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.
Oceanfront Retreat! Near Waihee Coastal Dunes and Wetlands Preserve, Pool
Our spacious suites with private lanais offer breathtaking views of the pristine shoreline, courtyard, or garden, providing the perfect backdrop for relaxation and adventure. Stay connected with high-speed internet, unwind in our unique whale-shaped outdoor swimming...
Royal Kahana Maui 1105 Ocean View Studio
- - 11th floor condo with balcony- Updated kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tile floors in entry, kitchen and...
Charming Studio New Mattress Kihei Bay Surf 236
Cozy Maui Studio with Pool, Hot Tub, Lanai & Near the BeachNew Mattress installed for a well rested Maui stay! Aloha and welcome to paradise! Experience the best of Maui from this charming studio retreat, ideally located just minutes from the beach. Whether you’re...
Kamaole Nalu 201 - Updated bright 2 bedroom ocean front
Book with us and come to Maui to explore everything we have to offer!The open design allows easy flow between the kitchen, dining, living area, and lanai. The modern kitchen has granite counters, a stovetop, a convection toaster & microwave ovens. The Master bedroom...
Wyndham Bali Hai - Last Minute Steal - 1BR Suite
Summary:Nestled amidst the stunning scenery of Princeville on Kauai, Pahio neighborhood and Hanalei town beckon with a delightful array of restaurants, beaches, galleries, boutiques, and world-class golf courses, all within easy reach. Unwind by one of the two pools or...
Sugar Beach Resort 619: Many upgrades throughout this 1 Br Penthouse Condo
Ocean Front One Bedroom Condo. This has been refurbished and redecorated with new furniture, carpet, and appliances. This unit sleeps up to two people. New furnishings in the living room give this unit the comforts of home. There is a flat-screen TV in the living room....
Golf Villa 2102 – Contemporary & Ocean Views | Onsite Staff & Daily Housekeeping
Golf Villa 2102 – Contemporary & Ocean Views | Onsite Staff & Daily HousekeepingThis prime ocean-view villa enjoys the premier Golf Villas location at Hualalai Resort. This Golf Villa features unobstructed ocean, golf course, and sunset views and quick access to the...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms, Stunning 7th Floor Ocean Views!
This tandem offering brings together one of our best 2br deluxe ocean view corner suites with our very best 1 bedroom suite. The 2br suite offers superb ocean views from its prime corner location, and the adjacent 1br suite offers superb ocean views of its own. Take in...
AirCon, Modern STUDIO in fabulous Kaloli Point, next to Trailhead to Haena Bch
With Airconditioning, after your long day of adventure, nice and cool cozy getaway awaits in Keaau Kaloli Point a Micro climate of sun, at this amazing Detached STUDIO. A detached Studio from Main House. Equipped with essential amenities like WiFi, AC, and a COUCH/Pull...
Maui Ka’anapali Villas #204: Studio Ocean View on N. Kaanapali Beach
Maui Ka’anapali Villas #204: Hotel Room with Ocean Views on N. Kaanapali Beach. Maximum occupancy: 2This hotel room is the perfect homebase for your Maui getaway. Situated on the 2nd floor, there are ocean views from the main room and out on the shared balcony. This...
Mele Olina, Private Home-golf Course & Ocean View
Nestled along the Makai Golf Course in the serene Princeville community, Mele Olina offers a beautiful, secluded retreat with stunning ocean and mountain views. This private family home comfortably accommodates up to 6 guests and is designed for relaxation, connection,...
Blissful Honolulu Oasis: Renovated & Modern w/ AC
Summary:*** Disclaimer: All rooms are renovated in a similar fashion. Furniture style may vary in pictures and in the unit. Functionality are all the same. Queen size bed in bedroom, sofa bed in the living room. This special place is close to everything and UH, making...
A11y Room with King Bed, Lanai - Upper Floor
Stay in this accessible 242 sq. ft. room featuring a king bed and a private lanai. Located between the 4th and 11th floors, this room offers accessibility features, air conditioning, free Wi-Fi, and modern amenities for a relaxing and inclusive stay.Key Features: •...
Just What You're Looking For! W/ Kitchen, Outdoor Pool, Free Parking!
Set on the scenic north shore of Kauai, this resort offers easy access to nearby beaches and outdoor activities. Enjoy spacious accommodations surrounded by lush landscapes, perfect for exploring Princeville's natural beauty and local attractions.This listing is for a...
Royal Sea Cliff Kona Oceanfront 2 Bedroom
Enjoy front-row ocean views from this two-bedroom condo set along the lava rock-lined coast. Perfect for families or couples to unwind to the sound of the waves and take in unforgettable sunsets. Oceanfront 2 Bedroom 2 Bath• Condos located on 2nd and 3rd floors •...
Spacious 2100 sq. ft. North Shore Condo in a Princeville Resort
On the northern shore of Kauai, there's a beautiful plateau overlooking romantic Hanalei Bay called Princeville. Amidst this splendor, you'll find the private paradise the Ka'Eo Kai resort. A stroll along its winding paths takes you past waterfalls, streams, gardens and...
Spacious Luxury 3Br/3Ba Golf Villa in Mauna Lani
Spacious 3BR/3BA luxury villa in Mauna Lani’s Golf Villas—the largest end unit with 1,830 sq. ft. of beautifully upgraded living space. Enjoy open indoor-outdoor living, private lanais with BBQ, and access to the exclusive Beach Club. Fresh paint, new A/C, and...
2 bdrm deluxe suite Kauai Beach Villas
Beautiful two-bedroom, two-bath Kauai condominium/villa with Hawaiian accents overlooks the Pacific Ocean and offers spacious comfort for your relaxation and pleasure. Lounge on your private, oceanfront lanai surrounded by tropical breezes and enjoy expansive,...
2br 2ba Modern Kamahana, Pool, Close to Beach
Modern Island Retreat – 2BR/2BA Condo in Kamahana, PrincevilleExperience the beauty of Kauai's North Shore from the comfort of this modern 2-bedroom, 2-bathroom condo located in the peaceful Kamahana complex in Princeville. Surrounded by tropical landscaping and...
Tropical Garden & Pool View at a Beach Front Property-Kihei Kai Unit 8
Condo #08 is a garden view unit located on the lower level. This charming condo is in front of our tranquil pool surrounded by lush palms and fragrant plumeria trees. The kitchen has been newly remodeled and equipped with upgraded appliances. This condo will sleep 4...
Cozy hotel suite in marvelous The Modern Honolulu Hotel
Enjoy a peaceful stay at this brilliant 1-bedroom hotel suites in Honolulu. This cozy retreat offers everything guests need for a nice getaway. With amenities like a fitness room, heating, AC, WiFi, iron, coin laundry, and a hair dryer, you'll have everything you need...
Beachfront Bliss at Kona By The Sea #312 - Saltwater Pool & Central AC
Welcome to Kona By the Sea #312 — a beautifully remodeled 2-bedroom, 2-bath oceanfront condo with central air-conditioning, located on the top floor of the preferred main building. Enjoy sweeping, unobstructed views of the Kona coastline, saltwater pool, and sandy...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Large Corner Suites | 2 Units, 4 Bedrooms | HK ML-1351
** 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...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Maui Magic: Beachfront Maui Ocean Club Resort! 2BR
Welcome to 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 🌴 The Spectacular Maui Adventure at Marriott's Maui Ocean Club awaits! 🌴Additional $500-$1000 SAVINGS available with 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 on certain 7-Night stays. All...
Bright updated condo w/ lanai & shared pool/hot tub - steps to beach
Kona Bali Kai 353Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience the ultimate Hawaiian getaway at this stunning oceanfront condo complex in Kailua-Kona, HI. This luxurious...
Charming Beachside Garden Vistas
Summary:**Bright, modern, and spacious—**this completely remodeled one-bedroom, two-bath condo has been carefully designed to elevate every part of your Maui experience. From the moment you enter, the space radiates an inviting sense of calm and sophistication. Clean...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Whale Watching | 2 Units, 4 Bedrooms | HK ML-1229
** 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...
Enjoy the Space! Super Pacific View, Kitchen Ease, Free WiFi–Waikīkī Shore #708
Unwind in this one-bedroom one-bathroom deluxe suite with views of the Pacific Ocean, which you can enjoy from your furnished lanai. This unit’s decor is reminiscent of iconic Waikīkī charm. You’ll love the wicker furnishings, wide-leaf paddle fan, and vibrant...
Ocean Front, Beach Front, 2b/2b, near Haleiwa, North Shore property.
If you and family love the ocean, beach, snorkeling, fishing, and surfing, this is the perfect place for you!Walk to beach in a minute, swim, surf the waves, snorkel, walk along one mile of beautiful white sand beach, watch turtles, you can do all, at any time of...
Honolulu Vacation Rental: Walk to Beaches
Make this lovely Honolulu condo rental your home base in Hawaii! This 1-bath studio boasts a stunning location that's within walking distance of hotspots like Kapiʻolani Regional Park, Kaimana Beach, and Diamond Head, so you can enjoy the area's attractions and natural...
Aston at the Whaler on Kaanapali Beach #761
Property Notice: Spalling Repair Work at Tower 2Please be advised that spalling repair work is currently underway at Tower 2 of Aston at The Whaler on Kaanapali Beach. This project involves concrete restoration and may include work around structural and piping areas.-...
Beach / OCEANFRONT Villa / Family-Friendly / Unobstructed Ocean / Sunset Views
Located steps from one of O‘ahu’s most pristine white-sand lagoons (Honu Lagoon 2), our beachfront retreat places you at the heart of Ko Olina’s world-renowned resort community — yet offers a tranquil sense of privacy and seclusion.There are only 14 true...
Waikiki 1-bedroom condo with AC and wifi
Welcome to paradise living at Foster Tower in Waikiki! This beautifully appointed corner unit 1 bedroom, 1 bathroom condo offers an unparalleled lifestyle just one block from the world-famous Waikiki Beach. Step into your new home and be greeted by breathtaking views of...
Kiahuna Plantation Resort 249 Partial Ocean 1 BD
Wake up to garden charm and glimpses of the ocean in this inviting 3rd floor cottage-style condo. Ideally located on Kauai’s most famous beach, it’s a peaceful retreat for your island getaway. Unit 249 Partial Ocean View 1 Bedroom 1 Bath• Fully equipped kitchen...
Wailea Ekolu 804 | 1BD/2BA | Ocean Views | Prime Wailea Location
Interior photos coming soon. Wailea Ekolu 804 | 1BD/2BA | Ocean Views | Prime Wailea LocationWelcome to Wailea Ekolu 804, a beautifully appointed one-bedroom, two-bathroom retreat perfectly positioned in the heart of Wailea. This spacious condo is nestled along the...
Designer Remodeled Villa ! Kings & Sunset & Murals & Aloha
Summary:Ocean side, oversized, tastefully decorated and upgraded, corner unit in desirable Mauna Lani resort. Freshly remodeled by pro designer! Sunset & golf views. Hawaiian-themed murals, stylish black & white master suite w/ walk-in shower + tub, king bedroom on 1st...
Hale Kalapu Amazing North Kaanapali Ocean Views 3BD Private Home Walk to the Beach
Hale Kalapu NEW LISTING Spectacular Panoramic Ocean Views from this 3Bedroom Home on the North Kaanapali Hillside! FREE daily activities included with your stay value up to $1035! Complimentary admission, every day of your stay*: Lu'au, Golf, Whale Watch (seasonal),...
Honua Kai | 3 Free Rental Cars | KBM Resorts | Partial Ocean Views | 3 Units, 8 Bedrooms | HK ML-1457
** 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...
Family Vacation! 2 Pet-friendly Units, Near Honolulu Zoo!
Make this comfortable and convenient property your next Waikiki adventure! Relax by the pool, enjoy dinner with family at one of three on-site restaurants, or grab a pastry and morning coffee at the coffeehouse. And best yet, the sun, sand, and surf of Waikiki Beach are...
New Listing | Modern Maui Retreat – Steps to Beach & Pool!
Your Island Escape Awaits!Welcome to your serene Modern Maui Retreat! This beautifully remodeled 1-bedroom, 1-bath condo in sunny Kihei offers the perfect blend of modern comfort and tropical charm — ideal for couples, solo travelers, or remote workers seeking a...
❤️PiH❤️ Mary's Paradise★ Bikes/Beach Toys ★ Private Beach Club ★
Welcome to Mary's Paradise, part of our Hawaiian Luxury Collection.Mary's Paradise is a beautiful 3-bedroom home nestled within the gated Fairways community at the north end of Mauna Lani.Ideally situated, this home offers a prime central location close to shops,...
Kapalua Bay Villas | 2 Free Rental Cars | KBM Resorts | Premium Bay Villa | 2 Units, 2 Bedrooms | KBV ML-2008
** 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...
Hale Hanohano | Ocean, Golf & Mountain Views | Private Pool | Sleeps 16
Property is currently for sale. The property manager will contact you to make arrangements to schedule showings at a convenient time. A statement of island elegance in Koloa’s sun-drenched Poipu district, Hale Hanohano is a 6-bedroom, 5.5-bath luxury estate designed...
Kapalua Golf Villa 18T4 Gold Fairway 1 Bedroom
- Street level unit overlooking Bay Golf Course- One Step-up into the front door- Tile in kitchen, bathrooms and dining room with bedroom carpeted- Granite counters and stainless steel appliances includes fridge with ice maker, stove/oven, microwave, dishwasher,...
STVR Home-Hawaiian Living Oasis 4Bed/4Bath/Sleep 12/AC/Pool Coming soon
**New pool coming in Nov 2025**Welcome to your dream getaway in Kona! Nestled in a prime spot, you're just 10 minutes away from Kona's best beaches, restaurants, and attractions. Whether you're here to explore or relax, everything you need is within reach. This stunning...
Lilikoii Landing
Welcome to Lilikoi Landing! Escape to our stylish 2-bed, 2-bath condo in Princeville, Kauai, where relaxation awaits. Enjoy air-conditioned comfort, ocean views from the front yard, and lush green mountain views in the back. Just minutes from Hanalei Bay and other...
Poipu Kai Kahala 114 - Two-bedroom Garden View
Poipu Kai Kahala 114 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with tubBedroom 2: 2 TwinsSecond bathroom: full bath with shower tub comboLivingroom: Queen sofa bedAC: Portable AC in primary...
Beach Unit! Unlimited ocean view-Beautiful reef protected sandy beach
Enjoy this bit of paradise at Haleiwa on Oahu’s legendary North Shore. This wonderful one-bedroom, two-bath condo offers the perfect North Shore home, with breathtaking ocean views that greet you the moment you walk through the door.Enjoy your private lanai for an...