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.
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...
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...
Beautiful Ocean View Hanalei BAY Resort
Exceptional Timeshare Unit 3301/3302 Guava has been known for the best oceanview on the property!! 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...
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 adjoining luxury villas offer the perfect retreat for families or groups seeking both privacy and connection....
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...
Honua Kai | 2 Free Rental Cars | KBM Resorts | Perfect For Families | 2 Units, 4 Bedrooms | HK ML-1317
** 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 Rental Cars | KBM Resorts | Custom Hardwood Floors | 4 Units, 11 Bedrooms | HK ML-1421
** 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 Resort Rentals: Honua Kai Hokulani 301/2 – Incredible 6BR Oceanfront Gem, Over 4400 combined Sq. Ft. w/ Built-in Viking B.B.Q.!
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 on offer to create a true masterpiece, perfectly suited to larger groups or families. Each...
Grand Champions | 3 Free Rental Cars | KBM Resorts | Extra Large Corner Suite | 3 Units, 4 Bedrooms | ML-1496
** 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...
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...
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...
Mauna Lani Point A107
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...
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 426
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...
*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.–...
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...
Regency Waikiki 72 City View 1 Bedroom
Experience Waikiki from this stylishly renovated one-bedroom condo, perfect for up to four guests. Featuring all-new furnishings, it offers a fresh and modern retreat just moments from the beach. Unit 72 City View 1 Bedroom 1 Bathroom• Newly renovated with all new...
Awesome Condos in the heart of Waikiki Beach
Waikiki Beach 4 U Condominiums are located a short walk to the International Market Place and approximately a 5 minute walk to the famous Waikiki Beach.Our condominiums have a full kitchen, complete with pots, pans, dishes and utensils. Bedroom is furnished with a queen...
Find Paradise at Marriott Maui Ocean Club Towers-Three Bedroom Villa
OM Villlas is proud to present luxury villas at Marriott's Maui Ocean Club Lahaina.Reservations are available in weekly (7 night) increments with arrivals and departures on Saturdays only.Beginning Aug. 23, 2025, to Dec.16, 2025, Marriott’s Maui Ocean Club - Lahaina &...
Relax in Paradise – Studio at Sheraton Kauai Resort
Find your tropical getaway in this Studio Villa at Sheraton Kaua‘i Resort, ideally located on the sunny South Shore in Po‘ipū. Perfect for couples or solo travelers, this villa is thoughtfully designed comfort with easy access to resort amenities.Inside, you’ll find a...
Kapalua Golf Villas - Double Retreat in Maui’s Premier Resort, Sleeps 8 in Total
This listing is a combination of 2 separate units close to one another.The ResidencesExperience the best of Maui with this unique two-villa combination in the prestigious Kapalua Resort. Perfect for families or couples traveling together, these villas offer the...
Oceanfront Luxury at Lanikai 132 | Central A/C & King Suites
Lanikai 132 – Stunning Oceanfront Third-Floor Retreat with Central A/CWelcome to Lanikai 132, a beautifully appointed third-floor oceanfront condo overlooking the turquoise waters of Wailua Bay. This spacious 2-bedroom, 2-bathroom retreat features central A/C...
New Listing! Unique, modern 2bd close to the beach
Welcome to Maui Banyan P202 & P202A, a bright and inviting two-bedroom, two-bath condo with a connecting door that comfortably accommodates up to six guests. Wake up to soft ocean breezes and Maui sunlight streaming onto your private lanais. Located directly across from...
Royal Kahana Maui 1119 Ocean View Studio
Relax in this stylish ocean-view studio near Kaanapali, offering a peaceful retreat for couples or solo travelers. Unit 1119 Ocean View Studio• 11th floor studio with balcony overlooking the ocean • Studio kitchen includes microwave, stovetop/oven, coffee maker,...
Hillside Villa 2102 – Ocean View & Cozy | Onsite Staff & Daily Housekeeping
This ideally-located, 2-bedroom, 2-bath ocean view villa is the perfect size and features beautiful ocean, golf course, and sunset views and sleeps up to 4. Beach access and all of the resort’s amenities including golf, spa and sports club are less than 2 minutes away...
Townhouse with pool & golf course views
Summary:Near Golf & Beaches, 2 Pools, Paradise! Gated CommunityThe Space:Aloha & welcome to your Waikoloa retreat – a peaceful getaway surrounded by sunshine, golf views & island charm! Enjoy easy comfort, shared leisure spaces, & all the essentials for a relaxing...
Cozy Hotel Room w/ Partial Ocean Views and AC - Bamboo Waikīkī Hotel #1206
Castle Bamboo Waikīkī Hotel #1206 - This studio boasts a rustic island décor with tropic earth tones, and handsome hardwood flooring throughout. The large sliding glass doors allow for natural sunlight and lead to a private outdoor lanai where you can relax in comfort...
Honua Kai | 4 FREE Rental Cars | KBM Resorts | Ocean Front | 4 Units, 8 Bedrooms | HK ML-2543
** 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...
Dlx Oceanview Maui Studio...Steps to Ocean! Updated. AC.
Aloha: welcome to your own Deluxe Oceanview West Maui Studio condo rental,..Ideally located just minutes from famous Kaanapali resort, and steps to Beaches! Your Maui Condo rentals features an updated Hawaiian-tropical decor, in a beautiful setting... with separate...
Beach Access, Stunning Beach and Mountain Views, Spacious Family Suite
Escape to Hawaiʻi’s western coast with this spacious two-bedroom, two-bath villa at Marriott’s Ko Olina Beach Club, nestled in the luxury resort enclave of Ko Olina. Perfect for families, friends, or extended stays, this residence features a master bedroom with a king...
1BR Loft on Golf Course | Walk to Turtle Bay Beach
Wake up to mountain views from your sunny 1BDR perch in Kuilima Estates — a gated condo community right on Turtle Bay’s golf course. Brew your coffee, grab a towel, and head straight to the beach. A full kitchen, washer/dryer, and breezy upstairs sleeping nook make it a...
Honua Kai | 4 FREE Rental Cars | KBM Resorts | Well Appointed, Magnificent views | 4 Units, 4 Bedrooms | HK ML-1730
** 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...
Amazing 2B/2B Ocean Front Condo, Great View! AC
Come to Maui and watch the stress melt away!!Our condo is DIRECT OCEANFRONT, You can't get any closer to the ocean than our condo! Maalaea village is a gem with its central location and its fantastic trade winds. They provide a cooling breeze that keeps the temperatures...
Peaceful 180' Ocean View Getaway in Hawaii!
Escape to a wonderful 3-bedroom house in Holualoa. Each bedroom features a cozy queen bed, perfect for a soothing night's sleep. With 2 bathrooms offering both a bathtub and shower, guests can unwind in comfort. This welcoming property also includes WiFi, a hair dryer,...
Overlooking Pearl Harbor
Overlooking Pearl Harbor with beautiful porch views of sunrise and sunset. Centrally located, just a 20-30 minute drive to most parts of the island.5 minutes from Pearlridge Shopping Center, and only 10 minutes from the airport. Lots of great restaurants in the...
Waikiki 1BR 34th FL Corner unit with view! 30days stay Big terrace & New Floor
Waikiki super convinient location. Very easy to access to beach, restaurants, sightseeing, shopping.34th floor corner one bed room condo very nice view with ocean and Friday fireworks view from Lanai(balcony) .Lanai is very specious with outside coffee table and chairs...
Kahala Oasis: 6BR Retreat with Pool, Spa & Near Beach
Set along prestigious Kahala Avenue on O‘ahu’s sunny south shore, Kahala Oasis by Gather is a grand 6-bedroom, 6.5-bath luxury estate offering timeless elegance and island tranquility. Spanning 5,500 square feet of living space, this expansive retreat accommodates up to...