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.
Just steps to the ocean.
Come and enjoy a relaxing vacation at this delightful ocean view one-bedroom unit in Puamana. While Lahaina and the surrounding areas have undergone significant changes due to the fire, our unit remains untouched and continues to offer a peaceful retreat.Unfortunately,...
Spacious 4BR/3BA Hawaiian Airconditioned Hale o Aole Pilikia & Ahonui studio
You can stay just minutes from the sunrise cliff views at Maku'u in a remodeled 1500+ ft home in a charming community with local flair. This stunning 2 story 4BR/3BA space w/studio, is perfect for a multi-family getaway with separate Queen studio BR, an upstairs Queen...
Completely Remodeled, 2 bathroom, sleeps 4-5
You will find our newly remodeled condo very comfortable and inviting. The Master bedroom has a King Bed. The kitchen has been completely remodeled with new appliances, cabinets, countertops, and it is fully equipped with everything you would find in your kitchen at...
New! Tiki Terrace Studio@Turtle Bay - Kuilima East
**2 adults + 1 child only. Tiki Terrace Studio is located at the center of Turtle Bay Resort. Nearby restaurants offer up delicious, locally sourced gourmet foods. You can visit some of the most breathtaking beaches in Hawaii in minutes. Being less than 20 minutes away...
Menehune Shores 306 Ocean front
Upgraded direct oceanview condo at Menehune Shores #306 with views, views, views! Enjoy watching the sunset, seasonal whale watching, outriggers, paddle-boarders and kite boarding from the comfort of your private oceanfront Lanai. Many upgrades including new kitchen...
Poipu, Ocean View, Pool, Walk to the beach and Relax!
Welcome to Prince Kuhio 305, where you can relax and enjoy the ocean view from our third floor condo. Just 100 yards from the ocean, you can hear the sounds of the waves at night. You are only steps away from the beach, where turtles can be seen bobbing their heads and...
Kiahuna Plantation 335. Ocean View Condo in Sunny Poipu with Air Conditioning!
You'll love this fully remodeled home with a peekaboo ocean view and split system A/C! A one-bedroom, one-bath condo in the heart of Poipu at Kiahuna Plantation. Being conveniently located within walking distance of several shops and restaurants makes this the perfect...
Kamaole Sands 2-204 - Dramatic Ocean and Courtyard Views, 1bd / 2ba, AC, Wi-Fi
Kamaole Sands 2-204, overlooking the beautifully manicured tropical courtyard with a view of the brilliant blue ocean just across the street, this elegant condo has been thoroughly updated to “second home” standards by a very particular owner. Situated in the...
Great Location In Wakiki! Amazing Ocean Views from your private lanai!
Completely gutted & renovations just completed in December 2023! This beautiful and spacious condo is the home away from home you have been dreaming of! Located on the 4th floor of the Ilikai Hotel, you'll love unwinding on your private lanai while watching surfers in...
Gianna’s Place~Sparkling Pool, Jacuzzi & BBQ’snn
This homey studio is in Princeville Kauai on the Makai Golf Course. Golfing, Hiking, Surfing, Snorkeling all close by. Sparkling Pool, Hot Tub and 2 nice BBQ's, cable & WiFi. Affordable, comfortable, complete.Short drive to amazing beaches as well as the wonderful town...
Makahuena 4305 by Destination Kauai - A/C + Partial Ocean View
E Komo Mai, Welcome to The Makahuena 4305!“The Makahuena” is located on the southernmost point of Kauai. This unique oceanside resort is situated on the edge of a bluff providing spectacular coastal views. This is a multi-level condo on the second story of the...
Front Door Parking. Zero Stairs. A/C. Golf Course. Pool. Fast WIFI
Garden Oasis at PuamanaOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Garden Oasis is a home surrounded by tropical foliage and colorful seasonal fruit trees. This spacious,...
2-Bdrm Ground Floor Unit Now Available!
Our spacious resort combines the comforts of a staycation with the beautiful backdrop of the Hawaiian getaway you traveled so far to enjoy.Whether you're walking to the beach across the street, relaxing in the large pool and hot tub, or strolling to the tennis center,...
Tropical Oceanfront Retreat
About Wailua Bay View #309Our unit offers a drop-dead beautiful ocean front view.Wailua is on the island's sunny East side, allowing you to explore both North and South shores easily.Great swimming, hiking and kayaking are moments away.You can explore restaurants and...
Beach Villas Poolside Resort at the Ko Olina Beach w/Luxurious Amenities
This property requires a minimum 6-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.The Beach Villas are located at 92-104 Waialii Place. (3rd Floor)This Beach Villas at Ko Olina unit...
Convenient condo with amazing view of Hanalei Bay, lanai, outdoor pool & hot tub
Hanalei Bay Resort 9205Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Located in the much-desired Bamboo Building, Hanalei Bay Resort 9205 is a one-bedroom, one-bath condo with...
Oceanside condo, full kitchen, ocean view. Fully renovated 2023
Quiet studio, corner of the concrete building. Deck looks out to the ocean. Upgraded air conditioning. Elevator access to 2nd floor. Beach is a walk over the grass field. Sunny pool, kiddie pool, hot tub, BBQs. Kihei town is a 5 min drive away, plus so many more...
Incredible ocean views from the bluffs of Princeville on beautiful Kauai
Aloha and welcome to your oceanfront escape at Alii Kai 4-103 in Princeville, Kauai!This beautifully updated ground-floor condo sits on a bluff overlooking the Pacific, where you can step out from the lanai and soak in breathtaking views while feeling the refreshing...
Ka'anapali Home with Ocean & Golf Course Views
Experience the comfort and luxury of this lovely four bedroom, four & ½ bath home, overlooking the Royal Ka’anapali Golf Course with sweeping ocean views. Enjoy the four spacious ensuite bedrooms, the fully appointed Chef’s Kitchen, and spacious living room.Enjoy...
Waikiki Banyan - Free Parking, AC, Wi-Fi, Conveniently Located
***Amenities recreational deck renovations has begun. The renovation timeline is currently set from April 2025 - for the next 12-14 months (April - June 2026). Pool, hot tubs, grills, etc. will not be available during this time. This unit is located on the same floor as...
# 107 Lovely Grnd Flr King bed Unit, 2025, 10% DISCOUNT FOR 7 NTS OR MORE
Hale Kamaole 107 is a large comfortable beautiful ground floor unit in the lower part of the complex. It is just steps away from the pool, office and BBQ area . The ocean is 200 steps away. We have just completed a kitchen remodel and other upgrades in our condo. 107 is...
My Kona Paradise
Corona Virus Update: Please note that we have taken additional steps to make sure the home is not only clean but sanitized. The remote controls, doorknobs and all surfaces are all wiped down with antiseptic solution. We also send the laundry out to a professional...
Beachfront condo in Maalaea - 2 Bedroom 2 Bath - Ground floor, AC!!!
Thank you for looking at our listing! Our ground floor condo has 2 bedrooms 2 bathrooms including 1 King bed, 1 Queen bed, 1 Queen sofa sleeper, 2 Twin rollaways Sleeps 8. It is DIRECT OCEANFRONT & BEACHFRONT with Amazing views!!! Private ocean view patio! This unit is...
Stunning oceanfront view with Maui-inspired design
Papakea F404 is a 2-bedroom, 2-bathroom oceanfront condo that can host up to 5 guests. There are new (2023) mini splits in the living room, bedroom, and the loft. Step through the slider glass doors and you'll find the open concept, main living area featuring new floors...
NEWLY REMODELED KAUAI OASIS - U don't wanna miss relaxing here, Heaven on Earth!
**NEWLY REMODELED** Aloha and Welcome to your next Hawaiian Getaway! My name is T-Baer and I've fully renovated this stunning 2 bedroom/2 bath home on the North Shore of magical Kauai for your enjoyment (City of Princeville). I'm from Arizona and live in Utah with my...
Kihei Beach #207 – Your Perfect Oceanfront Escape
Kihei Beach #207 – Remodeled One-Bedroom Beachfront Condo with Ocean ViewsWelcome to Kihei Beach #207, a beautifully remodeled one-bedroom, two-bathroom condo located in a serene six-story beachfront property in North Kihei. With modern upgrades, electric lanai...
Sleeps 4 Cal King + Queen Sofa Sleeper. Ocean View Napili Walk to food/drinks
Looking for that old school Hawaiian vibe where you can chill and forget the hustle and bustle? Found it! No buildings taller than a palm tree. Best beach on the island. Snorkel, float, swim, chill, turtles, cute fish, great sandy beach.Fall asleep to the sound of the...
Kona Plaza#402 TOP FLOOR OCEAN VIEW IN HEART OF KONA TOWN! AC & Elevators!
Knutson & Associates Property Management is proud to be representing Kona Plaza#402. Welcome to the listing page of Kona Plaza#402!!! It's amazing location puts you right in immediate walking distance to restaurants, beaches, shopping & entertainment right in the heart...
Newly remodeled Sugar Beach Resort condo w/shared pool & hot tub
Sugar Beach Resort 431Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Join the many guests who return each year to Maui's Sugar Beach Resort to enjoy the spectacular views from this...
Kona Plaza #220: Hawaiian Charm, Central Location!
Kona Plaza unit #220 is the perfect getaway for your next Hawaii vacation. Here's what you can expect from this one-bedroom, one-bathroom condo:As you enter, you'll feel right at home with the Hawaiian atmosphere and welcoming vibe. The primary bedroom features a...
Fully Air-Conditioned and Near the Pool! Come relax at the Palms at Wailea 303!
The name PALMS AT WAILEA aptly describes the feel of this beautiful complex. Located above the pristine shores of Keawakapu Beach, this impeccably furnished home will provide comfort, luxury, and plenty of room to spread out while you explore and enjoy all that Maui has...
Kihei Akahi Condo w/ Free WiFi-Beaches Await
Kihei Akahi C413Our 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...
Legal Rental - Green Turtle Hideaway-Sleeps 4
Aloha and thank you for considering the Green Turtle Hideaway for your stay on Oahu's North Shore. This recently updated and nicely furnished one bedroom unit is located within the Turtle Bay Resort complex on the beautiful grounds of Kuilima Estates West. Here you can...
Charming Studio Apartment with WiFi, AC in beautiful Diamond Head Beach Park!
Enjoy a peaceful stay at this wonderful studio apartment on the Gold Coast. The space features a queen bed and open floor plan. The bathroom includes bath and shower combo. In the additional living space, there's a comfy sofa bed for extra guests. Fall in love with this...
Luxury Fairwayfront Estate w/Private Pool, Spa, AC & Stunning Views: Kamilo #217
Nestled within the prestigious Mauna Lani Resort community in Kamuela, Mauna Lani KaMilo #217 offers a serene retreat designed for comfort, connection, and island luxury. This 2,491-square-foot residence blends thoughtful design with modern accessibility features,...
Wavecrest Resort Building C ground floor
This is a newly renovated 1 bedroom condo on the ground floor in the 'C' building at Wavecrest Resort. It has been renovated with attention to detail including soothing colors, "black-out" curtains, crown molding throughout, beautifully tiled "step-in" shower, all new...
Resort beach condo - ocean-view lanai, fast WiFi - steps to pool & hot tub
Islander on the Beach 235Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Discover the perfect ocean getaway at Islander on the Beach, a 6.5-acre oceanfront resort with stunning...
Nicely appointed 1bd condo with ocean view
Hale Ono Loa 203 is a 1-bedroom, 1-bathroom 2nd-floor condo featuring stunning ocean views and an expansive lanai. This unit does not have A/C. The condo can accommodate up to 4 guests with a king-size bed in the bedroom and queen sleeper sofa bed in the living area....
Astonishing top-floor condo in North Kihei
This stand-out designer property has breathtaking views and hand-crafted beautiful details throughout! There is no elevators in this condo. This 3rd-floor condo features beautiful craftsmanship and tasteful furnishings and décor as well as an excellent Maui location!...
HOLUALOA BAY VILLAS#105: REMODELED, SPACIOUS, OCEAN VIEWS, AIR CONDITIONING!
Holualoa Bay Villas, Unit#105 is absolutely STUNNING! This gorgeous remodeled 2 bedroom, 2 bathroom condo is right in the heart of Kailua-Kona, just across the street from the ocean, specifically gorgeous "Holualoa Bay". Watch waves crashing against the rocky coastline,...
Hale Hui Kai 206 - Newly Renovated!!
This private garden condo is on the second floor of the south side of the building ...about 60 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...
Sleek Waterfront Condo w/ a Shared Pool, Fast WiFi, & a Full Kitchen
Maunaloa Shores 109Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Bright, bold, and breezy, this waterfront condo offers deluxe amenities and comfortable furnishings to make your...
Beautiful Napili Shores Condo!
Napili Shores Condo #D130Kick back and relax at beautiful Napili Shores! You can do as much or as little as you want! Lounge poolside, kick back in the jacuzzi, or lay out on the golden sandy beach at Napili Bay and let the stress of daily life just melt away. Or maybe...
Nihi Kai 509 Resort Center - 2 bedroom/2 bath, AC
NIHI KAI 509 AT KOLOA KAI VACATION RENTALSYour Garden View Escape in the Heart of PoipuWelcome to Nihi Kai 509, a beautifully updated 2-bedroom, 2-bathroom condo in the heart of Poipu. Located within walking distance to Brennecke’s Beach and Poipu Beach, this charming...
14th Floor Penthouse On Hawaii's Gold Coast At The Diamond Head Beach Hotel
Legally permitted vacation rental❤2947 Kalakaua Ave 1401⚕⚕For your health and safety⚕⚕We utilize additional Sterilization procedures between reservations.⬆Rooftop Penthouse - Sitting above the Pacific Ocean and nestled under Hawaii's iconic Diamond Head...
Captivating & Relaxing 5th Floor, Ocean Surrounds, A/C in Bedroom
Sunset Kahili is a 5th floor vacation rental property located in the beautiful Poipu Beach area of Kauai, Hawaii. The property was specifically designed to capture the breathtaking sunsets over the ocean, providing guests with a truly unforgettable experience.The condo...
Big Island Condo w/ Pool Access: Walk to Beach!
With its unbeatable location and access to on-site amenities, this Kailua-Kona condo provides the perfect launching point for your Hawaiian adventures! Start days with fresh fruit at the Kona Farmers Market, then explore Ali'i Drive's 'Ocean Front Mile' with unique...
Oceanview Poolside Paradise – Maui Kamaole L-201 - Your Dream Island Escape!
Maui Kamaole, #L-201 – Modern Island RetreatEscape to Maui Kamaole #L-201, a beautifully remodeled 2-bedroom, 2-bathroom condo located on a scenic hillside in South Kihei. This spacious upper-level unit offers a tranquil atmosphere with tropical garden surroundings,...
2Bed/2Bath Penthouse Ocean/Diamond Head views, near Convention Center
You'll be sitting on top of the world at this spacious 2-bedroom, 2-bath Penthouse with an open living room and fully-equipped kitchen.The jaw-dropping 270-degree view includes Diamond Head, a sweeping ocean view, the Ala Wai Canal, the Ala Wai golf course, Ft DeRussy...
Nihilani Family Condo 33A, Townhome Style, Close to Pool
Three bedrooms plus den with 1 king bed, 2 queen beds and 1 single bed, multiple lanai spaces, 2.5 bathrooms, washer and dryer in unit, 2 story town home, attached garage for one car, close to pool.Very spacious, this 3 bedroom, 3 bathroom town home is beautifully...