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.
Waterfront studio with mountain view, rooftop pool, hot tub, sauna & central AC
Honolulu Horizon Haven-30 night minimumOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Perched high above the bustling city of Honolulu in Waikiki, this stunning condo offers a...
Wailea Beach Villas PH508 | Pools | Hot Tubs
Experience Wailea at its absolute best in Penthouse 508, a spectacular 2,893-square-foot residence that stands apart with a totally unique layoutâperched at the top of the Wailea Beach Villas with sweeping ocean views, soaring ceilings, and a spacious design unlike...
Aqua Aloha Surf Waikiki 1400 Superior Studio with Lanai and Partial City View
Aqua Aloha Surf Waikiki 1400 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed, Sleeps 2, 261 Sq Ft.Aqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that are perfect for...
Sunset Shores - UNIT B Kauipoho
Summary:Relax with the Escape to serenity in this shared Kailua Kona space. Embrace the tranquil island ambiance and inviting interiors.With convenient beach access, this is an ideal location for a peaceful coastal getaway. Immerse yourself in the beauty of Hawaii and...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Extra Large Lanai | 2 Units, 5 Bedrooms | HK ML-1913
** 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...
Prepare to be completely swept away by the breathtaking beauty and boundless excitement that awaits you on the island of Maui, your best vacation yet! At the beachfront retreat of Paki Maui, the azure waters of the Pacific Ocean gently caress the golden sands just steps...
Hale O Ka La – Luxury Villa at Mauna Kea Resort
MEET THE VILLAHale 'O Ka La on the Big Island defines Hawaiian luxury. Developed by Laurance S. Rockefeller in the 1960s, Mauna Kea Resort was the Kohala Coast's first luxury destination and remains an icon of island elegance.This stunning 5,358 sq. ft. estate features...
Kamaole Nalu 506 - Ocean Front
Book with us and come to Maui to explore everything we have to offer!Stunning ocean views from the lanai of your oceanfront condo. Just steps away from beautiful Kamaole I & II beaches, a wide range of restaurants, shops and activities make this convenient location a...
Enjoy stunning ocean views from Kaanapali Shores 544, a 1-bedroom retreat in Lahaina.
Kaʻanapali Shores 544 Enjoy Ocean Views from this Updated 1 Bedroom North Kaanapali Vacation Resort Condo, Steps to the Pool, Hot Tub and Beach Welcome to Your Maui Retreat: Kaanapali Shores 544 is a newly refreshed 1-bedroom, 1-bath condo perched on the fifth floor of...
Kapalua Ridge Villa 124 Gold Ocean View 1 Bedroom
- Villa is closest to Oneloa Beach- Second floor unit with 15 stairs from parking to the villa- Tile flooring in kitchen, bathroom and carpeted in living room and bedroom- Fully equipped kitchen with stainless steel appliances includes stovetop/oven, microwave, and...
Ko Olina 2BR-Golf & Sunset Views
Enjoy luxury living with stunning golf course and sunset views from this 2bd2ba Ko Olina Fairways home. Featuring granite countertops, stainless appliances, walk-in showers, A/C, windows, and remote shades, this property offers comfort and style. Relax on the lanai or...
Peaceful 2BR retreat with pools & hot tubs
Summary:Golf Discount in Village, Gorgeous Views, 2 PoolsThe Space:Welcome to your peaceful island escape overlooking the Waikoloa golf course, perfect for families or friends seeking comfort & scenic views:- Sleeps 4 | 2 bedrooms | 2 beds | 2 baths- Access to 2 pools,...
Tucked away on 3 acres of native rainforest the Pueo Studio at Volcano Village Retreat is the perfect spot to rest and relax after a day of exploring Volcanoes National Park located just 2 miles away.We can`t wait to make the cottages the most perfect vacation spot for...
Spacious Room w/ Lanai | Near Ala Moana Center
This listing is for a room within a hotel.✦ Your room is 364 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Gorgeous 5 br for 12 in Kapaa - Beachfront!
Listing provided by "The Vacation Rental Experts". Contact directly for more options!The fabulous 5 bedroom, 4 bath oceanfront for 13, is made up of a 3 bedroom and 2 bedroom oceanfront townhome, just steps apart! Fabulous beachfront pool and sundeck onsite! Beautiful...
Newly Updated-Great Location-Well Equipped-Meticulous Cleaning-Ac
Book With Confidence This Newly Updated, 2 Bedroom, 2 Bathroom Condo That Provides An Exceptional Vacation Experience At A Reasonable Price. The Condo Offers Tremendous Value With It's Beautiful Level Of Finishes, Location, And How Well It Is Equipped. This Condo Is...
Wailea Ekolu 1608 | 1 Bedroom | Prime Wailea Location with Golf Course Views
Experience the beauty and convenience of Wailea from this tastefully appointed 1-bedroom, 2-bath condo at Wailea Ekolu 1608. Perfectly situated along the fairway of Wailea’s prestigious Blue Golf Course, this ground-level home offers comfort, privacy, and stunning...
Hilo Tropical Oasis | 2BR/2BA | A More Better Home
Welcome to your peaceful island retreat in the heart of Hilo—ideal for travelers seeking a more local, grounded Hawaiʻi experience. This fully redesigned 2BR, 2BA condo offers 800 sq ft of fresh, modern comfort, with jungle views. Perfect for couples, small families, or...
Modern Family Beach Villa near shops and dining
Choose to spend your days on the Ko Olina Championship golf course or at the Marina; relax at one of four breathtaking sandy lagoons, pamper yourself at the award winning Four Seasons Resort and Spa; spoil the kids at Au’lani Disney Resort or explore the rich culture...
Wyndham Paniolo Greens Resort | Two 2BR/2BA Suites
Summary:This resort is a lush, tropical retreat in the heart of Hawaii's Big Island featuring spacious suites with private lanais. Explore all the island has to offer with golf and beautiful beaches located just minutes away, or stay on-site and enjoy the many amenities...
Luxurious 2-bedroom/2-bathroom oceanfront condo with pool, jacuzzi and parking
Escape to this oceanfront condo on Oahu’s North Shore. This spacious end-unit features 2 bedrooms, 2 bathrooms, and comfortably sleeps 4+ with 3 beds. Enjoy breathtaking ocean views from large bay windows or relax with the soothing sound of waves. The condo includes an...
Kaimana Tides at Colony Surf by Gather: Oceanfront Gold Coast Condo w/ Views
Honolulu’s iconic Gold Coast, Kaimana Tides at Colony Surf is a spacious one-bedroom, one-bath residence offering sweeping views of the Pacific Ocean and the city skyline. With 850 square feet of thoughtfully designed living space, this oceanfront condo is ideal for...
Island living first floor condo near beach, shared hot tub, pool and gas grills
Royal Kahili B205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to the Royal Kahili Retreat, where the ultimate island lifestyle awaits you in this stunning, completely...
Studio + 2 Small Bonus rooms with AC, Big Covered Patio, Near Beaches /Airport
Newly renovated (June 2025)! Brand new A/C installed January 2026. Bright studio with Queen bed plus Full & Twin in bonus sleep rooms (76” ceilings). Perfect for families—kids get their own space at a fraction of hotel costs. Enjoy cool breezes at 1,070 ft elevation, a...
This five-bedroom gem combines one of our very finest 3BR oceanfront residences, Konea 302, with a spacious partial oceanview 2BR suite, Konea 304, located directly next door. Perfectly suited to larger groups or families, the generous 3400+ sq ft of the combined...
Spacious & Breezy 3 Bedroom Home with Ko'Olau Views and a Pool
Nestled in a quiet neighborhood, this charming home is located just one mile from the heart of Kailua town's shopping and resturants. It is also just a bike ride away from the world famous Kailua and Lanikai Beaches. With stunning views of the Ko'olau Mountains and the...
Kapalua Golf Villas Gold Fairway View 2 Bedroom
Golf Villas Gold Fairway View 2 Bedroom 2 Bath- Situated along Kapalua’s Bay Course fairway- Fully equipped kitchen includes stovetop/oven, microwave, refrigerator, coffeemaker, cookware, tableware- Master bedroom with 1 king bed and bathroom- Guest bedroom with 2 twin...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Extra Large Lanai | 3 Units, 5 Bedrooms | HK ML-1463
** 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...
** 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...
Quiet neighborhood- 2 bedroom & 1 bathroom with 2 tandem parking!
Conveniently located on the beautiful eastside of Oahu near the world famous Hanauma Bay and Koko Head. This is a 2-family house. The house that you are accommodate is legal attached 2 bedroom + 1 bath with a separate entrance. “Like a townhouse”This home has the option...
Kaanapali Alii 1242 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Kaanapali Alii 124 is an exquisite two-bedroom ocean-view rental that is perfect for families or groups seeking a luxurious getaway in Maui. Well maintained and...
#57 Beautifully Remodeled Studio
Kick back and relax in this calm, stylish space.
Tropical Comfort – 1BR Villa with Lanai at Sheraton Kaua‘i Resort
Set along Kaua‘i’s famous sunny South Shore, this 1-Bedroom Villa at Sheraton Kaua‘i Resort offers the perfect mix of island charm and modern comfort. With approximately 550–600 square feet of space, this villa is ideal for couples or small families looking to enjoy...
New Listing! Ocean and Pool Front Remodeled Condo
Newly Renovated Oceanview Paradise at Kaha Lani Resort 110! Moments from Pool and Beach.Welcome to your own slice of Hawaiian paradise in this beautifully updated ground-floor one-bedroom unit at the prestigious Kaha Lani Resort. Brand-new furnishings throughout, this...
Royal Kahana Resort Unit 218 - Oceanview Studio near Beach, Pool. A/C
Discover the perfect Maui getaway in our affordable Condo, ideally located in West Maui between Ka'anapali and Kapalua. This studio features a California king bed, a twin sleeper sofa, and a compact kitchen with full-size appliances—perfect for preparing anything from...
New Listing! Save up to 25% Instantly on stays thru 5/31/25! 2B/2B, AC, Pool
Experience tranquil island living at Kaanapali Plantation 12, nestled on 10 acres of lush tropical gardens. This serene and spacious retreat is just minutes from the renowned Kaanapali Beach. This charming 2-bedroom, 2-bath condo is a haven for golf enthusiasts,...
Stylish 1BR Mountain View Suite – The Grand Islander Honolulu
Enjoy contemporary comfort in the heart of Waikiki with this 1 Bedroom Mountain View Suite at The Grand Islander, a Hilton Grand Vacations Club, located within the famed Hilton Hawaiian Village® Waikiki Beach Resort. Perfect for couples or small families, this modern...
Charming 2-bedroom apartment on beautiful farm in Honaunau with WiFi
Honaunau Farm Wellness Retreat is a 7-acre organic, regenerative farm with sweeping views of Kealakekua Bay & lush tropical surroundings.The Ohana house has a full kitchen, living room, & covered patio with access to our retreat area with infrared sauna, outdoor shower,...
HM30B Stunning Ocean View Waikiki Studio 30F B
At the beginning of Waikiki, the tourist center of Honolulu. Our charming studio in Waikiki is a breezy unit in Hawaiian Monarch building, with City/Ocean view, small refrigerator, microwave, AC and Wifi; ideal for 1 or 2 guests. About 10 min walking distance from the...
Kaanapali Alii 2212 Bedroom | 2 Bathrooms | Sleeps 4 | Partial Ocean View________________________________________Step into 221, a beautifully appointed one-bedroom condo with a fully enclosed den that comfortably serves as a second bedroom. Overlooking lush tropical...
Welcome to Hale Hibiscus, the perfect home base for an unforgettable stay in the heart of beautiful Hilo Town. This rare gem offers comfort, convenience, and true island charm—now featuring air conditioning in every room and a private laundry room for the ultimate in...
Island View Studio at Westin Ka’anapali North
🏖 Resort Highlights✅ Located directly on Ka’anapali Beach 🌴✅ Access to both North & South resort amenities ✨✅ Heated pools, waterslides & kids’ areas 🏊♂️✅ Cabanas, hammocks & beachfront loungers 🏖✅ On-property dining & market café 🍹✅ Westin Heavenly Spa (South) 🧘♀️✅...
Cozy 2-bedroom apartment in charming Kailua with AC steps from the beach.
Kick back and relax in this calm, stylish beach getaway. This recently updated apartment features a living space with an ocean view from the balcony. Bright and airy, you’ll enjoy ocean breezes and fall asleep to the sound of waves. Have your pick from the gorgeous...
15th Fl Ilikai | Ocean & Harbor View | Pool | AC | King
Wake up to stunning blue-water views in this 15th-floor Ilikai Hotel suite, perfectly located at the entrance of Waikīkī.The Space• King bed in the bedroom• Queen sofa bed in the living room• Accordion partition for privacy• Full kitchen with granite countertops, custom...
Kona Makai 3-204 2nd Flr, Ocean View, Remodeled Throughout!
Kona Makai 3-204 – Elegant Coastal Retreat in Kailua-KonaWelcome to Kona Makai 3-204, a beautifully upgraded condo that combines modern luxury with the relaxed charm of Hawaiʻi living. Nestled in one of Kailua-Kona’s most desirable oceanfront communities, this...
Comfy 2 Queen Beds Studio in vibrant Honolulu perfect for your island getaway
Unwind in Honolulu at this great studio. Up to 4 guests enjoy a superb living area featuring two queen beds, perfect for relaxing after a day of adventure. The bathroom includes a shower/tub combo and a hair dryer for added comfort. Stay cool with air conditioning and...
King with Lanai, Romer House, Explore Waikiki, Comes with Parking
This listing is for a room within a hotel.✦ Your room is 278 sq. ft, equipped with complimentary toiletries, TV.✦ Cleaning services included in the nightly price.There are a few additional details to know before you book:✦ The minimum age required for check-in is 18...
Ocean Breezes & Island Charm • Perfect for Two in Lahaina
Lahaina Shores 610 – West Maui Mountain ViewsLahaina Shores is a charming boutique resort located directly on the oceanfront in the heart of historic Lahaina Town. Unit 610 is a 6th-floor West Maui Mountain view studio offering privacy, comfort, and can accommodate 2...
Charming 4-bedroom cottage with WiFi and AC in serene Laie
Consider this cottage your home away from home while you visit Laie. This delightful property boasts 4 bedrooms including a king bed, 2 bunk beds, a queen bed, and a futon. With 4 bathrooms equipped with showers, your group will have plenty of space to freshen up. The...
Menehune Shores #301 - Oceanfront Shoreline Location with Inviting Living Spaces
Menehune Shores #301 – Ocean View Two-Bedroom RetreatWelcome to Menehune Shores #301, a two-bedroom, two-bathroom condo. This inviting retreat blends Maui’s timeless charm with a relaxed island feel, making it ideal for families or friends seeking a peaceful getaway....