acre estate with beautiful ocean and meadow views. The cottage is cozy and equipped kitchenette (range, oven, mini-fridge/freezer, microwave), full bathroom and two bedrooms. The main bedroom has a king bed with an...
NEW! Volcano Tea House Cottage 2-HotTub-FirePlace
NEW LISTING 6/2025! Welcome to The Volcano Tea House Cottage 2, located just 6 minutes from Hawaii Volcanoes National Park. The original Tea House was established in 2014, and it inspired us to build and design another Tea House in the same neighborhood. The home has...
Puna Rainforest Retreat Hotspring - Blue Ginger Cottage
Puna Rainforest Retreat Blue Ginger Cottage has a complete kitchen with all the amenities, a full bathroom and cozy queen size bed. Perfect for couples. This colorful cottage is clean, comfortable and affordable! Enjoy the rainforest trail, steam vents, plunge pool,...
Maui Resort Rentals: The Whaler 1001 - Upgraded 10th Floor Oceanfront Corner 1BR/2BA - Premier 1BR Location at The Whaler!
Maui Resort Rentals is proud to present this stunning 1BR oceanfront residence at the iconic Whaler Resort on Kaanapali Beach—newly launched and available for bookings starting July 5th, 2025!Situated in one of the most coveted locations at The Whaler Resort on...
09 FREE Parking/10 min beach/2br-Waikiki/Ala Moana
Legal Vacation Rental!! Newly renovated! Excellent location! Central to Ala Moana Shopping Center, Waikiki attractions, beaches, restaurants, bars, zoo, business district; on bus line, easy commute to Downtown,Chinatown,UH. Secured building: security guard, 24-hr...
Maui Hill 66 3BD Condo Near Keawakapu Beach
Maui Hill 66 NEW LISTING Experience Maui from this Amazing South Kihei Location, Walk to the Beach, Minutes to Wailea! This spacious and rare 3 bedroom, 3 full bathroom South Maui retreat is the ideal Hawaiian vacation home for families, couples, or friends seeking a...
koolkondo 2597 Halalu Guest house
Welcome to your dream escape in Poipu Beach Estates! This beautifully upgraded one bedroom guest house is tucked away in a serene, palm-fringed setting that offers ultimate privacy and space to unwind in paradise.The Guest house features one king bed and one queen sofa...
Liko Lehua Cottage in Volcano - Hot Tub & Fireplace - Mauna Loa Estates
Liko Lehua Cottage - Your Hawaiian Forest Retreat!Escape to the enchanting Liko Lehua Cottage, a hidden gem just six minutes from the awe-inspiring Hawaii Volcanoes National Park. Nestled in the lush, serene Hapu'u forest of Mauna Loa Estates, this newly reimagined...
Spacious 4-bedroom house 5 minutes from beach
A true taste of Hawaii - You'll find a coastline of endless beaches, limited crowds, and amazing sea life. Makaha beach can be seen from the windows of this new four bedroom home (5 mi drive), providing plenty of room for large families to come together and relax after...
Hale Maia at Kukui ula - Elegant Pool Retreat with Golf Views in Poipu
Summary:TA-101-738-2400-01Discover Hale Maia at Kukuiula, a stylish and spacious 5BR, 5.5BA home in Kauai’s most exclusive community. This modern retreat features panoramic fairway views, a private heated pool, and seamless indoor-outdoor living. With each bedroom...
Hale Nani at Kukui'ula - Luxe Family Hideaway with Poolside Living in Poipu
A short distance from fishing, the sea, and more, this smoke-free vacation home lets you experience it all. There's convenient covered onsite parking, so you can leave your vehicle behind and let your feet make short work of the 14-minute walk to Lawai Beach or the...
Plantation Hale Suites J1, AC, Walk to town, Near Beaches, Wifi
Welcome to Plantation Hale Suites Unit J1 on the beautiful island of Kauai! This unit is a ground floor, end unit.Experience the best of Kauai at our Kapaa vacation rental, centrally located on the Royal Coconut Coast in Wailua. Whether you're here for relaxation or...
🌺 Oceanfront Resort Napili Shores ~ Majestic Maui Paradise ~ AC ~ Napili Bay! 🌴
Aloha & Welcome to Napili Shores C215, your top-floor corner unit, steps from pristine, sandy Napili Bay! Amazing Hotel-Zoned resort amenities - 2 swimming pools, hot tub, BBQs, lush tropical gardens, shuffleboard, the famous Gazebo restaurant overlooking the ocean,...
Heart of Waikiki, 2 blocks to beach, kitchenette, lanai, free parking nearby!
Regency on Beachwalk #55 – 255 Beach WalkThis cozy 1-bedroom suite with full kitchen, lanai, AC, free Wi-Fi, and free nearby parking is the perfect home base for your Hawaiian vacation. Lounge on your 145-sqft private lanai with unobstructed views of park and Honolulu...
New Listing! Hotel Zone Lahaina Shores Premier Mtn view Studio on the Beach
Lahaina Harbor is in walking distance and open for Whale Watching 2026.Lahaina Shores Mountain View Studio an Ocean front property on Front St. LahainaLahaina Shores Beach Resort Hotel Zone property 475 Front Street, Lahaina, HI 96761Mountain View studio maximum guests...
New Remodeled May 2025 1-bed.Apartment in Kiahuna with AC and fiber internet.
Located in Koloa, enjoy what this 1-bedroom apartment has to offer. Guests can take advantage of the fitness room, iron, hair dryer, AC, heating, and WiFi during their stay. The cozy bedroom provides a nice retreat after a day of exploring. Make your holiday one for the...
Big Island Luxury - 3000+ SqFt. 4 Bed 4 Bath. Beach Close. Hawaiian Paradise.
Our Newly Renovated Estate Home in the quiet neighborhood of Hakalau invites our guest to relax and enjoy paradise in luxury. Spacious and open floor plan offers plenty of room to accommodate large groups and gatherings. Air conditioned living spaces and bedrooms. Free...
Luxury Oceanfront High Floor @ Waikiki Beach Tower
Brand New Listing at Waikiki Beach Tower! Relax in this bright and beautiful 33rd floor unit and be the first to review this 5-star guest favorite listing that is new to our portfolio! Relax in this beautifully renovated unit with ocean views of Waikiki Beach. Wake up...
FREE Late Checkout For Fall Bookings! Golf Discounts at Waikoloa Beach Resort C
Waikoloa Fairway Villas N34Please scroll down for detailed information Bedding Configuration:Main Bedroom: King BedGuest Bedroom : Two Twin BedsLoft: Queen BedWaikoloa Beach Resort Gold Membership Golf benefits:Fees are $95.00 per person, per round. There are three...
Princeville Resort Residence ~ Honoiki Hale Hou ~ On the Makai Golf Course
Princeville, above Hanalei Bay ~ Stay Luxuriously on the Makai Golf Club Course 2nd fairway.~ Rated "Best In Resort" Location and Condition!Our action packed community surrounds itself a Bluff above the Bay and Ocean with stunning views everywhere.You will LOVE our...
Spacious Beachfront 6-bedroom on Breathtaking Sunset Beach
Sunset Beach welcomes you at this incredible 6-bedroom duplex (2 identical 3 bdrm/ 2 bath units). With 6 queen beds, 4 bathrooms and 2 additional living spaces with sofa beds, this place is perfect for large groups or families. A fully stocked kitchen, fresh linens and...