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.
AMAZING PRIME OCEANVIEW 2 BDRM, 3 BATH PENTHOUSE
Luxurious sense of a Five-star 'hotel' - is the amazing Waipouli Beach Resort. Location: Waipouli, East Kauai, Hawaii, USA (Next to the Historic Town of Kapaa) . Accommodations: Upscale, fully furnished two bedroom, three bath condominium.This incredible resort has all...
Mauna Lani: Enjoy golf; snorkeling, helicopter tours Flexible cancellation terms
Come and enjoy the wonders of the Big Island while staying in the comfort of our home. The Fairways is a luxurious gated community in the renowned Mauna Lani Resort on the South Kohala Coast of Hawaii. The South Kohala Coast rests in the protection of the rain shadow of...
Laie Palms/Oahu - Beachfront 3BR/2BA + Studio/1 BA Home
This Non-Smoking, beachfront home sparkles with granite countertops, ceramic tile floors, and ceiling fans in all the rooms. Enjoy ocean views from the deck, dining room, living area, and kitchen; and mountain views from the bedrooms. The upstairs half of a duplex...
Villas By The Cove, Villa 7 · Walk to the Beach from a Modern Hideaway
Villa 7 at Villas By The Cove is an ocean view 1 bedroom Villa Suite located just steps from two of South Maui's most popular white sand beaches. Newly remodeled, and conveniently located, this 600 sq. ft. single story 1 bedroom villa offers ocean views, privacy and...
New Remodel, Pool, Beach Access, A/C - Kuilima Estates West
Relax and unwind with your family in modern luxury. We’re excited to share with you our newly renovated oceanside condo. Nestled perfectly between the North Shore of Oahu’s world class surfing destinations and world famous golf courses - you’ll never be without...
Maui Resort Rentals: Whaler 673 – Elegantly Remodeled 6th Floor Corner 2BR w/ Gorgeous Ocean & West Maui Mountain Views!
Completely remodeled in late 2021, Whaler 673 is a gorgeous 2br/2ba corner suite boasting views of the Pacific Ocean, Maui's neighbor island Lanai, and the lush West Maui Mountains.Your party will have plenty of space to gather and reconnect because suite 673 offers an...
Beachfront Kolea, Private Access to Beach, BBQ on Lanai, 2025 Hilton Pool Pass
Check out @escapetokolea on IG and FB for more details. Spacious 1270 square foot, 2 Bed / 2 Bath condominium located in desirable Kolea Beach Resort at Waikoloa Beach Resort that offers the much sought after daily Hilton Resort Pool Passes for up to 6 guests for 2025....
Includes Mauna Lani Beach Club Pass. Fairways at Mauna Lani 206
This vacation rental is professionally managed by ResorticaHawaiiFairways at Mauna Lani 206. Includes Mauna Lani Beach Club PassPlease scroll down for detailed informationBedding Configuration:Master Bedroom: King BedGuest Bedroom: king BedLiving Room: Sleeper Sofa...
Lae Nani 214. A/C throughout this Ocean Front Condo and only a few steps to the Beach
Convenient ground floor condo. New A/C throughout, new large shower and full kitchen. Only steps to the pool and our beautiful beach. Ages 1 to 91 enjoy our beach every day. Great for snorkeling, surfing or just relaxing and watching for whales in the winter and sea...
🏖️Connoisseurs of eye candy | Fanatics for light & space |vrKCV
vrKCV - GMH at Keauhou Estates 9, Professionally Managed by Kona Coast VacationsImagine a warm, welcoming place where families and friends can feel a sense of peace, and share in the wonderment of seeing the blue Pacific Ocean stretch out, uninterrupted, from south to...
Gorgeous Oceanfront Condo! - Kamaole Nalu #202
Kamaole Nalu #202 – Panoramic Ocean View Retreat in KiheiKamaole Nalu #202 offers a stunning second-floor setting with panoramic ocean views and the perfect combination of comfort and convenience. This two-bedroom, two-bathroom condo is ideal for families or groups...
Welcome to H206, 2nd Floor, You Can Hear The Waves, Beautiful Ocean Views
Aloha and welcome to Maui!****Beautiful ocean views****Our condo is Hokulani 206We have a collection of beautiful Honua Kai condos in both towers. We have several one bedroom, 2 bedroom and 3 bedroom condos and Villas.#206 in Hokulani offers the combination of a...
Westin Kaanapali Ocean Resort Fully-equipped One-Bedroom Villa Ocean view
Our One-bedroom and our studio timeshares are described in detail on the Westin Ka'anapali Ocean Resorts website.In 2025, we have no more availability for the 1-Bedroom or our Studio.For 2026, please inquire early, we'll check availability for your datesBeautifully...
Stunning Luxury Remodel I Wailea Beach Villas J206
Wailea Beach Villas is simply the best of the best! Enter the community through the 24hr private guarded gate & drive down to the complimentary self parking in the indoor garage. Check-in and receive your key card from the lobby you'll be able to access your own...
Kihei Akahi D514- Panoramic view! Owner managed- Hotel zoned- A/C throughout
Kihei Akahi. D 514 .. across from Kamaole II Beach Park VIEW: Panoramic 5th floor views of ocean and outer islands of Molokini, Kahoolawe, and Lanai enhanced by a full wall of ceiling to floor windows. Back door view to slopes of Haleakala. Canadian owned. Sister condo...
Papakea F307 OCEANFRONT Studio - STOP AND LOOK AT THE VIEWS! 🏄♂️🏄♂️🏄♂️
YOU WILL BE AMAZED BY THE VIEW THIS DIRECT OCEANFRONT STUDIO CONDO OFFERS. Papakea F307 is an oceanfront studio unit in the “F” building, so treat yourself and stay OCEANFRONT at the wonderful Papakea Resort.There are only 3 oceanfront buildings at the Papakea. The...
The Best of Indoor / Outdoor Living! A Mauna Kea Charmer!
Located in the Fairways South on the grounds of the Mauna Kea Beach Hotel, this secluded enclave is the perfect place to get away from it all. With pathways surrounded by tropical landscape, this charming home has casual elegance and the unmistakable character that is...
May 13-June 19 SPRING RATE SPECIAL 2Bed/2Bath,Ocean view,Steps from beach,nKihei
We're back to short term rentals! We were supporting Lahaina wildfire victims' long term housing needs. This would explain the lack of reviews since May 2024. We look forward to hosting you. Envision this view as you dine or prep in the kitchen! Considered the best...
Gorgeous 2 bedroom bayside house on Windward side of Oahu
Guests are sure to enjoy a memorable vacation in this fully furnished, air-conditioned 2 bedroom/2 bath top floor apartment of this gated house. The main/master bedroom has a queen-sized bed and a television, while the second bedroom has 2 twin beds that may be...
Pacific Shores A-209 | Short Walk to Pool + Beach!
The scenery cannot be beaten at Pacific Shores A-209! This beautiful second-floor condo features two spacious bedrooms, two bathrooms and sleeps six. Enjoy the beautiful view of the lush garden from the amazing balcony, WiFi, washer and dryer, community pool and hot tub...
Vacation in Paradise at our charming condo by the best of everything Maui offers
Four guests can comfortably stay in our spacious vacation condo, with a king-size bed in the main bedroom, a queen-size Murphy bed in the living room, and two full bathrooms.Welcome to our condo at Wailea Ekahi, a privately owned, beautifully landscaped, condominium...
Lovely condo with swimming pool and ocean view near Kona center
Refresh and recharge at this peaceful and centrally-located condo. You can reach the ocean and many choices of restaurants in 4 minutes walking. The big lanai facing the pool and ocean (partially) is a nice place to enjoy your morning coffee/tea and the sunset in the...
the cozy large studio 30+days stays
Owner hosted - This comfty lower level unit has all what you need for a great vacation. The unit is walking distance to Magic Sands and Kahalu'u beach park. The unit is located a 1/2 block off of Ali'i Drive. The unit is about 550 sq/ft and it has a nice size lanai . It...
100% Renovated Top-Quality Premium Townhome #43-1
Discover an unparalleled oceanfront lifestyle experience at Puamana 43-1, where luxury meets the tranquility of Maui's breathtaking coastline. This exclusive, one-of-a-kind, single-level oceanfront townhome has been meticulously rebuilt from the ground up, offering an...
Luxury Ocean Front Property! Ocean& pool view. B204
Premium features luxury rooms including complete kitchen and laundry facilities. Ocean view from your rooms and private lanais. Pool front with easy access to grills, waterfalls, and 2 pool slides. Enjoy both the full fitness gym and the resort full service spa. Perfect...
Special 99dollar/night. Semi-private. See reviews. Check calendar for dates.
Our ground level, newly renovated, fully equipped, and centrally air-conditioned, garden view studio is located in the quiet section of the Banyan Building. It has a full semi-private lanai, and offers a full-sized and fully-stocked kitchen. We have upgraded with new...
Beautiful Princeville Condo
Welcome to paradise! Enjoy your gorgeous 2bd 2ba, upstairs 2nd floor Kauai condo, in an extremely low density sub-division of Princeville. Very quiet and semi-secluded. Backs up to Makai golf course, with a short hike to nearby Sea Lodge beach and Wylee's beach.Fully...
Private villa in a highly-sought after location
Kapalua Golf Villa 27 V 3 is a 1-bedroom, 1-bathroom villa that offers unobstructed ocean and golf course views, an in-unit washer/dryer, and central A/C. Please note that this property does not have elevators. Unit 27V 3 can accommodate up to 4 guests. As you step into...
Luxurious 3BR/3BA Retreat with Private Beach Club Access in Mauna Lani
Summary:Escape to paradise at this luxurious townhouse in Mauna Lani Resort, perfect for families! This spacious 3-bedroom, 3-bathroom home with a loft comfortably sleeps 8 and offers resort-style amenities. Enjoy the exclusive gated community of Mauna Lani Palm Villas,...
STUNNING REMODEL-OCEAN VIEWS-GREAT BEACH ACCESS-AC-METICULOUS CLEANING
Book with confidence, this stunning, 2 bedroom, 2 bathroom (902 sq. ft) condo that has been completely remodeled with beautiful modern finishes. The condo has ocean views from every window and great beach access as it is right across the street from Kamaole Beach 1....
>> Penthouse Million Dollar Direct Oceanfront View 2 Oceanfront Lanais Sleeps 6
The Paradise Penthouse The Ultimate Maui Vacation Rental. Spectacular Ocean / Beach Front Maui Penthouse the Paradise is an Ocean / Beach Front Maui Penthouse with 2 Bedrooms & 2 Bathrooms. Look no further The Paradise Penthouse Condo has views you will never want to...
Tropical snowbird escape by world’s tallest volcano - lanai, yard & washer/dryer
Pukeawe HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Experience a unique setting at the base of the Mauna Loa volcano at this family-friendly home. You’ll love being located...
Rainbow Hale unit 4
Discover your ideal Hawaiian escape at this stunningly renovated 2-bedroom retreat in Hilo, where every detail is designed to envelop you in comfort and style. Each beautifully decorated bedroom is equipped with thoughtful amenities and air conditioning, making it the...
Amazing VIEWS, Spacious, Farmstead Living, Hosts with Aloha
Always In Season Farmstead Suite sits in a park-like setting with majestic views. This Eco-friendly upcountry property will take your breath away. Spacious, Country Living, Hosts with Aloha.We are upcountry, so the climate is delightful. There is so much privacy that it...
Waikiki Beach Modern Condo for Rent
Hawaii Tax ID No. TA 200-103-3216-01, 2020 NUC No. 90-TVU-1101Please note: Pool and Recreation Deck will closed for upgrading in 2025-2026. No refund or discount will given during this period. The Condo is located one block from the world-famous Waikiki Beach. The unit...
Stunning Ocean View Luxury Suite - Ko Olina Beach Villas O421 End Unit
Escape to paradise at our luxurious 2-bedroom, 2-bathroom ocean view villa in the heart of Ko Olina Resort, Oahu’s sunny west shore. Nestled steps from four turquoise lagoons, this professionally designed condo offers breathtaking Pacific Ocean views and the perfect...
Kihei Garden Estates C-201, Ocean Views, Near the Beach, Renovated, w/ Split AC!
The new roof project will take place on building C from 7/14 to 7/23 and over the pool area from 7/18/25 to 7/27/25. During this time there will be noise and debris surrounding the building.------------------------------------Step into paradise at this beautifully...
Breathtaking Ocean & Jungle Views with Refreshing AC
Just breathe immediately and let us unburden you from the stress of daily life as you relax in your luxury space with family and friends,Welcome to Hale O Ulu (house of growth)! Located central to Kailua-kona, 5 minute drive into town and the ocean! Peek-a-boo ocean...
1A Newly renovated w/porcelain tile floors, custom cabinets, granite countertops
Unit 1A is located on beautiful Keawakapu Beach in gorgeous Wailea. This recently major renovated lower village, ground floor unit has two lanais; one off of the living room with a partial ocean view and one off the bedroom that is tropically landscaped. It is located...
Makani Sands #209 1brm Beachfront Condo with balcony on the Ocean
Oceanfront Condo in West Maui is your home away from home while exploring the island. Private lanai on the ocean with spectacular views of our neighboring islands of Molokai & Lanai. Completely remodeled with new granite kitchen & bathroom. Decorated in a modern style...
BEAUTIFUL SPACIOUS CONDO ACROSS FROM BEACH
This spacious (1050 sq ft) condo is tastefully decorated with Hawaiian art and tropical style furniture for a sense of open space. Large windows in every room provide plenty of light and a view of Haleakalā. The condo is conveniently located 3 min walk to family...
Comfy studio, King bed, kitchen & parking included with stay
This apartment is centrally located with a 5 minute walk to Waikiki beach.It comes with one dedicated parking space. The apartment has a king bed and one pull out full size sofa bed. There is a small kitchen with all things you need to cook small meals. Beach chairs,...
Wailea Hoolei 23-3 Your Perfect Relaxing Getaway at the Ultimate Luxury 3Bedroom
The Stice Team — Powered by Gather Vacations. Maui Born and Raised Professionals. Your Local Experts in Crafting Unforgettable Stays.Welcome to Ho‘olei Residence 23-3 (L3), a show-stopping 3-bedroom, 3.5-bath villa set within Wailea’s coveted, gated Ho‘olei...
Wonderful Oceanfront Condo - 1 BR/1Ba 2nd Floor
Aloha ... and Welcome to Hoyochi Nikko - Unit 209. If you are looking for a special home-away-from-home while on Maui, this is the spot for you. This wonderful gem is located oceanfront in Honokowai (between Ka'anapali and Napili) about 10 minutes from Lahaina Town. The...
KONA PACIFIC C-618 NICE OCEAN VIEW, Top Floor, WALK TO TOWN! Elevator, AC!!
Kona Pacific C-618 is a newly remodeled TOP floor condo with breathtaking ocean views. Gorgeous Kitchen, fully redone from top to bottom. This condo has a wonderful lanai allowing access from the Living room, the Bedroom has it's own private lanai access as well!The...
SWEET Luxury Cottage with Private Pool and Studio - Jungle Villa in Keaau
Jungle Villa has all the romance you could imagine, perfect for your tropical island getaway. The very private yard is surrounded by areca palm trees. The Royal Poinciana flowering tree in the middle of the yard erupts in lava red blooms parts of the year. Flowering...
Escape to our Tropical Island Villa in Waikoloa Beach Resort Hawaii F3
Waikoloa Beach Villas F3 is located on the ground floor of the F Building. Offering views of the tropical resort landscape and open concept living and kitchen area. This vacation home is a perfect place for a relaxing vacation!Indulge in pure luxury...
Lae Nani #124, Ocean Front, wonderful view, tastefully remodeled
Our Lae Nani unit opens to a captivating view of the beach, ocean, the stunning tropical landscaping and the Wailua Bay. It is a second floor unit. We have completed major remodeling with a new kitchen, new bathrooms, flooring and new furniture including a flat screen...
Kona Oceanfront Luxury Home with Jacuzzi. STVR-19-355701
STRV-19-355701 NUC-19-0811Oceanfront Luxury in Kona – Breathtaking Views, Jacuzzi, AC, Sleeps 10Discover the ultimate Hawaiian getaway in this oceanfront oasis, just minutes south of Kailua-Kona. With sweeping ocean views and the soothing sounds of the waves, this...
*Lauloa 305* Maui Prime Oceanfront Condo, A/C!
This updated and spacious 3rd-floor condo offers breathtaking views of Maalaea Bay, the grand volcano Haleakala, and the sparkling Kihei lights at night from the private lanai! The primary suite features a comfy Cal king bed and ensuite bathroom with a walk-in shower...