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.
Off grid house with almost 100 fruit and veg plants, close to green sand beaches
Tropical 2 acre farm like setting, minus the animals except maybe for some wild chickens running around. Coffee plants, bananas, loquats, pineapples, liliquoi, 5 kinds of citrus, ground cherries, dragon fruit, and more... (fruit is not available year round so please...
KKSR2204 DIRECT OCEANFRONT CORNER UNIT!!! 2nd Floor, Wifi, BREATHTAKING VIEW!
Welcome to the page of our gorgeous Keauhou Kona Surf & Racquet Club#2-204! DIRECT OCEANFRONT CORNER units are extra special here. The lanai is extended for extra space. 2nd floor, so only 1 flight of stairs! This property is absolutely spectacular. The owners have...
Kaha Lani Resort #311, Great Ocean and Sunrise Views, Steps to Sandy Beach
Kaha Lani Resort #311, Ocean View, 3rd floor end unit, Kauai Vacation Rental located in Wailua, Kaua'i. Steps to sandy beaches, surrounded by parks, a golf course, and the ocean. Relax to the sound of the waves. Accommodates up to 4 guests, including children and...
SUNSET BEACH OHAU HAWAII - BEST VIEW ON THE NORTH SHORE
Beach tree house feel , have sunset drinks over looking sunset beach or watch the world famous sunset surf break, totally separate 2nd story beach house with loft that the kids love, 2 minute walk to the beach one way or the sunrise shack the other way.
Refreshed North Shore Retreat W/AC, Community Pool & Tennis!
Refreshed in 2024, this beautifully updated home is the ultimate North Shore retreat, located in the prestigious Sunset Drive neighborhood—one of Princeville’s most sought-after communities. Guests enjoy exclusive access to a private clubhouse with a pool, tennis...
❤️PiH❤️ Coco Cabana ~ Hilton Pool & Waterslide Passes ★ Newly Decorated ★ Bikes
Brought to you by Paradise in Hawaii Luxury HomesWelcome to Coco Cabana, a part of our Hawaiian Luxury Collection. Coco Cabana at KaMilo is a gorgeous 3 bedroom, 2.5 bathroom home, with two master suites. This beautiful home has been newly decorated with stylish brand...
Beautifully Remodeled 2 Bedroom Waikiki Condo - Sleeps 6!
Experience modern comfort in this beautifully remodeled 2-bedroom corner condo at the iconic Ilikai Hotel. Featuring elegant travertine flooring throughout, spa-like bathrooms with travertine showers, and a fully upgraded kitchen with high-end granite countertops and...
Timeless island charm and breathtaking views
Papakea D208 is a 1-bedroom, 1-bathroom condo featuring amenities such as an ocean view, a washer/dryer, and air-conditioning. Located on the second floor, this condo can comfortably accommodate up to 4 guests with a Queen bed in the bedroom and a Queen sleeper sofa in...
Napili Shores H-166 - Full Remodel Summer 2024 - $750 Free Daily Activities
Napili Shores Resort H-166 Full remodel Summer 2024 - new kitchen and bathroom, updated furnishings ... enjoy the brand new space! Perfect for family vacations, the lanai of this ground floor 1-bedroom / 1-bath Napili Shores condo extends into the grass and landscape of...
Kahana Villa E-210 - Affordable Maui Location - Free Activities - Walk to 'S' Turns Beach
Kahana Villa E-210 Enjoy your Hawaiian escape at this spacious, updated one bedroom/ one bath Maui vacation property. It is perfect for a couple or small family of up to 4 people. Best of all, stay for far less than half of what most hotels nearby charge with the added...
Corner condo on golf course with pool & hot tub access, & private washer/dryer
Shores at Waikoloa 135Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Make yourself at home in this beautiful garden-level condo in the Shores at Waikoloa! After a day of golfing,...
Top-floor beach condo with sweeping oceanfront views - steps to pool & hot tub
Islander on the Beach 353Our 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...
Puamana Ocean Front Tropical Paradise 226-1
Aloha to Maui Dream family vacation in a 4 bedroom 3 ½ bath spectacular ocean front condo at 226-1 Pualei Dr. in Puamana, Lahaina. This idyllic escape with unparalleled views and natural beauty is about 100 feet from the ocean. A beautiful grass area and palm trees are...
Ocean Front Condo at The Royal Sea-Cliff Resort
Amazing studio with ocean views. Enjoy the salt water and fresh water swimming pools and hot tub that overlook the Pacific. Have fun at the tennis court and take advantage of the outdoor BBQs. The resort is in a convenient location that is just 1 mile from the charming...
Papala Place at Kahakai Estates by Gather: Luxe Poolside Oasis
This private four-bedroom retreat within the gated Kahakai Estates blends elegance, space, and island charm. With partial ocean views, lush gardens, and a resort-style pool area, Papala Place offers a serene escape just minutes from Kailua Kona’s beaches, shopping,...
Romantic Villa--Lovely Pond & Ocean View Studio
Our luxury condo is set in a tranquil location on the first hole of the famous golf course at Turtle Bay Resort. With a peek-a-boo ocean view, full view of a pond and the golf course, it is ideal for couples looking for a romantic hawaiian experience. In addition, the...
Papakea E203 Oceanview - Lahaina, HI
Papakea Resort E203Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Step inside Papakea E203 and breathe easy. You're on your Hawaiian vacation now! Take in lovely views of the ocean...
🏖️Quiet Complex | AC & WIFI | Well-Equipped | vrKCV
vrKCV - Casa de Emdeko 311, Professionally Managed by Kona Coast VacationsCasa De Emdeko #311 – Partial Ocean View Comfort in an Oceanfront ComplexWelcome to Casa De Emdeko #311, a charming two-bedroom, two-bathroom condo located within the beloved oceanfront Casa De...
Wailea Grand Champion Golf Villa 2 Bdr/2 Bath
6th night free! discounts applied when booked. offer good until Dec 15th 2025.Comfortable and spacious 2 Bedroom + 2 Bathroom paradise condominium at the Wailea Grand Champion Golf Villas. A fully stocked kitchen for home-cooked meals and a private lanai for outdoor...
🏖️Fairway & Ocean Views | Updated Top Floor | AC | vrKCV
vrKCV - Kanaloa at Keauhou 405, Professionally Managed by Kona Coast VacationsPerfect Setting in Keauhou - Experience the Best of the Big IslandKey Features: Bedrooms: 2 large bedrooms, each with a king bed Bathrooms: 2 bathrooms, each with combo Tub / Shower Kitchen:...
Great Downtown 1-Bedroom, only a block from the Ocean!
Please note, effective Jan 1st. 2026, Hawaii`s Transient Accommodations Tax will increase from 10.25% to 11% for all stays with an arrival in 2026 forward. We may need to collect the tax difference to secure and finalize your booking. We will contact you to confirm the...
Makani Sands #301 Corner 3brm Townhouse on Ocean
Makani Sands #301 is a spacious corner 3 Bedroom, 2 1/2 Bath townhouse on the 3rd & 4th floor corner, with an incredible view of the ocean. Decorated in a traditional Hawaiian style, this beautiful townhouse comes equipped with 3 cable TVs. There is a full kitchen...
Waterfront Condo w/ Partial Ocean View, Resort Pools, Hot Tubs - Family Friendly
Honua Kai - Konea 446Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Escape to Paradise at This Upscale Maui CondoIndulge in the ultimate oceanfront getaway at this luxurious...
Fairway Villas I-23 2 bed 2 bath on golf course
Summary:Find your Hawaiian retreat in this welcoming 2-bedroom condo in Waikoloa. Enjoy resort amenities, easy beach, golf, and shopping access. This family-friendly apartment has a fully equipped kitchen, private balcony, and air conditioning for a comfortable stay.The...
Luxurious Maui Getaway w/ Panoramic Ocean Views!
Wake up to the calming sounds of the sea with a stay at this luxurious Maui condo! The 1-bedroom, 2-bathroom Wailuku vacation rental is ideally located for exploring the lush and mountainous landscape of the island, with Maalaea Harbor, Baldwin Beach Park, and Iao...
Aloha Condos, Napili Bay Resort, Condo 216, Beach View
Napili Bay Resort Condo 216 is ideal for couples, just steps from a beautiful beach. Guests praise its excellent location, quiet garden view, and cozy Old Hawaii vibe. The studio is well-equipped, with comfortable furnishings, beach gear, and a responsive owner....
15th Floor Studio at the Luana Waikiki Hotel
Beautiful high floor studio at Luana Waikiki, a fantastic boutique building located in the heart of Waikiki. The room sleeps 4 in a queen size bed and a full-size sleeper sofa. The kitchenette features granite countertops, under-counter fridge, microwave, 2 burner...
Spectacular Oceanfront 2 bedroom Villa with Sweeping Views, AC & pool.
Introducing our exclusive Oceanfront 2-bedroom Alii Villa, just 30 feet from the water! This luxurious home boasts an expansive great room with panoramic ocean views that seamlessly extend to the covered oceanfront lanai, offering the best sunset views in Maui. The...
Turtle Bay Luxury 2 Bedroom. Upper Floor with Upgrades. 90/TVU-0512
Come relax and play at our Turtle Bay hideaway. Our lovely 2 story condo is perfect for families or couples who like more spacious accommodations while staying here at Turtle Bay. Vaulted ceilings and a large lanai add to the feeling of roominess. Well stocked, gourmet...
GREAT HOME LARGE FAMILIES
Wonderful single family home with three bedrooms plus small den area off of master. Great for a family. Additional 1 BEDROOM Granny Flat has queen with a futon in the sitting area.WIFI upgraded to best Hawaii has to offer.Washer and dryer, wireless internet,...
Maui Oceanfront, Top Floor Ocean View in Kahana Reef
Hurray...after three years, construction on the sea wall is complete with new landscaping, new steps to the ocean and beach. It looks beautiful. Also, because of COVID-19 we have updated our cleaning process to include complete sanitation of the condo including all...
Professionally decorated 2bd ocean view condo
Papakea G302 is a 2-bedroom, 2-bathroom condo located on the third floor and can accommodate up to 6 guests. In the living room, you will find a Queen size sleeper sofa, bar stools, and dining table with chairs for four. You will also find a flat screen TV with cable...
Heart Of Waikiki, Perfect Location, Free Wi-Fi
239 sq/ft, super clean, all brand new furnishings and appliances, free Broadband and Wi-Fi Internet. Queen-size bed with designer linens, comfortable memory-foam mattress, and a premium brand pillows.40' flat screen Samsung Smart TV, browse Internet from your TV, watch...
Bungalow 1 with large kitchen, outdoor private shower and 1/2 bath.
On half acre of lush tropical setting, minutes away from the historic Holualoa village, (driving), home of the best coffee in the world, also 10 minutes away from Kailua-Kona and beaches, (driving). This room has its own private bathroom and kitchen with an outdoor and...
Laie Ohana Escape - AC Bedrooms, near beaches, PCC
*PER COUNTY REGULATION THIS PROPERTY ONLY ACCEPTS 1 BOOKING PER 30 DAYSAIR CONDITIONING in every room. Wow! This newly remodeled 5-bedroom, 2-bath home speaks comfort and convenience. Aside from having cool and relaxing bedrooms, the home interior has a bright and fun...
2bd with ocean views, steps from beach
Kana'i A Nalu 210 is a 2-bedroom, 2-bathroom condo located on the 2nd floor and offers an ocean, pool, and garden view along with 2 split A/C units, and a private washer/dryer. This property has an elevator for easy access. Unit 210 can accommodate up to 6 guests. The...
Beautiful Home Just Up From Brennecke's Beach w/Free WiFi and Ocean Views
Hale Kahanalu #3Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Just walking distance to two world-class beaches, this lovely two-bedroom home is close to everything Southshore has...
Tropical downtown suite w/private hot tub & gazebo, washer & dryer, patio
Kailua View Estates -HoeneOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'A serene paradise located just two minutes from downtown, this thoughtfully upgraded five-bedroom, five-bath...
414 - Gorgeous 2 Bedroom Oceanfront property with A/C!
Enjoy Hawaiian Paradise in our comfortable fourth floor, two bedroom, two bath, air-conditioned oceanfront condominium (830 sq ft). Kihei Surfside 414 features a relaxed environment with a tropical ambiance. We are very pleased to share the modern and spacious feel...
New Listing! 45 Seconds to Maui's Sugar Beach, Beautifully renovated Kihei Bay Vista B-102
Kihei Bay Vista B-102 is located just a 45 second walk to the longest stretch of white sand beach on Maui, this air-conditioned condo is fresh, newly updated, and completely furnished to host your romantic Maui getaway or family (up to four) adventure. Spectacular Sugar...
Elegant 3BR Ko Olina Beach Villa O505 Pool & Ocean View Luxury Escape
Welcome to Ko Olina Beach Villa O505 by Gather, a splendid 3-bedroom, 2.5-bathroom retreat in Kapolei, HI, designed to host up to six guests in a perfect blend of luxury and comfort. Perched on the 5th floor, this villa offers breathtaking views of the pool and ocean...
Keauhou Akahi Condo; Beautiful Ocean Views. Peaceful, Clean, Newly Renovated.
Fully Furnished Condo, with easy access. Our remodeled unit features recently upgraded master bedroom suite and full bath. *Free High Speed WiFi/ Internet to stay connected with streaming CATV. * Well maintained and meticulously cared for with just a few steps to the...
**SPRING SPECIAL*** Relax with Ocean breezes! Includes BBQ, Wifi, A/C in Bedrooms
Oceanfront Escape at Kahaluʻu Bay – Premier Location on Aliʻi DriveWelcome to your oceanfront retreat overlooking the turquoise waters of Kahaluʻu Bay. This beautifully updated 3-bedroom, 3-bath home sits directly on iconic Aliʻi Drive and offers unobstructed...
North Shore Turtle Bay Condo - Kuilima Estates East
750 sq ft ground one bedroom condominium with a full kitchen and glass top stove. A full bathroom, screened in lanai looking out over Turtle Golf Course, open living area with a flat screen TV and couch. This peaceful and private space is located on the grounds of the...
Oceanfront Condo/Hawaiian Style. 1Bd, w/AC & Wifi
Honu's Hideway-a newly renovated condo with all the amenities, located just steps from the warm tropical waters and on Ali'i Dr a few minutes from Old Kona town Enjoy swimming, snorkeling sun bathing or surfing at Banyons, a local favorite. Swim, sun and enjoy the hot...
Kaha Lani Resort #224, Oceanfront, Sunrise Views, Walk to Lydgate Beach
Kaha Lani Unit #224 , Oceanfront Beachfront Resort, Wailua, Kauai. Steps to sandy beaches, surrounded by parks, a golf course, and the ocean. Relax to the sound of the waves. Enjoy one of Kauai's favorite "hidden secrets" at the Kaha Lani Resort! Oceanfront 2 bedroom, 2...
Gorgeous Luxury Ocean View 1 Bedroom Kamaole Sands 10-304
Book with us and come to Maui to explore everything we have to offer!Sought after building 10 third floor unit with large lanai lanai and ocean views. Constantly getting updated from the new owner with new TV's, new refrigerator, new lights. Air conditioning in both the...
Tropical oceanfront retreat with WiFi, hot tub, pool, and sweeping ocean views
Paki Maui 122Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Treat yourself to a vacation you'll never forget when you reserve your spot at this oceanfront getaway in Lahaina....
KS 725 Kaanapali 2BD in BeachFront Resort w Ocean Views
Kaanapali Shores 725 Ocean Views with Crystal Blue Waters 2Bedroom on Kaanapali Beach KAANAPALI SHORES IS A HOTEL ZONED LEGAL VACATION RENTAL PROPERTY FREE daily activities included with your stay value up to $570! Complimentary admission, every day of your stay*: Whale...
Perfect North Shore, Oahu Vacation House.
This charming property is located in the heart of Oahu`s North Shore coastline. This gated property is located on a bike path so walk, bike (or drive) to Waimea Bay, Sunset Beach, Pipeline and Shark`s Cove. Grocery store and coffee shop is close by. The property offers...