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.
Waikoloa Beach Villas M2 - Ground Floor Villa, Fairway Views, Close to Beach!
Discover the spirit of Aloha! Tucked away next to one of the Aloha states largest and most luxurious resorts, this 2 bedroom 2 bathroom villa is a destination in itself. Located on the golf course, and only a few minutes walk from the beach, there is no better way to...
Remodeled condo in the heart of Hilo with pool, lanai & walkable location
Waiakea Villas 4-124Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Find yourself in the heart of Hilo at this centrally located condo, newly and beautifully remodeled with every...
RK 104 BeachFront West Maui Studio w Pool and AC
Royal Kahana 104 Spacious Oceanfront Studio with Pool in West Maui FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale Watch (seasonal), Dinner Sunset Sail, Snorkel Sail, Alpaca Farm Tour, Pineapple...
Charming studio with killer ocean views, balcony & outdoor pool
Kapa'a Sands 11Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Ever dreamed of spending time in a cute little Hawaiian bungalow overlooking the ocean? This is it! Kapa’a Sands is...
DISCOUNTED RATES! 213 Beautiful oceanfront 1 bed/bath, 2nd floor condo
Gene and I live in Portland, Oregon. We first came to the Kulakane for our honeymoon in 1987 and that makes this our honeymoon home. We loved Hawaii and returned often, to The Kulakane and to other properties and islands. We kept coming back to the Kulakane as our...
Ocean-View Comfort at Kihei Garden Estates C204
Welcome to this top-floor loft-style condo offering breathtaking ocean (from the lanai) and garden views in the peaceful South Maui neighborhood. This beautifully upgraded two-bedroom, two-bath unit is perfect for anyone seeking a relaxing Maui getaway. Enjoy the charm...
Pali Ke Kua 244, Overlooks the Pacific Ocean.
This two-bedroom condo is located in the resort community of Princeville which overlooks the Pacific Ocean. The vaulted ceiling in the living area lends a spacious and airy feel to this nicely appointed condo. You can take in the gorgeous ocean views from the living...
Magnificent Waikiki Mountain Views! Free Parking, Wi-Fi, Pool & More!
Waikiki Sunset #2503 – 229 Paoakalani Ave.Enjoy the lush greenery of the Ko'olau Mountains and exquisite Hawaiian trade winds from your private lanai! This cozy rental features central A/C, a full kitchen, and free Wi-Fi—perfect for couples and small families!The...
Hawaii Life Presents "Kahua Kai" Whaler 102- Direct Oceanfront 2BR/2BA
***DISCLOSURE: Please be advised that the BBQ area is currently restricted and unavailable for use due to ongoing reconstruction.As a result of this construction, ocean views from certain areas may be temporarily affected by equipment, materials, and the presence of...
Perfect Ocean View! Ilikai 1 Bedroom Harbor View, Minutes to the Beach!
1 Bedroom Yacht Harbor View on the 18th Floor! NEWS FLASH! This condo was completely gutted & renovated with brand new stainless steel appliances and furniture! Nothing was spared when completing this upgrade, it checks off all the marks for everything you'll need to...
Spectacular Oceanview Cottage
The Makaha International Surfing Championships and Buffalo`s Big Board Contest are held here annually.Don`t miss out on the opportunity to stay in this luxurious, one-of-a-kind vacation rental. With its stunning ocean view, spacious living areas, and unique design, this...
Oahu North Shore Vacation Home @ Kuilima Estates West
Welcome to your elegant Hawaiian home, a spacious retreat offering resort-style living on Oahu’s North Shore. This stunning 3-bedroom, 2-bathroom property comfortably accommodates up to 6 guests, making it perfect for families or groups of friends. Step inside to find...
Maui Resort Rentals: Honua Kai Hokulani 822 – Expansive 2BR Corner Suite w/ Gorgeous Mountain Views!
One of the absolute best values available at Honua Kai, Hokulani 822 is a luxurious 2BR/2BA suite offering panoramic views of the lush West Maui Mountains from its fantastic 8th-floor corner location. You can even catch glimpses of the tranquil blue Pacific in the...
Affordable Partial Ocean View South Maui Condo- Only 3 Minute Walk to the Beach
This affordable partial ocean view 1 bedroom and 1 bath condo is located in the beautiful South Maui town of Kihei. The condo is 12 miles from the airport. This tropical furnished condo with fresh paint is located on the 3rd floor in building 2 has a living room/dining...
Kihei Bay Surf 144 Tropical Hawaiian Style Condo, Beachy Theme New Split A/C
Kihei Bay Surf Studio #144 is a beautifully remodeled studio with a new split system A/C that can sleep up to 3 with a queen bed and a queen Tommy Bahama sofa bed. The unit is conveniently located on the lower level, and the lanai overlooks the pool area. This tiled...
OCEANFRONT 1 Bdrm Condo next to the water! Air conditioned - Kaleialoha 209
Enjoy breathtaking oceanfront views from this upgraded 1-bedroom, 1-bathroom condo at Kaleialoha, ideally located between Kaanapali and Kapalua. Perfect for couples or small families, this fully furnished unit features island-inspired décor, air conditioning, and a...
If you're looking for your get-away spot, look no further.
***NEWS ALERT!*** This condo was gutted, fully renovated and tastefully decorated with brand new stainless steel appliances, furniture, roller shades, painting, the works!! This condo is located on the 6th floor of the Ilikai Hotel. Live in luxury with this spacious 500...
Puu Poa 204
Puu Poa 204Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Wake up in paradise when you stay at this spacious oceanfront condo. When you're not having a beach day, enjoy alfresco...
Honolulu Vacation Rental: Walk to Waikiki Beach!
Discover your Hawaiian paradise with a stay at this 1-bedroom, 1-bathroom vacation rental condo in beautiful Honolulu! Located only moments away from Waikiki Beach, this cozy retreat offers a private balcony with ocean views, access to tennis courts, and more! While...
Third-Floor Beach Condo w/ an Ocean View, Free WiFi, Washer/Dryer, & Shared Pool
Nohonani 306Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Get a taste of the tropics both inside and out at this darling, third-floor condo. Save a little money and prepare...
Amazing Pacific views from 2bd Top Floor condo
Paki Maui 405 is a 2-bedroom, 2-bathroom oceanfront condo located on the top/4th floor with wonderful unobstructed ocean views from your lanai and floor-to-ceiling double sliding glass doors, bringing natural light into the condo. The condo has a split AC conditioning...
KBR #208 - 1 Bedroom/1 Bath Serene Ocean Front unit on Stunning Sugar Beach!
This beachfront one-bedroom / one-bath condo in North Kihei, Maui offers a serene and beautiful retreat on Sugar Beach. The unit features quality finishes such as granite countertops, tile flooring, and lovely furniture. Central A/C, a spacious bedroom with a king bed,...
Maui Resort Rentals: Honua Kai Konea 839 - Top Floor Deluxe 2BR, Expansive Corner Floor Plan, Stunning Ocean Views!
As one of the finest two-bedroom suites available to rent at the entire Honua Kai Resort, Konea 839 boasts an exceptional 8th-floor penthouse corner vantage point and is among a class of the most sought-after 2 bedroom floor plans at Honua Kai.What distinguishes this...
OCEANFRONT remodeled Napili Shores A106 - STEPS FROM BEACH!
Welcome to Napili Shores A106, a beautifully remodeled ground-floor studio offering uninterrupted ocean views, refined comfort, and immediate access to the pristine sands of Napili Bay Beach. Perfectly situated as the first unit in the building, this residence offers a...
34th Floor Ala Moana Large Regal Suite - 2Br/3Ba, Book Now at Special Rate!
Here in our 34th floor 2 bedroom/3 bath Regal Suite at the Ala Moana Hotel condo, you will experience island-style comfort in one of Hawaii's most convenient locations. This unit is located very close to the beaches and the state's largest shopping mall, Ala Moana...
Plantations at Princeville unit 111
Welcome to your private oasis on the north shore of Kauai. Nestled within the upscale Plantation at Princeville complex, our corner unit 111 offers unparalleled privacy and breathtaking views.Immerse yourself in the beauty of the Hanalei Wildlife National Reserve,...
Gorgeous, remodeled 3 bed/2.5 bath Ka'anapali Plantation
Welcome to your private island sanctuary—a stunningly remodeled 3-bedroom, 2.5-bathroom villa set within the lush, gated grounds of Ka’anapali Plantation, one of West Maui’s most exclusive low-rise communities. Perfectly positioned between world-class golf...
Kihei Akahi Condo w/ Shared Pool, A/C-Snorkel, Surf, Swim
Kihei Akahi C418Our 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...
Professionally designed new unit at Kiahuna plantation with A/C
Kiahuna plantation unit 427 in bldg. 41.You are a very short walk away from a beach, actually 200 steps.On the middle floor. Poipu beach is very nearby.Welcome to Sunny Poipu and Kiahuna Plantation Beach! This newly remodeled A/C .Kiahuna Plantation leaves nothing to be...
Affordable total comfort Studio at 1 of Waikiki's Top Locations, Pool & Wifi
Located in Honolulu & with a beautiful Pool, this charming studio is a dream. With a cozy living room featuring a queen bed and sofa bed, guests can unwind after a day of exploring. The bathroom offer a relaxing bathtub /shower combo with hair dryer for added...
Luxurious Wailea Condo | Ocean Glimpses & Modern Living Palms 604
Experience the perfect blend of luxury and comfort in this beautifully updated 2-bedroom, 2-bathroom condo at the prestigious Palms at Wailea. This spacious retreat features a modern open-concept living area, plush king beds in both bedrooms, and efficient ductless AC...
Luxury Ilikai 2-bedroom 2-bathroom Unit NO RESORT FEES! FREE WIFI
Best 2-bedroom, 2-bathroom city view Ilikai unit!Great deal for a world-famous Ilikai unit over 1000 s.f. with two lanais to enjoy some cool ocean breeze.It is tastefully furnished with all you need for a comfortable stay in paradise.The Master bedroom has a king bed,...
Makahuena 5202 - Oceanfront Suite on the water! Club access included
Makahuena 5202 is one of the best oceanfront condos that sunny Poipu has to offer. The Makahuena Resort is located on the southernmost point of Kauai. This unique oceanfront resort is situated on the edge of a bluff providing spectacular coastal views. This second-floor...
Reduced Rates for a Private Getaway In Tropical Oceanview Princeville Villa
Welcome to Your Private Island Oasis | Hanalei Bay Villas, PrincevilleTucked in one of Princeville’s premier locations, this detached villa at Hanalei Bay Villas offers the perfect North Shore escape. Enjoy easy access to world-class beaches, scenic walking trails,...
Studio apt. with A/C, Fridge, Semi-Private pool in the Center of kihei
This is a fourth floor studio apartment, with full bathroom, near the center of Kihei. Includes A/C, fridge, coffee-maker, microwave, as well as cable TV and wireless internet. We are walking distance to the grocery store, bars and restaurants, and the beach, as well as...
Maui Resort Rentals: Honua Kai Konea 746 – XL 1BR Penthouse w/ Gorgeous Ocean Views!
We are proud to bring you this exceptional one-bedroom suite at the Honua Kai, never before available for vacation rental. Commanding a premier 7th-floor "penthouse" location in one of the closest 1BR columns to the ocean at the entire resort, Konea 746 is among the...
Coastal Condo Retreat - Exquisite Views. Short Walk to Beaches. Tennis Courts!
This perfectly positioned condominium with private lanai will inspire your sense of adventure as well as be your space for relaxation! Support Maui's economic recovery by building your book of vacation memories in central Kihei close to everything you want to do! The...
Luxury Ocean Marina View Studio World Famous Ilikai NO RESORT FEES! FREE WIFI
This much-desired marina ocean view unit has great unobstructed views of the ocean and marina. You can enjoy this breathtaking view on the 120 s.f. Lanai, which has a table and chairs for meals or rest.The unit is in great condition with brand new Pergo, travertine...
Spacious Ground Floor Revitalized Oasis- Discover Wailea Ekahi #22B
Wailea Ekahi #22B – Ground-Floor Elegance with Ocean Breezes and Garden ViewsStep into comfort, space, and tranquility at Wailea Ekahi #22B, a large and light-filled 1-bedroom, 2-bathroom ground-floor retreat just a 2-minute stroll from Keawakapu Beach, the oceanfront...
Beautiful Princeville Island Style Townhouse! Walk to Beach! High speed WiFi
This spacious 2 bedrooms + Loft, 2 baths extra bright Kauai Princeville Townhouse is tastefully remodeled and decorated, it’s crispy clean and ready for you to enjoy it. Conveniently situated as an end-unit, the two-story Townhouse takes advantage of the reviving...
Mesmerizing oceanfront condo with expansive views
Valley Isle 1109 is a 1-bedroom, 1-bathroom condo on the 11th floor featuring amenities such as panoramic ocean views, a private washer/dryer, and 1 ceiling fan. This condo does not have air conditioning. Valley Isle 1109 can accommodate up to 4 guests with a queen-size...
Waimea Bay Luxury Estate Views & Hot tub
Summary:Immerse yourself in the ultimate Hawaiian experience at Waimea Bay Luxury Estate, located on a corner bluff lot in the peaceful neighborhood of Pupukea on Oahu's North Shore. This expansive estate boasts breathtaking ocean views from every angle and is just...
Junior Suite Oceanfront #302
This is a lovely Studio featuring a Queen sized Murphy Bed. The bed is easily placed into the wall to expand your living space if you so desire. One of Maui Kai’s little gems is unit 302. In colorful, floral designs, this room presents itself as a bright, airy part of...
Large Roof Balcony (1,385 Sqft)!! Comfortable 2 Bedroom at Waikiki! (LW14)
Step inside of a spacious 2bed-room you will be astonished by the amount of sunlight beaming through the floor to ceiling windows. You will quickly notice the clean and modern feel of the space, with Waikiki's skyline as a backdrop!The warm and inviting air of your...
Enjoy Ocean Views From Lanai, Living room & Bedroom, Beachfront Pool!
Address for this Condo:938 S. Kihei Rd #324, Kihei HI 96753***Professionally Cleaned Condo, No-Contact Check-In/Check Out*** ***New Mattresses IN Bedroom And Sleeper Sofa Aloha & Welcome to our mid-century modern Maui condo. We invite you to stay and enjoy the peaceful...
Bright, modest studio with fully equipped kitchen
Welcome to Kihei Bay Surf Resort, a studio located in the beautiful North Kihei region of Maui, just a short 15-minute drive from Kahului Airport. This condo features a comfortable queen-size bed and a queen-size sofa bed in the living room to accommodate additional...
Surf’s Up Suite @ Kiahuna I AC I Family Friendly I Beach Amenities I Surfboard
Welcome to Surf's Up Suite! Our second floor condo with a peek-a-boo ocean view was recently redecorated with relaxing surf and beach vibes, offering the perfect backdrop for creating unforgettable memories and adventures.After a day at the beach, unwind in the Surf's...
Luxury 3BDRM w/4beds + 2Bath + Partial Ocean View + Parking, 2min from the Beach
Legal vacation rental at a fabulous location!2 bedroom 2 bath home located across from ‘Alohilani Resort, one block from the Waikiki Strip (Kalakaua Ave) and the beach! Located in the heart of Waikiki, yet tucked away on a quiet and quaint street. There are endless...
Ground-floor condo steps from pool - hot tub, tennis, beach access
Maui Kamaole C110Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Luxury and privacy meet at this Kihei Condo, located in the condo resort known as Maui Kamaole®, and just minutes...
❤️PiH❤️ Aloha Shores ★ 2024 Hilton Resort Passes ★ Pool & Waterfall Spa
Brought to you by Paradise in Hawaii Luxury Homes.Welcome to the newest elegant home, Aloha Shores, in our Hawaiian Luxury Collection. Aloha Shores is a wonderful new large single level 4 bedroom, 3 bathroom home. This home has one of our largest private pools and...