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.
DISCOUNTED RATES! 109 Beautiful oceanfront 1 bed 1 bath, ground floor
Just wanted to tell you a little about our little piece of paradise. We started visiting the Kulakane about thirty years ago, with my parents and two sons. We would come each summer until my parents eventually purchased 108 and 109 almost twenty years ago. My husband,...
Oceanfront 3 BR / 3 BA
Beautiful oceanfront condo with 3 bedrooms (including loft) and 3 bathrooms. Our 2010 remodel includes air conditioning in the living room and all three bedrooms (all individually controlled). New wall to wall sliding doors to the lanai open extra wide to let in the...
Hawaiian Style 2 BR/ 1 BA home, Puanani is Hawaiian for beautiful flower
"Puanani," Hawaiian for beautiful flower, is a Hawaiian-style family home located at the end of a quiet cul-de-sac within easy walking distance of Hanalei Bay and town. A large yard with plumeria, hibiscus, night-blooming jasmine and a lush garden with melodic songbirds...
Penthouse 1 @Sugar Beach Resort
Beach Front Sugar Beach Resort. Top floor, Ocean View Unit. Beautifully updated unit with sweeping ocean views. Enjoy all of the amenities in a clean, well kept property. The entire complex sits ocean front, there are no roads to cross to get you onto the beach!...
The Key to the Hawaiian Vacation You Dream About.
The Royal Kahana Resort is one of West Maui's premiere vacation destinations! This beachfront/oceanfront complex situated on white-sand Kahana Beach is centrally located between the Ka`anapali and Kapalua resorts, in the quiet community of Kahana. Its ideal location...
Breathtaking Oceanfront Beach Condo One Bedroom -Local Maui Owner
Serene and peaceful Breathtaking Oceanfront Condo.The best location on Maui! Maalaea is a small ocean village the way Maui was 50 ago. True Aloha Spirit. Walk to shops, restaurants, ocean adventures at the Harbor, Aquarium, Dinner Sails and cruises, diving, snorkeling...
Luxury Ilikai Ocean View Studio! *NO RESORT FEES! FREE WIFI*
Luxury unit with amazing lagoon/ocean/beach views. Open kitchen, granite countertops, granite bathrooms, and so much more!This unit has a comfortable king bed and queen sized sofa bed, a free wireless work desk, and a 120 s.f of lanai to enjoy the ocean breeze and relax...
Honl’s Beach Hideaway: Luxurious 2BR/2BA Oasis near Ali'i Drive!
Escape to paradise and experience the beauty of Hawaii's Big Island with a stay at Honl’s Beach Hideaway in Kailua Kona ! Nestled in the heart of a lush tropical oasis, this enchanting retreat offers the perfect blend of relaxation, adventure, and comfort. Located...
Walking Distance to the Beach & Shops
SPECIAL 2025 FALL RATE!Kauai is a magical place where the beauty is undeniable, breathtaking, and magnificent. Waipouli Beach Resort and Spa is conveniently located on Kauai’s Royal Coconut Coast in the Historic town of Kapa’a, a 15-minute drive from the Lihue...
April dates now available ! Reserve soon Oceanfront /Ocean View
*New Listing-Professionally cleaned Maui Sunset oceanfront 1Bd/2Ba condo unit A403 just steps to the beach and beautiful ocean views!Enjoy the ocean views from Maui Sunset which is located on Waipulani Beach and is centrally located in Kihei with over 5 acres of...
Traditional Hawaii Beach House
Twenty nine miles from Kilauea with a view of Mauna Kea on clear mornings and the Pacific Ocean visible across the street. You will hear the ocean, birds and frogs. We are located in a residential area with street noise in the daytime from people visiting the popular...
Very Clean, Beautiful Ocean and Sunset View, No Stairs, Longer Stay Discounts
This is a newly remodeled condo at Country Club Villas with a State Of Hawaii STVR License Number PL-STVR-2024-000890. The condo is a modern two bed two bath with sunset and ocean views situated on the 17th hole of the Kona Coast Golf Course just above Keauhou Bay....
Makena Surf A102 Beachfront Resort - 2 Bedroom Oceanfront Condo
The recently renovated Makena Surf A102 is a prime oceanfront vacation home spanning 1,510 square feet. This ground-floor unit boasts direct beach access from its private lanai, allowing guests to step right onto the sand. The residence features two bedrooms and two...
Exemplifies tranquillity for which Kauai's north shore has long been valued.
Lush, tropical foliage and spacious grounds surround this delightful, beachfront home. It exemplifies the tranquillity for which Kauai's north shore has long been valued. Vaulted ceilings add a spacious feel to the large living area which offers fabulous ocean views....
Hot tub, jungle house, walk to Kehena Beach amazing lush views
Take it easy at this unique and tranquil getaway. A verdant oasis waiting for you to enjoy. Stunning views of tropical beauty from all windows of the home makes the place feel like you're in the trees. Only a short walk to the famous Kehena Beach (black sand beach on...
OCEANFRONT 2 bdrm/2 bath condo with Lanai and Molokai Views- Valley Isle 1108
Experience the beauty of West Maui from this newly remodeled, oceanfront 2-bedroom, 2-bath condo perched on the 11th floor of the Valley Isle Resort. This elegant, air-conditioned retreat offers panoramic views of Lanai, Molokai, and Kahana Beach from two private lanais...
Hilton Pool Pass for stays in 2025! 2201 Waikoloa Colony Villas
Private End Unit | Hilton Pool Pass | 140” Movie Projector ScreenExperience luxury and relaxation at Waikoloa Colony Villas 2201—your private, upscale retreat in the heart of Waikoloa Beach Resort – the sunniest part of the island! This rare end-unit townhome...
Million-Dollar Ocean Views! Steps from Beach! Full Kitchen
Waikiki Shore #1218 – 2161 Kalia Rd(LEGAL 30-Night Minimum Rental in the Resort Zone! ALL MONTHLY RESERVATIONS ARE SUBJECT TO APPROVAL. Preference given to calendar month bookings.)Unwind in this fresh, airy and spacious (932 square feet plus lanai) 12th-floor corner...
Penthouse Ocean Views, Spacious Layout, Beautiful Renovation, AC, Wi-Fi
Kamaole Sands 4-412 , featuring a top-floor Penthouse location, this ocean view unit sleeps six comfortably and serves as the ultimate base for your Maui adventure.Two spacious bedrooms – one with a King, the other with two twin size beds, and a sleeper sofa in the...
May 13-18 Vacancy sale! 225nt. Kam Sands Bldg 10. Sleeps 6!
**Temporary PARKING Update**As of 4/1/2024, Kamaole Sands is suspending all assigned parking for the duration of the complex's major pipe project that is expected to last through the end of 2025. This will allow contractors to access the property with ease. Please feel...
Sugar Beach Resort Condo w/ A/C, Free WiFi-Near Everything
Sugar Beach Resort 523Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Trade Winds Blow..Surrounded by Glass!
This magnificent 2 bedroom/2 bath luxury home is waiting for you with its spacious, upscale furnishings, located steps from the ocean. Walls of glass highlight the panoramic ocean view with Haleakala as a backdrop. The sound of the ocean serenades as you read your book...
Waterfront condo with pool & hot tub, loft & lanai with ocean views
Sunrise Hale at the CliffsOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Enjoy captivating ocean, mountain, and waterfall views from this top-floor Cliffs Resort condo. Tall vaulted...
360 Ocean Views + Full Remodel! Top Floor # 904!
When you think of Hawaii you imagine awe-inspiring views, amazing sunsets and the natural beauty of the wild blue Pacific. These sights are a daily pleasure from the comfort of your own private lanai. This beautiful ocean view home is one of a kind!!Watch the sunset...
Maui Resort Rentals: Kaanapali Alii 113 – Expansive 3BR Ground-floor Residence, Luxuriously Remodeled, Steps to the Beach!
Gorgeously remodeled, this 3-bedroom gem provides an expansive 1850 sq ft of interior living area and boasts an abundant sleeping capacity of up to 9 guests. Step outside and enjoy the largest outdoor lanai on offer at the entire resort. Since this residence is located...
Luxury Beachfront Home w/ Pool, Spa, AC & Stunning Sunset Views at Mermaid Cove
Mermaid Cove is an expansive three-level oceanfront estate in Kailua-Kona, crafted for family gatherings and multigenerational retreats. With 4,000 square feet of living space, four bedrooms, a kids' room, and thoughtful extras, this beachfront haven welcomes up to 14...
Cozy Hawaiian Studio, Budget Price, Steps 2 Beach, Free Wifi
This quiet studio condo in North Kihei sleeps 2 people on a queen murphy bed and queen sleeper sofa. The well kept complex offers a nice pool, jacuzzi, tennis court, BBQ area and on site laundry. The full kitchen offers the budget traveler the option of cooking although...
BEACHFRONT LEGAL PRINCESS CONDO-FREE PKG/WIFI-POOL, HOT TUB,TENNIS/PICKLE BALL 2
LEGAL VACATION RENTAL! AWESOME 180º UNOBSTRUCTED BEACH, OCEAN & SUNSET VIEWS! FREE PARKING IN GATED LOT and FREE INTERNET/HI-SPEED WiFi. NO RESORT FEE. POOL-HOT TUB-TENNIS-PICKLE BALL-PING PONG-BBQ**NO CENTRAL AC--HAS PORTABLE AC IN BEDROOM, BUT IT WILL NOT COOL OTHER...
Ilikai 2122 Deluxe Ocean, Lagoon Views Kg Bed, Sofa Bed, Parking Included
STUNNING OCEAN & Lagoon VIEWS! STEPS TO WAIKIKI BEACH. SPECIAL - Includes Parking Stall. Memorable Meals & Views from the Lanai. , shops, buses, rental cars, parks & Waikiki night life.Beautiful remodel. Fully equipped and very clean. Parking spot included. AC, cable,...
Diamond Head Views! Freshly renovated! A/C, Parking and Wi-Fi Included!
Waikiki Banyan #2603-T1 – 201 Ohua Ave.Fresh and modern, you'll love the feel of this contemporary one-bedroom air-conditioned suite (533 sq.ft. plus lanai with table and chairs) at the repeat-guest favorite Waikiki Banyan! Gorgeous Diamond Head, Kapi?olani Park, and...
Sugar Beach Resort Condo w/ Shared Pool/Hot tub, Private W/D-Surf, Bike, More
Sugar Beach Resort 405Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
KBM Resorts | FREE CAR | Wailea Elua Village | Ocean view | Spacious 2-Bedroom Condo! WEV-2103
** 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...
Beautiful Tropical Getaway - Pool - Grill & More
This is it...! Ideal for Families or a Romantic Couples Getaway... THE FLOOR PLAN: A Two Story 3 Bedroom Townhome ~ Spacious with Floor to Ceiling Windows ~ Tropical Breezes and Unobstructed Views of the Tropical Garden, Golf Course and Distant Ocean Vista. THE...
Oceanfront 2BR Condo w/ Stunning Views & Lanai
This is a legally permitted vacation rental and hotel zone according to the County of Maui ordinances.Oceanfront Luxury with Panoramic Views, Modern Upgrades, and Beach Access in LahainaAloha and E Komo Mai (Welcome) to Your Hawaiian Oasis! Step into a world where the...
Private Oceanview Oasis w/Pool, Spacious Lanai, & Stunning Sunsets: Ono Oasis
True to its name, Ono Oasis offers a unique tropical retreat for a dream Big Island vacation, with distant ocean and sunset views, a solar heated saltwater pool, and over 2,800 square feet of luxury living space. This extraordinary home provides the perfect setting for...
Luxury Living at the Allure in Waikiki (30 Nights Minimum Stay)
This beautiful 2 bedroom condominium at Allure Waikiki #2709, offers state of the art kitchen appliances, great for people that love to cook. It also has a washer and dryer in the unit. The Allure is located in a prominent Waikiki location, within easy reach to many...
Newly Remodeled 1br/2bath F101 Maui Eldorado
ALOHA!! Welcome to this beautifully remodeled spacious modern 1 bedroom condo 2 full bathrooms at the Maui Eldorado Kaanapali F101!! Perfect for a couple or family get away with all the comforts of home. Enjoy a leisure stroll or a quick ride in a golf cart to one of...
Charming Coconut Coast Condo Centrally Located
Were back after a 4 year hiatus. We haven't shared our Home Away from Home since the pandemic, but we've decided that it's time to once again share our little getaway with those wanting to see what the beauty of Kauai has to offer.First Floor Unit - 1 bedroom, 1 bath...
🏖️AC | Resort Amenities | Comfortable & Spacious | vrKCV
vrKCV - Keauhou Gardens 3202. Professionally managed by Kona Coast VacationsWelcome to Your Spacious Kona Retreat at Keauhou GardensExperience the perfect blend of comfort, convenience, and island charm in this beautifully remodeled, air-conditioned 1-bedroom,...
Hanalei Bay Villas #12, Waterfall and Ocean Views, walk to beach and One Hotel
This lovely Hanalei Bay vacation rental home, is a classic Hawaiian style pole house - suspended on poles and giving the house fabulous circulation from the cooling ocean breezes. The location and the views are unbeatable for a relaxing beach vacation. From nearly every...
Luxurious Getaway
Private oceanfront lounge for relaxing under the Hawaiian sun. Smell the salt water, listen to the ocean and allow yourself to be caressed by the warm trade winds. Ocean access to surf, swim, snorkel and sun bath along the Gold Coast. Luxury at affordable price: Simple...
Great value! Two Bedroom Hilo Condo with air conditioned bedrooms
Welcome to Hilo Terrace 228 in the heart of the historic town of Hilo on the east side of Hawaii Island where tourists mingle with locals and really experience the 'spirit of Aloha'. We welcome you enjoy Hilo and the surrounding areas. This complex is a mixed use with...
Tropical Poolside Condo on Napili Bay Beach with AC, #E141
Escape to Paradise: Your Ideal Maui Getaway Awaits!Tranquil Garden-View Condo: Step into our charming ground-floor condo at the prestigious Napili Shores Resort in Maui. This inviting one-bedroom, one-bathroom haven features a comfortable living area, a fully-equipped...
Gorgeous Ocean View! Beachfront! Full Kitchen, Washer/Dryer, A/C, Wi-Fi!
Waikiki Shore #1110 – 2161 Kalia Rd.Not only is this beachfront OCEAN VIEW one-bedroom condo (706 sqft plus 124-sqft lanai/balcony) a favorite with our return guests, but Waikiki Shore is the only condo in Waikiki where you can step right from the building onto the...
KBM Resorts | FREE CAR | Honua Kai Konea | Ocean view | 2-Bedroom Condo with Beach & Kid Amenities! HKK-225
** 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...
Prime Wailea Location! Wailea Ekahi 37E
Fall Special – Oceanfront Paradise AwaitsBook 5 nights and enjoy your 6th night free when you stay between November 26 and December 11.Discover Hawaiian paradise at this beautifully decorated 1 bedroom, 2 bath premium condo in the oceanfront Ekahi Village resort....
Makani Moana Loft - Golf Course View - North Shore - Sleeps 2
Welcome to Makani Moana Loft! Nestled in the Kuilima East Estates community, this spacious and uniquely designed loft offers 1 bedroom (loft style), 2 full bathrooms, and 851 square feet of inviting space. Makani Moana, which means "Ocean Breeze" in Hawaiian, perfectly...
Carefree In Paradise. Just steps to the beach!
Experience the classic charm of Napili Shores Resort while enjoying the modern comforts of this updated studio condo.The studio features a king-sized bed and a twin-size sofabed. You’ll find it conveniently located near several communal BBQs. The pool is close enough...
Maui Resort Rentals: Honua Kai Hokulani 402 – 4th Floor Oceanfront Crown Jewel 3BR w/ B.B.Q on Balcony
Commanding an incredible 4th-floor vantage point above the palm trees in the closest column to the ocean at the entire Honua Kai Resort, Hokulani 402 is without question one of the most sought-after "Ali'i" (Hawaiian word for royalty) residences on offer at Honua...
Elegant Windsor Waikiki Condo
Surround yourself in luxurious, island-style furnishings with spectacular views of Diamond Head and the crystal blue waters of Waikiki. This elegant corner unit(1046 sq. ft.) offers 2 spacious master suites, 2 full baths and includes a fully equipped gourmet kitchen,...