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.
Christmas 2023 - Marriott Maui Ocean Club - 2BR Oceanview Dec 23-30, 2023 ONLY!!
Looking for Paradise – you’ve found it here!Amid the azure Pacific, along the crystal sands of Kaanapali Beach, Marriott’s Maui Ocean Club is an island jewel among lush rainforests and volcanic mountain offering an oasis of relaxation, adventure and bliss. Enjoy...
Samurai House - Japanese-Inspired Luxury Estate on Oahu's North Shore
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Samurai House by GatherSamurai...
Steps from Waikiki Beach | Pool + Jacuzzi
Immerse yourself in island vibes at this cozy studio, just 1.5 blocks from Waikiki Beach. Perfect for up to 3 guests, the space features a queen bed, a sofa bed, a kitchenette, and a private balcony. Relax at the tiki-inspired pool and jacuzzi or explore vibrant nearby...
Relaxing & Cozy Coastal Studio with FREE Parking!
Aqua Palms Waikiki ranks as one of Oahu's most popular getaways.This relaxing and cozy studio is conveniently located in the heart of Waikiki, just a few minutes walk from a variety of tourist attractions, activities, and shopping centers.This Relaxing & Cozy Coastal...
Kona Bali Kai 362 – For 4 Guests
Summary:Escape to the Big Island and enjoy a relaxing stay at Kona Bali Kai, just minutes from the heart of Kailua-Kona. This community offers everything you need for a restful vacation—take a dip in the ocean-view pool, unwind in the hot tub, or head to your private...
Maui Kaanapali Villas #518: Studio Ocean View condo.
Maui Kā’anapali Villas #A518: Studio Ocean-view condo at Beach Front Resort on N. Kaanapali BeachThe space:This condominium is located in the Aloha Tower, the central hub of the property. Situated on the 5th floor, this unit boasts panoramic views of the property,...
Honua Kai Konea 342 Partial Ocean View 2 BD 2BA
- Exclusive on-site provider with the only homes that meet the prestigious AAA 4-Diamond designation - Partial ocean views from private spacious lanai with dining table, chairs and glass railings for optimal views - Oversize accordion glass doors fully open to expand...
Modern Studio near Waikiki Beach
The modern studio is quaint and efficient, and just newly renovated! It is only 2 blocks from Waikiki Beach or about 5 minutes walk. The studio is private with its own entrance. This studio fits a single guest perfectly but can accommodate up to 2 with the trundle bed....
New Listing! Royal Kahili, 2BR,Oceanview, Pool,BBQ
Royal Kahili A404 – Oceanview 2BR/2BA Condo | Sleeps 6 | AC + Lanai | Prime Ali‘i Drive LocationWelcome to Royal Kahili A404, your private island escape located right along iconic Ali‘i Drive in the heart of Kailua-Kona. This spacious and beautifully maintained...
Kolea 7E- Second Floor 3 Bedroom Kolea Condo with an Ocean View
Recently upgraded in 2024, Kolea 7E is a spacious 3 bedroom vacation rental at Kolea with a nice ocean view over a vacant lot. As you enter the double entry doors you will be struck by the spaciousness of the great room and the view! The living room is comfortably...
Lux family-friendly. Steps to beaches, restaurants & shopping.
Step into the enchanting paradise that is Honu Hale, aptly named Turtle House in the language of Hawaii. This mesmerizing 3 bedroom, 3 bath beachfront sanctuary beckons with its unparalleled beauty and a prime location just a leisurely stroll away from a stretch of warm...
Hawaiian Hale, farmhouse in Anahola, Kaua’i central & family friendly.
This home is perfect for visitors who want an authentic Kauai Experiance. Nestled in the majestic north east village of Anahola, a native Hawaiian community, this remodeled home is spacious and clean. Enjoy the views of Kalalea Mountain, and the sounds of the ocean. We...
Aston at the Whaler on Kaanapali Beach #516
Upgraded and Renovated studio garden view condo at the Whaler on Ka'anapali Beach. This spacious studio can sleep up to 3 people. There is a California King bed and a Queen-size sofa bed. Located on the fifth floor and a short walk to the beach. There is a partial Ocean...
Maui Resort Rentals: Honua Kai - 5 Total Bedrooms, Gorgeous Ocean AND Lush West Maui Mountain Views!
This tandem pairing combines three fantastic 5th-floor suites to create a 5BR/5BA offering featuring incredible mountain and ocean views. Both suites 511 and 513 overlook the lush interior courtyard and pools and provide stunning full ocean views while suite 512 offers...
2 Double Beds with Lanai – Ideal for Families
This 242 sq. ft. room, perfect for families, offers two double beds and a private lanai with vibrant cityscape views. Located between the 3rd and 9th floors, this room provides air conditioning, free Wi-Fi, and modern amenities to ensure a comfortable and memorable...
Kauai Beach Villas Resort- Kapaa Kauai, Hawaii - 1 Bd Suite
Kauai Beach Villas is a cozy resort that is right on the sand immediately north of one of the best beaches on the island and only one hour from the island’s North and South Shores. Take a few steps from the resort and you will find yourself on the soft sand beach with...
Waikoloa Fairways A207 Golf Vw 2B/2B by OUTRIGGER
Waikoloa Fairways is located in the Waikoloa Village, Waikoloa Fairways address is 68-1754 Melia Street, Waikoloa, HI 96738- Guest check in at Hawaii Vacation Condos by Outrigger’s office located off property at the Kings' Shops, 69-250 Waikoloa Beach Dr., Suite B-13....
Modern, Comfortable With Great Amenities! Perfect Location In Waikiki
Experience the perfect blend of comfort and style in this beautifully updated condo, featuring island-themed furnishings and modern appliances. The fully equipped kitchen includes a dishwasher, built-in microwave, and all the essentials for preparing meals at home. A...
Modern Maui Condo with Pool - Steps from the Beach, with A/C, Full Kitchen
Experience this Maui dream condo, Blue Wave, located in the heart of Kihei! Delight in this comfortable, modern one-bedroom, air-conditioned home that can accommodate up to 3 guests. Located on the ground floor, the unit conveniently opens up directly from the patio...
Poipu Kai Makanui 422 - Two-bedroom Garden View condo on the island of Kaua'i.
Poipu Kai Makanui 422 - Two-bedroom Garden View condo on the island of Kaua'i. Primary bedroom: King BedPrimary bathroom: full bath ensuite with shower/tubBedroom 2: QueenSecond bathroom: full bath with single showerLivingroom: naAC: naLaundry: in condoBrew coffee...
Cozy 2BR Condo Great for Families
We invite you to take in the state’s stunning Central Coast at Pismo Beach. Perched on an oceanfront bluff overlooking a beautiful beach, our hotel features inviting spaces, the area’s premier spa, and delicious coastal cuisine. Throughout your visit, you’ll find...
Rare Penthouse Ocean View Unit 3bd/2bth Upgraded
Welcome to one of Kihei's best-kept secrets- a top-floor, corner-unit penthouse at Kamaole Beach Royale, now available.3Bd/2Bth luxury condo offers unmatched privacy, panoramic ocean views, and exclusive developer upgrades. Perched on the 6th floor, this spacious...
Ko'Olina Beach Club 1 Bed Villa
If you want to truly relax, follow the thousands who have stayed at the 640 acre gated premium vacation ownership resort, Marriott Ko Olina Beach Club. Nestled on the West side of Oahu, this resort is surrounded by clear blue waters and a picturesque lagoon. Soak up the...
Ocean Tower by Hilton Grand Vacations Club - Studio Penthouse Premier - Ocean View - SH3
*** Sanitation/Cleaning Update ***We understand that our guests’ expectations for hotel cleaning and disinfecting have changed. That’s why we’ve taken additional measures beyond our industry-leading cleaning standards by partnering with RB, maker of Lysol &...
Alii Cove HH21 Beautiful Top Floor Spacious 3 Bedroom with AC
Peaceful Oceanview Retreat at Alii Cove – 3BR Top-Floor Condo in Kailua Kona Escape to the sun-kissed shores of Hawaii’s Big Island and experience the ultimate island getaway at our stunning 3-bedroom, 2-bathroom top-floor condo at the highly sought-after Alii Cove...
A little piece of Aloha at our North Shore Tiny Hale
Stay comfortably in Kahuku at this 1-bedroom mobile home. The cozy space features 1 queen bed in the upper bedroom loft and a quaint living room. With AC to keep you cool and a shower in the bathroom, you'll have everything you need for a fabulous stay. Enjoy your time...
Kiahuna Plantation Resort 418 Partial Ocean 1 BD
- 3rd floor condo with lanai- Walk-up, no elevators- Kitchen includes granite countertops, full stove top and oven, microwave, full size refrigerator, dishwasher, coffee maker, blender, toaster, cookware and tableware- Bedroom with 1 king bed- Queen sofa bed in living...
KKN 13231 New Listing Kihei Condo w Pool Conveniently Located Across from Beach
Kihei Kai Nani 13231 NEW LISTING Experience Kihei and Wailea from this Conveniently Located Condo Across the Street from the Beach at Kamaole 2! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
Waipouli Beach Resort B402 Ocean View 2 BD 3 BA
- 4th floor spacious condo with 3 balconies- 1,312 square feet / 122 square meters- Maximum 6 persons including children and infants- 1 king bed, 1 queen sofa bed, 1 Queen Bed- Crib on request at no charge- Aerobeds on request at 15 USD per night- TV with cable channels...
Lush Garden View w/A/C, WiFi and Lanai-Kamaole Sands
Kamaole Sands - Unit #8103 On The Ground Floor: This charming one-bedroom/two-bathroom unit features light rattan furniture with pops of color in the accent furniture and artwork. The open-concept layout and design were created with to create a relaxed ambiance.Upon...
KAS 8409 Ocean Views from this Freshly Updated 2BD Kihei Maui Condo
Kamaole Sands 8409 NEW LISTING Enjoy Ocean Views from this 2Bedroom, 2Bathroom Condo, Conveniently Located Within Walking Distance to the Beach! FREE daily activities included with your stay value up to $554! Complimentary admission, every day of your stay*: Whale...
Penthouse Condo with Ocean & Diamond Head Views at The Windsor
This property requires a minimum 30-day rental. Book with confidence—professionally managed by Ali'i Beach Rentals, an award-winning property management company.*This property is new to our inventory, so reviews are on the way! Rest assured, it has been carefully...
Pool House Studio with King Bed – Poolside Retreat
Stay poolside in this spacious 484 sq. ft. studio featuring a king bed, a sofa bed, and a convenient wet bar. With modern amenities like air conditioning, free Wi-Fi, and a flat-screen TV, this studio is perfect for a laid-back and refreshing escape.Key Features: •...
Coconut Plantation 1100-2: Elegant 3BR Condo Near Beach & Golf
This property is offered as a monthly rental. Although full-month occupancy is not required, the monthly rate remains fixed and applies in full, regardless of the number of nights stayed, as prorated rates are not available.Welcome to Coconut Plantation 1100-2 by...
Best 3 bed villa by the beach
Summary:Treat yourself to vacation of a lifetime in this tastefully remodeled villa that opens to beautiful sunsets every night. Located across the lake (short walk) from golf, shopping, coffee, beach. King bed on 1st floor with no steps. Oversized main with king bed,...
Walk to Beach from Lux Condo w/Hilton Pool Pass
When you stay at our 3/2 nestled between the Hilton and Marriot, you're steps to the beach and a 5-10 minute walk to shopping, groceries, beach-front dining, a luau, a movie theatre and ancient ruins. The location simply does not get better in this resort area!Located...
Breathtaking Location! 2 Modish Units, Near Hulihee Palace, Kona Snorkel Tours!
Your adventure to the Kona Coast starts at this oceanfront Big Island property, just steps away from the sun, sand, and surf. Guests will enjoy spectacular dining options, including a waterfront restaurant and poolside bar. The on-site spa and fitness center offer a...
Paradise resort home in Ko Olina Coconut Plantation
Welcome to your dream vacation home at Coconut Plantation - the most amazing destination in Ko Olina! Whether you're looking for a breathtaking sunset, a romantic getaway, a fun beach stroll, an exciting round of golf or a relaxing spa retreat, this resort has got you...
Lahaina Shores 533: Romantic Oceanfront Studio
Lahaina Shores 533 – Oceanfront Romance & Unforgettable ViewsPerched on the 5th floor of the beloved Lahaina Shores Beach Resort, this beautifully renovated studio offers an unbeatable combination of modern luxury and timeless island charm. With first-class décor,...
Serene Makaha Retreat
Discover serenity at our home. 3 beds, 2 baths, steps from world class Makaha beaches. Enjoy a spacious retreat with a fully equipped kitchen, outdoor BBQ, and scenic views. Nearby hiking, golf, and local attractions. Safe and convenient. Your Hawaiian escape awaits!
1BR Waikoloa Village Condo - 1 Bath, 2 Beds
Marriott's Waikoloa Ocean Club is a paradise in paradise, where the ancient love story between the goddess Pele and Kamapuaʻa comes to life and inspires every detail. From the island's lush green flora and pristine waterfalls to its fiery red volcanos and black lava...
Cozy studio condo with AC and WiFi in charming Koloa/ Poipu
Nestled in Koloa, this delightful condo is a tranquil oasis for guests seeking a serene getaway. With a cozy bedroom and a well-equipped bathroom featuring a shower and hair dryer, this gorgeous property provides all the comforts of home. Enjoy modern amenities like...
Makani A Kai A4 - Oceanfront Walkout - 15 feet from beach
Oceanfront Escape at Makani A Kai A4 – Maalaea, Maui. Welcome to your own slice of paradise on Maui's southern shore! This 1B/1B walkout sits on the beach in Maalaea, offering breathtaking ocean views, and private access to 3 miles of the secluded sandy Sugar beach....
Royal Kahana Maui 605 Ocean View Studio
- 6th floor condo with balcony- Updated kitchen with granite counters and stainless steel appliances includes stove, oven, refrigerator, microwave, coffeemaker, toaster, coffee starter kit, blender, tea kettle and complimentary tea- Tiled entry, kitchen, bathroom and...
Comfortable Studio for 2 | Full Kitchenette
Spend your next vacation discovering the beautiful beaches and stunning hikes in Oahu! Our comfortable Studio for 2 is conveniently located close to numerous shops and restaurants! Soak up the sun on Waikiki Beach, only 7 minutes away. We think you'll love:• Studio...
Kanaloa at Kona Partial Ocean View 2 Bedroom
- Condos located on 1st or 3rd floors- Private balcony with wet bar- Kitchen features stovetop, oven, refrigerator, microwave, dishwasher, coffeemaker, blender, disposal, cookware and tableware- Master bedroom with 1 king bed or 1 queen bed and private bathroom with...
Oceanfront Suite with Private Balcony at OUTRIGGER Waikiki Beach Resort!
Looking for a beachfront getaway in Waikiki? Look no further than this convenient property! Just minutes from the most popular attractions, the excitement of Waikiki is all around you! With comfortable amenities and authentic Hawaiian hospitality, you'll have everything...
Tropical Tranquility and Sunset Views! Maui Vista 2223
Tropical Tranquility and Sunset ViewsWelcome to your perfect Maui getaway! Nestled in the heart of South Kihei in the desirable Maui Vista Resort, this beautifully renovated condo offers the ideal blend of comfort, convenience, and island charm. Whether you’re seeking...
1 Bedroom Condo-Princeville, Kauai-Family Friendly!
Perched above the sparkling waters of Hanalei Bay, this resort offers families a front-row seat to some of Princeville’s most awe-inspiring natural beauty—from the dramatic Na Pali Cliffs and iconic Bali Hai Mountain to cascading waterfalls, golden beaches, and palm...
Moani Heights 9013 - Luxurious Island Retreat
Rest and recharge in this luxurious four-bedroom, four-bath island retreat, where indoor comfort meets stunning outdoor living. The open-concept kitchen and living area flow seamlessly onto a spacious, furnished lanai, perfect for enjoying the coastal breeze. Step...