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 ground-floor condo with heated outdoor pool, private lanai, close to shops
Keauhou Akahi 103Our 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 oasis in Kailua-Kona, HI! This stunning ground floor condo at the Keauhou Akahi property...
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...
Hilton Grand Vacations Lagoon Tower - 2-Bedroom Ocean View Unit
Escape to this resort in picturesque Honolulu. The Lagoon Tower is situated as part of the Hilton Hawaiian Village--a mecca of shops, restaurants, and beachfront property with a pristine beach, lagoon, and plenty of pools and other activities to keep you and your family...
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...
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...
The Grand Islander, a Hilton Grand Vacations Club - 1 Bedroom Premier Luxury - Ocean View
*** 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 &...
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...
Relax, Unwind, Play Luxuriously
Enjoy your Maui vacation in a luxurious 2-bedroom resort view villa at the Westin Nanea Ocean Villas in Lahaina. Built in 2017, the units are managed and maintained by the Westin resort, and you will check-in at the hotel's front desk. Includes full resort access. Each...
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...
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...
nCondo in beautiful Waikiki Marina - Ocean / Sunset / Marina Views
This beautiful condo resort near Ala Moana CenterLocated close to Ala Wai Yacht Harbor and Fort DeRussy, Waikiki Marina Resort at the Ilikai provides a grocery/convenience store, a terrace, and shopping on site. The onsite American cuisine coffee shop, Aroma Caffe,...
Mauna Lani Point A-107
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
Welcome to Kaanapali Alii 426, a luxurious vacation rental nestled in the heart of Maui's exclusive Kaanapali Alii Resort. This stunning condominium offers breathtaking views of the Pacific Ocean, surrounded by swaying palm trees and the resort's meticulously maintained...
Marriott Vacation Club Waikiki, 1 BR King Suite
Stylish 1-bedroom king suite in Waikiki's premier shopping district! Enjoy rooftop infinity pool with ocean views, fitness center, on-site dining with Hawaiian cuisine, and curated cultural activities. Features local artwork and island-inspired design. Steps from...
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...
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.–...
Mid-Century Modern Manoa Home with a Mountain View
Discover the magic of Manoa!Welcome to Hale Wailele, our beautiful 2025 renovated mid-century modern home in lush Manoa Valley. With breathtaking views, abundant natural light, and custom design details, it's a serene retreat just minutes from Manoa Falls. Enjoy two...
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...
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...
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...
Disney Aulani Two Bedroom Oceanview Villa!
Boasting over 1100 sq ft of luxurious living area, this luxurious two bedroom ocanview villa is located at the magnificent Disney Aulani Resort and Spa amidst Oahu's upscale Koolina Resort Area and offers an impressive poolside location.Elegantly designed, the two...
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
- 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- Vinyl plank flooring in entry,...
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...
Near Golf & Beaches, 2 Pools, Paradise! Gated Community
Welcome to your peaceful Waikoloa escape – perfect for families & small groups exploring the Big Island! Relax amid tropical scenery & golf course views in this serene retreat:- Sleeps 6 | 2 bedrooms | 3 beds | 2 baths- Shared pools & nearby hot tub- Private lanai w/...
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...
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...
Honua Kai | 2 FREE Rental Cars | KBM Resorts | Ocean Front | 2 Units, 6 Bedrooms | HK ML-2591
** 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...
Ko Olina 2BR Mountain-View Villa – Luxury Stay with Lanai, Pools & Resort Perks
Spread out with the whole family in this spacious two-bedroom suite.Mountain View Two Bedroom Villa, Bedroom 1: 1 King, Bedroom 2: 2 Twin OR 1 King with sofa bed, Sofa bed, Bathrooms: 2, Full kitchen, Microwave, 1280sqft/115sqm, Living/sitting area, Dining area,...
Comfort & Style by the Volcano Park
- Relax in a cozy getaway with a spacious, inviting open-concept layout.- Enjoy amenities like high-speed WiFi, ceiling fans, and on-site parking.- Explore nearby trails and a local zoo for fun and adventure close by.- Delight in local dining, markets, and shopping 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...
2024 Christmas Week! Westin Kaanapali Ocean Resort Villas , 2 Bedrooms, Sleep 8n
Available Dec.20, 2024 --Dec.27, 2024.We are the owners of this week at the Westin, so when you rent from us, we transfer the reservation to your name. Upon arrival, you will check-in at the resort’s front desk using confirmation # just as if you had booked directly...
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...
𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 Beachfront Fun at KoOlina Club Resort+Amenities.STUDIO
𝐕𝐢𝐬𝐢𝐭 𝐅𝐢𝐧𝐝𝐢𝐧𝐠 𝐌𝐞𝐢𝐥𝐢 to enjoy 𝐄𝐱𝐜𝐥𝐮𝐬𝐢𝐯𝐞 𝐒𝐚𝐯𝐢𝐧𝐠𝐬 on this stylish 𝐒𝐭𝐮𝐝𝐢𝐨 𝐒𝐮𝐢𝐭𝐞 at the stunning 𝐌𝐚𝐫𝐫𝐢𝐨𝐭𝐭’𝐬...
7th Floor Ocean Views W/A/C and WiFi- Waikiki Shore
Waikiki Shore #705: The only beachfront vacation condominium in Waikiki, Waikiki Shore impresses with spectacular ocean, Diamond Head, and Fort DeRussy Park and garden views. Ranging from studio to two-bedroom deluxe ocean views, each condo space wows. Each...
Wailea Elua Village 707 - 2 Bedroom Ocean View Condo
Ideally situated in a quiet corner along the northern edge of the resort, Wailea Elua Village 707 is just a short stroll to the beachfront pavilion with swimming pool. This vacation rental in the heart of Wailea offers guests a comfortable and upgraded home which...