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.
Second floor studio with shared pool & hot tub, ocean view, washer/dryer
Kona Bali Kai #265Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bask in front of an ocean view on your own private screened-in lanai while sipping a refreshing beverage - it's all...
Includes Hilton Pool Pass for thru June 2025. Waikoloa Colony Villas 505
505 Waikoloa Colony Villas. Luxurious. Relaxing. FunThis vacation rental is professionally managed by ResorticaHawaiiNewly Remodeled!Waikoloa Colony Villas 505. Please scroll down for detailed information505 Waikoloa Colony Villas. Luxurious. Relaxing. Fun. Nestled in...
Upgraded Private Oceanfront Getaway On Kauai!
Unmatched Location, Unforgettable ViewsThis top-floor condo at The Cliffs in Princeville offers one of the best locations on Kaua‘i’s North Shore—perched at the very end of Building 6, with expansive views of the dramatic coastline from your private open-air lanai....
LOVE DA BLACK ROCK OCEAN VIEW WHALER ON KAANAPALI BEACH - APRIL / EASTER HOLIDAY
MAKING YOUR NEXT MAUI STAY A TRULY MEMORABLE EXPERIENCE. Our beautiful Whaler studio condo is all about views, privacy and comfort. It is located on the 10th floor of Tower 1 with 180 degree unobstructed views of the ocean, Isle Molokai, Black Rock and the North...
Split AC in your Island Home! Direct Ocean Views!
BOOK NOW FOR Summer/Fall!Aloha from one bedroom Makani Sands #205, a beautiful oceanfront condo on Maui's scenic West Side. You are surrounded by traditional island design and Hawaiian Art. This condo has every convenience and luxury to make your vacation in paradise...
Serene Studio 120: Garden & Ocean Views with AC – Relax in Comfort Surrounded by Kauai's Beauty!
Studio 120 – Garden Serenity at Islander on the BeachWelcome to Studio 120, a peaceful garden-view retreat in the Hawaii Building at Islander on the Beach. Enjoy the lush tropical surroundings, with distant ocean views from your private lanai, and the convenience of a...
A/C North Shore Maui - Paia/Kuau <br>Just steps away to Mama’s and beach
TA-061-740-4416-01GE-061-740-4416-01Air Conditioned 1 Bedroom and 1 Bath near Hookipa, sleeps 4. Beachy chic apartment in Kuau on the north shore of Maui. Located next to Mama's Fish House and down the road from world famous Hookipa Beach Park. Bright and comfortable...
Shaka Hale Combo – near beach, PCC, with AC
DescriptionThe Shaka Hale Combo is composed of a 2-bedroom unit called Shaka Hale and a studio apartment called Shaka Studio.🍍Shaka Hale🍍You will fall in love with Shaka Hale. Relax away from all of the chaos in this great local neighborhood. Sit in the hammock, or...
Maui Resort Rentals: Honua Kai Konea 320 – Upgraded Corner 2BR w/ Delightful West Maui Mountain Views
Konea 320 is a remarkable 2BR/2BA suite boasting a spacious corner location. Oversized picture windows bring the lush West Maui Mountain views right into the comfort of your living room. Recently upgraded with new wood grain tile flooring and new furniture, Konea 320...
Alii Villas#128 DIRECT OCEANFRONT, GROUND FLOOR, 2 BEDROOMS, 2 BATHROOMS!
WOW! Gorgeous Kailua Bay views from this 2 bedroom, 2 bathroom fully furnished oceanfront condo located on Ali'i Drive in Kailua-Kona! Spinner dolphins are visible from the spacious lanai while sipping Kona coffee or cocktail! This is a ground floor unit, with one...
Beautiful Sunset Views, Ilikai Hotel #410 Free WIFI, No Resort Fees!
*Construction Update* Spall repair and exterior painting will be ongoing outside of the unit from August through mid-October 2025. Access to the lanai will remain available during work hours; however, please note that noise may be present as contractors work on this...
Time Beach @ Grand Van Kleef
Our mission is to provide a tranquil and serene vacation spot where you and yours will truly relax.Aqua Bedroom: air-conditioner, dresser, queen bed, closet and bathroom adjoined. The decor is meant to entice you to sleep well and create magical memories – yes! ☺....
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Condo, Close to Beach & Pool! HKH-242
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Beautifully updated home w/ private hot tub, spacious backyard and free WiFi
Tiki HaleOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in a peaceful neighborhood in the heart of Princeville, surrounded by the elegant Makai Golf Club, Tiki Hale has the...
Sugar Beach Resort 618: Remodeled Modern Penthouse Condo with Ocean Views
Spectacular Ocean Front views from the top floor at the Sugar Beach Resort! Modern designs and contemporary furnishings complement this completely remodeled condo. You will fall in love with this condo and the amazing Ocean Front views!!The beautifully remodeled kitchen...
Direct Ocean Beachfront!! One bedroom one bath one parking!!
Direct Ocean Beachfront!! One bedroom one bath one parking!!Located in the middle of the desirable San Souci. Direct Oceanfront One Bedroom/One Bath with huge lanai directly overlooking Sans Souci Beach. Enjoy the view of the calming Pacific Ocean from your lanai. Watch...
Hale Hui Kai 312 Panoramic oceanviews of Keawakapu Beach
This private oceanfront condo is on the third floor of the building ...about 20 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural beauty and tranquil...
My Hawaii Oceanfront 2 Bedroom Vacation Rental - Kona
Centrally located, My Hawaii Vacation Rental, "Kona Luana", is within a ten minute walk of Kailua-Kona Village. There are many attractions some of which include Kailua-Kona pier, variety of dinning options, waterfront shopping, Farmers Market, coffee shops and friendly...
Rare, Spacious Penthouse, Big Ocean and Mountain Views, Great Location, AC
Hotel Zoned Accommodations: Condominium - 3 Bedrooms - 2 Baths - (Sleeps 6)Professionally Cleaned Condo, No-Contact Check-In/Check OutNewly installed AC throughoutThis spacious 1145 sq. ft. two bedroom and a loft bedroom, two bathroom condo offers panoramic views of the...
Amazing 🏄♀️ Oceanfront Penthouse 🐬 Newly Renovated! - Banyan Tree 403C 🌅
Complete oceanfront penthouse with two bedrooms and two condos at the top floor. Wondrous views of the ocean, reefs, moon and sunset plus all the facilities that your family and you enjoy.. Surfers and long waves have entertained visitors from all over the world on one...
Maui Sunset A421 ~ Spectacular Sunsets from this 2 Bedroom, 2 Bath Condo!
One of the BEST OCEAN VIEWS @ Maui Sunset! Two bedroom, two bath ocean view fourth floor condo. Good walking, windsurfing, kitesurfing beach fronts this oceanfront condo complex in North Kihei. A couple of minutes away from Kamaole Beach I, one of the great beaches on...
Napali Sunset Views+Pool/Spa + Bali Hai
Welcome to island paradise on Kauai’s coveted North Shore! This stunning home boasts an expansive open-floor plan designed to capture the breathtaking natural beauty of the island. Flooded with natural light, the airy living space seamlessly blends modern elegance with...
Sandcastles - Anahola Beachfront Estate with Hot Tub & Enclosed Yard
Sandcastles TVNCU#1305Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This majestic home, Sandcastles, has vaulted ceilings and large sliding glass doors that open to a spacious...
Poolside Cozy 1br, 1Qbed plus 1QSofa bed, Med refrig, sm kitchen,2min to Ocean
Completely remodeled (July 2021) 1st floor poolside studio (2min walk to the ocean) is located in the Kona Islander Inn complex that extends from Kuakini Hwy to Alii Drive. The beautiful tropical gardens with banana trees, exotic flowers and green lawns surround you as...
Prince Kuhio 335 OCEANVIEW STUDIO
We invite you to relax and play on the beautiful and sunny south shore of Kauai in this 3rd-floor studio. (no elevators) The studio looks over Prince Kuhio Park and has an ocean view. Each of our properties is privately owned and represents value, comfort, and amenities...
Hale Papakea | Ko Olina | Beachfront Villa w/ Views
Summary:Welcome to Hale Papakea in Ko Olina! Enter this coveted, ground-floor condo, where a floor-to-ceiling window slides open to expose exotic landscaping bordering the private marble patio. Maximum occupancy strictly enforced in accordance with local ordinances.The...
Ocean View, Full Kitchen, Gorgeous Top Floor Suite surrounded by Tropical Garden
One of several, beautiful, spacious studios in our guest house. Vaulted ceilings and ocean view of Kona coastline. Great central location, just 10 minute drive to town, beaches, & airport. Queen bed, 2 sleeper sofas, living room, full bath, well equipped full kitchen,...
Modern Studio Style! OV Lanai, Kitchenette, WiFi, and AC – Waikīkī Grand #614
Castle at Waikīkī Grand #614 - Immerse into Waikīkī's energy in this upgraded 384sf corner unit with elegant hi-style decor. Couples love the kitchenette for cooking light meals to savor on the private lanai with Pacific/Diamond Head/park views. Air conditioning,...
Plantation Hale B13, AC, King Bed, Walk to Shops/Beaches. Free Wi-fi and Pkg
Plantation Hale Suites Unit B13, Royal Coconut Coast, Wailua, Kauai Vacation Rental. Accommodates up to 4 guests, including children and infants*One bedroom, 1 bath 2nd floor end unit with 2 Full size beds and a Queen sofa sleeper couch, making it perfect for families...
Rare Find! Ocean and Beach Front Cottage!
Stunning views from this charming beach front cottage located in the heart of Kihei town! This 850 square foot one bedroom, two bath home fronts a sandy beach and offers gorgeous sunset views. Conveniently all one level, this home is ideal for families of four or...
Beach Front, Ocean View Condo (Best Surfing/Snorkeling).
This lovely, spacious condo at Kahalu'u Beach (Turtle Beach) has incredible Ocean and Sunset views, and is the perfect escape for guests wanting easy access to swimming, snorkeling, surfing and golfing. Ours is an unit on the ground floor in the back with views of the...
Everything You Need For Your Home Away From Home
Hawaii Tax ID: TA-159-912-1408-01TMK: 390010440016***SPA CLOSURE - November 6, 2024 to TBA***This spacious ground floor Kihei Holiday 116 unit has everything you need for your home away from home. Enjoy the fully stocked kitchen and the washer and dryer. With many...
Penthouse 1 @Sugar Beach Resort
Beach Front Sugar Beach Resort. Top floor, Ocean View Unit. Beautifully updated unit with sweeping ocean views. Enjoy all of the amenities in a clean, well kept property. The entire complex sits ocean front, there are no roads to cross to get you onto the beach!...
Aloha Condos, Keauhou Kona Surf and Racquet Club, Condo 1-301, Oceanfront, AC
Keauhou Kona Surf & Racquet Club Condo 1-301 offers a comfortable, well-furnished stay with exceptional ocean views. Conveniently located near shops and restaurants, it makes exploring Kona easy. The wrap-around lanai provides breathtaking sunsets and ocean breezes. The...
Maui Vista 1120: 1 Br Ground Garden View Condo near Kamaole Beach Park I
One-bedroom Garden view condo located on the ground floor. This unit accommodates up to four people with a queen bed in the bedroom and a pull-out sofa bed in the living room. The kitchen has been renovated with new cabinetry, countertops, fixtures and new white...
Mauna Lani condo with waterfall pool, hot tub & tennis court
Palm Villas at Mauna Lani H22Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'This condo in the beautiful Mauna Lani area will almost make you want to stay in for a day. Enjoy every...
Stay in Kihei - Newly Updated - Three Minute Walk to Kamaole II Beach!
***New Updates and Upgrades - We just completed updating our condo! We've listened to our previous guests and took many of their suggestions and did a large update of our condo. Here are some of the updates:New kitchen with new cabinets, counters, appliances, lighting...
Aloha Condos, Napili Bay Resort, Condo 108, Beachfront
Best Beachfront Location! This is Hawaii the way you dream about it. No building taller than a tree on Napili Bay. Swim, surf, boogie board, snorkel, whale watch and glorious sunsets without leaving the property.30 seconds from the blender to the beach!Sleep to the...
Dazzling 4th Floor Ocean Views in Poipu - Sunset Kahili #406 Mele Moana
ALOHA, GUEST! Welcome home! Enjoy the surf song and expansive ocean views from every room, lie in bed and watch whales spout in season, dolphins frolic and rainbows touching the sea, whitewater on the rocks and spectacular sunsets from your lanai, lush greenery and...
Hale Mauna Loa Volcano Vacation Getaway-Upper Level Volcanoes National Park
Hale Mauna Loa offers the complete Hawaiian volcano experience. The home is tucked cozily in a very private corner of lush tropical rainforest in Mauna Loa Estates. Located just a minute from the quaint selection of restaurants and stores of Volcano Village, and just a...
Beautiful home in the Heart of Hana, sleeps 4 with 2br/1b
Aloha!Welcome to our home in the heart of Hana right above Hana Bay. Come relax in this 2 bedroom / 1 bathroom main house featuring a fully equipped kitchen. The cozy living space is perfect for visiting or watching a movie. A 4-person dining table and spacious covered...
Charming 2-bedroom Condo with AC & WiFi - Kuilima Estates West
Discover the beauty of Turtle Bay from this delightful 2-bedroom condo. This charming property features 1 king bed, 1 queen bed, 1 sofa bed, and 1 futon, perfect for a tranquil getaway. With one and a half bathrooms equipped with a hair dryers and bathtub, guests can...
🏖️Ocean Front Deluxe | Top Floor | AC | Concierge Included | vrKCV
vrKCV - Kona Reef A36, Professionally Managed by Kona Coast VacationsOceanfront Paradise Awaits at this Top-Floor CondoExperience the ultimate Hawaiian getaway in this direct oceanfront top-floor condo, where breathtaking views of the Pacific Ocean and stunning sunsets...
Hale Hui Kai 308 OCEAN VIEW Two bedroom Two bath
This private ocean view condo is on the third floor of the south side of the building ...about 40 steps along the pathway leads to the gem of south Maui, Keawakapu Beach!Keawakapu Beach, located on the south shore of Maui, Hawaii, is known for its stunning natural...
Maui Resort Rentals: Honua Kai Konea 318 – Partial Ocean & Mountain Views, King Size Balcony!
Konea 318 is a luxurious two-bedroom corner suite and one of the few offerings at Honua Kai that affords both scenic views that Maui is famous for, the relaxing blue Pacific Ocean, and the majestic West Maui Mountains.Highlights include an extra-large lanai and a prime...
Wailea Ekahi 17E | Resort Level Amenities!
The beauty of sand and sparkling waters and the warm Hawaiian sun is calling your name! Wailea Ekahi 17E is a one bedroom, two bathroom condo that sleeps two guests. Take in the ocean view, enjoy the 34 tropical landscaped acres at Wailea Ekahi Village, Keawakapu Beach,...
Waikiki Shore - Beachfront
Enjoy a stylish experience at this centrally-located large studio. King size bed w/ brand new mattress (2023), fully stocked kitchen and washer / dryer in the apartment for extra convenience. Panoramic views of the Pacific Ocean, Fort DeRussy Park and Diamond Head, and...
KBM Resorts | FREE CAR | Wailea Elua Village | Ocean view | Spacious 2-Bedroom Condo! WEV-2103
** Limited Time Special Offer: Reserve any KBM Resorts property in Hawaii with an arrival date between now and December 31, 2026 for 6 nights or more and receive a FREE 4-door rental car from top providers--Hertz, Alamo, Avis, or Budget. Convenient airport pick-up and...
Sunset Kahili 303 Has Gorgeous Ocean and Sunset Views!! Walking Distance to Poipu Beach Park.
Summary:Gorgeous Views at Sunset Kahili 303! Great interior design and a beautifully updated kitchen. Relax on your lanai while taking in the sunset.The Space:This gorgeous Sunny South Shore home is tastefully remodeled with a spectacular ocean view. You'll want to soak...