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.
Large Sunny 2BR/2BA, Great Beach. Price for 5 or more nts includes Tax/Cleaning
THIS CONDOMINIUM IS A LEGAL SHORT TERM RENTAL(STR).Minimum stay 5 nights. Maximum number of guests is 6, including infants.LATEST REMODEL SEPTEMBER 2014NEW: 400Mbit 802.11ac internet speed!!!Unit A-412: An airy, open floor plan and a location just steps to Kamaole Beach...
Pili Mai Family Condo 6G, 2 Bedroom, 2 Bath, Plus Loft with Queen Murphy Bed
Two Bedrooms, 1 King bed, 1 queen bed, 1 queen murphy bed, and 1 queen sofa sleeper, 2 bathrooms, nicely upgraded, washer and dryer in unit, lanai, golf course view, great complex amenities.If Sunny Poipu is your vacation choice, 6G at Pili Mai is a great option with 2...
Waikiki Shore 1 bedroom with large lanai on Waikiki Beach - free parking & WiFi
Waikiki Shore one bedroom upgraded condo with full kitchen overlooking Fort DeRussy park and famous Waikiki Beach. Walk outside to the sandy beach or to many nearby shops and restaurants. Enjoy the extra large lanai with views of beautiful palm trees, the beach and the...
Island View - Studio - Marriott's Maui Ocean Club: Lahaina, Napili Villas - Full Resort Access
Enjoy a luxurious stay for a fraction of the cost. Typical savings range from 30-70% when comparing our rates to direct resort bookings. All of our units are managed and maintained by the resort. Upon arrival, guests will check-in at the resort’s front desk using their...
2 Bedroom, Corner Condo 20 Steps from the Beach... Oceanfront!
A touch of Old Hawaii...this charming, comfortable, up-to-date, 2 bedroom corner condo is located on the ground floor of the two story 12 unit Pikake Condominiums in Honokowai. No long treks from the parking lot... our parking is close to our front door. The beach and...
NEW! Ocean View, Minutes to Beach - Nihi Kai 806
Experience the epitome of family-friendly vacationing at Nihi Kai 806, just a stone's throw away from the pristine Poipu Beach and Brennecke's Beach. Embark on a leisurely five-minute stroll to indulge in swimming, snorkeling, and boogie boarding or simply bask in the...
"A Little Peace of Heaven" is an adorable picture-perfect home to experience Aloha! The sweetest place for a Romantic getaway! And just as fabulous for a family, as the second bedroom has a new Nectar queen mattress for friends or family.The living/dining room overlooks...
Condo in private 38 unit oceanfront! A/C, #214
Attractive second floor two bath unit in private 38 unit complex Mezzanine bedroom has King bed, downstairs bedroom with 2 twin beds(can be made into 1 King). Spectacular view of the Cove and Molokai Island across Pailolo Channel. The Cove is home to dozens of turtles...
Hale Kahakai, Beautiful Haena Beachfront home!
Come experience the beautiful Garden Island of Kauai at Hale Kahakai; which means House by the Seashore. This plantation style beachfront home features spectacular ocean views from the Lanai. Experience the leisure of relaxing on the lanai listening to the sound of the...
Pali Ke Kua 229 Enjoy ocean views, Top Floor Condo
Perched on the bluffs overlooking the Pacific, Enjoy gorgeous white-water views and ocean breezes from the lanai of our top-floor condo in Pali Ke Kua on the beautiful North Shore of Kaua’i.Our 2 bedroom, 2 bath condominium was recently renovated with unique granite...
Luxury Home With Amazing Ocean View Above Kealakekua Bay -BIG lanai with HOT TUB
Welcome to the White Kona Whale House – a newly built LUXURY designer home with a spacious 6-person HOT TUB and breathtaking 180-degree coastline views overlooking Kealakekua and Honaunau Bays.This 2,300 sq ft top-floor residence offers a perfect blend of comfort,...
HM A207 Remodeled OceanFront 1BD w Ocean View
Hale Mahina A207 Spacious OceanFront 1Bedroom with Ocean Views for Whale Watching and Enjoying Year Round Indoor-Outdoor Living with Colorful Sunsets Enjoy wonderful direct ocean views from this beautifully remodeled and updated corner condo. Hale Mahina A207 is a...
Aloha Condos, Kanaloa at Kona, Condo 1904, Oceanfront, AC
Unit 1904 in Kanaloa at Kona is a top-floor, air-conditioned luxury condo located in Kanaloa at Kona. Spacious 3 Bedroom, 3 Bath Condo Fully equipped Gourmet Kitchen Cable TV in 2 Rooms Ceiling Fans Throughout (6) • Oceanfront Location• Sunset Views Year Round• Quiet,...
Special quiet, romantic, cozy home in a special place, Heavenly Hana. Lucky you!
The house sits in the middle of the 4 acres surrounded by lawn, flowers, fruit trees and forest. Guests are welcome to harvest the fruit and flowers. It is very quiet, and on clear nights it is like a bowl of stars turned upside down on our land.Both bedrooms have top...
DIRECT BEACHFRONT Condo at Sugar Beach Resort
Unit 115 comfortably sleeps 4 - King size bed in bedroom and queen hide abed in living room. TV is located in the living room . Fully furnished unit including beach towels and beach chairs. Views of Haleakala and West Maui Mountains from your lanai - amazing sunsets...
Honu House; Unit 209, Amazing views!! Watch the turtles & whales from lanai!
Honu House, unit 209 is a corner unit, in an oceanfront complex located in Honokowai, just minutes away from downtown Lahaina! This unit does NOT have A/C. Second floor condo with an ocean view and just steps from access to the ocean. The unit is freshly painted through...
Fantastic 2bd ocean view condo near beach
Papakea J406 is a 2-bed, 2-bath condo with stunning blue hues, modern furnishings, Maui-inspired designs and artwork. J406 can host up to 5 guests and there is a queen-size sleeper sofa in the living room for additional sleeping space. Upstairs is the loft bedroom which...
Luxury Ko Olina Beach Villa Ocean View steps frm White Sand Beach
Located next to Disney's Aulani, along a two-mile stretch of Hawaii's most pristine white sand beaches, Ko Olina Beach Villas Resort offers luxury residential accommodations perfect for family vacations. The 2 bedroom villa features expansive, inviting suites that blend...
2 Bathroom 1 Bedroom New Unit K202 Maui Eldorado
Enjoy your next vacation at the Maui Eldorado in this newly designer-decorated modern ocean view 1 bedroom, 2 showers bathroom condo. Very private, this top floor unit with over 1000 sq. ft of living space, is just a few convenient steps to parking at the lobby (no...
Private Kona Villa, Pano Ocean Views! Walk to Magic Sands, Private Pool & Spa
E’ Komo’ Mai’ ... Welcome to our Kona Gold Coast!Discover pure tranquility in the breathtaking Kahaluu-Keauhou area of Kona, and the Big Island ... where Time slows down ... and our Kona local entertainment is simply the best ... Indulge in opulent comfort at our...
Lush tropical escape with pool, hot tub, & tennis in a prime location
Shores at Waikoloa 323Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Dig your toes into the sand and listen to the waves crash when you book your island escape to this Hawaiian...
Affordable Luxury Mauna Lani Condo in Beautiful Location
Location, Location, Location with affordable Luxury! You will love staying at our beautiful and well maintain luxury second floor condo at the Palm Villas in the Mauna Lani Resort. Palm Villas is a privately gated, small complex centrally located in the heart of the...
Aloha & welcome to beautiful Hanalei Bay Resort ocean view room 9104,5,6
The Muxlow's Hanalei Home Upon waking up you feel the sea breeze brush your face through the open lanai, at the same time the sound of the ocean sends its rhythmic music to soothe you. Hanalei's beauty has already touched you and your not even out of bed. You pour your...
Lae Nani 328 has a great view from the 2nd floor!
Summary:Great view from this Kauai second floor condo. This unit is updated and spectacular.The Space:This Lae Nani condo is just right for your Kauai vacation. An updated kitchen, baths and wood flooring in the condo. A king bed in the master bedroom, and a queen...
Stunning views over the Pacific Ocean
Sunset views over the ocean to Lanai and Molokai islands. On the second floor of 3 story building set on acres of ocean frontage. Sleeps 4.Snug and beautiful 1 bedroom apartment, recently remodeled. A truly functional and well-equipped kitchen - granite countertops,...
Near to Volcano Village and Golf Course
Welcome to Fern Forest Hale - A 3 Bedroom, 2 Bath Vacation Home Near Hawaii Volcanoes National Park, Volcano Village and Golf Course! This beautifully decorated newly constructed home is the perfect locale for sightseeing the east side of The Big Island. From here,...
This grand Victorian is located on prestigious Reeds Island -- a hidden jewel of Hawaii's Big Island! Situated on the Wailuku River, Reed's Island was once home to royal Hawaiian families and is only minutes from Hilo's historic downtown, Bay Front and the popular...
Serendipity Kauai: 4BR Garden Paradise - 5 Min Walk to Beach
Welcome to Serendipity Kauai-a fully remodeled 4 bed/3 bath home set in a lush tropical garden. Located on a quiet cul de sac, we are a few steps off the Poipu Kai greenbelt where you can walk to the fabulous surroundings: 5 min. to Shipwreck Beach, 10 min. to Poipu Kai...
Waipouli Beach Resort Penthouse Oceanfront Jewel "A" Building - Best of Best
Oceanfront! "Oceanfront Jewel" Located In "A" Building Closest To The OceanOceanfront! Experience your dream vacation in this exquisite condo, the "Royal Oceanfront Jewel" of the newly built Waipouli Beachfront Resort & Spa featuring 2-acre fantasy pool, waterfalls,...
Oceanfront with Million-Dollar View and NO FEES
Welcome to Papakea, a NO FEE resort on the West Side of Maui. All Papakea Resort amenities such as parking, WIFI, cable TV, pools, hot tubs, putting greens, tennis & pickle ball courts, and 24-hr security are now FREE.So, you've found the PERFECT place for memorable...
Luxury Kapalua Villa with Breathtaking Ocean & Golf Course Views! No Resort Fees
Escape to paradise in this stunning, newly remodeled one-bedroom, 1.5-bathroom villa in the heart of Kapalua Resort! Nestled along the 4th Fairway of the World-Class Kapalua Bay Golf Course, this villa offers serene surroundings, spectacular ocean and island views, and...
Corner Unit, Close to Shops, Restaurants, Coconut Grove, Grassy Play Areas
Aloha and Welcome to Hale Kailani 22E in Hali'i Kai at Waikoloa Beach Resort. Discover the captivating allure and serenity of the sunny Kohala Coast on the magnificent Big Island. Embrace the renowned Waikoloa Resort as you embark on a journey to Hale Kailani at Hali’i...
Enjoy OUR Luxurious AIR Conditioned Home 150 FT. from the Beach.
1) Rental agreement must be signed, scanned, and emailed back through VRBO's system.2) Please review our detailed cancellation policy consistent with our rental agreement:________________________________________________________________________Kahana Sunset is an ocean...
Mamalahoa Mountain View Luxury Condo
Enjoy the awesome view of the Hanalei Mountains from most rooms in this Ali`i Kai condo. Recently upgraded and updated, you`ll appreciate the all-new luxurious furniture and finishes along with a fully stocked gourmet kitchen.Perfect for couples or a family with two...
Captivating Views W/Kitchen and Lanai-Poipu Shores
Where the sky meets the sea, this oceanfront hideaway offers an enchanting blend of natural beauty and vibrant sunset hues. This oceanfront townhouse is designed with island-inspired décor and a spacious two-level layout perfect for relaxation. With 2 bedrooms and 2.5...
Breathtaking ocean vistas from Waikiki Shore luxury penthouse suite!
Waikiki Shore Penthouse #2 – 2161 Kalia Rd.You'll never want to leave this 1-bed/1-bath penthouse suite at Waikiki Shore. Enjoy unbeatable sweeping ocean views from every room. Relax in style on your spacious private lanai and take in the mesmerizing Hawaiian sunsets...
A403 - 1 Bedroom Fully Remodeled
Maui Kaanapali Villas (MKV) is set on 11 acres of beautifully landscaped grounds located on one of the finest beaches in West Maui. With its low-density design and large ocean frontage, the resort never feels crowded. In recent years, MKV has completed a multi-million...
Kiahuna Plantation partial OceanView,top floor,4 min walk to beach, pool,gym,+AC
Welcome to the famed Kiahuna Plantation Resort, located on the very desirable Poipu Beach. The Kiahuna sits on 35 acres of lush, tropical gardens, with orchids and lily ponds and boasts an expansive beachfront lawn surrounded by palm trees. The beach is a short stroll...
Incredible Direct Oceanfront Views!
New Owners, Completely remodeled throughout!1 bed (Cal King), 1 bath, beachfront condo, Free Wi-FiYou Can Not Get Closer to the Ocean on Maui!This romantic getaway is quiet & private yet central to everything. Please scroll through all of the information and photos...
KBM Resorts | FREE CAR | Honua Kai Hokulani | Ocean view | 2-Bedroom Condo, Sunsets HKH-406
** 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...
Waikoloa Beach Villas E33 - Luxury Private Top Floor Villa and BBQ on Lanai!!
Aloha and welcome to our 2 bedroom 2 bath villa located in Waikoloa Beach Villas. This beautiful 2 bedroom, 2 bath villa has everything you need for a great vacation on The Big Island of Hawaii. Master bedroom has a king bed and on suite bath. Guest bedroom has 2 full...
Large condo in Princeville, G.C. View. Sleeps 6, 2 bedroom with loft 2.5 bath
2 master bedrooms, 2 1/2 baths with a loft. 2nd floor unit, sleeps 6 comfortably. Fully stocked kitchen, full sized washer/dryer, assigned parking, color TVs with cable, VCRs and wifi, two lanai decks.Swimming pool and jacuzzi with barbecues on property. Plenty of...
Ocean Front 1bd incredible view free wifi
This spectacular condo has some of the best views at the Ilikai!Enjoy amenities such as a split AC System, fully furnished with linens, towels, and kitchen supplies, two double beds, a sofa bed and even a pack n play for the little ones. we also offer beach chairs,...
Lae Nani 338 Oceanview with AC a "Coconut Coast Beauty"
Coconut Coast Beauty at Lae Nani 338 | ❄️ AC Included🌊 Oceanview Third-Floor Condo | 1 Bedroom | 1.5 BathroomsA calm, coastal retreat awaits at Lae Nani 338, a newly remodeled oceanview condo set on lush tropical grounds just steps from the shoreline. With peaceful...
Modern Island Studio in a spectacular location on Kauai’s lovely North Shore
E Komo Mai! Come enjoy my newly remodeled tropical island studio on Kauai's lovely north shore. Your perfect day starts with breakfast on the sunny and private East side lanai. Next, grab the beach toys, pack a cooler and roll down to one of the most beautiful beaches...
Deluxe 1 bedroom, 1 bathroom with beautiful ocean views at the Waikiki Shore
Waikiki Shore unit 508 has deluxe one-bedroom one-bathroom and is the perfect mixture of modern island styles. You’ll go crazy over the Waikiki beach Pacific Ocean views from your furnished lanai. This unit has a full-size kitchen with stainless steel appliances,...
Maui Modern North Shore Beach Condo - Walk to Mamas Fish House! AC, Fast WiFi
A beautiful, modern one bedroom condo located walking distance to the famous Mama's Beach on Maui’s majestic North Shore! Located in Paia, this unit is the perfect home away from home for exploring the delights of Maui's North Shore and spectacular road to Hana. Steps...
Waikomo 321 by Destination Kauai - A/C
🌴 E Komo Mai — Waikomo Stream Villas 321 | Tropical Poipu CondoEnjoy island living in this bright and updated 1-bedroom, 1-bath condo on the second floor of Waikomo Stream Villas. Relax with split A/C in the bedroom and living area, soak in the deep tub/shower combo,...
401 - 2 Bedroom High End Breathtaking Ocean Views - 40 feet from the water!
When only the Best will do!* Ocean front condo has been fully remodeled * 100 feet from one of the finest beaches in Maui - Wonderful snorkeling and water sports at your doorstep! * Watch the whales from your private Lanai * Book with Confidence - Resort-zoned and...
Cottage 1 is stylish, modern retreat in the enchanting Haena on Kauai's North Shore. This cottage features a comfortable king-size bed, a fully equipped kitchen, and a private deck where you can relax and enjoy the sunshine and ocean views. As part of our five-cottage...