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.
Cozy Studio at the Heart of Waikiki
Aqua Aloha Surf Waikiki is located in the heart of Waikiki, the world-renowned Waikiki, you’ll have quick access to all that this historic part of town has to offer, including an array of shopping, dining, and entertainment options. Not to mention the famous...
Elevate Your Hawaiian Getaway at Lagoon Tower by Hilton – 2 Bd. Ocean View
Nestled within the stunning Hilton Hawaiian Village® Waikiki Beach Resort, the Lagoon Tower delivers a vibrant vacation experience that’s both luxurious and family-friendly. With breathtaking ocean views, spacious accommodations, and endless activities, this is the...
Experience Your Perfect Maui Getaway at Condo #3-408: Ocean Views & Amenities!
#3-408 has everything you will need for the best Maui stay! This updated condo feels like your home away from home with all cooking gadgets and service needs supplied along with crisp, clean linens and towels and even beach chairs to take across the street to Charlie...
Spacious Condo on Favorite Local Beach
Wailea Ekahi 54B is a luxurious one-bedroom two-bathroom vacation rental offering an exceptional blend of comfort and elegance, set within the stunning Wailea Ekahi Village. This inviting ground floor condo boasts a prime location with direct access to lush, tropical...
Aqua Aloha Surf Waikiki 1202 Superior Studio w/Lanai & Partial City Views
Aqua Aloha Surf Waikiki #1202 Superior Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach, (1) King bed, Sleeps 2, 335 Sq Ft.Aqua Aloha Surf Waikiki offers a range of accommodations that are perfect for couples and solo travelers. On-site...
Whaler 302–Luxury OCEANFRONT 2 BR Corner Unit @ The Whaler on Kaanapali Beach!
Seize this rare opportunity to rent the BEST spot on Kaanapali Beach for a great deal! This enormous 2 bedroom/2 bathroom luxury oceanfront condo on beautiful Kaanapali Beach in Maui, Hawaii, IS AVAILABLE ONLY between Sept. 3-17, 2026, and rentable by the week (Sept....
Beachfront North Shore Oʻahu Vacation Rental – Sleeps 16Welcome to your private beachfront escape on Oʻahu’s North Shore, one of Hawaiʻi’s most sought-after locations. This spacious 5-bedroom, 3-bathroom oceanfront home offers direct beach access and is perfect for...
Maui Ka’anapali Villas #202: One-bedroom garden view condo at Beach Front Resort
Maui Ka’anapali Villas #202: One-bedroom garden view condo at Beach Front Resort on N. Kaanapali BeachThis condominium is located in the Aloha Tower, the central hub of the property. Situated on the second floor, this condo has views of the surrounding foliage. This...
Kailua Luxury Beachfront House
Prices start at $36,000/month and will not be pro-rated based on the length of stay. Please inquire for an accurate quote.Welcome to Kailua Beach Villa. This luxury beachfront home is perfect for your next Hawaiian vacation. This spacious 2 level home has 5 bedrooms (1...
Kona by the Sea Charming 1-Bedroom Condo with Ocean View
Escape to paradise in this inviting 1-bedroom, 2-bath condo featuring breathtaking ocean views. Perfectly situated at Kona by the Sea condominiums, allowing you to fully immerse yourself in the beauty of the Hawaiian lifestyle.Step inside to discover a cozy living area...
Koloa Kauai 3 Bedroom Condo Sleeps 6
Please Send An Inquiry Before Requesting To Book By Clicking The Contact Host Tab.Settle in and immerse yourselves in the beauty and wonder of Kauai with those closest to you. Surrounded by the beautiful Kiahuna Golf Course with views of the mountains and ocean in the...
Luxury Sky Ala Moana Condo with Ocean & City Views
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Sky Ala Moana is Honolulu's newest symbol of luxury, featuring two distinct towers: The Residence and The...
Beautiful Ocean View Hanalei BAY Resort
Exceptional Timeshare Unit! Hanalei Bay Resort has been known for the best oceanview Two adjoining units nestled and perched on the cliff front of Hanalei Bay. From your private oversized lanai, you'll enjoy panoramic views of "Bali Hai" cascading waterfalls on the...
Honua Kai | 3 FREE Rental Cars | KBM Resorts | 50Mb Internet | 3 Units, 6 Bedrooms | HK ML-3122
** 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...
Honua Kai | 3 FREE CARS | KBM Resorts | X X L Corner Suite | 3 Units, 5 Bedrooms | HK ML-3326
** 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...
Honua Kai | 4 FREE CARS | KBM Resorts | Wrap Around Lanai | 4 Units, 9 Bedrooms | HK ML-3371
** 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...
PW9F-23 Modern Cozy Waikiki Studio Across Hilton Village 9
Right across to Hilton Village. Fireworks every Friday 7:45pm. Centrally-located on the Waikiki Strip in Aqua Palms Hotel. Take a walk to the beach about 5 min, minutes away to Ala Moana, and many restaurants. Thoughtfully furnished and decorated for comfortable...
Banya Tree 304 - Oceanfront Kona Condo w/ Views, Pool & Lanai
Oceanfront Escape at Banyan Tree 304 – Stunning Kona ViewsWelcome to Banyan Tree 304, your oceanfront jewel on the Kona Coast! This beautifully positioned 2-bedroom, 2-bath condo offers breathtaking, unobstructed views of the Pacific Ocean from the living area and...
Kaanapali Plantation 15 3BR Townhouse with Ocean Views Near Beach & Pool
Kaanapali Plantation 15 Experience West Maui from this 3 Bedroom Kaanapali Townhouse with Ocean Views Steps to the Pool Walk to the Beach Welcome to your Maui Retreat: Set above the coastline in the laid-back community of Kaanapali Plantation, this spacious 3-bedroom,...
Velzey Villa by Gather – 3BR w/ Lanai, Full Kitchen & Washer/Dryer
Located just steps from Velzyland Beach on Oahu’s North Shore, Velzey Villa offers the comfort of a private 3-bedroom, 2-bath home with 1,232 sq ft of indoor living space. Designed for families, surf travelers, and those who want to experience Haleiwa at their own pace,...
Aulani, A Disney Resort & Spa - Deluxe Studio Standard View
Hawaiian-Inspired Comfort at Aulani, A Disney Resort & Spa – Deluxe Studio (Standard View) Deluxe Studio – Standard View • Queen Bed + Queen Sleeper Sofa • Sleeps 4 Experience the magic of Hawaiʻi at Aulani, A Disney Resort & Spa in Ko Olina, Oʻahu. This deluxe studio...
Kapalua Bay Villa Units with Stunning Views, Sleeps 10 in total.
This listing is a combination of 2 separate units close to one another.The ResidencesNestled in the exclusive Kapalua Bay Villas on Maui’s west shore, these two luxury villas offer the perfect retreat for families or groups seeking both privacy and connection. Guests...
The Grand Islander, a Hilton Grand Vacations Club - 1 Bedroom Premier Luxury - Ocean View - 1DL
High-Floor Ocean Luxury at The Grand Islander – 1-Bedroom Premier Luxury Retreat Product Description 1 Bedroom Premier Luxury • Ocean View • Sleeps 4 Enjoy elevated island elegance at The Grand Islander, a Hilton Grand Vacations Club in this 1-Bedroom Premier Luxury...
Kaimana Beach Getaway | Park View King | Direct Beach Access
Set between the Pacific Ocean and Kapiolani Park, Kaimana Beach Hotel offers a peaceful escape on Oahu’s Gold Coast. This Park View King room features generous space and calming views of lush greenery. Ideal for nature lovers who enjoy tranquil mornings and quiet...
** 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...
Situated in the closest columns to the ocean at the entire Honua Kai Resort, this phenomenal 6BR offering combines two of the absolute finest 3BR/3BA oceanfront residences to create a true masterpiece, perfectly suited to larger groups or families. Each neighboring...
** 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...
Luxury Oceanfront Living in Kona!
Discover this newly remodeled (in 2024) Oceanfront 1-bedroom gem in Kailua-Kona. This sought after condo offers discrete luxury living right on the Pacific Ocean. Watch the sunset with uninterrupted views directly from your lanai, watch the whales breaching without even...
The Westin Nanea Ocean Villas Resort & Spa Hot Tub
Experience - a state of relaxation and repose - firsthand at The Westin Nanea Ocean Villas! Set on twenty-six acres of lush, tropical land and infused with a variety of Hawaiian design elements, The Westin Nanea Ocean Villas blends a top-notch vacation experience with...
Discover a Luxury Big Island Escape at Waikoloa Colony Villas 2105
Discover the ultimate getaway at the Big Island Waikoloa Colony Villas 2105, where luxury meets comfort.Nestled on the stunning Kohala Coast of Hawaii, the Big Island Waikoloa Colony Villas 2105 offers an idyllic retreat for families and couples alike. This luxurious...
Full Ocean View 1BR Grnd Floor The Shores of Maui
This space is a beautiful ground unit located within The Shores of Maui Resort in sunny Kihei south Maui.From your lanai, you will have an amazing, un obstructed view of the ocean, in particular, The Cove and Charlie Young Beach, where you can watch the surfers every...
Stunning 2BD 2BA Ocean Front Condo Great View, AC
Wake up to the sound of the ocean just steps from your door. This direct oceanfront 2-bedroom, 2-bath condo in Maalaea is perfect for couples, families, or friends looking for a relaxed Maui stay with unforgettable views, steady trade winds, and an easy, central...
Maui Elua Village 404 Condominium
Stunning ocean-view and is in the heart of Wailea. This beautifully appointed 2-bedroom residence offers sweeping Pacific views from the living area and lanai. Just steps from the scenic Wailea Coastal Walk and world-class beaches, the resort features two sparkling...
** 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...
Chic Maui Studio Steps from Beach & Ocean
Aloha and welcome to Banyan 308. Our remodeled 250 square foot studio is one of the most stylish at the Maui Banyan. Steps away from Kama’ole Beach II in the heart of South Kihei within walking distance to world-class beaches, shopping and amazing restaurants.We’re...
Ground Floor Ocean & Golf Views
Welcome to your dream Big Island getaway at Mauna Lani Point A-107! This stunning one-bedroom residence offers breathtaking ocean views that will captivate you from the moment you step inside. Immerse yourself in a tranquil ambiance as you relax in the spacious living...
Honua Kai | 4 FREE CARS | KBM Resorts | Extra Large Corner Suite! | 4 Units, 9 Bedrooms | HK ML-3873
** 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...
Kiahuna Plantation Resort 82 Royal Garden 1 BD
Nestled among tropical gardens, this 2nd floor cottage-style condo offers a quiet, comfortable stay just moments from the beach. Ideal for couples or small families seeking a peaceful island escape. Unit 82 Royal Garden View 1 Bedroom 1 Bath• Fully equipped kitchen...
Kaanapali Alii 4262 Bedrooms | 2 Bathrooms | Sleeps 6 | Ocean View________________________________________Welcome to Kaanapali Alii 426, a stunning two-bedroom condominium in Maui’s exclusive Kaanapali Alii Resort. This spacious 1,788-square-foot residence offers...
Kona Magic Sands#313:Top Floor,Direct Beachfront, Rarely Available Lanai unit
Kona Magic Sands #313 – Top Floor Beachfront ParadisePerched on the top floor of the coveted Kona Magic Sands complex, Unit 313 is a rare gem—one of the few with its own private ocean-view lanai. Fully newly remodeled from top to bottom, this bright and stylish condo...
The waterfall estate at Maunaolu
The Ultimate Hawaiian Estate RetreatWelcome to your own private Hawaiian oasis—an expansive 4-bedroom, 4-bathroom luxury estate set on over an acre of lush, landscaped grounds. Perfect for family gatherings, retreats, and unforgettable getaways, this resort-style...
Modern Island Living | Parking, AC, Fast WiFi, W/D
Forget your worries in this spacious and serene space in the vibrant and growing community of Ho‘opili. Stay at our modern townhouse condo, perfectly situated near West Oahu’s best beaches, dining, shopping, and everyday conveniences. Enjoy easy access to Ka Makana...
*NEW* Kea’au Big Island Studio Retreat
Located on the eastern side of the Big Island, this modern 1-bathroom Keaau vacation rental puts right in the heart of the area's top outdoor destinations. Explore scenic hikes in Hawai’i Volcanoes National Park, enjoy the tropical landscape in the mists of Akaka Falls,...
Aqua Aloha Surf Waikiki 1204 Deluxe Studio with Lanai and Partial City Views
Aqua Aloha Surf Waikiki #1204 Deluxe Studio with Lanai and Partial City Views located just 2 Blocks to Waikiki Beach,(1) Full/double bed, (1) Twin bed + (1) Queen sofa sleeper, sleeps 4, 360 Sq FtAqua Aloha Surf Waikiki offers a range of accommodations that are perfect...
Oceanfront Bliss: Studio Premium Villa at Westin Ka’anapali Ocean Resort Villas
Step into paradise with a Studio Premium Oceanfront Villa at Westin Ka’anapali Ocean Resort Villas, where the ocean is your backdrop, and relaxation meets adventure. This intimate yet luxurious villa offers everything you need for an unforgettable Maui retreat.–...
Island-Style 2BR/2BA at Pacific Shores Near Charley Young Beach A/C & Lanai
Welcome to your Maui escape at Pacific Shores in Kihei — a bright, comfortable 2-bedroom, 2-bath condo perfectly located just minutes from Charley Young Beach, shopping, dining, and some of South Maui’s best swimming and sunset spots.This well-appointed condo features...
5th Fl Four Paddle | AC | Parking | Pool
Located on the 5th floor, this condo provides a quieter escape while keeping you close to shopping, dining, and beachside fun. This unit has a minimum 30-day stay requirement.Features include:Bedroom: Two twin beds with ample storage spaceLiving Room: Pull-out sofa bed,...
Cool studio in Naalehu with ocean views
Welcome to Avocado House, a peaceful retreat on Hawaiʻi’s Big Island with sweeping ocean views, a wraparound deck, and stunning sunrises. Close to Green Sand and Black Sand beaches and a scenic drive to Volcanoes National Park, this cozy escape features a California...