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.
Serene and exquisite ocean front condo
Hololani A304, a 2-bedroom, 2-bath unit is situated on the 3rd floor and offers ocean views and ceiling fans throughout. This property has elevators. Unit A304 can accommodate up to 4 guests. The front bedroom offers a queen-size bed, magnificent ocean views, and direct...
Pali Ke Kua 211 .. Ultimate Oceanfront view!
Beautifully decorated spacious 2-bedroom, 2-bathroom condo offers the ultimate oceanfront view in incomparable Kauai. This is the Hawaii of your dreams. From sunrise to sunset, the view from Pali Ke Kua 211 is nothing less than spectacular. Overlooking the Pacific...
Ocean & Garden Views-Ground Floor Unit w/Large Open Lanai in the Quiet 3rd Bldg.
Yes Maui is open!!! From covid to the August 2023 fires that devastated Lahaina on the west side, Maui people have been through a lot of pain and suffering, but Maui is open and now hurting for tourists. I’ve lowered my rates to help bring people back to the island I...
Maui Resort Rentals: The Whaler 1224 - Stunning Penthouse 1BR/2BA w/ Wrap-Around Balcony, Epic Pacific Ocean and West Maui Mountain Views!
Boasting jaw-dropping 270-degree views from a top-floor penthouse corner location, this one bed, two bath gem serves up panoramic vistas, stretching from the Pacific Ocean to the West Maui Mountains, with miles of gorgeous coastline in between.Highlights also include...
KR205-South Maui Condo with Ocean and Park Views- Tranquil Beach Front Resort
Nestled near the glistening shores, this inviting second-floor condo offers a delightful retreat for those seeking a beach vacation. The well-appointed bedroom boasts a cozy King-sized bed, and queen bed in the bedroom alcove, perfect for accommodating an additional...
Enjoy Beachside Living! Relax at the Popular Colony Surf #602
* For this property, online reservations will be considered a request subject to approval.* Check-in Assistance Fee for Colony SurfFor check-in assistance outside of Aska Gateway's operating hours (9 am - 5 pm HST Monday through Friday) and on federal and state...
Villas Of Kamalii 7 Overlook lush greens & fairways of Makai Golf Course
Overlook the lush greens and fairways of the Makai Golf Course from the many large windows or step out to the lanai to enjoy this beautiful view amid gentle trade winds. This home is beautifully furnished for your comfort and enjoyment. The vaulted ceiling of the great...
Kaanapali golf resort 1500ft condo w/AC
Amazing resort property, on Kanapalli golf course. Walk to Whaler's village. Golf cart service will come to your room and transport you Maui's only private beach cabana (exclusively for our complex only) offering PRIVATE RESTROOMS, kitchen and dining facilities, chairs...
Nihi Kai 200 By Parrish Kauai
One of the best locations in sunny Poipu Beach Kauai, Nihi Kai Villas Resort is just steps away from the Poipu shoreline and a little over 300 yards to world-famous body surfing Brennecke’s Beach and Poipu Beach Park. The plantation style architecture at this small...
Poipu Beautiful Mountain View
Beautiful POIPU on the sunny south side of KAUAI!For inquiring couples celebrating their honeymoon or anniversary, we are offering a free gift for your special trip by using the code "LOVE”.Launching for it’s first season, this brand new Poipu Vacation hideaway one of...
Sugar Beach Resort Condo w/ A/C, Ocean View-Great Location
Sugar Beach Resort 513Our 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...
Emmalani 3BR Princeville Villa with Private Pool
3BR Princeville Villa Near Golden Beaches & Oceanview GolfingEnjoy sunshine on the beach or on the green. Cool off in a sparkling pool or the Hanalei Bay. At this serene 3BR/3BA villa, you can enjoy Princeville in the way that feels right to you. Stay home and...
Waikiki Park Heights - 3 short blocks to Beach
Address: 2440 Kuhio AvenueA comforting and immaculate Condo in the heart of Waikiki. - Three short blocks to beach- Hi-Speed Internet/Wireless available- Lanai overlooking pool and city view - Parking garage - Secured elevator- Perfect for the family vacation or quiet...
🏖️Concierge Included | Central AC | Walk to Beach | vrKCV
vrKCV - White Sands Village 127, Professionally managed by Kona Coast VacationsYour Tropical Getaway Oasis - White Sands Village #127Welcome to White Sands Village #127, your perfect tropical escape just steps from the pristine White Sands Beach on Alii Drive. Located...
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...
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...
Updated 1 BR 2 BA Ground Floor Kamaole Sands Condo, Across the Street from Beach
Kamaole Sands ground floor gem located in inner courtyard (building 7) steps from several great South Kihei Beaches with beautiful views. Lanai opens to immaculately manicured lawn and grounds. Close to BBQs, and pool area (large pool, kids pool, family jacuzzi and...
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...
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 airport....
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....
Vacation in comfort with unrivaled ocean and island views!
*Please note that the Kapalua Resort and this property were not affected by the Lahaina fires, nor were our surrounding areas or Napili, Kahana and Ka‘anapali. West Maui communities of Ka‘anapali, Napili, Honokowai, and Kapalua are fully open to visitors. Lahaina Town...
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 | 140” Movie ProjectorExperience 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 stands out not only for its location...
The Nene Hideaway near Richardson's Beach Park Sleeps 6
The Nene Hideaway is the perfect home for those who seek to be mere steps away from Hilo's fantastic beach parks while not being exposed to a busy beachfront roadway. Richardson Beach Park is a casual 4-minute walk from this home, nestled around the corner on Nene...
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!
Our ground floor, two bedroom, two bath, spacious condominium (1,230 square feet) is steps from the surf at Kamaole Sands III beach! Our unique, extra large floor plan is one of only 4 units at Kamaole Sands with this layout - and our unit is located in building 10,...
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 three-bedroom gem provides an expansive 1850 sq ft of interior living area and boasts an abundant sleeping capacity of up to nine guests. Step outside and enjoy the largest outdoor lanai on offer at the entire resort. Since this residence is...
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, Kapiolani 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...
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
Ono Oasis is a striking retreat in Kailua Kona, HI, offering a private heated pool, lush tropical landscaping, and serene indoor–outdoor living for an unforgettable Hawaiian getaway. Spanning 2,800 square feet, this elegantly crafted home accommodates up to six guests...
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...