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.
New Listing! Stunning 2bd condo with ocean views
Welcome to Polynesian Shores 211 – your perfect island getaway! This spacious second-floor condo has 2 bedrooms and 2 bathrooms, comfortably accommodating up to 6 guests. The primary bedroom boasts a cozy king bed and a private ensuite. The second bedroom features two...
Turtle Bay Sea Shells - Kuilima Estates West
Ground Floor Unit. (Stairs from parking lot and down into unit.) Really cute unit with Hawaiian décor and tasteful artwork. Window Air Conditioning in both bedroom and living room keeps the unit cool and comfortable. Comfortable California king bed. 42" flat-screen TV....
Private studio next to the beach
About this spaceCosy private studio with swimming pool facility. Located next to the beach and restaurants.The space1) Convenient location: located at the heart of Kona, quick access to the beach and restaurants, convenience stores are just right next to the studio2)...
Oceanfront sixth-floor condo w/water views, balcony, washer/dryer, shared pool
Valley Isle Resort 605Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Let this family-friendly, sixth-floor condo wow you the moment you step inside–you'll experience the beach...
29th Floor Waikiki Banyan, Full Kitchen and Free Parking
Waikiki fully furnished one bedroom condo located on the 29th floor of the popular 'Waikiki Banyan Hotel'. The condo has a full kitchen and a lanai with partial ocean and Diamond Head views. There is Free wifi, flatscreen cable tv, ac, local call phone, and garage...
17th floor cozy 1BDR facing Ala Wai Yacht Harbor with full kitchen, a balcony
As you step inside, the natural light coming through a floor to ceiling exit to the balcony will please your eyes. On your right, there is a fully equipped kitchen to cook your favorite goodies while your friends/family are making you a company sitting at the counter...
Pali Ke Kua 201, Newly renovated - 4/1/2025... Spectacular Oceanfront
Make yourself at home in the islands ... Welcome to Pali Ke Kua 201. Perched on a bluff overlooking the ocean, this stunning corner unit features 270-degree breathtaking views of Bali Hai, mountain waterfalls and expansive ocean vistas. With windows on three sides of...
Escape at this Beautiful Off-Grid Getaway!
This lovely home is clean, newer, beautifully decorated, comfy, cozy, nestled in the tropical jungle, close to beaches and designed for ultra comfortable off-grid living. Off-grid home with powerful solar system installed in late March 2024. Propane range, refrigerator...
The Shores, quiet, upgraded condo, large lanai w/ garden area and lawn
The Shores at Waikoloa is the place for your Big Island vacation! We are located close to Anaehoomalu Bay for easy access to the sandy beach. The nearby Hilton Waikoloa Village and Waikoloa Beach Marriott both offer luau's and restaurants. Various shops and restaurants...
This tandem package combines two neighboring ground-floor interior courtyard 2BR suites to create a 4BR package that offers two large neighboring lawn areas with easy access to Honua Kai's pools, beach, and BBQ areas.These neighboring residences, Suite 105 and Suite...
Kihei Akahi Condo w/ Shared Pool, Shared Grill-Swim, Surf, and More
Kihei Akahi C515Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Kuhio Village 810A KING Studio, Waikiki Ocean View!
Kuhio Village 810A KING Studio, Waikiki Ocean View!Ocean view form Balcony! RE-DECORATED with Linens & Artwork. Free WiFi!! NEW Air conditioner, NEW refrigerator! Enjoy this studio with plenty of sleeping room in a KING bed! Cable TV is available on large 40" flat...
Prince Kuhio 235 - Ocean View Studio
The Prince Kuhio studio #235 has recently been remodeled and is situated just a few steps away from the beach, making it the perfect choice for couples. This studio is located on the second floor and features a king-size bed, along with an ocean-view balcony. The...
Ocean Views Pool Spa and Golf Course Nearby - Your Perfect Maui getaway.
Views of the ocean, a relaxing pool and spa, and a tropical landscape that is within minutes of beautiful sandy beaches make Wailea Grand Champions #122 the perfect home base for your island vacation. Abutting the fairways of the award-winning Wailea Blue Golf Course,...
Families love loft and bedroom privacy in this homey suite an arm’s length from the beautiful Pacific. Dine “at home” on meals prepped in the open kitchen with breakfast bar. Other touches include a furnished lanai, ceiling fans and flat screen TV. Sleeps 2 in 1 Queen...
Deluxe Waikiki Condo Pool View FREE Parking & Wi-Fi by Koko Resort Vacation Rentals
Waikiki Banyan Tower 1 Suite 701 Bright Waikiki Condo Steps from Beach w/ Diamond Head Views & Free Parking The pool and all associated amenities will be closed starting April 7, 2025,for an estimated duration of 10 to 14 months to accommodate the RecreationDeck...
Contemporary 1 BDRM Condo at the Four Paddle w/ Laundry, AC, & FREE Parking!
Warm greetings from beautiful Waikiki! We are thrilled to offer you the opportunity to stay at the stunning Four Paddle property, expertly managed by the dedicated team at Happy Vacations. You'll love the convenient location just across the street from the luxurious...
2Bed/2Bath Phenominal rate! Pool+Spa! 20% off Apr
Keep your eye open for last minute discounts!Experience the Magic of Maui at Paki Maui!Imagine waking up to breathtaking panoramic views spanning the Auau Channel and the neighboring island of Molokai. From your private lanai, you can watch turtles gracefully feeding on...
KONA PACIFIC CONDO--Walking distance to town, near amenities!
Experience Kona as you stay at our Kona Pacific Condo, located minutes from town, and many amenities. The condo sleeps up to 4, is fully equipped and turnkey, hoping to make your stay comfortable. No car is necessary if you are planning to stay in Historic Kailua...
Perfect Princeville Getaway with Hot Tub & Views!
Discover the very best of Kauai from the comfort & convenience of this luxe, air-conditioned private retreat! Situated in the heart of Princeville enjoy Bali Hai views, a 10-minute bike ride to nearby beaches, quick access to world-class surf, resorts, and spectacular...
Waikiki Studio with Balcony & incredible pool Sleeps 3
Legal & modern Vacation Rental in the Heart of Waikiki2425 Kuhio Ave Suite 802Nestled just 1 block back from the golden sands of Waikiki Beach - this nicely updated Studio suite at the Bamboo is the ideal place to call home for a couple or small family.A comfortable...
Waikoloa Hills Getaway - 2bd/2bath
This Beautiful 2 bedroom, 2 bathroom, 2 story condo is located across the street from the Waikoloa Village Golf Course (Robert Trent Jones Jr design). Waikoloa Hills is a small residential complex at 1000 ft elevation which provides cooler temperatures and tranquil...
Private Single-Story Shores Golf Villa 19 - Studio
Summary:This hotel-style studio is located in the heart of the Waikoloa Beach Resort, right across the shared BBQ and swimming pool area. The Waikoloa Beach Resort features luscious greenery, koi ponds, a shared swimming pool, fitness room, and BBQ stations to enjoy....
Mauna Lani Point, stunning sunset and ocean views
Welcome to F104 Mauna Lani Point, your vacation home away from home. This home may quickly become your favorite base to explore the Big Island from. An open floor plan leads from kitchen to dining to the sunken living area which then flows out toward the lanai via...
Spacious 4BR Kapalua Villa Best Views in Golf Villas
This is a legally permitted vacation rental according to the County of Maui ordinances.Ocean Views, Luxury Comfort, and Endless Aloha at Kapalua Golf Villas E Komo Mai (Welcome) to your Hawaiian sanctuary at the luxurious Kapalua Golf Villas. Imagine waking up to the...
Koa Resort 4F- One of a kind! Three bedroom three bath and updated!
A rare find! Three bedrooms and three baths and two levels make for plenty of space in this apartment. The first floor has a master bedroom-bath suite with a king bed; the second bedroom has two twin beds, and there is a kitchen and dining and living area which open...
Tropical island condo with pool, hot tub, beach access, grills, & private lanai
Plantation Hale D10Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Indulge in a dreamy island retreat at this Plantation Hale condo. A pristine property, Plantation Hale offers...
Tropical Family Pick w/Kitchen Ease, Free WiFi, Washer/Dryer–Waikīkī Shore 318
This ultra spacious deluxe two-bedroom one-bathroom suite offers expansive views of Fort Derussy Park from your furnished lanai. From the view to the island-style furnishings, you’ll feel like you’re in Hawaii from the moment you step into this suite! Enjoy a full size...
Waiulaula Villa 322-Beautiful 3bd home w/Private Pool/Hot Tub, sleeps 7!
Spacious home in the Uplands at Mauna Kea Resort with ocean views and a private pool and hot tub. Perfect for families and groups, this well-designed paired home offers two master suites and a private backyard/pool deck above the Mauna Kea golf fairways. Enjoy views of...
Nani Kai Hale #407: One bedroom, two bathroom with ocean views, sleep 4
Located on the 4th floor, this unit sits on the beautiful and romantic white sand Sugar Beach. With renovations throughout and a Cal-King bed and TV in the bedroom, this unit is extremely comfortable. There is even a pull out queen sleeper sofa in the living room to...
Kiahuna Plantation Renovated 1br, Private Lanai, AC 411
PROPERTY DESCRIPTIONWelcome to Sunny Poipu Beach! This upgraded Kiahuna Plantation leaves nothing to be desired! This second floor unit overlooks the lawn with tropical plants and complete privacy. This is unit # 411 in building 41. GREAT LOCATION! Relax out on the...
Fully remodeled tropical studio with outdoor pool - walk to beach
Prince Kuhio 323Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Indulge in a Hawaiian escape at this fully remodeled Prince Kuhio condo. Named in honor of the revered statesman and...
Hale Haena Kai - Hawaiiana Home, walk to the beach TVNC#5154
Welcome to Hale Haena Kai!Hale Haena Kai is your enchanting Hawaiiana retreat in the heart of Kauai's North Shore. This inviting 'Ohana house is a perfect haven of comfort for families seeking an unforgettable getaway. Located across from the captivating Kepuhi Beach...
@ Marbella Lane - Ocean Marina View | Ilikai Hotel
Summary:Wake up to stunning ocean and marina views from this Ilikai Hotel studio, just steps from the beach! Unwind on your private lanai, soak in breathtaking sunsets, and enjoy free Friday night live music & Hula (6–8 PM) before dazzling fireworks at 7:45 PM. The...
2 Bedroom Stunner! Upper floor! Right on Ocean! Book Winter #211
ALOHA AND WELCOME TO HALE KAI # 211 Located on the beautiful island of Maui just 150 feet from the beautiful Pacific ocean, Hale Kai # 211 can be your home away from home. Our condo offers ample space, (988 sq. ft.), privacy and a prime location. With two bathrooms, two...
Maui Resort Rentals: Honua Kai - 6th Floor 3 Bedroom, Ocean AND West Maui Mountain Views!
This package combines one of our best 2BR full oceanview suites, Konea 609, with a 1BR partial oceanview suite, Konea 110, located directly across the hall. The two-bedroom boasts fantastic views of the Pacific Ocean and the lush interior courtyard, and the one-bedroom...
Oceanfront MB202 - Ma'alaea Maui Condo with Spectacular Ocean Views; 1BR/1BA
Charming Ma’alaea Banyans 202 is a fully equipped condominium located in a serene resort with 180-degree ocean views. The bedroom boasts a queen-sized bed while the living room has a sofa sleeper, making it an ideal accommodation for up to four guests. Whether you are...
Waikiki Marina-Front Condo! Ocean & Fireworks View, Central AC, Full Kitchen!
Ilikai Marina #386 – 1765 Ala Moana Blvd.Enjoy spectacular sunsets and beautiful ocean and Ala Wai Yacht Harbor views from this conveniently located one-bedroom condo (651 sqft plus small lanai). 3 Adults, OR 2 Adults+2 Children max.CONSTRUCTION NOTICE: Due to emergency...
Beachfront Condo Poipu Beach Amenities Galore
Aloha and Welcome to Kiahuna Unit 440!We are so glad you’re considering staying in our peaceful garden-view, bottom-floor unit. This is a place where we’ve created many happy memories, and we hope you’ll feel the same joy during your stay.Unit Details:Location: Building...
Studio just minutes to Waikiki Beach
Cannot beat the location! Perfectly situated in Waikiki, you'll be right in the middle of all the hustle and bustle. Just a 5 min walk to world famous Waikiki Beach, and surrounded by all the shopping and restaurants you can imagine. Perfectly suited for couples or solo...
Plan Your Hawaii Vacay at Grace's Oasis!
Summary:Aloha and welcome to the Big Island! Grace’s Oasis, a charming 2-bedroom condo on Hawaii’s west coast is ready to host the tropical vacation of your dreams. Maximum occupancy strictly enforced in accordance with local ordinances.The Space:This home is located in...
Hale Kamaole 223 Second floor condo, easy access to best beach on Maui!
Beautiful ocean views in this 2 bedroom plus loft Maui vacation rental. Enjoy sunset dinners and catch glimpses of whales from your own lanai. This unit is ideally located in the complex with the lanai being over the quiet grassy area. Upstairs bedroom and loft both...
Captain Cook Home on Quiet 3 Acres w/ Fruit Trees
Escape to paradise in this 1-bedroom, 1-bath vacation rental house in Captain Cook. Located near top attractions, like Kealakekua Bay and Puʻuhonua o Hōnaunau National Historical Park, this property is the perfect home base for your Hawaiian adventures. Unwind beside...
Contemporary Studio 1 minute to the Ocean!
Best Location! direct ocean fronting at historical Alii Drive. This unit is totally upgraded with tropical island theme. We are 15 mins from Kona airport and surrounded by farmers market, outdoor eateries, restaurants, live music!
Spacious Home Great for Large Groups - Walk to Beaches/Groceries/Shopping
Puamana 9C is a roomy and comfortable retreat with easy walking access to the heart of Princeville! Your home base has two bedrooms, a living and dining area with lovely high ceilings, a fully appointed open concept kitchen, and three private lanais. From the second...
KS 548 BeachFront Resort Condo w Ocean Views Pools AC
Kaanapali Shores 548 Enjoy Comfort and Convenience with an Ocean View from North Kaanapali! Vacation Hawaiian Style on the sunny shores of West Maui at the Kaanapali Shores resort. This well-appointed and spacious ocean view suite provides a clean and comfortable space...
@Marbella Lane - Stylish Island Stay w/ City Views
Summary:Experience the best of Waikiki at this cozy retreat in Island Colony! Wake up to stunning city and mountain views, just moments from world-famous beaches, shopping, and dining. Enjoy resort-style amenities, including a pool, hot tub, and fitness center. The unit...
Kihei Akahi Condo w/ A/C, Private W/D-Great Location
Kihei Akahi D401Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step across the street and enjoy Kamaole Beach Park II, one of Maui’s best swimming and stunning beaches. Revel in the...
Hale Kamaole 130 Ground floor condo, easy access to best beach on Maui!
This ground floor unit has a newly renovated kitchen, with beautiful kitchen cabinets and brand new countertops. Bathroom has both shower and tub enclosure. Air Conditioner and King bed in bedroom, with a queen hide-a-bed in the living room - to sleep four people total....
Ilikai Hotel & Luxury Suites JROV-1: Studio w/Ocean Views
Ilikai Hotel and Luxury Suites: Luxury studio with Ocean View and Kitchen, adjacent to Waikiki Beach and Yacht Harbor and just 2 blocks to Hawaii Convention Center and Ala Moana Beach Park.The iconic Ilikai Hotel and Luxury Suites are defined by its bold architecture...