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.
Wailea Beach Villas PH107 - 2 Bedroom Garden View Penthouse
Wailea Beach Villas Penthouse 107 is a luxurious haven that embodies the essence of island living, offering breathtaking pool views and peekaboo ocean views from its prime Wailea location. This expansive 2-bedroom villa includes a versatile den that can be used as a...
Luxury 3BR Villa with Ocean Views – Marriott's Ko' Olina Beach Club
Step into paradise in this ocean-view three-bedroom villa at Marriott’s Ko Olina Beach Club, where comfort, space, and resort-style amenities come together for an unforgettable Hawaiian escape. Ideal for families or groups seeking relaxation and adventure, this villa...
33F Pesthouse with 1 Bedroom, City View, and a Partial Ocean View from Lanai
Penthouse Unit on the 33rd Floor, with Beautiful City View & a Partial Ocean View from Lanai The unit has everything you might need for a convenient like home stay!It has a full kitchen to prepare your dinner, a big bathroom with a bathtub & shower to dive into...
Ilikai Hotel, Breezy City Views! Great for your Hawaiian Getaway!
This condo has been fully renovated and tastefully decorated for your comfort and enjoyment. This spacious 1-bedroom condo has 500 sq ft of living space & a lanai of 120 sq ft. Relax on the cooler side of the building and enjoy the tropical breezes from the mountain....
Hip Hawaii Vibe w/AC, WiFi, Lanai, Modern Kitchenette – Waikīkī Grand #904
Castle at Waikīkī Grand #904 - Hawaiian décor defines this air-conditioned 204sf escape where the furnished lanai creates a perfect perch for morning coffee and evening mai tais. The upgraded kitchenette features granite countertops, mini-frig, microwave, and...
Relax & Explore: Spacious 2BR Suite at Maui Schooner Resort
Escape to the shores of Kihei with this two-bedroom suite at Maui Schooner, where Hawaiian ease meets roomy, well-appointed living. Designed to sleep up to six guests, the bedrooms are furnished with a king bed and a queen bed, and the living room includes a queen...
Royal Kahana Maui 205 Ocean View Studio
Experience island living at its best in this ocean-view studio, just minutes from Kaanapali Beach and Kapalua Bay. Great for couples or solo travelers. Unit 205 Ocean View Studio• 2nd floor studio with balcony overlooking lush gardens with views of the ocean and the...
Maui Resort Rentals: Honua Kai - 3 Total Bedrooms + Den w/ Stunning Ocean Views and Massive Wrap-Around Lanai!
This gorgeous 3 Bedroom/1 Den offering at The Honua Kai Resort on Kaanapali North Beach combines two best-in-class suites. The two-bedroom corner suite boasts deluxe ocean views from both the interior of the residence and the luxurious wrap-around balcony. The...
Kaanapali Alii Residence 285
Kaanapali Alii Unit 2851 Bedroom | 2 Bathrooms | Sleeps 2 | Ocean View________________________________________Welcome to Kanapali Alii 285, a stunning one-bedroom, ocean-view residence with a Platinum Rating. This bright and airy corner condo, situated on the 8th floor,...
Hale Ho’omaka by Gather: 2BR Condo w/ Lanai, Pool & Ocean Views
Hale Ho'omaka welcomes you to relaxed island comfort in Princeville. This two-bedroom, 1.5-bath home sleeps 6 guests, pairing bright coastal style with resort amenities and easy access to beaches and golf.What You’ll Love About Hale Ho'omaka • Two spacious bedrooms,...
Lodge at Kukuiula Cottage 11
Nestled along the breathtaking south shore of Kaua'i, Cottage 11 at the prestigious Lodge at Kukui'ula offers an unparalleled Hawaiian escape. This exquisite three-bedroom accommodation provides a perfect blend of luxury, comfort, and authentic island living.As a guest...
Kaanapali Alii Residence 366
Welcome to Kaanapali Alii 366, a gorgeous condominium in Maui's exclusive Kaanapali Alii Resort. This lavish residence offers stunning unobstructed views of the sparkling Pacific Ocean and neighboring islands Lanai and Molokai. Vast windows and a private lanai mean you...
Honua Kai Hokulani | 2 Free Rental Cars | KBM Resorts | Modern Beachfront | 2 Units, 4 Bedrooms | ML-1856
** 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...
Maui Bay Villas, a Hilton Grand Vacations Club - 1 Bedroom Plus - 1BP
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol & Dettol, to...
Sleeps 16, 2 Homes | Ocean Views, Shared Pool + Gym, Near the Beach | AvantStay
Welcome to Mauna View & Ocean Escape by AvantStay! These two homes are just a few homes apart within the lush Makaha Valley, with a combined total of 6 bedrooms, sleeping up to 16 guests—an ideal option for groups looking to enjoy paradise together with a bit more...
Avail dates on Sale - Your Vacation Awaits in Ko Olina KoK-1029B
Enjoy the Resort Lifestyle in this beautifully furnished, 3 bedroom 2 bath Ko Olina Kai rental. This is a perfect property for business travelers or long term vacation renters. The spacious master bedroom has a King size bed and master bath has dual sink and walk-in...
Maui Resort Rentals: Westin Ka'anapali Ocean Resort South 1BR Islandview Villa
Welcome home to The Westin Ka'anapali Ocean Resort Villas and enjoy the luxury you deserve on vacation! The Westin Villas property is legendary with amazing pools coupled with an incredible location on prestigious North Ka'anapali Beach. This spacious 800 sq ft 1...
The Cedar House - Private Yard and Entrance!
Welcome to The Cedar House! Just 5 minutes from world-class beaches and surf breaks. Enjoy country living with cool mountain breezes and the soothing sounds of nature, amidst coconut trees, bananas, and tropical plants. Local laws require a minimum 30-night booking, but...
🏖️30-Day Rental Ocean View Kona Home w/ Hot Tub
Aloha Vista – Ocean-View Vacation Home in Kailua-KonaWelcome to Aloha Vista, a newly built and thoughtfully designed Kailua-Kona vacation rental offering comfort, space, and sweeping panoramic ocean views. This spacious 4-bedroom, 4.5-bathroom home is perfect for...
Luxury Ocean View Beachfront full-kitchen condo in Lahaina Maui
[New listing 6/11/22]A calm refreshing breeze came from the sea and ran through the living room. Half of it bolted out the front door and the other half through the bedroom, into the valleys of Maui.BEACH This is next to Kahana beach, part of Lahaina, a 10 minute drive...
Spacious 3 Bedroom / 2 Bath / Sleeps 8
Beautiful home located on the east side of Oahu in Hawaii Kai. Located near beaches such as the famous Hanauma Bay, eateries, shopping centers, hiking trails, scenic lookouts and water sports. The home offers 3 bedrooms (3 queen beds), 1 sofa bed and 2 bathrooms....
Oceanview Luxury Kaanapali Golf course 2BR Villa: Pool, Hot tub, Pickleball
Nestled in Lahaina, this upscale condo offers a terrific retreat for guests seeking comfort and convenience. With two spacious bedrooms featuring king beds, everyone can enjoy a restful night’s sleep. Travertine marble floors and an open floor plan give this condo a...
Poipu Kai Kahala 232 - One-bedroom Ocean View condo on the island of Kaua'i.
Poipu Kai Kahala 232 - One-bedroom Ocean View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with single showerLoft: Queen bedSecond bathroom: full bath with single showerMax Occupancy: 4 peopleAC: NoneLaundry: in the...
Marriott's Kauai Beach Club 1BR Oceanfront Suite
Nestled along the pristine shore of Kalapaki Beach, minutes from downtown Kauai in the gorgeous southeast city of Lihue, Marriott's Kauai Beach Club is a picturesque oceanfront community offering effortless access to world-class shopping, dining, golfing, and...
Marriott's Maui Ocean Club - Luxurious 1-Bedroom - Kids Pirate Pool - Island View
Come explore Maui at this premium level Marriott property by the ocean. Surrounded by clear, blue waters of the Pacific, this dream getaway is the perfect place to enjoy your next tropical destination.This property has everything you need for a tropical vacation. There...
Kaanapali Alii Residence 413
Kaanapali Alii 4132 Bedroom | 2 Bathrooms | Sleeps 4 | Garden View________________________________________Welcome to Kaanapali Alii 413, a beautifully appointed one-bedroom garden view condo with a fully enclosed den that comfortably serves as a second bedroom. Guest...
Paki Maui 222 Updated 2BD Oceanfront Retreat Steps from Pool & Hot Tub
Paki Maui 222 Freshly Updated Oceanfront 2 Bedroom Condo in the Heart of West Maui with Ocean Views Steps to the Pool and JacuzziWelcome to your Maui Retreat: This freshly updated oceanfront condo at Paki Maui offers a relaxed, comfortable place to settle in and enjoy...
Soooo close to the Beach! Premier Elua 2 Bdrm+2 Ba Condo #1702 - NEW LISTING
Treat yourself to a dreamy, beachfront 2 bedroom/2 bath Wailea Elua Village vacation home. The unit is located only steps to the pristine sands of Ulua Beach, and only a hop to the world famous Wailea Beachwalk. Upgraded and refreshed with lots of new personal touches,...
Pool Access: Ocean-View Molokai Shores Condo!
Scenic Outdoor Dining | Direct Beach Access | Community PerksImmerse yourself in the enchanting Hawaiian ambiance at this 1-bedroom, 1-bath vacation rental. Situated on the shores of Kaunakakai, this oceanfront condo boasts tranquil ocean views from the cozy interior...
Puunoa Beach Estates 201
Puunoa Beach Estates 2012 Bedrooms | 2 Bathrooms | Sleeps 4 | Oceanfront ________________________________________ Welcome to Puunoa Beach Estates 201, a luxurious two-bedroom oceanfront villa hugging the sandy shores of Lahaina’s Baby Beach. Dramatic ocean views,...
Aqua Aloha Surf Waikiki 806 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki 806 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) Queen bed+ (1) Queen Sofa sleeper, Sleeps 4, 360 St FtAqua Aloha Surf Waikiki brimming with island personality offers a range of accommodations that...
Ground floor studio, near the ocean - amazing pools, gym, spas, & restaurants
Kauai Beach Resort #1125Our 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 paradise in Lihue, HI! This charming studio offers access to the ocean and a private...
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
This serene ocean-view studio offers comfort and convenience near Kaanapali’s sandy beaches. Great for friends or couples. Unit 1105 Ocean View Studio• 11th floor studio with balcony overlooking the ocean and the island of Molokai • Studio kitchen includes microwave,...
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 here...
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...
Oceanfront 6th-Floor Condo – Lanai, A/C, New Furnishings & Beach Views
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 Shipman 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 2 Bath
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 stylish...