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.
Beachfront on Kaanapali Mahana 1106!
SPECTACULAR 11TH FLOOR OCEAN FRONT MAHANA 1106! KAANAPALI BEACH, A/CWelcome to Mahana 1106! Located on the eleventh-floor, this one bedroom, one bath condo sleeps 2-4 and features stunning panoramic views of the ocean, beach and outer islands from the living room,...
Ho'omaika'i
Welcome to Hoomaikai ~ Give Thanks, your serene retreat nestled in the heart of Kahuku. This charming 2-bedroom, 2-bathroom vacation rental offers a perfect blend of comfort and elegance, ideal for a family getaway or a romantic escape. Step inside to discover a...
Spectacular Oceanfront Home! Watch turtles from deck while relaxing in the spa!!
Located on Maui's South Shore in the heart of beautiful Makena Bay, this single story oceanfront cottage is an island paradise. Built over 60 years ago and recently remodeled, guests are provided with all the modern conveniences for an incredible vacation. We recently...
Spectacular Views of Hanalei Bay and Bali Hai 3 bedroom
Kauai’s Most Breathtaking Views at Hanalei Bay ResortWelcome to our North Shore paradise. Unit 9201/9202/9203 is located in the renowned Bamboo building which features the most stunning views of Hanalei Bay and Bali Hai. This property is a spacious 1750 square foot...
PUAKO 1940's Vintage Beach Cottage - Now with Air Conditioning
Immerse yourself in paradise at our tranquil completely restored vintage beach cottage. We're located in Puako, the only beachfront community on the Kohala coast on the Big Island of Hawaii.Puako was an ancient fishing village and is now known for its green sea turtles,...
Beautiful Oceanfront Condo* Excellent View* Perfect Location & A/C
Dream your most desired vacation. Then come to magical Maui, one of the world’s most elite vacation destinations. How better to experience our island than by renting from an owner who has combined her own personal getaway with the conveniences of home and the leisurely...
Charming Hanalei Bungalow A/C Walk to Town and Hanalei Bay Beach! TVNC-5096
Mana Kauai Island Vacations present the charming Umetsu Cottage! Welcome to our idyllic one bedroom, one and a half bath cottage at the Hanalei Bay. This remodeled beach cottage reflects the era of Old Hawaii. Located steps from the iconic Hanalei Bay and a short stroll...
Gorgeous Luxury Estate Home - Hualalai Resort - Spectacular Ocean and Golf Course Views - Private Pool and Spa - 3 Golf Carts Included
Gorgeous, Contemporary, Newer Home Exemplifies Luxury and ease of Living in our Island Paradise. This 5-bedroom, 5 1/2 bath pod-style estate home is exceptionally appointed and designed to take full advantage of the temperate climate and island breezes.Upon arrival to...
Garden view dining on your spacious lanai
Maui Kaanapali Villas A210 is a 1-bedroom, 1-bathroom condo that is located on the 2nd floor of the Aloha Tower. This unit offers central AC, flat-screen TVs, and tropical views and can accommodate up to 4 guests. The bedroom opens to the living room and offers a...
Ocean Front, Walking Distance to 3 Pristine Beaches - Kapalua Bay Villa #20B3
Experience unparalleled ocean and white sand beach views from every room in Kapalua Bay Villa 20B3. Designed to accommodate 2 guests in absolute luxury, this one-bedroom, one-and-a-half bathroom oceanfront villa epitomizes paradise. Its prime building location next to...
Palms at Wailea Villa 806 Ocean View 2BD 2BA
This two-bedroom villa boasts stunning ocean vistas and a tranquil setting within Wailea’s resort community. With a full kitchen, comfortable living space, and balcony overlooking the ocean, it’s ideal for enjoying Maui’s natural beauty. Villa 806 Ocean View 2 Bedroom 2...
Lua Hoana - 3-BD Home with Ocean Views and Hot Tub
Welcome to your tropical paradise! This A-frame cedar cabin offers a stunning backdrop to your island vacation. With 3 comfortable bedrooms (including one with a private balcony) and plenty of outdoor space, there’s no shortage of room to relax. Enjoy ocean views from...
Dreamy Beachfront Home - Car & Parking Available
*** Aloha! Welcome to our happy place! ***** Newly Remodeled Coastal Retreat, with Floor-to-Ceiling Ocean View **Welcome to our beach house, where every detail has been thoughtfully designed by a professional interior designer to create a serene, luxurious...
PARADISE PROMISED! Spacious 6 bedroom home. Minimum Stay
This property will only be made available once every 30 days to comply with the Hawaii rental laws. Rental contracts will reflect a 30 day rental period and no other guests may occupy the home during that time period. Please contact us for further information prior to...
Kona Lighthouse Hawaii - FAMILY BEACH HOUSE
The Kona Lighthouse is centrally located in a peaceful neighborhood along the Gold Coast of the Big Island, a 5-mile scenic, oceanfront drive between the towns of Kailua-Kona and Keauhou-Kona. —- Ideal for family and small group vacations. A block from White Sands Beach...
One Ocean Mauna Lani Golf Estate 4 with Infinity Pool & Spa
Welcome to 6BD Mauna Lani Lux Golf Estate (4) at One Ocean, an architectural showpiece completed in 2024 within the gated One Ocean enclave of Mauna Lani Resort. Designed for modern island living, this six-bedroom, six-and-a-half-bath retreat unfolds across open,...
RENOVATED 10/21! Corner Oceanview Condo w/ AC!!
Our recently remodeled 1 bed, 1 bath home is located on the second floor, so you’ll enjoy more privacy in your home-away-from-home. Being in the corner also gives us breath-taking views of the Pacific Ocean. During whale season, you’ll also see whales breaching from the...
119 night April disc Alii Dr Fully Equipped, Pool, Jacuzzi, BBQ, High-Speed WiFi
Welcome to Kona Bali Kai Ocean and Surf location! Your dream vacation awaits at our beautiful condo located in a prime spot close to downtown, Magic Sands Beach, and Kahalu'u Bay. Picture yourself opening the slider and listening to the soothing waves at night. Our...
Full Ocean View, Pool & Spa - 2B2B A/C. Last chance for dates in May.
Full Renovation.Full Air-conditioning, split system, units located in living room and both bedrooms Enjoy your early morning coffee, or afternoon mai tai's and pupu's sitting out on the lanai while watching the humpback whales breaching in the distance, as well as the...
Amazing waikiki Beach condo 2Bed2Bath+free Parking
Listing descriptionAloha, thanks for checking in our property.A newly remodeled 2 bedrooms and 2 full baths (2023). There are 4 double and 2 single beds, full kitchen with kitchenette. It's spacious, almost 1,000 sq. ft. with a patio. It is on the top floor (17) of the...
Private One Bedroom Condo in the heart of Waikiki
Perched near the top of Foster Tower, this high-floor one-bedroom retreat offers an unrivaled vantage point over Waikiki. From the moment you step inside, the sweeping ocean and Diamond Head views create a breathtaking backdrop for your island stay. Sunlight streams...
Condo-walking distance to beach, food & shopping!
This elegant retreat has been completely remodeled, it’s not just a place to stay, it will become a part of your stay. Before even opening the door you're greeted with a pineapple carved into the entry way stone, a symbol of welcome and hospitality. Mountain and partial...
KBR#4-306 AC|Pool & Hot Tub|Walk to Aliʻi Dr
Located in the heart of downtown Kailua Kona, this top floor (third floor), 2-bedroom, 2-bathroom end corner unit condo features ocean & mountain views, open beam ceilings, extra windows for abundant light & breezes and a large lanai for anytime relaxing. This Stunning...
Gorgeous Keauhou Resort Condo!
**Please note, effective Jan 1st. 2026, Hawaii's Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm...
Captivating Ocean Views from Polo Beach Club 805! Direct Beach Access
Book Your Stay and Get a $300 Gift Card!Planning a getaway? Book a stay of 5+ nights between September 24th and November 9th, and you'll receive a $300 gift card to enjoy at some of the best spots around! Choose from Cafe O Lei, Kohola Brewery, or Cool Cats to indulge...
Gorgeous partial Ocean View in the Heart of Waikiki! FREE Parking & Wi-Fi!
Regency on Beachwalk #81 – 255 Beach WalkYou'll appreciate the convenient location of this fully-furnished 8th-floor end unit condo (693 sqft plus two lanais with tables and chairs, for a total of 910 sqft) at Regency on Beachwalk, right in the heart of Waikiki and...
Polo Beach Club 407 - 2 Bedroom Oceanfront Condo
Polo Beach Club 407 is a premier oceanfront vacation rental located in the upscale resort area of Wailea. This two-bedroom, two-bathroom condo offers guests a luxurious and comfortable stay with sweeping ocean views and direct beach access out front. If looking for the...
Wailea Beach Villas PH512 - 3 Bedroom Ocean View Penthouse
Penthouse 512 at Wailea Beach Villas offers an unparalleled top-floor experience with expansive ocean and island views, ideal for a Hawaiian dream vacation. This 2,300-square-foot home features a wrap-around lanai, providing one of the most breathtaking views in the...
Brand New 4BR Poipu Beach Estates Home
Be among the first to enjoy this brand-new luxury vacation home in the prestigious Poipu Beach Estates neighborhood. Ideally situated between The Shops at Kukui'ula and Poipu Shopping Village, and just a quick five-minute drive to Poipu Beach, this home offers the...
Maluhia Hanalei: Beautiful Hawaiian-Style Home One Block from Hanalei Bay
TVRNC Permit #1020 Maluhia Hanalei is a beautiful Hawaiian-style home just one block from the magnificent two-mile crescent beach at world-renowned Hanalei Bay.The furnishings, amenities, and setting make it a wonderful vacation home from which to enjoy the wonders of...
Kihei Gardens F202 I Bright 2bd Near Beach
Welcome to your ideal Maui getaway! This stunning 2-bedroom, 2-bathroom condo at Kihei Garden Estates offers the perfect combination of comfort, space, and convenience. Located just across the street from the beach, this bright and airy retreat is designed to enhance...
WFH in Paradise: Beachfront Hauula Getaway!
Experience Oahu like never before at this sleek and modern Hauula vacation rental, located just steps from the shore and a variety of fresh food trucks. Aside from its incredible setting, this home offers 3 bedrooms, 1.5 baths, remote workstations, and a beautiful...
Maui Kamaole CONDO M102 TOTALLY RENOVATED
LOCATION: MAUI KAMAOLE, South Kihei (Kamaole III Beach Area), Maui, Hawaii, USATransient Accommodation Registration ID: Fred Coombes TA-214-745-7024-01 GE-214-745-7024-01 Mary Coombes TA-043-043-6352-01 GE-043-043-6352-01(CHECK REVIEWS FROM GUESTS - VRBO)MELIA BUILDING...
Kailua Condo / Townhouse on Oahu 7 day per 30 day period
”Aloha and Welcome Home" message me on availability as it can only be rented once in a 30 day period. Ordinance 19-18 does not require a renter to physically occupy a rental property for any minimum length of time. Remodeled 2x bedroom 2x bathroom condo / townhouse. It...
Maui Resort Rentals: Marriott's Maui Ocean Club 2BR Oceanview Villa - New Lahaina Tower
Two Bedroom Ocean View Villa at Marriott's Maui Ocean Club - New Lahaina Tower! With its premier location, luxurious accommodatiWith its premier location, luxurious accommodations, and sprawling tropical grounds, Marriott Maui Ocean Club is a perennial Maui favorite,...
Kamaole Villa Conditional Permit 2003/0009
Let go of life's stresses in lavish comfort in this luxurious 3 bedroom, 3 bath, 3 pool beach front home. It has the perfect blend of privacy and seclusion, yet is within walking distance of Kihei's restaurants and shopping.Enjoy sunset dinners on the lanai, beach walks...
Luxury Waikoloa Retreat: 3BR, Hilton Pool Pass!
Welcome to this spacious 3-bedroom townhome, perfectly located in the heart of Waikoloa Beach Resort. With lush landscape views, a short walk to the beach, and complimentary Hilton pool passes, this home offers the ideal setting for your island getaway. Accommodating up...
Luxury Condo at Kameole Beach
Maui Banyan Resort is located a few hundred feet walk from 3 of the most famous beaches in Maui, Kameole Beach I, II, and III. Unit T106 is on the ground floor and is located at the back of the resort with garden views that appreciated for it's peace & quiet as well as...
Marriott's Waiohai Beach Club: New Years week: 2 Bedroom, full amenities
Experience the unparalleled magic of Hawaii at Marriott Waiohai Beach Club, a premium vacation ownership resort. Located by the ocean on Poipu Beach, we offer Kauai villa rentals and an array of resort amenities for your visit to the Garden Isle. Discover your family's...
Oceanfront with Panoramic Views I Maalaea Kai 416
Wake up each morning to sweeping panoramic ocean vistas visible from the lanai and the expansive floor-to-ceiling windows. From November through March, witness the unforgettable sight of humpback whales breaching just offshore, while sea turtles make their daily...
Luxury Ocean View 2 bed/2bath Beautifully Remodeled; Unit #325
Relax in luxury in this 1100 sf property which has plenty of space to enjoy the views and beaches of south Maui. Quite possibly the nicest and most complete renovation in Hale Kamaole with every detail attended to in its upkeep. Upgraded AC in this modern beach style...
Mauna Lani Beach Club Pass included! 701 Fairways at Mauna Lani
Fairways at Mauna Lani #701: Exclusive Hawaiian ParadiseDiscover pure luxury in one of the most desirable locations in the prestigious Fairways at Mauna Lani. Unit #701 stands apart with its coveted west-facing orientation, treating you to breathtaking sunset views that...
Luxurious, Spacious, High-end Beachfront Vacation Villa Free Parking
Dreaming of a memorable yet affordable Hawaiian vacation? Our Villa is calling you! It is located on the sunny Western shore of Oahu, and was built as a paradise for family-oriented beach lovers. It is landscaped with beautiful palm trees, koi ponds, a sandy-bottom...
Kihei D-202-Oceanview Condo! Right Next to Dining and Shops
*Panoramic Ocean and Sunset Views*So Very Close to Dining, Shopping and Beaches*Large, Fully Equipped 1 bed, 1 bath CondoExperience the perfect Maui getaway in our stunning 1 bedroom, 1 bathroom condo at Kihei Alii Kai D202. Boasting breathtaking ocean views and...
Real Ocean Front! Private and well maintained! Excellent reviews!
Imagine being on a lava point jutting into the surf surrounded by beautiful views! You can relax on the 3rd floor private Lanai (balcony) and drift off to sleep to the sound of the waves. Or you can drink your favorite beverage and watch dolphins and whales in the...
STVR Home - Kona’s Cozy Retreat - 4Bd/3Bath/Sleep 12/Pool with AC
Welcome to your perfect Hawaiian getaway! Nestled in a serene neighborhood in Kailua-Kona, our charming home offers everything you need for a memorable stay on the Big Island. Whether you’re here to explore the island's natural beauty, relax by the pool, or simply...
🏖️AC | Captivating Sunsets | Magnificent Ocean View | Private Pool |vrKCV
vrKCV - Keauhou Estates Hale Ohana lea 11, Professionally Managed by Kona Coast VacationsStart Your Hawaiian Adventure at Hale Ohana Le'aImmerse yourself in the beauty and tranquility of Hale Ohana Le'a (House of Family Joy), a custom-designed Hawaiian retreat located...
Poipu Beach House with AC by Brennecke's Beach
With Brennecke's Beach and Poipu Beach within view and just a short walk away, this two-bedroom, two-bath beach house on Kauai's sunny south shore is a great place to call home when visiting the beautiful Garden Island. Enjoy tropical surroundings, ocean and sunset...
Beautiful 2 BR. Kiahuna plantation condo partial ocean view upgraded with A/C
Kiahuna plantation unit 95 in Building 16.You are very short walk away from a beach, actually 200 steps.On ground floor. Poipu beach is very near.Welcome to Kiahuna Plantation on the sunny south shore of Kauai!. This newly remodeled 2 bedroom, 2 bathroom Kiahuna...
Poipu Kapili 54 - Air Conditioned OCEANFRONT Townhome - Can't beat our views
Located in one of the finest resorts on Kauai, with only 60 units on five beautifully-landscaped acres of Poipu Kapili, this is the perfect home for your family vacation or couples' retreat. The entire home is airconditioned, but also is equipped with screened doors if...